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Situated in one of North Village’s most desirable waterfront settings, this “Dracena” model residence offers a rare combination of southern exposure, tranquil water views, and lush tropical surroundings. One of only a handful of single-family homes in North Village enjoying direct waterfront views with ideal southern exposure, the property overlooks peaceful waters with protected state preserve land beyond, providing an unspoiled natural backdrop and exceptional privacy. Mature tropical landscaping further enhances the secluded setting, creating a picturesque Old Florida retreat just blocks from the heart of historic Boca Grande. Offering 2,531 square feet of air-conditioned living space, the residence features three bedrooms, three full bathrooms, and a thoughtfully designed floor plan that embraces its beautiful natural surroundings. The kitchen is appointed with Corian countertops, a 36-inch Sub-Zero refrigerator, double wall ovens, and an induction cooktop. Generous outdoor living areas provide multiple opportunities to enjoy the island's year-round climate, including expansive decking and a private backyard with a waterside paver patio, an ideal setting for outdoor dining, or simply relaxing while taking in the peaceful lake views and gentle coastal breezes. A paver driveway complements the home’s tropical landscape and leads to a side-entry two-car garage featuring epoxy flooring. Ideally located within Boca Bay’s charming North Village, the property offers the unique opportunity to enjoy the character and walkability of Boca Grande’s historic district, with the island’s beautiful Gulf beaches, boutique shops, and restaurants all just a short distance away. Residents also enjoy access to Boca Bay’s exceptional collection of amenities, including multiple swimming pools, tennis and croquet facilities, a fishing pier, a Gulf-front beach clubhouse, and waterfront dining at the renowned Pass Club. With its rare southern-facing waterfront setting, protected natural views, and exceptional proximity to the heart of Boca Grande, this distinctive North Village residence presents a wonderful opportunity to experience the very best of the island lifestyle.

3 Beds ⋅ 3 Baths ⋅ North Village Sub SubDv. ⋅ 33921 Zip Code

Situated in one of North Village’s most desirable waterfront settings, this “Dracena” model residence offers a rare combination of southern exposure, tranquil water views, and lush tropical surroundings. One of only a handful of single-family homes in North Village enjoying direct waterfront views with ideal southern exposure, the property overlooks peaceful waters with protected state preserve land beyond, providing an unspoiled natural backdrop and exceptional privacy. Mature tropical landscaping further enhances the secluded setting, creating a picturesque Old Florida retreat just blocks from the heart of historic Boca Grande. Offering 2,531 square feet of air-conditioned living space, the residence features three bedrooms, three full bathrooms, and a thoughtfully designed floor plan that embraces its beautiful natural surroundings. The kitchen is appointed with Corian countertops, a 36-inch Sub-Zero refrigerator, double wall ovens, and an induction cooktop. Generous outdoor living areas provide multiple opportunities to enjoy the island's year-round climate, including expansive decking and a private backyard with a waterside paver patio, an ideal setting for outdoor dining, or simply relaxing while taking in the peaceful lake views and gentle coastal breezes. A paver driveway complements the home’s tropical landscape and leads to a side-entry two-car garage featuring epoxy flooring. Ideally located within Boca Bay’s charming North Village, the property offers the unique opportunity to enjoy the character and walkability of Boca Grande’s historic district, with the island’s beautiful Gulf beaches, boutique shops, and restaurants all just a short distance away. Residents also enjoy access to Boca Bay’s exceptional collection of amenities, including multiple swimming pools, tennis and croquet facilities, a fishing pier, a Gulf-front beach clubhouse, and waterfront dining at the renowned Pass Club. With its rare southern-facing waterfront setting, protected natural views, and exceptional proximity to the heart of Boca Grande, this distinctive North Village residence presents a wonderful opportunity to experience the very best of the island lifestyle.

144 Carrick Bend Lane, Boca Grande

$7,300,000

Incredible Value! Set on more than half an acre along a quiet private street, 2021 20th Street W is the kind of property Boca Grande families hold onto for generations. Two separate residences give everyone room: a spacious five-bedroom main home and a charming three-bedroom guest cottage, totaling eight bedrooms, seven baths, and 5,792 square feet. The main home is bright and open, with soaring ceilings, oversized windows, and natural light throughout. A European-designed kitchen anchors the living spaces and opens to a beautiful private pool and patio, where long lunches, sunset cocktails, and family dinners happen naturally. The fully fenced yard, framed by mature tropical landscaping, offers true privacy and a safe, generous space for children and pets to play. Deeded beach access puts the Gulf moments away, and the Village is an easy bike ride down the path, with its shops, restaurants, and community center close by. Secluded yet central, this is island living exactly as it should be: private, relaxed, and made for making Boca Grande memories!

