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$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

$359,900
2 Beds ⋅ 2 Baths ⋅ 2026004298 MLS
Welcome to your direct Gulf access retreat in the heart of St. James City, where laid-back island living meets turnkey waterfront convenience. Perfectly positioned on a quiet canal with no bridges to open water, this home is a boater’s dream, offering quick access to Pine Island Sound, Sanibel, Captiva, and the Gulf of Mexico. The property has been thoughtfully upgraded for peace of mind and easy living, featuring a new roof and new A/C, spray foam insulation beneath the subfloor, new double pane insulated windows and sliding door with Bahama Hurricane Shutters, luxury vinyl tile flooring throughout, and granite countertops that elevate the interior with a clean, coastal feel. The open layout is light and bright and ideal for both everyday living and hosting guests after a day on the water. Step outside to your private waterfront setup complete with a 10,000 lb boat lift with new canopy, concrete seawall, and a dock ready for fishing, sunset watching, or spontaneous evening cruises. Whether you are an avid boater or simply love the water, this backyard was designed to maximize the Florida lifestyle. Located in St. James City on Pine Island, you will enjoy a slower pace of life with easy access to some of Southwest Florida’s most loved local spots, including waterfront dining, live music, marinas, fishing charters, and island favorites just minutes away. From The Olde Fish House Marina to Froggy’s and nearby Matlacha, entertainment and dining are close without sacrificing peace and privacy. This is more than a home. It is an island lifestyle where mornings start with calm canals and evenings end with Gulf sunsets. Ideal as a full-time residence, winter escape, or investment opportunity, this waterfront gem delivers location, upgrades, and boating access that are increasingly hard to find.

2971 Bounty 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

$850,000
3 Beds ⋅ 2 Baths ⋅ 2026000121 MLS
Effortless luxury meets true Gulf access—without a single bridge in sight. Located on the PERFECTLY named Manatee Canal, where dolphins and manatees play, this professionally remodeled 3 bedroom waterfront residence on Pinetree Drive delivers DIRECT, deep-water access to the Gulf, complete with a covered boat lift and private kayak launch - a boaters dream! Super curb appeal on this oversized lot with extended driveway and additional parking across the street! Meticulously cared for and it shows both in and out of the home. Inside, the home showcases refined coastal elegance with neutral flooring throughout, a stunning chef’s kitchen featuring shaker-style cabinetry, a large open island, Jennair appliances and quartz countertops - its a beauty! Cornerstone did the remodel and it is spectacular! Filled with abundant natural lighting, luxury upgrades and thoughtfully designed to create a seamless blend of comfort and sophistication, this home flows and is the perfect size with spacious rooms and neutral colors! The outdoors is a DREAM - an EXTRAORDINARY maintenance-free entertainment oasis awaits—multi patios fully pavered and purpose-built for hosting, with multiple patios, a resort-style pool and stand alone spa, and a fully equipped outdoor kitchen - perfect to hang out with friends and enjoy the amazing paradise that surrounds you. A large fenced side yard, oversized lot, and additional parking across the street add rare convenience. Set in one of St. James City’s most desirable waterfront communities, this exceptional property offers the ultimate Pine Island lifestyle—plus the rare advantage of an ASSUMABLE 2.75% loan. There are so many additional special features such as a community boat ramp, a 17 mile biking/walking path, boating or walking to multiple restaurants and marinas - you are so close to days of adventures exploring the waters and the incredible islands that surround you. St. James offers a vibrant lifestyle where you can live your best life! If you are looking for more than just an ordinary home you have found it! ASSUMABLE FLOOD INSURANCE OF $1,529 a year!

