Location: Boca Grande
Do Not Show Listings
1671 JOSE GASPAR DR, BOCA GRANDE, FL 33921
$3,995,00028 Days on yellowkey MLS ID: D6146862
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. Storm-resistant doors and 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)
312 BAILY ST, BOCA GRANDE, FL 33921
$3,250,0001 Day on yellowkey MLS ID: D6147192
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2572 Built: 2003 Tax: $38,895 (2025)Community: Golden BeachSingle Family
Taxes:$38,895
Remarks: Welcome to 312 Baily St — a charming 3-bedroom, 3-bath home in the Golden Beach neighborhood on the south end of Boca Grande, just one block from the Gulf of Mexico. Built in 2003, this custom 2,572 sq ft home offers an open floor plan with a third-level bonus room featuring expansive island views. Inside, vaulted ceilings, hardwood floors, oversized windows, and a skylight bring in natural light throughout, with a tucked-away reading nook for relaxed afternoons. The kitchen offers a gas cooktop, ample counter space, and a breakfast bar for casual meals and gathering. The primary suite includes a private deck, office space, and a spacious bath with soaking tub, walk-in shower, and double sinks. A large screened porch overlooks the oversized, beautifully landscaped lot, offering a private, quiet setting. A three-car garage provides ample space for vehicles, golf carts, storage, and beach gear, so parking is never a concern. This property boasts concrete block construction at the ground level, along with an elevated structure, Hardiplank siding, and a metal roof for lasting durability. Close to the beach, the village of Boca Grande, the lighthouse, and the Gasparilla Inn & Club, the property’s location makes it easy to enjoy everything the island has to offer. Nearby amenities include pickleball and tennis courts, a local farmers market, and a dog park. Comfortable coastal living in one of Boca Grande’s most desirable neighborhoods. Don’t miss your chance to call Boca Grande home.
Listing is courtesy of: GULF TO BAY SOTHEBY'S INTERNAT (941-964-0115)
Listing Agent: Angela Steffan (941-855-1277)
6030 BOCA GRANDE CSWY #B21, BOCA GRANDE, FL 33921
$1,375,0001 Day 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)
10009 GASPARILLA PASS BLVD, BOCA GRANDE, FL 33921
$4,850,000206 Days on yellowkey MLS ID: D6144126
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2915 Built: 2025Monthly Fee: $52 Tax: $12,042 (2024)Community: Gulf Shores North 04Spa: YesSingle Family
Taxes:$12,042
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Luxury New Construction Home on Boca Grande Island Welcome to island luxury redefined on Boca Grande, one of Florida’s most exclusive barrier islands, where timeless elegance meets relaxed coastal living. This new custom home on Boca Grande Island showcases exceptional craftsmanship, designer finishes, and modern coastal architecture—offering the ultimate private retreat in this highly sought-after Gulf Coast destination. Built to the latest Florida storm codes, the home features impact-rated windows and doors, providing peace of mind and long-term durability. The thoughtfully designed floor plan includes 3 spacious bedrooms plus a private office (or optional 4th bedroom) and 4.5 luxury baths, offering flexibility, comfort, and privacy for owners and guests alike. At the heart of the home, the gourmet chef’s kitchen is equipped with top-of-the-line Thermador appliances, custom cabinetry, and premium countertops, ideal for entertaining or intimate island gatherings. Additional highlights include a private elevator, resort-style pool and spa, and expansive outdoor living areas surrounded by lush tropical landscaping, creating a true Boca Grande island oasis. Every detail reflects refined coastal living, from rich architectural elements to high-end finishes throughout. Enjoy the Boca Grande lifestyle, where golf carts and bicycles are the preferred mode of transportation. Cruise to pristine Gulf beaches, historic Boca Grande Village, boutique shopping, and renowned waterfront dining just moments away. This exceptional property offers a rare opportunity to own a new construction luxury home on Boca Grande, perfect as a primary residence, seasonal retreat, or legacy island home. More than a residence, this is an invitation to experience the unmatched charm, sophistication, and serenity of Boca Grande island living.
