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$869,000
3 Beds 2 Baths 2026037659 MLS
Highest Point on the Island, NO flooding, NO hurricane Damage and newer metal roof! A rare opportunity to own a completely renovated private estate nestled on nearly five acres in the heart of St. James City. From the moment you enter through the gated entrance, a long private driveway winds through beautifully landscaped grounds and this exceptional property makes a statement, surrounded by extensive landscaping and an impressive collection of tropical palms that create a private, resort-like setting. Completely renovated throughout, this three-bedroom, two-bath compound offers approximately 2,004 square feet of beautifully designed living space, blending refined finishes with the relaxed sophistication of island living. The master bedroom has a private spa like bathroom with a soaking tub and separate shower. The chefs kitchen has been tastefully designed and offers an open layout perfect for entertaining! The triple sliders in the living room offer a very welcoming island breeze! This home offers 2 special things you don't find often, an ELEVATOR so you don't have walk the steps up and also a conveyor belt for your groceries!!! This 2 story home also offers screened lanai and balcony with high end epoxy flooring. This makes for watching those island sunsets so peaceful with your tranquil surroundings. You will also find Beyond the residence, plenty of rooms for all your fruit trees. A serene private pond and dramatic custom rock waterfall create an unforgettable tropical backdrop, while the expansive acreage offers privacy, beauty and ENDLESS possibilities. Car enthusiasts and collectors will appreciate the impressive six-car garage, providing extraordinary space for vehicles, toys, boats a workshop or stables!! With coveted Stringfellow Road frontage, nearly five acres of beautifully landscaped grounds, AG-2 agricultural zoning and a gated setting, this estate offers a level of versatility and privacy that is increasingly difficult to find. More than a home, this is a private tropical retreat where lush palms, water features, expansive grounds and exceptional amenities come together to create one of St. James City’s most distinctive acreage properties. This compounds offers luxury living and peaceful island living.

3989 Sunshine Boulevard, St James City

$450,000
3 Beds 2 Baths 2026037149 MLS
WIDE LAKE VIEWS, A BRAND NEW 2026 KITCHEN AND PEACEFUL PINE ISLAND LIVING! Welcome to Pine Island Village in Saint James City, where tranquil water views, an open layout and the relaxed charm of Old Florida come together in this beautiful 3 bedroom, 2 bathroom home offering 1,553 square feet of living space on a .25 acre homesite. Positioned on one of the higher elevations on the island and located in Flood Zone X, the home sustained no damage from recent storms, offering added peace of mind. Inside, the bright great room features tile flooring throughout, tray ceilings, abundant natural light and expansive lake views. At the heart of the home is the completely remodeled kitchen, NEW IN 2026, featuring white shaker cabinetry, striking stone countertops with a matching full height backsplash, an oversized island with plenty of prep and seating space, farmhouse style sink, stainless steel appliances, wall ovens, cooktop, pot filler, modern black hardware and generous storage. A large window overlooking the lake brings the peaceful setting right into the kitchen, while the open design flows easily into the living and dining areas. The spacious primary suite features a tray ceiling, private access to the screened lanai and an en suite bath with dual vanities, ample cabinetry and a walk in tiled shower. Two additional bedrooms provide flexibility for guests, a home office or hobby space, while the guest bath offers a granite vanity, tub and shower combination and convenient exterior access. Step outside to the screened and pavered lanai overlooking the expansive backyard and lake, an ideal place to enjoy quiet mornings and peaceful evenings. Additional features include a metal roof, impact rated windows and doors, a pavered driveway and a two car garage. Pine Island Village is a small, friendly community with a low HOA of just $350 per year, a community pool, basketball court and walking areas. Beyond the neighborhood, Pine Island offers a slower paced Old Florida lifestyle surrounded by tropical farms, native wildlife and natural beauty, while still putting you close to local restaurants, live music, art, world class fishing, boating and ferry access to the surrounding barrier islands. COME EXPERIENCE THE SPACE, WATER VIEWS AND LAID BACK ISLAND LIFESTYLE THAT MAKE THIS HOME SO SPECIAL!

