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2272 Macadamia Street, St James City
$1,699,995
5 Beds ⋅ 6 Baths ⋅ 2026043951 MLS
**BREATHTAKING BAYFRONT VIEWS, FIVE PRIVATE EN SUITES & EXCEPTIONAL BOATING ACCESS!** Some homes are about the finishes. Others are about a location and a view that simply cannot be recreated. This is one of those homes! Discover an extraordinary opportunity to own a spacious bayfront retreat in St. James City, offering sweeping panoramic views of Pine Island Sound, spectacular sunrises and sunsets, and an ever-changing backdrop of sparkling water and abundant marine life. Boasting over 3,700 square feet of living space and an impressive FIVE PRIVATE EN SUITES, this residence offers exceptional space, comfort and privacy for family, friends and overnight guests. Walls of windows fill the home with natural light while capturing breathtaking waterfront views from multiple vantage points. Step outside to your own tropical oasis featuring a NEW heated saltwater pool, perfectly positioned to enjoy the incredible scenery. A NEW standing seam metal roof adds lasting value, while TWO boat lifts with motors replaced in 2023 provide convenient access to the surrounding waterways. Enjoy quick, deep-water access to Pine Island Sound, the Gulf of Mexico and the beautiful beaches of Sanibel, Captiva, Cayo Costa and Fort Myers Beach. World-class fishing, boating, island hopping and waterfront dining are all part of the lifestyle! Whether you're looking for a spacious island getaway, a gathering place for family and friends, or an opportunity to personalize an extraordinary waterfront property, this home offers something truly special. With FIVE PRIVATE EN SUITES, expansive living areas, outstanding boating amenities and BREATHTAKING BAYFRONT VIEWS, the possibilities are endless. **You can personalize a home, but you simply cannot recreate a location or a view like this!** Listing has virtually staged photos.

2272 Macadamia Street, St James City

4639 Catfish Court, St James City
$220,000
2 Beds ⋅ 2 Baths ⋅ 2026042831 MLS
This awsome 2/2 home is located in beautiful Pine Island Cove 55+ community. This home is one of the largest in the community with 1608 sq.ft. It is located in the highest elevation in the park. It did not have any water in this home. It has been renovated with new cabinets, counters tops, floors & a large Florida room. The community has a large heated salt water pool, spa, private Gulf access boat ramp, fish cleaning and wash out station, covered picnic pavillion, dog park, pickleball, bocce and a vibrant calendar of clubs and activities. It is a short ride out to the bay and gulf for some of SW Florida best fishing. It is located close to all the great activitie on the island. You own your land and the HOA fee is only $160.00 per month.

4639 Catfish Court, St James City

4507 Lake Heather Circle, St James City
$399,999
3 Beds ⋅ 2 Baths ⋅ 2026037149 MLS
WIDE LAKE VIEWS, A BRAND NEW 2026 KITCHEN AND PEACEFUL PINE ISLAND LIVING! Welcome to Pine Island Village in Saint James City, where tranquil water views, an open layout and the relaxed charm of Old Florida come together in this beautiful 3 bedroom, 2 bathroom home offering 1,553 square feet of living space on a .25 acre homesite. Positioned on one of the higher elevations on the island and located in Flood Zone X, the home sustained no damage from recent storms, offering added peace of mind. Inside, the bright great room features tile flooring throughout, tray ceilings, abundant natural light and expansive lake views. At the heart of the home is the completely remodeled kitchen, NEW IN 2026, featuring white shaker cabinetry, striking stone countertops with a matching full height backsplash, an oversized island with plenty of prep and seating space, farmhouse style sink, stainless steel appliances, wall ovens, cooktop, pot filler, modern black hardware and generous storage. A large window overlooking the lake brings the peaceful setting right into the kitchen, while the open design flows easily into the living and dining areas. The spacious primary suite features a tray ceiling, private access to the screened lanai and an en suite bath with dual vanities, ample cabinetry and a walk in tiled shower. Two additional bedrooms provide flexibility for guests, a home office or hobby space, while the guest bath offers a granite vanity, tub and shower combination and convenient exterior access. Step outside to the screened and pavered lanai overlooking the expansive backyard and lake, an ideal place to enjoy quiet mornings and peaceful evenings. Additional features include a metal roof, impact rated windows and doors, a pavered driveway and a two car garage. Pine Island Village is a small, friendly community with a low HOA of just $350 per year, a community pool, basketball court and walking areas. Beyond the neighborhood, Pine Island offers a slower paced Old Florida lifestyle surrounded by tropical farms, native wildlife and natural beauty, while still putting you close to local restaurants, live music, art, world class fishing, boating and ferry access to the surrounding barrier islands. COME EXPERIENCE THE SPACE, WATER VIEWS AND LAID BACK ISLAND LIFESTYLE THAT MAKE THIS HOME SO SPECIAL!

