Location: Boca Grande, Boca Grande
Do Not Show Listings
1671 JOSE GASPAR DR, BOCA GRANDE, FL 33921
$3,995,00058 Days on yellowkey MLS ID: D6146862
3 Days Off yellowkey (back on 5/19/2026)
REDUCED by $400,000 (9.1%) on 04/30/2026
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 2301 Built: 1988Monthly Fee: $188 Tax: $11,368 (2025)Community: Boca Grande IslesSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$11,368
Elementary School: The Island School
High School: Lemon Bay High
Tax Year: 2025
Middle School: L.A. Ainger Middle
Remarks: Experience waterfront living in this recently updated Boca Grande residence, ideally positioned along the serene shores of Gasparilla Sound. This four-bedroom, four-bath pool home blends timeless coastal charm with thoughtful modern upgrades, starting with its inviting curb appeal and welcoming entry. Inside, elegant shiplap detailing enhances the interior walls, adding warmth and character throughout. The home features an updated kitchen and breakfast room with stunning water views. The second-floor primary suite serves as a private retreat, complete with a updated bath and its own waterfront deck. Three additional bedrooms, two en suite, offer private entrances off the pool, creating a perfect setup for guests or extended family. Some Storm-resistant doors were added and the windows flood the home with natural light while providing peace of mind and added protection. Step outside to embrace the ultimate waterfront lifestyle. The expansive pool area overlooks the water, complemented by a private boardwalk and dock—ideal for kayaks, paddleboards, fishing, or simply enjoying breathtaking sunsets. This exceptional property is a perfect opportunity to own an island home in Boca Grande —where comfort, and coastal beauty come together seamlessly.
Listing is courtesy of: MICHAEL SAUNDERS & CO. - BOCA (941-964-2000)
Listing Agent: Carol Stewart (941-276-1162)
6011 BOCA GRANDE CSWY #F66, BOCA GRANDE, FL 33921
$1,195,00012 Days on yellowkey MLS ID: D6147455
0 Days Off yellowkey (back on 5/26/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1248 Built: 1989Monthly Fee: $755 Tax: $11,948 (2025)Community: Boca Grande North Ph FSpa: YesCondo
Taxes:$11,948
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Experience the best of island living at F66 Boca Grande North, a beautifully situated Gulf-side retreat on the north end of Boca Grande. Just steps from the sugar-white sands and turquoise waters of the Gulf of Mexico, this coastal getaway offers breathtaking sunsets, sea breezes, and the relaxed charm that makes Boca Grande one of Florida’s most sought-after destinations. Inside, enjoy a bright and inviting space designed for comfort and relaxation, with spacious living areas, coastal-inspired décor, and a screened lanai where you can unwind while enjoying the Gulf breezes. Step directly from your screened lanai out to the Gulf for effortless beach access, perfect for morning walks, sunset strolls, and days spent by the water. In the evening, watch spectacular Gulf sunsets while sipping a glass of wine from your private lanai off the living room or primary suite. The entire community has recently undergone a full renovation and has never looked better, offering refreshed coastal elegance and beautifully updated surroundings throughout the property. Residents also enjoy access to pickleball courts and a brand-new fitness center, adding to the exceptional island lifestyle amenities. Even better, this residence represents one of the best values on Boca Grande! Golf cart friendly and designed for easy island living, the property also includes exterior storage for all your beach and island toys. Being sold turnkey, this residence makes island living effortless from day one, offering a fully furnished and move-in-ready opportunity. Whether you’re shelling on the beach, biking through the island’s scenic pathways, fishing world-class waters, or exploring the charming shops and restaurants of the village, F66 Boca Grande North places you in the heart of it all. Perfect as an investment property, seasonal retreat, or first-time island purchase, this residence also offers the convenience of a true “lock-and-go” lifestyle, allowing you to enjoy carefree island living with ease and peace of mind. Ideal for couples, families, or seasonal escapes, this Gulf-side residence combines privacy, convenience, and timeless Old Florida elegance for an unforgettable Boca Grande experience.
Listing is courtesy of: GULF TO BAY SOTHEBY'S INTERNAT (941-964-0115)
Listing Agent: Maryjo Pigott (941-961-0630)
6030 BOCA GRANDE CSWY #B21, BOCA GRANDE, FL 33921
$1,375,00031 Days on yellowkey MLS ID: D6146964
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1683 Built: 1985 Tax: $12,732 (2025)Community: Boca Grande North Ph BSpa: YesCondo
Taxes:$12,732
Remarks: One or more photo(s) has been virtually staged. 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 Bay 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 Bay-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.
