$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
$1,999,000 PRICE REDUCTION....... 3211 VACATION LN IS A ONCE IN A LIFETIME OPPORTUNITY TO CREATE YOUR DREAM HOME ON PINE ISLAND SOUND! This 6 bedroom coastal estate is ready for your finishing touches. The estate features a new elevated custom pool and hot tub. The house includes new Anderson hurricane windows and doors. A $160,000+ ultra high-end kitchen is ready to install including Cafe' appliances! A new current code metal roof has been installed along with Hardy board exterior siding. The septic system has been upgraded to support 6 bedrooms/5 bathrooms.- Or less if you wish. The 150' of bayfront presents breathtaking views of both sunrise and sunset of San Carlos Bay from the multiple decks, large hurricane impact windows and doors! Included in the sale are fully permitted and sealed renovation plans and blueprints. Very few Vacation Lane bayfront homes ever hit the public market! Be one of the fortunate to secure this "Generational Opportunity"! FIRST GROUP OF PHOTOS ARE OF THE HOME AS IT STANDS TODAY. THE SECOND GROUP OF PHOTOS DEPICT THE HOME USING AI AFFECTS SHOWING THE KITCHEN COMPLETED WITH THE KITCHEN CABINETS, COUNTERTOPS, AND APPLIANCES THAT ARE INCLUDED WITH THE PURCHASE. - And AI renditions of the home and property when completed. 6 Beds ⋅ 5 Baths ⋅ 2026011091 MLS PRICE REDUCTION....... 3211 VACATION LN IS A ONCE IN A LIFETIME OPPORTUNITY TO CREATE YOUR DREAM HOME ON PINE ISLAND SOUND! This 6 bedroom coastal estate is ready for your finishing touches. The estate features a new elevated custom pool and hot tub. The house includes new Anderson hurricane windows and doors. A $160,000+ ultra high-end kitchen is ready to install including Cafe' appliances! A new current code metal roof has been installed along with Hardy board exterior siding. The septic system has been upgraded to support 6 bedrooms/5 bathrooms.- Or less if you wish. The 150' of bayfront presents breathtaking views of both sunrise and sunset of San Carlos Bay from the multiple decks, large hurricane impact windows and doors! Included in the sale are fully permitted and sealed renovation plans and blueprints. Very few Vacation Lane bayfront homes ever hit the public market! Be one of the fortunate to secure this "Generational Opportunity"! FIRST GROUP OF PHOTOS ARE OF THE HOME AS IT STANDS TODAY. THE SECOND GROUP OF PHOTOS DEPICT THE HOME USING AI AFFECTS SHOWING THE KITCHEN COMPLETED WITH THE KITCHEN CABINETS, COUNTERTOPS, AND APPLIANCES THAT ARE INCLUDED WITH THE PURCHASE. - And AI renditions of the home and property when completed. 3211 Vacation Lane, 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 ST. JAMES CITY WATERFRONT ESTATE WITH OPEN BAY VIEWS, NO BRIDGES TO THE GULF Buy before the end of 2026 for potential property tax savings, and start the new year in one of Southwest Florida's most breathtaking waterfront settings. This fully renovated estate sits on the open waters of San Carlos Bay at the southern tip of Pine Island, delivering sweeping, unobstructed bay views, unforgettable sunsets, and protected deep-water Gulf access with no bridges & true Old Florida island living at its best. $400,000+ in renovations means this home is as move-in ready as it is beautiful: new roof, full 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 throughout. Built for boaters: a private dock with two brand-new boat lifts - 6,000-lb and 15,000-lb - puts the Gulf of Mexico minutes from your back door. Outdoor living that steals the show: a heated pool and spa overlooking the bay, a custom tiki hut, and a fully equipped outdoor kitchen made for sunset entertaining. Inside, the coastal-inspired kitchen is the heart of the home with JennAir appliances, exotic granite countertops, and over $250,000 in custom cabinetry. Offered turnkey and tastefully furnished in a Tommy Bahama style (with exclusions), this home is ready for its next chapter. An oversized four-car garage with epoxy flooring adds room for up to six vehicles plus additional storage. Luxury renovations, energy efficiency, unmatched boating access, and some of the best open-water views in Southwest Florida, all in one rare St. James City estate. Schedule your private showing today and see San Carlos Bay living for yourself. 3 Beds ⋅ 4 Baths ⋅ 2025021960 MLS RARE ST. JAMES CITY WATERFRONT ESTATE WITH OPEN BAY VIEWS, NO BRIDGES TO THE GULF Buy before the end of 2026 for potential property tax savings, and start the new year in one of Southwest Florida's most breathtaking waterfront settings. This fully renovated estate sits on the open waters of San Carlos Bay at the southern tip of Pine Island, delivering sweeping, unobstructed bay views, unforgettable sunsets, and protected deep-water Gulf access with no bridges & true Old Florida island living at its best. $400,000+ in renovations means this home is as move-in ready as it is beautiful: new roof, full 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 throughout. Built for boaters: a private dock with two brand-new boat lifts - 6,000-lb and 15,000-lb - puts the Gulf of Mexico minutes from your back door. Outdoor living that steals the show: a heated pool and spa overlooking the bay, a custom tiki hut, and a fully equipped outdoor kitchen made for sunset entertaining. Inside, the coastal-inspired kitchen is the heart of the home with JennAir appliances, exotic granite countertops, and over $250,000 in custom cabinetry. Offered turnkey and tastefully furnished in a Tommy Bahama style (with exclusions), this home is ready for its next chapter. An oversized four-car garage with epoxy flooring adds room for up to six vehicles plus additional storage. Luxury renovations, energy efficiency, unmatched boating access, and some of the best open-water views in Southwest Florida, all in one rare St. James City estate. Schedule your private showing today and see San Carlos Bay living for yourself. 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