4507 Lake Heather Circle, St James City

2755 Cussell Drive, St James City
$4,250,000
3 Beds ⋅ 4 Baths ⋅ 226030290 MLS
Welcome to an extraordinary waterfront estate where 3.4 acres, exceptional boating access and resort-style living come together in one remarkable property. With 1,561 feet of deep-water canal frontage, commanding wide-water views and boating access leading out to the harbor and beyond, this is the kind of Southwest Florida estate that immediately stands apart. On 9/9/26, two parcels were legally combined to create an exceptionally unique waterfront footprint. The consolidation may also provide an opportunity for reduced property taxes. Enter through the private stunning gate and follow a palm tree lined driveway to this custom Stearns-built residence, offered furnished. Inside, the dramatic great room rises 21+ feet, with a floor-to-ceiling stone fireplace, maple ceilings, cherry built-ins and an impressive open staircase. High-end craftsmanship and substantial architectural details carry throughout the home. A dedicated office and separate media room provide rooms for working and relaxing. Open the generous glass doors and the property transforms into a waterfront resort. The expansive lanai overlooks a zero-edge infinity pool and whirlpool, with a full outdoor kitchen, cypress ceilings, fire feature and entertaining areas. Watch manatees move through the canal, dolphins pass the dock and boats cruise by while entertaining poolside. From sunrise coffee by the water to sunset cocktails around the pool, this is a home built for the Florida lifestyle—where weekends feel like vacations and the hardest decision may be whether to take the boat or the golf cart. For boaters and anglers, a custom boathouse features a captain's walk and an 8,000-pound boat lift, while a 90-foot dock provides additional room for larger or visiting vessels. From here, explore Sanibel Island, Captiva, Cayo Costa, Cabbage Key and the Gulf, with world-class fishing, waterfront restaurants and island destinations accessible by boat. The infrastructure behind the lifestyle is equally impressive, with impact windows, a whole-home and pool equipment generator, whole-house dehumidification system, 1,000-gallon buried propane tank, multi-zone air conditioning and ultra-high-speed internet connectivity. Even more impressive, current flood insurance is less than $1,700 annually. Two garages accommodate six vehicles, with high ceilings offering the potential to add lifts—an incredible setup for the car enthusiast, collector or anyone who needs room for the toys. Located just one mile from the heart of Saint James City, you can hop on your golf cart and enjoy local restaurants and the laid-back island atmosphere that makes this community so unique. The real story here can't be duplicated: 3.4 acres, 1,561 feet of waterfront plus an open basin view, serious boating infrastructure, a custom estate and resort-style outdoor living in one of Southwest Florida's most distinctive boating communities. After all, why own any old waterfront home when you can own one that is truly remembered?

