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$599,000
2 Beds ⋅ 2 Baths ⋅ 2026029107 MLS
Back on the market before any inspections were done! Welcome to your own slice of paradise in the heart of St. James City! This beautifully furnished 2-bedroom, 2-bath home that was custom built by the Stearn’s custom home builders for themselves offers charm, flexibility, and endless opportunity on a full 2-acre property, which includes the corner lot at the end. From the moment you pull onto the property, you are welcomed by lush, meticulously maintained Florida landscaping, tranquil Areca palms, and a beautiful staircase leading up to the main living space. Inside, no detail has been overlooked. The home is finished with top-of-the-line custom carpentry, including board and batten walls, tongue and groove ceilings, beadboard accents, stunning trim work, and thoughtful coastal details throughout. The remodeled kitchen features quartz countertops, stainless steel appliances, solid wood cabinetry with upgraded soft-close drawers and doors, and intricate tile work that adds warmth and character. Hurricane impact windows and doors provide added peace of mind while complementing the quality finishes throughout the home. Even better, this home is being sold turnkey, so all you need to bring are your personal belongings. The upstairs main living area includes a spacious primary bedroom and an inviting open balcony where you can enjoy the coastal breeze and take in views of the island-style pool below. Downstairs, the second bedroom is set up as a private guest suite with a kitchenette, a walk-in closet, and bathroom, making it ideal for guests, extended stays, or potential rental flexibility. Step outside and enjoy the true Southwest Florida lifestyle. The detached saltwater heated pool is surrounded by tropical landscaping and offers the perfect setting for relaxing, entertaining, and hosting unforgettable gatherings. On the left side of the property, you will find an impressive 2,100-square-foot detached concrete garage with a commercial-grade automatic roll-up door, an additional air-conditioned room, a 50-amp RV hookup, and a newer RV pad located on the other side of the garage. Whether you are looking for space for boats, vehicles, hobbies, equipment, guests, or investment potential, this property delivers. St. James City is known for its laid-back island lifestyle, boating access, golf cart-friendly feel, local restaurants, waterfront dining, fishing, kayaking, and that peaceful Old Florida charm that is becoming harder and harder to find. Located close to boat ramps and beloved local spots, this property gives you the space, privacy, and lifestyle people dream about when they think of Southwest Florida living. Whether you are looking for your own private getaway, a flexible property with room for guests, or a potential multi-use investment opportunity, this one is truly a must-see. SELLER WILL CONSIDER SELLER FINANCING! Don’t miss your chance to own this unique St. James City retreat!

8787 Kodiak Lane, St James City
$399,000
3 Beds ⋅ 2 Baths ⋅ 2026028063 MLS
NEW CONSTRUCTION WITH WARRANTY. Experience modern Florida living in the beautifully designed Sandollar Model by Turnbary Homes. This new construction home offers 3 bedrooms, 2 bathrooms, and 1,746 square feet of living space with a bright, open-concept layout that is perfect for both everyday living and entertaining. The spacious great room flows seamlessly into the kitchen and dining area, creating the heart of the home. The private owner’s suite features a large walk-in closet and a well-appointed en-suite bathroom, while two additional bedrooms provide comfortable accommodations for family, guests, or a home office. Step outside to the oversized covered lanai, offering the perfect space to relax, entertain, or enjoy Florida’s year-round outdoor lifestyle. Additional highlights include a dedicated laundry room, a two-car garage, quality finishes throughout, and energy-efficient construction. Whether you’re searching for your forever home, a seasonal retreat, or an investment opportunity, the Sandollar Model delivers exceptional comfort, style, and value. This Home is currently under construction estimated completion time is end of September 2026. Pictures and renderings are used for display purposes only.

3760 Gasparilla Street, St James City
$379,000
3 Beds ⋅ 2 Baths ⋅ 2026028060 MLS
NEW CONSTRUCTION WITH WARRANTY. Welcome to the Sunset Model—a thoughtfully designed new construction home offering the perfect blend of style, comfort, and functionality. This beautiful 3-bedroom + den, 2-bath residence features an open-concept floor plan with a spacious living area that flows seamlessly into the kitchen and dining space, making it ideal for everyday living and entertaining. The private owner’s suite includes a walk-in closet and an en-suite bath, while two additional bedrooms and a versatile den provide plenty of space for guests, a home office, or hobbies. Step outside to the covered lanai and enjoy Florida’s year-round outdoor lifestyle. Additional highlights include a two-car garage, indoor laundry room, modern finishes throughout, and quality craftsmanship. Whether you’re looking for your primary residence, seasonal retreat, or investment property, the Sunset Model offers exceptional value and timeless appeal. This Home is currently under construction estimated completion time is end of September 2026. Pictures and renderings are used for display purposes only.

3744 Gasparilla Street, St James City
$250,000
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, 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
$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
$37,000
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
$449,000
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
$40,000
2026013734 MLS
Discover the perfect blend of tranquility and opportunity on this 0.36-acre vacant lot, Nestled in a peaceful island setting, this property offers the serenity of waterfront living while being part of a growing and welcoming community. Imagine building your dream home just minutes from the water, where calm surroundings meet the convenience of nearby amenities. Experience island life at its finest — peace, privacy, and potential all in one perfect location.

