$3,485,000 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
$2,100,000 Newly renovated with luxury wide plank hardwood floors throughout, impact windows and doors throughout, composite decking and fresh interior paint. The paver driveway into the gated community of Seawatch that introduces a charming lakefront spacious 3 bedroom, 3 and one-half bath Villa graced by Lake Gasparilla. The solarium entry with a circular staircase comes complete with an open floor living/dining area, wood cathedral ceilings, and a screened lanai with excellent lake views. The kitchen showcases wood cabinets, wainscot backsplash and plenty of counter space. Other features include plantation shutters throughout, turret style guest bedroom with beadboard vaulted ceiling, one car garage, and ample storage. The spacious master suite offers a vaulted ceiling, and open balcony with easterly lake views. Seawatch is a waterfront gated community of 49 residence featuring 4 beach accesses, 2 tennis courts and 2 pools and located between Lake Gasparilla and the Gulf of Mexico. 3 Beds ⋅ 4 Baths ⋅ Seawatch Of Boca Grande SubDv. ⋅ 33921 Zip Code Newly renovated with luxury wide plank hardwood floors throughout, impact windows and doors throughout, composite decking and fresh interior paint. The paver driveway into the gated community of Seawatch that introduces a charming lakefront spacious 3 bedroom, 3 and one-half bath Villa graced by Lake Gasparilla. The solarium entry with a circular staircase comes complete with an open floor living/dining area, wood cathedral ceilings, and a screened lanai with excellent lake views. The kitchen showcases wood cabinets, wainscot backsplash and plenty of counter space. Other features include plantation shutters throughout, turret style guest bedroom with beadboard vaulted ceiling, one car garage, and ample storage. The spacious master suite offers a vaulted ceiling, and open balcony with easterly lake views. Seawatch is a waterfront gated community of 49 residence featuring 4 beach accesses, 2 tennis courts and 2 pools and located between Lake Gasparilla and the Gulf of Mexico. 45 Seawatch Lake Drive, Boca Grande
$5,350,000 Welcome to 1678 Jose Gaspar Drive, a serene waterfront retreat tucked along the tranquil shores of “Hole in the Wall” Bay in the coveted Boca Grande Isles. This property boasts 96' of water frontage and offers an intimate, natural setting where mangroves, shorebirds, and calm waters create a true Old Florida backdrop.The protected bay is ideal for kayaking and paddle boarding, offering quiet waters to explore at your own pace while enjoying abundant native wildlife. It’s a nature lover’s paradise—private, picturesque, and beautifully unspoiled. The 3494 sq foot home 4 bedroom, 3.5 bath home is filled with natural light and designed to capture water views from the living areas. An open layout with cathedral ceilings and a cozy stone fireplace creates an effortless flow for entertaining or relaxing, while large hurricane glass doors invite the outdoors in. The screened lanai offers views of the water and the living space that Florida is known for. The gourmet kitchen serves as the heart of the home, boasting quartz countertops, eat in dining, generous workspaces, and a breakfast bar. This Island retreat offers plenty of gathering areas which are perfect for hosting family and friends. The primary suite on the main level provides a peaceful sanctuary with an elegant Master bath which includes, quartz countertops, dual sinks a walk in shower and soaking tub. Perfect for relaxing after a day filled with outdoor activities. The lower level contains an additional living room, three additional guest rooms, two baths and easy access to the beautiful pool, spa and patio. Perfect to entertain family and friends. Located in a gated community just minutes from the village of Boca Grande, with its charming shops, dining, and Gulf beaches, this property offers a rare opportunity to embrace quiet waterfront living in one of Florida’s most treasured island communities. 4 Beds ⋅ 4 Baths ⋅ Boca Grande Isles SubDv. ⋅ 33921 Zip Code Welcome to 1678 Jose Gaspar Drive, a serene waterfront retreat tucked along the tranquil shores of “Hole in the Wall” Bay in the coveted Boca Grande Isles. This property boasts 96' of water frontage and offers an intimate, natural setting where mangroves, shorebirds, and calm waters create a true Old Florida backdrop.The protected bay is ideal for kayaking and paddle boarding, offering quiet waters to explore at your own pace while enjoying abundant native wildlife. It’s a nature lover’s paradise—private, picturesque, and beautifully unspoiled. The 3494 sq foot home 4 bedroom, 3.5 bath home is filled with natural light and designed to capture water views from the living areas. An open layout with cathedral ceilings and a cozy stone fireplace creates an effortless flow for entertaining or relaxing, while large hurricane glass doors invite the outdoors in. The screened lanai offers views of the water and the living space that Florida is known for. The gourmet kitchen serves as the heart of the home, boasting quartz countertops, eat in dining, generous workspaces, and a breakfast bar. This Island retreat offers plenty of gathering areas which are perfect for hosting family and friends. The primary suite on the main level provides a peaceful sanctuary with an elegant Master bath which includes, quartz countertops, dual sinks a walk in shower and soaking tub. Perfect for relaxing after a day filled with outdoor activities. The lower level contains an additional living room, three additional guest rooms, two baths and easy access to the beautiful pool, spa and patio. Perfect to entertain family and friends. Located in a gated community just minutes from the village of Boca Grande, with its charming shops, dining, and Gulf beaches, this property offers a rare opportunity to embrace quiet waterfront living in one of Florida’s most treasured island communities. 1678 Jose Gaspar Drive, Boca Grande
$3,575,000 Experience exceptional waterfront living at 16776 Grande Quay Drive, Boca Grande, FL 33921, set within a quiet, gated waterfront community with 24-hour surveillance. Situated on one of the largest homesite in the community, this residence captures breathtaking 180-degree views of the Gasparilla Sound. With direct boating access to the Gulf, this elegant coastal residence blends luxury, comfort, and the ultimate island lifestyle. Designed with both everyday living and entertaining in mind, the home features soaring ceilings that fill the interior with natural light, an updated chef's kitchen showcasing quartz countertops and premium Bosch appliances. A cozy fireplace adds warmth and character to the spacious living area, while pre-wiring throughout the home provides a seamless foundation for a whole-home audio & video system. Recent improvements include a 2023 adobe tile roof, partial impact-rated windows, and hardiplank siding waiting for your choice of color (and association approval). A private elevator services all levels, and the home is outfitted with a fire suppression system and central vacuum. Outdoor living is equally impressive, featuring a spa pool, an outdoor kitchen, and spaces designed to capture the spectacular waterfront views. The oversized four car garage includes a mini-split air conditioning system, making it ideal for climate-controlled storage, hobbies, or a workshop. For boating enthusiasts, the property includes a deep water privately gated boat slip (Slip M) complete with a 16,000 lb. lift, providing effortless access to world-class fishing, cruising, and the pristine waters of Gasparilla Sound and the Gulf. This remarkable waterfront residence offers an exceptional combination of refined finishes, thoughtful updates, and unparalleled boating amenities in one of Boca Grande's most desirable waterfront communities. 3 Beds ⋅ 3 Baths ⋅ Grande Quay Ii SubDv. ⋅ 33921 Zip Code Experience exceptional waterfront living at 16776 Grande Quay Drive, Boca Grande, FL 33921, set within a quiet, gated waterfront community with 24-hour surveillance. Situated on one of the largest homesite in the community, this residence captures breathtaking 180-degree views of the Gasparilla Sound. With direct boating access to the Gulf, this elegant coastal residence blends luxury, comfort, and the ultimate island lifestyle. Designed with both everyday living and entertaining in mind, the home features soaring ceilings that fill the interior with natural light, an updated chef's kitchen showcasing quartz countertops and premium Bosch appliances. A cozy fireplace adds warmth and character to the spacious living area, while pre-wiring throughout the home provides a seamless foundation for a whole-home audio & video system. Recent improvements include a 2023 adobe tile roof, partial impact-rated windows, and hardiplank siding waiting for your choice of color (and association approval). A private elevator services all levels, and the home is outfitted with a fire suppression system and central vacuum. Outdoor living is equally impressive, featuring a spa pool, an outdoor kitchen, and spaces designed to capture the spectacular waterfront views. The oversized four car garage includes a mini-split air conditioning system, making it ideal for climate-controlled storage, hobbies, or a workshop. For boating enthusiasts, the property includes a deep water privately gated boat slip (Slip M) complete with a 16,000 lb. lift, providing effortless access to world-class fishing, cruising, and the pristine waters of Gasparilla Sound and the Gulf. This remarkable waterfront residence offers an exceptional combination of refined finishes, thoughtful updates, and unparalleled boating amenities in one of Boca Grande's most desirable waterfront communities. 16776 Grande Quay Drive, Boca Grande
$4,900,000 Nestled in the heart of Boca Grande's charming historic district, just steps from downtown amenities, this impeccable custom-built home offers the epitome of luxury island living. Constructed in 2012, architecture by T.A. Krebs with unparalleled craftsmanship and attention to detail, this move-in-ready home exudes timeless elegance and modern sophistication. Upon entering, you are immediately captivated by the soaring 24-foot cupola and exquisite 6-inchtongue-and-groove board ceilings, setting a grand tone for the open and inviting interior. The home features three spacious bedrooms and four and a half well-appointed bathrooms, providing ample space for family and guests. Cozy up by one of two stunning brick fireplaces—one gracing the living room and the other in the serene primary bedroom.Throughout, luxurious travertine and wood flooring flows seamlessly, complemented by granite countertops in the gourmet kitchen. Equipped with top-of-the-line Wolf and sub-zero appliances, a convenient garden sink, gas stove, gas oven, and generous pantry, this kitchen is a chef's dream. French doors seamlessly connect the interior to the outdoor oasis: a brick-paved patio overlooking a heated pool and spa and a dedicated pool bathroom for ultimate convenience.Additional highlights include a large upper-level bonus room ideal for extra sleeping or living area or relaxation, durable Hardy board siding, all impact-resistant glass windows and doors for peace of mind, a 2+ car garage, and lush, mature landscaping that envelops the property in privacy and natural beauty. Truly a rare gem in the heart of Boca Grande, this exceptional home blends historic charm with contemporary luxury—ready for you to call it your own. 3 Beds ⋅ 5 Baths ⋅ Boca Grande SubDv. ⋅ 33921 Zip Code Nestled in the heart of Boca Grande's charming historic district, just steps from downtown amenities, this impeccable custom-built home offers the epitome of luxury island living. Constructed in 2012, architecture by T.A. Krebs with unparalleled craftsmanship and attention to detail, this move-in-ready home exudes timeless elegance and modern sophistication. Upon entering, you are immediately captivated by the soaring 24-foot cupola and exquisite 6-inchtongue-and-groove board ceilings, setting a grand tone for the open and inviting interior. The home features three spacious bedrooms and four and a half well-appointed bathrooms, providing ample space for family and guests. Cozy up by one of two stunning brick fireplaces—one gracing the living room and the other in the serene primary bedroom.Throughout, luxurious travertine and wood flooring flows seamlessly, complemented by granite countertops in the gourmet kitchen. Equipped with top-of-the-line Wolf and sub-zero appliances, a convenient garden sink, gas stove, gas oven, and generous pantry, this kitchen is a chef's dream. French doors seamlessly connect the interior to the outdoor oasis: a brick-paved patio overlooking a heated pool and spa and a dedicated pool bathroom for ultimate convenience.Additional highlights include a large upper-level bonus room ideal for extra sleeping or living area or relaxation, durable Hardy board siding, all impact-resistant glass windows and doors for peace of mind, a 2+ car garage, and lush, mature landscaping that envelops the property in privacy and natural beauty. Truly a rare gem in the heart of Boca Grande, this exceptional home blends historic charm with contemporary luxury—ready for you to call it your own. 760 E Railroad Avenue, Boca Grande