3446 Pinetree Drive, St James City

$2,750,000
3 Beds ⋅ 4 Baths ⋅ 2025021960 MLS
RARE OPEN-BAY WATERFRONT ESTATE IN ST. JAMES CITY WITH DIRECT GULF ACCESS, NO BRIDGES, TWO BOAT LIFTS & PANORAMIC SAN CARLOS BAY VIEWS! Experience true Southwest Florida waterfront living from the southern tip of Pine Island, where deep-water boating, spectacular sunsets, open-bay views, and quick access to the Gulf of Mexico, Sanibel, Captiva, and surrounding islands are right outside your door. More than $400,000 in renovations have transformed this luxury waterfront home into a move-in-ready island retreat. Improvements include a newer roof, spray-foam insulation, hurricane-impact windows and doors, whole-home generator, updated HVAC and ductwork, instant hot-water heaters, wide-plank tile flooring, and custom closets. Designed for serious boaters, the property features a private dock with two brand-new boat lifts — 6,000-pound and 15,000-pound — plus direct deep-water Gulf access with no bridges. Spend your days fishing, boating, cruising to Sanibel and Captiva, or island hopping throughout Southwest Florida. Outdoor living is the centerpiece of this exceptional St. James City home. Relax beside the heated pool and spa, entertain beneath the custom tiki hut, prepare dinner in the fully equipped outdoor kitchen, and end the day watching incredible sunsets over San Carlos Bay. Inside, the coastal-inspired kitchen features JennAir appliances, exotic granite countertops, and more than $250,000 in custom cabinetry. Expansive water views, sophisticated finishes, and an inviting open layout create the perfect setting for entertaining or everyday waterfront living. Offered TURNKEY furnished in a Tommy Bahama-inspired coastal style with some exclusions, the home is ready to enjoy as a primary residence, seasonal Florida retreat, or luxury Pine Island getaway. An oversized four-car garage with epoxy flooring provides space for up to six vehicles plus fishing gear, golf carts, kayaks, paddleboards, and boating equipment. If you are searching for a St. James City waterfront home, Pine Island luxury property, Gulf-access home with no bridges, deep-water boating property, San Carlos Bay home, waterfront pool home, or turnkey Southwest Florida retreat, this extraordinary property delivers the boating lifestyle, privacy, luxury, and Old Florida atmosphere buyers come to Pine Island to find.

3807 San Carlos Drive, 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

$1,499,000
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

$187,000
224016699 MLS
ESCAPE TO PARADISE in St. James City, Pine Island, Florida! This exceptional residential vacant lot offers a slice of island living with dimensions of 40' wide by 90' deep. Situated along a wide (81'-120') tranquil canal, the property boasts a private boat dock with lift, spanning its 40' width, granting direct access to the Gulf of Mexico for endless aquatic adventures. Imagine waking up to the gentle rustle of palm trees and the soothing sounds of the water lapping against the shore. This quiet neighborhood invites you to embrace the serene ambiance of island life, where everyday stresses melt away, and each moment is filled with possibility. For the avid angler and boating enthusiast, St. James City is a haven of opportunity. Renowned for its excellent fishing and boating, the area promises thrilling adventures and unforgettable experiences. Cast your cares away as you explore the waters and encounter the vibrant marine life that calls these shores home. Convenience meets comfort with electricity available at the dock, ensuring your waterfront retreat is as practical as it is picturesque. Zoned for manufactured/mobile homes, the property offers flexibility to design your ideal island getaway, tailored to your lifestyle and preferences. Complete with a sturdy concrete seawall, this property offers peace of mind and protection against the elements, safeguarding your investment for years to come. Don't miss your chance to own a piece of waterfront paradise in St. James City, where every day feels like a vacation. Embrace the essence of island living and make your dreams a reality today!

