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$549,900
3 Beds ⋅ 2 Baths ⋅ 2026040187 MLS
An opportunity like this rarely becomes available on Pine Island! Nearly 5.5 acres of mostly cleared, usable land with AG zoning, public water, a private well, irrigation, gated entry, and an existing 3-bedroom, 2-bath home offer a unique opportunity for anyone seeking space, flexibility, and the freedom to pursue an agricultural or homestead lifestyle. Set along Stringfellow Road, this property offers the kind of acreage that is increasingly difficult to find on Pine Island. The land has previously been used for agriculture and includes irrigation that can support the property’s potential nursery or mango operation. Whether your vision is an island homestead, agricultural venture, nursery, growing operation, hobby farm, or simply owning a substantial piece of Pine Island with room to spread out, this property deserves a serious look. The existing home provides a comfortable base while you develop the property around your vision. Recent improvements include a newer HVAC system, impact windows and front door, and luxury vinyl flooring, providing a solid foundation for immediate occupancy or future updates. Soak in the pool after a day of farm work or after coming in off the boat, with a catch of local favorites: Snook, Redfish, and Grouper. The barn also adds value, with a structure already in place to work from or store all the toys you could want on an island farm with quick access to Pine Island Sound. The zoning and potential agricultural exemptions add another important layer of value and flexibility. The gated entrance just off the main road provides privacy while the expansive acreage gives you something increasingly rare in Southwest Florida: room to breathe, room to work, and room to create. And then there is the Pine Island lifestyle. Spend your mornings tending the property, growing your own produce, working with plants, or simply enjoying the privacy of your own acreage. When the day's work is done, you're minutes from Pine Island's legendary boating, fishing, waterfront restaurants, marinas, and the laid-back Old Florida lifestyle that makes this island so special. If you've been looking for a property where you can live, work, grow, and build your own Pine Island vision, you need to see this in person. Properties with this combination of acreage, zoning, infrastructure, and location are truly once-in-a-lifetime.

5228 Stringfellow Road, St James City

$369,900
2 Beds ⋅ 2 Baths ⋅ 2026038936 MLS
Welcome to easy island living in St. James Isles, formerly known as Cherry Estates, one of St. James City’s established waterfront communities. Built in 2024, this furnished 2-bedroom, 2-bath manufactured home offers newer construction, a move-in-ready interior and the waterfront lifestyle Pine Island is known for. Boaters will love the 10,000-lb covered boat lift, private dock with water and electric, seawall and wide canal offering quick, direct, deep-water Gulf access with no bridges. Within minutes by boat, you can be exploring the waters and famous beaches surrounding Sanibel, Captiva, Cayo Costa and Fort Myers Beach, along with some of Southwest Florida’s best fishing and boating destinations. Inside, the bright and open great room floor plan features an inviting living and dining area filled with natural light. The kitchen offers a spacious center island, stainless steel appliances and white raised-panel cabinetry with soft-close doors. Large sliding glass doors open to the spacious covered waterfront porch, extending the living space outdoors and creating the perfect place to dine, entertain or simply relax overlooking the canal. The primary suite features a walk-in closet, linen closet and private bath with dual sinks and a walk-in shower. The guest bedroom is conveniently located near the guest bath with a tub/shower combination, while the interior laundry room includes additional cabinetry for storage. Outside, low-maintenance rock landscaping makes upkeep easy, with parking for up to three vehicles and an extra-large storage shed offering plenty of space for fishing gear, boating equipment, tools and island toys. Just minutes away by car, the Pine Island Community Pool and Island Center recreation facilities offer a community pool, tennis courts and pickleball courts for even more ways to enjoy the island lifestyle. St. James City is also golf-cart friendly, making it easy to cruise to local restaurants, marinas and neighborhood gathering spots. Under house storage also available. Sold furnished and ready to enjoy, whether you're looking for a full-time residence, seasonal escape or waterfront getaway, this 2024 home makes it easy to start enjoying the Pine Island boating lifestyle from your own backyard. See attached inventory list in supplements.