$1,995,000 This 3-bedroom, 3 1/2-bath single-family residence is only steps from the pristine sands of the Gulf, offering the quintessential Boca Grande lifestyle. This redesigned floor plan features a renovated kitchen, updated baths, flooring and impact-resistant windows and sliders throughout. Uniquely offering 3 ensuite bathrooms PLUS an additional guest half bath along with a dedicated laundry room! The 1 car garage offers extra storage with built-in shelves and an outside shower. Sold furnished, this home is ready for immediate enjoyment. Whether you are watching the sunset over the Gulf from your balcony or walking the uncrowded private beach, this is island living at its finest. Purchasing this property provides immediate membership to the Boca Grande Club and all the amenities it is known for such as a fabulous gulf-front restaurant with new pool spa and tiki bar, private beach access with umbrella, lounge chair and towel service. The newly renovated fitness center is world class, and the 8 tennis courts offer a pro-shop with instruction with a very active tennis community. 3 Beds ⋅ 4 Baths ⋅ Boca Grande Club SubDv. ⋅ 33921 Zip Code This 3-bedroom, 3 1/2-bath single-family residence is only steps from the pristine sands of the Gulf, offering the quintessential Boca Grande lifestyle. This redesigned floor plan features a renovated kitchen, updated baths, flooring and impact-resistant windows and sliders throughout. Uniquely offering 3 ensuite bathrooms PLUS an additional guest half bath along with a dedicated laundry room! The 1 car garage offers extra storage with built-in shelves and an outside shower. Sold furnished, this home is ready for immediate enjoyment. Whether you are watching the sunset over the Gulf from your balcony or walking the uncrowded private beach, this is island living at its finest. Purchasing this property provides immediate membership to the Boca Grande Club and all the amenities it is known for such as a fabulous gulf-front restaurant with new pool spa and tiki bar, private beach access with umbrella, lounge chair and towel service. The newly renovated fitness center is world class, and the 8 tennis courts offer a pro-shop with instruction with a very active tennis community. 5000 Gasparilla Road Unit VH25, Boca Grande
$4,995,000 Discover the perfect blend of historic charm, modern comfort, and waterfront living in this beautifully renovated cottage in the heart of Boca Grande’s Historic Village. Offering 4 bedrooms, 3 bathrooms, and 2,548 square feet of thoughtfully designed living space, this exceptional residence captures the timeless character of Old Florida while offering the conveniences of modern island living. Thoughtfully improved over the years, the home features a durable metal roof, Hardie plank siding, an updated kitchen and bathrooms, and beautiful wide-plank wood flooring. The inviting main living area showcases custom wood ceilings, a gas fireplace, and a charming cupola that fills the space with natural light. An open, flowing floor plan leads to an expansive 335-square-foot screened porch overlooking the Harbor Drive Waterways canal, creating a wonderful extension of the living space and an ideal setting for entertaining, dining, or simply enjoying the peaceful waterfront surroundings. The home's comfortable and well-appointed bedrooms provide inviting accommodations for family and guests, while a separate lower-level in-law suite with kitchenette offers additional privacy and flexibility. Outdoor living is equally appealing, with a spacious covered porch overlooking a custom heated swimming pool and spa, surrounded by lush tropical landscaping that creates a private and inviting retreat. For boating enthusiasts, the property offers 80 feet of canal frontage, complemented by a covered 20,000-pound boat lift and convenient access to Charlotte Harbor and the surrounding waterways. Additional amenities include two garages with electric vehicle charging stations, a dedicated golf cart charging station, a laundry room, and a circular driveway finished with classic Chicago brick pavers. Mature tropical landscaping and fencing further enhance the property's privacy and enduring Old Florida charm. Ideally located in Boca Grande's Historic Village, the property offers easy access to everything that makes island living so special. Spend your mornings exploring the waters of Charlotte Harbor, afternoons enjoying the island's beautiful Gulf beaches, and evenings strolling through the Village's charming shops and restaurants, all just a short golf cart ride away. The renowned Gasparilla Inn, world-class golf courses, local marinas, and Coral Creek Airport are also conveniently accessible. A wonderful opportunity to own a distinctive waterfront residence that combines the charm and character of historic Boca Grande with modern amenities, exceptional outdoor living spaces, and the convenience of boating from your own backyard. This is island living at its finest. 4 Beds ⋅ 3 Baths ⋅ Harbor Drive Waterways SubDv. ⋅ 33921 Zip Code Discover the perfect blend of historic charm, modern comfort, and waterfront living in this beautifully renovated cottage in the heart of Boca Grande’s Historic Village. Offering 4 bedrooms, 3 bathrooms, and 2,548 square feet of thoughtfully designed living space, this exceptional residence captures the timeless character of Old Florida while offering the conveniences of modern island living. Thoughtfully improved over the years, the home features a durable metal roof, Hardie plank siding, an updated kitchen and bathrooms, and beautiful wide-plank wood flooring. The inviting main living area showcases custom wood ceilings, a gas fireplace, and a charming cupola that fills the space with natural light. An open, flowing floor plan leads to an expansive 335-square-foot screened porch overlooking the Harbor Drive Waterways canal, creating a wonderful extension of the living space and an ideal setting for entertaining, dining, or simply enjoying the peaceful waterfront surroundings. The home's comfortable and well-appointed bedrooms provide inviting accommodations for family and guests, while a separate lower-level in-law suite with kitchenette offers additional privacy and flexibility. Outdoor living is equally appealing, with a spacious covered porch overlooking a custom heated swimming pool and spa, surrounded by lush tropical landscaping that creates a private and inviting retreat. For boating enthusiasts, the property offers 80 feet of canal frontage, complemented by a covered 20,000-pound boat lift and convenient access to Charlotte Harbor and the surrounding waterways. Additional amenities include two garages with electric vehicle charging stations, a dedicated golf cart charging station, a laundry room, and a circular driveway finished with classic Chicago brick pavers. Mature tropical landscaping and fencing further enhance the property's privacy and enduring Old Florida charm. Ideally located in Boca Grande's Historic Village, the property offers easy access to everything that makes island living so special. Spend your mornings exploring the waters of Charlotte Harbor, afternoons enjoying the island's beautiful Gulf beaches, and evenings strolling through the Village's charming shops and restaurants, all just a short golf cart ride away. The renowned Gasparilla Inn, world-class golf courses, local marinas, and Coral Creek Airport are also conveniently accessible. A wonderful opportunity to own a distinctive waterfront residence that combines the charm and character of historic Boca Grande with modern amenities, exceptional outdoor living spaces, and the convenience of boating from your own backyard. This is island living at its finest. 161 1st Street E, Boca Grande
$2,350,000 DIRECT GULF FRONT | PICTURE PERFECT GULF VIEWS | BEAUTIFULLY UPDATED | 2 BEDROOMS | 2.5 BATHROOMS | OUTDOOR LIVING SPACES | COMMUNITY POOL | DIRECT BEACH ACCESS A beautifully updated Gulf-front residence in Sundown Colony nestled along the pristine shoreline of Boca Grande on Gasparilla Island. With breathtaking views of the Gulf, inviting coastal interiors, and direct access to the island's renowned beaches, this exceptional property captures everything that makes Boca Grande such a sought-after destination. Designed to embrace its spectacular waterfront setting, this two-bedroom, two and a half bath townhome offers an inviting blend of casual coastal elegance and modern convenience. A soothing palette of soft blues, crisp whites, and natural wood tones creates a light, airy atmosphere that complements the surrounding landscape. Expansive impact-rated windows and sliding glass doors invite abundant natural light while showcasing the sparkling turquoise waters and endless Gulf horizon. The main living level features an open-concept design that seamlessly connects the kitchen, dining, and living areas, creating a welcoming space for everyday living and entertaining. The updated kitchen features white shaker-style cabinetry, stone countertops, stainless steel appliances, subway tile backsplash, and a convenient breakfast bar. The adjoining dining area provides generous seating, while the comfortable living room is perfectly positioned to capture stunning Gulf views. Step through the sliding glass doors to the screened Gulf-facing porch, where gentle sea breezes, spectacular sunsets, and the soothing sound of the surf provide the perfect backdrop for morning coffee, afternoon relaxation, or evening gatherings. The Gulf-front primary suite offers a peaceful retreat, complete with beautiful water views, direct access to its own outdoor balcony, and a well-appointed en-suite bathroom. The updated bath features a spacious double-sink vanity with stone countertops, contemporary fixtures, and a glass-enclosed tub/shower with attractive tile finishes. A dedicated workspace within the primary suite provides additional flexibility without sacrificing the beauty of the surrounding views. The guest bedroom offers a versatile layout with bunk beds and an additional bed, making excellent use of the available space. Soft coastal colors and natural light create a cheerful, comfortable atmosphere. The guest bathroom features a glass-enclosed walk-in shower, updated vanity, and stylish finishes. On the main living level, a separate powder room adds convenience. Outdoor living is truly at the heart of this property. In addition to the elevated Gulf-facing porches, the ground-level covered outdoor area offers a wonderful space for casual gatherings, enjoying the coastal surroundings and rinsing off in the outdoor shower after a dip in the gulf. Sundown's beautifully situated community pool, surrounded by tropical landscaping, provides another inviting place to unwind. The association updated to a metal roof in December 2023; AC was replaced in October 2024. Looking for an amazing investment property or a mix of use and income...this home fits both and comes turnkey furnished and with vacation rental income scheduled into 2027. 2 Beds ⋅ 3 Baths ⋅ Sundown Colony SubDv. ⋅ 33921 Zip Code DIRECT GULF FRONT | PICTURE PERFECT GULF VIEWS | BEAUTIFULLY UPDATED | 2 BEDROOMS | 2.5 BATHROOMS | OUTDOOR LIVING SPACES | COMMUNITY POOL | DIRECT BEACH ACCESS A beautifully updated Gulf-front residence in Sundown Colony nestled along the pristine shoreline of Boca Grande on Gasparilla Island. With breathtaking views of the Gulf, inviting coastal interiors, and direct access to the island's renowned beaches, this exceptional property captures everything that makes Boca Grande such a sought-after destination. Designed to embrace its spectacular waterfront setting, this two-bedroom, two and a half bath townhome offers an inviting blend of casual coastal elegance and modern convenience. A soothing palette of soft blues, crisp whites, and natural wood tones creates a light, airy atmosphere that complements the surrounding landscape. Expansive impact-rated windows and sliding glass doors invite abundant natural light while showcasing the sparkling turquoise waters and endless Gulf horizon. The main living level features an open-concept design that seamlessly connects the kitchen, dining, and living areas, creating a welcoming space for everyday living and entertaining. The updated kitchen features white shaker-style cabinetry, stone countertops, stainless steel appliances, subway tile backsplash, and a convenient breakfast bar. The adjoining dining area provides generous seating, while the comfortable living room is perfectly positioned to capture stunning Gulf views. Step through the sliding glass doors to the screened Gulf-facing porch, where gentle sea breezes, spectacular sunsets, and the soothing sound of the surf provide the perfect backdrop for morning coffee, afternoon relaxation, or evening gatherings. The Gulf-front primary suite offers a peaceful retreat, complete with beautiful water views, direct access to its own outdoor balcony, and a well-appointed en-suite bathroom. The updated bath features a spacious double-sink vanity with stone countertops, contemporary fixtures, and a glass-enclosed tub/shower with attractive tile finishes. A dedicated workspace within the primary suite provides additional flexibility without sacrificing the beauty of the surrounding views. The guest bedroom offers a versatile layout with bunk beds and an additional bed, making excellent use of the available space. Soft coastal colors and natural light create a cheerful, comfortable atmosphere. The guest bathroom features a glass-enclosed walk-in shower, updated vanity, and stylish finishes. On the main living level, a separate powder room adds convenience. Outdoor living is truly at the heart of this property. In addition to the elevated Gulf-facing porches, the ground-level covered outdoor area offers a wonderful space for casual gatherings, enjoying the coastal surroundings and rinsing off in the outdoor shower after a dip in the gulf. Sundown's beautifully situated community pool, surrounded by tropical landscaping, provides another inviting place to unwind. The association updated to a metal roof in December 2023; AC was replaced in October 2024. Looking for an amazing investment property or a mix of use and income...this home fits both and comes turnkey furnished and with vacation rental income scheduled into 2027. 420 Gulf Boulevard Unit 20, Boca Grande
