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6006 Midnight Pass Road Unit 48, Sarasota

Virtually Staged. Your Slice of Paradise Awaits at Casa Mar on World-Famous Siesta Key! Location, location, location! Welcome to Casa Mar, a highly desirable beachfront condominium community on the world-renowned shores of Siesta Key! This charming studio condominium offers the perfect combination of coastal living, resort-style amenities, and excellent rental income potential. Ideally situated just 100 feet from the beautiful white quartz-sand beach, this inviting retreat also enjoys a wonderful view overlooking the sparkling community pool, creating the perfect tropical setting for your very own piece of paradise! Inside, you'll find a comfortable and inviting living space featuring thoughtful kitchen updates, including updated lower kitchen cabinetry, beautiful quartz countertops, and a stainless-steel sink. Whether you're looking for a personal beach getaway, an income-producing investment, or a combination of both, this studio offers an incredible opportunity to own in one of Florida's most sought-after vacation destinations. Casa Mar is truly a hidden gem on Siesta Key! This established beachfront community offers an impressive array of resort-style amenities, including approximately 300 feet of private deeded beachfront, two swimming pools, covered beachfront pavilions, tennis and pickleball courts, shuffleboard, beach volleyball, BBQ grilling areas, picnic spaces, and beautifully maintained tropical grounds. Spend your mornings strolling along the powdery white sand, your afternoons relaxing poolside, and your evenings enjoying spectacular Gulf Coast sunsets just steps from your door! The location is simply outstanding! Nestled along desirable Midnight Pass Road, Casa Mar offers the perfect blend of peaceful beachfront relaxation and convenient access to everything Siesta Key and Sarasota have to offer. Enjoy nearby waterfront dining, charming boutiques, lively entertainment, and the vibrant atmosphere of Siesta Key Village. The free Siesta Key Breeze Trolley makes exploring the island a breeze, while the shopping, dining, arts, and cultural attractions of downtown Sarasota are just a short drive away. Investors take note! With Siesta Key's worldwide reputation as a premier vacation destination, Casa Mar's desirable beachfront setting, extensive amenities, and rental appeal make this an exciting opportunity for those seeking potential rental income. Enjoy the flexibility of a vacation retreat while exploring the income-producing possibilities of this sought-after location. Opportunities like this are all about location, lifestyle, and value! Whether you're dreaming of carefree days at the beach, a relaxing winter escape, or a desirable investment property, this Casa Mar studio delivers the quintessential Siesta Key experience. With the beach just steps away, a beautiful pool view, and outstanding amenities at your fingertips, paradise is calling! Don't miss your opportunity to own a little piece of world-famous Siesta Key!

1 Baths ⋅ Casa Mar SubDv. ⋅ 34242 Zip Code

Virtually Staged. Your Slice of Paradise Awaits at Casa Mar on World-Famous Siesta Key! Location, location, location! Welcome to Casa Mar, a highly desirable beachfront condominium community on the world-renowned shores of Siesta Key! This charming studio condominium offers the perfect combination of coastal living, resort-style amenities, and excellent rental income potential. Ideally situated just 100 feet from the beautiful white quartz-sand beach, this inviting retreat also enjoys a wonderful view overlooking the sparkling community pool, creating the perfect tropical setting for your very own piece of paradise! Inside, you'll find a comfortable and inviting living space featuring thoughtful kitchen updates, including updated lower kitchen cabinetry, beautiful quartz countertops, and a stainless-steel sink. Whether you're looking for a personal beach getaway, an income-producing investment, or a combination of both, this studio offers an incredible opportunity to own in one of Florida's most sought-after vacation destinations. Casa Mar is truly a hidden gem on Siesta Key! This established beachfront community offers an impressive array of resort-style amenities, including approximately 300 feet of private deeded beachfront, two swimming pools, covered beachfront pavilions, tennis and pickleball courts, shuffleboard, beach volleyball, BBQ grilling areas, picnic spaces, and beautifully maintained tropical grounds. Spend your mornings strolling along the powdery white sand, your afternoons relaxing poolside, and your evenings enjoying spectacular Gulf Coast sunsets just steps from your door! The location is simply outstanding! Nestled along desirable Midnight Pass Road, Casa Mar offers the perfect blend of peaceful beachfront relaxation and convenient access to everything Siesta Key and Sarasota have to offer. Enjoy nearby waterfront dining, charming boutiques, lively entertainment, and the vibrant atmosphere of Siesta Key Village. The free Siesta Key Breeze Trolley makes exploring the island a breeze, while the shopping, dining, arts, and cultural attractions of downtown Sarasota are just a short drive away. Investors take note! With Siesta Key's worldwide reputation as a premier vacation destination, Casa Mar's desirable beachfront setting, extensive amenities, and rental appeal make this an exciting opportunity for those seeking potential rental income. Enjoy the flexibility of a vacation retreat while exploring the income-producing possibilities of this sought-after location. Opportunities like this are all about location, lifestyle, and value! Whether you're dreaming of carefree days at the beach, a relaxing winter escape, or a desirable investment property, this Casa Mar studio delivers the quintessential Siesta Key experience. With the beach just steps away, a beautiful pool view, and outstanding amenities at your fingertips, paradise is calling! Don't miss your opportunity to own a little piece of world-famous Siesta Key!

6006 Midnight Pass Road Unit 48, Sarasota

$5,199,000

Experience elevated coastal living just steps from the shoreline at 316 Beach Road, an exceptional eight-bedroom Siesta Key retreat offering deeded beach access, panoramic Gulf views, and an established history as a high-performing vacation rental. Completely remodeled in 2021, this three-level residence combines modern coastal design with spacious accommodations and thoughtfully designed indoor-outdoor living. A private elevator connects all levels, while multiple Gulf-facing balconies capture sweeping water views and unforgettable sunsets. The fourth-floor main living area serves as the heart of the home, featuring an open-concept kitchen, dining area, and gathering space that flows onto an expansive balcony overlooking the Gulf. Each of the eight bedrooms features a private ensuite bathroom, offering comfort and privacy for family and guests. An additional club room with a wet bar provides another inviting space to entertain, while the outdoor retreat features a private pool, integrated spa, lush tropical landscaping, and a fully equipped outdoor kitchen with a built-in grill, refrigeration, and dining area. Ideally located near Siesta Key Village and the world-famous shores of Siesta Beach, this property offers convenient access to dining, shopping, and entertainment. With a proven rental history generating approximately $400,000 to $500,000 annually, 316 Beach Road presents a rare opportunity to enjoy the best of Siesta Key living while benefiting from exceptional income potential.

8 Beds ⋅ 10 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code

Experience elevated coastal living just steps from the shoreline at 316 Beach Road, an exceptional eight-bedroom Siesta Key retreat offering deeded beach access, panoramic Gulf views, and an established history as a high-performing vacation rental. Completely remodeled in 2021, this three-level residence combines modern coastal design with spacious accommodations and thoughtfully designed indoor-outdoor living. A private elevator connects all levels, while multiple Gulf-facing balconies capture sweeping water views and unforgettable sunsets. The fourth-floor main living area serves as the heart of the home, featuring an open-concept kitchen, dining area, and gathering space that flows onto an expansive balcony overlooking the Gulf. Each of the eight bedrooms features a private ensuite bathroom, offering comfort and privacy for family and guests. An additional club room with a wet bar provides another inviting space to entertain, while the outdoor retreat features a private pool, integrated spa, lush tropical landscaping, and a fully equipped outdoor kitchen with a built-in grill, refrigeration, and dining area. Ideally located near Siesta Key Village and the world-famous shores of Siesta Beach, this property offers convenient access to dining, shopping, and entertainment. With a proven rental history generating approximately $400,000 to $500,000 annually, 316 Beach Road presents a rare opportunity to enjoy the best of Siesta Key living while benefiting from exceptional income potential.

316 Beach Road, Sarasota

5830 Midnight Pass Road Unit 61, Sarasota

$560,000

An unrivaled BEACHFRONT lifestyle meets incredible value on Siesta Key. Positioned at a new, highly competitive price point, this fully remodeled ground-floor villa represents one of the most accessible opportunities to own directly on the Gulf of Mexico. Tucked away within the coveted Jamaica Royale community, your days here begin with gentle waves on a private sugar-white sand beach and end with spectacular, lingering island sunsets. Every inch of this 728-square-foot layout has been completely transformed to live significantly larger than a typical one-bedroom beach home. The interior boasts a beautifully redesigned kitchen featuring brand-new lower cabinetry and premium granite countertops, a fully upgraded primary bathroom, new base trim, and fresh interior doors. Absolute peace of mind is built right in with brand-new, impact-engineered doors and windows, alongside a comprehensive suite of new appliances and mechanicals—including the refrigerator, dishwasher, washer, dryer, A/C unit, and water heater. Ownership here is uniquely effortless. Quarterly dues handle the upkeep and include cable, water, and sewer for predictable, stress-free carrying costs. Unlike most beachfront communities, Jamaica Royale is proudly pet-friendly, allowing you to share the island life with your dog. Spend your afternoons lounging in a private beachside cabana, swimming in one of the three heated pools, or utilizing the beachside BBQ grills. When you're ready to explore, public transit connects you seamlessly to Siesta Village, downtown Sarasota, and Gulf Gate. Whether you are seeking a pristine personal retreat, a high-performing investment, or both, this villa is fully turnkey and ready to enjoy. Schedule your private tour today to experience this rare Gulf-front value firsthand. Incentive Note: A 1% rate reduction is available to qualified buyers who work with the seller's preferred lender.

1 Beds ⋅ 1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code

An unrivaled BEACHFRONT lifestyle meets incredible value on Siesta Key. Positioned at a new, highly competitive price point, this fully remodeled ground-floor villa represents one of the most accessible opportunities to own directly on the Gulf of Mexico. Tucked away within the coveted Jamaica Royale community, your days here begin with gentle waves on a private sugar-white sand beach and end with spectacular, lingering island sunsets. Every inch of this 728-square-foot layout has been completely transformed to live significantly larger than a typical one-bedroom beach home. The interior boasts a beautifully redesigned kitchen featuring brand-new lower cabinetry and premium granite countertops, a fully upgraded primary bathroom, new base trim, and fresh interior doors. Absolute peace of mind is built right in with brand-new, impact-engineered doors and windows, alongside a comprehensive suite of new appliances and mechanicals—including the refrigerator, dishwasher, washer, dryer, A/C unit, and water heater. Ownership here is uniquely effortless. Quarterly dues handle the upkeep and include cable, water, and sewer for predictable, stress-free carrying costs. Unlike most beachfront communities, Jamaica Royale is proudly pet-friendly, allowing you to share the island life with your dog. Spend your afternoons lounging in a private beachside cabana, swimming in one of the three heated pools, or utilizing the beachside BBQ grills. When you're ready to explore, public transit connects you seamlessly to Siesta Village, downtown Sarasota, and Gulf Gate. Whether you are seeking a pristine personal retreat, a high-performing investment, or both, this villa is fully turnkey and ready to enjoy. Schedule your private tour today to experience this rare Gulf-front value firsthand. Incentive Note: A 1% rate reduction is available to qualified buyers who work with the seller's preferred lender.

5830 Midnight Pass Road Unit 61, Sarasota

$3,900,000

Rising four stories above Siesta Key, this exceptional turn-key coastal villa transforms Gulf panoramas into a captivating backdrop for daily life. Privately situated within Mira Mar’s gated enclave of only four residences, this 3,824-square-foot unit offers the distinction of Siesta Key living just steps from Beach Access Number 2. Expansive windows and glass doors invite sunlight throughout while revealing Gulf views from every level. In the living room, corner windows and French doors lead to a balcony where coastal breezes set an effortless rhythm. The sunlit kitchen pairs sleek cabinetry with a sculptural curved island, while broad windows frame lush tropical scenery. Five bedrooms and five full bathrooms unfold across four levels, providing generous accommodations for family and guests. Every room but one has a separate balcony for taking in those beautiful sunsets or perhaps your morning coffee. A private elevator makes each floor easily accessible, an elegant convenience when the rooftop is calling. Abundant storage supports everyday organization, and the spacious garage accommodates two vehicles along with dedicated space for a boat/jet ski or golf cart. Crowning the residence, the rooftop terrace presents a spectacular stage for sunset soirées, with sweeping Gulf vistas commanding attention. A covered balcony with streamlined railings offers another inviting setting for savoring the salt air and luminous coastal surroundings. Beyond the gates, Siesta Village places live music, open-air dining, and charming local establishments moments away, while Morton’s Siesta Market is approximately 0.3 miles from home. Claim a rare intersection of privacy, beach proximity, and elevated island living. Schedule your private showing and discover life above the ordinary.