3076 Bowsprit Lane, St James City

$1,175,000
2 Beds ⋅ 2 Baths ⋅ 2026032881 MLS
Tucked away in the private waterfront community of Buttonwood Key, this custom-built 2024 home combines privacy, thoughtful design and the ultimate Pine Island boating lifestyle. **Designed with 2 bedrooms plus 2 versatile bonus rooms, the home offers flexible spaces that can easily function as guest quarters, home offices, a den, hobby or craft rooms, or additional sleeping areas—allowing the home to live much larger than a traditional 2-bedroom floor plan.** Set in a serene location with protected preserve views across the front and beautiful water views from the rear, this home was designed to take full advantage of its surroundings. The ground level offers an impressive air-conditioned 4-car garage with workshop area, mudroom and abundant space for vehicles, boating gear and island toys. An additional outdoor storage shed tucked beneath the deck provides even more convenient space for tools, fishing gear and outdoor equipment. Step outside to your own waterfront retreat featuring a composite dock, boat lift, separate sitting dock, built-in fire pit and pergola—an inviting setting to relax by the water after a day of boating. The tropical landscaping adds to the island atmosphere with banana and mango trees along with established aloe plants. Quick access puts you within easy reach of Pine Island Sound, the Gulf, beaches and some of Southwest Florida’s renowned fishing and boating destinations. The main living level features 10’ ceilings, shiplap walls and an open great room designed around expansive water views. The kitchen features white raised-panel cabinetry, granite countertops, stainless steel appliances, a center island and a spacious pantry with built-in shelving and cabinetry. This level also includes a guest bedroom and bath, laundry room with cabinetry and utility sink, sunroom and sitting area, along with the home’s flexible bonus spaces. Front and rear balconies extend the living space outdoors and capture both the peaceful preserve setting and waterfront views. The third level is dedicated to a private primary retreat featuring its own waterfront balcony, two walk-in closets—including one currently utilized as a craft space—and a spacious bath with dual vanities, soaking tub and an impressive walk-in shower with multiple shower heads and rain shower. Smart-home features add everyday convenience with connected lighting, A/C system, appliances and garage doors, while the drinking water system includes reverse osmosis at the tap. With room to add a pool, incredible garage and storage space, flexible bonus rooms, multiple indoor and outdoor living areas, tropical fruit trees and direct access to the water, this is much more than a home—it’s a private island retreat designed for those who want space, serenity and boating right outside their door.

2912 Buttonwood Key Court, St James City

$450,000
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

$749,900
3 Beds ⋅ 3 Baths ⋅ 2026036197 MLS
Exciting new-construction opportunity at 5288 Fairbanks Drive in St. James City! Construction is underway on this thoughtfully designed residence featuring three bedrooms, a versatile den, three full bathrooms, and a private pool. Buyers may still have an opportunity to personalize select finishes, including interior and exterior colors, cabinetry, and flooring, depending on the construction schedule and builder deadlines. The flexible floor plan provides comfortable space for everyday living, entertaining, working from home, and accommodating overnight guests. The spacious homesite offers many possibilities beyond the planned pool and outdoor living area, with potential room for RV or boat parking, additional storage, or future improvements! Located within the relaxed Pine Island community, this home offers easy access to the coastal lifestyle for which St. James City is known, including boating, fishing, local dining, and nearby marinas. Whether you envision a full-time residence or seasonal retreat, this is an exciting opportunity to make a brand-new Southwest Florida home your own. Construction is currently in progress. Plans, dimensions, finishes, features, pricing, and estimated completion dates are subject to change. Available selections depend on the stage of construction and builder approval. Buyers should independently verify all specifications, permitted uses, selection options, and completion timelines.

5288 Fairbanks 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

$459,000
3 Beds ⋅ 2 Baths ⋅ 2026036307 MLS
Some homes are simply well maintained—3742 Tangelo Drive is maintained to an entirely different standard. Its immaculate condition, thoughtful upgrades and unmistakable pride of ownership immediately set it apart. Built in 2016 on an oversized 0.31-acre lot in St. James City’s Tropical Homesites neighborhood, this exceptional 1,553-square-foot home offers 3 bedrooms, 2 bathrooms, a 2-car garage, quality, comfort and authentic island living. Constructed of concrete block with impact-resistant windows and doors, the home is topped with a new standing-seam metal roof. The homesite was also extensively filled and elevated well beyond basic building requirements. This elevated, storm-conscious home is about as well prepared as island living gets—and has no history of flooding. A paver driveway creates a polished first impression. Inside, high ceilings, tall doorways and high-end tile flooring create a bright, open and welcoming atmosphere. Every room feels clean, spacious and thoughtfully finished. The kitchen features granite countertops, stainless-steel appliances and plenty of space for preparing meals and entertaining. Granite surfaces and refined finishes continue into the bathrooms. The spacious primary suite provides a comfortable retreat with two walk-in closets, dual vanities and a large walk-in shower. Both guest bedrooms are generously sized, offering flexibility for visitors, an office or hobbies. The home may also be purchased fully or partially furnished, if desired, making the transition to island living even easier. Florida living truly shines outside. Relax on the screened lanai or entertain around the new custom outdoor kitchen, complete with granite countertops, a built-in gas grill, refrigerator and sink. It is ready for weekend cookouts, evening gatherings and effortless outdoor dining. The large lot offers an uncommon sense of space, while the meticulously maintained exterior perfectly complements the pristine interior. Tropical Point Park and its waterfront beach area are within walking distance, placing kayaking, fishing, picnics and unforgettable sunsets just moments away. Beyond the park is Pine Island’s wonderfully unconventional character—a place where working waterfronts, tropical fruit groves, roadside produce stands, local artists, fishing boats and colorful personalities remain part of everyday life. Days move at their own pace, neighbors wave as they pass and flip-flops are appropriate almost everywhere. It is Old Florida with a little quirk, a lot of personality and none of the polished sameness found elsewhere. This is more than a move-in-ready home—it is an opportunity to own an exceptionally cared-for, thoughtfully constructed property in a lifestyle increasingly difficult to find. With its premium improvements, elevated homesite, storm-conscious construction, outstanding outdoor living spaces and distinctly Pine Island setting, 3742 Tangelo Drive stands apart from the competition.

