Displaying: For Sale
Location: Boca Grande
Property Type(s): Single Family
Living Area Square Feet: 2500 to 2999
Do Not Show Listings
Boca Grande - 7 properties found
161 1ST ST E, BOCA GRANDE, FL 33921
$4,995,000169 Days on yellowkey MLS ID: D6145389
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2548 Built: 1983 Tax: $27,417 (2024)Community: Harbor Drive WaterwaysSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$27,417
Elementary School: The Island School
High School: Lemon Bay High
Tax Year: 2024
Middle School: L.A. Ainger Middle
Remarks: Discover this beautifully renovated cottage nestled in the Historic Village of Boca Grande, where old-world charm meets modern convenience. This 4-bedroom, 3-bathroom home spans 2,548 square feet and showcases thoughtful upgrades throughout, including a durable metal roof, Hardie plank siding, improved kitchens and bathrooms, and stunning wide plank wood flooring. The heart of the home features an open living area with custom wood ceilings, a cozy gas fireplace, a charming cupola that fills the space with natural light and flows to a large 335 sqft screened porch looking over the canal for true indoor-outdoor living. The primary bedroom and additional bedrooms provide comfortable accommodations, while an in-law suite with kitchenette on the lower level offers flexible living options. You will enjoy the lower-level outdoor living space from the shade of a covered porch or sunbathe around the custom in-ground heated pool and hot tub that create the perfect setting for relaxation. Your waterfront lifestyle includes an impressive 80-foot dock with a covered 20,000-pound boat lift on the Harbor Drive Waterways canal just steps from your back door. Practical amenities abound with dual garages equipped with electric vehicle charging stations, a golf cart charging station, and a convenient laundry room. The circular driveway features classic Chicago brick pavers, while mature landscaping and fencing complete the picturesque setting. Location is everything here – in minutes you can hop on your boat and be cruising Charlotte Harbor; or enjoy a short golf cart ride to the pristine Gulf beaches, charming shops and restaurants of Historic Boca Grande. The renowned Gasparilla Inn, exceptional golf courses, local marinas, and even Coral Creek private airport are all nearby, making this the perfect blend of peaceful retreat and convenient access to island attractions.
Listing is courtesy of: GULF TO BAY SOTHEBY'S INTERNAT (941-964-0115)
Listing Agent: Angela Steffan (941-855-1277)
5010 GROUPER HOLE CT, BOCA GRANDE, FL 33921
$3,975,000168 Days on yellowkey MLS ID: D6145351
REDUCED by $525,000 (11.7%) on 06/09/2026
Bed: 4 Bath: 2.5 Gar: 4 Liv Area Sq Ft: 2648 Built: 1986 Tax: $5,933 (2024)Community: East Shore AcresSingle Family
Taxes:$5,933
Elementary School: None
High School: None
Middle School: None
Remarks: Tucked away on a quiet cul-de-sac and set well back on a private shelled driveway, this elevated two-story residence offers a rare blend of acreage, privacy, and timeless Florida craftsmanship. The home’s welcoming entry is framed by two stately columns, creating an elegant sense of arrival. Situated on 1.7 acres private estate the property enjoys tranquil water views through the mangroves with partial views of Gasparilla Sound, offering a serene Old Florida setting. The location also provides close proximity to the Boca Grande Club, combining privacy with convenient access to island amenities. Built in 1986 by respected builder Dick Yusk, this four-bedroom, two-and-a-half-bath single-family home features a thoughtfully designed floor plan, including two primary bedrooms, ideal for multigenerational living or hosting guests. The great room is a standout, showcasing vaulted ceilings, tongue-and-groove oak hardwood flooring, beadboard detailing, and chair rail accents that create warmth and architectural character. Bedrooms are comfortably carpeted, while the bathrooms are finished with tile. The open kitchen is dramatic and light-filled, highlighted by a vaulted ceiling with atrium windows, tile flooring, and a breakfast bar that opens to the dining area—perfect for everyday living and entertaining. A versatile den provides additional flexibility and may be used as a home office, library, or sitting room. The outdoor setting embraces the property’s natural surroundings with mature landscaping, an irrigation system, and a peaceful, private atmosphere that complements the creekside location. An outdoor shower adds coastal practicality, while the expansive grounds offer ample opportunity to enjoy the outdoors or further customize the property to suit your lifestyle. The home is constructed with a HardiPlank Cement Siding, topped with a metal roof, and equipped with 175mph rated PGT hurricane windows for durability and peace of mind. Additional features include zoned 2.5-ton central air conditioning, an indoor laundry room, French door entry, and an inviting front porch. Completing the property is an oversized 24’ x 28’ detached two-car garage with workshop, ideal for storage, hobbies, or recreational equipment. The home is serviced by a private pre-treatment effluent pump. Public water and sewer is onsite. Furnishings are negotiable, offering a potential turnkey opportunity. This is a rare offering for those seeking privacy, acreage, and waterfront tranquility—where classic Florida architecture, natural beauty, and thoughtful design come together in a peaceful and sought-after setting.
