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3989 Sunshine Boulevard, St James City
$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

5288 Fairbanks Drive, St James City
$799,900
3 Beds ⋅ 3 Baths ⋅ 2026036197 MLS
Exciting new-construction opportunity at 5288 Fairbanks Drive in St. James City—INCLUDING A 2024 TIDEWATER 2400 CAROLINA BAY BOAT! Construction is underway on this thoughtfully designed residence featuring three bedrooms, a versatile den, three full bathrooms, and a private pool. Buyers may still have the opportunity to personalize select finishes, including interior and exterior colors, cabinetry, and flooring, depending on the construction schedule and builder deadlines. AN EXCEPTIONAL BONUS—A 2024 TIDEWATER 2400 CAROLINA BAY BOAT IS INCLUDED IN THE SALE! This one-owner boat is in like-new condition, has been garage-kept since new, and has only approximately 49 total engine hours. Loaded with premium upgrades, including a 2024 Yamaha 250 VMAX SHO outboard motor, Road King trailer with custom wheels, brakes and breakaway tongue, Atlas 6" jack plate, 10' Power-Pole Blade, Minn Kota 36V Ulterra trolling motor with lithium battery and charger, JL Audio sound system, Simrad 12" display, color-matched hardtop, underwater lighting, and numerous additional features. This incredible package offers the perfect opportunity to enjoy the Southwest Florida boating lifestyle from day one! The flexible floor plan provides comfortable space for everyday living, entertaining, working from home, and accommodating overnight guests. The spacious homesite offers exciting possibilities beyond the planned pool and outdoor living area, with potential room for RV or boat parking, additional storage, or future improvements. Located in the relaxed Pine Island community, this property offers convenient access to the coastal lifestyle St. James City is known for, including boating, fishing, waterfront dining, and nearby marinas. Whether you're looking for a full-time residence or seasonal retreat, this is a rare opportunity to own a brand-new Southwest Florida home COMPLETE WITH YOUR OWN BOAT! Construction is currently in progress. Plans, dimensions, finishes, features, pricing, and estimated completion dates are subject to change. Available selections depend on construction progress and builder approval. Boat, motor, trailer, and included accessories are to convey with the sale, subject to the terms of the purchase agreement. Buyers should independently verify all specifications, permitted uses, selection options, and completion timelines.

5288 Fairbanks Drive, St James City

8787 Kodiak Lane, St James City
$549,900
2 Beds ⋅ 2 Baths ⋅ 2026029107 MLS
SELLER FINANCING AVAILABLE! RARE PINE ISLAND ACREAGE HOME WITH HEATED SALTWATER POOL, 2,100-SQ.-FT. DETACHED GARAGE & TURNKEY FURNISHINGS! Opportunities like this are hard to find on Pine Island. Set on approximately 1.4 acres in St. James City, this charming custom home offers privacy, space, flexibility, and endless possibilities for full-time living, multigenerational living, a seasonal Florida retreat, or potential vacation rental use. SELLER FINANCING IS AVAILABLE, creating another option for buyers looking to make this unique Southwest Florida property their own. The beautifully remodeled 2-bedroom, 2-bath home was updated by Stearns Custom Home Builders and is full of coastal character, including board-and-batten walls, tongue-and-groove ceilings, beadboard accents, detailed trim work, and thoughtful finishes throughout. The remodeled kitchen features quartz countertops, stainless steel appliances, solid wood soft-close cabinetry, and decorative tilework. Hurricane-impact windows and doors add peace of mind, and the home is being sold TURNKEY FURNISHED. The layout offers excellent flexibility. Upstairs, the main living area includes a spacious primary bedroom and balcony overlooking the tropical pool setting. Downstairs, a private guest suite with kitchenette, walk-in closet, and bathroom creates a great setup for extended family, guests, multigenerational living, or separate living quarters. Outside, the property feels like a private Pine Island retreat. The detached heated saltwater pool is surrounded by lush tropical landscaping and mature palms, with plenty of room for entertaining, relaxing, and enjoying the Southwest Florida sunshine. One of the biggest highlights is the approximately 2,100-square-foot DETACHED CONCRETE GARAGE featuring 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, workshop use, hobbies, recreational equipment, or storage. Located in St. James City, you are close to boat ramps, fishing, kayaking, waterfront dining, local restaurants, and the laid-back Old Florida lifestyle Pine Island is known for. For buyers searching for a Pine Island acreage home, St. James City pool home, property with RV and boat storage, multigenerational home, turnkey Florida getaway, or potential vacation rental, this property offers a combination of land, lifestyle, and versatility that is increasingly difficult to find. An additional approximately 1/2-acre corner lot adjoining the property is also available for purchase, creating the opportunity for even more land and future possibilities.