2755 Cussell Drive, St James City

3656 Emerald Avenue, St James City
$1,155,000
3 Beds ⋅ 2 Baths ⋅ 2026012221 MLS
Highlights: Over 100 feet of brand-new composite dock & pilings • Dual 14,000 lb boat lifts • Fully furnished, turnkey • Never flooded • Expansive outdoor entertaining area • Quick Gulf access Welcome to your island escape at 3656 Emerald Ave in the heart of St. James City on beautiful Pine Island—where the pace slows down, the sunsets feel a little brighter, and life revolves around the water. From the moment you arrive, you’ll feel the easy rhythm of true island living. This waterfront retreat is designed to let you enjoy the coastal lifestyle to the fullest, whether you're heading out for an early-morning fishing trip or gathering with friends as the sky turns shades of orange and pink over the water. Step outside and you’ll discover what makes this property special: over 100 feet of brand-new composite dock stretching along the waterfront, complete with two new 14,000lb boat lifts so your boats are always ready for adventure. With quick access to some of Southwest Florida’s most incredible fishing and boating waters, days spent exploring the surrounding islands, sandbars, and the open waters of the nearby Gulf are simply part of everyday life here. The expansive outdoor entertaining area poolside invites you to relax, grill fresh-caught fish, host sunset cocktails, or simply unwind while watching boats drift by. It’s the kind of space where memories are made—barefoot evenings, salty breezes, and laughter carrying across the water. Inside, the home is sold fully furnished, so you can step right into the island lifestyle from day one. Light-filled living spaces create a welcoming atmosphere that feels both comfortable and coastal, making it the perfect retreat after a day on the water. Featuring an open floor plan, 2 bedrooms with pool access, and a third bedroom for all your guests. The master ensuite bathroom has a deep soaking tub, large walk-in shower, dual sinks, and dual walk-in closets for the perfect coastal retreat. The second bath has pool access, making it easy to transition from boating and the pool to everything Saint James City has to offer. For added peace of mind, the home has never flooded, offering confidence along with its incredible waterfront setting. Tucked into the charming community of St. James City, you’re just moments from local marinas, waterfront restaurants, and the laid-back island culture that makes Pine Island so beloved. Here, neighbors wave as they pass by the boat, trade fishing stories at sunset, and every day feels a little like vacation. If you’ve been dreaming of a place where boating, fishing, and waterfront living come naturally, 3656 Emerald Ave is more than a home; it’s your gateway to island life.

3656 Emerald Avenue, St James City

3807 San Carlos Drive, St James City
$2,750,000
3 Beds ⋅ 4 Baths ⋅ 2025021960 MLS
**SPECTACULAR OPEN-BAY WATERFRONT ESTATE WITH PANORAMIC SAN CARLOS BAY VIEWS, DIRECT DEEP-WATER GULF ACCESS, NO BRIDGES, TWO NEW BOAT LIFTS & OVER $400,000 IN LUXURY UPGRADES!** **RARE OPEN-WATER LUXURY ON THE SOUTHERN TIP OF PINE ISLAND!** Discover an extraordinary waterfront lifestyle at 3807 San Carlos Drive in St. James City, Florida, where BREATHTAKING SAN CARLOS BAY VIEWS, SPECTACULAR SUNSETS & DIRECT NO-BRIDGE GULF ACCESS create a truly exceptional boating paradise! Positioned along the open bay with deep-water access to Sanibel, Captiva, and the Gulf, this remarkable residence offers the ultimate combination of LUXURY, LOCATION, PRIVACY & WORLD-CLASS BOATING. If you've been searching for a Southwest Florida waterfront home with unobstructed bay views and immediate access to open water, THIS PROPERTY DESERVES YOUR ATTENTION! **OVER $400,000 IN IMPRESSIVE RENOVATIONS & DESIGNER FINISHES!** This beautifully upgraded coastal residence features a newer roof, HURRICANE-IMPACT WINDOWS & DOORS, spray-foam insulation, WHOLE-HOME GENERATOR, updated HVAC and ductwork, instant hot-water heaters, wide-plank tile flooring, custom closets, and exceptional craftsmanship throughout. The SHOWSTOPPING GOURMET KITCHEN features premium JENNAIR APPLIANCES, exotic granite countertops, and over $250,000 IN CUSTOM CABINETRY. Expansive windows showcase the sparkling bay, bringing spectacular waterfront views into the open-concept living spaces. **A BOATER'S DREAM WITH TWO BRAND-NEW BOAT LIFTS!** Enjoy DIRECT DEEP-WATER GULF ACCESS WITH NO BRIDGES from your private dock, featuring NEW 6,000-LB & 15,000-LB BOAT LIFTS! Cruise to SANIBEL ISLAND, CAPTIVA ISLAND, nearby barrier islands, waterfront restaurants, and world-class fishing destinations right from your backyard. This is the Southwest Florida boating lifestyle buyers dream about! **YOUR OWN PRIVATE WATERFRONT RESORT!** Relax in the HEATED POOL & SPA overlooking the panoramic bay, entertain beneath the CUSTOM TIKI HUT, or host unforgettable gatherings in the FULL OUTDOOR KITCHEN. Enjoy breathtaking sunsets, refreshing coastal breezes, and sweeping OPEN-WATER VIEWS from your own backyard! Offered TURNKEY FURNISHED in an elegant Tommy Bahama-inspired coastal style, with select exclusions, this home is ready for immediate enjoyment. An OVERSIZED FOUR-CAR GARAGE WITH EPOXY FLOORING accommodates up to SIX VEHICLES, with additional space for golf carts, kayaks, fishing gear, and boating equipment. **OPEN-BAY HOMES WITH DEEP-WATER NO-BRIDGE ACCESS, TWO NEW BOAT LIFTS & THIS LEVEL OF LUXURY ARE SPECIAL FINDS!** Whether you're searching for a ST. JAMES CITY LUXURY WATERFRONT HOME, PINE ISLAND BOATING ESTATE, SAN CARLOS BAY PROPERTY, or TURNKEY GULF-ACCESS RETREAT, 3807 San Carlos Drive delivers an extraordinary coastal lifestyle. **EXPERIENCE THESE INCREDIBLE VIEWS IN PERSON — SCHEDULE YOUR PRIVATE SHOWING TODAY!**