5 Beds ⋅ 5 Baths ⋅ Sunset Point Villas SubDv. ⋅ 34242 Zip Code

Rising four stories above Siesta Key, this exceptional turn-key coastal villa transforms Gulf panoramas into a captivating backdrop for daily life. Privately situated within Mira Mar’s gated enclave of only four residences, this 3,824-square-foot unit offers the distinction of Siesta Key living just steps from Beach Access Number 2. Expansive windows and glass doors invite sunlight throughout while revealing Gulf views from every level. In the living room, corner windows and French doors lead to a balcony where coastal breezes set an effortless rhythm. The sunlit kitchen pairs sleek cabinetry with a sculptural curved island, while broad windows frame lush tropical scenery. Five bedrooms and five full bathrooms unfold across four levels, providing generous accommodations for family and guests. Every room but one has a separate balcony for taking in those beautiful sunsets or perhaps your morning coffee. A private elevator makes each floor easily accessible, an elegant convenience when the rooftop is calling. Abundant storage supports everyday organization, and the spacious garage accommodates two vehicles along with dedicated space for a boat/jet ski or golf cart. Crowning the residence, the rooftop terrace presents a spectacular stage for sunset soirées, with sweeping Gulf vistas commanding attention. A covered balcony with streamlined railings offers another inviting setting for savoring the salt air and luminous coastal surroundings. Beyond the gates, Siesta Village places live music, open-air dining, and charming local establishments moments away, while Morton’s Siesta Market is approximately 0.3 miles from home. Claim a rare intersection of privacy, beach proximity, and elevated island living. Schedule your private showing and discover life above the ordinary.

67 Avenida Messina Unit B, Sarasota

$615,000

Steps from the White Sands of Crescent Beach! Welcome to Sea Crest, one of Siesta Key's most desirable boutique beachfront communities, offering an intimate setting with just 40 residences. Known for its exclusivity, outstanding beachfront location, and exceptional rental flexibility, Sea Crest offers a unique opportunity to experience the very best of Siesta Key. Ideally positioned within the community, Unit #23 enjoys one of Sea Crest's most appealing features: its close proximity to the beach. Step outside your door and you're just a short stroll from the beautiful white sands of Crescent Beach and breathtaking sunsets over the Gulf of Mexico. This charming one-bedroom, one-bath condominium offers a comfortable and inviting coastal retreat with an open living and dining area, beautiful wood-look flooring, exposed ceiling beams, and tasteful coastal furnishings throughout. The fully equipped kitchen, spacious living area, and bedroom with ample storage provide everything needed for a relaxing beach getaway. Offered completely turnkey furnished, this residence is ready for immediate enjoyment or continued rental use. What truly sets Sea Crest apart is its combination of an intimate beachfront setting and outstanding rental flexibility. Short-term rentals are permitted, and the community offers a phenomenal on-site management team that assists with reservations, guest services, and property management. Unit #23 is already participating in the on-site rental program, offering a convenient transition for buyers interested in continuing rental activity while enjoying the property for their own personal use. Residents and guests enjoy direct access to the world-famous sands of Crescent Beach, a heated swimming pool, beachfront lounging areas, and incredible Gulf sunsets. All of this is conveniently located near some of Siesta Key's favorite restaurants, shopping, and entertainment. Whether you're looking for a personal beach retreat, an investment opportunity, or a combination of both, Unit #23 offers an exceptional combination of location, convenience, and flexibility. With just 40 residences and the beach only steps away, it's easy to see why Sea Crest remains such a special place on Siesta Key!

1 Beds ⋅ 1 Baths ⋅ Sea Crest Apts SubDv. ⋅ 34242 Zip Code

Steps from the White Sands of Crescent Beach! Welcome to Sea Crest, one of Siesta Key's most desirable boutique beachfront communities, offering an intimate setting with just 40 residences. Known for its exclusivity, outstanding beachfront location, and exceptional rental flexibility, Sea Crest offers a unique opportunity to experience the very best of Siesta Key. Ideally positioned within the community, Unit #23 enjoys one of Sea Crest's most appealing features: its close proximity to the beach. Step outside your door and you're just a short stroll from the beautiful white sands of Crescent Beach and breathtaking sunsets over the Gulf of Mexico. This charming one-bedroom, one-bath condominium offers a comfortable and inviting coastal retreat with an open living and dining area, beautiful wood-look flooring, exposed ceiling beams, and tasteful coastal furnishings throughout. The fully equipped kitchen, spacious living area, and bedroom with ample storage provide everything needed for a relaxing beach getaway. Offered completely turnkey furnished, this residence is ready for immediate enjoyment or continued rental use. What truly sets Sea Crest apart is its combination of an intimate beachfront setting and outstanding rental flexibility. Short-term rentals are permitted, and the community offers a phenomenal on-site management team that assists with reservations, guest services, and property management. Unit #23 is already participating in the on-site rental program, offering a convenient transition for buyers interested in continuing rental activity while enjoying the property for their own personal use. Residents and guests enjoy direct access to the world-famous sands of Crescent Beach, a heated swimming pool, beachfront lounging areas, and incredible Gulf sunsets. All of this is conveniently located near some of Siesta Key's favorite restaurants, shopping, and entertainment. Whether you're looking for a personal beach retreat, an investment opportunity, or a combination of both, Unit #23 offers an exceptional combination of location, convenience, and flexibility. With just 40 residences and the beach only steps away, it's easy to see why Sea Crest remains such a special place on Siesta Key!

1129 Seaside Drive Unit 23, Sarasota

$630,000

Completely Renovated, Turnkey Furnished, and Located in One of Siesta Key's Most Desirable Boutique Beachfront Communities! Welcome to Sea Crest, an intimate 40-unit community along the beautiful white sands of Crescent Beach. Known for its exclusivity, outstanding location, and relaxed coastal atmosphere, Sea Crest offers a unique opportunity to own in one of Siesta Key's most sought-after beachfront settings. This beautifully renovated one-bedroom, one-bath condominium has been completely transformed with high-end finishes and a fresh coastal design throughout. The bright, open-concept floor plan features beautiful wood-look flooring, exposed ceiling beams, crisp white cabinetry, stainless steel appliances, and an impressive kitchen with an oversized island and breakfast bar seating. Soft coastal colors, tasteful furnishings, and thoughtful details create a beautiful, inviting space that perfectly captures the Siesta Key lifestyle. The bathroom has also been completely updated with a beautifully tiled walk-in shower, glass enclosure, and modern finishes. Offered fully turnkey furnished, this property is ready to enjoy from day one, with nothing left to do! What truly sets Sea Crest apart is its boutique setting combined with exceptional rental flexibility. **Short-term rentals are permitted**, and the community offers a phenomenal on-site management team to help oversee rentals and guest services, making ownership especially convenient for those looking to generate rental income while enjoying their own personal beach getaway. Residents and guests enjoy direct access to the world-famous sands of Crescent Beach, a heated swimming pool, beachfront lounging, and incredible Gulf sunsets. All of this is conveniently located near some of Siesta Key's favorite restaurants, shopping, and entertainment. Whether you're looking for a personal coastal retreat, an investment opportunity, or the best of both worlds, this fully renovated residence offers an exceptional combination of quality, location, and flexibility. With just 40 units, Sea Crest provides the intimate beachfront experience that makes this community so special.

1 Beds ⋅ 1 Baths ⋅ Sea Crest Apts SubDv. ⋅ 34242 Zip Code

Completely Renovated, Turnkey Furnished, and Located in One of Siesta Key's Most Desirable Boutique Beachfront Communities! Welcome to Sea Crest, an intimate 40-unit community along the beautiful white sands of Crescent Beach. Known for its exclusivity, outstanding location, and relaxed coastal atmosphere, Sea Crest offers a unique opportunity to own in one of Siesta Key's most sought-after beachfront settings. This beautifully renovated one-bedroom, one-bath condominium has been completely transformed with high-end finishes and a fresh coastal design throughout. The bright, open-concept floor plan features beautiful wood-look flooring, exposed ceiling beams, crisp white cabinetry, stainless steel appliances, and an impressive kitchen with an oversized island and breakfast bar seating. Soft coastal colors, tasteful furnishings, and thoughtful details create a beautiful, inviting space that perfectly captures the Siesta Key lifestyle. The bathroom has also been completely updated with a beautifully tiled walk-in shower, glass enclosure, and modern finishes. Offered fully turnkey furnished, this property is ready to enjoy from day one, with nothing left to do! What truly sets Sea Crest apart is its boutique setting combined with exceptional rental flexibility. **Short-term rentals are permitted**, and the community offers a phenomenal on-site management team to help oversee rentals and guest services, making ownership especially convenient for those looking to generate rental income while enjoying their own personal beach getaway. Residents and guests enjoy direct access to the world-famous sands of Crescent Beach, a heated swimming pool, beachfront lounging, and incredible Gulf sunsets. All of this is conveniently located near some of Siesta Key's favorite restaurants, shopping, and entertainment. Whether you're looking for a personal coastal retreat, an investment opportunity, or the best of both worlds, this fully renovated residence offers an exceptional combination of quality, location, and flexibility. With just 40 units, Sea Crest provides the intimate beachfront experience that makes this community so special.

1129 Seaside Drive Unit 14, Sarasota

$5,400,000

TWO LUXURY RESIDENCES. ONE SIESTA KEY ESTATE. OVER HALF A MILLION IN 2025 GROSS RENTAL REVENUE. Rent them. Keep them for yourself. Or enjoy the best of both worlds. Welcome to 6910 Midnight Pass Road, where luxury coastal living meets proven investment performance at less than 10× GRM. Just moments from Crescent Beach and iconic Point of Rocks, this remarkable offering features ten bedrooms, fourteen bathrooms, 5,767 square feet of living space, private elevators, resort-style pools and spas, and expansive indoor-outdoor entertaining spaces. Purpose-built as luxury short-term vacation rentals, both residences blend sophisticated coastal design with commercial-grade durability and resort-level amenities. Built for memories. Engineered for performance. With historical average daily rental rates exceeding $1,000, approximately 250 booked nights annually per residence, and potential STR-related tax strategies worth exploring with your tax advisor, this is more than a vacation home. It's an asset with options. Currently configured as two separately titled condominium residences, offered together as a single purchase. Financial performance and rental history available upon request

10 Beds ⋅ 14 Baths ⋅ Point Of Rocks Terrace SubDv. ⋅ 34242 Zip Code

TWO LUXURY RESIDENCES. ONE SIESTA KEY ESTATE. OVER HALF A MILLION IN 2025 GROSS RENTAL REVENUE. Rent them. Keep them for yourself. Or enjoy the best of both worlds. Welcome to 6910 Midnight Pass Road, where luxury coastal living meets proven investment performance at less than 10× GRM. Just moments from Crescent Beach and iconic Point of Rocks, this remarkable offering features ten bedrooms, fourteen bathrooms, 5,767 square feet of living space, private elevators, resort-style pools and spas, and expansive indoor-outdoor entertaining spaces. Purpose-built as luxury short-term vacation rentals, both residences blend sophisticated coastal design with commercial-grade durability and resort-level amenities. Built for memories. Engineered for performance. With historical average daily rental rates exceeding $1,000, approximately 250 booked nights annually per residence, and potential STR-related tax strategies worth exploring with your tax advisor, this is more than a vacation home. It's an asset with options. Currently configured as two separately titled condominium residences, offered together as a single purchase. Financial performance and rental history available upon request

6910 Midnight Pass Road, Sarasota

$4,950,000

Exceptional Waterfront in North Siesta Key's Bay Island Shores Community. Experience the best of coastal living in this custom built residence with direct access just minutes to the Intracoastal Waterway. The home features a 2023 14,000lb dock/lift with electric and 3pnt moorage. Step inside a welcoming slate tile entry foyer to discover timeless quality design with Brazilian Ipe hardwood flooring throughout, hurricane rated windows, French doors and volume Pine ceilings. At the heart of the home is a true cook's kitchen with Wolff Gas Range, built-in Sub-Zero stainless refrigerator, Fisher Paykel dishwasher and soap-stone countertop. A walk-in chef's pantry, abundant cabinetry and full wet-bar with wine refrigeration elevate the entertaining experience. The Primary Bedroom Suite, set it its own private wing, offers a tranquil retreat w/French doors opening to a full private deck, perfect to enjoy sunrise and enjoy the water vistas; generous closet space and spa-inspired Bath; Guests Private Wing and other rooms offer flexibility. Laundry room w/sink; office nook and mudroom are conveniently located off the 3-car garage. Outdoors, enjoy multiple covered decks, one with gas fireplace for perfect evening waterfront ambiance; overlooking heated salt-water pool/spa; tropical lighted landscape and water view. Located just minutes to downtown Sarasota; shopping; restaurants and cultural venues.

3 Beds ⋅ 4 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code

Exceptional Waterfront in North Siesta Key's Bay Island Shores Community. Experience the best of coastal living in this custom built residence with direct access just minutes to the Intracoastal Waterway. The home features a 2023 14,000lb dock/lift with electric and 3pnt moorage. Step inside a welcoming slate tile entry foyer to discover timeless quality design with Brazilian Ipe hardwood flooring throughout, hurricane rated windows, French doors and volume Pine ceilings. At the heart of the home is a true cook's kitchen with Wolff Gas Range, built-in Sub-Zero stainless refrigerator, Fisher Paykel dishwasher and soap-stone countertop. A walk-in chef's pantry, abundant cabinetry and full wet-bar with wine refrigeration elevate the entertaining experience. The Primary Bedroom Suite, set it its own private wing, offers a tranquil retreat w/French doors opening to a full private deck, perfect to enjoy sunrise and enjoy the water vistas; generous closet space and spa-inspired Bath; Guests Private Wing and other rooms offer flexibility. Laundry room w/sink; office nook and mudroom are conveniently located off the 3-car garage. Outdoors, enjoy multiple covered decks, one with gas fireplace for perfect evening waterfront ambiance; overlooking heated salt-water pool/spa; tropical lighted landscape and water view. Located just minutes to downtown Sarasota; shopping; restaurants and cultural venues.