4507 Lake Heather Circle, St James City

$459,900
2 Beds 2 Baths 2026034789 MLS
Peaceful Island Retreat Escape to your own slice of Peaceful Island Paradise! Tucked away on the southern end of Pine Island and nestled along saltwater-fed Lake Castile, this beautifully maintained 2019 home offers the privacy, tranquility, and laid-back lifestyle you’ve been dreaming of—while keeping boating, dining, nature, and island entertainment just minutes away. Inside, the modern coastal design is filled with natural light thanks to an abundance of windows and features an open floor plan with soaring ceilings, a gorgeous living room with a gas fireplace, and an eat-in chef’s kitchen complete with a gas range. The spacious primary suite is joined by a junior primary suite, making this home ideal for guests or multi-generational living. Outside is where island living truly shines. Spend lazy afternoons lounging by the pool, enjoy happy hour overlooking the lake, and take in Pine Island’s spectacular sunsets surrounded by mature trees and native wildlife. And for the ultimate retreat, the property includes an air-conditioned she-shed—the perfect private space for a home office, creative studio, hobby room, reading retreat, or simply your own place to escape. The oversized garage features built-in cabinetry and a dedicated workshop area, while ample parking makes entertaining easy. Additional highlights include a propane tankless water heater, propane dryer, impact windows and doors throughout, and a durable metal roof. Best of all, you’re just 5 minutes from a marina and boat launch, with nature trails and preserves within walking distance and local restaurants offering live entertainment nearby. Come discover the peaceful island life you’ve been waiting for—where every day feels like a getaway!

3400 Coquina Lane, St James City

$579,000
4 Beds 3 Baths 2026034504 MLS
This immaculately maintained home must be seen to be truly appreciated. Every detail has been thoughtfully selected with quality, comfort, and convenience in mind. The primary kitchen is a chef’s dream, featuring high-end LG Smart appliances, beautiful granite countertops, and a matching backsplash that makes both cooking and cleanup a pleasure. The bright, open-concept living area provides the perfect setting for relaxing or entertaining. The spacious primary bedroom includes a comfortable sitting area with beautiful views of the pond. The en-suite bathroom features dual sinks and a large walk-in shower. The upstairs living area is easily accessible through the expansive screened lanai, with your choice of stairs or the convenience of a lift. Adding even more versatility to this exceptional property is the fully finished apartment area downstairs. This private one-bedroom, one-bath space includes a complete kitchen and living area, making it ideal for in-laws, extended family, guests, or additional living accommodations. Outside, you’ll find abundant storage, covered two-car parking, a dual-fuel generator, and an RV hookup. The picturesque pond is stocked with fish that eagerly gather for feeding, while the private dock provides the perfect spot to enjoy the peaceful surroundings and observe the visiting fish and wildlife. With its exceptional features, thoughtful design, and incredible versatility, this property truly offers something special. Come see for yourself—you may have just found your dream home!

8500 Redwood Drive, St James City

$454,000
5 Beds 4 Baths 2026027064 MLS
Welcome to an exceptional opportunity offering THREE LIVING SPACES completely renovated, upgraded, and updated on one spacious property! The main residence features 3 bedrooms, 2 bathrooms, and approximately 1,800 square feet of thoughtfully updated space, PLUS an attached EFFICIENCY apartment and a DETACHED 2-bedroom, 1-bath Guest House - Additional Dwelling Unit (ADU), creating endless possibilities for multi-generational living, guest accommodations, rental income, or a private home office. The main home has been extensively renovated from top to bottom with updated electrical, plumbing, spray foam insulation, Argon gas windows, architectural shingle roof, central air conditioning with Wi-Fi thermostat, on-demand water heater, luxury water-resistant vinyl flooring, custom trim, six-panel doors, recessed lighting, Wi-Fi controlled ceiling fans, and fresh interior paint throughout. The stunning kitchen showcases custom cabinetry with Lazy Susan storage, custom tile backsplash, stainless steel appliances, under-cabinet microwave, and flexible faucet. The spacious living room is highlighted by a custom tongue-and-groove ceiling, built-in entertainment wall, and electric fireplace with customizable Wi-Fi lighting and heat settings. The attached efficiency apartment offers approximately 484 gross square feet (not included in the county heated living area) and is privately separated from the main home with locking French doors while maintaining its own exterior entrance. Complete with a full kitchen, full bathroom, washer/dryer combo, mini-split HVAC system, ceramic tile flooring, custom finishes, and private living space, it's ideal for guests or rental income. Also located on the property is a detached 588 -square-foot ADU (not included in the county heated living area) featuring 2 bedrooms, 1 bathroom, a full kitchen with new cabinetry and appliances, stacked washer/dryer, mini-split air conditioning, updated bathroom, ceramic tile flooring, French doors, and covered front porch. Outside, you'll find room for all your toys with ample parking for boats, RVs, trailers, and work vehicles. Two separate RV/camper hookups include electric and septic connections. Relax beneath mature oak trees or enjoy fresh fruit from the producing mango tree. Enjoy watching your 2 lemon trees mature and come to fruition. The extended front porch with three ceiling fans creates the perfect place to unwind. Located less than a half mile from a public boat and kayak launch and just minutes from pickleball, tennis courts, restaurants, shopping, and entertainment, this unique smart-home property offers incredible flexibility for homeowners and investors alike. Live in one residence while generating rental income from the others, accommodate extended family, or create the ultimate private compound.   Plus, Offering a 1 year home warranty! An extraordinary offering like this is truly one of a kind!