$5,750,000 For the life you’d rather be living. Some places ask you to keep up...this one invites you to slow down. Tucked into Boca Grande’s easygoing Dam Streets, 181 Damfino Street offers a rare opportunity to create a waterfront retreat on a coveted in-town tip lot, where long water views, exceptional boating access, and the charm of the village come together. Here, the water sets the schedule. Head out before sunrise when the tarpon are rolling, spend an afternoon cruising to Cabbage Key or Useppa, or enjoy dinner at the Tarpon Lodge before returning home under the stars. With no bridges between your dock and the Gulf, even a tower boat or tall T-top can be part of the lifestyle. The new 2025 dock features 280 square feet of decking, water, and electric, ready to be customized to your boating needs. A dedicated tackle room keeps everything close at hand. And when the boat stays home, the village is just as inviting. Morning coffee at the Inn Bakery, shopping along Park Avenue, and dinner at The Temptation or The Pink Elephant are all part of everyday life. Few waterfront settings offer this effortless connection between boating and village living. Set on 0.21 acres, the property features 75 feet of sea walled frontage along a protected boat basin, a 30' x 14' pool, spa, and brick-covered patio overlooking captivating long water views. The elevated, two-story residence offers 2,507 square feet under air, four bedrooms, four baths, soaring ceilings, a fireplace, updated kitchen, and screened porch. Concrete block and stucco construction, metal roof, updated HVAC systems, and storm panels provide a solid foundation for its next chapter. A two-car pull-through garage, separate golf cart garage, and interior spiral staircase with potential for a future elevator add versatility. With no HOA fees and the freedom to reimagine the existing home, this is an opportunity to create something distinctly your own. A place designed around your boat, your view, and the unhurried rhythm of island life. The location is already here. The rest is yours to create. 4 Beds ⋅ 4 Baths ⋅ Acreage & Unrec SubDv. ⋅ 33921 Zip Code For the life you’d rather be living. Some places ask you to keep up...this one invites you to slow down. Tucked into Boca Grande’s easygoing Dam Streets, 181 Damfino Street offers a rare opportunity to create a waterfront retreat on a coveted in-town tip lot, where long water views, exceptional boating access, and the charm of the village come together. Here, the water sets the schedule. Head out before sunrise when the tarpon are rolling, spend an afternoon cruising to Cabbage Key or Useppa, or enjoy dinner at the Tarpon Lodge before returning home under the stars. With no bridges between your dock and the Gulf, even a tower boat or tall T-top can be part of the lifestyle. The new 2025 dock features 280 square feet of decking, water, and electric, ready to be customized to your boating needs. A dedicated tackle room keeps everything close at hand. And when the boat stays home, the village is just as inviting. Morning coffee at the Inn Bakery, shopping along Park Avenue, and dinner at The Temptation or The Pink Elephant are all part of everyday life. Few waterfront settings offer this effortless connection between boating and village living. Set on 0.21 acres, the property features 75 feet of sea walled frontage along a protected boat basin, a 30' x 14' pool, spa, and brick-covered patio overlooking captivating long water views. The elevated, two-story residence offers 2,507 square feet under air, four bedrooms, four baths, soaring ceilings, a fireplace, updated kitchen, and screened porch. Concrete block and stucco construction, metal roof, updated HVAC systems, and storm panels provide a solid foundation for its next chapter. A two-car pull-through garage, separate golf cart garage, and interior spiral staircase with potential for a future elevator add versatility. With no HOA fees and the freedom to reimagine the existing home, this is an opportunity to create something distinctly your own. A place designed around your boat, your view, and the unhurried rhythm of island life. The location is already here. The rest is yours to create. 181 Damfino Street, Boca Grande
$1,895,000 Tucked away on an exclusive private street shared by just three residences, Village Home 27 offers an exceptional blend of comfort and versatility. This light-filled Boca Grande Club residence features 1,540 square feet of living space, highlighted by beautiful wood flooring, vaulted ceilings, granite countertops, and custom built-ins. The thoughtfully designed floor plan includes a welcoming living room, a separate dining space, and a primary bedroom suite. A private guest wing offers an additional living area and multiple sleeping nooks. The top floor houses an additional bedroom and bath with a private deck and crow's nest. Outdoor living is equally inviting, with a ground-level paver patio in a garden setting, an outdoor shower, and a one-car garage. Enjoy the exceptional lifestyle of the amenity-rich, gated, beachfront Boca Grande Club. Residents can take advantage of multiple swimming pools, including the main pool with its inviting tiki bar overlooking the beach. The renowned clubhouse offers an exceptional fine-dining experience, while eight tennis courts and fitness center provide outstanding opportunities for and an active lifestyle. 3 Beds ⋅ 3 Baths ⋅ Boca Grande Club SubDv. ⋅ 33921 Zip Code Tucked away on an exclusive private street shared by just three residences, Village Home 27 offers an exceptional blend of comfort and versatility. This light-filled Boca Grande Club residence features 1,540 square feet of living space, highlighted by beautiful wood flooring, vaulted ceilings, granite countertops, and custom built-ins. The thoughtfully designed floor plan includes a welcoming living room, a separate dining space, and a primary bedroom suite. A private guest wing offers an additional living area and multiple sleeping nooks. The top floor houses an additional bedroom and bath with a private deck and crow's nest. Outdoor living is equally inviting, with a ground-level paver patio in a garden setting, an outdoor shower, and a one-car garage. Enjoy the exceptional lifestyle of the amenity-rich, gated, beachfront Boca Grande Club. Residents can take advantage of multiple swimming pools, including the main pool with its inviting tiki bar overlooking the beach. The renowned clubhouse offers an exceptional fine-dining experience, while eight tennis courts and fitness center provide outstanding opportunities for and an active lifestyle. 5000 Gasparilla Road Unit 27, Boca Grande
$4,695,000 Tucked toward the quiet end of Carrick Bend Lane in the gated North Village of Boca Bay, this three-bedroom, three-bath home pairs serene lake views with a thoughtful renovation throughout. More than 3,200 square feet of living space spread across two levels give owners and guests room to spread out. The kitchen is the heart of the home and was rebuilt for people who love to cook and entertain: quartz counters beneath a shiplap ceiling, Thermador wall oven, microwave, and gas range, a Wi-Fi-enabled Monogram refrigerator, and a built-in ice maker. An eat-in dining area overlooks the water, and every bathroom has been tastefully updated. Peace of mind comes built in, with impact-rated windows and doors, a newer standing-seam metal roof, and plantation shutters throughout. A two-car garage adds room for cars, golf carts, and island gear. Life in Boca Bay comes with an enviable list of amenities: a private boat basin with slips, an organized tennis program led by a resident pro on Har-Tru courts, a croquet lawn, and four community pools including a lap pool. Evenings belong to the Pass Club, where elevated dining, an extensive wine list, and spectacular sunsets over the Gulf set the tone. And when it’s time for the Village, simply walk or bike to its shops, restaurants, and beaches. Live your Best Life in Boca Grande! 3 Beds ⋅ 3 Baths ⋅ North Village Sub SubDv. ⋅ 33921 Zip Code Tucked toward the quiet end of Carrick Bend Lane in the gated North Village of Boca Bay, this three-bedroom, three-bath home pairs serene lake views with a thoughtful renovation throughout. More than 3,200 square feet of living space spread across two levels give owners and guests room to spread out. The kitchen is the heart of the home and was rebuilt for people who love to cook and entertain: quartz counters beneath a shiplap ceiling, Thermador wall oven, microwave, and gas range, a Wi-Fi-enabled Monogram refrigerator, and a built-in ice maker. An eat-in dining area overlooks the water, and every bathroom has been tastefully updated. Peace of mind comes built in, with impact-rated windows and doors, a newer standing-seam metal roof, and plantation shutters throughout. A two-car garage adds room for cars, golf carts, and island gear. Life in Boca Bay comes with an enviable list of amenities: a private boat basin with slips, an organized tennis program led by a resident pro on Har-Tru courts, a croquet lawn, and four community pools including a lap pool. Evenings belong to the Pass Club, where elevated dining, an extensive wine list, and spectacular sunsets over the Gulf set the tone. And when it’s time for the Village, simply walk or bike to its shops, restaurants, and beaches. Live your Best Life in Boca Grande! 158 Carrick Bend Lane, Boca Grande
$2,200,000 Experience the Boca Grande Club lifestyle in this beautifully updated and expanded 3-bedroom, 3-bathroom Village Home with 1,640 square feet of inviting living area. The sunny living room features vaulted ceilings and is complemented by a separate dining room, spacious kitchen with granite countertops and top-of-the-line appliances, and a full laundry room for everyday convenience. The primary bedroom includes an elegant bathroom and large closet/office. The home has plenty of additional space with 2 storage areas and separate pantry. Extensive improvements enhance the home throughout, including HDF laminate floors, new window treatments, front entry door, and garage overhead and side doors. Outdoor living spaces have also been beautifully refreshed with new upper and lower decking, railings, and stairs, creating inviting spaces to relax and enjoy the Florida lifestyle. Designed with durability and peace of mind in mind, the residence features impact-resistant windows and doors, Hardie Plank siding, and a metal roof installed in 2023. Enjoy the exceptional amenities of Boca Grande Club, including tennis courts, Tiki Bar, a community swimming pool, a clubhouse, and workout facility. This residence offers a wonderful opportunity to experience the relaxed, resort-style living that makes Boca Grande Club so desirable. 3 Beds ⋅ 3 Baths ⋅ Village Boca Grande Club SubDv. ⋅ 33921 Zip Code Experience the Boca Grande Club lifestyle in this beautifully updated and expanded 3-bedroom, 3-bathroom Village Home with 1,640 square feet of inviting living area. The sunny living room features vaulted ceilings and is complemented by a separate dining room, spacious kitchen with granite countertops and top-of-the-line appliances, and a full laundry room for everyday convenience. The primary bedroom includes an elegant bathroom and large closet/office. The home has plenty of additional space with 2 storage areas and separate pantry. Extensive improvements enhance the home throughout, including HDF laminate floors, new window treatments, front entry door, and garage overhead and side doors. Outdoor living spaces have also been beautifully refreshed with new upper and lower decking, railings, and stairs, creating inviting spaces to relax and enjoy the Florida lifestyle. Designed with durability and peace of mind in mind, the residence features impact-resistant windows and doors, Hardie Plank siding, and a metal roof installed in 2023. Enjoy the exceptional amenities of Boca Grande Club, including tennis courts, Tiki Bar, a community swimming pool, a clubhouse, and workout facility. This residence offers a wonderful opportunity to experience the relaxed, resort-style living that makes Boca Grande Club so desirable. 5000 Gasparilla Road Unit 26, Boca Grande