Listing is courtesy of: PARSLEY BALDWIN REAL ESTATE (941-964-2700)
Listing Agent: Olivia Jones (941-456-1281)
460 GULF BLVD #4, BOCA GRANDE, FL 33921
$2,800,000189 Days on yellowkey MLS ID: TB8437810
REDUCED by $195,000 (6.5%) on 04/29/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1131 Built: 1978Monthly Fee: $242 Tax: $20,143 (2024)Community: Gulf DunesTownhouse
Taxes:$20,143
Remarks: Spectacular Southern exposure corner beach front villa that has been impeccably rebuilt featuring expanded, incredible, open beachfront sunning deck maximizing the Gulf of America sunset views! The main level includes an open and spacious living room, dining area, and all new stainless GE appliances, custom wood cabinetry and beautiful Marble countertops throughout the home. Meticulously crafted wood finishes, plank tile, maintenance free floors throughout, looks exactly like wood. Additional features include; refined wood staircase, cable railing, custom lighting, subway tile backsplash and much more! Gulfside screened porch out to the newly added spacious open deck on the beach! The Southern exposure and Westerly Sunsets are breathtaking. Top floor is comprised of the guest ensuite bedroom and bath, Gulfside Master ensuite bedroom and bath...complete with screened porch and floating Teak deck. The ground level, out of the sun patio features a fully enclosed outdoor shower, all leading to the pristine beach. The newer enclosed garage is air conditioned and offers back of the enclosed space french doors for south side access for the golf cart and a Hurricane Rated garage door for your SUV. The revamped exterior features; 2021 metal roof, impact glass throughout, Trex decking with soffits, trim and composite siding. HOA approved plans to add an ensuite bedroom with modified entry. Excellent rental history if desired. A complete, like new, beautiful Townhome...come and visit this almost completely rebuilt - only 10 home - beachfront development!
Listing is courtesy of: KELLER WILLIAMS TAMPA CENTRAL (813-865-0700)
Listing Agent: Robert Melvin (941-380-8891)
5000 GASPARILLA RD #BC306, BOCA GRANDE, FL 33921
$1,150,00022 Days on yellowkey MLS ID: D6146747
Bed: 1 Bath: 2.0 Liv Area Sq Ft: 828 Built: 1984 Tax: $13,139 (2025)Community: Beach Chalet Bld GSpa: YesCondo
Taxes:$13,139
Elementary School: Vineland Elementary
Remarks: Experience effortless coastal living in this beautifully appointed one bedroom, two bath condo, perfectly positioned on the desirable 3rd floor with sweeping Gulf of Mexico views. Offered fully furnished, including a built in queen Murphy bed for guest, and ready for immediate enjoyment or rental income potential. Located within the exclusive Boca Grande Club, residents enjoy an array of resort style amenities, including three sparkling pools, a gulf front private restaurant, a lively tiki bar, a state-of-the-art fitness center, and eight Har-Tru tennis courts. A premier tennis program with professional instruction, along with on site rental management and housekeeping services, ensures both convenience and exceptional lifestyle appeal. Just a short golf cart ride away, you’ll find the charming Village of Boca Grande, offering boutique shopping, dining, and Old Florida charm. Whether you’re seeking a serene getaway or a smart investment opportunity, this exceptional beachfront condominium delivers the best of both worlds. Membership fees apply for ownership. Please inquire for cost.
Listing Agent: Kristin O'Connor (941-457-9553)
5020 GROUPER HOLE CT, BOCA GRANDE, FL 33921
$4,675,00085 Days on yellowkey MLS ID: D6145898
Bed: 3 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 2951 Built: 2002 Tax: $71,279 (2025)Community: East Shore AcresSpa: NoSingle Family
Taxes:$71,279
Remarks: Located on Gasparilla Island beyond a private driveway, this one-of-a-kind retreat spans generous acreage and captures panoramic bay and coastal water views. Positioned on 1.88 acres and framed by native landscaping, the serene setting feels worlds away, yet remains just minutes from the charm of Boca Grande village. Spanning 2,951 square feet of refined living space with a total footprint of 6,287 square feet, the residence features three bedrooms plus a study or bonus room that can easily serve as a fourth bedroom, along with three-and-a-half baths. An interior elevator services all floors, ensuring effortless access throughout. The interiors reflect a sophisticated coastal aesthetic, highlighted by light-colored hardwood floors and thoughtfully designed living spaces. The study features a wet bar, opens to an exterior porch, and offers a perfect spot for stargazing, while the upstairs primary suite enjoys its own private porch—both providing sweeping Bay views and front-row seats to abundant wildlife, including osprey, pelicans, and egrets. An expansive porch running the length of the home invites morning coffee with sunrises over the water and evenings bathed in soft sunset hues. Electric hurricane shutters provide peace of mind, while the three-car, climate-controlled garage plus dedicated golf cart space adds everyday convenience. Leisurely bike rides or golf cart trips along the paved path lead directly into the village of Boca Grande, known for exceptional dining, unique shopping, world-class fishing, and outstanding boating. Properties of this size, setting, and water-view presence are exceptionally rare on the island, making this a truly special opportunity.
