Location: Boca Grande, 33921
Do Not Show Listings
340 PALM AVE, BOCA GRANDE, FL 33921
$3,295,00034 Days on yellowkey MLS ID: TB8502017
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1080 Built: 1906 Tax: $18,178 (2025)Community: Betton Hill Add 12Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$18,178
Elementary School: The Island School
High School: Lemon Bay High
Tax Year: 2025
Middle School: L.A. Ainger Middle
Remarks: Nestled in the heart of Boca Grande’s coveted “Historic District”, this enchanting two-bedroom, two-bathroom, plus bunkroom Palm Cottage built in 1906 has been thoughtfully reimagined with refined designer finishes and modern conveniences throughout. As you walk up to the property you are greeted by lush tropical landscaping, offering both privacy and vivacious natural beauty. Inside, the front sitting room and dining area is bathed in natural light, creating an inviting space equally suited for tranquil mornings or intimate gatherings with family and friends. At the center of the home, the living room and kitchen blend effortless comfort with understated sophistication. An open-concept design is enhanced by custom built-ins, a charming reading nook, and a generous central cooking island – ideal for entertaining. Overhead, a beautifully crafted tongue-and-groove stained wood ceiling adds warmth and architectural character. The primary suite serves as a serene retreat, complete with a spacious walk-in closet and a spa-inspired en-suite bath featuring a beautifully appointed shower. French doors open directly to the rear porch, inviting seamless indoor-outdoor living. The backyard presents a rare opportunity to curate your own private oasis, with ample space to envision a pool, pavilion, or thoughtfully designed entertaining terrace. This exceptional cottage captures the essence of Boca Grande living – timeless, relaxed, and effortlessly elegant. Both an addition and pool/spa have been professionally designed for the Property. The Cottage is Rental Ready and has excellent rental history! Schedule your private showing today and experience this Cozy Cottage firsthand.
Listing is courtesy of: KELLER WILLIAMS TAMPA CENTRAL (813-865-0700)
Listing Agent: Robert Melvin (941-380-8891)
1000 E RAILROAD AVE, BOCA GRANDE, FL 33921
$8,995,000162 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
Tax Year: 2024
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)
350 GILCHRIST AVE, BOCA GRANDE, FL 33921
$4,975,000358 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
208 HARBOR DR, BOCA GRANDE, FL 33921
$7,295,000202 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
$4,750,00030 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 is courtesy of: GULF TO BAY SOTHEBY'S INTERNAT (941-964-0115)
Listing Agent: Jeff Moore (941-855-0737)
5820 GASPARILLA RD #SLIP #49, BOCA GRANDE, FL 33921
$250,000752 Days on yellowkey MLS ID: D6136370
Bed: Bath: 0.0 Built: 1981Community: Gulf Shores NorthSpa: NoDock-Rackominium
Taxes:$0
Elementary School: None
High School: None
Middle School: None
Remarks: 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.
Listing is courtesy of: PARADISE EXCLUSIVE INC (941-698-0303)
Listing Agent: Lore Mooren (941-391-0593)
786 BEACH VIEW DR, BOCA GRANDE, FL 33921
$2,500,00016 Days on yellowkey MLS ID: C7526064
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1853 Built: 1995Monthly Fee: $438 Tax: $22,796 (2025)Community: Beach View At Boca Bay Ph 02Townhouse
Taxes:$22,796
High School: Mariner High School
Middle School: Mariner Middle School
Remarks: Rare coastal luxury with sweeping Gulf views in the exclusive Boca Bay community. Welcome to an exceptional opportunity to own a recently remodeled 3 bedroom, 3 bathroom, 2 car garage Kentia townhome in the highly sought-after Boca Bay community of Boca Grande. Perfectly situated on a premier lot overlooking the Gulf, this residence offers a refined blend of sophistication, privacy, and effortless coastal living within one of Southwest Florida’s most prestigious waterfront enclaves. The home has been thoughtfully updated to the highest standards, featuring a new metal roof and hurricane impact windows for both peace of mind and modern elegance. Inside, a beautifully reimagined interior showcases a crisp, clean, and light-filled design, with curated finishes that create a timeless yet relaxed coastal aesthetic. Expansive windows and multiple outdoor living spaces invite in natural light while framing stunning water views from nearly every vantage point. The spacious main living area transitions seamlessly to the large screened lanai, where gentle Gulf breezes and panoramic sunsets set the tone for everyday living, and with its desirable western exposure, you can enjoy breathtaking sunsets over the Gulf of Mexico from your private balcony. The primary suite serves as a tranquil retreat, offering a generous bedroom, serene waterfront ambiance, and a spa-inspired ensuite bath designed for ultimate comfort. On the lower level, a versatile bonus space provides exceptional flexibility—ideal for hosting guests, creating a private office, or designing a media