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$3,650,000
3 Beds ⋅ 3 Baths ⋅ Grande Quay Ii SubDv. ⋅ 33921 Zip Code
Experience exceptional waterfront living at 16776 Grande Quay Drive, Boca Grande, FL 33921, nestled within a quiet, gated waterfront community with 24-hour surveillance. Situated on 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 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
$215,000
Boca Grande North SubDv. ⋅ 33921 Zip Code
Boca Grande North Marina Boat Slip #43 includes a 10,000-pound capacity boat lift. All docks are made of composite materials. The Boat Slip is deeded, and you do not need to be a Boca Grande North condominium owner to purchase! The boat lift can fit either a pontoon boat or "V" hull boat as aluminum bunkers are in place. Deepwater with no bridges and only minutes to the ICW and Gulf!

6020 Boca Grande Causeway Unit 43 Boat Slip, Boca Grande
$1,237,000
2 Beds ⋅ 2 Baths ⋅ Marina Village SubDv. ⋅ 33921 Zip Code
Positioned on the coveted second floor within Marina Village at the Boca Grande Club, this inviting two-bedroom, two-bath waterfront residence offers approximately 1,065 square feet of thoughtfully designed living space. The open-concept layout is complemented by neutral tile flooring throughout the main living areas, creating a clean, timeless coastal backdrop, while the bedrooms are comfortably finished with carpeting for a soft, relaxed retreat. Well maintained and comfortably appointed, the residence offers a light and airy feel with generously sized living spaces ideal for both everyday living and casual entertaining. The kitchen and bathrooms provide a clean, functional design—ready to enjoy as is or customize to suit your personal style .A truly unique offering, this condominium serves as the personal vacation retreat of Hockey Hall of Famer and founder of the Tampa Bay Lighting, Phil Esposito, and is being offered fully furnished, including select signed sports memorabilia—an exceptional opportunity for collectors and sports enthusiasts alike. Impact-rated windows and sliding glass doors enhance both comfort and peace of mind while allowing natural light to fill the interior. A separate, locked storage area provides ample space for bikes, beach gear, and more, while the community’s heated pool is just steps away for effortless enjoyment. Ownership includes exclusive membership to the Boca Grande Club, a private, gated beachfront community offering an unparalleled amenity package. Residents enjoy multiple resort-style pools, a beachside tiki bar, private beach access, Gulf-front dining, eight Har-Tru tennis courts, and a state-of-the-art fitness center—all set within one of Boca Grande’s most desirable coastal settings.

5854 Gasparilla Road Unit M22, Boca Grande
$1,375,000
3 Beds ⋅ 3 Baths ⋅ Boca Grande North SubDv. ⋅ 33921 Zip Code
One or more photo(s) has been 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
$9,850,000
East Shore Acres 02 SubDv. ⋅ 33921 Zip Code
Old Florida Elegance!!! Experience the grace and grandeur of authentic Old Florida living on the storied shores of Boca Grande. Inspired by a unique blend of classic West Indies and Key West architecture from Hemingway’s era, this exceptional ‘ready to build’ waterfront estate captures the art of island life where timeless coastal charm meets modern indulgence. The owner’s vision was brought to reality in collaboration with BCB Homes and Stofft Cooney Architects whose expertise created this once in a lifetime building opportunity. Set along 175 feet of pristine deep-water frontage with dockage, this private coastal haven is an Anglers’ Paradise with immediate access to Boca Grande Pass and the Gulf’s legendary tarpon waters. The proposed main residence will offer more than 6,300 square feet of finely detailed living space, where hand-finished tabby-shell stucco, grand verandas, and storm-resilient concrete construction reflect enduring craftsmanship. Designed for elegant island living and effortless entertaining, the home design features five luxurious bedroom ensuite's, and a master chef’s kitchen with dedicated prep kitchen. The expansive outdoor gathering spaces blur the lines between indoors and out leading to a resort-style pool terrace framed by majestic palms and tropical gardens. The fully permitted separate guest cottage offers three additional gracious ensuite bedrooms, and nearly 2,000 square feet of bonus living provides privacy and comfort for family and friends. In addition, the club style pool house cabana serves as a serene extension for the main residence and guest cottage offering a climate-controlled lounge, full bar, and outdoor summer kitchen - providing the ultimate retreat after a day on the water. Multiple garages accommodate vehicles, boats, and golf carts, ensuring seamless access to every island pursuit. Surrounded by a lush canopy of palms and exotic fruit trees, the gated compound balances seclusion and sophistication, creating an atmosphere of relaxed elegance that defines Boca Grande living at its finest. Just minutes from historic village, boutique shopping, and fine dining, this sought after location offers unrivaled privacy within one of Southwest Florida’s most storied coastal enclaves. Every element has been thoughtfully conceived to honor the timeless beauty of Old Florida. ***All permits and entitlements are included in the price of land, with BCB HOMES being the preferred builder. This complete ‘shovel ready’ package will save Buyer years in planning, architecture fees, and Lee County / FDEP entitlements. ***Price does not include the cost of construction for residences. This is a rare opportunity to build your legacy retreat where generations will celebrate life on the water, surrounded by the enduring nostalgia of Gasparilla Island.