Listing Agent: Kathleen Turner (941-234-7643)
201 WHEELER RD, BOCA GRANDE, FL 33921
$3,800,00016 Days on yellowkey MLS ID: D6147021
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1508 Built: 1963 Tax: $22,585 (2025)Community: Wheeler SubdivisionHalf Duplex
Taxes:$22,585
Remarks: Exceptional redevelopment opportunity in one of Boca Grande’s most iconic settings. This 0.39-acre parcel is uniquely positioned with a state-owned corridor along the north boundary, adds privacy, openness, and light. To the west, enjoy a stable Gulf view corridor and the prominent presence of the iconic Gasparilla Island Lighthouse, creating a rare combination of scenery and identity. The existing duplex provides immediate use or rental income while planning your future luxury build. Few properties offer this blend of conservation adjacency, view protection, and landmark proximity—a scarce offering for buyers seeking a signature Gulfside homesite in a legacy location.
815 S HARBOR DR, BOCA GRANDE, FL 33921
$1,795,000148 Days on yellowkey MLS ID: D6145050
1 Days Off yellowkey (back on 4/28/2026)
REDUCED by $80,000 (4.3%) on 04/20/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1910 Built: 2000Monthly Fee: $438 Tax: $9,506 (2025)Community: Beach View At Boca Bay Ph 06ATownhouse
Taxes:$9,506
Remarks: Under contract-accepting backup offers. Welcome to your serene lakeside retreat in Boca Bay’s South Village neighborhood. This 3-bedroom, 3-bathroom townhome offers stunning lake views, and an east-facing location that welcomes the warmth of the morning light. Step inside to discover a spacious design enhanced by vaulted ceilings, creating an airy and inviting living area. The enclosed main-floor porch extends your living space, offering a comfortable setting to enjoy peaceful lake views year-round. A flexible office area offers the perfect space for working remote. Upstairs, a private lakefront sundeck provides a quiet retreat to unwind and soak in the natural beauty of your surroundings. Designed for both comfort and resilience, this townhome features a combination of impact glass windows and hurricane panels for sliding glass doors, ensuring storm protection. The 2-car garage boasts a sleek epoxy floor, while an outdoor shower adds a touch of coastal charm—ideal for rinsing off after a day at the beach. As part of the esteemed Boca Bay community, you'll have access to a wealth of amenities, including a private beach club, fishing pier, multiple swimming pools, tennis and pickleball courts, a fitness center, and the world-class Boca Bay Pass Club—all just moments away.
Listing is courtesy of: BOCA GRANDE REAL ESTATE, INC. (941-964-0338)
Listing Agent: Randy Wojcik (941-204-0015)
340 PALM AVE, BOCA GRANDE, FL 33921
$3,295,0003 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
Taxes:$18,178
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.
641 BOCA BAY DR, BOCA GRANDE, FL 33921
$12,830,000139 Days on yellowkey MLS ID: D6145154
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4982 Built: 2000Monthly Fee: $429 Tax: $95,747 (2025)Community: Grande Bay At Boca BaySingle Family
Taxes:$95,747
Remarks: Welcome to one of Boca Bay’s most extraordinary residences—an architecturally stunning home in the exclusive, gated enclave of Grande Bay. Designed by acclaimed Sarasota firm, Seibert Architects, to capture the expansive views of Charlotte Harbor and the natural environment, it is perfectly positioned on the neighborhood’s most private homesite - the only site without a neighboring home to the North, being directly bordered by Boca Bay preservation land. Spanning 4,982 square feet, this one-of-a-kind residence is a masterclass in light, space, and elegance. Towering ceiling volumes on the main level create a grand, airy ambiance, while floor-to-ceiling windows along the entire North side frame uninterrupted vistas of Charlotte Harbor and Boca Grande’s bayside coastline. Internal spaces are organized around the central volume flowing freely from area to area. Nearly every room enjoys a water view, and the top living level offers a rare, sweeping panorama that stretches from the radiant sunrises of Charlotte Harbor to breathtaking sunsets over the Gulf to the west. French doors along the waterfront façade blur the boundary between indoors and out, drawing in the beauty of the harbor at every turn. A private deep-water dock extends into the harbor, offering an exceptional vantage point to take in wide-open bay views and direct access to boating, fishing, and waterborne adventures right from your backyard. The reimagined chef’s kitchen is both functional and sophisticated, outfitted with Sub-Zero refrigeration, Wolf double ovens, a Viking induction cooktop, and a custom-designed coffee bar, all set against bespoke cabinetry and refined finishes. Every detail reflects craftsmanship and intention: level 5 smooth-finish walls, impact-rated windows and doors, a Control4 whole-home automation system with integrated LED scene lighting, a private elevator servicing all three levels, and hurricane-rated roll-down Magnatrack screens. A powerful whole home Kohler generator ensures uninterrupted comfort and security. As part of Boca Bay, residents enjoy access to resort-style amenities including four pools, the newly renovated Pass Club, a private beach club, a bayside fishing pier, a fitness center, Har-Tru tennis courts, pickleball courts, and a vibrant social calendar. Impeccably maintained and thoughtfully updated throughout, this exceptional Grande Bay estate is a rare offering—an exquisite blend of privacy, design, and waterfront splendor in one of Boca Grande’s most coveted communities.