$2,695,000 Steps from the Gulf, this 3 bedroom, 2 full bath, 1,408 sq. ft. townhome blends coastal charm with easy, modern living. Minutes from the charming village of Boca Grande with boutique shopping, favorite dining spots, the Gasparilla Inn - yet tucked in a quiet setting made for sunset evenings. Inside, generously sized bedrooms offer comfortable private retreats. Wide-plank flooring runs through the main living areas, kitchen, and the downstairs bedroom, while the second floor is carpeted for comfort. Recent upgrades include a newer metal roof (2022) and new A/C that provide peace of mind. Breezy indoor-outdoor living is the everyday rhythm here: start on the screened lanai, rinse off after the beach in the outdoor shower, then head down to the spacious paver patio ideal for lounging, casual dinners, and taking in those iconic Gulf sunsets. Tandem, under-building parking for two vehicles adds convenience and covered storage options for beach gear. In a community perfectly positioned for front-row lighthouse views and nightly color, this is an effortless Gulf-front retreat where the sound of the waves pairs perfectly with your morning coffee. 3 Beds ⋅ 2 Baths ⋅ Lighthouse SubDv. ⋅ 33921 Zip Code Steps from the Gulf, this 3 bedroom, 2 full bath, 1,408 sq. ft. townhome blends coastal charm with easy, modern living. Minutes from the charming village of Boca Grande with boutique shopping, favorite dining spots, the Gasparilla Inn - yet tucked in a quiet setting made for sunset evenings. Inside, generously sized bedrooms offer comfortable private retreats. Wide-plank flooring runs through the main living areas, kitchen, and the downstairs bedroom, while the second floor is carpeted for comfort. Recent upgrades include a newer metal roof (2022) and new A/C that provide peace of mind. Breezy indoor-outdoor living is the everyday rhythm here: start on the screened lanai, rinse off after the beach in the outdoor shower, then head down to the spacious paver patio ideal for lounging, casual dinners, and taking in those iconic Gulf sunsets. Tandem, under-building parking for two vehicles adds convenience and covered storage options for beach gear. In a community perfectly positioned for front-row lighthouse views and nightly color, this is an effortless Gulf-front retreat where the sound of the waves pairs perfectly with your morning coffee. 290 Gulf Blvd Unit 12, Boca Grande
$2,100,000 Boca Grande Club has earned Platinum Club of America recognition, ranking No. 8 in the nation’s beach club category. Within this distinguished beachfront community, Village Home 19 combines the privacy of a freestanding residence with beautifully renovated interiors and access to exceptional private club amenities. With no shared walls, its own garage and private outdoor space, the home enjoys an unusually open setting with glimpses of the Gulf from each level. Thoughtfully enclosed spaces expand the main living area and guest bedroom, adding versatility to the floor plan and providing room for reading, conversation or quiet retreat. Plantation shutters throughout lend architectural definition, complementing a restrained coastal palette. Mature landscaping frames the residence and its outdoor patio, creating a private setting for enjoying the coastal air. A 2022 standing seam metal roof, Trex stairs and decking, and predominantly impact-rated windows and sliding glass doors complement the interior renovation. Furnishings are available. An extensive renovation of the Club’s pool and tiki bar, alongside recently renovated restaurants, brings a fresh, sophisticated aesthetic to its beachfront gathering spaces. An expansive private beach, waterfront dining, multiple pools, eight Har-Tru tennis courts, an established tennis program and a fitness center offer a rich array of pursuits within this gated, professionally managed community. 3 Beds ⋅ 3 Baths ⋅ Village Boca Grande Club SubDv. ⋅ 33921 Zip Code Boca Grande Club has earned Platinum Club of America recognition, ranking No. 8 in the nation’s beach club category. Within this distinguished beachfront community, Village Home 19 combines the privacy of a freestanding residence with beautifully renovated interiors and access to exceptional private club amenities. With no shared walls, its own garage and private outdoor space, the home enjoys an unusually open setting with glimpses of the Gulf from each level. Thoughtfully enclosed spaces expand the main living area and guest bedroom, adding versatility to the floor plan and providing room for reading, conversation or quiet retreat. Plantation shutters throughout lend architectural definition, complementing a restrained coastal palette. Mature landscaping frames the residence and its outdoor patio, creating a private setting for enjoying the coastal air. A 2022 standing seam metal roof, Trex stairs and decking, and predominantly impact-rated windows and sliding glass doors complement the interior renovation. Furnishings are available. An extensive renovation of the Club’s pool and tiki bar, alongside recently renovated restaurants, brings a fresh, sophisticated aesthetic to its beachfront gathering spaces. An expansive private beach, waterfront dining, multiple pools, eight Har-Tru tennis courts, an established tennis program and a fitness center offer a rich array of pursuits within this gated, professionally managed community. 5000 Gasparilla Road Unit 19, Boca Grande
$11,750,000 Nestled on a rare 1.6-acre waterfront parcel with views of Gasparilla Sound is a coastal masterpiece that has just undergone a complete, top-to-bottom remodel by PCI, embracing a serene coastal theme with light, airy colors throughout. Conveniently located on Loomis Avenue, just moments from the charming shops, restaurants, and amenities of historic downtown Boca Grande, this exquisite estate offers tranquility with sweeping breathtaking unobstructed water views. Boasting an impressive 159 feet of prime waterfront, the property features 4 spacious bedrooms, a versatile flex den room, 4.5 luxurious baths, and multiple inviting living areas designed for seamless flow and relaxation. The chef’s dream kitchen is outfitted with premium Wolf brand appliances, perfect for culinary enthusiasts. Convenience abounds with laundry facilities on both the lower and top floors. Step outside to one of the largest pools on Boca Grande, ideal for lavish gatherings, complemented by a grand main-floor patio area and a private master suite balcony on the top floor—both perfect for entertaining guests in style. The estate includes a massive 5-6 car garage with convenient side-entry doors, ample parking via an elegant circle drive, hurricane-rated windows and doors for peace of mind, and a private elevator for effortless access between levels. An open floor plan enhances the home’s light-filled ambiance, while mature, lush landscaping envelops the grounds in tropical serenity. This is more than a home—it’s a slice of paradise, where luxury meets the laid-back charm of island living, all just a short stroll or bike ride from town. 5 Beds ⋅ 6 Baths ⋅ East Shore Acres Ii SubDv. ⋅ 33921 Zip Code Nestled on a rare 1.6-acre waterfront parcel with views of Gasparilla Sound is a coastal masterpiece that has just undergone a complete, top-to-bottom remodel by PCI, embracing a serene coastal theme with light, airy colors throughout. Conveniently located on Loomis Avenue, just moments from the charming shops, restaurants, and amenities of historic downtown Boca Grande, this exquisite estate offers tranquility with sweeping breathtaking unobstructed water views. Boasting an impressive 159 feet of prime waterfront, the property features 4 spacious bedrooms, a versatile flex den room, 4.5 luxurious baths, and multiple inviting living areas designed for seamless flow and relaxation. The chef’s dream kitchen is outfitted with premium Wolf brand appliances, perfect for culinary enthusiasts. Convenience abounds with laundry facilities on both the lower and top floors. Step outside to one of the largest pools on Boca Grande, ideal for lavish gatherings, complemented by a grand main-floor patio area and a private master suite balcony on the top floor—both perfect for entertaining guests in style. The estate includes a massive 5-6 car garage with convenient side-entry doors, ample parking via an elegant circle drive, hurricane-rated windows and doors for peace of mind, and a private elevator for effortless access between levels. An open floor plan enhances the home’s light-filled ambiance, while mature, lush landscaping envelops the grounds in tropical serenity. This is more than a home—it’s a slice of paradise, where luxury meets the laid-back charm of island living, all just a short stroll or bike ride from town. 4070 Loomis Avenue, Boca Grande
$4,190,000 Historic 3 bedroom, 3 ½ bath completely renovated home with garage, located just steps away from shopping, restaurants and the beach! In 2019, this historic and contributing Boca Grande cottage underwent a full renovation and addition which included an interior staircase and second living floor with a third bedroom suite, ensuite bathroom, as well as a full-size garage with space for a car and golf cart. All work was completed by Safety Harbor Builders boasting incredible custom carpentry including cabinets, built-ins, closets, crown molding, 8-inch baseboards, solid wood custom doors and beautifully crafted ceilings. Wide plank white oak wood flooring runs throughout main living areas, kitchen and all bedrooms. A chef’s dream kitchen includes a 6 burner Wolf range with pot filler, plus an additional Wolf wall oven, Wolf built-in microwave / convection oven, Bosch dishwasher and Sub-Zero refrigerator. Other features include a large island with a farmhouse sink, Quartz countertops, and a built-in wall pantry with easy access drawers. Three bedrooms, all with private full baths include custom glass enclosures, and showers detailed with Carrara marble and / or hammered subway tiles, one with a cast iron tub. For guests, there is a powder room off the living area. The laundry room includes a second custom pantry for additional storage and Whirlpool washer and dryer. Finished with all impact rated windows and doors plus 2025 new metal roof, new tankless water heater and all new appliances. The propane tank provides for the range, tankless water heater and fireplace. The house is also generator ready. Lush landscaping, irrigation and lighting are all installed for privacy and beauty. Use the welcoming front porch to enjoy and gather with friends and family in a truly historic custom architecturally designed Boca Grande cottage built to today’s standards! 3 Beds ⋅ 4 Baths ⋅ Boca Grande SubDv. ⋅ 33921 Zip Code Historic 3 bedroom, 3 ½ bath completely renovated home with garage, located just steps away from shopping, restaurants and the beach! In 2019, this historic and contributing Boca Grande cottage underwent a full renovation and addition which included an interior staircase and second living floor with a third bedroom suite, ensuite bathroom, as well as a full-size garage with space for a car and golf cart. All work was completed by Safety Harbor Builders boasting incredible custom carpentry including cabinets, built-ins, closets, crown molding, 8-inch baseboards, solid wood custom doors and beautifully crafted ceilings. Wide plank white oak wood flooring runs throughout main living areas, kitchen and all bedrooms. A chef’s dream kitchen includes a 6 burner Wolf range with pot filler, plus an additional Wolf wall oven, Wolf built-in microwave / convection oven, Bosch dishwasher and Sub-Zero refrigerator. Other features include a large island with a farmhouse sink, Quartz countertops, and a built-in wall pantry with easy access drawers. Three bedrooms, all with private full baths include custom glass enclosures, and showers detailed with Carrara marble and / or hammered subway tiles, one with a cast iron tub. For guests, there is a powder room off the living area. The laundry room includes a second custom pantry for additional storage and Whirlpool washer and dryer. Finished with all impact rated windows and doors plus 2025 new metal roof, new tankless water heater and all new appliances. The propane tank provides for the range, tankless water heater and fireplace. The house is also generator ready. Lush landscaping, irrigation and lighting are all installed for privacy and beauty. Use the welcoming front porch to enjoy and gather with friends and family in a truly historic custom architecturally designed Boca Grande cottage built to today’s standards! 291 Palm Avenue, Boca Grande
