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5000 Gasparilla Road Unit VH25, Boca Grande
$1,995,000
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
161 1st Street E, Boca Grande
$4,995,000
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
181 Damfino Street, Boca Grande
$5,750,000
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, newer roofs, 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
2021 20th Street W, Boca Grande
$7,300,000
8 Beds ⋅ 7 Baths ⋅ Acreage & Unrec SubDv. ⋅ 33921 Zip Code
Incredible Value! Set on more than half an acre along a quiet private street, 2021 20th Street W is the kind of property Boca Grande families hold onto for generations. Two separate residences give everyone room: a spacious five-bedroom main home and a charming three-bedroom guest cottage, totaling eight bedrooms, seven baths, and 5,792 square feet. The main home is bright and open, with soaring ceilings, oversized windows, and natural light throughout. A European-designed kitchen anchors the living spaces and opens to a beautiful private pool and patio, where long lunches, sunset cocktails, and family dinners happen naturally. The fully fenced yard, framed by mature tropical landscaping, offers true privacy and a safe, generous space for children and pets to play. Deeded beach access puts the Gulf moments away, and the Village is an easy bike ride down the path, with its shops, restaurants, and community center close by. Secluded yet central, this is island living exactly as it should be: private, relaxed, and made for making Boca Grande memories!

2021 20th Street W, Boca Grande
9901 Ne Gasparilla Pass Boulevard, Boca Grande
$5,575,000
5 Beds ⋅ 5 Baths ⋅ Gasparilla North SubDv. ⋅ 33921 Zip Code
Virtually Staged. Virtually Staged. Modern Coastal Luxury - NEW HOME - Just Completed! Discover one of Boca Grande’s newest and most exclusive homes on the prestigious North Shore of Gasparilla Island. This brand-new 5-bedroom, 5-bathroom estate (each bedroom featuring en-suite bathrooms) offers over 4,000+ sq. ft. designed for effortless coastal entertaining on one level. Set at the end of a private living cul-de-sac and positioned on one of the highest elevated lots on the island, the property is surrounded by masonry privacy walls and features professionally designed lush tropical landscaping. Once inside, you’ll find soaring ceilings, custom millwork, 7.5” white oak flooring, and impact-rated sliders that blend indoor and outdoor living. A unique zero-post sliding glass door system leads to an expansive covered lanai (600+ sq. ft.) featuring a retractable Phantom Screen, custom outdoor kitchen with Coyote appliances, while overlooking the elegantly designed pool and spa. The home is an entertainer's dream featuring a chef’s inspired kitchen complete with designer cabinetry, Thermador appliances, extra-large workstation sink, dual dishwashers, quartz countertops, and a 12' center island perfect for hosting. Additional highlights include a wet bar and prep area coupled with a wine chiller tower, beverage center, spacious walk-in pantry, and discreet mudroom/laundry area. The primary suite is thoughtfully designed offering a majestic view of the pool and backyard with separate walk-in closets. The primary bathroom is a serene retreat offering heated floors, an oversized shower and soaking tub, along with custom Robern medicine cabinets and designer lighting. The additional en-suite bathrooms offer their own privacy and Bedroom 2 can also serve as a den or office if desired. Guest suite bathrooms provide private comfort with curbless walk-in showers and custom designer finishes throughout. Designed by nationally recognized T.A. Krebs Architects, and crafted by preferred island builder L.J. Silva Construction, this 2025 masterpiece combines masonry block construction with energy-efficient spray foam insulation, premium concrete tile roofing, "cool touch" Shellock pool and lanai pavers, and a 24 kW Generac generator. With an attached 3-car garage, the home has ample storage for your Moke or golf cart and other outdoor island toys. Smart home technology includes an app-controlled pool/spa & fireplace lighting, irrigation, sound pre-wiring throughout and a 75" Samsung Frame Pro TV in the family room. Deeded beach access is just steps away and ownership boat dockage with lift capability (up to 65') is just across the road, for easy and quick access if desired. This estate offers both tranquility and accessibility to the island’s best amenities. Along with Coral Creek Jet Center/Airport and a Tom Fazio Signature Golf Course just across the Bridge. A few photographs are virtually staged. Experience the pinnacle of Boca Grande living - modern coastal luxury at its finest.