3742 Tangelo Drive, St James City

$725,000
3 Beds ⋅ 3 Baths ⋅ 2026034614 MLS
Welcome to waterfront living in St. James City! Situated on a spacious oversized corner lot, this beautifully remodeled waterfront home combines an open, inviting floor plan with expansive water views and the indoor/outdoor lifestyle Southwest Florida is known for. Remodeled in 2017, the home features tile flooring throughout, creating a clean, cohesive feel ideal for waterfront living. The heart of the home is the open-concept great room and kitchen, featuring white raised-panel wood cabinetry, marble countertops, stainless steel appliances, a large center island and pantry with convenient pull-out shelving. An entire wall of sliders opens the great room to an incredibly spacious screened lanai that extends nearly the full length of the home, seamlessly expanding the living and entertaining space outdoors while overlooking the water. The primary suite offers a double-door entry and private en suite bath featuring marble countertops, a remodeled walk-in shower, dual-sink vanity, linen closet and walk-in closet. Two additional guest bedrooms share a convenient Jack-and-Jill bath with a walk-in shower and marble countertop, while an additional half bath located off the kitchen is perfect for guests. Outside, the oversized corner lot provides plenty of room to enjoy the Florida sunshine, room to add a pool and a separate outdoor storage shed for all your boating, fishing and island gear. A large waterfront tiki overlooking the length of the canal creates the perfect setting for entertaining, sunset cocktails or simply relaxing by the water. The seawall has been reinforced, adding another valuable waterfront improvement. Additional peace-of-mind features include a new metal roof installed in 2023 and impact windows and doors throughout, with the exception of the front entry door, which is protected by an accordion hurricane shutter. No floodwater from any storm has entered the living area of the home. For the boater and angler, this is where the St. James City lifestyle truly comes alive, complete with a fish-cleaning station for the day's catch. Spend your days cruising the surrounding waterways, heading out to Pine Island Sound and the Gulf, fishing some of Southwest Florida's renowned waters, or island hopping to Sanibel, Captiva, North Captiva, Cayo Costa and Boca Grande. Whether your perfect day means chasing snook and redfish, pulling up to a waterfront restaurant or dropping anchor at a secluded beach, it's all within reach. With its 3-bedroom layout, multiple baths, expansive indoor/outdoor entertaining areas, waterfront tiki and desirable boating location, the property also offers exciting vacation rental or investment potential, providing flexibility to enjoy it as your own island retreat, an income-producing property, or a combination of both.

2498 Sapodilla Lane, St James City

$459,900
2 Beds ⋅ 2 Baths ⋅ 2026034789 MLS
Peaceful Island Retreat Escape to your own slice of Peaceful Island Paradise! Tucked away on the southern end of Pine Island and nestled along saltwater-fed Lake Castile, this beautifully maintained 2019 home offers the privacy, tranquility, and laid-back lifestyle you’ve been dreaming of—while keeping boating, dining, nature, and island entertainment just minutes away. Inside, the modern coastal design is filled with natural light thanks to an abundance of windows and features an open floor plan with soaring ceilings, a gorgeous living room with a gas fireplace, and an eat-in chef’s kitchen complete with a gas range. The spacious primary suite is joined by a junior primary suite, making this home ideal for guests or multi-generational living. Outside is where island living truly shines. Spend lazy afternoons lounging by the pool, enjoy happy hour overlooking the lake, and take in Pine Island’s spectacular sunsets surrounded by mature trees and native wildlife. And for the ultimate retreat, the property includes an air-conditioned she-shed—the perfect private space for a home office, creative studio, hobby room, reading retreat, or simply your own place to escape. The oversized garage features built-in cabinetry and a dedicated workshop area, while ample parking makes entertaining easy. Additional highlights include a propane tankless water heater, propane dryer, impact windows and doors throughout, and a durable metal roof. Best of all, you’re just 5 minutes from a marina and boat launch, with nature trails and preserves within walking distance and local restaurants offering live entertainment nearby. Come discover the peaceful island life you’ve been waiting for—where every day feels like a getaway!