$3,595,000 Virtually Staged. Newly Constructed Beach Front 3-Bedroom, 3-Bath Gulf-View Townhome Experience luxury coastal living in this brand-new, custom-built townhome! Beginning with engineer-approved original pilings, the home was rebuilt in 2025 with 6-inch exterior framing, ½” sheathing, cement plank siding, foam insulation, Marvin Signature Coastline windows and doors, and a standing seam metal roof—ensuring superior strength, energy efficiency, and durability. Step inside to an open-concept living, dining, and kitchen area, all showcasing stunning Gulf views. Enjoy your morning coffee and spectacular sunsets from your private waterfront open lanai. The interior features tile and wide plank engineered hardwood floors and rift-sawn oak custom cabinetry. The chef’s kitchen boasts quartz countertops, matte white GE Café appliances with brushed bronze accents, and a dedicated bar area with beverage refrigerator—perfect for entertaining. The main-level bedroom includes custom built-ins and access to a full guest bath. Upstairs, the Gulf-front primary suite offers custom cabinetry, and a luxurious ensuite bath with dual sinks accented with bronze fixtures. A spacious third bedroom, also with custom built-ins, and features its own private ensuite bathroom. Other features include solid core doors and a whole house carbon and sediment dual water filtration system and tankless water heater. Over 1,000 additional square feet of covered parking for your car, golf cart and bikes. Every detail has been thoughtfully designed to create a refined coastal retreat just minutes from town, offering quick access to island shops, dining, and community events! 3 Beds ⋅ 3 Baths ⋅ Lighthouse Residence 18 SubDv. ⋅ 33921 Zip Code Virtually Staged. Newly Constructed Beach Front 3-Bedroom, 3-Bath Gulf-View Townhome Experience luxury coastal living in this brand-new, custom-built townhome! Beginning with engineer-approved original pilings, the home was rebuilt in 2025 with 6-inch exterior framing, ½” sheathing, cement plank siding, foam insulation, Marvin Signature Coastline windows and doors, and a standing seam metal roof—ensuring superior strength, energy efficiency, and durability. Step inside to an open-concept living, dining, and kitchen area, all showcasing stunning Gulf views. Enjoy your morning coffee and spectacular sunsets from your private waterfront open lanai. The interior features tile and wide plank engineered hardwood floors and rift-sawn oak custom cabinetry. The chef’s kitchen boasts quartz countertops, matte white GE Café appliances with brushed bronze accents, and a dedicated bar area with beverage refrigerator—perfect for entertaining. The main-level bedroom includes custom built-ins and access to a full guest bath. Upstairs, the Gulf-front primary suite offers custom cabinetry, and a luxurious ensuite bath with dual sinks accented with bronze fixtures. A spacious third bedroom, also with custom built-ins, and features its own private ensuite bathroom. Other features include solid core doors and a whole house carbon and sediment dual water filtration system and tankless water heater. Over 1,000 additional square feet of covered parking for your car, golf cart and bikes. Every detail has been thoughtfully designed to create a refined coastal retreat just minutes from town, offering quick access to island shops, dining, and community events! 290 Gulf Boulevard Unit 18, Boca Grande
$8,999,000 Private Gulf-Front Estate on Boca Grande Positioned on 1.26 acres with 127 feet of direct Gulf frontage, this exceptional estate offers substantial Gulf-front acreage, an expansive beach, natural dunes, and remarkable privacy. A private boardwalk leads directly from the property to the Gulf, while the absence of nearby public beach access contributes to the quiet, secluded character of this stretch of shoreline. The elevated custom residence encompasses 3,465 square feet of living space with three bedrooms, four full baths, and one half bath. High ceilings and generous proportions create a light and open interior, while the kitchen, living, and dining areas are oriented toward the Gulf to take full advantage of the home's western exposure and water views. Spacious open and screened porches, breezeways, and Gulf-front gathering areas create a natural connection between indoors and out, offering multiple settings for entertaining, relaxing, and enjoying Boca Grande's renowned sunsets. Beneath the home is substantial additional space for storage as well as an expansive screened recreation and game area. A three-car garage provides ample room for vehicles, golf carts, and the necessities of island living. Ready for its next owner's personal vision, the residence provides an opportunity to personalize a well-built custom home while preserving what cannot be recreated: more than an acre of Gulf-front land, 127 feet of beachfront, natural dunes, exceptional privacy, and direct access to one of Boca Grande's most beautiful stretches of shoreline. Located on the North end of Gasparilla Island, the property experienced no flooding during the recent hurricanes and storms that affected the area. Private showings available by appointment. 3 Beds ⋅ 5 Baths ⋅ Gulf Shores North 04 SubDv. ⋅ 33921 Zip Code Private Gulf-Front Estate on Boca Grande Positioned on 1.26 acres with 127 feet of direct Gulf frontage, this exceptional estate offers substantial Gulf-front acreage, an expansive beach, natural dunes, and remarkable privacy. A private boardwalk leads directly from the property to the Gulf, while the absence of nearby public beach access contributes to the quiet, secluded character of this stretch of shoreline. The elevated custom residence encompasses 3,465 square feet of living space with three bedrooms, four full baths, and one half bath. High ceilings and generous proportions create a light and open interior, while the kitchen, living, and dining areas are oriented toward the Gulf to take full advantage of the home's western exposure and water views. Spacious open and screened porches, breezeways, and Gulf-front gathering areas create a natural connection between indoors and out, offering multiple settings for entertaining, relaxing, and enjoying Boca Grande's renowned sunsets. Beneath the home is substantial additional space for storage as well as an expansive screened recreation and game area. A three-car garage provides ample room for vehicles, golf carts, and the necessities of island living. Ready for its next owner's personal vision, the residence provides an opportunity to personalize a well-built custom home while preserving what cannot be recreated: more than an acre of Gulf-front land, 127 feet of beachfront, natural dunes, exceptional privacy, and direct access to one of Boca Grande's most beautiful stretches of shoreline. Located on the North end of Gasparilla Island, the property experienced no flooding during the recent hurricanes and storms that affected the area. Private showings available by appointment. 16271 N Island Court, Boca Grande
$3,700,000 “The Boat House” is a rare opportunity to own one of Boca Grande’s most compelling newly constructed deep-water boating properties, a refined waterfront retreat purpose-built for the avid sportfishing and boating lifestyle. Completed in 2024 by Yusk Construction and interiors masterfully curated by local designer, Sue Sligar, this custom residence delivers the increasingly rare combination of immediate Gulf access, new marine infrastructure, and elevated coastal luxury in an exceptionally efficient island footprint. Positioned along a protected deep-water canal with no fixed bridges to Charlotte Harbor or the Gulf, the property was designed for owners who prioritize quick access to open water, effortless dockage, and turnkey boating convenience. A newly constructed seawall and exceptional dock complex create a highly functional waterfront environment tailored to the serious fisherman and boating enthusiast alike. Features include a 24,000-pound Coastal Series boat lift, expansive ENDECK synthetic decking, aluminum-framed grated platform, illuminated fish-cleaning station, shore power, freshwater service, and direct deep-water access to the harbor and Gulf within minutes. Inside, the design aesthetic elevates the residence far beyond a traditional boating property. Refined coastal textures, nickel-gap shiplap walls and ceilings, designer wallpaper, curated lighting, brass stair railings, and bespoke cabinetry create interiors reminiscent of an elegant private yacht club...polished, timeless, and effortlessly luxurious. Andersen hurricane-impact windows and doors flood the home with natural light while delivering exceptional storm protection and peace of mind. The chef’s kitchen was designed for elevated entertaining after a day on the water, featuring quartz countertops, custom soft-close cabinetry, and a premium appliance suite including a Liebherr refrigerator/freezer and Bosch induction range, dishwasher, and microwave drawer. Offering two bedrooms, one full bath, and two half baths, the residence was intentionally designed to function as the ideal luxury boating retreat, guest residence, or private quarters for a captain or crew supporting a larger island estate. Elevated approximately 13’3” above base flood elevation, the structure incorporates superior construction standards including a concrete block base, advanced steel cross-frame reinforcement system, standing seam metal roof, Hardie siding and soffits, open-cell spray foam insulation, tankless electric water heater, and a 2024 HVAC system. The pull-through garage operates as a fully equipped marine utility space complete with epoxy floors, EV charging readiness, rod storage systems, additional refrigeration, full size washer and dryer, plumbing for an ice-maker, and extensive storage for fishing gear, water toys, and boating equipment. Technology and security are seamlessly integrated with an Alert 360 security system, Lutron lighting controls, multiple WiFi access points, security cameras, and SONOS surround sound anchored by an 85-inch Samsung television in the living room. For the discerning Boca Grande owner seeking state-of-the-art dockage, immediate deep-water Gulf access, and a turnkey luxury residence designed around the boating lifestyle, “The Boat House” represents an exceptionally rare island offering. 2 Beds ⋅ 2 Baths ⋅ Bg Yacht Basin Damfiwill SubDv. ⋅ 33921 Zip Code “The Boat House” is a rare opportunity to own one of Boca Grande’s most compelling newly constructed deep-water boating properties, a refined waterfront retreat purpose-built for the avid sportfishing and boating lifestyle. Completed in 2024 by Yusk Construction and interiors masterfully curated by local designer, Sue Sligar, this custom residence delivers the increasingly rare combination of immediate Gulf access, new marine infrastructure, and elevated coastal luxury in an exceptionally efficient island footprint. Positioned along a protected deep-water canal with no fixed bridges to Charlotte Harbor or the Gulf, the property was designed for owners who prioritize quick access to open water, effortless dockage, and turnkey boating convenience. A newly constructed seawall and exceptional dock complex create a highly functional waterfront environment tailored to the serious fisherman and boating enthusiast alike. Features include a 24,000-pound Coastal Series boat lift, expansive ENDECK synthetic decking, aluminum-framed grated platform, illuminated fish-cleaning station, shore power, freshwater service, and direct deep-water access to the harbor and Gulf within minutes. Inside, the design aesthetic elevates the residence far beyond a traditional boating property. Refined coastal textures, nickel-gap shiplap walls and ceilings, designer wallpaper, curated lighting, brass stair railings, and bespoke cabinetry create interiors reminiscent of an elegant private yacht club...polished, timeless, and effortlessly luxurious. Andersen hurricane-impact windows and doors flood the home with natural light while delivering exceptional storm protection and peace of mind. The chef’s kitchen was designed for elevated entertaining after a day on the water, featuring quartz countertops, custom soft-close cabinetry, and a premium appliance suite including a Liebherr refrigerator/freezer and Bosch induction range, dishwasher, and microwave drawer. Offering two bedrooms, one full bath, and two half baths, the residence was intentionally designed to function as the ideal luxury boating retreat, guest residence, or private quarters for a captain or crew supporting a larger island estate. Elevated approximately 13’3” above base flood elevation, the structure incorporates superior construction standards including a concrete block base, advanced steel cross-frame reinforcement system, standing seam metal roof, Hardie siding and soffits, open-cell spray foam insulation, tankless electric water heater, and a 2024 HVAC system. The pull-through garage operates as a fully equipped marine utility space complete with epoxy floors, EV charging readiness, rod storage systems, additional refrigeration, full size washer and dryer, plumbing for an ice-maker, and extensive storage for fishing gear, water toys, and boating equipment. Technology and security are seamlessly integrated with an Alert 360 security system, Lutron lighting controls, multiple WiFi access points, security cameras, and SONOS surround sound anchored by an 85-inch Samsung television in the living room. For the discerning Boca Grande owner seeking state-of-the-art dockage, immediate deep-water Gulf access, and a turnkey luxury residence designed around the boating lifestyle, “The Boat House” represents an exceptionally rare island offering. 171 Damfiwill Street, Boca Grande