9901 Ne Gasparilla Pass Boulevard, Boca Grande
5850 Gasparilla Road Unit M4, Boca Grande
$495,000
1 Beds ⋅ 1 Baths ⋅ Boca Grande Club SubDv. ⋅ 33921 Zip Code
Sometimes, you don’t need more space. You just need the right space. And when that space is within the prestigious Boca Grande Club, recently recognized as a Platinum Club of America and ranked No. 8 among the nation’s Top 20 Beach Clubs, the lifestyle is anything but ordinary. Set on the top floor of Marina Village, this 1-bedroom, 1-bath residence captures beautiful views of Gasparilla Sound and Uncle Henry’s Marina, offering the best of carefree island living. The open-concept interior extends to a private waterfront balcony, perfect for watching boats come and go. Thoughtful improvements include hurricane-impact windows and doors throughout, a durable metal roof, newer siding and soffits, and a 2023 HVAC system and water heater. Residents enjoy access to miles of pristine Gulf-front beaches, waterfront dining, premier tennis facilities, a state-of-the-art fitness center, and an active social calendar. Adding to the excitement, the Club is just weeks away from unveiling its spectacularly reimagined Gulf-front pool, featuring a stylish new tiki bar, contemporary design, beautiful new poolside furnishings, and an elevated resort-style atmosphere. The Marina Village pool is also just steps away. An exceptional opportunity to enjoy the beauty of Boca Grande, the distinction of a nationally recognized private beach club, and the simplicity of a low-maintenance island retreat.

5850 Gasparilla Road Unit M4, Boca Grande
5000 Gasparilla Road Unit 19, Boca Grande
$2,100,000
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
4070 Loomis Avenue, Boca Grande
$11,750,000
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
162 Blackwall Court, Boca Grande
$3,995,000
3 Beds ⋅ 5 Baths ⋅ North Village SubDv. ⋅ 33921 Zip Code
This well maintained in-town North Village residence in the private Boca Bay community offers 3 bedrooms, 3 full en-suite baths, and 2 additional half baths, framed by lush tropical landscaping and vibrant cascading bougainvillea. Thoughtfully designed for both comfort and functionality, the home includes a two-car plus golf cart garage, ample storage, and a back of the garage attached workshop – perfect for the avid craftsman or hobbyist with additional storage! Enjoy desirable southern exposure, bathing the home in warm natural light throughout the day. The interior has been tastefully upgraded with modern finishes and appliances. The kitchen features stainless steel appliances, granite countertops with matching backsplash, and updated custom cabinetry, opening seamlessly to a spacious living area ideal for entertaining. A wet bar with mini beverage refrigerator is complimented by a cozy sitting room, creating an inviting gathering space for friends and family. The home also offers a separate dining room with abundant natural light, an enclosed front porch, and an enclosed rear lanai leading to a lounge deck with stairs descending to a sparkling pool with spa, and expansive pavered deck – ideal for relaxing or hosting under the Florida sun. Backing to a tranquil nature preserve, the property enjoys added privacy and peaceful surroundings. As part of the Boca Bay community, you'll enjoy access to its premier amenities with exclusive membership in the Boca Bay Pass Club offering exceptional resort-style amenities including fine dining, 8 Har-Tru courts, four swimming pools including a lap pool, community boat docks, as well as access to the Boca Bay Beach Club – offering a complete coastal lifestyle. Whether you're looking for a primary residence or a seasonal getaway, this home offers the perfect place for indulging in all that Boca Grande has to offer. Walk into the Village and onto the beach – close to everything. Please come and see this well placed and well priced Home!

