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3065 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

3977 Coconut Drive, St James City
$475,000
2025021838 MLS
Welcome to Your Waterfront Paradise!! Discover a rare and extraordinary opportunity in this exclusive island boating community: two contiguous, buildable lots offering an expansive canvas for your coastal vision. Framed by peaceful canals, this double lot boasts direct, bridge-free access to the Gulf, making it an ideal haven for avid boaters and water lovers alike. Property Highlights: Prime Waterfront Orientation: This large cleared parcel provides generous water frontage and the flexibility to design a grand single residence or twin waterfront homes. Deep Water Canal: The calm, navigable canal affords direct access to the Gulf, allowing seamless boating from your own backyard — no bridges, no compromise. Dock Potential: Room to create an extraordinary waterfront dream, with an expansive private dock or multiple boat lifts, giving you immediate access for your boat, jet ski, or water toys. Existing pilings with slip accommodate a large boat. Island Community Lifestyle: Located in a serene, maritime island enclave where every neighbor is a fellow boater. Enjoy the charm of private island living with all the amenities that come with it: waterfront restaurants, boating social opportunities, world class fishing, and peaceful, salt-kissed breezes. Ready for Your Build: Cleared and mostly level, the lot is primed for construction. Whether you're dreaming of a custom home, a waterfront compound, or a seasonal retreat, this property offers unmatched flexibility. Natural Beauty: Lush mangroves line the canal, offering privacy and a great view of wildlife. At sunrise and sunset, the water glows with a golden hue — a daily reminder of the tranquil island life you're investing in. Excellent Investment: Waterfront real estate with direct Gulf access is increasingly rare — this double-lot parcel represents not just a home site, but a high-value long-term asset. Location Perks: Minutes from Pine Island Sound, so you can cruise into open Gulf waters with ease to the nearby beaches of Sanibel, Fort Myers Beach, and Captiva Island. Easy access to local community essentials while still living in the laid-back, saltwater rhythm of an island lifestyle.

3977 Coconut Drive, St James City

2690 Gull Court, 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

3893 Dewberry Lane, 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

2891 Oleander Street, St James City
$258,000
225001937 MLS
RARE GULF ACCESS WATERFRONT OPPORTUNITY WITH NO BRIDGES! Discover one of the most versatile waterfront parcels available on the highly desirable south end of Pine Island. Offering DIRECT GULF ACCESS with NO BRIDGES, this property is a boater’s dream with convenient access for fishing, boating, and exploring Southwest Florida’s incredible waterways and surrounding islands. What truly sets this property apart is its MIXED-USE ZONING, offering both residential and commercial possibilities. Whether you envision a private waterfront residence, an investment opportunity, a boutique business, or a unique combination of uses, this property offers incredible flexibility for your future plans. Even better, a BRAND-NEW SEAWALL has already been installed, providing significant added value and eliminating a major expense and project for the future owner. Located in a charming coastal community known for its laid-back island lifestyle, natural beauty, and exceptional boating access, opportunities like this are becoming increasingly difficult to find. With waterfront access, no bridges, mixed-use potential, and a new seawall already in place, this is more than just vacant land—it’s an opportunity to create something truly special. BUILD. INVEST. BOAT. LIVE THE ISLAND LIFESTYLE. Secure your piece of Pine Island and bring your waterfront vision to life!

2891 Oleander Street, St James City

5012 Sandpiper Drive, 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

2871 Bracci 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

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