4130 Snail Island Court, Boca Grande
$5,995,000
3 Beds ⋅ 3 Baths ⋅ East Shores Acres SubDv. ⋅ 33921 Zip Code
Private custom designed home with deepwater protected dockage on a lot and a half (150’) — situated directly across from the Boca Grande Club! This exquisite 3-bedroom, 3-bathroom BIG VIEW waterfront Estate Property is a 1996 National award winning architectural design, set within a lush tropical oasis with rich verdant greenery and mature native landscaping. Incredible and expansive views front Gasparilla Sound and the ICW, additionally with multiple decks facing East and West with over 4,000 sq. ft. under roof! The main level features an open-concept layout ideal for effortless entertaining, seamlessly connecting the kitchen, dining, and living areas, boasting soaring ceilings and abundant natural light throughout - all Andersen doors and windows. Enjoy a true indoor-outdoor lifestyle with panoramic coastal vistas and a fluid transition to the very cozy screened-in lanai over the pool – perfect for relaxing or hosting while taking in the serene surroundings. The gourmet kitchen is a chef’s haven featuring granite countertops & center-island with abundant prep space, a DCS professional 6 burner duel-fuel range / double oven, oversized paneled Sub Zero refrigerator and freezer designed to blend seamlessly with custom cabinetry, plus a breakfast nook/coffee bar and pantry… The dedicated Master level provides a serene private retreat showcasing exceptional 240° views with hers and his walk-in closets. Embrace the height of comfort and relaxation with a spacious ensuite bath with spa-like soaking tub and separate shower, and two private decks for taking in year-round breathtaking sunrises, moonrises, and sunsets. On the ground level, step outside to an expansive pool deck with plenty of space for outdoor entertainment with a very large waterfront pool and separate covered spa. Just steps away to your (cool-to-the-feet) shellstone tile deck out to your own private deep-water dockage complete with three boat lifts (13,000, 7,000, and 7,000 lbs) – a dream for avid boaters and fishermen alike. Two car plus golf cart garage with lots of storage, a wine cellar, and excellent Bonus space! This is the very best comfortable Island Living in this nearly 1 acre waterfront estate at the very best pricing! Come see why…?

16 Grouper Hole Drive, Boca Grande
$185,000
Boca Grande North SubDv. ⋅ 33921 Zip Code
Priced to sell! Motivated Seller! Boca Grande North Marina Boat Slip #03 includes an 8,000-pound boat lift. All docks are made of composite materials. The Boat Slip is deeded, and you do not need to be a Boca Grande North condominium owner to purchase! Deep water with no bridges and minutes to the Gasparilla Sound and the Gulf. Well maintained boat lift.

6040 Boca Grande Causeway Unit 03 Boat Slip, Boca Grande
$190,000
Boca Grande North SubDv. ⋅ 33921 Zip Code
Price decrease! Boca Grande North Marina Boat Slip #11 includes a 10,000-pound boat lift. All docks are made of composite materials. The Boat Slip is deeded, and you do not need to be a Boca Grande North condominium owner to purchase! Deep water with no bridges and minutes to the Gasparilla Sound and the Gulf. Well maintained boat lift and recent service invoices available upon request.