6040 BOCA GRANDE CSWY #A12, BOCA GRANDE, FL 33921
$1,145,000143 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!
Listing Agent: Maryjo Pigott (941-961-0630)
6040 BOCA GRANDE CSWY #5, BOCA GRANDE, FL 33921
$200,000280 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
$7,500,0006 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.
5000 GASPARILLA RD #BC203, BOCA GRANDE, FL 33921
$795,000169 Days on yellowkey MLS ID: D6144404
0 Days Off yellowkey (back on 4/27/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 750 Built: 1984 Tax: $11,320 (2025)Community: Beach ChaletSpa: YesCondo
Taxes:$11,320
Remarks: Enjoy brilliant sunsets and magnificent Gulf of Mexico views from this second floor beachfront condo. Offering one bedroom and one bathroom with endless gulf views from every room, and glass enclosed lanai for expanded living space. Fabulous location with elevator access within the Boca Grande Club, a private, gated, amenity filled community including gulf front dining, Tiki bar, 3 pools, 8 tennis courts and fitness center. Inquire for additional information regarding Membership Fees.
Listing is courtesy of: GULF TO BAY SOTHEBY'S INTERNATIONAL (941-964-0115)
5700 GULF SHORES DR #C143, BOCA GRANDE, FL 33921
$1,150,000178 Days on yellowkey MLS ID: D6144570
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1334 Built: 1979Monthly Fee: $1,408 Tax: $15,986 (2024)Community: Sea Oats Bldg CCondo
Taxes:$15,986
Remarks: Call Penny for Gate Code. Now's your chance to own a piece of paradise! Breathtaking, pool and GULF views from the extra large enclosed lanai! Renovated down to the studs in 2017 this 2 bed, 2 bath has a completely new layout! Kitchen has new appliances and elegant quartz countertops. Custom Starmark cabinetry with hidden hinges and flush inset doors along with Kohler and Brizo hardware are found both in the kitchen and baths. Primary has large walk-in shower. New light fixtures and recessed ceiling lights. Tile floor throughout looks like wood but durable and easy to clean! Plantation shutters and impact glass on windows and lanai doors. New electric, plumbing and HVAC. Not a detail was missed in this must see condominium! Unit includes a parking space, storage closet and use of golf cart lot. Resort - like amenities include a large heated swimming pool, lighted tennis courts, patios for BBQ's and elevators for easy access. Enjoy walks on Boca Grande's coveted white sandy shoreline, take a golf cart ( included in sale) to the nearby bike path and head downtown to enjoy the many restaurants and shopping or simply relax and watch the sunset from your lanai.
Listing Agent: Penny Oudheusden (203-550-3882)
585 BUTTONWOOD BAY DR, BOCA GRANDE, FL 33921
$5,500,00069 Days on yellowkey MLS ID: D6146165
0 Days Off yellowkey (back on 2/23/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2714 Built: 1995Monthly Fee: $252 Tax: $47,065 (2025)Community: South Bay SubSpa: NoSingle Family
Taxes:$47,065
Remarks: Under contract-accepting backup offers. Experience refined coastal living in this beautifully remodeled 3-bedroom, 3.5-bath waterfront residence with bonus space in the highly sought-after Boca Bay Buttonwood community. Perfectly positioned on large open water with private dockage, this exceptional home blends timeless design with comprehensive 2025 upgrades for true peace of mind. The exterior has been completely transformed with a new metal roof (2025), all-new Hardie siding and trim, hurricane-rated windows and sliding glass doors, and a hurricane-rated side garage door. Exterior lighting has been fully replaced, and the third-floor balcony was rebuilt following Hurricane Ian. The private dock has been significantly enhanced in 2025 with an additional 159 square feet, raised walk path (permitted), and electrical modifications to accommodate boat lifts—creating a premier waterfront setup. Inside, the home showcases new hardwood flooring throughout staircases, third-floor loft, and bedrooms, along with freshly painted walls and trim. Plantation shutters and four new motorized shades elevate both style and comfort. The main living area features a custom-built entertainment center designed to accommodate a 70-inch TV. The 2025 chef’s kitchen is a showpiece, offering new stainless-steel Thermador appliances including a 36” gas cooktop, refrigerator, and dishwasher, along with a 24” drawer microwave, wine cooler, Cortez countertops, tile backsplash, new faucets, and updated disposal. Both garages feature new epoxy floors and LED lighting, with a new mop sink in the north garage. Additional highlights include a Grundfos booster pump, certified backflow preventer, new Electrolux washer and dryer, and fully renovated bathrooms with Cortez countertops, new tile, updated fixtures, and dual vanities in the third-floor primary suite. An extraordinary opportunity to own a move-in-ready waterfront home in Boca Bay.