3607 Flamingo Avenue, Sarasota

8900 Blind Pass Road Unit A303, Sarasota

$799,900

Top-floor, turnkey beachfront living with your own assigned boat slip—experience the best of both worlds on the quiet southern end of world-renowned Siesta Key in Sarasota, Florida. Breathtaking Gulf views greet you from every room of this beautifully remodeled 1-bedroom, 1-bathroom condo, where tranquil turquoise waters and a beachfront setting create an extraordinary coastal retreat. An enclosed patio with hurricane-impact windows offers a cruise-ship-like perspective over the Gulf. Open the windows to welcome coastal breezes and the soothing sound of waves along the shore. With the Gulf on one side and Blind Pass Lagoon on the other, enjoy both sunrise and sunset, sand between your toes, and boating adventures from your assigned slip. Launch a kayak or paddleboard to explore the waterways, or head out by boat toward Sarasota Bay and the open Gulf with no bridges along the way. Thoughtfully remodeled throughout, the interior features ceramic wood-look tile, soft coastal colors, updated fans and light fixtures, and an open floor plan designed to showcase the views. The beautifully renovated kitchen features granite countertops, custom wood cabinetry with soft-close doors, a tile backsplash, and stainless steel appliances. An opened kitchen wall enhances sightlines, while an additional glass door brings in views of Blind Pass Lagoon, where wildlife, kayakers, and boaters provide an ever-changing backdrop. Beautifully appointed furnishings complement inviting spaces for dining and entertaining, including a kitchen breakfast bar, a full dining area, and additional dining space on the enclosed patio. Thoughtful furniture with built-in storage and an additional interior closet provide room for beach essentials. Wake to water views in the primary bedroom, complete with an expansive walk-in closet housing a full-size washer and dryer—a rare convenience in this community for owners and renters alike. The thoughtfully renovated bathroom features a glass-enclosed walk-in shower, an updated vanity with a granite countertop, and updated lighting. Additional highlights include air conditioning updated in 2023 and a new building roof in 2025. Monthly fees include water, sewer, internet, and cable. Enjoy long beach walks, a heated community swimming pool, boating, kayaking, and fishing—all at your fingertips. Walk to waterfront dining at Turtles Restaurant and Ophelia’s on the Bay, or take the free trolley to Siesta Key Village for dining, live entertainment, and charming shops. Discover downtown Sarasota’s cultural offerings, including ballet, symphony performances, the Van Wezel Performing Arts Hall, and the farmers market, with convenient access to Sarasota Bradenton International Airport. Whether you seek a turnkey beachfront escape, an investment opportunity with one-week minimum rentals, or a full-time coastal residence, this exceptional Fishermans Cove condo brings together beachfront beauty and a bonus boating lifestyle if desired!

1 Beds ⋅ 1 Baths ⋅ Fishermans Cove SubDv. ⋅ 34242 Zip Code

Top-floor, turnkey beachfront living with your own assigned boat slip—experience the best of both worlds on the quiet southern end of world-renowned Siesta Key in Sarasota, Florida. Breathtaking Gulf views greet you from every room of this beautifully remodeled 1-bedroom, 1-bathroom condo, where tranquil turquoise waters and a beachfront setting create an extraordinary coastal retreat. An enclosed patio with hurricane-impact windows offers a cruise-ship-like perspective over the Gulf. Open the windows to welcome coastal breezes and the soothing sound of waves along the shore. With the Gulf on one side and Blind Pass Lagoon on the other, enjoy both sunrise and sunset, sand between your toes, and boating adventures from your assigned slip. Launch a kayak or paddleboard to explore the waterways, or head out by boat toward Sarasota Bay and the open Gulf with no bridges along the way. Thoughtfully remodeled throughout, the interior features ceramic wood-look tile, soft coastal colors, updated fans and light fixtures, and an open floor plan designed to showcase the views. The beautifully renovated kitchen features granite countertops, custom wood cabinetry with soft-close doors, a tile backsplash, and stainless steel appliances. An opened kitchen wall enhances sightlines, while an additional glass door brings in views of Blind Pass Lagoon, where wildlife, kayakers, and boaters provide an ever-changing backdrop. Beautifully appointed furnishings complement inviting spaces for dining and entertaining, including a kitchen breakfast bar, a full dining area, and additional dining space on the enclosed patio. Thoughtful furniture with built-in storage and an additional interior closet provide room for beach essentials. Wake to water views in the primary bedroom, complete with an expansive walk-in closet housing a full-size washer and dryer—a rare convenience in this community for owners and renters alike. The thoughtfully renovated bathroom features a glass-enclosed walk-in shower, an updated vanity with a granite countertop, and updated lighting. Additional highlights include air conditioning updated in 2023 and a new building roof in 2025. Monthly fees include water, sewer, internet, and cable. Enjoy long beach walks, a heated community swimming pool, boating, kayaking, and fishing—all at your fingertips. Walk to waterfront dining at Turtles Restaurant and Ophelia’s on the Bay, or take the free trolley to Siesta Key Village for dining, live entertainment, and charming shops. Discover downtown Sarasota’s cultural offerings, including ballet, symphony performances, the Van Wezel Performing Arts Hall, and the farmers market, with convenient access to Sarasota Bradenton International Airport. Whether you seek a turnkey beachfront escape, an investment opportunity with one-week minimum rentals, or a full-time coastal residence, this exceptional Fishermans Cove condo brings together beachfront beauty and a bonus boating lifestyle if desired!

8900 Blind Pass Road Unit A303, Sarasota

$1,549,000

LOCATION, LOCATION, LOCATION!!! STEPS TO THE BEACH....YOUR FURNISHED SIESTA KEY ESCAPE—BEAUTIFULLY REIMAGINED This extensively and tastefully renovated 3 bedroom, 3 and 1 half bath with quality finishes throughout has been meticulously maintained and is being offered furnished. This 2300 square feet under air, a 2 car garage and large pool with panoramic screened cage residence welcomes you with tropical landscaping, a circular paver driveway, and an inviting island style. Renovated in 2017–2018 this home offers a relaxed living space that with substantial improvements throughout. Each bedroom features its own private en suite bathroom, complemented by a separate guest half bath. All bathrooms were completely redone during the renovation. Improvements included a new metal roof, PGT WinGuard Aluminum 700 Series impact windows throughout, all new doors, plumbing, electrical, air-conditioning and ducts, drywall, lighting, insulation and tile flooring. The kitchen features white cabinetry, a contrasting island with seating, and an impressive appliance selection: a Thermador gas stove and oven/microwave combination, Bosch dishwasher, and Café refrigerator. A 250-gallon propane tank supplies the gas stove and tankless water heater. Open living and dining spaces provide a welcoming setting for entertaining, with warm-toned tile flooring and views of the surrounding greenery. Outside, the pool, paver deck, and lanai invite relaxed outdoor living. A Panoramic View pool enclosure enhances the outlook, creating a beautiful setting for morning coffee, poolside dining, and quiet afternoons. Additional conveniences include central vacuum throughout the home, wiring for ceiling fans in every room, and an oversized two-car garage. Thoughtfully updated with quality finishes throughout, this welcoming Siesta Key retreat is ready for your next chapter of island living.

3 Beds ⋅ 4 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code

LOCATION, LOCATION, LOCATION!!! STEPS TO THE BEACH....YOUR FURNISHED SIESTA KEY ESCAPE—BEAUTIFULLY REIMAGINED This extensively and tastefully renovated 3 bedroom, 3 and 1 half bath with quality finishes throughout has been meticulously maintained and is being offered furnished. This 2300 square feet under air, a 2 car garage and large pool with panoramic screened cage residence welcomes you with tropical landscaping, a circular paver driveway, and an inviting island style. Renovated in 2017–2018 this home offers a relaxed living space that with substantial improvements throughout. Each bedroom features its own private en suite bathroom, complemented by a separate guest half bath. All bathrooms were completely redone during the renovation. Improvements included a new metal roof, PGT WinGuard Aluminum 700 Series impact windows throughout, all new doors, plumbing, electrical, air-conditioning and ducts, drywall, lighting, insulation and tile flooring. The kitchen features white cabinetry, a contrasting island with seating, and an impressive appliance selection: a Thermador gas stove and oven/microwave combination, Bosch dishwasher, and Café refrigerator. A 250-gallon propane tank supplies the gas stove and tankless water heater. Open living and dining spaces provide a welcoming setting for entertaining, with warm-toned tile flooring and views of the surrounding greenery. Outside, the pool, paver deck, and lanai invite relaxed outdoor living. A Panoramic View pool enclosure enhances the outlook, creating a beautiful setting for morning coffee, poolside dining, and quiet afternoons. Additional conveniences include central vacuum throughout the home, wiring for ceiling fans in every room, and an oversized two-car garage. Thoughtfully updated with quality finishes throughout, this welcoming Siesta Key retreat is ready for your next chapter of island living.

5534 Cape Leyte Drive, Sarasota

5970 Midnight Pass Road Unit 177, Sarasota

$650,000

Beach to bay, turnkey and ready to enjoy—this one-bedroom residence at the Palm Bay Club offers an approachable way to own a piece of the Siesta Key lifestyle without sacrificing the amenities that make this community so desirable. Positioned on the Gulf side of Midnight Pass Road, the powder-white sands and turquoise waters of Crescent Beach are just steps from your door. Inside, the thoughtfully designed floor plan makes excellent use of every space. Handsome vinyl plank flooring provides a durable, low-maintenance foundation for relaxed coastal décor, while the kitchen pairs crisp white cabinetry with bold black granite countertops and stainless-steel appliances. The open living and dining area is comfortably furnished and ready for everything from quiet mornings to recharging between Siesta Key adventures. An enclosed lanai has been incorporated into the living space, where three large glass sliders welcome abundant natural light and open to capture the island breeze. The peaceful bedroom features two beds to maximize guest accommodations, while the updated bath continues the condo’s fresh, easygoing aesthetic. Offered turnkey furnished, this residence makes the transition from closing day to beach day refreshingly simple. And at Palm Bay Club, ownership extends well beyond your front door. Enjoy private Crescent Beach access, two heated swimming pools, a waterfront hot tub overlooking the Intracoastal, fitness center, lighted tennis and pickleball courts, BBQ grills, fishing pier and boat docks available for daily rental. With a three-night minimum rental policy and established onsite management, this efficient one-bedroom residence presents a compelling combination of personal enjoyment, rental flexibility and exceptional Siesta Key value.

1 Beds ⋅ 2 Baths ⋅ Palm Bay Club SubDv. ⋅ 34242 Zip Code

Beach to bay, turnkey and ready to enjoy—this one-bedroom residence at the Palm Bay Club offers an approachable way to own a piece of the Siesta Key lifestyle without sacrificing the amenities that make this community so desirable. Positioned on the Gulf side of Midnight Pass Road, the powder-white sands and turquoise waters of Crescent Beach are just steps from your door. Inside, the thoughtfully designed floor plan makes excellent use of every space. Handsome vinyl plank flooring provides a durable, low-maintenance foundation for relaxed coastal décor, while the kitchen pairs crisp white cabinetry with bold black granite countertops and stainless-steel appliances. The open living and dining area is comfortably furnished and ready for everything from quiet mornings to recharging between Siesta Key adventures. An enclosed lanai has been incorporated into the living space, where three large glass sliders welcome abundant natural light and open to capture the island breeze. The peaceful bedroom features two beds to maximize guest accommodations, while the updated bath continues the condo’s fresh, easygoing aesthetic. Offered turnkey furnished, this residence makes the transition from closing day to beach day refreshingly simple. And at Palm Bay Club, ownership extends well beyond your front door. Enjoy private Crescent Beach access, two heated swimming pools, a waterfront hot tub overlooking the Intracoastal, fitness center, lighted tennis and pickleball courts, BBQ grills, fishing pier and boat docks available for daily rental. With a three-night minimum rental policy and established onsite management, this efficient one-bedroom residence presents a compelling combination of personal enjoyment, rental flexibility and exceptional Siesta Key value.

5970 Midnight Pass Road Unit 177, Sarasota

8776 Midnight Pass Road Unit C101, Sarasota

$995,000

Experience the best of Siesta Key living at Island Reef, a desirable Gulf-to-Bay community on the peaceful southern end of the island. Offering 1,875 square feet of living space, this two-bedroom, two-and-a-half-bath ground-floor condominium features one of the community’s largest floor plans, providing generous living spaces and a comfortable coastal retreat. Ideally positioned as one of the closest residences to both the community swimming pool and beach access, the condominium features a private walkout patio overlooking the beautifully maintained grounds and pool. The ground-floor setting allows for easy outdoor access without the need for elevators, while a nearby covered carport adds everyday convenience. Inside, the residence features fresh interior paint, a beautifully renovated primary bathroom, a remodeled laundry room, and new luxury vinyl plank flooring throughout both bedrooms, closets, and all two-and-a-half bathrooms. Significant improvements include replacement of the vertical iron plumbing pipes throughout the residence, along with an air conditioning system and water heater replaced approximately one year ago. The kitchen features appliances approximately five years old and offers an opportunity to personalize the space to your taste. With its expansive floor plan, substantial updates, and inviting indoor and outdoor living spaces, this residence offers an exceptional opportunity to enjoy the relaxed coastal lifestyle of Siesta Key.

