$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 & PANORAMIC SAN CARLOS BAY VIEWS! Positioned at the southern tip of Pine Island, this fully renovated luxury waterfront home offers deep-water boating access, incredible sunsets, expansive open-water views, and quick access to the Gulf of Mexico, Sanibel, Captiva, and surrounding islands. More than $400,000 in renovations have transformed the property into a luxurious, energy-efficient, move-in-ready retreat. Upgrades 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. Built for serious boaters, the property features a private dock with TWO BRAND-NEW BOAT LIFTS! 6,000-pound and 15,000-pound. Direct deep-water access with no bridges puts San Carlos Bay, the Gulf of Mexico, world-class fishing, boating, and island hopping just minutes from your backyard. Outdoor living is designed around the spectacular waterfront setting with a heated pool and spa, custom tiki hut, and fully equipped outdoor kitchen overlooking panoramic bay views and unforgettable Southwest Florida sunsets. Inside, the coastal-inspired kitchen features JennAir appliances, exotic granite countertops, and more than $250,000 in custom cabinetry. Expansive water views and sophisticated finishes create an inviting setting for everyday living and entertaining. Offered TURNKEY and tastefully furnished in a Tommy Bahama-inspired coastal style, with some exclusions, this 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 fishing gear, golf carts, paddleboards, kayaks, and water toys. Open San Carlos Bay views, direct no-bridge Gulf access, two new boat lifts, private dock, heated pool and spa, whole-home generator, hurricane-impact protection, luxury renovations, energy-efficient improvements, and turnkey furnishings combine to create a rare Pine Island waterfront property. Located in St. James City, this exceptional Southwest Florida waterfront home offers privacy, luxury, deep-water boating access, and true Old Florida island living. Schedule your private showing and experience one of St. James City’s most distinctive Gulf-access homes. Buyers considering Florida residency may also wish to explore potential future homestead and property-tax benefits. 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 be eligible for additional property-tax benefits beginning in 2027. Buyers should independently verify eligibility with the appropriate property appraiser or tax professional. 3 Beds ⋅ 4 Baths ⋅ 2025021960 MLS RARE OPEN-BAY WATERFRONT ESTATE IN ST. JAMES CITY WITH DIRECT GULF ACCESS, NO BRIDGES & PANORAMIC SAN CARLOS BAY VIEWS! Positioned at the southern tip of Pine Island, this fully renovated luxury waterfront home offers deep-water boating access, incredible sunsets, expansive open-water views, and quick access to the Gulf of Mexico, Sanibel, Captiva, and surrounding islands. More than $400,000 in renovations have transformed the property into a luxurious, energy-efficient, move-in-ready retreat. Upgrades 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. Built for serious boaters, the property features a private dock with TWO BRAND-NEW BOAT LIFTS! 6,000-pound and 15,000-pound. Direct deep-water access with no bridges puts San Carlos Bay, the Gulf of Mexico, world-class fishing, boating, and island hopping just minutes from your backyard. Outdoor living is designed around the spectacular waterfront setting with a heated pool and spa, custom tiki hut, and fully equipped outdoor kitchen overlooking panoramic bay views and unforgettable Southwest Florida sunsets. Inside, the coastal-inspired kitchen features JennAir appliances, exotic granite countertops, and more than $250,000 in custom cabinetry. Expansive water views and sophisticated finishes create an inviting setting for everyday living and entertaining. Offered TURNKEY and tastefully furnished in a Tommy Bahama-inspired coastal style, with some exclusions, this 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 fishing gear, golf carts, paddleboards, kayaks, and water toys. Open San Carlos Bay views, direct no-bridge Gulf access, two new boat lifts, private dock, heated pool and spa, whole-home generator, hurricane-impact protection, luxury renovations, energy-efficient improvements, and turnkey furnishings combine to create a rare Pine Island waterfront property. Located in St. James City, this exceptional Southwest Florida waterfront home offers privacy, luxury, deep-water boating access, and true Old Florida island living. Schedule your private showing and experience one of St. James City’s most distinctive Gulf-access homes. Buyers considering Florida residency may also wish to explore potential future homestead and property-tax benefits. 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 be eligible for additional 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
$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