Listing is courtesy of: COLDWELL BANKER SUNSTAR REALTY (941-214-3111)
Listing Agent: Cheryl Hayek, Llc (732-539-5777)
6021 BOCA GRANDE CSWY #G79, BOCA GRANDE, FL 33921
$1,100,000159 Days on yellowkey MLS ID: D6145262
REDUCED by $50,000 (4.3%) on 04/21/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1248 Built: 1985 Tax: $10,379 (2025)Community: Boca Grande North Ph GCondo
Taxes:$10,379
Remarks: Luxury resort-style living awaits in this beautifully reimagined top-floor, Gulf-side end residence at Boca Grande North. Ideally positioned on the south end of the building, this two-bedroom, two-bath condominium captures sweeping, panoramic views of the Gulf of Mexico from the living area, primary suite, and private balcony, offering some of the most compelling sunset vistas on the island. The open floor plan is designed to maximize light, water views, and coastal breezes, while the interior is finished in a refined modern coastal aesthetic that feels both elegant and relaxed. Boca Grande North is a secure, gated, dog-friendly community set amid lush landscaping and known for its extensive amenities, including a heated pool and spa, tennis and pickleball courts, outdoor grilling areas, clubhouse, fitness center, on-site management and rental office, private beach access, and dockage available for lease or purchase. Recent community-wide improvements include new roofs, sliders, impact windows, spray insulation, and other significant infrastructure upgrades. This residence offers an exceptional opportunity as a full-time island home, seasonal retreat, or investment property. A rare combination of top-floor privacy, end-unit exposure, and expansive Gulf views in one of Boca Grande’s most desirable communities.
Listing Agent: Melissa Csank (941-855-1347)
6000 BOCA GRANDE CSWY #D40 & Slip #4, BOCA GRANDE, FL 33921
$1,495,000173 Days on yellowkey MLS ID: D6145072
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1417 Built: 1986 Tax: $15,370 (2025)Community: Boca Grande NorthSpa: YesCondo
Taxes:$15,370
Middle School: SKY Academy Englewood
Remarks: Experience the ultimate island lifestyle in this beautifully furnished and fully updated 2-bedroom, 2-bath coastal retreat—complete with private deeded boat slip #4 featuring a 13K lift with electric and water. Thoughtfully designed with both comfort and sophistication in mind, with stunning views of the Gasparilla Sound and partial views of the Gulf. Whether you are looking for your own private residence or investment property - this unit can be either or both. The gorgeous Boca Grande North gated community leads you beautifully onto Gasparilla Island and has been fully updated and renovated. Step inside this home featuring a bright and airy open-concept living space, where natural light pours through expansive sliding doors and highlights the home’s stylish finishes. The updated kitchen offers cabinetry lighting, generous counter space and flows into the spacious dining and living areas—perfect for relaxed evenings or hosting friends after a day on the water. The expanded Florida room invites you to enjoy morning coffee, island breezes, or vibrant sunset views overlooking tranquil waters and lush tropical surroundings. This property was taken down to the studs with all-new electrical, premium materials and living spaces redesigned. Both bedrooms provide peaceful sanctuaries, each with its own set of sliding glass doors that open to private decking—ideal for stepping outside to enjoy the quiet morning air or unwinding beneath the stars. The primary suite is exceptionally appointed with ample closet space, an in-unit laundry area for added convenience, and a beautifully en-suite bath featuring double sinks and a spacious walk-in shower. The guest bedroom is equally welcoming, with easy access to its own private outdoor space. The beautifully upgraded guest bath offers a walk-in shower. Have furry friends? As an owner, you can bring them too! Beyond the residence itself, the community offers an impressive array of amenities designed to enhance every aspect of island living. Enjoy a refreshing dip in the heated pool, relax in the hot tub, or gather with friends at the clubhouse. Stay active with tennis and pickleball courts, a well-equipped fitness center, and lighted walking paths that wind through the property’s gorgeous tropical landscaping. Additional conveniences include a golf cart charging station, BBQ grills for easy outdoor dining, and serene common areas perfect for relaxing after a day of island exploration. This unit features an outdoor storage closet and access to dockage. With your own boat slip just steps away, world-class boating, fishing, kayaking, and Gulf adventures are effortlessly accessible. Located along the Boca Grande Causeway, this condo provides quick access to boutique shopping, waterfront dining, pristine beaches, and the charming village of Boca Grande. The Boat Slip is deeded, dock is with composite material, and you do not need to be a Boca Grande North condominium owner to purchase - makes for a great investment if you want to later sell separately! Deepwater with no bridges and only minutes to the ICW and Gulf! Whether you're seeking a worry-free vacation home or a full-time island retreat, this residence embodies the carefree, sun-soaked lifestyle that only Boca Grande can offer—your personal slice of paradise awaits. 6000 Boca Grande Causeway, Unit D40 Community buildings feature new roofs, siding, impact windows, spray insulation, and other upgrades.