8 Beds ⋅ 7 Baths ⋅ Acreage & Unrec SubDv. ⋅ 33921 Zip Code

Incredible Value! Set on more than half an acre along a quiet private street, 2021 20th Street W is the kind of property Boca Grande families hold onto for generations. Two separate residences give everyone room: a spacious five-bedroom main home and a charming three-bedroom guest cottage, totaling eight bedrooms, seven baths, and 5,792 square feet. The main home is bright and open, with soaring ceilings, oversized windows, and natural light throughout. A European-designed kitchen anchors the living spaces and opens to a beautiful private pool and patio, where long lunches, sunset cocktails, and family dinners happen naturally. The fully fenced yard, framed by mature tropical landscaping, offers true privacy and a safe, generous space for children and pets to play. Deeded beach access puts the Gulf moments away, and the Village is an easy bike ride down the path, with its shops, restaurants, and community center close by. Secluded yet central, this is island living exactly as it should be: private, relaxed, and made for making Boca Grande memories!

2021 20th Street W, Boca Grande

5850 Gasparilla Road Unit M4, Boca Grande

$495,000

Sometimes, you don’t need more space. You just need the right space. And when that space is within the prestigious Boca Grande Club, recently recognized as a Platinum Club of America and ranked No. 8 among the nation’s Top 20 Beach Clubs, the lifestyle is anything but ordinary. Set on the top floor of Marina Village, this 1-bedroom, 1-bath residence captures beautiful views of Gasparilla Sound and Uncle Henry’s Marina, offering the best of carefree island living. The open-concept interior extends to a private waterfront balcony, perfect for watching boats come and go. Thoughtful improvements include hurricane-impact windows and doors throughout, a durable metal roof, newer siding and soffits, and a 2023 HVAC system and water heater. Residents enjoy access to miles of pristine Gulf-front beaches, waterfront dining, premier tennis facilities, a state-of-the-art fitness center, and an active social calendar. Adding to the excitement, the Club is just weeks away from unveiling its spectacularly reimagined Gulf-front pool, featuring a stylish new tiki bar, contemporary design, beautiful new poolside furnishings, and an elevated resort-style atmosphere. The Marina Village pool is also just steps away. An exceptional opportunity to enjoy the beauty of Boca Grande, the distinction of a nationally recognized private beach club, and the simplicity of a low-maintenance island retreat.

1 Beds ⋅ 1 Baths ⋅ Boca Grande Club SubDv. ⋅ 33921 Zip Code

Sometimes, you don’t need more space. You just need the right space. And when that space is within the prestigious Boca Grande Club, recently recognized as a Platinum Club of America and ranked No. 8 among the nation’s Top 20 Beach Clubs, the lifestyle is anything but ordinary. Set on the top floor of Marina Village, this 1-bedroom, 1-bath residence captures beautiful views of Gasparilla Sound and Uncle Henry’s Marina, offering the best of carefree island living. The open-concept interior extends to a private waterfront balcony, perfect for watching boats come and go. Thoughtful improvements include hurricane-impact windows and doors throughout, a durable metal roof, newer siding and soffits, and a 2023 HVAC system and water heater. Residents enjoy access to miles of pristine Gulf-front beaches, waterfront dining, premier tennis facilities, a state-of-the-art fitness center, and an active social calendar. Adding to the excitement, the Club is just weeks away from unveiling its spectacularly reimagined Gulf-front pool, featuring a stylish new tiki bar, contemporary design, beautiful new poolside furnishings, and an elevated resort-style atmosphere. The Marina Village pool is also just steps away. An exceptional opportunity to enjoy the beauty of Boca Grande, the distinction of a nationally recognized private beach club, and the simplicity of a low-maintenance island retreat.

