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$1,700,000
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
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
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
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