Listing is courtesy of: PARSLEY BALDWIN REAL ESTATE (941-964-2700)
Listing Agent: Michelle Finley (941-204-4000)
6040 BOCA GRANDE CSWY #A12, BOCA GRANDE, FL 33921
$1,145,000173 Days on yellowkey MLS ID: D6145100
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1484 Built: 1989 Tax: $11,491 (2025)Community: Boca Grande North Ph ASpa: YesCondo
Taxes:$11,491
Remarks: Modern Coastal Luxury with Panoramic Water Views - Turnkey and Reimagined Enjoy coastal living and spectacular sunrises from this fully rebuilt, top floor end condominium at Boca Grande North! Perfectly positioned between the Gulf of America / Mexico and Charlotte Harbor, A-12 offers breathtaking water views from every room, gentle breezes, and the relaxed elegance that defines Boca Grande. This 2 bedroom, 2 bathroom residence was taken down to the studs and completely reengineered with all-new electrical, premium materials, redesigned living spaces. This includes an enclosed lanai for added square footage, and a second seating area/home office with one of the best views on the island. While all buildings feature new roofs, siding, impact windows, spray insulation, and other upgrades; this unit’s owners went far beyond, offering a level of quality and modernization which was built to impress. The kitchen and bathrooms were thoughtfully redesigned, a closet was added, the laundry was relocated for easier living, and every finish was selected for durability and coastal sophistication. The result is a truly turnkey home that surpasses other listings in the community in both design and renovation scope. With stunning landscaping, Boca Grande North is a gated, dog-friendly community with a heated pool/spa, tennis/pickleball courts, clubhouse, gym, unit outdoor storage closet and access to dockage. This unit is priced to sell this season, as the owners simply need more space. Whether you’re seeking a seasonal escape or an investment property, this unit checks all the boxes. Contact me today for a private showing and start your journey into island living!
6000 BOCA GRANDE CSWY #D38, BOCA GRANDE, FL 33921
$1,099,000213 Days on yellowkey MLS ID: D6144340
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1484 Built: 1986 Tax: $2,351 (2024)Community: Boca Grande NorthSpa: YesCondo
Taxes:$2,351
Tax Year: 2024
Remarks: Incredible price for this exquisite Turnkey Furnished bayfront condominium, nestled within the gorgeously updated Boca Grande North community. Experience the epitome of coastal living in this 2-bedroom, 2-bathroom with expanded enclosed lanai/living residence spans 1,484 square feet and offers breathtaking panoramic views of Gasparilla Sound—an ideal spot to enjoy morning coffee or stunning evenings watching the boats and wildlife. Only a short golf cart ride to enjoy all the Village of Boca Grande has to offer. Inside, the FULLY Renovated open-concept living area boasts contemporary finishes, including impact glass, quartz countertops, wood-look tile, stainless steel appliances, cabinetry and so much more creating a stylish and inviting space perfect for entertaining. Plus, all the furnishings fit perfectly for the coastal living and ability to use for yourself, second home or investment property. The spacious master suite features an en-suite bathroom and ample closet space, providing a serene retreat after a day of coastal adventures. Along with allowing you slider and views & sounds of the Gaparilla Sound/Harbor. A well-appointed guest bedroom featuring slider to porch to enjoy the peek a boo views of the Gulf and evening sunsets. Residents of Boca Grande North enjoy a variety of resort-style amenities, including gated access, a heated swimming pool & spa, tennis/pickleball courts, a clubhouse and a gulf-front area—all designed to enhance the coastal lifestyle. Boat slips can be purchased or leased and convenient access to the Intracoastal Waterway and the Gulf of America make this a haven for outdoor enthusiasts. Have furry friends - this community has pet-friendly restrictions. Just moments away, you'll find pristine beaches, world-class boating and fishing, and the charming boutiques and gourmet dining of Boca Grande. This unit is set up and ready for rentals and rental income if that is your desire. Don’t miss this rare opportunity to own a beautifully updated bayfront retreat in one of Boca Grande’s most sought-after communities. Contact us today for a private showing and experience the best of living at Boca Grande North! Located at 6000 Boca Grande Causeway, Building D, Unit D38 Please note some amenities are near completion after renovation.