2 Beds ⋅ 3 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code

Experience the best of Siesta Key living at Island Reef, a desirable Gulf-to-Bay community on the peaceful southern end of the island. Offering 1,875 square feet of living space, this two-bedroom, two-and-a-half-bath ground-floor condominium features one of the community’s largest floor plans, providing generous living spaces and a comfortable coastal retreat. Ideally positioned as one of the closest residences to both the community swimming pool and beach access, the condominium features a private walkout patio overlooking the beautifully maintained grounds and pool. The ground-floor setting allows for easy outdoor access without the need for elevators, while a nearby covered carport adds everyday convenience. Inside, the residence features fresh interior paint, a beautifully renovated primary bathroom, a remodeled laundry room, and new luxury vinyl plank flooring throughout both bedrooms, closets, and all two-and-a-half bathrooms. Significant improvements include replacement of the vertical iron plumbing pipes throughout the residence, along with an air conditioning system and water heater replaced approximately one year ago. The kitchen features appliances approximately five years old and offers an opportunity to personalize the space to your taste. With its expansive floor plan, substantial updates, and inviting indoor and outdoor living spaces, this residence offers an exceptional opportunity to enjoy the relaxed coastal lifestyle of Siesta Key.

8776 Midnight Pass Road Unit C101, Sarasota

6157 Midnight Pass Road Unit E93, Sarasota

$475,000

Exceptional opportunity on SIESTA KEY! Whether you're searching for a vacation getaway, full-time island residence, or income-producing investment, this TURNKEY 2-bedroom, 2-bath condo at Bay Oaks offers an unbeatable combination of location, flexibility and value. With WEEKLY RENTALS ALLOWED, owners have the freedom to take advantage of Siesta Key's highly desirable vacation rental market while still enjoying the property themselves. Outside rental management and self-management is allowed, providing added flexibility for investors. Located on the third floor, this spacious 1,101 sq. ft. condo is being sold TURNKEY and ready to enjoy from day one. The kitchen has been beautifully renovated creating a fresh, updated space with stainless steel appliances, gorgeous quartz countertops, large island with seating, and coastal backsplash. The open living and dining areas flow onto a screened in balcony overlooking mature tropical landscaping—the perfect spot to enjoy your morning coffee or unwind after a day at the beach. A generous outdoor storage closet provides convenient space for beach chairs, umbrellas and all your island essentials. The split bedroom layout offers privacy for owners and guests, with two spacious bedrooms and two full bathrooms. An IN-UNIT WASHER AND DRYER adds another sought-after convenience for both personal use and vacation rentals. Bay Oaks provides an impressive collection of amenities including a heated community pool, fishing pier along the Intracoastal Waterway, tennis and pickleball courts, BBQ and picnic areas, and covered parking. Leave the car behind and embrace the island lifestyle with the Siesta Key trolley providing convenient transportation to Siesta Key Village, local restaurants, shops, entertainment and Siesta Key's world-famous white-sand beaches. With weekly rentals permitted, flexible management options, turnkey furnishings, a renovated kitchen and an outstanding Siesta Key location, this condo offers an incredible opportunity to own your own piece of paradise while enjoying the potential for vacation rental income. Bring you sunscreen and come experience everything that makes Siesta Key one of Florida's most sought-after island destinations!

2 Beds ⋅ 2 Baths ⋅ Siesta Plat SubDv. ⋅ 34242 Zip Code

Exceptional opportunity on SIESTA KEY! Whether you're searching for a vacation getaway, full-time island residence, or income-producing investment, this TURNKEY 2-bedroom, 2-bath condo at Bay Oaks offers an unbeatable combination of location, flexibility and value. With WEEKLY RENTALS ALLOWED, owners have the freedom to take advantage of Siesta Key's highly desirable vacation rental market while still enjoying the property themselves. Outside rental management and self-management is allowed, providing added flexibility for investors. Located on the third floor, this spacious 1,101 sq. ft. condo is being sold TURNKEY and ready to enjoy from day one. The kitchen has been beautifully renovated creating a fresh, updated space with stainless steel appliances, gorgeous quartz countertops, large island with seating, and coastal backsplash. The open living and dining areas flow onto a screened in balcony overlooking mature tropical landscaping—the perfect spot to enjoy your morning coffee or unwind after a day at the beach. A generous outdoor storage closet provides convenient space for beach chairs, umbrellas and all your island essentials. The split bedroom layout offers privacy for owners and guests, with two spacious bedrooms and two full bathrooms. An IN-UNIT WASHER AND DRYER adds another sought-after convenience for both personal use and vacation rentals. Bay Oaks provides an impressive collection of amenities including a heated community pool, fishing pier along the Intracoastal Waterway, tennis and pickleball courts, BBQ and picnic areas, and covered parking. Leave the car behind and embrace the island lifestyle with the Siesta Key trolley providing convenient transportation to Siesta Key Village, local restaurants, shops, entertainment and Siesta Key's world-famous white-sand beaches. With weekly rentals permitted, flexible management options, turnkey furnishings, a renovated kitchen and an outstanding Siesta Key location, this condo offers an incredible opportunity to own your own piece of paradise while enjoying the potential for vacation rental income. Bring you sunscreen and come experience everything that makes Siesta Key one of Florida's most sought-after island destinations!

6157 Midnight Pass Road Unit E93, Sarasota

8773 Midnight Pass Road Unit 504G, Sarasota

$615,000

Welcome home to your tropical retreat at Island Reef on south Siesta Key! Island Reef is a Gulf to Bay resort style community. Amenities include: 2 heated pools, private beach, pickleball, tennis, clubhouse and docks. There is an active social calendar and in-house rental management as well. This beautiful penthouse unit has a wonderful pool and courtyard view. 504G is being offered Turnkey Furnished. This beachy condo has been extensively upgraded including the kitchen, both bathrooms, a laundry with full-size washer and dryer, and a raised ceiling in the dining area. The knotty pine floors and doors are reminiscent of a coastal cottage. Indirect lighting can be dimmed to suite your needs. A new AC was installed in Oct 2026 and the warranty will be transferred to the new owners. The kitchen and bathrooms have solid wood paneled cabinets, granite countertops, and subway tile bath and shower surrounds. In the kitchen the lighted cabinets allow for a beautiful display of dishes, glassware, and favorite collectibles. The living room and dining area have comfortable coastal furniture. The large dining table holds 6-8. Glass sliding doors open to a garden style lanai with slate tile flooring. Enjoy the tropical breeze and pool view while sipping your morning coffee on this wonderful lanai. Throughout the condo there are several unique antique wood chests and other furniture pieces., which are perfect for additional storage. The coastal artwork and knick-knacks are included in the purchase of this home. From the primary bedroom, you can also access the lanai through sliding glass doors. There is a large walk-in closet and an ensuite bathroom with dual sinks and large shower. The guest bedroom has a three-piece full wall shelving /desk unit. There is also a full wall built-in closet. Across the hallway is a laundry and storage room. If you are ready to make a move to paradise, please call for a private showing. When you see 504G you will fall in love! Buy now and enjoy winter on Siesta Key!

2 Beds ⋅ 2 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code

Welcome home to your tropical retreat at Island Reef on south Siesta Key! Island Reef is a Gulf to Bay resort style community. Amenities include: 2 heated pools, private beach, pickleball, tennis, clubhouse and docks. There is an active social calendar and in-house rental management as well. This beautiful penthouse unit has a wonderful pool and courtyard view. 504G is being offered Turnkey Furnished. This beachy condo has been extensively upgraded including the kitchen, both bathrooms, a laundry with full-size washer and dryer, and a raised ceiling in the dining area. The knotty pine floors and doors are reminiscent of a coastal cottage. Indirect lighting can be dimmed to suite your needs. A new AC was installed in Oct 2026 and the warranty will be transferred to the new owners. The kitchen and bathrooms have solid wood paneled cabinets, granite countertops, and subway tile bath and shower surrounds. In the kitchen the lighted cabinets allow for a beautiful display of dishes, glassware, and favorite collectibles. The living room and dining area have comfortable coastal furniture. The large dining table holds 6-8. Glass sliding doors open to a garden style lanai with slate tile flooring. Enjoy the tropical breeze and pool view while sipping your morning coffee on this wonderful lanai. Throughout the condo there are several unique antique wood chests and other furniture pieces., which are perfect for additional storage. The coastal artwork and knick-knacks are included in the purchase of this home. From the primary bedroom, you can also access the lanai through sliding glass doors. There is a large walk-in closet and an ensuite bathroom with dual sinks and large shower. The guest bedroom has a three-piece full wall shelving /desk unit. There is also a full wall built-in closet. Across the hallway is a laundry and storage room. If you are ready to make a move to paradise, please call for a private showing. When you see 504G you will fall in love! Buy now and enjoy winter on Siesta Key!

8773 Midnight Pass Road Unit 504G, Sarasota

$2,495,000

Located in the highly desirable Bay Island neighborhood, this beautifully updated, move-in-ready Key West-style residence offers an appealing combination of privacy, space, and convenience. Known as the "Gateway to Siesta Key," Bay Island enjoys a prime location near the north bridge, providing easy access to Siesta Key's beaches and village, as well as downtown Sarasota's dining, shopping, and cultural attractions. Set on an expansive 14,400-square-foot double lot—an uncommon offering on Siesta Key—the property is surrounded by mature tropical landscaping, creating a private setting with generous outdoor living spaces. The home's open floor plan features vaulted ceilings, abundant natural light, and a natural gas fireplace. French doors connect the main living areas to multiple covered terraces, extending the living space outdoors. The kitchen features a large quartzite island, custom cabinetry, generous storage, and a full suite of Thermador appliances. The primary suite is located on the main living level, along with a flexible fourth bedroom or den. On the third floor, two spacious guest bedrooms share a newly renovated bathroom and enjoy access to an elevated terrace. Outdoor amenities include a heated saltwater pool, travertine decking, an outdoor shower, and ample space for relaxing or entertaining within the landscaped grounds. Extensively renovated in 2019 and further improved in subsequent years, the home features updated major systems, hurricane-rated windows and French doors, retractable screens, whole-house water filtration, and additional upgrades. Meticulously maintained and move-in ready, this Bay Island property offers an uncommon combination of lot size, privacy, location, and updated living spaces on Siesta Key.

4 Beds ⋅ 3 Baths ⋅ Bay Island Park SubDv. ⋅ 34242 Zip Code

Located in the highly desirable Bay Island neighborhood, this beautifully updated, move-in-ready Key West-style residence offers an appealing combination of privacy, space, and convenience. Known as the "Gateway to Siesta Key," Bay Island enjoys a prime location near the north bridge, providing easy access to Siesta Key's beaches and village, as well as downtown Sarasota's dining, shopping, and cultural attractions. Set on an expansive 14,400-square-foot double lot—an uncommon offering on Siesta Key—the property is surrounded by mature tropical landscaping, creating a private setting with generous outdoor living spaces. The home's open floor plan features vaulted ceilings, abundant natural light, and a natural gas fireplace. French doors connect the main living areas to multiple covered terraces, extending the living space outdoors. The kitchen features a large quartzite island, custom cabinetry, generous storage, and a full suite of Thermador appliances. The primary suite is located on the main living level, along with a flexible fourth bedroom or den. On the third floor, two spacious guest bedrooms share a newly renovated bathroom and enjoy access to an elevated terrace. Outdoor amenities include a heated saltwater pool, travertine decking, an outdoor shower, and ample space for relaxing or entertaining within the landscaped grounds. Extensively renovated in 2019 and further improved in subsequent years, the home features updated major systems, hurricane-rated windows and French doors, retractable screens, whole-house water filtration, and additional upgrades. Meticulously maintained and move-in ready, this Bay Island property offers an uncommon combination of lot size, privacy, location, and updated living spaces on Siesta Key.

3458 Anglin Drive, Sarasota

$10,500,000

Pre-Construction. To be built. This grand canal-front estate in one of North Siesta Key’s most exclusive neighborhoods is expected to be complete in a few months. Designed and built by Pham Development on a 17,842-square-foot (0.41-acre) lot, the traditional-style home will provide 4,769 square feet, 6 bedrooms, 6 full baths, and 1 powder bath. There are two separate guest suites above the two-car garages providing 4 garage spaces in total, with elevator access to each suite. Enjoy water views throughout the home, with the opportunity to create an office, a fitness room, or both. At the heart of the home, a gourmet chef’s kitchen will feature a striking quartz waterfall island, elegant pendant lighting, and custom cabinetry. The premium appliance suite includes a 72-inch Sub-Zero refrigerator, a Cove dishwasher, and a Wolf range, coffee maker, and microwave. The adjoining living and dining areas will flow seamlessly outdoors to a Wolf-equipped outdoor kitchen, private pool and hot tub spa, spacious backyard, and lush new landscaping. The deep-water Grand Canal offers direct, bridge-free boating access to the Gulf and can accommodate vessels with drafts of up to 13 feet. A new dock and boat lift are planned, completing this waterfront setting for boating, entertaining, and time with family. Images contain virtual staging.