or lounge area tailored to your lifestyle. Ideally located within close walking distance to the Boca Bay Clubhouse, this residence offers convenient access to world-class amenities while maintaining a sense of quiet exclusivity. Beyond the residence itself, Boca Bay offers an exceptional lifestyle experience, including access to private boat slips available by reservation, tennis and pickleball courts, and three distinct swimming pools, including the North Bay lap pool, the South Village pool located beside the fishing pier, and the Beach Club pool with direct Gulf access. Additional amenities include a private fishing pier, multiple clubhouses, and access to the exclusive Boca Bay Pass Club, a members-only facility offering elevated dining, a state-of-the-art fitness center, and premier tennis facilities. 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. This is more than a home—it’s a rare opportunity to experience refined waterfront living. Schedule your private showing today and discover the beauty and distinction of Boca Bay.
Listing is courtesy of: GRANT TEAM REAL ESTATE, LLC (941-205-8481)
Listing Agent: Christopher Grant (941-205-8481)
760 E RAILROAD AVE, BOCA GRANDE, FL 33921
$5,450,000145 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
$8,500,000166 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)
160 1ST ST E, BOCA GRANDE, FL 33921
$4,275,000160 Days on yellowkey MLS ID: D6145289
REDUCED by $225,000 (5.0%) on 05/11/2026
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 4039 Built: 2003 Tax: $22,368 (2025)Community: Acreage & UnrecSingle Family
Taxes:$22,368
Remarks: Custom-built by renowned McHugh Porter Builders and thoughtfully designed by historic preservation architect Henry Browne, this exceptional 4-bedroom, 4.5-bath waterfront residence blends timeless coastal architecture with modern comfort in the heart of Boca Grande’s historic district. Perfectly positioned on a no-bridge boating canal, the home offers direct water access and an effortless island lifestyle. Inside, warm yellow pine floors, soaring cathedral ceilings with exposed beams, and abundant natural light create an inviting yet refined atmosphere. The open-concept kitchen flows seamlessly into spacious living and dining areas, while an expansive waterfront porch provides the ideal setting for entertaining or enjoying tranquil canal views. The first floor features a luxurious primary suite and private guest suite for convenient single-level living. In 2011, the home was thoughtfully expanded to include two additional guest bedrooms and a generous loft-style family room with a full bath, offering flexible space for family and visitors alike. Exterior highlights include low-maintenance Xeriscape landscaping, durable Hardiplank siding, and a 2022 metal roof for lasting peace of mind. Completing the property is a private dock with a 10,000-pound boat lift, making this an outstanding opportunity for boating enthusiasts seeking historic charm, quality craftsmanship, and exceptional waterfront living in Boca Grande.
Listing is courtesy of: MICHAEL SAUNDERS & CO. - BOCA (941-964-2000)
Listing Agent: Carol Stewart (941-276-1162)
5700 GULF SHORES DR #B133, BOCA GRANDE, FL 33921
$998,500209 Days on yellowkey MLS ID: D6144565
2 Days Off yellowkey (back on 5/10/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1326 Built: 1980Monthly Fee: $1,550 Tax: $16,037 (2025)Community: Sea Oats Bldg BCondo
Taxes:$16,037
Remarks: Under contract-accepting backup offers. Set along one of Boca Grande’s most inviting stretches of shoreline, this beautifully updated first-floor residence offers an effortless blend of coastal charm, comfort, and island ease. Ideally located in the center of Building 3, the two-bedroom, two-bathroom condominium enjoys tranquil views of the lush tropical courtyard, the resort-style pool, and the shimmering Gulf beyond. Inside, natural light and a soft coastal palette create a calm, welcoming atmosphere. The open layout connects the tastefully updated kitchen with the living and dining areas, making the home equally suited for relaxing evenings or casual gatherings. Just off the kitchen, a flexible bonus nook provides room for an additional sleeping space or a comfortable home office. Impact-rated sliding glass doors lead to a generous screened lanai—perfect for enjoying Gulf breezes, morning coffee, and sunset skies. The primary suite is a peaceful retreat with direct lanai access and a thoughtfully refreshed bath. A well-appointed guest suite offers comfort and privacy for visiting family and friends. Additional conveniences include under-building parking, elevator access, and a private storage closet ideal for beach gear, bikes, and fishing rods. Sea Oats is a gated beachfront community known for its quiet setting, beautifully maintained grounds, and resort-style amenities, including a heated pool and spa, outdoor grilling areas, tennis courts, and direct beach access. Recent community enhancements—including new roofs, updated exterior finishes, and completed milestone structural inspections—provide both confidence and peace of mind.
