Location: Boca Grande
Do Not Show Listings
1000 E RAILROAD AVE, BOCA GRANDE, FL 33921
$9,995,000137 Days on yellowkey MLS ID: D6145234
Bed: 5 Bath: 6.0 Liv Area Sq Ft: 6417 Built: 1975Community: Boca GrandeSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
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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.
Listing is courtesy of: PARSLEY BALDWIN REAL ESTATE (941-964-2700)
Listing Agent: Michelle Finley (941-204-4000)
9901 NE GASPARILLA PASS BLVD, BOCA GRANDE, FL 33921
$5,575,000 MLS ID: D6146380
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 4016 Built: 2025Community: Gulf Shores North 04Single Family
Remarks: One or more photo(s) has been 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.
Listing is courtesy of: GULF TO BAY SOTHEBY'S INTERNAT (941-964-0115)
Listing Agent: Jeff Moore (941-855-0737)
16271 N ISLAND CT, BOCA GRANDE, FL 33921
$8,999,000 MLS ID: D6140036
Bed: 3 Bath: 4.5 Liv Area Sq Ft: 3465 Built: 1999Community: Gulf Shores North 04Single Family
Remarks: Rare Opportunity: Exclusive Gulf-Front Estate on Boca Grande Nestled on the highly sought-after North end of Boca Grande, this extraordinary beachfront estate offers an unparalleled blend of privacy, exclusivity, and natural beauty. Spanning 1.26 acres with 127 feet of pristine Gulf frontage, this property is a rare gem in the luxury real estate market. With an expansive beach and no history of flooding during Florida’s recent hurricanes, it stands as a testament to exceptional craftsmanship and location. The residence boasts over 8,304 total square feet, including substantial storage space beneath the home, and was meticulously designed to maximize indoor-outdoor living. Featuring three oversized bedrooms, four full baths, and one half bath, the home provides a comfortable yet elegant retreat for hosting family and guests. High ceilings throughout enhance the sense of space and light, while breezeways, spacious open and screened porches, and inviting Gulf-front living areas bring the serene coastal environment into every corner of the home. A three-car garage and an expansive under-roof, screened-in game room provide versatility and endless possibilities. Whether enjoying the Gulf breeze from the spacious porches or entertaining in the bonus spaces, this property promises effortless luxury in every detail. The unparalleled privacy of the North end of Boca Grande, coupled with the expansive, serene beach, creates an idyllic escape for those seeking tranquility. Ready for its next owner’s personal touch, this well-built custom home is an extraordinary opportunity to create your dream beachfront sanctuary. Don’t miss your chance to own one of the few remaining over-acre Gulf-front estates on Boca Grande. Contact us today for a private showing of this timeless treasure.
Listing is courtesy of: BOCA GRANDE REAL ESTATE, INC. (941-964-0338)
Listing Agent: Heather Wolfe (813-240-6963)
16251 SUNSET PINES CIR, BOCA GRANDE, FL 33921
$3,295,000 MLS ID: D6144731
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3387 Built: 2000Community: Gulf Shores North 04Single Family
Remarks: This exceptional custom-built home located on over half an acre offers protected lake views, beach access, and a serene coastal lifestyle in Boca Grande, Florida. Step inside to find 3,387 sq. ft. of thoughtfully designed living space filled with natural light, featuring impact glass sliding glass doors/windows and gorgeous wood floors throughout the main living area. Built by Bowen Construction in 2000, this modified and expanded “Seawatch” design seamlessly blends elegant living with modern comforts. The spacious living and dining area features a gas fireplace, custom built-in shelving, and two sets of sliding glass doors leading to a screened, exterior deck, perfect for enjoying unobstructed, tranquil water views. The Chef’s kitchen boasts a walk-in butler’s pantry with wine refrigerator and the kitchen features a new Sub-Zero refrigerator, double ovens, granite countertops, white cabinetry, and an eat-in dining area overlooking the private swimming pool and lake. This home offers 3 bedrooms and bathrooms, with one bedroom currently used as a den and a whole-home propane powered generator. The entire top floor is dedicated to the primary suite featuring an expanded layout, private deck with modern, clear glass railings providing full lake views. There are two dedicated offices, ideal for those who work remotely. The abundant outdoor space features a custom designed saltwater swimming pool and there’s tremendous parking opportunities for those who like to entertain including a two-car garage, dedicated golf cart garage, and add’l “under trellis” parking outside. This residence is minutes away from the Coral Creek Golf Club and the Boca Grande Club. Gulf Shores North is a quiet residential neighborhood located on the north shore of Boca Grande where beach access is deeded exclusively to homeowners, ensuring a serene and private coastal experience far from the crowds of public beach access points. The reasonable $620/year Homeowner’s Association fee covers the lake maintenance, minimizing carrying costs all while living in an upscale, gorgeous neighborhood with buried utilities. Call us today for your private tour!
Listing Agent: Jamie Curry (941-716-1018)
17 SEAWATCH DR, BOCA GRANDE, FL 33921
$3,900,000 MLS ID: D6144740
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2644 Built: 1989Community: Seawatch Boca GrandeSingle Family
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 Agent: Ralph Dilena, Jr. (941-380-0878)
1600 JEAN LAFITTE DR, BOCA GRANDE, FL 33921
$8,500,000 MLS ID: D6145104
Bed: 5 Bath: 5.5 Liv Area Sq Ft: 4799 Built: 2011Community: Boca Grande IslesSingle Family
Remarks: 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)
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