6 Beds ⋅ 7 Baths ⋅ Gulfmead Estates SubDv. ⋅ 34242 Zip Code

Pre-Construction. To be built. This grand canal-front estate in one of North Siesta Key’s most exclusive neighborhoods is expected to be complete in a few months. Designed and built by Pham Development on a 17,842-square-foot (0.41-acre) lot, the traditional-style home will provide 4,769 square feet, 6 bedrooms, 6 full baths, and 1 powder bath. There are two separate guest suites above the two-car garages providing 4 garage spaces in total, with elevator access to each suite. Enjoy water views throughout the home, with the opportunity to create an office, a fitness room, or both. At the heart of the home, a gourmet chef’s kitchen will feature a striking quartz waterfall island, elegant pendant lighting, and custom cabinetry. The premium appliance suite includes a 72-inch Sub-Zero refrigerator, a Cove dishwasher, and a Wolf range, coffee maker, and microwave. The adjoining living and dining areas will flow seamlessly outdoors to a Wolf-equipped outdoor kitchen, private pool and hot tub spa, spacious backyard, and lush new landscaping. The deep-water Grand Canal offers direct, bridge-free boating access to the Gulf and can accommodate vessels with drafts of up to 13 feet. A new dock and boat lift are planned, completing this waterfront setting for boating, entertaining, and time with family. Images contain virtual staging.

3441 Gulfmead Drive, Sarasota

6154 Midnight Pass Road Unit A-3, Sarasota

$579,000

The day starts with bare feet on cool terrazzo and a short walk to the beach, where the sugar-white quartz sand of Crescent Beach is already warming in the sun. You might take a shelling stroll toward Point of Rocks, swim in the Gulf, or simply settle into a beach chair. By late morning you are back at your own freestanding villa, rinsing off the sand and pouring something cold on the screened porch while the breeze moves through the palms. This furnished 2-bedroom, 1.5-bath villa in the beachfront community of Casa Blanca is ready the moment you arrive. The renovated kitchen has stainless appliances and room to eat in, the bathrooms are refreshed, and an impact-rated sliding glass door opens to the porch. There is a rare in-unit laundry, so beach towels never wait for a trip across the grounds. This is 1-story living with parking right at your front door. Afternoons belong to the heated community pool and clubhouse, just steps away. In the evening, the trolley takes you to the restaurants and shops of Siesta Key Village, or you can stay close to home and walk back to the beach for sunset. When you are away, Casa Blanca's on-site rental management and flexible 5-7 day minimum rentals let the villa earn seasonal income while you reserve the weeks you want for family and friends. Whether it becomes your personal beach retreat, an investment, or both, this is the Siesta Key story, waiting for its next chapter.

2 Beds ⋅ 2 Baths ⋅ Casa Blanca Villas SubDv. ⋅ 34242 Zip Code

The day starts with bare feet on cool terrazzo and a short walk to the beach, where the sugar-white quartz sand of Crescent Beach is already warming in the sun. You might take a shelling stroll toward Point of Rocks, swim in the Gulf, or simply settle into a beach chair. By late morning you are back at your own freestanding villa, rinsing off the sand and pouring something cold on the screened porch while the breeze moves through the palms. This furnished 2-bedroom, 1.5-bath villa in the beachfront community of Casa Blanca is ready the moment you arrive. The renovated kitchen has stainless appliances and room to eat in, the bathrooms are refreshed, and an impact-rated sliding glass door opens to the porch. There is a rare in-unit laundry, so beach towels never wait for a trip across the grounds. This is 1-story living with parking right at your front door. Afternoons belong to the heated community pool and clubhouse, just steps away. In the evening, the trolley takes you to the restaurants and shops of Siesta Key Village, or you can stay close to home and walk back to the beach for sunset. When you are away, Casa Blanca's on-site rental management and flexible 5-7 day minimum rentals let the villa earn seasonal income while you reserve the weeks you want for family and friends. Whether it becomes your personal beach retreat, an investment, or both, this is the Siesta Key story, waiting for its next chapter.

6154 Midnight Pass Road Unit A-3, Sarasota

6312 Midnight Pass Road Unit 305S, Sarasota

$689,000

Picture your mornings starting with coffee on your screened lanai, a gulf view and soft sea breezes, then a few steps to the powdery white sand of world-famous Siesta Key beach. This 2-bedroom, 2-bath beachfront condo in a waterfront gated community is your own seasonal getaway when you want it and an established vacation rental when you don't. Weekly rentals are permitted, and the residence is already an active vacation rental with a proven booking history, so it can help offset the cost of ownership while you are away. Sold furnished and turnkey, it is ready to enjoy from the day you close. A split bedroom plan places a private en-suite bath with each bedroom, so guests and family each have their own retreat. Tile flooring throughout and a bright white kitchen with stainless appliances make for easy, low-maintenance coastal living. A large storage closet holds beach chairs, umbrellas and toys, and beach chairs are provided on the sand for owners and guests. Crescent Arms offers direct beach access, a community pool, tennis, an elevator and an assigned carport space, with a water view from the grounds and the Gulf just steps away. Stroll to nearby restaurants and shops, or hop on the free Siesta Key trolley to explore the island. A rare chance to own a piece of Siesta Key that works for you whether you are here or not.

2 Beds ⋅ 2 Baths ⋅ Crescent Arms SubDv. ⋅ 34242 Zip Code

Picture your mornings starting with coffee on your screened lanai, a gulf view and soft sea breezes, then a few steps to the powdery white sand of world-famous Siesta Key beach. This 2-bedroom, 2-bath beachfront condo in a waterfront gated community is your own seasonal getaway when you want it and an established vacation rental when you don't. Weekly rentals are permitted, and the residence is already an active vacation rental with a proven booking history, so it can help offset the cost of ownership while you are away. Sold furnished and turnkey, it is ready to enjoy from the day you close. A split bedroom plan places a private en-suite bath with each bedroom, so guests and family each have their own retreat. Tile flooring throughout and a bright white kitchen with stainless appliances make for easy, low-maintenance coastal living. A large storage closet holds beach chairs, umbrellas and toys, and beach chairs are provided on the sand for owners and guests. Crescent Arms offers direct beach access, a community pool, tennis, an elevator and an assigned carport space, with a water view from the grounds and the Gulf just steps away. Stroll to nearby restaurants and shops, or hop on the free Siesta Key trolley to explore the island. A rare chance to own a piece of Siesta Key that works for you whether you are here or not.

6312 Midnight Pass Road Unit 305S, Sarasota

$3,100,000

Discover coastal living at 7200 Melaleuca Way, a custom waterfront home in the private Sanderling Club on Siesta Key, Florida. Built in 2018 on approximately three-quarters of an acre, this residence combines coastal architecture, detailed craftsmanship, and access to the natural beauty of Heron Lagoon. Offering approximately 3,587 square feet of living space, the home includes three bedrooms, four full bathrooms, and one half bath. Soaring ceilings, custom millwork, and generously proportioned rooms define the interiors. Concrete block construction and impact-rated windows and doors complement the home’s design with practical features that distinguish it within Siesta Key’s housing market. Designed for entertaining and everyday comfort, the living spaces connect to an outdoor retreat with a swimming pool, spa, and grounds that provide room to relax in privacy. A private dock on Heron Lagoon offers a setting for kayaking, paddleboarding, and observing island wildlife. The three-car garage accommodates vehicles, recreational equipment, and storage. Residents of Sanderling Club enjoy a private Gulf-front beach, clubhouse, and tennis facilities, along with access to community boat slips for owners, subject to availability and a waitlist. Nearby, Siesta Key Village offers restaurants, boutiques, and live music that complement the island lifestyle. Spend the day paddleboarding on Heron Lagoon, strolling Siesta Key’s celebrated white-sand beaches, or gathering with friends for dinner in the Village. At 7200 Melaleuca Way, architectural craftsmanship and a private waterfront setting come together in one of Siesta Key, Florida’s most distinctive coastal communities.

3 Beds ⋅ 5 Baths ⋅ Sanderling Club SubDv. ⋅ 34242 Zip Code

Discover coastal living at 7200 Melaleuca Way, a custom waterfront home in the private Sanderling Club on Siesta Key, Florida. Built in 2018 on approximately three-quarters of an acre, this residence combines coastal architecture, detailed craftsmanship, and access to the natural beauty of Heron Lagoon. Offering approximately 3,587 square feet of living space, the home includes three bedrooms, four full bathrooms, and one half bath. Soaring ceilings, custom millwork, and generously proportioned rooms define the interiors. Concrete block construction and impact-rated windows and doors complement the home’s design with practical features that distinguish it within Siesta Key’s housing market. Designed for entertaining and everyday comfort, the living spaces connect to an outdoor retreat with a swimming pool, spa, and grounds that provide room to relax in privacy. A private dock on Heron Lagoon offers a setting for kayaking, paddleboarding, and observing island wildlife. The three-car garage accommodates vehicles, recreational equipment, and storage. Residents of Sanderling Club enjoy a private Gulf-front beach, clubhouse, and tennis facilities, along with access to community boat slips for owners, subject to availability and a waitlist. Nearby, Siesta Key Village offers restaurants, boutiques, and live music that complement the island lifestyle. Spend the day paddleboarding on Heron Lagoon, strolling Siesta Key’s celebrated white-sand beaches, or gathering with friends for dinner in the Village. At 7200 Melaleuca Way, architectural craftsmanship and a private waterfront setting come together in one of Siesta Key, Florida’s most distinctive coastal communities.

7200 Melaleuca Way, Sarasota

$1,359,000

Virtually Staged - Perfectly positioned to capture the ever-changing beauty of the Gulf, this northwest-facing residence offers a front-row seat to nature’s daily masterpiece. From the lush green lawn and swaying palm fronds to the Gulf’s ever-changing shades of turquoise, blue, and emerald, the views unfold in layers of coastal color. As the day draws to a close, the western sky ignites in brilliant sunset hues, transforming the landscape into a breathtaking panorama that never looks quite the same twice. Here, the view isn’t just something you see—it’s an experience to savor. Welcome to Windward Passage, where the beauty of Siesta Key meets the comfort of an exceptionally spacious coastal retreat. Offering 1,626 square feet of living space, this two-bedroom, two-bath residence blends timeless Gulf views with thoughtful modern updates. Renovated kitchen and bathrooms, luxury vinyl plank flooring throughout, impact-resistant windows on the waterfront facing side, and a newer air-conditioner provide the perfect balance of style, comfort, and peace of mind. Situated on the third floor, the home enjoys an ideal elevation—high enough to embrace sweeping coastal scenery while maintaining a wonderful connection to the tropical landscape below. An oversized private garage adds a level of convenience and storage rarely found in condominium living. Beyond the residence, the best of Siesta Key is practically at your doorstep. Just a leisurely 10-minute stroll brings you to the heart of Siesta Key Village, where lively tiki bars, exceptional dining, boutique shops, and live music create an atmosphere that’s distinctly island. And when the beach calls, the nearest public beach access lies just beyond "The Village" or an even easier 5-minute bike ride away. Whether you’re seeking a full-time residence or a cherished coastal getaway, this is a place to slow down, settle in, and appreciate the extraordinary beauty of everyday life on Siesta Key. Some properties are defined by their features. Others are remembered for how they make you feel. This one offers both.

2 Beds ⋅ 2 Baths ⋅ Windward Passage SubDv. ⋅ 34242 Zip Code

Virtually Staged - Perfectly positioned to capture the ever-changing beauty of the Gulf, this northwest-facing residence offers a front-row seat to nature’s daily masterpiece. From the lush green lawn and swaying palm fronds to the Gulf’s ever-changing shades of turquoise, blue, and emerald, the views unfold in layers of coastal color. As the day draws to a close, the western sky ignites in brilliant sunset hues, transforming the landscape into a breathtaking panorama that never looks quite the same twice. Here, the view isn’t just something you see—it’s an experience to savor. Welcome to Windward Passage, where the beauty of Siesta Key meets the comfort of an exceptionally spacious coastal retreat. Offering 1,626 square feet of living space, this two-bedroom, two-bath residence blends timeless Gulf views with thoughtful modern updates. Renovated kitchen and bathrooms, luxury vinyl plank flooring throughout, impact-resistant windows on the waterfront facing side, and a newer air-conditioner provide the perfect balance of style, comfort, and peace of mind. Situated on the third floor, the home enjoys an ideal elevation—high enough to embrace sweeping coastal scenery while maintaining a wonderful connection to the tropical landscape below. An oversized private garage adds a level of convenience and storage rarely found in condominium living. Beyond the residence, the best of Siesta Key is practically at your doorstep. Just a leisurely 10-minute stroll brings you to the heart of Siesta Key Village, where lively tiki bars, exceptional dining, boutique shops, and live music create an atmosphere that’s distinctly island. And when the beach calls, the nearest public beach access lies just beyond "The Village" or an even easier 5-minute bike ride away. Whether you’re seeking a full-time residence or a cherished coastal getaway, this is a place to slow down, settle in, and appreciate the extraordinary beauty of everyday life on Siesta Key. Some properties are defined by their features. Others are remembered for how they make you feel. This one offers both.