3400 Coquina Lane, St James City

$579,000
4 Beds ⋅ 3 Baths ⋅ 2026034504 MLS
This immaculately maintained home must be seen to be truly appreciated. Every detail has been thoughtfully selected with quality, comfort, and convenience in mind. The primary kitchen is a chef’s dream, featuring high-end LG Smart appliances, beautiful granite countertops, and a matching backsplash that makes both cooking and cleanup a pleasure. The bright, open-concept living area provides the perfect setting for relaxing or entertaining. The spacious primary bedroom includes a comfortable sitting area with beautiful views of the pond. The en-suite bathroom features dual sinks and a large walk-in shower. The upstairs living area is easily accessible through the expansive screened lanai, with your choice of stairs or the convenience of a lift. Adding even more versatility to this exceptional property is the fully finished apartment area downstairs. This private one-bedroom, one-bath space includes a complete kitchen and living area, making it ideal for in-laws, extended family, guests, or additional living accommodations. Outside, you’ll find abundant storage, covered two-car parking, a dual-fuel generator, and an RV hookup. The picturesque pond is stocked with fish that eagerly gather for feeding, while the private dock provides the perfect spot to enjoy the peaceful surroundings and observe the visiting fish and wildlife. With its exceptional features, thoughtful design, and incredible versatility, this property truly offers something special. Come see for yourself—you may have just found your dream home!

8500 Redwood Drive, St James City

$849,900
3 Beds ⋅ 2 Baths ⋅ 2026033940 MLS
**ASSUMABLE FLOOD INSURANCE POLICY UNDER $1,000 PER YEAR!** Experience the ultimate Southwest Florida waterfront lifestyle in this beautifully remodeled 3-bedroom, 2-bath pool home, completely updated in 2019 and designed for effortless indoor-outdoor living. No hurricane or storm surge water has ever entered the home, offering an added level of peace of mind. Boaters will appreciate the exceptional direct, deep-water access providing an easy route to Pine Island Sound, the Gulf, nearby beaches, island destinations & some of Southwest Florida’s most renowned fishing grounds. The impressive waterfront setup features two boat lifts—10,000 lb & 7,000 lb—both equipped with GEM remotes, a boathouse with metal roof, composite dock with water & electric, plus a fish cleaning station. Inside, vaulted ceilings and abundant natural light enhance the open great room concept with a desirable split-bedroom floor plan. Expansive sliders extend the living space directly to the lanai, creating a seamless connection between indoors & out. The kitchen is the focal point of the home, showcasing a large island with waterfall-edge granite, granite countertops, tile backsplash, under-cabinet lighting, Bosch dishwasher, stainless steel appliances, abundant drawers & cabinetry, plus a pantry with convenient pull-out shelving. A separate beverage area in the dining room adds the perfect touch for entertaining. The spacious primary suite offers private lanai access through sliders, two walk-in closets and an en suite bath with dual sinks & a walk-in shower featuring multiple shower heads. Both guest bedrooms are generously sized and can accommodate king-size beds, while the guest bath conveniently doubles as a pool bath. Step outside to your private waterfront oasis featuring an electric & solar-heated pool with waterfall accent and a lanai spanning the full length of the home, including a generous under-truss area with plenty of room for dining, lounging & entertaining. Additional features include an in-residence laundry room with utility sink, 2-car garage with workbench, generator plug & transfer switch, new tile flooring throughout all main living areas with carpet in the bedrooms, accordion shutters throughout the entire home, and electric roll-down shutters protecting the lanai. Whether you're heading out for a day of fishing on Pine Island Sound, cruising to the Gulf, island hopping to nearby beaches or simply relaxing poolside, this home puts the best of the Southwest Florida boating lifestyle right outside your back door.

3795 Manatee Drive, St James City

$380,000
4 Beds ⋅ 2 Baths ⋅ 2026031560 MLS
Step into coastal living at its best with this spacious and inviting 4-bedroom, 2-bath ocean-access home—designed for comfort, durability, and effortless enjoyment. Elevated just five steps, the interior strikes the perfect balance: high enough to help guard against flooding, yet easy to access without the hassle of long stair climbs. Built with a wood frame and reinforced with CBS additions at both the front and rear, this home has proven its resilience through multiple hurricanes—and has since been further upgraded for even greater storm protection. The low-maintenance lot is thoughtfully finished with concrete, shell, and functional outdoor space, giving you more time to relax and less time on upkeep. Boaters and outdoor enthusiasts will love the tall garage, bonus utility room, and excellent water access. Inside, the home shines with quality upgrades and stylish finishes throughout: Durable 5-ply roof and new siding Impact-resistant windows and doors Granite countertops in the kitchen and bathrooms, paired with solid wood cabinetry and new vanities Stainless steel appliances and water-resistant flooring Cedar accent walls for a warm, coastal touch Modern A/C system with Nest thermostat Tankless water heater and Ring floodlight system New blinds and fully furnished interior The large deck out back is perfect for entertaining. New boat lift motors, Gem remote lift, and wax-impregnated canopy deck This move-in-ready property is the ultimate turnkey retreat—perfectly set up for years of boating, fishing, and laid-back coastal living.