5850 Gasparilla Road Unit M4, Boca Grande

$4,975,000

LOCATION LOCATION LOCATION-Walk to everything from this truly exquisite 3 bedroom, 2 ½ bathroom Gilchrist Cottage in the heart of the “Historic District”. Loaded with mid-century charm, updated professionally with modern coastal contemporary influence throughout, all nestled onto a deep 50’ by 150’ lot. The property is being beautifully remodeled nearly new and will be delivered Designer furnished for immediate use! This delightful home offers a very private swimming pool area tucked behind privacy fencing covered with fragrant Jasmine, among just planted new lush and additional landscaping. A standing seam metal roof protects the Cottage along with back-alley access to a large, covered carport. The main living area provides a Great Room concept with Philippine Shellstone flooring throughout and a comfortably spacious 10’ by 28’ old fashioned front porch facing the Gulf of Mexico! Estate Wall, extensive pavers, and luminous night lighting offers a very special ambiance at this superb location. A rare opportunity to own in this very limited heart of the Village

3 Beds ⋅ 3 Baths ⋅ Boca Grande SubDv. ⋅ 33921 Zip Code

LOCATION LOCATION LOCATION-Walk to everything from this truly exquisite 3 bedroom, 2 ½ bathroom Gilchrist Cottage in the heart of the “Historic District”. Loaded with mid-century charm, updated professionally with modern coastal contemporary influence throughout, all nestled onto a deep 50’ by 150’ lot. The property is being beautifully remodeled nearly new and will be delivered Designer furnished for immediate use! This delightful home offers a very private swimming pool area tucked behind privacy fencing covered with fragrant Jasmine, among just planted new lush and additional landscaping. A standing seam metal roof protects the Cottage along with back-alley access to a large, covered carport. The main living area provides a Great Room concept with Philippine Shellstone flooring throughout and a comfortably spacious 10’ by 28’ old fashioned front porch facing the Gulf of Mexico! Estate Wall, extensive pavers, and luminous night lighting offers a very special ambiance at this superb location. A rare opportunity to own in this very limited heart of the Village

350 Gilchrist Avenue, Boca Grande

6010 Boca Grande Causeway Unit C32, Boca Grande

$1,065,000

Perched on the top floor of Boca Grande North, Residence 32 captures sweeping views of the Intracoastal Waterway and delivers the relaxed elegance that defines island living. This beautifully updated two-bedroom, two-bathroom condominium blends contemporary design with coastal charm, highlighted by striking ceiling beams, engineered hardwood floors, and thoughtfully upgraded finishes throughout. Natural light pours through impact-rated windows and sliding glass doors, enhancing the open living spaces and framing tranquil water views. The well-appointed layout offers both comfort and functionality, ideal for everyday living or as a refined island retreat. Offered unfurnished, the residence presents a blank canvas to create your own coastal vision. Boca Grande North is a gated waterfront community known for its exceptional amenities and boating lifestyle. Residents enjoy a heated community pool overlooking the water, tennis and pickleball courts, a fully equipped clubhouse with card room and fitness center, and beautifully maintained grounds. Community propane grills provide the perfect setting for outdoor entertaining, while dedicated golf cart parking and charging stations add convenience for exploring the island. Whether you are seeking a personal getaway or a strong investment opportunity, this residence offers excellent rental potential in one of Boca Grande’s most desirable communities. With close proximity to the Village, pristine Gulf beaches, world-class tarpon fishing, and renowned island dining, Boca Grande North 32 is a rare opportunity to experience the very best of Southwest Florida coastal living.

2 Beds ⋅ 2 Baths ⋅ Boca Grande North SubDv. ⋅ 33921 Zip Code

Perched on the top floor of Boca Grande North, Residence 32 captures sweeping views of the Intracoastal Waterway and delivers the relaxed elegance that defines island living. This beautifully updated two-bedroom, two-bathroom condominium blends contemporary design with coastal charm, highlighted by striking ceiling beams, engineered hardwood floors, and thoughtfully upgraded finishes throughout. Natural light pours through impact-rated windows and sliding glass doors, enhancing the open living spaces and framing tranquil water views. The well-appointed layout offers both comfort and functionality, ideal for everyday living or as a refined island retreat. Offered unfurnished, the residence presents a blank canvas to create your own coastal vision. Boca Grande North is a gated waterfront community known for its exceptional amenities and boating lifestyle. Residents enjoy a heated community pool overlooking the water, tennis and pickleball courts, a fully equipped clubhouse with card room and fitness center, and beautifully maintained grounds. Community propane grills provide the perfect setting for outdoor entertaining, while dedicated golf cart parking and charging stations add convenience for exploring the island. Whether you are seeking a personal getaway or a strong investment opportunity, this residence offers excellent rental potential in one of Boca Grande’s most desirable communities. With close proximity to the Village, pristine Gulf beaches, world-class tarpon fishing, and renowned island dining, Boca Grande North 32 is a rare opportunity to experience the very best of Southwest Florida coastal living.

