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$1,099,000
3 Beds 3 Baths 2026017142 MLS
TIMELESS DESIGN MEETS ISLAND LIVING AT ITS FINEST! Prepare to be impressed—this one-of-a-kind, masterfully remodeled residence is anything but ordinary. From the moment you arrive, the attention to detail is undeniable, blending refined craftsmanship with relaxed coastal sophistication. An extended paver driveway, lush tropical landscaping, and a striking bronze standing seam metal roof set the tone for what awaits inside. Step through the front door into an expansive great room where soaring vaulted ceilings, custom millwork, and coastal shiplap accents create a bright, airy space designed to impress. Every element has been thoughtfully curated, delivering a seamless blend of contemporary coastal style with warm, inviting textures throughout. The heart of the home is a show-stopping kitchen, featuring a large center island with thick-cut granite, crisp white shaker cabinetry, stainless steel appliances, a farmhouse sink, and a built-in bar/entertaining station—perfect for gathering with family and friends. Storage is abundant, highlighted by an entire wall of custom cabinetry that adds both beauty and function. Indoor and outdoor living come together effortlessly with quadruple disappearing sliders that open to your private courtyard oasis. Here, you’ll find a spacious pool and spa, picture window screening for unobstructed views, and generous space for lounging, dining, and entertaining year-round. The primary suite is a true retreat—oversized and serene—with direct access to the pool area, a spa-inspired bathroom featuring dual vanities, multiple showerheads, and a bidet, along with an impressive European-style walk-in closet spanning approximately 16 feet. Two additional guest bedrooms and baths are thoughtfully positioned on the opposite side of the home, offering privacy and convenient pool access, with one room featuring a built-in Murphy bed for flexibility. Out back, the waterfront lifestyle takes center stage. Situated on the Manatee Canal, this property is fully equipped for boating enthusiasts with two 10,000 lb covered lifts, an expansive captain’s walk spanning the width of the property, and a charming tiki hut creating the ultimate outdoor gathering space. With quick, direct access to open water, you’re just minutes from the Gulf of Mexico, world-class fishing, and the stunning barrier islands - while an additional 25' x 80' parcel across the street provides bonus storage for boats, RVs, or extra toys. Whether you’re searching for a full-time residence, seasonal escape, or investment opportunity, this exceptional property delivers the very best of St. James City living—where every day feels like a vacation.

3638 Pinetree Drive, St James City

$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

$449,000
3 Beds 3 Baths 2026014958 MLS
Private and peaceful 3 bed/3 bath two-story home on 1.37 acres in St. James City with a flexible in-law suite. The upper level offers 2 bedrooms, 2 baths, open living, formal dining, den/office, and interior laundry. Sliding glass doors open to a wraparound wood porch on three sides. The kitchen features ample cabinetry, generous counter space, and a breakfast bar. The primary suite includes a walk-in closet, tiled walk-in shower, and porch access. The massive 1,120 sq ft lower level has a separate entrance and includes a full kitchen, living and dining area with wood-burning fireplace, bedroom, bath, and a 10' x 13' storage room with built-ins. Two sets of sliding doors lead to an oversized concrete patio. Additional features include a large shed with drive-in access, updated electrical panel, city water and septic, and the home has never flooded. No HOA or deed restrictions—room for boats, RVs, and future outbuildings. Convenient location near Matlacha, fishing, boating, dining, and beaches.

8677 Whispering Pines Drive, St James City

$675,000
3 Beds 2 Baths 226007797 MLS
Experience the ultimate Southwest Florida boating lifestyle from this exceptional waterfront home on the quiet Henley Canal. With 136 feet of waterfront, low boat traffic, and no bridges to open water, you'll enjoy approximately 10-minute boat access to Pine Island Sound, world-class fishing, and the white sand beaches of Sanibel Island. The property is perfectly equipped for boating enthusiasts with a covered 10,000 lb boat lift, wraparound dock, and additional davit, making it easy to embrace everything Pine Island has to offer. The home has been thoughtfully upgraded with features that provide both peace of mind and long-term value. The Storm Smart Flood Smart System has been installed, offering an added layer of flood protection by helping prevent water intrusion during flooding events. This innovative system may also contribute to lower homeowners insurance premiums. A transferable flood insurance policy provides additional savings and convenience for the new owner. Major improvements include a new metal roof (2024), new A/C and heating system (2023), hurricane-rated front window and front door, hurricane-rated living room patio door, and hurricane-rated side door, allowing you to enjoy waterfront living with confidence. Inside, the open floor plan is designed to maximize the beautiful canal views, which can be enjoyed from the primary bedroom, guest bedroom, kitchen, living room, and dining area. The beautifully updated kitchen features quartz countertops and new LG appliances (2024), while a cozy fireplace and security system add comfort and convenience. Step outside and experience your own private tropical retreat. The screened pool, approximately five years old, overlooks the canal and is complemented by a spacious 55-foot porch, mature landscaping, and a fenced side yard. A 23 x 12 storage shed provides ample space for tools, hobbies, or a workshop. Nature lovers will appreciate the frequent visits from manatees, ducks, and eagles, all visible from the backyard. When you're ready to explore, you'll enjoy the convenience of nearby restaurants, live music, marinas, and Pine Island events, all accessible by walk, bike, or golf cart. Adding even more versatility, Airbnb rentals are permitted, making this property an excellent opportunity as a primary residence, seasonal getaway, or income-producing investment. This is more than just a waterfront home, it's a chance to enjoy the relaxed island lifestyle with exceptional boating access, modern upgrades, and incredible flexibility in one of Pine Island's most desirable locations.

2740 Sanibel Boulevard, 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

$1,470,000
3 Beds 3 Baths 2025000268 MLS
Beautiful home south end of the island! Poured concrete construction, a metal roof , minutes to Sanibel beachs , ADA Accessible home* Sunrise and Sunset views , fire sprinkler system *Elevator- #900 capacity Impact resistant doors & windows. *1000 sq ft of 'man cave' next to the garage + apartment w/ bedroom & kitchen *Each level has a bedroom suite. Top floor master suite- best views on the island- kitchenette, walk-in shower, soaking tub. Main level, 2nd floor- outdoor gas grill hook up, fireplace, plantation shutters, the kitchen: double oven & gas range. Pool & HotTub: Heated/saltwater/self cleaning. One of the most well built homes in SWFL.. Generator hook ups. Deep canal direct access to the gulf. Covered 10000 lb boat lift & jet ski lift on dock. Every room has waterviews! St. James City has bars, restaurants, seafood markets, farm fresh markets, fishing & access to the best beaches minutes away!

3430 1st Avenue, St James City