3827 Coconut Drive, St James City

$379,000
3 Beds ⋅ 2 Baths ⋅ 2026028063 MLS
NEARING COMPLETION - NEW CONSTRUCTION WITH A ONE-YEAR BUILDER WARRANTY! Welcome to the Sandollar Model by Turnbary Homes, offering 3 bedrooms, 2 bathrooms and 1,770 square feet of thoughtfully designed living space on an oversized 0.31-acre homesite in St. James City. The bright, open-concept great room flows seamlessly into the kitchen and dining area, creating an inviting space for everyday living and entertaining. The kitchen features an island and pantry, while the private owner’s suite includes a spacious walk-in closet, dual sinks and a walk-in shower. Two additional bedrooms provide comfortable space for family, guests or a home office. Enjoy Florida living from the oversized covered lanai, with room on the property for a future pool. Additional features include impact-resistant windows and doors, tile flooring, indoor laundry, a paved driveway, two-car garage, central water and no HOA. Estimated completion is the end of September 2026. Ask about any currently available builder incentives. Photos and renderings may depict a similar completed home or model; actual colors, finishes and features may vary.

3760 Gasparilla Street, St James City

$364,900
3 Beds ⋅ 2 Baths ⋅ 2026028060 MLS
NEARING COMPLETION! Welcome to the Sunset Model, a brand-new 3-bedroom plus den, 2-bath home situated on an oversized 0.31-acre homesite in St. James City. This thoughtfully designed residence offers 1,549 square feet of living space, an open-concept great room, a spacious kitchen with island and pantry, an indoor laundry room, and a two-car garage. The private owner’s suite features a walk-in closet, dual sinks, and a walk-in shower, while the separate den provides flexible space for a home office, guests, or hobbies. Enjoy Florida living from the covered lanai, with room on the property for a future pool. Additional features include impact-resistant windows and doors, tile flooring, central water, modern finishes, no HOA, and a one-year builder warranty. Estimated completion is the end of September 2026. Ask about any currently available builder incentives. Photos and renderings may depict a similar completed home or model; actual colors, finishes, and features may vary.

3744 Gasparilla Street, St James City

$375,000
2 Beds ⋅ 2 Baths ⋅ 2026027781 MLS
Beautiful renovated waterfront Home in Cherry Estates – Move-In Ready! Don't miss this incredible opportunity in the highly desirable Cherry Estates community on Pine Island! Set on a spacious cul-de-sac lot with 90 feet of waterfront frontage, this home is positioned broadside to the canal, offering breathtaking views of intersecting canals and an unbeatable island setting. Nearly every inch of this home has been upgraded, including a newer carport, plumbing, completely updated electrical with new outlets and switches, new windows, doors, and sliding glass doors, and a newer HVAC system and ductwork. Additional improvements include new flooring and moldings, a reinforced subfloor with two layers of ½-inch plywood, ½-inch OSB insulation around the entire home, closed-cell foam insulation underneath, and extra tie-down straps for added peace of mind. Boaters will love the composite dock, 10,000-pound boat lift, NEW Canopy and large fishing shed. This location provides quick access to some of Southwest Florida's best fishing, boating, waterfront dining, and Gulf adventures. The home is partially furnished, making your move even easier. Explore the island by boat or golf cart, where waterfront living, spectacular sunsets, and laid-back island charm await.

3121 Binnacle Lane, St James City

$549,000
3 Beds ⋅ 3 Baths ⋅ 2026026483 MLS
Just over an Acre of Pure Island Serenity! Nestled at the end of the cul-da-sac for total privacy, this beautifully landscaped property offers a unique courtyard-style layout with a separate cabana and the perfect blend of privacy, comfort, and natural beauty. Overlooking a peaceful zen pond, you'll enjoy views and a tranquil setting that feels like your own private retreat. The spacious residence features 3 generously sized bedrooms, a well-appointed kitchen, and inviting living spaces designed for relaxed island living. A separate casita with its own full bath provides the perfect accommodations for guests, extended family, a home office, or creative studio with a brand-new HVAC. Step outside to the expansive deck overlooking the water—an ideal place to enjoy your morning coffee, evening cocktails, or simply unwind while watching nature unfold around you. The lush, low-maintenance landscaping creates a park-like setting with plenty of room for pets, gardening, or outdoor activities. Built for peace of mind, this home has never flooded and includes a newly installed state-of-the-art flood barrier system, an assumable flood insurance policy, and a durable metal roof designed to provide years of protection. Additional features include a whole-house water treatment system, elaborate irrigation system, and wheelchair-accessible access to the home. If you've been searching for a private island oasis with room to breathe, serene water views, and versatility, this one-of-a-kind property is not to be missed.