8787 Kodiak Lane, St James City

3760 Gasparilla Street, St James City
$379,000
3 Beds ⋅ 2 Baths ⋅ 2026028063 MLS
Reaching CO! - NEW CONSTRUCTION WITH A ONE-YEAR BUILDER WARRANTY! Welcome to the Sandollar Model by Turnbary Homes, offering 3 bedrooms, 2 bathrooms and 1,770 square feet of thoughtfully designed living space on an oversized 0.31-acre homesite in St. James City. The bright, open-concept great room flows seamlessly into the kitchen and dining area, creating an inviting space for everyday living and entertaining. The kitchen features an island and pantry, while the private owner’s suite includes a spacious walk-in closet, dual sinks and a walk-in shower. Two additional bedrooms provide comfortable space for family, guests or a home office. Enjoy Florida living from the oversized covered lanai, with room on the property for a future pool. Additional features include impact-resistant windows and doors, tile flooring, indoor laundry, a paved driveway, two-car garage, central water and no HOA. House is complete & reaching CO. Ask about any currently available builder incentives. Photos and renderings may depict a similar completed home or model; actual colors, finishes and features may vary.

3760 Gasparilla Street, St James City

3744 Gasparilla Street, St James City
$364,900
3 Beds ⋅ 2 Baths ⋅ 2026028060 MLS
Reaching CO! Welcome to the Sunset Model, a brand-new 3-bedroom plus den, 2-bath home situated on an oversized 0.31-acre homesite in St. James City. This thoughtfully designed residence offers 1,549 square feet of living space, an open-concept great room, a spacious kitchen with island and pantry, an indoor laundry room, and a two-car garage. The private owner’s suite features a walk-in closet, dual sinks, and a walk-in shower, while the separate den provides flexible space for a home office, guests, or hobbies. Enjoy Florida living from the covered lanai, with room on the property for a future pool. Additional features include impact-resistant windows and doors, tile flooring, central water, modern finishes, no HOA, and a one-year builder warranty. House is completed and reaching CO. Ask about any currently available builder incentives. Photos and renderings may depict a similar completed home or model; actual colors, finishes, and features may vary.

3744 Gasparilla Street, St James City

2430 Orange Street, St James City
$292,500
2 Beds ⋅ 2 Baths ⋅ 2026025634 MLS
Welcome to your slice of paradise in the heart of St. James City! This beautifully remodeled 2-bedroom, 2-bath home perfectly embodies the relaxed island lifestyle that makes this waterfront community so desirable. Nestled on a quiet street, you'll enjoy peace and privacy while being just a short walk from several popular restaurants, waterfront bars, live music venues, and local favorites. Inside, you'll immediately appreciate the extensive updates throughout, including a remodeled kitchen with new stainless steel kitchen appliances (not pictured), updated bathrooms, new flooring, and stylish finishes that blend modern comfort with classic island charm. The home is filled with character and warmth, creating an inviting atmosphere that's hard to find at this price point. The spacious great room features soaring ceilings that enhance the open, airy feel of the home, while the primary suite offers its own dramatic vaulted ceiling, creating a true retreat. The oversized primary bedroom includes a private ensuite bathroom, walk-in closet, and a secluded balcony—perfect for enjoying your morning coffee or relaxing with an evening breeze. Whether you're looking for a full-time residence, winter getaway, or investment property, this home presents an exceptional opportunity to own a move-in-ready piece of island paradise. Affordable island homes with this level of updating, character, and location are becoming increasingly difficult to find. Spend your days fishing, boating, dining with friends, exploring the islands, or simply enjoying the laid-back atmosphere that makes St. James City so special. This home offers everything you need to start living the island dream—without the premium price tag. If you've been searching for the perfect entry point into the island lifestyle, this charming, updated home is the opportunity you've been waiting for.

2430 Orange Street, St James City

2551 Tamarind Street, 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

3780 Snow Bird Lane, St James City
$35,000
2026024306 MLS
Build your home on this vacant, cleared lot in the charming community of Saint James City! Ready for construction, this property requires no clearing, saving you time and expense. Nestled at the southern tip of Pine Island, St. James City is a hidden gem known for its laid-back island lifestyle, boating, fishing, and easy access to the Gulf waters. Whether you're looking for a peaceful retirement retreat or an active coastal lifestyle, this location offers the best of both worlds. Enjoy nearby restaurants, marinas, nature preserves, and breathtaking sunsets while living in one of Southwest Florida's most treasured communities. Don't miss this opportunity to own a piece of paradise and start building right away.