$10,875,000 Under Construction. —Estimated Completion First Quarter 2027. Welcome to 4 Peekins Cove, where laid-back island living meets affluent coastal style on the shimmering waters of Charlotte Harbor. This exceptional new-construction residence offers 4 bedrooms, 4 full and 2 half baths, and a 3-car garage—all thoughtfully designed to capture breathtaking harbor views. The open-concept interior flows effortlessly into expansive outdoor living areas featuring an elevated heated infinity pool and spa, fire pit, and generous entertaining spaces. A private dock with boat lift places world-class boating and fishing directly in your backyard. Spend the morning pursuing Boca Grande’s legendary tarpon, the afternoon relaxing on pristine Gulf beaches, and the evening golf-carting into the charming village for boutique shopping and dining. The custom gourmet kitchen will showcase premium cabinetry, designer finishes, and top-of-the-line appliances, while spacious gathering areas and private guest accommodations make the home equally suited for intimate island living and memorable entertaining. Elevated and constructed to the latest storm and hurricane codes with impact-rated windows and doors, this home is designed to provide enhanced safety, security, and year-round peace of mind. The builder brings a proven track record of creating thoughtfully engineered, storm-resilient homes built for coastal living. From sunrise coffee overlooking Charlotte Harbor to evenings gathered around the fire as boats drift by, every detail celebrates refined waterfront living. Boca Grande is your home, Charlotte Harbor is your playground—and the world is your oyster. 4 Beds ⋅ 6 Baths ⋅ East Shores Acres SubDv. ⋅ 33921 Zip Code Under Construction. —Estimated Completion First Quarter 2027. Welcome to 4 Peekins Cove, where laid-back island living meets affluent coastal style on the shimmering waters of Charlotte Harbor. This exceptional new-construction residence offers 4 bedrooms, 4 full and 2 half baths, and a 3-car garage—all thoughtfully designed to capture breathtaking harbor views. The open-concept interior flows effortlessly into expansive outdoor living areas featuring an elevated heated infinity pool and spa, fire pit, and generous entertaining spaces. A private dock with boat lift places world-class boating and fishing directly in your backyard. Spend the morning pursuing Boca Grande’s legendary tarpon, the afternoon relaxing on pristine Gulf beaches, and the evening golf-carting into the charming village for boutique shopping and dining. The custom gourmet kitchen will showcase premium cabinetry, designer finishes, and top-of-the-line appliances, while spacious gathering areas and private guest accommodations make the home equally suited for intimate island living and memorable entertaining. Elevated and constructed to the latest storm and hurricane codes with impact-rated windows and doors, this home is designed to provide enhanced safety, security, and year-round peace of mind. The builder brings a proven track record of creating thoughtfully engineered, storm-resilient homes built for coastal living. From sunrise coffee overlooking Charlotte Harbor to evenings gathered around the fire as boats drift by, every detail celebrates refined waterfront living. Boca Grande is your home, Charlotte Harbor is your playground—and the world is your oyster. 4 Peekins Cove Drive, Boca Grande
$2,125,000 3 Bedroom, 3 bathroom, 2 car garage home with new impact windows and a 3-stop elevator! This “Kentia” townhome is located in the highly sought-after Boca Bay community of Boca Grande. Inside, expansive windows and a wall of sliders invite in natural light while framing stunning water views from nearly every vantage point. The spacious main living area transitions seamlessly to the large sitting area, with its desirable western exposure, you can enjoy breathtaking sunsets over the Gulf. The primary suite serves as a tranquil retreat, offering a generous ensuite bathroom, serene waterfront ambiance, and a private porch. Boca Bay offers an upscale resort style experience, including the exclusive Boca Bay Pass Club, a members-only facility offering elevated dining. Additional amenities include tennis and pickleball courts, three swimming pools, a private fishing pier, multiple clubhouses, and a fitness center. There are also private deepwater docks available by reservation! Ideally located on the iconic island of Boca Grande, this property places you just moments from world-class boating and fishing, pristine beaches, boutique shopping, and renowned island dining, all while preserving the tranquility and exclusivity the area is known for. Schedule your private showing today and discover the beauty and distinction of Boca Bay. 3 Beds ⋅ 3 Baths ⋅ Beach View At Boca Bay SubDv. ⋅ 33921 Zip Code 3 Bedroom, 3 bathroom, 2 car garage home with new impact windows and a 3-stop elevator! This “Kentia” townhome is located in the highly sought-after Boca Bay community of Boca Grande. Inside, expansive windows and a wall of sliders invite in natural light while framing stunning water views from nearly every vantage point. The spacious main living area transitions seamlessly to the large sitting area, with its desirable western exposure, you can enjoy breathtaking sunsets over the Gulf. The primary suite serves as a tranquil retreat, offering a generous ensuite bathroom, serene waterfront ambiance, and a private porch. Boca Bay offers an upscale resort style experience, including the exclusive Boca Bay Pass Club, a members-only facility offering elevated dining. Additional amenities include tennis and pickleball courts, three swimming pools, a private fishing pier, multiple clubhouses, and a fitness center. There are also private deepwater docks available by reservation! Ideally located on the iconic island of Boca Grande, this property places you just moments from world-class boating and fishing, pristine beaches, boutique shopping, and renowned island dining, all while preserving the tranquility and exclusivity the area is known for. Schedule your private showing today and discover the beauty and distinction of Boca Bay. 700 S Harbor Drive, Boca Grande
$4,850,000 Experience the best of the Boca Grande lifestyle in this newly completed luxury coastal home, where exceptional craftsmanship, modern island elegance, and endless opportunities for entertaining come together. This beautifully designed elevated residence features three bedrooms plus an office or optional fourth bedroom, four full baths, a powder room, elevator, two-car garage, private pool and spa, and deeded beach access. Thoughtfully designed for modern island living, the home showcases refined finishes, spacious interiors, and seamless indoor-outdoor living. One of the property's most exciting features is the expansive ground-level covered entertaining area overlooking the private pool and spa. This generous space presents an exceptional opportunity to create your own private resort-style retreat. Current zoning allows for the potential addition of a kitchen, bathroom, and additional living space, subject to applicable building codes. With an abundance of covered space available, the possibilities include a beautifully appointed poolside guest retreat, coastal-inspired bedroom and bath, entertainment lounge, or a complete resort-style recreation area. The conceptual renderings illustrate just a few of the exciting possibilities for transforming this already impressive space into a spectacular extension of the home's island lifestyle. Built to the latest building codes, the residence incorporates storm-resilient construction, impact-rated windows and doors, and a durable metal roof. The experienced builder brings an extensive and proven track record of constructing quality homes designed to withstand Florida's demanding coastal environment, offering added confidence and peace of mind. Beyond the home, discover everything that makes Boca Grande one of Florida's most treasured island destinations. Spend quiet mornings along uncrowded beaches, explore the quaint village by golf cart, browse charming boutiques, and enjoy outstanding local restaurants. Surrounded by the sparkling waters of the Gulf and Charlotte Harbor, Boca Grande is renowned for world-class tarpon fishing, boating, shelling, and an effortlessly sophisticated coastal atmosphere. With new construction already complete, there is no waiting through the building process. Move right in, enjoy the exceptional amenities already in place, and envision the incredible potential of the expansive poolside level. Whether you're seeking a full-time island residence, a luxurious seasonal escape, or the ultimate setting for entertaining, this home offers an extraordinary opportunity to embrace the beauty, privacy, and laid-back elegance of Boca Grande. Boca Grande is your home, and the world is your oyster. 4 Beds ⋅ 5 Baths ⋅ Gulfside SubDv. ⋅ 33921 Zip Code Experience the best of the Boca Grande lifestyle in this newly completed luxury coastal home, where exceptional craftsmanship, modern island elegance, and endless opportunities for entertaining come together. This beautifully designed elevated residence features three bedrooms plus an office or optional fourth bedroom, four full baths, a powder room, elevator, two-car garage, private pool and spa, and deeded beach access. Thoughtfully designed for modern island living, the home showcases refined finishes, spacious interiors, and seamless indoor-outdoor living. One of the property's most exciting features is the expansive ground-level covered entertaining area overlooking the private pool and spa. This generous space presents an exceptional opportunity to create your own private resort-style retreat. Current zoning allows for the potential addition of a kitchen, bathroom, and additional living space, subject to applicable building codes. With an abundance of covered space available, the possibilities include a beautifully appointed poolside guest retreat, coastal-inspired bedroom and bath, entertainment lounge, or a complete resort-style recreation area. The conceptual renderings illustrate just a few of the exciting possibilities for transforming this already impressive space into a spectacular extension of the home's island lifestyle. Built to the latest building codes, the residence incorporates storm-resilient construction, impact-rated windows and doors, and a durable metal roof. The experienced builder brings an extensive and proven track record of constructing quality homes designed to withstand Florida's demanding coastal environment, offering added confidence and peace of mind. Beyond the home, discover everything that makes Boca Grande one of Florida's most treasured island destinations. Spend quiet mornings along uncrowded beaches, explore the quaint village by golf cart, browse charming boutiques, and enjoy outstanding local restaurants. Surrounded by the sparkling waters of the Gulf and Charlotte Harbor, Boca Grande is renowned for world-class tarpon fishing, boating, shelling, and an effortlessly sophisticated coastal atmosphere. With new construction already complete, there is no waiting through the building process. Move right in, enjoy the exceptional amenities already in place, and envision the incredible potential of the expansive poolside level. Whether you're seeking a full-time island residence, a luxurious seasonal escape, or the ultimate setting for entertaining, this home offers an extraordinary opportunity to embrace the beauty, privacy, and laid-back elegance of Boca Grande. Boca Grande is your home, and the world is your oyster. 10009 Gasparilla Pass Boulevard, Boca Grande