1000 E RAILROAD AVE, BOCA GRANDE, FL 33921
$8,995,000161 Days on yellowkey MLS ID: D6145234
REDUCED by $1,000,000 (10.0%) on 05/20/2026
Bed: 5 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 6417 Built: 1975 Tax: $26,696 (2024)Community: Boca GrandeSpa: YesSingle Family
Taxes:$26,696
Remarks: Extraordinary legacy estate in the heart of Boca Grande’s Historic District is a true West Indies–inspired sanctuary where timeless architecture, artisan craftsmanship, and tropical elegance converge. Expansive estate lot, 6,417-sq ft residence offers complete privacy and an undeniable sense of discovery—with enchanting architectural moments revealed around every corner. Natural stone, rich woods, and refined detailing of understated luxury. Custom mahogany and cypress accents, intricate ceiling designs, sculpted wood columns, and expansive French doors define the home’s open, flowing footprint. Impact-rated windows and doors flood each room with natural light, while it is notable that none of the living areas experienced water intrusion during past hurricanes. Dominican coral stone extends across both exterior and interior surfaces, architectural continuity reinforces the home’s island character. Designed for effortless gatherings of any size, offers an exceptional array of indoor and outdoor entertaining spaces. Expansive living and dining areas flow seamlessly to beautifully appointed patios, covered lounges, and inviting courtyard retreats. Multiple conversation areas and a well-equipped kitchen make hosting intimate dinners and large celebrations easy. Outdoors, resort-style amenities create a private backdrop for poolside afternoons, evening cocktails, and unforgettable events—an entertainer’s dream. Over 4,000 sq ft of space that opens to a breathtaking courtyard oasis, where cascading waterfalls, lush landscaping and ambient lighting transform the grounds into a private retreat. Stunning heated pool & spa, glass-tile sunshelf complemented by an outdoor kitchen, mosquito-misting system, and whole-property landscape lighting for effortless living year-round. The chef’s kitchen boasts river granite countertops, island, custom cabinetry, premium appliances, and multiple bar areas. Modern technology integrates discreetly with the whole-home Sonos sound system and automated Lutron lighting control. Curated living and entertaining spaces include a gracious dining room, expansive living areas, a dedicated home office, and an upper-level media/entertainment room. The private owner’s wing is an intimate sanctuary with a vast bedroom offering tranquil views across the pool and gardens. The spa-inspired bath offers a luxurious retreat with an oversized walk-in shower, oversized jacuzzi tub, exotic stonework, dual vanities, and elegant lighting. Dual walk-in closets provide generous storage and customization. This 5-bedroom, 6-bath estate offers four additional guest suites, each beautifully appointed with its own ensuite bath, spacious closets, and custom finishes. For boating enthusiasts, the property’s location is second to none—moments from premier local marinas, effortless access to Gasparilla Sound and the Gulf. Enjoy a day of island hopping, world-class fishing, or a sunset cruise, and every adventure begins with ease. Privately enclosed and secured by dual power-operated gates and a paver driveway with decorative turf inlays and a fully gated perimeter for exceptional security and privacy. For pet lovers, dedicated spaces, conveniences, and secure landscaped outdoor areas provide room to roam. Perfectly equipped for pets to enjoy the luxury lifestyle right alongside their owners. The estate is just a golf cart ride from Boca Grande’s world-renowned beaches, shopping, dining, and historic village center—yet feels worlds away.
350 GILCHRIST AVE, BOCA GRANDE, FL 33921
$4,975,000357 Days on yellowkey MLS ID: TB8392464
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2049 Built: 1956 Tax: $34,467 (2024)Community: Boca GrandeSingle Family
Taxes:$34,467
Elementary School: Vineland Elementary
Remarks: LOCATION LOCATION LOCATION-Walk to everything from this truly exquisite 3 bedroom, 2 ½ bathroom Gilchrist Cottage in the heart of the “Historic District”. Loaded with mid-century charm, updated professionally with modern coastal contemporary influence throughout, all nestled onto a deep 50’ by 150’ lot. The property is being beautifully remodeled nearly new and will be delivered Designer furnished for immediate use! This delightful home offers a very private swimming pool area tucked behind privacy fencing covered with fragrant Jasmine, among just planted new lush and additional landscaping. A standing seam metal roof protects the Cottage along with back-alley access to a large, covered carport. The main living area provides a Great Room concept with Philippine Shellstone flooring throughout and a comfortably spacious 10’ by 28’ old fashioned front porch facing the Gulf of Mexico! Estate Wall, extensive pavers, and luminous night lighting offers a very special ambiance at this superb location. A rare opportunity to own in this very limited heart of the Village
Listing is courtesy of: KELLER WILLIAMS TAMPA CENTRAL (813-865-0700)
Listing Agent: Robert Melvin (941-380-8891)