6010 Boca Grande Causeway Unit C32, Boca Grande

5000 Gasparilla Road Unit BC205, Boca Grande

$955,000

Platinum! #8 of the Top 10 Beach Clubs in America! Experience effortless island living at Beach Chalet Unit 205. This charming, turnkey-furnished one-bedroom coastal retreat is nestled within the highly sought-after gated Boca Grande Club. Offering endless, breathtaking views of the Gulf from every room in this second-floor unit! Plus, just moments from the beach, this inviting residence captures the essence of relaxed luxury and the laid-back elegance that defines life on Gasparilla Island. The kitchen features stainless steel appliances and modern finishes, while the bright, open living spaces flow seamlessly into the Florida room—every room is an ideal setting to enjoy morning coffee, a quiet afternoon with a book, or the gentle Gulf breezes. Beyond the residence itself, owners enjoy access to the exceptional resort-style amenities that make the Boca Grande Club so desirable. Get ready for the ultimate pool & lounge oasis! Featuring a Zero-Edge Oceanview pool with sparkling turquoise water, elegant white umbrellas, lush tropical landscaping, luxurious outdoor furniture, and our beautifully redesigned Tiki Bar combine to create a truly exceptional setting. The area also includes a relaxing spa, a dedicated kiddie pool, and expanded seating for 100+ sunbathers for effortless poolside entertaining. Elegant lounge chairs, shaded seating areas, and beautiful coastal surroundings create an extraordinary setting where members, families, and friends can relax, reconnect, and create lasting memories. Spend your days lounging on the club’s uncrowded private beach, relaxing by the Gulf-front swimming pools, grab a drink at the tiki bar, dine at the beachfront restaurant, or take advantage of the premier tennis facilities(eight Har-Tru) and state-of-the-art fitness center. All of this includes a top-tier tennis program with professional instruction, as well as on-site rental management and housekeeping services. With beautifully maintained grounds and a vibrant yet tranquil coastal atmosphere, this is a place where every day feels like a vacation. Whether you're seeking a serene personal getaway, seasonal escape, or investment opportunity, this charming island residence offers the perfect blend of comfort, convenience, and the unmatched lifestyle of Boca Grande. This unit is rental-ready and can continue to offer investment income if desired. Peace of mind is built right in: this property will soon have a brand-new roof engineered to meet current, coastal specifications for maximum hurricane resistance. Notably, the previous roof survived Hurricanes Helene and Milton with zero leaks; this proactive upgrade was fully funded by association reserves with no special assessment passed on to the buyer. With the major milestone-required structural reinforcements completed, the entire building is in top-tier condition, ensuring you can buy with confidence. Schedule your private tour and discover the luxury Florida lifestyle. Initiation fees and yearly Club dues apply. Please inquire for more information.