4712 Ocean Boulevard Unit W5, Sarasota

$7,450,000

This private waterfront estate on Siesta Key combines modern Mediterranean architecture, beautifully updated interiors, and sweeping views of Little Sarasota Bay to create an exceptional coastal retreat. Set on over an acre of lush property behind a gated entrance and winding pavered driveway, this custom residence offers more than 100 feet of direct bay frontage, exceptional privacy, and unobstructed boating access to Sarasota Bay and the Intracoastal Waterway. Built in 2012 and extensively refreshed, the home encompasses more than 6,000 square feet of living space, four en-suite bedrooms, a four-car split garage, and an impressive collection of indoor and outdoor entertaining spaces. Offered fully furnished with contemporary pieces throughout, this remarkable home is ready for immediate enjoyment. A dramatic entry introduces soaring cathedral ceilings, a neutral color palette, and walls of floor-to-ceiling glass framing the waterfront. The grand living room features a fireplace and spectacular two-story windows, while the adjoining formal dining room provides an elegant setting for entertaining. Tile flooring complements the main living level, with beautiful hardwood flooring upstairs. The light-filled gourmet kitchen features quartz countertops, custom cabinetry, all-white appliances, gold fixtures, oversized center island, separate breakfast bar, dual built-in ovens, six-burner gas cooktop, and concealed 6-by-10-foot walk-in pantry. The adjoining informal dining area and spacious family room create an inviting gathering space overlooking the bay. Walls of pocketing glass sliders open completely to the covered outdoor cabana and fully equipped summer kitchen, seamlessly connecting indoor and outdoor living. Privately positioned on the main level, the beautiful primary suite features peaceful water views, an oversized dual walk-in closet, and a luxurious marble-appointed bathroom. A nearby office/den offers a quiet retreat, while private access to the pool deck enhances the suite's connection to the outdoors. A secluded second en-suite bedroom with its own exterior entrance provides an ideal arrangement for guests or extended family. The first-floor laundry room offers generous built-in storage. Upstairs, two spacious bedroom suites feature hardwood flooring, walk-in closets, updated en-suite bathrooms, and private balconies overlooking Little Sarasota Bay. An additional bonus room with dual closets and a wet bar overlooks the dramatic living room below and offers flexibility as a fifth bedroom, media room, or additional office. Outside, lush tropical landscaping surrounds an expansive pavered pool deck with a heated swimming pool, raised spa, and covered outdoor living area. A waterfront firepit, private basketball court, and extended dock with a 20,000-lbs. lift complete this exceptional setting. Boaters will appreciate the property's 103 feet of shoreline and direct access to the open waters of Sarasota Bay. Recent improvements include a new roof in 2025, three updated bathrooms, and HVAC replacements in 2024 and 2022. Ideally situated on Siesta Key, this private bayfront estate offers convenient access to Siesta Key Beach, Turtle Beach, Siesta Key Village, and the island's waterfront restaurants and recreational opportunities, just minutes away. Nearby mainland destinations include Downtown Sarasota, Marina Jack, Selby Botanical Gardens, renowned theaters, galleries, and cultural attractions.

4 Beds ⋅ 5 Baths ⋅ Saah Sub SubDv. ⋅ 34242 Zip Code

This private waterfront estate on Siesta Key combines modern Mediterranean architecture, beautifully updated interiors, and sweeping views of Little Sarasota Bay to create an exceptional coastal retreat. Set on over an acre of lush property behind a gated entrance and winding pavered driveway, this custom residence offers more than 100 feet of direct bay frontage, exceptional privacy, and unobstructed boating access to Sarasota Bay and the Intracoastal Waterway. Built in 2012 and extensively refreshed, the home encompasses more than 6,000 square feet of living space, four en-suite bedrooms, a four-car split garage, and an impressive collection of indoor and outdoor entertaining spaces. Offered fully furnished with contemporary pieces throughout, this remarkable home is ready for immediate enjoyment. A dramatic entry introduces soaring cathedral ceilings, a neutral color palette, and walls of floor-to-ceiling glass framing the waterfront. The grand living room features a fireplace and spectacular two-story windows, while the adjoining formal dining room provides an elegant setting for entertaining. Tile flooring complements the main living level, with beautiful hardwood flooring upstairs. The light-filled gourmet kitchen features quartz countertops, custom cabinetry, all-white appliances, gold fixtures, oversized center island, separate breakfast bar, dual built-in ovens, six-burner gas cooktop, and concealed 6-by-10-foot walk-in pantry. The adjoining informal dining area and spacious family room create an inviting gathering space overlooking the bay. Walls of pocketing glass sliders open completely to the covered outdoor cabana and fully equipped summer kitchen, seamlessly connecting indoor and outdoor living. Privately positioned on the main level, the beautiful primary suite features peaceful water views, an oversized dual walk-in closet, and a luxurious marble-appointed bathroom. A nearby office/den offers a quiet retreat, while private access to the pool deck enhances the suite's connection to the outdoors. A secluded second en-suite bedroom with its own exterior entrance provides an ideal arrangement for guests or extended family. The first-floor laundry room offers generous built-in storage. Upstairs, two spacious bedroom suites feature hardwood flooring, walk-in closets, updated en-suite bathrooms, and private balconies overlooking Little Sarasota Bay. An additional bonus room with dual closets and a wet bar overlooks the dramatic living room below and offers flexibility as a fifth bedroom, media room, or additional office. Outside, lush tropical landscaping surrounds an expansive pavered pool deck with a heated swimming pool, raised spa, and covered outdoor living area. A waterfront firepit, private basketball court, and extended dock with a 20,000-lbs. lift complete this exceptional setting. Boaters will appreciate the property's 103 feet of shoreline and direct access to the open waters of Sarasota Bay. Recent improvements include a new roof in 2025, three updated bathrooms, and HVAC replacements in 2024 and 2022. Ideally situated on Siesta Key, this private bayfront estate offers convenient access to Siesta Key Beach, Turtle Beach, Siesta Key Village, and the island's waterfront restaurants and recreational opportunities, just minutes away. Nearby mainland destinations include Downtown Sarasota, Marina Jack, Selby Botanical Gardens, renowned theaters, galleries, and cultural attractions.

8569 Midnight Pass Road, Sarasota

$4,190,000

Under Construction. To be complete in a few months. Discover timeless coastal elegance in this upcoming traditional-style new construction home, perfectly situated in the highly coveted Bay Island neighborhood on Siesta Key. Designed to blend modern sophistication with classic charm, this residence offers an extraordinary lifestyle of luxury and tranquility. Set on a 13,815-square-foot homesite, this 3,001-square-foot residence features 5 spacious bedrooms, 5 full bathrooms, 2 half baths, an office, the opportunity for a private fitness studio, and 3 garage spaces. Thoughtfully curated interiors showcase refined finishes, soaring ceilings, and abundant natural light. At the heart of the home lies a gourmet chef’s kitchen with a striking quartz waterfall island, elegant pendant lighting, and custom cabinetry. The premium appliance suite includes a 72-inch Sub-Zero refrigerator, Cove dishwasher, and Wolf range, coffee maker, and microwave. The adjoining living and dining areas flow seamlessly outdoors. Step into a private tropical retreat featuring an elevated pool deck with a resort-style pool and champagne spa, a spacious outdoor patio, and a covered outdoor kitchen. Surrounded by lush landscaping and swaying palms, the patio offers ample room for outdoor dining, entertaining, and relaxing by the pool. Located in one of Sarasota’s most desirable neighborhoods, this remarkable new construction home offers privacy, convenience, and effortless access to world-class beaches, fine dining, and vibrant cultural attractions. A rare opportunity to own a brand-new luxury residence on Bay Island—where coastal beauty meets timeless design. Includes artist’s rendering of proposed completed residence.

5 Beds ⋅ 7 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code

Under Construction. To be complete in a few months. Discover timeless coastal elegance in this upcoming traditional-style new construction home, perfectly situated in the highly coveted Bay Island neighborhood on Siesta Key. Designed to blend modern sophistication with classic charm, this residence offers an extraordinary lifestyle of luxury and tranquility. Set on a 13,815-square-foot homesite, this 3,001-square-foot residence features 5 spacious bedrooms, 5 full bathrooms, 2 half baths, an office, the opportunity for a private fitness studio, and 3 garage spaces. Thoughtfully curated interiors showcase refined finishes, soaring ceilings, and abundant natural light. At the heart of the home lies a gourmet chef’s kitchen with a striking quartz waterfall island, elegant pendant lighting, and custom cabinetry. The premium appliance suite includes a 72-inch Sub-Zero refrigerator, Cove dishwasher, and Wolf range, coffee maker, and microwave. The adjoining living and dining areas flow seamlessly outdoors. Step into a private tropical retreat featuring an elevated pool deck with a resort-style pool and champagne spa, a spacious outdoor patio, and a covered outdoor kitchen. Surrounded by lush landscaping and swaying palms, the patio offers ample room for outdoor dining, entertaining, and relaxing by the pool. Located in one of Sarasota’s most desirable neighborhoods, this remarkable new construction home offers privacy, convenience, and effortless access to world-class beaches, fine dining, and vibrant cultural attractions. A rare opportunity to own a brand-new luxury residence on Bay Island—where coastal beauty meets timeless design. Includes artist’s rendering of proposed completed residence.

838 Norsota Way, Sarasota

5830 Midnight Pass Road Unit 38, Sarasota

$540,000

Beautifully renovated in 2025, turnkey furnished, and a short distance from the powder-white sands of Siesta Key Beach! Discover an exceptional opportunity to own a virtually new coastal retreat in Jamaica Royale, a highly desirable beachfront community on world-renowned Siesta Key. Completely rebuilt from the studs up in 2025, this beautifully transformed one-bedroom, one-bath, ground-floor residence combines contemporary coastal elegance, thoughtful design, and effortless island living with the added appeal of an established vacation rental history. Enter inside to discover a bright, inviting, open-concept interior showcasing a fresh coastal-inspired design and quality finishes throughout. Beautiful Cali longboard luxury vinyl plank flooring creates a seamless flow between living spaces, while the completely renovated kitchen features crisp white Shaker-style soft-close cabinetry, gleaming granite countertops, a ceramic tile backsplash, and new stainless-steel appliances. The beautifully remodeled bath is equally impressive, featuring a spacious walk-in shower with ceramic tile surround, a new white Shaker-style vanity, and updated fixtures. Additional enhancements include a hurricane-rated sliding glass door and front entry door, along with the everyday convenience of an interior laundry room equipped with a stacked washer and dryer. Extend your living space outdoors to the generously sized patio, an inviting setting for morning coffee, afternoon relaxation, or evening cocktails amid lush tropical surroundings. Overlooking one of the community's sparkling swimming pools just a short distance away, this outdoor retreat enhances the relaxed, resort-style atmosphere. Best of all, the Gulf's turquoise waters and Siesta Key's legendary powder-soft quartz sand are only a short stroll from your doorstep! Jamaica Royale is a beautifully maintained beachfront community offering approximately 300 feet of private deeded beach frontage and an impressive collection of resort-style amenities. Residents and guests enjoy three heated swimming pools, including a beachfront pool, lush tropical landscaping, shuffleboard courts, community grilling areas, and newly renovated beachside restrooms and changing facilities. One assigned parking space adds convenience, while nearby public tennis courts offer additional recreational opportunities. Pet owners will appreciate that pets are permitted for condominium owners, subject to community restrictions, while tenants are not permitted to have pets. Spend sun-filled days on the beach, enjoy spectacular Gulf sunsets, and embrace the laid-back elegance of Siesta Key living. Exploring the island is effortless, with a complimentary shuttle stop directly in front of the community providing convenient access to Siesta Key Village's acclaimed restaurants, charming boutiques, entertainment, and vibrant nightlife. Turnkey furnished and move-in or rental ready! This exceptional residence offers immediate enjoyment and attractive income potential, with an established rental history, existing future bookings, and participation in the TSA Prime rental program. Whether you're seeking a personal beachfront escape, a seasonal winter retreat, or an income-producing vacation rental, this extensively renovated condominium delivers an outstanding combination of location, lifestyle, and investment appeal. Experience the best of Siesta Key, where every day feels like a vacation!

1 Beds ⋅ 1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code

Beautifully renovated in 2025, turnkey furnished, and a short distance from the powder-white sands of Siesta Key Beach! Discover an exceptional opportunity to own a virtually new coastal retreat in Jamaica Royale, a highly desirable beachfront community on world-renowned Siesta Key. Completely rebuilt from the studs up in 2025, this beautifully transformed one-bedroom, one-bath, ground-floor residence combines contemporary coastal elegance, thoughtful design, and effortless island living with the added appeal of an established vacation rental history. Enter inside to discover a bright, inviting, open-concept interior showcasing a fresh coastal-inspired design and quality finishes throughout. Beautiful Cali longboard luxury vinyl plank flooring creates a seamless flow between living spaces, while the completely renovated kitchen features crisp white Shaker-style soft-close cabinetry, gleaming granite countertops, a ceramic tile backsplash, and new stainless-steel appliances. The beautifully remodeled bath is equally impressive, featuring a spacious walk-in shower with ceramic tile surround, a new white Shaker-style vanity, and updated fixtures. Additional enhancements include a hurricane-rated sliding glass door and front entry door, along with the everyday convenience of an interior laundry room equipped with a stacked washer and dryer. Extend your living space outdoors to the generously sized patio, an inviting setting for morning coffee, afternoon relaxation, or evening cocktails amid lush tropical surroundings. Overlooking one of the community's sparkling swimming pools just a short distance away, this outdoor retreat enhances the relaxed, resort-style atmosphere. Best of all, the Gulf's turquoise waters and Siesta Key's legendary powder-soft quartz sand are only a short stroll from your doorstep! Jamaica Royale is a beautifully maintained beachfront community offering approximately 300 feet of private deeded beach frontage and an impressive collection of resort-style amenities. Residents and guests enjoy three heated swimming pools, including a beachfront pool, lush tropical landscaping, shuffleboard courts, community grilling areas, and newly renovated beachside restrooms and changing facilities. One assigned parking space adds convenience, while nearby public tennis courts offer additional recreational opportunities. Pet owners will appreciate that pets are permitted for condominium owners, subject to community restrictions, while tenants are not permitted to have pets. Spend sun-filled days on the beach, enjoy spectacular Gulf sunsets, and embrace the laid-back elegance of Siesta Key living. Exploring the island is effortless, with a complimentary shuttle stop directly in front of the community providing convenient access to Siesta Key Village's acclaimed restaurants, charming boutiques, entertainment, and vibrant nightlife. Turnkey furnished and move-in or rental ready! This exceptional residence offers immediate enjoyment and attractive income potential, with an established rental history, existing future bookings, and participation in the TSA Prime rental program. Whether you're seeking a personal beachfront escape, a seasonal winter retreat, or an income-producing vacation rental, this extensively renovated condominium delivers an outstanding combination of location, lifestyle, and investment appeal. Experience the best of Siesta Key, where every day feels like a vacation!