208 HARBOR DR, BOCA GRANDE, FL 33921
$7,295,000201 Days on yellowkey MLS ID: D6143951
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 1718 Built: 1994 Tax: $31,828 (2023)Community: Boca Grande AddSingle Family
Taxes:$31,828
Tax Year: 2023
Remarks: RARE OPPORTUNITY OF PURCHASING A CUSTOM WATERFRONT HOME WITH PRIVATE “MARINA” WHICH INCLUDES 3 DEEPWATER SLIPS, 2 OF WHICH ARE UP TO 100 FEET IN LENGTH, IN THE HEART OF BOCA GRANDE! Located with easy access to the ICW from the Millers Marina Channel this is a one of a kind property. Offering deepwater, long slip lengths and housing for the owner and/or the crew! Of the two covered slips, one is 60ft x 18 1/2ft and the other slip is 100ft x 18 1/2ft. Both boat covers are a work of art and engineered with concrete 45 ft long driven pilings, metal roof detailed with a yellow pine underside and galvanized aluminum. The center slip is 100ft x 20ft and is equipped with a lift. A tackle room is conveniently located adjacent to the dock for easy access. Designed by architect George Palermo and built by Pat Ball of Ball Construction originally on a 50 ft wide lot in 1994 then added on in 1999 when a 25ft adjacent lot was purchased for a combined 75ft of prime waterfront. The home consists of 4 bedrooms, 4.5 baths, a comfortable kitchen and living area, loft, large screened deck overlooking the water and boat docks plus a roof top deck. The house can be used as a primary or vacation home as well as staff for crew and team members. The main house has a kitchen and living area with sliders and a screened lanai overlooking the water and docks. The master bedroom has a queen bed and an en suite bathroom with a stall shower. There is also a guest bedroom with a queen-sized bed, both bedrooms have sliders to enjoy the view, with electric hurricane shutters for extra protection. A loft area overlooks the living area and water with a trundle bed but is also perfect for an office! The “Lighthouse” is accessed via a rear entrance to a bedroom with an en suite full bath, then up a set of stairs to a loft with built-in bunk beds and a full bath. There is a special rooftop deck with a custom copper topped light with access via pull down stairs. Call now for a private showing of this special piece of Boca Grande, Florida.
Listing is courtesy of: THE BRC GROUP, LLC (941-964-8180)
Listing Agent: Brian Corcoran (941-626-3439)
40 SEAWATCH LAKE DR, BOCA GRANDE, FL 33921
$4,750,00029 Days on yellowkey MLS ID: D6147259
Bed: 5 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 5064 Built: 1988Monthly Fee: $1,733 Tax: $45,656 (2025)Community: Seawatch Boca GrandeSingle Family
Taxes:$45,656
Remarks: A rare and remarkable opportunity in the exclusive Seawatch community of Boca Grande, this fully reimagined lakefront residence offers the space and feel of a custom estate with the ease of coastal living. Originally two villas, this home was masterfully combined and rebuilt from the studs in 2017, creating a seamless five-bedroom, five-and-a-half-bath retreat designed for both luxury and livability. From the moment you enter, expansive living spaces unfold with walls of glass—four sets of triple-panel sliders frame tranquil lake views and invite natural light to pour in. Wood-look tile flooring, crown molding, and plantation shutters elevate the interiors, while thoughtful details throughout reflect the quality of the renovation. The gourmet kitchen is a true showpiece, featuring Patagonia granite countertops, equipped with a Wolf range, wall oven, and microwave, a Sub-Zero cabinet-front refrigerator, wine refrigeration, a warming drawer, and an additional prep sink—perfectly suited for entertaining on any scale. A massive island anchors the space, complemented by abundant cabinetry and exceptional storage throughout the home. The primary suite is a private sanctuary, featuring dual spa-inspired bathrooms, an oversized walk-in closet, and two sets of four-panel sliders that open to peaceful water views. Each additional bedroom offers comfort and privacy, making the home ideal for hosting family and guests. Modern systems—including hurricane-impact windows and doors, tankless propane water heaters, and a full gutter system—provide peace of mind, while the outdoor spaces are designed for effortless enjoyment with a propane-ready patio and seamless indoor-outdoor flow. Seawatch is a prestigious waterfront enclave of just 49 residences, thoughtfully positioned between the Gulf of Mexico and Lake Gasparilla. Residents enjoy exclusive amenities including access to the pristine Gulf shoreline, two community pools, and two tennis courts. This rare setting delivers a true barrier-island lifestyle—minutes from the charming village of Boca Grande for boutique shopping, fine dining, and world-class fishing and shelling.
Listing Agent: Jeff Moore (941-855-0737)
760 E RAILROAD AVE, BOCA GRANDE, FL 33921
$5,450,000144 Days on yellowkey MLS ID: D6145439
Bed: 3 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3075 Built: 2012 Tax: $19,906 (2025)Community: Boca GrandeSpa: YesSingle Family
Taxes:$19,906
Remarks: 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-inch tongue-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.