4931 Island Acres Court, St James City

$1,484,000
3 Beds ⋅ 3 Baths ⋅ 2026024775 MLS
LOCATION LOCATION LOCATION! Your Slice of Paradise Awaits! Step into this fully furnished, turnkey waterfront masterpiece and prepare to be swept away by breathtaking panoramic views of Pine Island Sound and Sanibel Island. Nestled in one of Southwest Florida’s most coveted locations, this gulf-access pool home is a rare gem that blends luxury, comfort, and island charm. Interior Elegance Meets Coastal Chic Every inch of this home is thoughtfully designed with beachy, nautical décor that instantly transports you to vacation mode. The gourmet kitchen is a chef’s dream, featuring Cambria Quartz countertops, GE High-Profile stainless steel appliances, and a layout perfect for entertaining. Peace of Mind & Premium Upgrades Enjoy the security and style of a metal roof, impact-resistant windows and doors, plank tile flooring, and plantation shutters throughout. A new AC keeps things cool, while the shiplap lanai ceiling adds a touch of coastal sophistication. Outdoor Living at Its Finest Sip cocktails from your screened balcony as dolphins and manatees glide by. Take a dip in the heated saltwater pool, then unwind with the best sunsets in SWFL. With two covered boat lifts (14k & 7k lbs.), composite docks, and a fish cleaning station, your waterfront lifestyle is ready to launch. Island Adventures & Ultimate Convenience - Hop in your included golf cart (valued at $20K and loaded with extras) and explore nearby amenities, or cruise on your boat to local islands and beaches for world-class fishing and relaxation. This is more than a home—it’s a gateway to the island life you’ve always dreamed of. Fall in Love. Move to Paradise. Whether you're seeking a serene retreat or a vibrant coastal lifestyle, this home delivers it all. Don’t just buy a house—claim your piece of paradise.

3420 1st Avenue, St James City

$200,000
2 Beds ⋅ 2 Baths ⋅ 2026024632 MLS
WELCOME TO YOUR WATERFRONT ISLAND PARADISE on Pine Island! Highly sought-after 55+ boating community of Pine Island Cove, this BEAUTIFULLY UPDATED, MOVE-IN-READY waterfront home offers the perfect combination of COASTAL CHARM, BOATING CONVENIENCE & RESORT-STYLE LIVING. Situated on scenic canal, this 2 BED + 2 BATH manufactured HOME features PRIVATE DOCK & 10K-lb BOAT LIFT, providing exceptional access for boating, fishing, kayaking & exploring pristine waters of Pine Island Sound, Matlacha Pass, Sanibel, Captiva, Cayo Costa, Boca Grande & beyond Gulf. Community boat lift allows convenient navigation from your backyard to some of SWFL's most desirable waterfront destinations. From the moment you arrive, you'll appreciate the home's inviting curb appeal featuring tropical landscaping, covered carport parking & a welcoming island-inspired exterior. Inside, the bright & airy floor plan is filled w/ natural light, enhanced by expansive waterfront windows that frame peaceful canal views throughout the main living areas. Spacious living & dining rooms create an ideal setting for entertaining family & friends while enjoying the beauty of Florida waterfront living. Vinyl flooring, coastal-inspired finishes, updated fixtures & tastefully renovated spaces create a comfortable, move-in-ready atmosphere. The kitchen offers cabinetry, stainless steel appliances, counter space, and breakfast bar seating. Primary bathroom features a stylish double-sink vanity with modern finishes, while both bedrooms offer comfortable accommodations for owners & guests alike. Outside to your PRIVATE WATERFRONT RETREAT featuring a composite deck with shade sail, perfect for outdoor dining, grilling, morning coffee, or sunset cocktails while enjoying gentle island breezes. Mature palms, tropical landscaping, and lush greenery surround the property, creating exceptional wall privacy and a true backyard oasis. The beautifully maintained lawn extends directly to the water's edge, where your private dock and 10,000-lb boat lift await just steps from the home. Residents of Pine Island Cove enjoy outstanding amenities including a COMMUNITY POOL, CLUBHOUSE, PICKLEBALL COURTS, DOG PARK, BOAT RAMP, BOAT STORAGE, SOCIAL EVENTS, and WATERFRONT RECREATION AREAS. This golf-cart-friendly community is known for its convenient access to local marinas, waterfront restaurants, live entertainment, art galleries, farmers markets, and world-class fishing. Whether you're searching for a year-round residence, winter retreat, or affordable waterfront getaway, this exceptional property offers the perfect blend of WATERFRONT LIVING, BOATING ACCESS, LOW-MAINTENANCE OWNERSHIP, and the laid-back island lifestyle that makes Pine Island one of Southwest Florida's hidden gems. LIVE WHERE OTHERS VACATION!