3728 Gasparilla Street, St James City

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

8787 Kodiak Lane, St James City

$499,000
2 Beds 2 Baths 2026028499 MLS
Welcome to the boating and fishing paradise of St. James City! This new manufactured home sits on a direct-access canal just minutes to open water on Pine Island Sound and San Carlos Bay—with Sanibel and Captiva only a short boat ride away. A new composite dock with boat lift and low-maintenance rock/shell landscaping means more time on the water and less time on yard work. Inside, an open-concept kitchen and living area spans the canal side of the home, capturing wide water views and beautiful natural light. Whether you’re casting off at sunrise or unwinding at sunset, this is coastal living made easy. Don’t miss your chance to own a piece of paradise. Call today to schedule your private showing.

2452 York Road, St James City

$715,000
2 Beds 2 Baths 2026015872 MLS
Experience the ultimate Southwest Florida waterfront lifestyle in this beautifully updated stilt home located in the charming fishing community of Saint James City. A stunning curved staircase creates a grand first impression, leading to a residence thoughtfully renovated with today's most sought-after features. Designed for both elegance and durability, the home boasts a metal roof, impact-resistant windows and doors, updated flooring throughout, and a beautifully remodeled kitchen featuring granite countertops, custom cabinetry, and new stainless-steel appliances. The bright, open living spaces are filled with natural light and perfectly positioned to capture coastal breezes and waterfront views. Step outside and discover what truly sets this property apart. Situated on a navigable canal with quick access to open water, the property includes a 7,000-pound boat lift, making it effortless to launch your next fishing adventure or sunset cruise. Anglers will appreciate having some of the finest fishing in Southwest Florida right at their doorstep, with easy access to Pine Island Sound, San Carlos Bay, and Gulf waters. The lower level offers a spacious storage room, providing ample space for fishing gear, boating equipment, kayaks, tools, and all your waterfront toys. After a day on the water, unwind in the covered patio area, the perfect setting for grilling fresh-caught seafood, entertaining friends, or enjoying casual outdoor dining while taking in the tropical surroundings. Just a short boat ride away, you'll find the pristine beaches and natural beauty of Cayo Costa State Park, famous for shelling, boating, fishing, and untouched Gulf-front shoreline.

2360 Oleander Street, St James City

$340,275
2 Beds 2 Baths 2026002960 MLS
Move right into this well-maintained Palm Harbor home, offering 1,670 sq ft of comfortable living space and never having been flooded. Whether you're in search of a second home or a primary residence, this charming 2-bedroom, 2-bathroom property is sure to delight. The home features a spacious deck, a covered lanai, and a dock for your boat. Additionally, the finished utility room under the carport is equipped with hot and cold water, as well as air conditioning. This versatile space is perfect for storage, a fishing room, or even entertaining, with direct access to the large deck out back. By boat, you're just minutes away from some of the best beaches and fishing spots that Southwest Florida has to offer. Prefer to stay on land? There are five restaurants within golf cart distance, or you can explore one of the many nature trails in St. James City. The town boasts a quaint, quiet atmosphere with friendly neighbors, making it an ideal place for anyone looking to escape the hustle and bustle of city life.

3088 Skipper Lane, St James City

$365,000
2 Beds 2 Baths 2026001055 MLS
Come and begin your new year, living the "Island Lifestyle" in this lovely home close to the Gulf and the ICW without bridges or locks to maneuver. This St. James City home is in a golf cart friendly neighborhood, close to restaurants, bars, marinas, and more. St. James City is a laid back community with all sorts of activities at the Civic Center, music venues almost daily, not to mention some of the best fishing, and close to the Tarpon Fishing Capital of the World, Boca Grande! This lovely home boasts a new roof, windows, spray foam insulation, a/c duct work, siding, lanai, carport, cover for the 8K# boat lift, plus a transfer switch for a generator! There are 2 bedrooms, 2 baths, and a den/study with views of the canal. The screened porch overlooks an outdoor shaded entertaining area, and additional space to sit, relax, and enjoy the tropical breezes and sunsets.

3065 Skipper Lane, St James City

$899,000
4 Beds 4 Baths 2025014450 MLS
LIVE THE DREAM WITH MINUTES OUT TO OPEN WATERS! Welcome to your dream waterfront home in beautiful St. James City! This fully remodeled 4-bedroom, 4-bath residence offers unparalleled luxury and comfort. Nestled on a direct access canal, a true boater's paradise with a 10,000-pound boat lift, just a few minutes to some of the best fishing, boating and islands in SWFL! As you step inside, you'll be greeted by a massive vaulted ceiling that is light and bright - a modern, open-concept living space with a dream kitchen high-end stainless-steel appliances, sleek ceramic flooring, and stunning quartz countertops. Open to the living area and beautiful views from the window. The layout is thoughtfully designed with two master suites on the ground floor, each boasting en-suite bathrooms, perfect for multi-generational living or hosting guests. Upstairs, you'll find two generously sized bedrooms, one of which opens to a private balcony, offering serene views of the canal and the surrounding area. Step outside to your personal oasis where a sparkling pool and spa await, ideal for relaxing and entertaining. Whether you're lounging by the pool or enjoying a sunset cruise from your private dock, this home offers the ultimate Florida lifestyle. Don't miss the opportunity to own this exceptional property in St. James City. Schedule your private tour today and experience waterfront living at its finest! All the work has been done, just move right in!