1600 JEAN LAFITTE DR, BOCA GRANDE, FL 33921
$8,500,000165 Days on yellowkey MLS ID: D6145104
0 Days Off yellowkey (back on 5/15/2026)
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 4799 Built: 2011Monthly Fee: $138 Tax: $34,635 (2025)Community: Boca Grande IslesSingle Family
Taxes:$34,635
Remarks: Under contract-accepting backup offers. Welcome to waterfront living at its finest in the exclusive gated community of Boca Grande Isles on Gasparilla Island. This stunning five-bedroom, five and one half-bathroom home sits on an impressive tip lot with 170 feet of deepwater frontage, offering expansive dockage with direct access to Charlotte Harbor and the Gulf with no bridges to navigate. The southern exposure has breathtaking sunrise and sunset views from every room of Charlotte Harbor and the Gasparilla Inn Golf Course. Built with concrete construction for superior storm protection and impact glass windows and sliding doors throughout, this elevated 4,799 square foot home features an elevator and places the primary bedroom conveniently on the main living floor. The spacious primary suite includes a large bedroom with expansive water views, an office or workout room, and a spacious bathroom with dual vanities, dual closets, and dual water closets. The gourmet kitchen will make any chef smile with high-end appliances including a Subzero refrigerator, double ovens, induction cooktop, and ice maker. Granite countertops, an island, and breakfast bar complete this culinary paradise. Hardwood flooring flows throughout the home, while walls of glass in the living room and sunroom showcase those incredible water views. The large family room is the perfect spot to gather or entertain with multiple seating areas and a gas fireplace. Your family and guests will appreciate the four ensuite guest rooms that share a cozy television room to ensure everyone has privacy and room to spread out. The spectacular outdoor living space at this home is where you will want to spend your time. There is a large, heated pool surrounded by multiple expansive patios and porches, palm trees and grassy areas, and a 50’ deep water dock with lift. Spend your days sunning by the pool or exploring the blue coastal waters. An oversized two-car garage plus additional golf cart storage keeps your vehicles protected. Located in secure Boca Grande Isles with guard-gated access, you're just a short golf cart ride from the beautiful beaches of the Gulf or the charming shops and restaurants in Historic Boca Grande. The nearby Gasparilla Inn, Coral Creek private airport, multiple exceptional private and public golf courses, and local marinas all add to the island's appeal. This is coastal living done right.
Listing Agent: Zeke Sieglaff, Jr (610-357-5073)
1627 GASPAR DR S, BOCA GRANDE, FL 33921
$5,300,00089 Days on yellowkey MLS ID: D6146322
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2715 Built: 1990Monthly Fee: $222 Tax: $19,277 (2025)Community: Boca Grande IslesSingle Family
Taxes:$19,277
Remarks: Located in the gated community of Boca Grande Isles, this well-maintained, 3 bedroom, 3 bathroom, waterfront home is a boater’s dream with direct access to Charlotte Harbor and no bridges to the Gulf of Mexico. The 2,715 sq. ft. residence features an open floor plan with vaulted open-beam ceilings, hardwood floors, custom built-ins, plantation shutters, and impact sliding glass doors framing serene canal views and leading to a screened lanai. The remodeled kitchen is appointed with quartz counters, Sub-Zero refrigerator, Wolf gas range, ample workspace, and a dumbwaiter. The living and dining areas flow effortlessly to a 48’ x 10’ screened outdoor space overlooking the water. The spacious primary suite offers canal views, patio access, a generous walk-in closet with washer/dryer, and a renovated bath with quartz counters, dual sinks, soaking tub, and separate rain shower. Outdoors, enjoy a composite dock with a 16,000-lb boat lift, 110’ seawall, two-car garage, golf cart garage, paved circular driveway, and plenty of backyard space with room to add a pool. An air-conditioned storage/workout room offers added versatility. This exceptional canal-front property delivers premier island living and easy Gulf cruising from your own dock.
17 SEAWATCH DR, BOCA GRANDE, FL 33921
$3,900,000199 Days on yellowkey MLS ID: D6144740
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2644 Built: 1989Monthly Fee: $708 Tax: $46,627 (2025)Community: Seawatch Boca GrandeSpa: NoSingle Family
Taxes:$46,627
Remarks: 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.