7150 Cobiac Drive, St James City

$440,000
2 Beds ⋅ 3 Baths ⋅ 2026024360 MLS
Welcome to this beautifully updated 2-bedroom, 2.5 bath home in the heart of Saint James City, where comfort, style, and entertainment come together. Featuring an oversized master suite with two spacious walk-in closets, separate an oversize shower and stand alone tub with his & her sinks, this home offers the space and functionality today’s buyers are looking for. Recent improvements provide peace of mind, including a new roof, stucco siding, back deck with covered lanai & screen enclosure, impact-resistant windows and doors, new appliances, all new HVAC & ducking and a new water heater. The house is equipped with a whole house generator hook up plug. The range is propane fueled. Another standout feature is the massive open downstairs area which is an incredible space perfect for entertaining, hosting game nights, creating a home theater, setting up a billiards room, or accommodating additional guests. The possibilities are endless. An air-conditioned garage adds valuable flexibility for hobbies, storage, a workshop, or fitness space. Outside, you’ll find a private backyard designed for enjoying the Florida lifestyle, with plenty of room for outdoor dining, gatherings, and enjoying your own tropical oasis, which has a irrigation system & outdoor landscape lighting as well. Whether you’re searching for a full-time residence, vacation getaway, or the ultimate place to entertain family and friends, this exceptional Saint James City home is basically a brand new home ready to enjoy! This house is a walk, bike ride, golfcart ride away from all that Saint James City has to offer. Including, a community park, bars & restaurants, marinas and plenty of events that are scheduled periodically throughout the year. Additional property available for purchase on west side of residence (Located behind house).

2551 Tamarind Street, St James City

$320,000
2 Beds ⋅ 2 Baths ⋅ 2026023757 MLS
Enjoy the island lifestyle in Cherry Estates of St. James City! This boaters paradise offers GULF ACCESS, a renovated interior, and an enclosed air-conditioned lanai for additional living space and year-round comfort. The property also features a dock with covered boat lift, providing excellent shade and protection for both the boat and dock area. Spend your days fishing right from your dock for snook, redfish, trout, and flounder, while enjoying frequent sightings of manatees and dolphins passing through the canal. Located on a quiet street in one of Pine Island’s most popular boating communities, residents enjoy easy access to fishing, kayaking, waterfront restaurants, and beautiful Southwest Florida sunsets. Available completely furnished, making this an excellent opportunity for a seasonal retreat, vacation home, or full-time residence.

3089 Skipper Lane, St James City

$1,050,000
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

$669,000
2 Beds ⋅ 2 Baths ⋅ 2026013919 MLS
This beautifully furnished home offers 2 bedrooms PLUS a Bonus room and direct waterfront access to the gulf. Enjoy spacious, open living areas designed for comfortable coastal living. The kitchen features a large breakfast bar and beautiful décor. The generous outdoor space offers a heated pool, and spa—perfect for enjoying the island lifestyle. A versatile bonus room adds flexibility for a home office, guest space, or hobby area. The well-appointed laundry room offers plenty of storage, and the two-car garage provides additional convenience. Built with a durable metal roof and surrounded by carefree island landscaping, this home is designed for easy living. Across the street, a dedicated green space offers ideal boat trailer storage. Just added Flood Gates for peace of mind!! At the water’s edge, a wrap-around dock with a covered boat lift sits on a deep-water canal, providing quick access to Matlacha Pass and some of the area’s best boating, fishing, and island-hopping. Enjoy nearby destinations like Cabbage Key for a “Cheeseburger in Paradise” or the pristine beaches of Cayo Costa and Picnic Island—all just a short boat ride away. Note: The voluntary HOA provides access to the community boat ramp.

3778 Pinetree Drive, 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

$409,900
3 Beds ⋅ 2 Baths ⋅ 2026012250 MLS
Lovely, well maintained, pool home in quiet, safe, St James City. Just a bike or golf cart ride away from all that this community has to offer. This home has not flooded in any of the storms. High and dry. It features a completely redone chef's kitchen, newer luxury vinyl plank flooring, newer countertops in both bathrooms, a split floor plan, the pool equipment is new within the last 3 years, A/C system is only 3 or 4 years old, and the interior and exterior paint has been refreshed in the last 3 to 5 years. The kitchen features quartz countertops and loads of storage. The electric heated pool and hot tub have exceptional privacy and a newer screen cage. The sellers flood insurance policy is transferable and about $800 per year. Rock yard for easy maintenance and mature landscaping

