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.

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, Other

Listing Courtesy of VRI Homes

$749,900

Exciting new-construction opportunity at 5288 Fairbanks Drive in St. James City! 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 an opportunity to personalize select finishes, including interior and exterior colors, cabinetry, and flooring, depending on the construction schedule and builder deadlines. The flexible floor plan provides comfortable space for everyday living, entertaining, working from home, and accommodating overnight guests. The spacious homesite offers many possibilities beyond the planned pool and outdoor living area, with potential room for RV or boat parking, additional storage, or future improvements! Located within the relaxed Pine Island community, this home offers easy access to the coastal lifestyle for which St. James City is known, including boating, fishing, local dining, and nearby marinas. Whether you envision a full-time residence or seasonal retreat, this is an exciting opportunity to make a brand-new Southwest Florida home your own. Construction is currently in progress. Plans, dimensions, finishes, features, pricing, and estimated completion dates are subject to change. Available selections depend on the stage of construction and builder approval. Buyers should independently verify all specifications, permitted uses, selection options, and completion timelines.

3 Beds ⋅ 3 Baths ⋅ 2026036197 MLS

Exciting new-construction opportunity at 5288 Fairbanks Drive in St. James City! 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 an opportunity to personalize select finishes, including interior and exterior colors, cabinetry, and flooring, depending on the construction schedule and builder deadlines. The flexible floor plan provides comfortable space for everyday living, entertaining, working from home, and accommodating overnight guests. The spacious homesite offers many possibilities beyond the planned pool and outdoor living area, with potential room for RV or boat parking, additional storage, or future improvements! Located within the relaxed Pine Island community, this home offers easy access to the coastal lifestyle for which St. James City is known, including boating, fishing, local dining, and nearby marinas. Whether you envision a full-time residence or seasonal retreat, this is an exciting opportunity to make a brand-new Southwest Florida home your own. Construction is currently in progress. Plans, dimensions, finishes, features, pricing, and estimated completion dates are subject to change. Available selections depend on the stage of construction and builder approval. Buyers should independently verify all specifications, permitted uses, selection options, and completion timelines.

5288 Fairbanks Drive, St James City

Listing Courtesy of Re/Max Sunshine

$549,900

SECOND CHANCE AT A ONE-OF-A-KIND ST. JAMES CITY PROPERTY - 1.4 ACRES, TURNKEY FURNISHED, HEATED SALTWATER POOL, 2,100-SQ.-FT. GARAGE & SELLER FINANCING AVAILABLE! Back on the market before inspections were completed and ready for its next buyer! 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.

2 Beds ⋅ 2 Baths ⋅ 2026029107 MLS

SECOND CHANCE AT A ONE-OF-A-KIND ST. JAMES CITY PROPERTY - 1.4 ACRES, TURNKEY FURNISHED, HEATED SALTWATER POOL, 2,100-SQ.-FT. GARAGE & SELLER FINANCING AVAILABLE! Back on the market before inspections were completed and ready for its next buyer! 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

Listing Courtesy of KW Florida Living

$399,000

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.

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

Listing Courtesy of Legacy Premier Realty LLC

$379,000

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.

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

Listing Courtesy of Legacy Premier Realty LLC

$440,000

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).

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

Listing Courtesy of Century 21 Sunbelt Realty

$37,000

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.

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

Listing Courtesy of EXP Realty LLC

$439,000

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.

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

Listing Courtesy of John R. Wood Properties

$40,000

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.

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

Listing Courtesy of Berkshire Hathaway Florida

$55,000

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

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

Listing Courtesy of Barclays Real Estate Group 1

$200,000

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!

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

Listing Courtesy of EXP Realty LLC

$475,000

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.

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

Listing Courtesy of Sea Glass Gulf Realty

$239,000

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!

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

Listing Courtesy of John R. Wood Properties

$1,175,000

Extra large vacant lot right on Stringfellow Road.

224091101 MLS

Extra large vacant lot right on Stringfellow Road.

10150 Stringfellow Road, Other

Listing Courtesy of CC Houses

$625,000

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.

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

Listing Courtesy of Coastal Realty SWFL

$599,000

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!

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

Listing Courtesy of Whitetail Properties Real Estate LLC