Listing is courtesy of: BOCA GRANDE REAL ESTATE, INC. (941-964-0338)
Listing Agent: Ralph Dilena, Jr. (941-380-0878)
1601 JEAN LAFITTE DR, BOCA GRANDE, FL 33921
$6,295,000116 Days on yellowkey MLS ID: D6145824
1 Days Off yellowkey (back on 5/10/2026)
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4055 Built: 2000Monthly Fee: $133 Tax: $28,883 (2025)Community: Boca Grande IslesSpa: YesSingle Family
Taxes:$28,883
Remarks: Under contract-accepting backup offers. Located on a quiet cul-de-sac in the Boca Grande Isles community, this waterfront residence occupies a prime tip-lot setting with approximately 165 feet of bayou frontage and direct boating access to Charlotte Harbor and the Gulf. Designed by Randy Williamson and built by Dewey-Noller Builders in 2000, the home offers approximately 4,055 square feet of living space. There are four bedrooms, four full baths, and one-half bath across two levels, with the primary suite privately situated on the second floor. Your guests will each enjoy en-suite bathrooms on the main level. The newly replaced elevator provides convenient access between floors. Designed to take full advantage of its waterfront setting, the interior features soaring ceilings, expansive walls of glass, and an open floor plan that captures wide water views and abundant natural light. Oak wood flooring, crown molding, and a gas fireplace add warmth and architectural interest throughout the main living areas. The 165 feet of sea-walled deepwater bayou frontage offers the perfect location to dock a larger vessel. The kitchen is well equipped with stone countertops, two stainless steel sinks, Sub-Zero refrigeration and wine storage, and custom backsplash details, opening seamlessly to adjacent living and dining spaces. Multiple sliding doors lead to the screened lanai and patios, creating an easy connection between indoor and outdoor living. Outdoor areas are oriented to the southwest, providing excellent light throughout the day along with colorful sunrise and sunset views. The new pool and spa are heated, and are surrounded by a combination of lanai, deck, and landscaped outdoor spaces. An irrigation system supports mature tropical plantings throughout the property. The upper-level primary suite offers a private retreat with access to a waterfront balcony, a sitting area, and an office. Here you have stunning Gasparilla Inn golf course and harbor views. The en-suite bath includes dual vanities, a soaking tub, a double-entry shower, custom cabinetry, tumbled tile flooring, and an enclosed outdoor shower. Additional features include a newly installed raised-seam metal roof, hurricane shutters, central air conditioning, and a private dock with a 5,000-pound boat lift.
Listing Agent: Angela Steffan (941-855-1277)
260 GILCHRIST AVE, BOCA GRANDE, FL 33921
$4,950,000106 Days on yellowkey MLS ID: D6146072
REDUCED by $800,000 (13.9%) on 05/06/2026
Bed: 7 Bath: 4.0 Liv Area Sq Ft: 3902 Built: 1925 Tax: $10,992 (2025)Community: Boca GrandeSingle Family
Taxes:$10,992
Remarks: Offered for the first time since 1962, 260 Gilchrist Avenue presents a rare opportunity to acquire a true Boca Grande legacy estate, defined by provenance, architectural presence, and the enduring romance of Old Florida. Built in 1925 and thoughtfully stewarded for generations, this storied residence reflects a time when homes were crafted with intention, scale, and permanence. Sited on an exceptional 100' x 150' in-town parcel, the property is ideally positioned in downtown Boca Grande, just moments from the Village, beaches, dining, and boutiques, yet remarkably private, with a sense of prominence befitting its lineage. The home spans over 3,900 square feet under air, offering seven bedrooms and four bathrooms, with gracious proportions designed for multigenerational living and extended coastal stays. Vaulted ceilings lend volume and elegance, while two original fireplaces anchor the interiors with warmth and authenticity. Original wood floors remain intact, and the home’s cypress walls speak to the craftsmanship and character of an earlier era. A newly completed kitchen introduces a refined modern counterpoint, thoughtfully executed to meet today’s standards for daily living and entertaining while remaining respectful of the home’s historic architectural character. Recent improvements include new HVAC, electrical, and plumbing systems, delivering modern reliability while preserving the home’s timeless soul. A driveway permit is already in place, and the estate is accompanied by a current certified survey. A dedicated local historic specialist has also been engaged to outline the full architectural potential of this exceptional property. Rarely does a Gilchrist Avenue residence of this scale, significance, and authenticity come to market. 260 Gilchrist Avenue is a once-in-a-generation offering rich in history, exceptional in presence, and ideally positioned for thoughtful restoration or inspired reimagination. A true Boca Grande heritage estate, ready for its next distinguished chapter.