$5,600,000 Experience refined coastal living in this beautifully remodeled 3-bedroom, 3.5-bath waterfront residence with bonus space in the highly sought-after Boca Bay Buttonwood community. Perfectly positioned on large open water with private dockage, this exceptional home blends timeless design with comprehensive 2025 upgrades for true peace of mind. The exterior has been completely transformed with a new metal roof (2025), all-new Hardie siding and trim, hurricane-rated windows and sliding glass doors, and a hurricane-rated side garage door. Exterior lighting has been fully replaced, and the third-floor balcony was rebuilt following Hurricane Ian. The private dock has been significantly enhanced in 2025 with an additional 159 square feet, raised walk path (permitted), and electrical modifications to accommodate boat lifts—creating a premier waterfront setup. Inside, the home showcases new hardwood flooring throughout staircases, third-floor loft, and bedrooms, along with freshly painted walls and trim. Plantation shutters and four new motorized shades elevate both style and comfort. The main living area features a custom-built entertainment center designed to accommodate a 70-inch TV. The 2025 chef’s kitchen is a showpiece, offering new stainless-steel Thermador appliances including a 36” gas cooktop, refrigerator, and dishwasher, along with a 24” drawer microwave, wine cooler, Cortez countertops, tile backsplash, new faucets, and updated disposal. Both garages feature new epoxy floors and LED lighting, with a new mop sink in the north garage. Additional highlights include a Grundfos booster pump, certified backflow preventer, new Electrolux washer and dryer, and fully renovated bathrooms with Cortez countertops, new tile, updated fixtures, and dual vanities in the third-floor primary suite. An extraordinary opportunity to own a move-in-ready waterfront home in Boca Bay. 3 Beds ⋅ 4 Baths ⋅ South Bay Sub SubDv. ⋅ 33921 Zip Code Experience refined coastal living in this beautifully remodeled 3-bedroom, 3.5-bath waterfront residence with bonus space in the highly sought-after Boca Bay Buttonwood community. Perfectly positioned on large open water with private dockage, this exceptional home blends timeless design with comprehensive 2025 upgrades for true peace of mind. The exterior has been completely transformed with a new metal roof (2025), all-new Hardie siding and trim, hurricane-rated windows and sliding glass doors, and a hurricane-rated side garage door. Exterior lighting has been fully replaced, and the third-floor balcony was rebuilt following Hurricane Ian. The private dock has been significantly enhanced in 2025 with an additional 159 square feet, raised walk path (permitted), and electrical modifications to accommodate boat lifts—creating a premier waterfront setup. Inside, the home showcases new hardwood flooring throughout staircases, third-floor loft, and bedrooms, along with freshly painted walls and trim. Plantation shutters and four new motorized shades elevate both style and comfort. The main living area features a custom-built entertainment center designed to accommodate a 70-inch TV. The 2025 chef’s kitchen is a showpiece, offering new stainless-steel Thermador appliances including a 36” gas cooktop, refrigerator, and dishwasher, along with a 24” drawer microwave, wine cooler, Cortez countertops, tile backsplash, new faucets, and updated disposal. Both garages feature new epoxy floors and LED lighting, with a new mop sink in the north garage. Additional highlights include a Grundfos booster pump, certified backflow preventer, new Electrolux washer and dryer, and fully renovated bathrooms with Cortez countertops, new tile, updated fixtures, and dual vanities in the third-floor primary suite. An extraordinary opportunity to own a move-in-ready waterfront home in Boca Bay. 585 Buttonwood Bay Drive, Boca Grande
$2,495,000 This Single-Family 3-bedroom, 2-bathroom single-family home delivers exceptional value just steps from the Gulf’s pristine beaches and unforgettable sunsets just south of the village. Situated on a spacious and secluded 100’ x 153’ lot, the property is surrounded by native landscaping, offering true privacy and tranquility. Features include a Chicago brick paver driveway, propane fireplace, dumbwaiter, and a screened lanai, ideal for relaxation and entertaining. Updates include a new A/C system (July 2025), and a newer Roof (2022), Impact Windows in (2011), making this home ready for immediate enjoyment with room to personalize and expand. Tour the island by golf cart, take peaceful walks, and enjoy nearby access to the Johann Fust Library, shops, and dining. Whether you're seeking a quiet retreat or future potential, this is one of Boca Grande’s best single-family values, private, charming, and full of opportunity. 3 Beds ⋅ 2 Baths ⋅ Golden Beach SubDv. ⋅ 33921 Zip Code This Single-Family 3-bedroom, 2-bathroom single-family home delivers exceptional value just steps from the Gulf’s pristine beaches and unforgettable sunsets just south of the village. Situated on a spacious and secluded 100’ x 153’ lot, the property is surrounded by native landscaping, offering true privacy and tranquility. Features include a Chicago brick paver driveway, propane fireplace, dumbwaiter, and a screened lanai, ideal for relaxation and entertaining. Updates include a new A/C system (July 2025), and a newer Roof (2022), Impact Windows in (2011), making this home ready for immediate enjoyment with room to personalize and expand. Tour the island by golf cart, take peaceful walks, and enjoy nearby access to the Johann Fust Library, shops, and dining. Whether you're seeking a quiet retreat or future potential, this is one of Boca Grande’s best single-family values, private, charming, and full of opportunity. 362 Baily Street, Boca Grande
$1,375,000 Virtually Staged. Rare by design. Exceptional by location. Only six 3-bedroom, 3-bathroom residences exist at Boca Grande North, and this is the only one currently on the market. Enjoy expansive living spaces and sweeping views of both the Gulf of Mexico and Gasparilla Sound—an extraordinary combination that rarely becomes available Some island properties are easy to understand from photos. Others reveal their value the moment you step inside. Boca Grande North Unit B21 is one of those residences—renovated, flexible, beautifully positioned, and offering far more usable space than buyers may expect in a Boca Grande condominium. Here, you do not have to choose between sunrise over the Sound and sunset over the Gulf. This beautifully renovated three-bedroom, three-bath residence with den/office captures both perspectives, creating a coastal living experience that feels connected to the water throughout the day. Inside, volume ceilings, impact windows and sliders, luxury vinyl flooring, updated finishes, and a thoughtful two-level layout give the home a sense of openness, comfort, and versatility that sets it apart. The main living level offers an open-concept kitchen, comfortable living and dining areas, two bedrooms, two full bathrooms, and a private front lanai that extends the living experience outdoors. It is easy to picture slow mornings, island weekends, extended stays, and effortless hosting in a space designed to live comfortably. The bonus second level is the feature buyers will remember. Upstairs, an additional bedroom, full bathroom, and den/office create valuable separation for guests, family, remote work, hobbies, or quiet retreat space. This added flexibility makes Unit B21 feel less like a standard condo and more like a true island residence with room to adapt. Boca Grande North is a gated waterfront community offering a heated pool and spa, tennis/pickleball, kayak launch, fishing, boat docks when available, and private beach access across the road. Minutes from the village of Boca Grande, Gulf beaches, boating, restaurants, and shops, this location delivers the ease of island living with the amenities buyers want most. For buyers who have been searching for a Boca Grande residence that offers more than the expected, Unit B21 deserves to be seen in person. The photos introduce the views, the renovation, and the coastal setting—but the walk-through is where the value becomes clear. The extra bedroom, full bath, den/office, volume ceilings, and Sound-to-Gulf perspective come together in a way that feels larger, smarter, and more livable than a typical island condominium. This is the one buyers will understand the moment they step inside. 3 Beds ⋅ 3 Baths ⋅ Boca Grande North SubDv. ⋅ 33921 Zip Code Virtually Staged. Rare by design. Exceptional by location. Only six 3-bedroom, 3-bathroom residences exist at Boca Grande North, and this is the only one currently on the market. Enjoy expansive living spaces and sweeping views of both the Gulf of Mexico and Gasparilla Sound—an extraordinary combination that rarely becomes available Some island properties are easy to understand from photos. Others reveal their value the moment you step inside. Boca Grande North Unit B21 is one of those residences—renovated, flexible, beautifully positioned, and offering far more usable space than buyers may expect in a Boca Grande condominium. Here, you do not have to choose between sunrise over the Sound and sunset over the Gulf. This beautifully renovated three-bedroom, three-bath residence with den/office captures both perspectives, creating a coastal living experience that feels connected to the water throughout the day. Inside, volume ceilings, impact windows and sliders, luxury vinyl flooring, updated finishes, and a thoughtful two-level layout give the home a sense of openness, comfort, and versatility that sets it apart. The main living level offers an open-concept kitchen, comfortable living and dining areas, two bedrooms, two full bathrooms, and a private front lanai that extends the living experience outdoors. It is easy to picture slow mornings, island weekends, extended stays, and effortless hosting in a space designed to live comfortably. The bonus second level is the feature buyers will remember. Upstairs, an additional bedroom, full bathroom, and den/office create valuable separation for guests, family, remote work, hobbies, or quiet retreat space. This added flexibility makes Unit B21 feel less like a standard condo and more like a true island residence with room to adapt. Boca Grande North is a gated waterfront community offering a heated pool and spa, tennis/pickleball, kayak launch, fishing, boat docks when available, and private beach access across the road. Minutes from the village of Boca Grande, Gulf beaches, boating, restaurants, and shops, this location delivers the ease of island living with the amenities buyers want most. For buyers who have been searching for a Boca Grande residence that offers more than the expected, Unit B21 deserves to be seen in person. The photos introduce the views, the renovation, and the coastal setting—but the walk-through is where the value becomes clear. The extra bedroom, full bath, den/office, volume ceilings, and Sound-to-Gulf perspective come together in a way that feels larger, smarter, and more livable than a typical island condominium. This is the one buyers will understand the moment they step inside. 6030 Boca Grande Causeway Unit B21, Boca Grande
$2,250,000 NOW OFFERED AT $2,250,000 — Welcome to your own tropical retreat in Boca Grande’s sought-after Golden Beach neighborhood. Ideally located adjacent to the neighborhood park, near beach access, and just minutes from the Village, this inviting coastal residence captures the relaxed elegance of island living. Lush tropical landscaping and swaying palms surround multiple outdoor living spaces designed for year-round enjoyment. An expansive upper-level deck is perfect for morning coffee, alfresco dining, or entertaining, while the beautifully paved pool and spa area creates a private backyard oasis. Inside, abundant natural light fills the bright and welcoming interior. The open floor plan flows into a spacious, updated kitchen with generous cabinetry, abundant counter space, a large center island, and plenty of room for gathering with family and friends. Warm wood flooring enhances the main living areas, while beautifully renovated bathrooms feature spa-inspired finishes. A spacious laundry room with abundant cabinetry adds everyday convenience. Recent professional roof maintenance included upgraded fasteners and resealing for enhanced durability and weather resistance. Offered furnished, this home is ready to enjoy from the moment you arrive. With its desirable Golden Beach location, proximity to the beach and Village, private pool and spa, and inviting indoor-outdoor living spaces, the home also offers excellent potential for buyers seeking a property with vacation rental income opportunities. Whether enjoyed as a full-time residence, seasonal island retreat, or income-producing vacation rental, this Golden Beach home offers comfort, quality, and effortless island living. Schedule your private showing today and discover all this Boca Grande home has to offer. 3 Beds ⋅ 2 Baths ⋅ Seabreeze SubDv. ⋅ 33921 Zip Code NOW OFFERED AT $2,250,000 — Welcome to your own tropical retreat in Boca Grande’s sought-after Golden Beach neighborhood. Ideally located adjacent to the neighborhood park, near beach access, and just minutes from the Village, this inviting coastal residence captures the relaxed elegance of island living. Lush tropical landscaping and swaying palms surround multiple outdoor living spaces designed for year-round enjoyment. An expansive upper-level deck is perfect for morning coffee, alfresco dining, or entertaining, while the beautifully paved pool and spa area creates a private backyard oasis. Inside, abundant natural light fills the bright and welcoming interior. The open floor plan flows into a spacious, updated kitchen with generous cabinetry, abundant counter space, a large center island, and plenty of room for gathering with family and friends. Warm wood flooring enhances the main living areas, while beautifully renovated bathrooms feature spa-inspired finishes. A spacious laundry room with abundant cabinetry adds everyday convenience. Recent professional roof maintenance included upgraded fasteners and resealing for enhanced durability and weather resistance. Offered furnished, this home is ready to enjoy from the moment you arrive. With its desirable Golden Beach location, proximity to the beach and Village, private pool and spa, and inviting indoor-outdoor living spaces, the home also offers excellent potential for buyers seeking a property with vacation rental income opportunities. Whether enjoyed as a full-time residence, seasonal island retreat, or income-producing vacation rental, this Golden Beach home offers comfort, quality, and effortless island living. Schedule your private showing today and discover all this Boca Grande home has to offer. 281 Seabreeze Court, Boca Grande