Listing is courtesy of: MICHAEL SAUNDERS & CO. - BOCA (941-964-2000)
Listing Agent: Richard Hugger (941-270-2816)
5020 GROUPER HOLE CT, BOCA GRANDE, FL 33921
$4,675,000139 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
Tax Year: 2025
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)
160 SHEEPSHANK CT, BOCA GRANDE, FL 33921
$3,875,000120 Days on yellowkey MLS ID: D6146184
2 Days Off yellowkey (back on 5/22/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2663 Built: 1990Monthly Fee: $183 Tax: $15,123 (2025)Community: North Village SubSingle Family
Taxes:$15,123
Remarks: Perfectly situated in Boca Bay’s coveted North Village, this fully reimagined residence at 160 Sheepshank Ct offers 3 bedrooms, 4 baths, and 2,663 square feet of beautifully curated living space. Remodeled from top to bottom, the villa features an expanded gourmet kitchen with custom cabinetry, quartz countertops, a Wolf gas range, Sub-Zero refrigeration complemented by two separate built-in Sub-Zero refrigerator drawers, a wine cooler, and a Miele dishwasher. Bathrooms have been updated with modern selections, and generous walk-in closets are found throughout the home. High-end interior finishes include custom hand-painted wall finishes by a nationally recognized artist, solid wood flooring, Level 5 smooth drywall, impact-rated windows and doors, motorized window shades, and zoned Sonos audio. Extensive structural and mechanical upgrades include a standing-seam metal roof, composite decking, spray-foam insulation, a second-floor laundry chute, tankless hot water, an alarm system, a 22kW whole-house generator supported by a 500-gallon buried propane tank, and two Level 2 electric car chargers in separate locations. The two-car garage is outfitted with epoxy flooring and a dedicated mini-split HVAC system, and custom cabinets. Covered golf cart parking is located beside the home. On the waterside, a 512 sq. ft. porch—including a 190 sq. ft. screened lanai—captures ideal southern exposure and long, tranquil water views, perfect for morning coffee or effortless entertaining. Off the upstairs primary suite, a second private porch provides an additional outdoor retreat. Enjoy Boca Bay’s exceptional amenities, including North Village tennis and pickleball, community docks, and neighborhood pools. The Boca Bay Beach Club and Pass Club—offering dining, a fitness center, and a Har-Tru tennis complex—are just minutes away, along with Gulf beaches and the shops, restaurants, and historic charm of Boca Grande Village. Move-in ready and masterfully finished, this North Village home is a standout opportunity within Boca Bay.
Listing Agent: Carol Stewart (941-276-1162)
1627 GASPAR DR S, BOCA GRANDE, FL 33921
$5,300,000113 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.
Listing Agent: Jeff Moore (941-855-0737)
17 SEAWATCH DR, BOCA GRANDE, FL 33921
$3,900,000223 Days on yellowkey MLS ID: D6144740
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2644 Built: 1989Monthly Fee: $708 Tax: $46,627 (2025)Community: Seawatch Boca GrandeSpa: NoSingle Family
Taxes:$46,627
Remarks: The crown jewel of Boca Grande’s North Shore, this direct beachfront paradise offers rare privacy and timeless coastal elegance. Featuring 3 bedrooms and 3.5 baths—all ensuite—this retreat includes expansive living areas, a two-plus-car garage, and a beautifully appointed kitchen with stainless steel appliances, perfect for entertaining or quiet mornings by the Gulf. With no public beach access nearby, the shoreline feels like your own, with world-class shelling and endless views. Sunsets paint the Gulf in gold, casting a warm glow over a home designed for peace and connection. Whether enjoying the Gulf breeze or gathering under the stars, this is more than a residence—it’s a private sanctuary of luxury, solitude, and unspoiled natural beauty.
Listing is courtesy of: BOCA GRANDE REAL ESTATE, INC. (941-964-0338)
Listing Agent: Ralph Dilena, Jr. (941-380-0878)
10009 GASPARILLA PASS BLVD, BOCA GRANDE, FL 33921
$4,850,000260 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
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)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.