Listing is courtesy of: BOCA GRANDE REAL ESTATE, INC. (941-964-0338)
Listing Agent: Randy Wojcik (941-204-0015)
1627 GASPAR DR S, BOCA GRANDE, FL 33921
$5,300,00090 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
$3,900,000200 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 Agent: Ralph Dilena, Jr. (941-380-0878)
362 BAILY ST, BOCA GRANDE, FL 33921
$2,495,00020 Days on yellowkey MLS ID: D6147419
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1989 Tax: $6,006 (2025)Community: Golden BeachSpa: NoSingle Family
Taxes:$6,006
Remarks: This Single-Family 3-bedroom, 2-bathroom single-family home delivers exceptional value just steps from the Gulf’s pristine beaches and unforgettable sunsets just south of the village. Situated on a spacious and secluded 100’ x 153’ lot, the property is surrounded by native landscaping, offering true privacy and tranquility. Features include a Chicago brick paver driveway, propane fireplace, dumbwaiter, and a screened lanai, ideal for relaxation and entertaining. Updates include a new A/C system (July 2025), and a newer Roof (2022), Impact Windows in (2011), making this home ready for immediate enjoyment with room to personalize and expand. Tour the island by golf cart, take peaceful walks, and enjoy nearby access to the Johann Fust Library, shops, and dining. Whether you're seeking a quiet retreat or future potential, this is one of Boca Grande’s best single-family values, private, charming, and full of opportunity.
5856 GASPARILLA RD #M31, BOCA GRANDE, FL 33921
$1,195,000823 Days on yellowkey MLS ID: D6135181
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1065 Built: 2007 Tax: $12,423 (2023)Community: Marina Village Ph 02Condo
Taxes:$12,423
Remarks: No damage from Hurricane Milton! Exquisitely furnished 2 bedroom 2 bath condominium overlooking Charlotte Harbor. This property affords views of dolphins, manatees and many flora and fauna. The sunrises are spectacular creating a blessed feeling for another beautiful day in paradise. The lakes to the west and the glorious sunsets are an added bonus to a beautiful location. The Boca Grande Club is an amenity rich community with several pools, beach side tiki bar, private beach access, world class dining, 8 Har-Tru tennis courts and state of the art fitness center. There's no place like home.
Listing Agent: Janie Vaughan (941-855-9234)
5850 GASPARILLA RD #M1&3, BOCA GRANDE, FL 33921
$1,700,000766 Days on yellowkey MLS ID: D6136229
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1568 Built: 1981 Tax: $17,488 (2023)Community: Marina Village Ph 01Condo
Taxes:$17,488
Remarks: 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.