5830 Midnight Pass Road Unit 38, Sarasota

120 Whispering Sands Drive Unit V20, Sarasota

$725,000

RARELY AVAILABLE & EXQUISITELY REMODELED! Discover an exceptional 3 bedroom/3 bath freestanding villa with 2-car garage in Whispering Sands, Siesta Key’s coveted resort style GULF FRONT community on 800’ of private beach! Completely gutted and reimagined in 2016, this remarkable residence showcases creative design, quality finishes, and meticulous attention to detail throughout. An impressive 1,640 square feet of interior living space unfolds beneath soaring vaulted ceilings, with an open concept layout designed for effortless living and entertaining. The expansive 16' x 22' living room is delightfully complemented by sophisticated indirect LED illumination. Beautiful ceramic plank flooring flows throughout. The spacious entertainer’s kitchen combines style and function with granite countertops, a generous breakfast bar, soft close cabinetry & pullout drawers, LG and Bosch stainless appliances, and recessed and pendant lighting. The spacious primary suite offers two closets – a custom walk-in and a separate built-in. The third bedroom could also easily function as a home office, featuring a built-in desk, shelving, and custom closet. All three beautifully remodeled bathrooms feature granite counters, soft close cabinetry, tiled glass-enclosed walk-in showers, recessed lighting, and/or skylights. Two out of three bathrooms are ensuite — a rare advantage. All 2016 hurricane impact windows and sliders. Extend your entertaining outdoors into the private fenced brick paver patio, complete with a gas grill, with propane tank and gas hookup. The epoxy finished 2-car garage includes a full size LG washer and dryer, utility sink, workbench and shelving – and plenty of space for your bikes and beach essentials. Enjoy the Whispering Sands lifestyle. Just around the corner from famous Siesta Key Village, this 55+ Gulf front community includes 800’ of private quartz sand beach, two heated pools, clubhouse (currently undergoing complete remodeling), beachside Tiki Hut, shuffleboard, and canoe/kayak storage. Don’t miss this distinctive villa offering exceptional space, privacy, and effortless coastal living!

3 Beds ⋅ 3 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code

RARELY AVAILABLE & EXQUISITELY REMODELED! Discover an exceptional 3 bedroom/3 bath freestanding villa with 2-car garage in Whispering Sands, Siesta Key’s coveted resort style GULF FRONT community on 800’ of private beach! Completely gutted and reimagined in 2016, this remarkable residence showcases creative design, quality finishes, and meticulous attention to detail throughout. An impressive 1,640 square feet of interior living space unfolds beneath soaring vaulted ceilings, with an open concept layout designed for effortless living and entertaining. The expansive 16' x 22' living room is delightfully complemented by sophisticated indirect LED illumination. Beautiful ceramic plank flooring flows throughout. The spacious entertainer’s kitchen combines style and function with granite countertops, a generous breakfast bar, soft close cabinetry & pullout drawers, LG and Bosch stainless appliances, and recessed and pendant lighting. The spacious primary suite offers two closets – a custom walk-in and a separate built-in. The third bedroom could also easily function as a home office, featuring a built-in desk, shelving, and custom closet. All three beautifully remodeled bathrooms feature granite counters, soft close cabinetry, tiled glass-enclosed walk-in showers, recessed lighting, and/or skylights. Two out of three bathrooms are ensuite — a rare advantage. All 2016 hurricane impact windows and sliders. Extend your entertaining outdoors into the private fenced brick paver patio, complete with a gas grill, with propane tank and gas hookup. The epoxy finished 2-car garage includes a full size LG washer and dryer, utility sink, workbench and shelving – and plenty of space for your bikes and beach essentials. Enjoy the Whispering Sands lifestyle. Just around the corner from famous Siesta Key Village, this 55+ Gulf front community includes 800’ of private quartz sand beach, two heated pools, clubhouse (currently undergoing complete remodeling), beachside Tiki Hut, shuffleboard, and canoe/kayak storage. Don’t miss this distinctive villa offering exceptional space, privacy, and effortless coastal living!

120 Whispering Sands Drive Unit V20, Sarasota

6310 Midnight Pass Road Unit 403N, Sarasota

$749,000

Dont Miss this one' beachfront Unit at Crescent Arms on beautiful Siesta Key. Wake up to the sound of gentle waves and step directly onto the powdery white sands of world-renowned Siesta Key Beach from this beautifully fourth floor unit. Perfectly positioned for effortless coastal living, this 2-bedroom, 2-bath unit offers Gulf views and a short walk-out to the beach. The open-concept layout is bathed in natural light, featuring a spacious living area that flows seamlessly to the screened lanai, you can enjoy sunsets over the Gulf . This unit was updated several years ago with solid-surface countertops, tiled floors through out and ample storage making it ideal for both full-time living and vacation stays. The primary suite boasts ample room for a king bed which will boost rental income and a private ensuite bath, while the guest bedroom and bath provides comfort and privacy for family or visitors. Crescent Arms offers resort-style amenities, including a heated beachside pool, private beach lounges, grilling area, and gated access for security and peace of mind. Located on Siesta Key, this community is within minutes of Siesta Key Village, shops, restaurants, and island nightlife. Whether you’re seeking a serene retreat, an investment property with excellent rental potential, or your forever beach home, this beachfront gem delivers the ultimate Siesta Key lifestyle. Recent upgrades include new AC system. This unit has a Strong rental history.

2 Beds ⋅ 2 Baths ⋅ Crescent Arms SubDv. ⋅ 34242 Zip Code

Dont Miss this one' beachfront Unit at Crescent Arms on beautiful Siesta Key. Wake up to the sound of gentle waves and step directly onto the powdery white sands of world-renowned Siesta Key Beach from this beautifully fourth floor unit. Perfectly positioned for effortless coastal living, this 2-bedroom, 2-bath unit offers Gulf views and a short walk-out to the beach. The open-concept layout is bathed in natural light, featuring a spacious living area that flows seamlessly to the screened lanai, you can enjoy sunsets over the Gulf . This unit was updated several years ago with solid-surface countertops, tiled floors through out and ample storage making it ideal for both full-time living and vacation stays. The primary suite boasts ample room for a king bed which will boost rental income and a private ensuite bath, while the guest bedroom and bath provides comfort and privacy for family or visitors. Crescent Arms offers resort-style amenities, including a heated beachside pool, private beach lounges, grilling area, and gated access for security and peace of mind. Located on Siesta Key, this community is within minutes of Siesta Key Village, shops, restaurants, and island nightlife. Whether you’re seeking a serene retreat, an investment property with excellent rental potential, or your forever beach home, this beachfront gem delivers the ultimate Siesta Key lifestyle. Recent upgrades include new AC system. This unit has a Strong rental history.

6310 Midnight Pass Road Unit 403N, Sarasota

$11,950,000

Under Construction. Buyer able to make custom finish selections. Set along the coveted north end of Siesta Key, this waterfront residence overlooks the aquamarine waters of Big Pass and the Gulf of Mexico, where dolphins and manatees swim just beyond your backyard. Being built by Trend Homes and designed in collaboration with Blu Interiors, the home is anticipated to be complete by the end of summer 2027, with a thoughtfully curated selection of finishes and materials already in place. Offering over 4,500 square feet of living space, the residence includes four bedrooms, four and a half bathrooms, and a four-car garage. Expansive windows frame water views from nearly every room and bring natural light into the open living spaces. The kitchen features custom cabinetry and top-of-the-line appliances, complemented by a walk-in pantry with a Miele coffee maker. Natural gas service adds to the home’s amenities, while elegant stonework and refined millwork carry throughout the interiors. The spacious primary suite offers generous walk-in closets. Outside, a saltwater swimming pool with both a heater and chiller provides comfort throughout the seasons, while a private boat dock and seawall complete the waterfront setting. Spend afternoons on the water and evenings overlooking the pass, just minutes from shopping, dining, and Siesta Key’s celebrated white-sand beaches.

4 Beds ⋅ 5 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code

Under Construction. Buyer able to make custom finish selections. Set along the coveted north end of Siesta Key, this waterfront residence overlooks the aquamarine waters of Big Pass and the Gulf of Mexico, where dolphins and manatees swim just beyond your backyard. Being built by Trend Homes and designed in collaboration with Blu Interiors, the home is anticipated to be complete by the end of summer 2027, with a thoughtfully curated selection of finishes and materials already in place. Offering over 4,500 square feet of living space, the residence includes four bedrooms, four and a half bathrooms, and a four-car garage. Expansive windows frame water views from nearly every room and bring natural light into the open living spaces. The kitchen features custom cabinetry and top-of-the-line appliances, complemented by a walk-in pantry with a Miele coffee maker. Natural gas service adds to the home’s amenities, while elegant stonework and refined millwork carry throughout the interiors. The spacious primary suite offers generous walk-in closets. Outside, a saltwater swimming pool with both a heater and chiller provides comfort throughout the seasons, while a private boat dock and seawall complete the waterfront setting. Spend afternoons on the water and evenings overlooking the pass, just minutes from shopping, dining, and Siesta Key’s celebrated white-sand beaches.

3210 Higel Avenue, Sarasota

$1,150,000

Discover the relaxed elegance of waterfront living at Dolphin Bay, one of Siesta Key’s desirable gated condominium communities. Enjoy beautiful views of Sarasota Bay from this spacious two-bedroom, two-bath residence offering 1,915 square feet of thoughtfully designed living space, complemented by multiple outdoor areas that invite you to embrace the coastal lifestyle. Bright, welcoming interiors feature an expansive living and dining area, a separate family room, and a beautifully refreshed kitchen with white quartz countertops, freshly painted cabinetry and an inviting breakfast bar. A unique and thoughtful feature is the remote-controlled privacy screen that separates the family room from the kitchen, creating a comfortable, temporary guest retreat when needed. This versatile space offers added flexibility for visiting family and friends while preserving the home's open, inviting design. Hard-surface flooring flows throughout, while the split-bedroom floor plan provides privacy and comfort, with both bedrooms featuring en-suite baths. The generous covered rear lanai extends the living space outdoors, offering peaceful views of the tropical grounds and sparkling bay beyond. A covered front terrace and additional sunning deck provide even more opportunities to enjoy Siesta Key's beautiful weather. Additional highlights include a private one-car garage beneath the building, ample guest parking, and a new HVAC system and water heater installed in 2024. Dolphin Bay offers an exceptional combination of waterfront beauty and resort-style amenities, including a clubhouse, swimming pool, spa, tennis courts, fitness center and day dock. This gated, pet-friendly community enjoys a convenient location near Siesta Key's celebrated beaches, with the island trolley just outside the entrance connecting you to the restaurants, shopping and entertainment of Siesta Village. Whether enjoying a quiet morning overlooking the water, entertaining friends or spending the afternoon at the beach, this inviting residence captures the comfort, versatility and effortless enjoyment of the Siesta Key lifestyle.

2 Beds ⋅ 2 Baths ⋅ Dolphin Bay-Siesta Key SubDv. ⋅ 34242 Zip Code

Discover the relaxed elegance of waterfront living at Dolphin Bay, one of Siesta Key’s desirable gated condominium communities. Enjoy beautiful views of Sarasota Bay from this spacious two-bedroom, two-bath residence offering 1,915 square feet of thoughtfully designed living space, complemented by multiple outdoor areas that invite you to embrace the coastal lifestyle. Bright, welcoming interiors feature an expansive living and dining area, a separate family room, and a beautifully refreshed kitchen with white quartz countertops, freshly painted cabinetry and an inviting breakfast bar. A unique and thoughtful feature is the remote-controlled privacy screen that separates the family room from the kitchen, creating a comfortable, temporary guest retreat when needed. This versatile space offers added flexibility for visiting family and friends while preserving the home's open, inviting design. Hard-surface flooring flows throughout, while the split-bedroom floor plan provides privacy and comfort, with both bedrooms featuring en-suite baths. The generous covered rear lanai extends the living space outdoors, offering peaceful views of the tropical grounds and sparkling bay beyond. A covered front terrace and additional sunning deck provide even more opportunities to enjoy Siesta Key's beautiful weather. Additional highlights include a private one-car garage beneath the building, ample guest parking, and a new HVAC system and water heater installed in 2024. Dolphin Bay offers an exceptional combination of waterfront beauty and resort-style amenities, including a clubhouse, swimming pool, spa, tennis courts, fitness center and day dock. This gated, pet-friendly community enjoys a convenient location near Siesta Key's celebrated beaches, with the island trolley just outside the entrance connecting you to the restaurants, shopping and entertainment of Siesta Village. Whether enjoying a quiet morning overlooking the water, entertaining friends or spending the afternoon at the beach, this inviting residence captures the comfort, versatility and effortless enjoyment of the Siesta Key lifestyle.