$8,500,000 Bermuda-inspired coastal residence set within Boca Grande Isles, a private gated enclave overlooking sunrise views across Hole-in-the-Wall Bay. This spacious five-bedroom, four-and-a-half-bath home spans nearly 5,600 square feet of thoughtfully designed living space with classic architectural detail and relaxed island character. The exterior features clean stucco lines, white tile roof, and a gracious front porch. A circular paver drive leads to a maturely landscaped courtyard with palms and native coastal plantings. Inside, solid oak flooring, trowel-finished walls, and understated lighting create a calm backdrop for everyday living and entertaining. The living room includes a fireplace with custom carved woodwork and built-ins, and opens to a stone-floored sunroom framing views of the infinity pool and bay. The kitchen and keeping room form the center of the home, with granite counters, custom cabinetry, Sub-Zero refrigeration, Bosch dishwasher, double ovens, warming drawer, brick backsplash, and a wet bar with ice maker and wine refrigerator. The primary suite occupies the main level and offers dual walk-in closets, a sitting area, and a well-appointed bath with soaking tub and walk-in shower. Four additional bedrooms include two private guest suites, and an elevator provides convenient access to all levels. Outdoor living unfolds over terraced spaces surrounding the infinity pool, set along the bay and sheltered by mature landscaping. An oversized garage accommodates two vehicles plus a golf cart, with storage for kayaks, bikes, and beach gear. Located minutes from Boca Grande’s historic village and Gulf beaches, this property combines privacy, scale, and waterfront living in one of the island’s most desirable settings. 5 Beds ⋅ 5 Baths ⋅ Boca Grande Isles SubDv. ⋅ 33921 Zip Code Bermuda-inspired coastal residence set within Boca Grande Isles, a private gated enclave overlooking sunrise views across Hole-in-the-Wall Bay. This spacious five-bedroom, four-and-a-half-bath home spans nearly 5,600 square feet of thoughtfully designed living space with classic architectural detail and relaxed island character. The exterior features clean stucco lines, white tile roof, and a gracious front porch. A circular paver drive leads to a maturely landscaped courtyard with palms and native coastal plantings. Inside, solid oak flooring, trowel-finished walls, and understated lighting create a calm backdrop for everyday living and entertaining. The living room includes a fireplace with custom carved woodwork and built-ins, and opens to a stone-floored sunroom framing views of the infinity pool and bay. The kitchen and keeping room form the center of the home, with granite counters, custom cabinetry, Sub-Zero refrigeration, Bosch dishwasher, double ovens, warming drawer, brick backsplash, and a wet bar with ice maker and wine refrigerator. The primary suite occupies the main level and offers dual walk-in closets, a sitting area, and a well-appointed bath with soaking tub and walk-in shower. Four additional bedrooms include two private guest suites, and an elevator provides convenient access to all levels. Outdoor living unfolds over terraced spaces surrounding the infinity pool, set along the bay and sheltered by mature landscaping. An oversized garage accommodates two vehicles plus a golf cart, with storage for kayaks, bikes, and beach gear. Located minutes from Boca Grande’s historic village and Gulf beaches, this property combines privacy, scale, and waterfront living in one of the island’s most desirable settings. 1640 Jean Lafitte Drive, Boca Grande
$3,975,000 Tucked away on a quiet cul-de-sac and set well back on a private shelled driveway, this elevated two-story residence offers a rare blend of acreage, privacy, and timeless Florida craftsmanship. The home’s welcoming entry is framed by two stately columns, creating an elegant sense of arrival. Situated on 1.7 acres private estate the property enjoys tranquil water views through the mangroves with partial views of Gasparilla Sound, offering a serene Old Florida setting. The location also provides close proximity to the Boca Grande Club, combining privacy with convenient access to island amenities. Built in 1986 by respected builder Dick Yusk, this four-bedroom, two-and-a-half-bath single-family home features a thoughtfully designed floor plan, including two primary bedrooms, ideal for multigenerational living or hosting guests. The great room is a standout, showcasing vaulted ceilings, tongue-and-groove oak hardwood flooring, beadboard detailing, and chair rail accents that create warmth and architectural character. Bedrooms are comfortably carpeted, while the bathrooms are finished with tile. The open kitchen is dramatic and light-filled, highlighted by a vaulted ceiling with atrium windows, tile flooring, and a breakfast bar that opens to the dining area—perfect for everyday living and entertaining. A versatile den provides additional flexibility and may be used as a home office, library, or sitting room. The outdoor setting embraces the property’s natural surroundings with mature landscaping, an irrigation system, and a peaceful, private atmosphere that complements the creekside location. An outdoor shower adds coastal practicality, while the expansive grounds offer ample opportunity to enjoy the outdoors or further customize the property to suit your lifestyle. The home is constructed with a HardiPlank Cement Siding, topped with a metal roof, and equipped with 175mph rated PGT hurricane windows for durability and peace of mind. Additional features include zoned 2.5-ton central air conditioning, an indoor laundry room, French door entry, and an inviting front porch. Completing the property is an oversized 24’ x 28’ detached two-car garage with workshop, ideal for storage, hobbies, or recreational equipment. The home is serviced by a private pre-treatment effluent pump. Public water and sewer is onsite. Furnishings are negotiable, offering a potential turnkey opportunity. This is a rare offering for those seeking privacy, acreage, and waterfront tranquility—where classic Florida architecture, natural beauty, and thoughtful design come together in a peaceful and sought-after setting. 4 Beds ⋅ 3 Baths ⋅ East Shore Acres SubDv. ⋅ 33921 Zip Code Tucked away on a quiet cul-de-sac and set well back on a private shelled driveway, this elevated two-story residence offers a rare blend of acreage, privacy, and timeless Florida craftsmanship. The home’s welcoming entry is framed by two stately columns, creating an elegant sense of arrival. Situated on 1.7 acres private estate the property enjoys tranquil water views through the mangroves with partial views of Gasparilla Sound, offering a serene Old Florida setting. The location also provides close proximity to the Boca Grande Club, combining privacy with convenient access to island amenities. Built in 1986 by respected builder Dick Yusk, this four-bedroom, two-and-a-half-bath single-family home features a thoughtfully designed floor plan, including two primary bedrooms, ideal for multigenerational living or hosting guests. The great room is a standout, showcasing vaulted ceilings, tongue-and-groove oak hardwood flooring, beadboard detailing, and chair rail accents that create warmth and architectural character. Bedrooms are comfortably carpeted, while the bathrooms are finished with tile. The open kitchen is dramatic and light-filled, highlighted by a vaulted ceiling with atrium windows, tile flooring, and a breakfast bar that opens to the dining area—perfect for everyday living and entertaining. A versatile den provides additional flexibility and may be used as a home office, library, or sitting room. The outdoor setting embraces the property’s natural surroundings with mature landscaping, an irrigation system, and a peaceful, private atmosphere that complements the creekside location. An outdoor shower adds coastal practicality, while the expansive grounds offer ample opportunity to enjoy the outdoors or further customize the property to suit your lifestyle. The home is constructed with a HardiPlank Cement Siding, topped with a metal roof, and equipped with 175mph rated PGT hurricane windows for durability and peace of mind. Additional features include zoned 2.5-ton central air conditioning, an indoor laundry room, French door entry, and an inviting front porch. Completing the property is an oversized 24’ x 28’ detached two-car garage with workshop, ideal for storage, hobbies, or recreational equipment. The home is serviced by a private pre-treatment effluent pump. Public water and sewer is onsite. Furnishings are negotiable, offering a potential turnkey opportunity. This is a rare offering for those seeking privacy, acreage, and waterfront tranquility—where classic Florida architecture, natural beauty, and thoughtful design come together in a peaceful and sought-after setting. 5010 Grouper Hole Court, Boca Grande
$2,485,000 STAGED/FURNISHED – Please review the updated pictures. Fully renovated Village Home in the gated Boca Grande Club offering 3BR/3BA + 4th Kids Room and 1,600+ SF with approx. 400 SF of added living space. Coastal contemporary design with open-concept layout, vaulted ceilings, abundant natural light, enclosed sunrooms, and new fireplace. Gourmet kitchen features premium LG appliances, quartz countertops, and designer fixtures. Primary suite includes a re-imagined layout with a large walk-in closet, and spa-like bath with dual vanities and walk-in shower. Loft area has been transformed to include a full bathroom and private bedroom. The home features designer tile, new hardwood floors, doors, trim, and hardware throughout. Modern conveniences include full-size in-home washer/dryer, and outdoor elevator lift. Major upgrades: Newer roof, impact windows, Hardy siding, Trex decking, open-air lift, and 2017 AC. West-facing deck with sunset views and Bay/Gulf glimpses, plus garage and garden area. Steps to secluded beach. Boca Grande Club amenities include Gulf-front dining, 3 pools, tiki bar, fitness center, yoga/water aerobics, 8 tennis courts, and gated security. Village Home will come fully furnished and move-in ready. 3 Beds ⋅ 3 Baths ⋅ Village Boca Grande Club SubDv. ⋅ 33921 Zip Code STAGED/FURNISHED – Please review the updated pictures. Fully renovated Village Home in the gated Boca Grande Club offering 3BR/3BA + 4th Kids Room and 1,600+ SF with approx. 400 SF of added living space. Coastal contemporary design with open-concept layout, vaulted ceilings, abundant natural light, enclosed sunrooms, and new fireplace. Gourmet kitchen features premium LG appliances, quartz countertops, and designer fixtures. Primary suite includes a re-imagined layout with a large walk-in closet, and spa-like bath with dual vanities and walk-in shower. Loft area has been transformed to include a full bathroom and private bedroom. The home features designer tile, new hardwood floors, doors, trim, and hardware throughout. Modern conveniences include full-size in-home washer/dryer, and outdoor elevator lift. Major upgrades: Newer roof, impact windows, Hardy siding, Trex decking, open-air lift, and 2017 AC. West-facing deck with sunset views and Bay/Gulf glimpses, plus garage and garden area. Steps to secluded beach. Boca Grande Club amenities include Gulf-front dining, 3 pools, tiki bar, fitness center, yoga/water aerobics, 8 tennis courts, and gated security. Village Home will come fully furnished and move-in ready. 5000 Gasparilla Road Unit VH20, Boca Grande
$3,900,000 The crown jewel of Boca Grande’s North Shore, this direct beachfront paradise offers rare privacy and timeless coastal elegance. Featuring 3 bedrooms and 3.5 baths—all ensuite—this retreat includes expansive living areas, a two-plus-car garage, and a beautifully appointed kitchen with stainless steel appliances, perfect for entertaining or quiet mornings by the Gulf. With no public beach access nearby, the shoreline feels like your own, with world-class shelling and endless views. Sunsets paint the Gulf in gold, casting a warm glow over a home designed for peace and connection. Whether enjoying the Gulf breeze or gathering under the stars, this is more than a residence—it’s a private sanctuary of luxury, solitude, and unspoiled natural beauty. 3 Beds ⋅ 4 Baths ⋅ Seawatch Of Boca Grande SubDv. ⋅ 33921 Zip Code The crown jewel of Boca Grande’s North Shore, this direct beachfront paradise offers rare privacy and timeless coastal elegance. Featuring 3 bedrooms and 3.5 baths—all ensuite—this retreat includes expansive living areas, a two-plus-car garage, and a beautifully appointed kitchen with stainless steel appliances, perfect for entertaining or quiet mornings by the Gulf. With no public beach access nearby, the shoreline feels like your own, with world-class shelling and endless views. Sunsets paint the Gulf in gold, casting a warm glow over a home designed for peace and connection. Whether enjoying the Gulf breeze or gathering under the stars, this is more than a residence—it’s a private sanctuary of luxury, solitude, and unspoiled natural beauty. 17 Seawatch Drive, Boca Grande