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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
$1,484,000
3 Beds ⋅ 3 Baths ⋅ 2026024775 MLS
LOCATION LOCATION LOCATION! Your Slice of Paradise Awaits! Step into this fully furnished, turnkey waterfront masterpiece and prepare to be swept away by breathtaking panoramic views of Pine Island Sound and Sanibel Island. Nestled in one of Southwest Florida’s most coveted locations, this gulf-access pool home is a rare gem that blends luxury, comfort, and island charm. Interior Elegance Meets Coastal Chic Every inch of this home is thoughtfully designed with beachy, nautical décor that instantly transports you to vacation mode. The gourmet kitchen is a chef’s dream, featuring Cambria Quartz countertops, GE High-Profile stainless steel appliances, and a layout perfect for entertaining. Peace of Mind & Premium Upgrades Enjoy the security and style of a metal roof, impact-resistant windows and doors, plank tile flooring, and plantation shutters throughout. A new AC keeps things cool, while the shiplap lanai ceiling adds a touch of coastal sophistication. Outdoor Living at Its Finest Sip cocktails from your screened balcony as dolphins and manatees glide by. Take a dip in the heated saltwater pool, then unwind with the best sunsets in SWFL. With two covered boat lifts (14k & 7k lbs.), composite docks, and a fish cleaning station, your waterfront lifestyle is ready to launch. Island Adventures & Ultimate Convenience - Hop in your included golf cart (valued at $20K and loaded with extras) and explore nearby amenities, or cruise on your boat to local islands and beaches for world-class fishing and relaxation. This is more than a home—it’s a gateway to the island life you’ve always dreamed of. Fall in Love. Move to Paradise. Whether you're seeking a serene retreat or a vibrant coastal lifestyle, this home delivers it all. Don’t just buy a house—claim your piece of paradise.

3420 1st Avenue, 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
$1,345,000
4 Beds ⋅ 4 Baths ⋅ 2026013886 MLS
This Boater’s Paradise Waterfront Townhome is ideally located in the village of St. James City on Pine Island. New Townhome #4 at nearly 3800 sq. ft. offers an Unbeatable Waterfront Price per sq. ft. The three spacious living levels are all above the required flood elevation. This beautiful town-home comes complete with a private elevator and is built with solid concrete construction, hurricane windows & doors, firewalls, and a Galvalume metal roof. This quality “Hurricane Proven” home has had no structural damage or flooding. The Townhome is engineered to last forever and provide peace of mind. The flexible ground level features an open layout with a full bath – ideal for a bedroom, game room, or separate apartment. Additional highlights include a beautifully designed kitchen, 2-car garage, Master Suite with kitchenette, Jacuzzi, and porch with long distance views over the Nature Preserve. Unique Townhome ownership includes your Deeded Private backyard & Private dock. Enjoy direct, unrestricted access to open water for cruising to nearby restaurants, beaches, or your favorite fishing hole. Get ready for Ft. Myers Beach, Sanibel, Captiva, Cabbage Key, Cayo Costa, Boca Grande, & the Gulf of Mexico for your boating playground! Be sure to view the photos, including virtually staged images for inspiration on how to make this home your own. Owner financing possible, ask for details.

3100 Stringfellow Road Unit 4, 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
$675,000
3 Beds ⋅ 2 Baths ⋅ 2025025172 MLS
IT'S 5:00 SOMEWHERE!!! This tastefully remodeled 3 bed, 2 bath pool home is the perfect vacation/full time home for those looking to enjoy all that the Florida lifestyle has to offer from boating, kayaking and some of the best fishing in SW Florida. For the boating enthusiasts, enjoy a boat ride to the beaches of Fort Myers, Sanibel or Cayo Costa from the Direct Gulf Access Canal right in your back yard with composite dock, boat lift and jet ski lift!! Wait, there's more....THE PROPERTY ALSO HAS DEEDED LAND ACROSS THE STREET FOR ADDITIONAL PARKING OF AN RV, BOAT, OR GUESTS! INVESTORS TAKE NOTE: THIS PROPERTY HAS BEEEN A SUCCESSFUL VACATION RENTALFOR THE PAST 5 YEARS, AND CONTINUES TO BE IN DEMAND AND PRODUCE INCOME.

3462 Pinetree Drive, 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
$589,000
3 Beds ⋅ 3 Baths ⋅ 2025008977 MLS
GULF ACCESS 3/3 home has everything you could wish for in your forever home. It has a heated pool on a canal with a wraparound composite dock with a boat lift. There is a large concrete patio with a swing looking down the canal. It has beautiful oak trees and landscape yard on 1/3 acre. This home has been updated with island colors, new appliances, cabinets and counter tops. The master bath has a large tub and shower. St. James is a golf cart community, and you can drive to all the restaurants and shops. Great place to kayak 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 rentals for 2026 booked.

2660 Date Street, St James City
$360,000
2 Beds ⋅ 2 Baths ⋅ 225056603 MLS
Extra neat and clean mobile in Pine Island’s Cherry Estates. This has it all at an affordable price. This 2 bedroom / 2 bath has large, attractive living room with lots of windows looking out at the water. The kitchen features an island with cooktop for informal dining. The large bedrooms give you plenty of room for large beds and other furniture. There is a dock with boat lift and even an extra-large spa that you can actually swim in against a current. Big water access is close and deep. What else could you ask for? You can be living the desirable Pine Island life, boating, fishing, beaching, cruising or just relaxing. This is paradise!

3100 BOWSPRIT Lane, St James City