1 Beds ⋅ 1 Baths ⋅ Beach Chalet Boca Grande SubDv. ⋅ 33921 Zip Code

Platinum! #8 of the Top 10 Beach Clubs in America! Experience effortless island living at Beach Chalet Unit 205. This charming, turnkey-furnished one-bedroom coastal retreat is nestled within the highly sought-after gated Boca Grande Club. Offering endless, breathtaking views of the Gulf from every room in this second-floor unit! Plus, just moments from the beach, this inviting residence captures the essence of relaxed luxury and the laid-back elegance that defines life on Gasparilla Island. The kitchen features stainless steel appliances and modern finishes, while the bright, open living spaces flow seamlessly into the Florida room—every room is an ideal setting to enjoy morning coffee, a quiet afternoon with a book, or the gentle Gulf breezes. Beyond the residence itself, owners enjoy access to the exceptional resort-style amenities that make the Boca Grande Club so desirable. Get ready for the ultimate pool & lounge oasis! Featuring a Zero-Edge Oceanview pool with sparkling turquoise water, elegant white umbrellas, lush tropical landscaping, luxurious outdoor furniture, and our beautifully redesigned Tiki Bar combine to create a truly exceptional setting. The area also includes a relaxing spa, a dedicated kiddie pool, and expanded seating for 100+ sunbathers for effortless poolside entertaining. Elegant lounge chairs, shaded seating areas, and beautiful coastal surroundings create an extraordinary setting where members, families, and friends can relax, reconnect, and create lasting memories. Spend your days lounging on the club’s uncrowded private beach, relaxing by the Gulf-front swimming pools, grab a drink at the tiki bar, dine at the beachfront restaurant, or take advantage of the premier tennis facilities(eight Har-Tru) and state-of-the-art fitness center. All of this includes a top-tier tennis program with professional instruction, as well as on-site rental management and housekeeping services. With beautifully maintained grounds and a vibrant yet tranquil coastal atmosphere, this is a place where every day feels like a vacation. Whether you're seeking a serene personal getaway, seasonal escape, or investment opportunity, this charming island residence offers the perfect blend of comfort, convenience, and the unmatched lifestyle of Boca Grande. This unit is rental-ready and can continue to offer investment income if desired. Peace of mind is built right in: this property will soon have a brand-new roof engineered to meet current, coastal specifications for maximum hurricane resistance. Notably, the previous roof survived Hurricanes Helene and Milton with zero leaks; this proactive upgrade was fully funded by association reserves with no special assessment passed on to the buyer. With the major milestone-required structural reinforcements completed, the entire building is in top-tier condition, ensuring you can buy with confidence. Schedule your private tour and discover the luxury Florida lifestyle. Initiation fees and yearly Club dues apply. Please inquire for more information.

5000 Gasparilla Road Unit BC205, Boca Grande

5000 Gasparilla Road Unit 13A, Boca Grande

$1,999,999

Wake up to the sound of waves, seabreezes, and seagulls in this beautifully updated 2-bedroom, 2-bath beachfront condo located directly on the sugar-sand beach of Boca Grande Island along the Gulf of America. This residence offers a front-row seat to breathtaking sunsets and endless coastal serenity, with the beach just steps from your door. Enjoy resort-style living with all amenities included: a heated beachfront pool and spa, outdoor tiki bar, food and drink service at both the pool and beach, and an on-site restaurant for effortless dining. Additional community features include a fully equipped fitness center, tennis courts, scenic walking paths, and a children’s playground, creating a lifestyle that’s as convenient as it is luxurious. Recent improvements provide peace of mind and modern comfort, including new 2025 foundation, new 2024 hurricane-impact sliding glass doors new 2025 roof, and new 2025 air conditioning systems. Whether you’re seeking a full-time residence, seasonal escape, or investment opportunity, this condo delivers unmatched beachfront living in one of Boca Grande’s most desirable locations. Coastal, carefree, and completely turnkey—this is island living at its finest.

2 Beds ⋅ 2 Baths ⋅ Boca Grande Club SubDv. ⋅ 33921 Zip Code

Wake up to the sound of waves, seabreezes, and seagulls in this beautifully updated 2-bedroom, 2-bath beachfront condo located directly on the sugar-sand beach of Boca Grande Island along the Gulf of America. This residence offers a front-row seat to breathtaking sunsets and endless coastal serenity, with the beach just steps from your door. Enjoy resort-style living with all amenities included: a heated beachfront pool and spa, outdoor tiki bar, food and drink service at both the pool and beach, and an on-site restaurant for effortless dining. Additional community features include a fully equipped fitness center, tennis courts, scenic walking paths, and a children’s playground, creating a lifestyle that’s as convenient as it is luxurious. Recent improvements provide peace of mind and modern comfort, including new 2025 foundation, new 2024 hurricane-impact sliding glass doors new 2025 roof, and new 2025 air conditioning systems. Whether you’re seeking a full-time residence, seasonal escape, or investment opportunity, this condo delivers unmatched beachfront living in one of Boca Grande’s most desirable locations. Coastal, carefree, and completely turnkey—this is island living at its finest.

5000 Gasparilla Road Unit 13A, Boca Grande

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