1260 Dolphin Bay Way Unit 203, Sarasota

$2,495,000

Experience exceptional Siesta Key living in this distinctive two-level penthouse, crowned by an expansive private rooftop terrace with Gulf glimpses, spectacular sunsets and refreshing coastal breezes. Ideally situated in the heart of Siesta Village, just a short stroll from the world-renowned sands of Siesta Beach, this turnkey furnished residence offers 3,236 square feet of beautifully appointed living space, four bedrooms, four baths and multiple private outdoor terraces. The rooftop terrace is a true highlight, creating an extraordinary setting for sunset gatherings, entertaining under the stars or simply relaxing above the vibrant Village atmosphere. Inside, spacious open-concept living areas are designed for comfort and entertaining, complemented by a well-appointed kitchen with a generous center island, breakfast bar and seamless access to outdoor terraces. A separate entertainment room features a wet bar and expansive terrace, providing additional space for family and guests. The inviting primary suite offers a private terrace and spacious bath with soaking tub and walk-in shower, while a second en-suite bedroom and two additional guest bedrooms provide comfortable accommodations. A private elevator connects the oversized attached two-car garage to the living levels, offering convenience and ample storage for beach and recreational gear. Within an intimate, gated community of just 12 residences in three four-unit buildings, each building enjoys its heated pool and spa. Offered turnkey furnished for immediate enjoyment, this exceptional penthouse places the boutiques, restaurants and lively atmosphere of Siesta Village nearby, with Siesta Beach an easy distance from home. Whether enjoyed as a full-time residence, luxurious island retreat or vacation property with rental potential, subject to community restrictions, this remarkable offering combines generous living spaces, exceptional outdoor retreats and one of Siesta Key's desirable locations.

4 Beds ⋅ 4 Baths ⋅ Beach Villas At The Oasis SubDv. ⋅ 34242 Zip Code

Experience exceptional Siesta Key living in this distinctive two-level penthouse, crowned by an expansive private rooftop terrace with Gulf glimpses, spectacular sunsets and refreshing coastal breezes. Ideally situated in the heart of Siesta Village, just a short stroll from the world-renowned sands of Siesta Beach, this turnkey furnished residence offers 3,236 square feet of beautifully appointed living space, four bedrooms, four baths and multiple private outdoor terraces. The rooftop terrace is a true highlight, creating an extraordinary setting for sunset gatherings, entertaining under the stars or simply relaxing above the vibrant Village atmosphere. Inside, spacious open-concept living areas are designed for comfort and entertaining, complemented by a well-appointed kitchen with a generous center island, breakfast bar and seamless access to outdoor terraces. A separate entertainment room features a wet bar and expansive terrace, providing additional space for family and guests. The inviting primary suite offers a private terrace and spacious bath with soaking tub and walk-in shower, while a second en-suite bedroom and two additional guest bedrooms provide comfortable accommodations. A private elevator connects the oversized attached two-car garage to the living levels, offering convenience and ample storage for beach and recreational gear. Within an intimate, gated community of just 12 residences in three four-unit buildings, each building enjoys its heated pool and spa. Offered turnkey furnished for immediate enjoyment, this exceptional penthouse places the boutiques, restaurants and lively atmosphere of Siesta Village nearby, with Siesta Beach an easy distance from home. Whether enjoyed as a full-time residence, luxurious island retreat or vacation property with rental potential, subject to community restrictions, this remarkable offering combines generous living spaces, exceptional outdoor retreats and one of Siesta Key's desirable locations.

304 Calle Miramar Unit 304S, Sarasota

$2,400,000

Some homes on Siesta Key are about the beach. Others are about boating. This one lets you have both. Set along a protected canal with direct boating access to Sarasota Bay through the Grand Canal, and from there to the Intracoastal Waterway and the Gulf, this Siesta Key waterfront home is made for the way life is meant to be lived. Take the boat out for the morning, launch a kayak or paddleboard from your own waterfront, spend some time at Siesta Key Beach, then come home to your private saltwater pool, outdoor kitchen and quiet canal view. The important updates are already here too: a 2021 reroof, impact windows and sliders installed in 2022, plus new first floor flooring, fresh interior paint, a luxury renovation of the first floor primary bath, an outdoor kitchen and waterfront pavers, all completed in 2026. Plantation shutters finish every window and slider. At the center of the home, a fully screened courtyard lanai with a tabletop fire pit extends the living space. Seven impact sliders connect several rooms directly to the courtyard, filling the home with natural light and creating an easy indoor outdoor flow toward the pool and waterfront. Additional sliders from the flex room open toward the pool. The home and pool sustained no storm damage during the 2024 storms. If you haven’t dropped anchor yet, wait until you see the two amazing primary suites. The first floor primary offers courtyard access, two walk in closets and a beautifully renovated 2026 ensuite bath with upscale finishes. Upstairs, the entire second level becomes a private retreat with canal views, a spacious bath, two more walk in closets and its own waterfront balcony. One closet is so large you may wonder if it could qualify as a New York City apartment. When it is time for a little quiet, open the sliders and take in sunset over the canal, or start your morning with fresh air and coffee on the balcony. A redesigned media and flex area now includes an additional bedroom while preserving an approximately 424 square foot flex room for a media room, gym, game room or lounge. Another bedroom includes a Murphy bed and built in desk, making it an easy guest room, home office or both. Outside is where this home really earns its Siesta Key address. The private saltwater pool is surrounded by tropical landscaping and spaces for relaxing, dining and entertaining. The seawall, bulkhead and davits were replaced in 2021, with the waterfront setup planned around a 45 foot Sea Ray. This is a home for boaters who want to use the water, not simply look at it. Set in the heart of Siesta Key, the home is just minutes from Siesta Key Beach, named the No. 1 in the U.S. for 2026 and recognized among the nation’s best many times over. Known for its powdery quartz sand and Gulf waters, it is one of the reasons living here is so special. Siesta Key Village is close by for restaurants, bars, live music and boutiques. Sarasota is just beyond the North Bridge, with downtown waterfront dining, shopping, galleries, theaters, performing arts and cultural attractions close at hand. Whether you are looking for a full time Siesta Key waterfront home or a second home for family and friends, 5376 Shadow Lawn Drive offers true boating access, a private saltwater pool, substantial updates, flexible living space and an exceptional island location. This is the kind of home where every day can include the beach, the boat and dinner by the pool. That is a pretty wonderful way to live.

5 Beds ⋅ 5 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code

Some homes on Siesta Key are about the beach. Others are about boating. This one lets you have both. Set along a protected canal with direct boating access to Sarasota Bay through the Grand Canal, and from there to the Intracoastal Waterway and the Gulf, this Siesta Key waterfront home is made for the way life is meant to be lived. Take the boat out for the morning, launch a kayak or paddleboard from your own waterfront, spend some time at Siesta Key Beach, then come home to your private saltwater pool, outdoor kitchen and quiet canal view. The important updates are already here too: a 2021 reroof, impact windows and sliders installed in 2022, plus new first floor flooring, fresh interior paint, a luxury renovation of the first floor primary bath, an outdoor kitchen and waterfront pavers, all completed in 2026. Plantation shutters finish every window and slider. At the center of the home, a fully screened courtyard lanai with a tabletop fire pit extends the living space. Seven impact sliders connect several rooms directly to the courtyard, filling the home with natural light and creating an easy indoor outdoor flow toward the pool and waterfront. Additional sliders from the flex room open toward the pool. The home and pool sustained no storm damage during the 2024 storms. If you haven’t dropped anchor yet, wait until you see the two amazing primary suites. The first floor primary offers courtyard access, two walk in closets and a beautifully renovated 2026 ensuite bath with upscale finishes. Upstairs, the entire second level becomes a private retreat with canal views, a spacious bath, two more walk in closets and its own waterfront balcony. One closet is so large you may wonder if it could qualify as a New York City apartment. When it is time for a little quiet, open the sliders and take in sunset over the canal, or start your morning with fresh air and coffee on the balcony. A redesigned media and flex area now includes an additional bedroom while preserving an approximately 424 square foot flex room for a media room, gym, game room or lounge. Another bedroom includes a Murphy bed and built in desk, making it an easy guest room, home office or both. Outside is where this home really earns its Siesta Key address. The private saltwater pool is surrounded by tropical landscaping and spaces for relaxing, dining and entertaining. The seawall, bulkhead and davits were replaced in 2021, with the waterfront setup planned around a 45 foot Sea Ray. This is a home for boaters who want to use the water, not simply look at it. Set in the heart of Siesta Key, the home is just minutes from Siesta Key Beach, named the No. 1 in the U.S. for 2026 and recognized among the nation’s best many times over. Known for its powdery quartz sand and Gulf waters, it is one of the reasons living here is so special. Siesta Key Village is close by for restaurants, bars, live music and boutiques. Sarasota is just beyond the North Bridge, with downtown waterfront dining, shopping, galleries, theaters, performing arts and cultural attractions close at hand. Whether you are looking for a full time Siesta Key waterfront home or a second home for family and friends, 5376 Shadow Lawn Drive offers true boating access, a private saltwater pool, substantial updates, flexible living space and an exceptional island location. This is the kind of home where every day can include the beach, the boat and dinner by the pool. That is a pretty wonderful way to live.

5376 Shadow Lawn Drive, Sarasota

$1,750,000

Experience refined waterfront living at Dolphin Bay, an intimate, pet-friendly community of just 50 residences on Siesta Key. Beautifully redesigned with a sophisticated coastal aesthetic, this exceptional three-bedroom, three-bath condominium offers nearly 2,500 square feet of beautifully appointed living space and captivating views of the Intracoastal Waterway. Bright, open interiors create an effortless sense of space, with 9-foot ceilings, elegant plank tile flooring, custom built-ins and beautifully updated baths. At the heart of the residence, an impressive chef's kitchen makes a striking statement with expansive countertops, generous gathering spaces, custom cabinetry and premium Sub-Zero, Monogram and Viking appliances. A dramatic six-foot, built-in double-door wine cellar adds a distinctive touch for entertaining. The spacious living and dining areas flow beautifully toward the waterfront, where walls of glass frame the Intracoastal views. An expansive, air-conditioned enclosed lanai extends the living space, creating an inviting year-round retreat for relaxing, entertaining or simply watching the boats pass by. Thoughtful details include custom cabinetry, recessed lighting and integrated theater speakers. The generously sized bedrooms and spa-inspired baths offer comfort and privacy for family and guests. Recent improvements include impact-resistant windows and sliding doors installed in 2025, along with custom motorized light-filtering and room-darkening shades. Additional updates include the HVAC system (2020) and water heater (2021). A private one-car garage beneath the building adds convenience and additional storage. Residents of Dolphin Bay enjoy an inviting coastal lifestyle with a beautifully updated clubhouse, fitness center, Har-Tru tennis courts, heated pool and spa, and a day dock for boating and fishing. Siesta Key's world-renowned white-sand beaches and the restaurants, boutiques, and entertainment of Siesta Village are just minutes away, with convenient trolley access. Combining beautifully curated interiors, remarkable waterfront views and easy elegance of island living, this is an exceptional opportunity to enjoy Siesta Key at its finest.

3 Beds ⋅ 3 Baths ⋅ Dolphin Bay-Siesta Key SubDv. ⋅ 34242 Zip Code

Experience refined waterfront living at Dolphin Bay, an intimate, pet-friendly community of just 50 residences on Siesta Key. Beautifully redesigned with a sophisticated coastal aesthetic, this exceptional three-bedroom, three-bath condominium offers nearly 2,500 square feet of beautifully appointed living space and captivating views of the Intracoastal Waterway. Bright, open interiors create an effortless sense of space, with 9-foot ceilings, elegant plank tile flooring, custom built-ins and beautifully updated baths. At the heart of the residence, an impressive chef's kitchen makes a striking statement with expansive countertops, generous gathering spaces, custom cabinetry and premium Sub-Zero, Monogram and Viking appliances. A dramatic six-foot, built-in double-door wine cellar adds a distinctive touch for entertaining. The spacious living and dining areas flow beautifully toward the waterfront, where walls of glass frame the Intracoastal views. An expansive, air-conditioned enclosed lanai extends the living space, creating an inviting year-round retreat for relaxing, entertaining or simply watching the boats pass by. Thoughtful details include custom cabinetry, recessed lighting and integrated theater speakers. The generously sized bedrooms and spa-inspired baths offer comfort and privacy for family and guests. Recent improvements include impact-resistant windows and sliding doors installed in 2025, along with custom motorized light-filtering and room-darkening shades. Additional updates include the HVAC system (2020) and water heater (2021). A private one-car garage beneath the building adds convenience and additional storage. Residents of Dolphin Bay enjoy an inviting coastal lifestyle with a beautifully updated clubhouse, fitness center, Har-Tru tennis courts, heated pool and spa, and a day dock for boating and fishing. Siesta Key's world-renowned white-sand beaches and the restaurants, boutiques, and entertainment of Siesta Village are just minutes away, with convenient trolley access. Combining beautifully curated interiors, remarkable waterfront views and easy elegance of island living, this is an exceptional opportunity to enjoy Siesta Key at its finest.

1260 Dolphin Bay Way Unit 301, Sarasota

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