3868 Coconut Drive, St James City

$289,900
2 Beds ⋅ 1 Baths ⋅ 224105420 MLS
WATERFRONT + DIRECT GULF ACCESS + TURNKEY PINE ISLAND LIFESTYLE! Looking for an affordable way to own your own piece of Southwest Florida waterfront? Welcome to 3893 Dewberry Lane—a beautifully updated 2-bedroom, 1-bath Pine Island retreat where the boating lifestyle begins right outside your door. Set along a navigable canal with mangrove and water views, this turnkey property offers an updated dock and covered boat lift, multiple covered outdoor spaces, and easy access to the incredible fishing and boating waters surrounding Pine Island. Inside, the home has been thoughtfully remodeled with a large entertaining kitchen, updated finishes, abundant storage, a newer roof, HVAC, PEX plumbing, new sliding doors and screens, and a comfortable layout designed for island living. Whether you're looking for a full-time Florida home, a weekend escape, or a potential vacation-rental opportunity, this is your chance to trade ordinary living for Old Florida waterfront living—boat, fish, relax, and enjoy the island. Why pay for more house when you can own the WATER at 3893 Dewberry Lane!

3893 Dewberry Lane, St James City

$649,000
4 Beds ⋅ 2 Baths ⋅ 225043917 MLS
Great investment opportunity or vacation home. Located in St James City with easy access to the Gulf of Mexico, minutes to Sanibel and Fort Myers beaches. This waterfront duplex has two beautifully remodeled units with stone countertops and plenty of updated cabinets, tiled walk in showers. Close to many waterfront restaurants, great fishing and all other water activities. Easy water access to the Gulf of Mexico, Sanibel and Fort Myers beach. There is a new metal roof 2024 and approximately 2/3 of new seawall 2023. Low maintenance landscaping. Great views from you 180 ft of waterfront property. This property has two separate strap #'s 35-45-22-21-00004.059A 3201, 35-45-22-21-00004.59CE 3203. Don't miss out on the amazing chance to enjoy paradise up close.

3201/3203 Stabile Road, St James City

$275,000
2 Beds ⋅ 1 Baths ⋅ 225047802 MLS
Waterfront opportunity in Flamingo Bay! This newly renovated 2-bedroom, 1-bath mobile home offers durability, thoughtful upgrades, and peace of mind. Built with a solid 3/4" plywood subfloor and plywood interior walls, the home is exceptionally well-constructed. Following prior hurricane flooding, the property has been fully remediated by the seller. Inside, you’ll find an upgraded kitchen featuring modern cabinetry and granite countertops. Comfort is ensured year-round with new mini-split A/C and heating units in every room, including the enclosed back porch, which boasts new tile flooring. The home has also been elevated 16 inches to help prevent future water intrusion. Exterior improvements include the replacement of original aluminum siding with plywood and Hardie plank siding for enhanced strength and longevity. The backyard has been refreshed with new sod and an irrigation system, creating a great space to relax or entertain. Boaters will appreciate the updated seawall and cap (2020) along with a brand-new dock (2026), offering easy waterfront access. Ideal as a weekend getaway, vacation rental, or full-time residence—this property combines coastal charm with practical upgrades. Voluntary HOA of $275 per person per year gives access to boat landing, clubhouse, new saltwater pool and amenities. Initial fee of $500 due upon joining HOA. Opportunity to purchase lot to the south for sale by separate seller would give buyer full lot from street to canal front.

5012 Sandpiper Drive, 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

$275,900
2 Beds ⋅ 2 Baths ⋅ 224007009 MLS
YOUR TURNKEY PINE ISLAND WATERFRONT GETAWAY IS HERE! Escape to island time with this fully furnished 2-bedroom, 2-bath second-floor condo offering direct Gulf access, boat facilities, a heated community pool, and an easy, carefree Florida lifestyle. Located in Fisherman's Wharf, this 1,053-square-foot retreat is ready to enjoy from day one. The unit features vaulted ceilings, tile flooring, updated lanai windows with screens, and a hurricane-rated front door. The community has undergone major improvements, including new roofs, exterior paint, new railings, updated stair and concrete walkways to units on both floors, and electrical and plumbing upgrades. Bring your boat, fishing gear, and flip-flops and start enjoying Pine Island's legendary waterways. Boat slips and secure boat/trailer storage make this an especially appealing option for boating enthusiasts, while the turnkey furnishings make it equally attractive as a seasonal escape or full-time island home. Leave the mainland behind—your Pine Island adventure starts here.

2936 Oleander Street Unit A2, St James City