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$869,000
3 Beds ⋅ 2 Baths ⋅ 2026037659 MLS
Highest Point on the Island, NO flooding, NO hurricane Damage and newer metal roof! A rare opportunity to own a completely renovated private estate nestled on nearly five acres in the heart of St. James City. From the moment you enter through the gated entrance, a long private driveway winds through beautifully landscaped grounds and this exceptional property makes a statement, surrounded by extensive landscaping and an impressive collection of tropical palms that create a private, resort-like setting. Completely renovated throughout, this three-bedroom, two-bath compound offers approximately 2,004 square feet of beautifully designed living space, blending refined finishes with the relaxed sophistication of island living. The master bedroom has a private spa like bathroom with a soaking tub and separate shower. The chefs kitchen has been tastefully designed and offers an open layout perfect for entertaining! The triple sliders in the living room offer a very welcoming island breeze! This home offers 2 special things you don't find often, an ELEVATOR so you don't have walk the steps up and also a conveyor belt for your groceries!!! This 2 story home also offers screened lanai and balcony with high end epoxy flooring. This makes for watching those island sunsets so peaceful with your tranquil surroundings. You will also find Beyond the residence, plenty of rooms for all your fruit trees. A serene private pond and dramatic custom rock waterfall create an unforgettable tropical backdrop, while the expansive acreage offers privacy, beauty and ENDLESS possibilities. Car enthusiasts and collectors will appreciate the impressive six-car garage, providing extraordinary space for vehicles, toys, boats a workshop or stables!! With coveted Stringfellow Road frontage, nearly five acres of beautifully landscaped grounds, AG-2 agricultural zoning and a gated setting, this estate offers a level of versatility and privacy that is increasingly difficult to find. More than a home, this is a private tropical retreat where lush palms, water features, expansive grounds and exceptional amenities come together to create one of St. James City’s most distinctive acreage properties. This compounds offers luxury living and peaceful island living.

3989 Sunshine Boulevard, St James City

$849,900
3 Beds ⋅ 2 Baths ⋅ 2026033940 MLS
**ASSUMABLE FLOOD INSURANCE POLICY UNDER $1,000 PER YEAR!** Experience the ultimate Southwest Florida waterfront lifestyle in this beautifully remodeled 3-bedroom, 2-bath pool home, completely updated in 2019 and designed for effortless indoor-outdoor living. No hurricane or storm surge water has ever entered the home, offering an added level of peace of mind. Boaters will appreciate the exceptional direct, deep-water access providing an easy route to Pine Island Sound, the Gulf, nearby beaches, island destinations & some of Southwest Florida’s most renowned fishing grounds. The impressive waterfront setup features two boat lifts—10,000 lb & 7,000 lb—both equipped with GEM remotes, a boathouse with metal roof, composite dock with water & electric, plus a fish cleaning station. Inside, vaulted ceilings and abundant natural light enhance the open great room concept with a desirable split-bedroom floor plan. Expansive sliders extend the living space directly to the lanai, creating a seamless connection between indoors & out. The kitchen is the focal point of the home, showcasing a large island with waterfall-edge granite, granite countertops, tile backsplash, under-cabinet lighting, Bosch dishwasher, stainless steel appliances, abundant drawers & cabinetry, plus a pantry with convenient pull-out shelving. A separate beverage area in the dining room adds the perfect touch for entertaining. The spacious primary suite offers private lanai access through sliders, two walk-in closets and an en suite bath with dual sinks & a walk-in shower featuring multiple shower heads. Both guest bedrooms are generously sized and can accommodate king-size beds, while the guest bath conveniently doubles as a pool bath. Step outside to your private waterfront oasis featuring an electric & solar-heated pool with waterfall accent and a lanai spanning the full length of the home, including a generous under-truss area with plenty of room for dining, lounging & entertaining. Additional features include an in-residence laundry room with utility sink, 2-car garage with workbench, generator plug & transfer switch, new tile flooring throughout all main living areas with carpet in the bedrooms, accordion shutters throughout the entire home, and electric roll-down shutters protecting the lanai. Whether you're heading out for a day of fishing on Pine Island Sound, cruising to the Gulf, island hopping to nearby beaches or simply relaxing poolside, this home puts the best of the Southwest Florida boating lifestyle right outside your back door.

3795 Manatee Drive, St James City

$409,900
3 Beds ⋅ 2 Baths ⋅ 2026012250 MLS
Lovely, well maintained, pool home in quiet, safe, St James City. Just a bike or golf cart ride away from all that this community has to offer. This home has not flooded in any of the storms. High and dry. It features a completely redone chef's kitchen, newer luxury vinyl plank flooring, newer countertops in both bathrooms, a split floor plan, the pool equipment is new within the last 3 years, A/C system is only 3 or 4 years old, and the interior and exterior paint has been refreshed in the last 3 to 5 years. The kitchen features quartz countertops and loads of storage. The electric heated pool and hot tub have exceptional privacy and a newer screen cage. The sellers flood insurance policy is transferable and about $800 per year. Rock yard for easy maintenance and mature landscaping