3780 Snow Bird Lane, St James City

8677 Whispering Pines Drive, 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

3524 5th Avenue, St James City
$475,000
3 Beds ⋅ 2 Baths ⋅ 2026001749 MLS
This 2024-built 3-bedroom, 2-bath stilt home offers 1,518 square feet of modern coastal living and is built like it plans to be here a while. The oversized pilings are driven approximately 25 feet into the ground, providing serious structural confidence and peace of mind. Elevated, well-built, and thoughtfully designed, this home checks both the practical and aesthetic boxes. It has never been lived in full time, and yes—it still has that unmistakable “new home smell” you don’t usually get in resale homes. Inside, you’ll find a bright, open-concept floor plan with a spacious great room and a stylish kitchen featuring stainless steel appliances, ample cabinetry, and a large island perfect for entertaining, meal prepping, or pretending you’re on a cooking show. The split-bedroom layout offers privacy, with three generously sized bedrooms and two modern bathrooms finished with clean, contemporary touches. Natural light fills the home, and the elevated setting adds both airflow and charm. Downstairs, the covered area provides flexible space currently set up with a spa and seating—ideal for post-fishing relaxation, evening cocktails, or just enjoying the fact that you don’t live in a snowstorm. Parking is conveniently located in front of the home, and the stilt design makes excellent use of space while enhancing the coastal lifestyle. Situated near the highly desirable Henley Canal—one of the most active canals in St. James City—the home offers a front-row seat to daily boat traffic, island vibes, and authentic Pine Island living. You’re within walking distance to restaurants, waterfront bars, fishing spots, and all the local flavor that makes this area special. The home is currently set up for and actively operating as a vacation rental and can continue as such with new ownership, making it a rare find that works just as well as an investment as it does a personal retreat. Whether you’re looking for a primary residence, a seasonal escape, or a property that pays for itself while you’re not using it, this one delivers—with a little personality to match.

3524 5th Avenue, St James City

4159 Sunshine Boulevard, St James City
$239,000
2025026389 MLS
Live the island dream in St. James City! This rare 2.5-acre gated retreat offers the perfect blend of privacy, freedom, and true Old Florida charm—just minutes from Boat Ramps (nearest only 1.8 miles), Waterfront Restaurants and the Fire Station with helipad. Hop on your bike or golf cart to grab fresh seafood & groceries or cruise to the beaches on your boat (nearby ramp) for excellent fishing and beach time—this is island living at its finest. Enter through a paved gravel drive to a cleared, build-ready homesite, surrounded by towering pines, lush palmettos, and exotic tropical landscaping. Sunshine Blvd is a paved road. The property is approved for a single-family residence or agricultural use, opening the door to valuable tax exemptions and a homesteader’s dream lifestyle. Enjoy irrigated mango and lychee trees, multiple water spigots throughout, conduit pipes already in place for electric, and an electric pole conveniently located at the front gate. Fenced on right side and gated at the entry, this expansive property offers endless room for pets to roam, gardens to flourish, and dreams to grow. With quick access to Pine Island Sound and on to the Gulf, this is a boater’s paradise and a rare opportunity to create a self-sustaining island homestead in one of Southwest Florida’s most beloved communities. Peaceful, private, and ready for your vision—this is true island freedom!

4159 Sunshine Boulevard, St James City

8721 Nome Court, St James City
$625,000
2 Beds ⋅ 1 Baths ⋅ 224093178 MLS
This 7.07-acre AG-2 zoned property with no deed restrictions has lots of potential and privacy, the perfect place to build your new home, it has utilities in place, a pond, and it is cleared and completely fenced in with pastures (some fence repair work is needed). The property has 2 large pole barns and a cow barn, a chicken coop and another outbuilding for livestock. There is also a 10x12 Ted shed that is Storm rated for 150-mph winds. Additionally, there is an off grid solar panel system for when there is loss of power. The property is on well and septic with a Reverse Osmosis system for drinking water. There is a 50 AMP electric hookup for an RV at the longest pole barn. There is also an electricity outlet near the cow barn and underground pvc water lines have been run to various locations around the property for spigot water access. Per the Lee County property appraiser the 2024 value of the structure of the currently occupied 2/1 home on the property is $41,500, the home sustained water damage from Hurricane Ian. The main value of this property lies in the 7.07 acres of cleared land, the existing plumbing and electric utilities, outbuildings, animal enclosures, fences and the solar system. The property is being sold As-Is with the right to inspect, buyer to do due-diligence. Any repairs, demolition, permitting or other issues related to the home will be the responsibility of the purchaser.

8721 Nome Court, St James City