2420 Cherimoya Lane, St James City

$1,470,000
3 Beds 3 Baths 2025000268 MLS
Beautiful home south end of the island! Poured concrete construction, a metal roof , minutes to Sanibel beachs , ADA Accessible home* Sunrise and Sunset views , fire sprinkler system *Elevator- #900 capacity Impact resistant doors & windows. *1000 sq ft of 'man cave' next to the garage + apartment w/ bedroom & kitchen *Each level has a bedroom suite. Top floor master suite- best views on the island- kitchenette, walk-in shower, soaking tub. Main level, 2nd floor- outdoor gas grill hook up, fireplace, plantation shutters, the kitchen: double oven & gas range. Pool & HotTub: Heated/saltwater/self cleaning. One of the most well built homes in SWFL.. Generator hook ups. Deep canal direct access to the gulf. Covered 10000 lb boat lift & jet ski lift on dock. Every room has waterviews! St. James City has bars, restaurants, seafood markets, farm fresh markets, fishing & access to the best beaches minutes away!

3430 1st Avenue, St James City

$1,499,000
4 Beds 4 Baths 224102258 MLS
As you enter this unique custom home you will be surrounded by tropical colors accented with the warm tones of bamboo, cypress, and mahogany. The architecture and decor were inspired by the current owners' travels to the Keys, Caribbean, and South Pacific. The floor plan was designed with the retired couple in mind, anticipating many visits from adult children and grandchildren. The master suite is located on the main floor, while the third floor has three bedrooms and its own bathroom, thus giving privacy to all when wanted. This is a very comfortable home for day-to-day living. With its many windows and screened porches, this home is bright and airy, often times does not need AC due to the flow-through breezes. There is even a small screened porch directly off the kitchen that was designed just for the grill, and also a breakfast porch. The floor treatments are a combination of tile, carpet, and wood for easy maintenance and sound control. Just inside the front door is a room that was designed as an office with double entry doors, perfect for a business in the home. There is a conveniently located elevator that goes to all three floors. On the main floor the elevator stop is in the kitchen, making bringing up groceries from the garage to the kitchen a breeze. The ground level offers a large garage and an air conditioned bonus room with an attached bath and outdoor shower. The garage ceiling height is 10 foot, with 9 foot garage doors, including plenty of room for vehicles and storage. Outside you will find nearly one-half acre of land with approximately 360 feet of waterfront, with mere minutes to San Carlos Bay, the Intracoastal Waterway, the Gulf of Mexico, and all the outer islands of Lee County, including some of the best fishing in all of SW Florida! The environmentally friendly landscape includes many palms, bamboo, bougainvillea, hibiscus, orange tree, oleander, and even a gumbo limbo tree. The shoreline is lined with sea grapes and mangroves, true Florida native plants. As you step down onto the approximately 100 feet of dock you will find a 20,000 pound and a 7,000 pound boat lift along with a covered fish cleaning station. From the main floor of the home, you will enjoy descending the spiral staircase onto the pool deck of the 50 foot by 10 foot lap pool. The pool also has an adjacent shallow area especially for the toddler grandchildren. On those hot Florida days, you will enjoy the shade of the pool deck's tiki and using the wonderful outside tiki shower. As an added feature all outside deck railings are constructed of low maintenance aluminum, and decks and docks are composite planked. While not included in the price, some furnishing and the 21 foot Key West boat are negotiable.

2690 Gull Court, St James City

$1,095,000
3 Beds 3 Baths 225049820 MLS
Luxury living at its finest. Don't miss this opportunity to own this stunning home on Pine Island in St. James City. The home is situated on a waterfront oversized lot on a Cal-du-sac with 294 feet of water frontage on the Dawson Canal just a short boat ride to Matlacha Pass, the Caloosahatchee River, Pine Island Sound and the Gulf of Mexico. The boating and fishing options are endless. The home features open concept living with high ceilings and a split plan, ideal for guests and entertaining. The living room opens up to a large, screened pool deck area and a heated pool. The large master bedroom has his and hers walk in closets, a large walk-in shower and an elevated jacuzzi tub. The home has tile throughout, is tastefully decorated, and comes fully furnished. It is constructed to high standards featuring an elevated house pad, and concrete block construction.

2871 Bracci Drive, St James City