3852 Stabile Road, St James City

$850,000
3 Beds ⋅ 2 Baths ⋅ 2026000121 MLS
Effortless luxury meets true Gulf access—without a single bridge in sight. Located on the PERFECTLY named Manatee Canal, where dolphins and manatees play, this professionally remodeled 3 bedroom waterfront residence on Pinetree Drive delivers DIRECT, deep-water access to the Gulf, complete with a covered boat lift and private kayak launch - a boaters dream! Super curb appeal on this oversized lot with extended driveway and additional parking across the street! Meticulously cared for and it shows both in and out of the home. Inside, the home showcases refined coastal elegance with neutral flooring throughout, a stunning chef’s kitchen featuring shaker-style cabinetry, a large open island, Jennair appliances and quartz countertops - its a beauty! Cornerstone did the remodel and it is spectacular! Filled with abundant natural lighting, luxury upgrades and thoughtfully designed to create a seamless blend of comfort and sophistication, this home flows and is the perfect size with spacious rooms and neutral colors! The outdoors is a DREAM - an EXTRAORDINARY maintenance-free entertainment oasis awaits—multi patios fully pavered and purpose-built for hosting, with multiple patios, a resort-style pool and stand alone spa, and a fully equipped outdoor kitchen - perfect to hang out with friends and enjoy the amazing paradise that surrounds you. A large fenced side yard, oversized lot, and additional parking across the street add rare convenience. Set in one of St. James City’s most desirable waterfront communities, this exceptional property offers the ultimate Pine Island lifestyle—plus the rare advantage of an ASSUMABLE 2.75% loan. There are so many additional special features such as a community boat ramp, a 17 mile biking/walking path, boating or walking to multiple restaurants and marinas - you are so close to days of adventures exploring the waters and the incredible islands that surround you. St. James offers a vibrant lifestyle where you can live your best life! If you are looking for more than just an ordinary home you have found it! ASSUMABLE FLOOD INSURANCE OF $1,529 a year!

3446 Pinetree Drive, St James City

$2,750,000
3 Beds ⋅ 4 Baths ⋅ 2025021960 MLS
RARE OPEN-BAY WATERFRONT ESTATE IN ST. JAMES CITY WITH DIRECT GULF ACCESS, NO BRIDGES, TWO BOAT LIFTS & PANORAMIC SAN CARLOS BAY VIEWS! Experience true Southwest Florida waterfront living from the southern tip of Pine Island, where deep-water boating, spectacular sunsets, open-bay views, and quick access to the Gulf of Mexico, Sanibel, Captiva, and surrounding islands are right outside your door. More than $400,000 in renovations have transformed this luxury waterfront home into a move-in-ready island retreat. Improvements include a newer roof, spray-foam insulation, hurricane-impact windows and doors, whole-home generator, updated HVAC and ductwork, instant hot-water heaters, wide-plank tile flooring, and custom closets. Designed for serious boaters, the property features a private dock with two brand-new boat lifts — 6,000-pound and 15,000-pound — plus direct deep-water Gulf access with no bridges. Spend your days fishing, boating, cruising to Sanibel and Captiva, or island hopping throughout Southwest Florida. Outdoor living is the centerpiece of this exceptional St. James City home. Relax beside the heated pool and spa, entertain beneath the custom tiki hut, prepare dinner in the fully equipped outdoor kitchen, and end the day watching incredible sunsets over San Carlos Bay. Inside, the coastal-inspired kitchen features JennAir appliances, exotic granite countertops, and more than $250,000 in custom cabinetry. Expansive water views, sophisticated finishes, and an inviting open layout create the perfect setting for entertaining or everyday waterfront living. Offered TURNKEY furnished in a Tommy Bahama-inspired coastal style with some exclusions, the home is ready to enjoy as a primary residence, seasonal Florida retreat, or luxury Pine Island getaway. An oversized four-car garage with epoxy flooring provides space for up to six vehicles plus fishing gear, golf carts, kayaks, paddleboards, and boating equipment. If you are searching for a St. James City waterfront home, Pine Island luxury property, Gulf-access home with no bridges, deep-water boating property, San Carlos Bay home, waterfront pool home, or turnkey Southwest Florida retreat, this extraordinary property delivers the boating lifestyle, privacy, luxury, and Old Florida atmosphere buyers come to Pine Island to find.

3807 San Carlos Drive, St James City

$1,095,000
3 Beds ⋅ 3 Baths ⋅ 225049820 MLS
Luxury living at its finest. Don't miss this opportunity to own this stunning home on Pine Island in St. James City. The home is situated on a waterfront oversized lot on a Cal-du-sac with 294 feet of water frontage on the Dawson Canal just a short boat ride to Matlacha Pass, the Caloosahatchee River, Pine Island Sound and the Gulf of Mexico. The boating and fishing options are endless. The home features open concept living with high ceilings and a split plan, ideal for guests and entertaining. The living room opens up to a large, screened pool deck area and a heated pool. The large master bedroom has his and hers walk in closets, a large walk-in shower and an elevated jacuzzi tub. The home has tile throughout, is tastefully decorated, and comes fully furnished. It is constructed to high standards featuring an elevated house pad, and concrete block construction.

2871 Bracci Drive, St James City