3740 Tangerine Drive, St James City
$299,900
3 Beds ⋅ 3 Baths ⋅ 2026009100 MLS
Welcome to your slice of island life in St. James City, perfectly tucked just off 4th Ave and within easy walking distance to local restaurants, waterfront bars, live music, and some of the best fishing spots in Southwest Florida. Leave the car parked — dinner, sunset cocktails, and casting a line are all just steps away. This elevated 3-bedroom, 2.5-bath home offers a traditional layout with a touch of quasi-Victorian charm, giving it character you simply don’t find in cookie-cutter homes. Think inviting curb appeal, classic lines, and just enough personality to spark compliments from guests. Inside, the first floor is designed for everyday living and entertaining, featuring a comfortable living room, dedicated dining area, kitchen, and convenient half bath. Upstairs, you’ll find all three bedrooms, including the private master suite, along with two full bathrooms — keeping the living space downstairs and the quiet retreat upstairs exactly where it belongs. Whether you're searching for a great starter family home, a low point-of-entry snowbird escape, or simply a place where weekends feel like a permanent vacation, this home checks the boxes. Elevated construction adds peace of mind, and the property is super low maintenance, giving you more time to enjoy boating, fishing, kayaking, and the laid-back island lifestyle. St. James City is known for its relaxed atmosphere, world-class fishing, easy access to Pine Island Sound and the Gulf, and locally loved spots like waterfront seafood restaurants and neighborhood gathering places. It’s the kind of community where golf carts are common, sunsets are routine, and neighbors still wave. If you’ve been waiting for an affordable way to get into island living — without sacrificing charm or location — this is it. Because life’s too short not to live within walking distance of fresh seafood and a good fishing story.

2420 Poinciana Avenue, St James City
$57,500
2026005506 MLS
Oversized rare prime residential lot near the heart of Saint James City, a laid-back boating/waterfront community located on the southern tip of Pine Island in Lee County, Florida. Quiet neighborhood near a pocket park. Lot is mostly cleared. Elevation approx. AE-EL8 (NAVD88). Water available. $4,773.00 utility connection fee. Dimensions of parcel: 112 x 174 x 102 x 130 . Home with Stem wall construction building assessment available from premier builder. Parcel Info https://share.google/5gVvAKVThSuUWQJNe Zoning Info https://share.google/b78s69VIEbgpJpCui

2391 Rose Avenue, Other
$200,000
2026006337 MLS
Stop dreaming and start building! This is a nearly impossible-to-find TRIPLE LOT located in the heart of St. James City on the beautiful Pine Island. This expansive property offers significantly more frontage and buildable area than standard island lots, allowing for a substantial custom residence, multi-vehicle garage, and extensive outdoor living space. Plenty of space for a custom boat dock with GULF ACCESS!

3099 Cussell Drive, Other
$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
$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
$499,000
2 Beds ⋅ 3 Baths ⋅ 2025016327 MLS
Live the dream on a Southwest Florida island! Nestled on beautiful Pine Island—just 2 miles south of Pine Island Center off Stringfellow Road and a quick 10-minute drive to historic Matlacha—this property offers the perfect blend of peace, privacy, and island charm. Enjoy 1.24 acres of AG-zoned tropical paradise, where you’ll have the freedom to bring all your big toys—boats, trailers, car collections, work vehicles, or campers. You’ll be close to marinas and boat ramps, with easy access to pristine white-sand Gulf beaches and some of the best fishing grounds in Southwest Florida. The property is fully fenced with a wide swing gate and even welcomes horses and animals. This spacious 2-bedroom, 3-bath home, with bonus living spaces, has been recently refloored and updated with all-new exterior stucco and paint, giving it a fresh, modern look and feel. A huge detached garage out back includes a 10' door, water, and electric—ideal for storage, hobbies, or a workshop. The home also features a bonus area (approx. 568 sq. ft. A/C) with a private entrance and interior access—perfect for guests, a home office, or a studio setup. Inside, you’ll find a bright, modern kitchen with stainless steel appliances and a breakfast bar that opens to the living and dining areas. French doors lead out to a covered, screened-in porch, ideal for relaxing or entertaining.

8642 Whispering Pines Drive, St James City
$1,175,000
224091101 MLS
Extra large vacant lot right on Stringfellow Road.

10150 Stringfellow Road, Other
$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
$599,000
225053010 MLS
Discover a truly unique property with this 5.43-acre track, a hidden gem nestled at the end of a road and bordered on three sides by Lee County preserve land. This gorgeous property is cleared, fenced and features a fully stocked pond. Dirt is already in place for a house pad and a shop/barn pad. This serene and private slice of heaven offers unmatched tranquility and natural beauty, making it a rare find in today’s market. Enjoy unparalleled privacy and stunning natural surroundings, all while being just a short drive away from essential amenities. Properties like this are hard to come by—don’t miss your chance to own this exceptional piece of paradise!

6455 Stringfellow Road, St James City