894 HILL TIDE LN, BOCA GRANDE, FL 33921
$16,850,000838 Days on yellowkey MLS ID: D6134942
Bed: 6 Bath: 7.5 Gar: 3 Liv Area Sq Ft: 8100 Built: 2025Monthly Fee: $1,583 Tax: $41,468 (2023)Community: Hill Tide EstatesSpa: YesSingle Family
Taxes:$41,468
Remarks: Brand New Construction Now Complete***Quite possibly the most unique waterfront location ever offered for sale in Southwest Florida! Sunrises and Sunsets will be enjoyed here in the winter months together with 180 degrees of Gulf to Bay cerulean waterscape, pristine beaches, nostalgic lighthouse view, and the Historic Boca Grande Pass – AKA ‘The Tarpon Capital of the World’! This exquisite BCB Homes custom built estate offers 8,100 square feet of living space and nearly 3,000 square feet of additional outdoor & garage accommodations. The generous floor plan headlines two magnificent Master / VIP mega suites which is a must see even for the most selective Buyer along with three additional luxurious bedroom ensuites, and a bonus room with full bath that could serve as the sixth guest quarters. In addition, the home showcases a waterfront club room for entertaining, an elegant dining room with decorative ceiling details, and the captivating Sea Watch lounge on second level overlooking the heart of Boca Grande Pass. The well appointed kitchen and family room combination will certainly be a popular gathering place offering panoramic water views and convenient access to the outdoor lanai, pool / spa, and waterfront garden. There is also a spacious den conveniently located off the main entry with a picturesque window overlooking the front garden. The interior finishes were thoughtfully selected by owner to ensure the highest of quality. Ruffino custom Maple cabinetry will be presented in nearly every room together with walnut engineered flooring, meticulously hand crafted cypress and poplar wood finished 12 foot + ceilings, Pompeii quartz & quartzite countertops, and hand laid Walker Zanger tile & stone flooring. Other interior selections will include Sub Zero & Wolf appliances, Lutron lighting control / audio surround, and a custom elevator cabin servicing all floors. The outdoor space is exceptional offering 184 feet of water fronting beachscape and direct access to the inclusive East Beach and Pier. Enjoy entertaining and cooking out in your well equipped outdoor kitchen poolside with convenient remote control shutters and bug screens for added protection against all elements. Exterior construction is just as impressive with storm security being the focal point. The all concrete block structure is fortified with Anderson 400 hurricane rated windows and doors together with a hand etched concrete stucco finish for superior strength and durability. Other exterior construction upgrades include remote hurricane rated shutters, Englert standing seam metal roof, and Clopay hurricane rated garage doors. Multiple outdoor terraces will enhance the exterior profile combined with custom decorative shutters, and the prominent Cupola representing the Architects vision of elegance. All current selections and finishes will be available upon serious inquiries. Hill Tide Estates is majestically positioned along the shores of Boca Grande Pass, Charlotte Harbor, and the Gulf of Mexico. The Gated Community features a private tiered beach, and a unique private fishing / observation pier exclusive for the 19 homeowners.***The photos containing furniture have been virtually staged for visual demonstration.
Listing Agent: Heath Seckel (863-207-2586)
1601 JEAN LAFITTE DR, BOCA GRANDE, FL 33921
$6,295,000117 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)
760 SEABOARD LINE LN, BOCA GRANDE, FL 33921
$1,985,00024 Days on yellowkey MLS ID: D6147348
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1910 Built: 1998Monthly Fee: $438 Tax: $9,400 (2025)Community: Beach View At Boca Bay Ph 03ATownhouse
Taxes:$9,400
Remarks: Welcome to 760 Seaboard Line Lane, an exceptional lakeside residence nestled within Boca Bay’s sought-after South Village neighborhood, where coastal living meets thoughtful upgrades and breathtaking water views. This beautifully maintained 3-bedroom, 3-bathroom townhome is perfectly positioned to capture tranquil lake vistas with glimpses stretching toward the Gulf. Inside, an airy and inviting floor plan is enhanced by soaring vaulted ceilings and abundant natural light, creating a relaxed yet refined living environment ideal for both everyday living and entertaining. Seamless indoor-outdoor living is at the heart of this property. A serene, lakeside screened porch offers the perfect setting for morning coffee or evening relaxation, while the newly rebuilt waterside sundeck—complete with durable composite decking—delivers a stunning vantage point for enjoying sweeping lake views and partial Gulf views. Recent upgrades provide both style and security, including a 2023 metal roof and full opening protection with a combination of electric roll-down shutters and impact glass, delivering convenience and confidence year-round. Additional highlights include a private garage and lakeside patio, generous guest accommodations, and a setting that embraces Boca Grande’s signature coastal lifestyle. As a resident of Boca Bay, enjoy access to an array of premier amenities, including a private beach club, multiple swimming pools, tennis and pickleball courts, a fitness center, fishing pier, and the renowned Boca Bay Pass Club—offering dining and social experiences just moments from your door.
260 GILCHRIST AVE, BOCA GRANDE, FL 33921
$4,950,000107 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)
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