Listing Agent: Don Lutz (941-456-9614)
5858 GASPARILLA RD #39, BOCA GRANDE, FL 33921
$1,975,00083 Days on yellowkey MLS ID: D6145966
1 Days Off yellowkey (back on 4/23/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2779 Built: 1991 Tax: $1,122 (2025)Community: Marina Manor Boca GrandeCondo
Taxes:$1,122
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Marina Manor #39 REPRESENTS ONE OF THE VERY BEST WATERFRONT REAL ESTATE VALUES ON GASPARILLA ISLAND! This is a rare opportunity for refined, one-level condominium living within the Boca Grande Club, offering tranquil marina and bay views from a coveted waterside, first-floor location. Spanning 2,779 square feet, this spacious three-bedroom, three-bath residence combines generous proportions with thoughtful design and water views with the added convenience of a walkout directly to the waterfront. Elevator access delivers you directly into the unit, where the open-concept floor plan seamlessly connects the kitchen, dining, and living areas, creating an inviting space for both everyday living and entertaining. The kitchen is thoughtfully appointed with quartz countertops, stainless steel appliances, and ample cabinetry. The main living area is framed by expansive impact glass sliders that can be fully opened to welcome coastal breezes and enhance the indoor-outdoor living experience. Three generously sized bedrooms and three full bathrooms provide comfortable accommodations for owners and guests alike. Recent improvements include brand new flooring, new drywall, paint, and lighting. The residence also features full impact glass windows and doors throughout, and a detached private garage—recently upgraded with a new roof and new garage door, offering space for a car, golf cart, and additional storage, a rare and highly desirable feature on Boca Grande. The Marina Manor buildings are completely updated with new roofs, railings, concrete work, exterior paint, and refreshed landscaping, reflecting ongoing attention to overall building condition and long-term ownership confidence. The Marina-side neighborhood of the Boca Grande Club offers the added luxury of its own dedicated swimming pool, located just steps from the residence. Owners enjoy full access to the Boca Grande Club’s renowned amenities, including Gulf-front beach access, multiple swimming pools, tennis courts, a fitness center, and on-site dining. Marina Manor #39 delivers a compelling blend of privacy, convenience, and waterfront living within one of Boca Grande’s most desirable communities.
281 SEABREEZE CT, BOCA GRANDE, FL 33921
$2,400,00072 Days on yellowkey MLS ID: D6146199
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1504 Built: 1987 Tax: $6,045 (2025)Community: SeabreezeSingle Family
Taxes:$6,045
Remarks: REDUCED PRICE - Welcome to your private tropical retreat offering relaxed coastal living just minutes from convenient beach access. This residence captures the charm and style of Boca Grande without the premium price. Surrounded by lush palms and mature landscaping, the home features expansive outdoor living areas designed for year-round enjoyment. An oversized upper deck provides a serene setting for entertaining or unwinding, while the beautifully paved lower-level pool and spa area creates an additional private gathering space. Multiple outdoor options make this home ideal for hosting and embracing the Florida lifestyle. Inside, natural light fills the thoughtfully designed interior. Warm wood floors upstairs add character and comfort. The bathrooms have been tastefully updated with spa-inspired finishes, including frameless glass showers, stone accents, and a freestanding soaking tub. A spacious laundry area with cabinetry adds everyday convenience. This home appeals to buyers seeking the charm and style of Boca Grande without the premium price — offering comfort, flexibility, and exceptional outdoor living in a highly desirable location near the beach.
6021 BOCA GRANDE CSWY #G79, BOCA GRANDE, FL 33921
$1,100,000129 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)
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