3852 Stabile Road, St James City

$340,275
2 Beds ⋅ 2 Baths ⋅ 2026002960 MLS
Move right into this well-maintained Palm Harbor home, offering 1,670 sq ft of comfortable living space and never having been flooded. Whether you're in search of a second home or a primary residence, this charming 2-bedroom, 2-bathroom property is sure to delight. The home features a spacious deck, a covered lanai, and a dock for your boat. Additionally, the finished utility room under the carport is equipped with hot and cold water, as well as air conditioning. This versatile space is perfect for storage, a fishing room, or even entertaining, with direct access to the large deck out back. By boat, you're just minutes away from some of the best beaches and fishing spots that Southwest Florida has to offer. Prefer to stay on land? There are five restaurants within golf cart distance, or you can explore one of the many nature trails in St. James City. The town boasts a quaint, quiet atmosphere with friendly neighbors, making it an ideal place for anyone looking to escape the hustle and bustle of city life.

3088 Skipper 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

$475,000
3 Beds ⋅ 2 Baths ⋅ 2026001749 MLS
This 2024-built 3-bedroom, 2-bath stilt home offers 1,518 square feet of modern coastal living and is built like it plans to be here a while. The oversized pilings are driven approximately 25 feet into the ground, providing serious structural confidence and peace of mind. Elevated, well-built, and thoughtfully designed, this home checks both the practical and aesthetic boxes. It has never been lived in full time, and yes—it still has that unmistakable “new home smell” you don’t usually get in resale homes. Inside, you’ll find a bright, open-concept floor plan with a spacious great room and a stylish kitchen featuring stainless steel appliances, ample cabinetry, and a large island perfect for entertaining, meal prepping, or pretending you’re on a cooking show. The split-bedroom layout offers privacy, with three generously sized bedrooms and two modern bathrooms finished with clean, contemporary touches. Natural light fills the home, and the elevated setting adds both airflow and charm. Downstairs, the covered area provides flexible space currently set up with a spa and seating—ideal for post-fishing relaxation, evening cocktails, or just enjoying the fact that you don’t live in a snowstorm. Parking is conveniently located in front of the home, and the stilt design makes excellent use of space while enhancing the coastal lifestyle. Situated near the highly desirable Henley Canal—one of the most active canals in St. James City—the home offers a front-row seat to daily boat traffic, island vibes, and authentic Pine Island living. You’re within walking distance to restaurants, waterfront bars, fishing spots, and all the local flavor that makes this area special. The home is currently set up for and actively operating as a vacation rental and can continue as such with new ownership, making it a rare find that works just as well as an investment as it does a personal retreat. Whether you’re looking for a primary residence, a seasonal escape, or a property that pays for itself while you’re not using it, this one delivers—with a little personality to match.

3524 5th Avenue, St James City

$2,750,000
3 Beds ⋅ 4 Baths ⋅ 2025021960 MLS
RARE OPEN-BAY WATERFRONT ESTATE IN ST. JAMES CITY WITH DIRECT GULF ACCESS, NO BRIDGES, TWO BOAT LIFTS & PANORAMIC SAN CARLOS BAY VIEWS! Experience true Southwest Florida waterfront living from the southern tip of Pine Island, where deep-water boating, spectacular sunsets, open-bay views, and quick access to the Gulf of Mexico, Sanibel, Captiva, and surrounding islands are right outside your door. More than $400,000 in renovations have transformed this luxury waterfront home into a move-in-ready island retreat. Improvements 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. Designed for serious boaters, the property features a private dock with two brand-new boat lifts — 6,000-pound and 15,000-pound — plus direct deep-water Gulf access with no bridges. Spend your days fishing, boating, cruising to Sanibel and Captiva, or island hopping throughout Southwest Florida. Outdoor living is the centerpiece of this exceptional St. James City home. Relax beside the heated pool and spa, entertain beneath the custom tiki hut, prepare dinner in the fully equipped outdoor kitchen, and end the day watching incredible sunsets over San Carlos Bay. Inside, the coastal-inspired kitchen features JennAir appliances, exotic granite countertops, and more than $250,000 in custom cabinetry. Expansive water views, sophisticated finishes, and an inviting open layout create the perfect setting for entertaining or everyday waterfront living. Offered TURNKEY furnished in a Tommy Bahama-inspired coastal style with some exclusions, the home is ready to enjoy as a primary residence, seasonal Florida retreat, or luxury Pine Island getaway. An oversized four-car garage with epoxy flooring provides space for up to six vehicles plus fishing gear, golf carts, kayaks, paddleboards, and boating equipment. If you are searching for a St. James City waterfront home, Pine Island luxury property, Gulf-access home with no bridges, deep-water boating property, San Carlos Bay home, waterfront pool home, or turnkey Southwest Florida retreat, this extraordinary property delivers the boating lifestyle, privacy, luxury, and Old Florida atmosphere buyers come to Pine Island to find.

3807 San Carlos Drive, St James City