6040 Boca Grande Causeway Unit 11 Boat Slip, Boca Grande
$12,500,000
4 Beds ⋅ 5 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
$189,000
Boca Grande North SubDv. ⋅ 33921 Zip Code
NEW LOWER PRICE - BOCA GRANDE NORTH SLIP |10,000 LB. LIFT | NEWER MOTOR | ELECTRIC | FISH CLEANING STATION | DIRECT GULF ACCESS | NO FIXED BRIDGES | RENTABLE | Enjoy direct Gulf access with no fixed bridges and deep water, ideal for serious boaters. Boat slip can accommodate a vessel approximately 26 -27 feet in length with a beam of approximately 10.5 feet (buyer to verify). Cruise the back bays or head straight to the Gulf — some of Southwest Florida's best fishing waters are just minutes away. Features include a 10,000 lb. lift with newer motor, electric, water, and a fish cleaning station, all set on recently rebuilt composite docks for low maintenance. OWNERSHIP IS NOT CONTINGENT ON RESIDENCE IN THIS COMMUNITY, offering flexibility for both local and off-island buyers. Slips may be rented, providing an opportunity for seasonal income or offsetting ownership costs. A standout value for buyers seeking a well-equipped slip with direct Gulf access, no fixed bridges, and the ability to own without residence in the community. Easy to show.

6040 Boca Grande Causeway Unit 5, Boca Grande
$4,150,000
3 Beds ⋅ 3 Baths ⋅ North Bay SubDv. ⋅ 33921 Zip Code
This unique bayfront home offers stunning sunrises and moonscapes over Charlotte Harbor. The spacious open main floor begins with an entry leading into the two-story living room with hand painted coffered ceiling. This space is accented by the hand painted staircase, custom tera cotta tile floors and a fireplace surrounded by a hand carved pecky cypress mantle. The adjoining dining room continues into the heart of the home providing quiet dining and harbor views. Step down into the kitchen and open family room. The kitchen is completely updated with stainless appliances, granite countertops and a spacious island with a second sink. Both rooms feature cherry flooring, custom woodwork and designer cabinetry with storage features. Adjacent to the kitchen and family room, a waterfront sunroom spans the width of the home, leading to a custom, window filled stairwell to the first-floor storerooms, doubled garage spaces and a garden patio. The property finishes with a garden view leading to the mangrove coastline. There are two large main level guest rooms, one en-suite and a second with an adjacent full bath. The upstairs primary suite welcomes you with built-in shelving and desk, vaulted ceiling and expansive windows facing Charlotte Harbor. The open Roman bath, large walk-in closet and laundry room complete the space. Open the large French doors in the primary bedroom to enter a private deck with amazing harbor views. To complete the deck, a circular staircase leads to a widow's walk with a panoramic view of Gasparilla Island and beyond. Additional highlights include a finished elevator to the first floor, impact glass on all windows and doors, a new metal roof installed in 2023 and all interior walls freshly painted. This North Bay gem, in the amenity rich Boca Bay community, is a true sanctuary combining location, style and natural beauty.

367 Night Heron Drive, Boca Grande
$165,000
Gulf Shores North SubDv. ⋅ 33921 Zip Code
A Special Assessment was passed to replenish reserves. The first 30% of the assessment was paid in 2023 and the remaining 70% will be split over eight quarters in 2024 and 2025 in the amount of $1200/quarter. Ownership is held as a SUBLEASEHOLD Estate. A certificate of Sublease is issued in lieu of a deed. Buyer pays title premium, Documentary transfer tax and 6% sales tax at closing. Complete Documents are available in listing office.

5820 Gasparilla Road Unit 30, Boca Grande
$250,000
Gulf Shores North SubDv. ⋅ 33921 Zip Code
GREAT OPPORTUNITY TO PURCHASE! Must see this rarely offered boat slip located on the North end of Boca Grande Island at Uncle Henry’s Marina! Perfectly positioned on the Intercoastal waterway, and just minutes to the Gulf of Mexico, this slip is centrally located for all your boating entertainment! Cement dock measures 20X40 ft, and will hold a substantial boat with the ability to install your own, no profile “cradle” lift. Uncle Henry’s Marina offers full-service amenities and has been recently renovated.

5820 Gasparilla Road Unit SLIP #49, Boca Grande
$1,700,000
2 Beds ⋅ 2 Baths ⋅ Marina Village SubDv. ⋅ 33921 Zip Code
No damage from Hurricane Milton ! This first floor all one level beautifully furnished property was originally 2 units that were combined to afford an open floor plan and an extra bonus room that serves as a 3rd bedroom if so desired! Full view harbor waterfront where dolphins and manatees are often present! Enjoy majestic sunrises with expansive views in this special property. Boca Grande Club is an amenity rich community with several pools, private beach access, 8 tennis courts, state of the art fitness center and the best private restaurant on the island! Enjoy an end of day cocktail at the poolside Tiki bar, overlooking the beach and a glorious sunset. One time Club Initiation fee of $50,000.00 and one time Capital Improvement Fee of $15,000.00 upon membership.

5850 Gasparilla Road Unit M1&3, Boca Grande