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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
$549,900
2 Beds ⋅ 2 Baths ⋅ 2026029107 MLS
SELLER FINANCING - 1.4 ACRES, TURNKEY FURNISHED, HEATED SALTWATER POOL, 2,100-SQ.-FT. GARAGE This custom-built 2-bedroom, 2-bath St. James City home sits on approximately 1.4 acres, and offers exceptional privacy, flexibility, storage, and true Southwest Florida island living. Originally custom built by Stearns Custom Home Builders for themselves, the home showcases impressive craftsmanship throughout with board-and-batten walls, tongue-and-groove ceilings, beadboard accents, detailed trim work, and beautiful coastal finishes. The remodeled kitchen features quartz countertops, stainless steel appliances, solid wood cabinetry with soft-close doors and drawers, and detailed tilework. Hurricane-impact windows and doors provide added protection, while turnkey furnishings make this Pine Island retreat ready to enjoy from day one. The upstairs main living area includes a spacious primary bedroom and open balcony overlooking the tropical pool setting. Downstairs, a private guest suite features a kitchenette, walk-in closet, and bathroom, providing excellent flexibility for visitors, extended stays, multigenerational living, or additional private living space. Outside, enjoy your own tropical Southwest Florida retreat with a detached heated saltwater pool surrounded by lush landscaping and mature Areca palms - perfect for relaxing, entertaining, or enjoying Florida sunshine year-round. One of the property’s biggest highlights is the impressive approximately 2,100-square-foot detached concrete garage with a commercial-grade automatic roll-up door, additional air-conditioned room, 50-amp RV hookup, and newer RV pad. There is exceptional space for boats, RVs, vehicles, golf carts, recreational equipment, hobbies, workshop needs, or storage. Located in St. James City on Pine Island, the property is close to boat ramps, fishing, kayaking, local restaurants, waterfront dining, and the laid-back Old Florida lifestyle the area is known for. The golf cart-friendly island atmosphere and access to Southwest Florida waterways make this an ideal location for those who love boating and outdoor recreation. Whether you are searching for a St. James City acreage home, Pine Island property with a large garage, turnkey Florida retreat, home with RV and boat storage, multigenerational property, seasonal residence, or unique Southwest Florida investment opportunity, this property offers space and versatility that are hard to duplicate.

8787 Kodiak Lane, St James City
$440,000
2 Beds ⋅ 3 Baths ⋅ 2026024360 MLS
Welcome to this beautifully updated 2-bedroom, 2.5 bath home in the heart of Saint James City, where comfort, style, and entertainment come together. Featuring an oversized master suite with two spacious walk-in closets, separate an oversize shower and stand alone tub with his & her sinks, this home offers the space and functionality today’s buyers are looking for. Recent improvements provide peace of mind, including a new roof, stucco siding, back deck with covered lanai & screen enclosure, impact-resistant windows and doors, new appliances, all new HVAC & ducking and a new water heater. The house is equipped with a whole house generator hook up plug. The range is propane fueled. Another standout feature is the massive open downstairs area which is an incredible space perfect for entertaining, hosting game nights, creating a home theater, setting up a billiards room, or accommodating additional guests. The possibilities are endless. An air-conditioned garage adds valuable flexibility for hobbies, storage, a workshop, or fitness space. Outside, you’ll find a private backyard designed for enjoying the Florida lifestyle, with plenty of room for outdoor dining, gatherings, and enjoying your own tropical oasis, which has a irrigation system & outdoor landscape lighting as well. Whether you’re searching for a full-time residence, vacation getaway, or the ultimate place to entertain family and friends, this exceptional Saint James City home is basically a brand new home ready to enjoy! This house is a walk, bike ride, golfcart ride away from all that Saint James City has to offer. Including, a community park, bars & restaurants, marinas and plenty of events that are scheduled periodically throughout the year. Additional property available for purchase on west side of residence (Located behind house).

2551 Tamarind Street, St James City
$439,000
3 Beds ⋅ 3 Baths ⋅ 2026014958 MLS
Private and peaceful 3 bed/3 bath two-story home on 1.37 acres in St. James City with a flexible in-law suite. The upper level offers 2 bedrooms, 2 baths, open living, formal dining, den/office, and interior laundry. Sliding glass doors open to a wraparound wood porch on three sides. The kitchen features ample cabinetry, generous counter space, and a breakfast bar. The primary suite includes a walk-in closet, tiled walk-in shower, and porch access. The massive 1,120 sq ft lower level has a separate entrance and includes a full kitchen, living and dining area with wood-burning fireplace, bedroom, bath, and a 10' x 13' storage room with built-ins. Two sets of sliding doors lead to an oversized concrete patio. Additional features include a large shed with drive-in access, updated electrical panel, city water and septic, and the home has never flooded. No HOA or deed restrictions—room for boats, RVs, and future outbuildings. Convenient location near Matlacha, fishing, boating, dining, and beaches.

8677 Whispering Pines Drive, St James City
$449,999
2 Beds ⋅ 2 Baths ⋅ 226000198 MLS
Pictures available upon request. Welcome to your very own slice of island paradise in the heart of St. James City, where laid-back living meets endless waterfront adventure. This 2-bedroom, 1.5-bath home is situated on a large pie-shaped lot at the end of a quiet cul-de-sac, offering a MASSIVE 158 feet of double seawall, a concrete boat dock, and direct access to the Gulf with no bridges—an ideal setup for boaters. The expansive lot provides ample room for a future pool, workshop, RV, boat, boat lift, or additional storage, giving you flexibility and space to make it your own. Inside, the home features an open kitchen and dining area that creates a bright and airy feel, a spacious sunroom perfect for relaxing or entertaining, and an impressive amount of storage throughout. Recent updates include upgraded plumbing and electrical, a rebuilt HVAC system, a new water heater, and a roof replaced in 2021. A flooring credit is being offered at closing, allowing you to add your personal touch. St. James City, located on the southern tip of Pine Island, is known for its world-class fishing, waterfront dining, eclectic art community, and easy boat access to nearby islands such as Sanibel, Captiva, and Cayo Costa. With no traffic lights and a relaxed atmosphere, it offers a true escape from the hustle and bustle. Experience the tropical lifestyle with room to grow, unwind, and enjoy everything Southwest Florida has to offer.

3435 Sea Holly Lane, St James City
$588,500
3 Beds ⋅ 3 Baths ⋅ 2025008977 MLS
GULF ACCESS Waterfront Living!   This beautiful completely remodeled 3/3 home has everything you could wish for in your forever home.   The 10,000 lb boat lift and wrap around composite deck is ready for your boat next to the newer seawall and fish cleaning station.   Enjoy your morning coffee at sunrise with an amazing view down the canal or from the swing under the back pergola.    This home has all new electrical including a new electrical panel and a 50 amp circuit just for your RV.   The plumbing was totally updated with pex as well.    The enclosed very private pool has been updated with a brand new heater as well as pool pump/filter in 2026.     The homes interior boasts new luxury vinyl planking, quartz counter tops and new cabinetry, interior doors, new mini split AC units, etc.    St. James City is a golf cart community allowing you to drive your cart to all of the restaurants and shops.   Great place to kayak from your home or take your boat over to Cayo Costa beach or the outer islands.   It is only a few minutes out to some of the best fishing in SW Florida.   This home has a great rental history with future rentals already booked for 2027.

2660 Date Street, St James City