162 Blackwall Court, Boca Grande
16271 N Island Court, Boca Grande
$8,999,000
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
171 Damfiwill Street, Boca Grande
$3,700,000
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
700 S Harbor Drive, Boca Grande
$2,125,000
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
585 Buttonwood Bay Drive, Boca Grande
$5,600,000
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
6010 Boca Grande Causeway Unit C32, Boca Grande
$1,065,000
2 Beds ⋅ 2 Baths ⋅ Boca Grande North SubDv. ⋅ 33921 Zip Code
Perched on the top floor of Boca Grande North, Residence 32 captures sweeping views of the Intracoastal Waterway and delivers the relaxed elegance that defines island living. This beautifully updated two-bedroom, two-bathroom condominium blends contemporary design with coastal charm, highlighted by striking ceiling beams, engineered hardwood floors, and thoughtfully upgraded finishes throughout. Natural light pours through impact-rated windows and sliding glass doors, enhancing the open living spaces and framing tranquil water views. The well-appointed layout offers both comfort and functionality, ideal for everyday living or as a refined island retreat. Offered unfurnished, the residence presents a blank canvas to create your own coastal vision. Boca Grande North is a gated waterfront community known for its exceptional amenities and boating lifestyle. Residents enjoy a heated community pool overlooking the water, tennis and pickleball courts, a fully equipped clubhouse with card room and fitness center, and beautifully maintained grounds. Community propane grills provide the perfect setting for outdoor entertaining, while dedicated golf cart parking and charging stations add convenience for exploring the island. Whether you are seeking a personal getaway or a strong investment opportunity, this residence offers excellent rental potential in one of Boca Grande’s most desirable communities. With close proximity to the Village, pristine Gulf beaches, world-class tarpon fishing, and renowned island dining, Boca Grande North 32 is a rare opportunity to experience the very best of Southwest Florida coastal living.

6010 Boca Grande Causeway Unit C32, Boca Grande
5000 Gasparilla Road Unit BC205, Boca Grande
$955,000
1 Beds ⋅ 1 Baths ⋅ Beach Chalet Boca Grande SubDv. ⋅ 33921 Zip Code
Virtually Staged. Platinum! #8 of the top 10 beach clubs in America! Experience effortless island living at Beach Chalet Unit 205. This charming, turnkey-furnished one-bedroom coastal retreat is nestled within the highly sought-after gated Boca Grande Club. Offering endless, breathtaking views of the Gulf from every room in this second-floor unit! Plus, just moments from the beach, this inviting residence captures the essence of relaxed luxury and the laid-back elegance that defines life on Gasparilla Island. The kitchen features stainless steel appliances and modern finishes, while the bright, open living spaces flow seamlessly into the Florida room—every room is an ideal setting to enjoy morning coffee, a quiet afternoon with a book, or the gentle Gulf breezes. Beyond the residence itself, owners enjoy access to the exceptional resort-style amenities that make the Boca Grande Club so desirable. Get ready for the ultimate pool & lounge oasis! A massive pool complex transformation is in the final stages and looks stunning!(completion deadline of Oct. 31, 2026 - see attached renderings and new photos coming soon). The new complex expands by 20% to a spacious 2,027 square feet, transitioning to a sleek, 62-foot T-shaped layout. These enhancements feature a brand-new main pool, a relaxing spa, a dedicated kiddie pool, expanded seating for 100+ sunbathers, and a newly expanded Tiki Bar (growing by 25–40%) for effortless poolside entertaining. Spend your days lounging on the club’s uncrowded private beach, relaxing by the Gulf-front swimming pools, grab a drink at the tiki bar, dine at the beachfront restaurant, or take advantage of the premier tennis facilities(eight Har-Tru) and state-of-the-art fitness center. All of this includes a top-tier tennis program with professional instruction, as well as on-site rental management and housekeeping services. With beautifully maintained grounds and a vibrant yet tranquil coastal atmosphere, this is a place where every day feels like a vacation. Whether you're seeking a serene personal getaway, seasonal escape, or investment opportunity, this charming island residence offers the perfect blend of comfort, convenience, and the unmatched lifestyle of Boca Grande. This unit is rental-ready and can continue to offer investment income if desired. Peace of mind is built right in: this property will soon have a brand-new roof engineered to meet current, coastal specifications for maximum hurricane resistance. Notably, the previous roof survived Hurricanes Helene and Milton with zero leaks; this proactive upgrade was fully funded by association reserves with no special assessment passed on to the buyer. With the major milestone-required structural reinforcements completed, the entire building is in top-tier condition, ensuring you can buy with confidence. Schedule your private tour and discover the luxury Florida lifestyle. Initiation fees and yearly Club dues apply. Please inquire for cost.

5000 Gasparilla Road Unit BC205, Boca Grande
281 Seabreeze Court, Boca Grande
$2,250,000
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
1640 Jean Lafitte Drive, Boca Grande
$8,500,000
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

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