Location: Harbor Drive Waterways, Boca Grande
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204 WATERWAYS AVE, BOCA GRANDE, FL 33921
$6,450,000147 Days on yellowkey MLS ID: D6146117
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3027 Built: 1982 Tax: $62,277 (2025)Community: Harbor Drive WaterwaysSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$62,277
Elementary School: The Island School
High School: Mariner High School
Tax Year: 2025
Middle School: Mariner Middle School
Remarks: Elegantly remodeled and ideally located, this waterfront retreat in Boca Grande offers 127 feet of private canal frontage with dockage and boat lift—perfect for boaters seeking easy Gulf access. Situated on a quiet cul-de-sac, the home is just a short walk or golf cart ride from the village’s shops, restaurants, and beaches. Inside, you'll find elevated finishes, open living spaces, and private guest accommodations, offering both comfort and flexibility. This rare in-town offering combines effortless island living with premium dockage—an exceptional opportunity in one of Boca Grande’s most sought-after neighborhoods. 4 bedrooms/ 3.5 bath.
Listing is courtesy of: BOCA GRANDE REAL ESTATE, INC. (941-964-0338)
Listing Agent: Heather Wolfe (813-240-6963)
161 1ST ST E, BOCA GRANDE, FL 33921
$4,995,000186 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
Taxes:$27,417
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)
252 WATERWAYS AVE, BOCA GRANDE, FL 33921
$5,250,000125 Days on yellowkey MLS ID: D6146498
REDUCED by $245,000 (4.5%) on 05/22/2026
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 3500 Built: 1999 Tax: $32,023 (2025)Community: Harbor Drive WaterwaysSingle Family
Taxes:$32,023
Elementary School: None
High School: None
Middle School: None
Remarks: Experience the Boca Grande lifestyle in this highly desirable ground floor residence nestled in the heart of the Village on deep protected water. This one of a kind home is located in an "X flood zone" and it experienced no water intrusion during the storms. As you step into this lovely 4 bedroom and 4 bath classic Boca Grande style home, you will appreciate the sun filled great room which includes a beautiful coral stone fireplace and French doors that open to a stone patio, and heated pool. The unique residence is designed around the lush outdoor space which includes a fenced yard, and a dock for your large vessel. You will appreciate the convenience of single story living both indoors and out. In addition to the impressive great room, this Florida Style plan boasts a kitchen with stone counters and breakfast nook, a large primary suite and bathroom and a fantastic executive office, which can also serve as a den, and finally 3 ensuite guest rooms. This distinctive home has a new standing seam roof, tankless hot water, and beautiful mature landscaping. Outdoor activities are endless, as you take advantage of day trips to neighboring islands, world class fishing, paddleboarding and kayaking, or you can choose to bike the length of the island on the “bike path”, or golf cart to the beach for a walk on the beach or swim in the Gulf of Mexico. Boca Grande is famous for so much more than its Tarpon. Retreat to an idyllic lifestyle, where bicycles and golf carts are the preferred mode of transport, and old Florida charm abounds, where no street lights, traffic or high rises exist. There is no place quite like it!
Listing Agent: Maryjo Pigott (941-961-0630)
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