Listing Agent: Jamie Curry (941-716-1018)
1636 TREASURE LN, BOCA GRANDE, FL 33921
$8,750,000207 Days on yellowkey MLS ID: D6144517
0 Days Off yellowkey (back on 5/5/2026)
Bed: 4 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 4540 Built: 1992Monthly Fee: $208 Tax: $75,574 (2025)Community: Boca Grande IslesSpa: YesSingle Family
Taxes:$75,574
Remarks: Under contract-accepting backup offers. Experience the pinnacle of coastal luxury in this waterfront estate home located in the exclusive, gated Boca Grande Isles neighborhood. Offering four bedrooms, five and a half baths, and 4,540 square feet of refined living space, this residence blends tasteful design with premier craftsmanship. Extensively renovated in 2018, with a meticulous two year transformation, the home lives like new while maintaining timeless architectural character. Enhanced with Hurricane Impact windows and sliding glass doors, Ipe decking, and cement board siding, the property offers both beauty and peace of mind, with materials selected for durability, resilience, and low-maintenance. Designed for both day to day living and effortless entertaining, the home showcases an open concept kitchen, dining, and living area with sweeping waterfront vistas. The gourmet kitchen includes high end appliances, generous counter space, and a large walk-in pantry, perfect for the culinary enthusiast. The thoughtful interior layout ensures exceptional owner privacy, even when hosting guests. The expansive Primary suite serves as a serene retreat, featuring breathtaking sunrise views over Charlotte Harbor. Each oversized guest bedroom includes its own ensuite bath, providing both comfort and luxury for family and friends. A spacious bonus room with a wet bar and full bathroom offers remarkable flexibility and can easily transform into a fifth bedroom, office, media or fitness room. The outdoor living space emulates the interior space with an infinity edge pool, elevated decks for uninterrupted water views and multiple lounging areas for relaxing. Additional features include a large two car garage designed to accommodate vehicles and a golf cart, complete with a sizable storage closet for fishing and beach gear. Located just a short golf cart ride from the charming Boca Grande Village, you will enjoy convenient access to boutique shopping and acclaimed restaurants. The island’s beautiful sandy beaches are also just moments away, completing the quintessential Boca Grande lifestyle. From the refined interior to peaceful water views and unbeatable proximity to island amenities, this estate offers an extraordinary opportunity to own a premier home on Boca Grande.
Listing Agent: Kristin O'Connor (941-457-9553)
6040 BOCA GRANDE CSWY #5, BOCA GRANDE, FL 33921
$200,000310 Days on yellowkey MLS ID: D6143184
Bed: Bath: 0.0 Liv Area Sq Ft: 330 Built: 2012 Tax: $2,423 (2024)Community: Boca Grande North Marina BoatDock-Rackominium
Taxes:$2,423
Remarks: Lowest priced Boca Grande North slip w/ 10,000 lb lift. | Direct Gulf access | No fixed bridges | Fits ~26-27 ft | Rentable. Enjoy direct Gulf access with no fixed bridges and deep water, ideal for serious boaters. Accommodates approximately 26-27 ft vessel (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. 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 without the need for additional improvements. Easy to show.
Listing Agent: Nancy Hyde (941-539-9616)
1669 JOSE GASPAR DR, BOCA GRANDE, FL 33921
$7,500,00036 Days on yellowkey MLS ID: D6147162
Bed: 5 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 4475 Built: 2001Monthly Fee: $208 Tax: $77,571 (2025)Community: Boca Grande IslesSpa: NoSingle Family
Taxes:$77,571
Remarks: Located in the Beautiful Boca Grande Isles, 1669 Jose Gaspar Drive is a striking example of Bermuda-style architecture, seamlessly blending timeless elegance with relaxed coastal living. Constructed of solid concrete with a durable concrete tile roof, the home features a classic stucco exterior and signature stepped rooflines—designed for both aesthetic appeal and resilience—capturing the essence of refined island design. Inside, light-filled interiors create an airy, sophisticated atmosphere. Expansive living spaces flow effortlessly, offering the perfect setting for both entertaining and everyday comfort. Thoughtful architectural details and curated finishes evoke understated luxury, while French doors and large windows and open layouts invite in natural light and gentle harbor breezes. Spanning approximately 4,500 square feet, the home features a gourmet kitchen complete with a sitting and casual dining area, along with a spacious great room anchored by a stunning shell stone fireplace—ideal for gatherings. The residence includes five bedrooms and six and a half baths, many with serene harbor views. An unfinished bonus room above the garage provides flexibility for a home office, studio, or additional bedroom. Outdoors, a beautifully elevated pool and patio create a private oasis, perfectly complementing the home’s stately presence within the Boca Grande Isles. Surrounded by lush tropical landscaping and some of the island’s finest fishing, the property offers a private retreat just moments from Boca Grande’s pristine beaches, charming village center, and scenic bike paths. This exceptional Bermuda-style residence embodies coastal sophistication and island luxury—an outstanding opportunity to experience the beauty and serenity of Boca Grande living.
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