$1,700,000 Welcome to a rare direct Gulf access waterfront estate in the highly sought-after Pine Island Shores community. Perfectly positioned to capture expansive bay views and abundant marine wildlife, this property offers a front-row seat to dolphins playing, manatees gliding by, and unforgettable Southwest Florida sunsets—all from your own backyard. With no bridges to open water, you’ll enjoy effortless access to Pine Island Sound and the Gulf of Mexico. This spacious 2-story coastal retreat features 3 bedrooms + den and 3 bathrooms, designed with a bright open floor plan, cathedral ceilings, and large windows that showcase the stunning waterfront setting throughout the home. The outdoor living experience is truly exceptional. Relax or entertain around your private saltwater pool and spa, expansive patio, gazebo, and multiple balconies are all perfectly oriented to take in the sweeping bay views and coastal breezes. Boating enthusiasts will appreciate the private dock with lift, water, and electric, making it easy to spend your days on the water. Inside, the home offers a well-appointed kitchen with ample cabinetry and eat-in space, a generous primary suite with dual sinks and separate tub and shower, and flexible living areas including a den/home office. Additional highlights include a metal roof, electric storm shutters, fireplace, surround sound wiring, and abundant storage throughout. Located in a gated boating community, this property combines privacy, space, and a true connection to the water. Whether you’re looking for a full-time residence, seasonal retreat, or luxury waterfront escape—this is Pine Island living at its finest. 3 Beds ⋅ 3 Baths ⋅ 2026020265 MLS Welcome to a rare direct Gulf access waterfront estate in the highly sought-after Pine Island Shores community. Perfectly positioned to capture expansive bay views and abundant marine wildlife, this property offers a front-row seat to dolphins playing, manatees gliding by, and unforgettable Southwest Florida sunsets—all from your own backyard. With no bridges to open water, you’ll enjoy effortless access to Pine Island Sound and the Gulf of Mexico. This spacious 2-story coastal retreat features 3 bedrooms + den and 3 bathrooms, designed with a bright open floor plan, cathedral ceilings, and large windows that showcase the stunning waterfront setting throughout the home. The outdoor living experience is truly exceptional. Relax or entertain around your private saltwater pool and spa, expansive patio, gazebo, and multiple balconies are all perfectly oriented to take in the sweeping bay views and coastal breezes. Boating enthusiasts will appreciate the private dock with lift, water, and electric, making it easy to spend your days on the water. Inside, the home offers a well-appointed kitchen with ample cabinetry and eat-in space, a generous primary suite with dual sinks and separate tub and shower, and flexible living areas including a den/home office. Additional highlights include a metal roof, electric storm shutters, fireplace, surround sound wiring, and abundant storage throughout. Located in a gated boating community, this property combines privacy, space, and a true connection to the water. Whether you’re looking for a full-time residence, seasonal retreat, or luxury waterfront escape—this is Pine Island living at its finest. 2096 Macadamia Street, St James City
$1,999,900 With unobstructed views of the bay, perfectly framed by the tropical landscape, this residence embodies the essence of waterfront living. Upon entering the main level, you will be greeted by an abundance of natural light and vistas complimenting the fireplace in a harmonious blend of coastal and classic design. Entertain family and friends in the formal dining area or the main level balconies overlooking your backyard as dolphins swim in the background. The kitchen boasts views of the bay and offers plenty of cabinet and counterspace, a gas range and a wet bar that connects the kitchen to the family room. The primary quarters offer two walk in closets and a spacious bedroom surrounded by mature landscaping that integrates with the natural beauty of the surroundings. The well appointed guest bedrooms, one on the main level and the other on the first floor, award your guests with privacy. On the first floor you'll find a separate sitting room, a den (which the owners used as an exercise room) and a laundry room with an extra refrigerator and sink. From the office and recreation rooms you can step outside onto the expansive patio, where the beauty of coastal living truly comes to life. Sip cocktails as you watch boats glide across the bay, or indulge in alfresco dining under the pergola covered in blooming flowers. This waterfront setting offers endless opportunities for outdoor recreation, from kayaking and paddleboarding to fishing and birdwatching. The boating community of St. James City is conveniently located a short boat ride away from the Sanibel Causeway and beaches to the south and to the north, through Pine Island Sound, to the world famous Cabbage Key, Useppa Island, and Boca Grande pass. Whether appreciating some of the most pristine natural habitats in SWFL, sport fishing for tarpon or bar hoping by water, the options are endless 3 Beds ⋅ 3 Baths ⋅ 2026002528 MLS With unobstructed views of the bay, perfectly framed by the tropical landscape, this residence embodies the essence of waterfront living. Upon entering the main level, you will be greeted by an abundance of natural light and vistas complimenting the fireplace in a harmonious blend of coastal and classic design. Entertain family and friends in the formal dining area or the main level balconies overlooking your backyard as dolphins swim in the background. The kitchen boasts views of the bay and offers plenty of cabinet and counterspace, a gas range and a wet bar that connects the kitchen to the family room. The primary quarters offer two walk in closets and a spacious bedroom surrounded by mature landscaping that integrates with the natural beauty of the surroundings. The well appointed guest bedrooms, one on the main level and the other on the first floor, award your guests with privacy. On the first floor you'll find a separate sitting room, a den (which the owners used as an exercise room) and a laundry room with an extra refrigerator and sink. From the office and recreation rooms you can step outside onto the expansive patio, where the beauty of coastal living truly comes to life. Sip cocktails as you watch boats glide across the bay, or indulge in alfresco dining under the pergola covered in blooming flowers. This waterfront setting offers endless opportunities for outdoor recreation, from kayaking and paddleboarding to fishing and birdwatching. The boating community of St. James City is conveniently located a short boat ride away from the Sanibel Causeway and beaches to the south and to the north, through Pine Island Sound, to the world famous Cabbage Key, Useppa Island, and Boca Grande pass. Whether appreciating some of the most pristine natural habitats in SWFL, sport fishing for tarpon or bar hoping by water, the options are endless 3569 San Carlos Drive, St James City
$2,750,000 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. 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
$349,500 A little over a quarter acre waterfront lot for sale in St. James City! Home was demolished after suffering hurricane damage which will save buyer on impact fees to build new. An elevated home will afford spectacular views of Matlacha Pass. Although the lot is not suited for a private dock, there is access to the water via the Lee County public park to the south of the lot where small vessels such as kayaks, paddleboards or skiffs can be launched. The county owns the waterfront strip, the water can be accessed through the mangroves. Bring your plans and build your dream home! 225019707 MLS A little over a quarter acre waterfront lot for sale in St. James City! Home was demolished after suffering hurricane damage which will save buyer on impact fees to build new. An elevated home will afford spectacular views of Matlacha Pass. Although the lot is not suited for a private dock, there is access to the water via the Lee County public park to the south of the lot where small vessels such as kayaks, paddleboards or skiffs can be launched. The county owns the waterfront strip, the water can be accessed through the mangroves. Bring your plans and build your dream home! 5966 Cove Street, St James City