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$320,000
2 Beds ⋅ 2 Baths ⋅ 2026023757 MLS
Enjoy the island lifestyle in Cherry Estates of St. James City! This boaters paradise offers GULF ACCESS, a renovated interior, and an enclosed air-conditioned lanai for additional living space and year-round comfort. The property also features a dock with covered boat lift, providing excellent shade and protection for both the boat and dock area. Spend your days fishing right from your dock for snook, redfish, trout, and flounder, while enjoying frequent sightings of manatees and dolphins passing through the canal. Located on a quiet street in one of Pine Island’s most popular boating communities, residents enjoy easy access to fishing, kayaking, waterfront restaurants, and beautiful Southwest Florida sunsets. Available completely furnished, making this an excellent opportunity for a seasonal retreat, vacation home, or full-time residence.

3089 Skipper Lane, St James City
$795,000
3 Beds ⋅ 2 Baths ⋅ 2026013900 MLS
Sun, Salt & Boat Days — Direct Gulf Access with New Dock + 10K Lift Welcome to your private Gulf access retreat in the laid-back waterfront community of St. James City — where boating, fishing, and relaxation are part of everyday life. This 3-bedroom, 2-bath home offers a spacious split-bedroom floor plan designed for both comfort and privacy. Light and bright living areas create an inviting atmosphere, perfect for entertaining or unwinding after a day on the water. Step outside and enjoy true Florida living with direct Gulf access and no bridges, making every boating trip effortless. The brand-new composite dock and 10,000 lb boat lift provide durability, convenience, and peace of mind - built to last for years to come. Plus, a community boat ramp offers easy access for friends and guests to join you on the water. The property offers exceptional privacy and plenty of room to add your dream pool, creating your own backyard oasis. Inside, the home has been thoughtfully maintained and updated with New roof (2023), New water heater, Newer A/C (5 years old),stainless steel appliances, New garbage disposal, New washer and dryer, Accordion shutters for added storm protection, Newer Garage door (5 years old). Located in a quiet, charming coastal town, this home is ideal for those seeking a relaxed lifestyle surrounded by nature, waterfront views, and some of the best boating and fishing Southwest Florida has to offer. Whether you’re looking for a full-time residence, seasonal escape, or investment opportunity — this is your chance to own a piece of paradise in St. James City. Schedule your showing today!

3715 Manatee Drive, 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
$2,750,000
3 Beds ⋅ 4 Baths ⋅ 2025021960 MLS
Rare St. James City waterfront estate with panoramic San Carlos Bay views, direct deep-water Gulf access, and no bridges to open water. Located at the southern tip of Pine Island, this fully renovated luxury waterfront home offers unobstructed open-bay views, breathtaking sunsets, exceptional boating access, and true Old Florida island living. More than $400,000 in renovations have transformed this home into a luxurious, energy-efficient, move-in-ready retreat. Upgrades include a newer roof, full spray-foam insulation, hurricane-impact windows and doors, a whole-home generator, updated HVAC and ductwork, instant hot-water heaters, wide-plank tile flooring, and custom closets. Built for serious boaters, the property features a private dock with two brand-new boat lifts: 6,000-pound and 15,000-pound. Direct, no-bridge access to San Carlos Bay and the Gulf of Mexico puts boating, fishing, island hopping, Sanibel, Captiva, and the surrounding waters just minutes from your backyard. Outdoor living steals the show with a heated waterfront pool and spa, custom tiki hut, and fully equipped outdoor kitchen overlooking the bay. It is the perfect setting for sunset dinners, entertaining, or relaxing after a day on the water. Inside, the coastal-inspired kitchen features JennAir appliances, exotic granite countertops, and more than $250,000 in custom cabinetry. High-end finishes and expansive waterfront views create a comfortable yet sophisticated setting for everyday living and entertaining. Offered turnkey and tastefully furnished in a Tommy Bahama-inspired style, with some exclusions, the home is ready to enjoy as a primary residence, seasonal retreat, or luxury waterfront getaway. An oversized four-car garage with epoxy flooring offers room for up to six vehicles plus generous storage for boating equipment, fishing gear, golf carts, and water toys. Luxury renovations, hurricane-impact protection, energy-efficient improvements, a whole-home generator, turnkey furnishings, private dock, two new boat lifts, heated pool and spa, no-bridge Gulf access, and spectacular open-water views come together in this rare Pine Island property. This exceptional Southwest Florida waterfront property combines privacy, luxury, deep-water boating access, and open-bay scenery in one of St. James City’s most desirable island locations. Private island waterfront living awaits. Schedule your private showing today and experience the best of St. James City waterfront living. Buyers planning to establish Florida residency may have an added reason to purchase before the end of 2026. If Florida’s proposed property-tax amendment is approved by voters in November 2026, qualifying homeowners who establish Florida residency and homestead eligibility by December 31, 2026, may receive increased property-tax benefits beginning in 2027. Buyers should independently verify eligibility with the appropriate property appraiser or tax professional.

3807 San Carlos Drive, St James City
$1,289,000
4 Beds ⋅ 3 Baths ⋅ 2025018250 MLS
Tropical Waterfront Paradise with Endless Charm! Welcome to your own slice of paradise! Nestled on a peaceful cul-de-sac corner lot with 189 feet of stunning waterfront, this exceptional 4-bedroom, 3-bath home perfectly blends luxury, comfort, privacy, and Florida fun. Located on beautiful INTERSECTING CANALS, every day feels like a vacation. Step outside to your private resort-style oasis—take a dip in the heated pool, relax by the firepit, get comfortable with a book on the hammock, or wiggle your toes in your very own playful sandy beach area. Boating enthusiasts will love the covered dock with lift, ideal for easy Gulf access and sunset cruises. TWO MINUTES OUT TO OPEN WATER! Inside, discover a bright and inviting open floor plan designed for relaxing and entertaining. The gourmet kitchen is a chef’s dream, featuring stainless steel appliances, custom cabinetry, Corian countertops, a wine refrigerator and plenty of space for gatherings with family and friends. The main suite offers a peaceful retreat with scenic water views, while the versatile downstairs “in-law” suite which includes a full kitchen and laundry room, providing private accommodations for guests or extended family. Surrounded by lush tropical trees and vibrant landscaping, this home truly embodies the Florida lifestyle—a perfect balance of relaxation, recreation, and natural beauty. Whether you’re lounging by the pool, hosting sunset dinners, or setting out on a morning paddle, every moment here feels like a getaway. Come experience the joy of waterfront living—where every sunrise sparkles on the canal and every sunset invites you to stay just a little longer. Consider adding this home to your income producing portfolio by placing this Coastal Escape on the vacation rental market. This home is in high demand all year!

3544 Ruby Avenue, 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