3807 San Carlos Drive, St James City

3430 1st Avenue, 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

2871 Bracci Drive, St James City
$1,095,000
3 Beds ⋅ 3 Baths ⋅ 225049820 MLS
Luxury living at its finest. Don't miss this opportunity to own this stunning home on Pine Island in St. James City. The home is situated on a waterfront oversized lot on a Cal-du-sac with 294 feet of water frontage on the Dawson Canal just a short boat ride to Matlacha Pass, the Caloosahatchee River, Pine Island Sound and the Gulf of Mexico. The boating and fishing options are endless. The home features open concept living with high ceilings and a split plan, ideal for guests and entertaining. The living room opens up to a large, screened pool deck area and a heated pool. The large master bedroom has his and hers walk in closets, a large walk-in shower and an elevated jacuzzi tub. The home has tile throughout, is tastefully decorated, and comes fully furnished. It is constructed to high standards featuring an elevated house pad, and concrete block construction.

2871 Bracci Drive, St James City

2936 Oleander Street Unit A2, St James City
$275,900
2 Beds ⋅ 2 Baths ⋅ 224007009 MLS
YOUR TURNKEY PINE ISLAND WATERFRONT GETAWAY IS HERE! Escape to island time with this fully furnished 2-bedroom, 2-bath second-floor condo offering direct Gulf access, boat facilities, a heated community pool, and an easy, carefree Florida lifestyle. Located in Fisherman's Wharf, this 1,053-square-foot retreat is ready to enjoy from day one. The unit features vaulted ceilings, tile flooring, updated lanai windows with screens, and a hurricane-rated front door. The community has undergone major improvements, including new roofs, exterior paint, new railings, updated stair and concrete walkways to units on both floors, and electrical and plumbing upgrades. Bring your boat, fishing gear, and flip-flops and start enjoying Pine Island's legendary waterways. Boat slips and secure boat/trailer storage make this an especially appealing option for boating enthusiasts, while the turnkey furnishings make it equally attractive as a seasonal escape or full-time island home. Leave the mainland behind—your Pine Island adventure starts here.

2936 Oleander Street Unit A2, St James City

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