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$469,000
5 Beds ⋅ 4 Baths ⋅ 2026027064 MLS
Welcome to an exceptional opportunity offering three beautifully renovated living spaces on one spacious property! The main residence features 3 bedrooms, 2 bathrooms, and approximately 1,800 square feet of thoughtfully updated space, PLUS an attached EFFICIENCY apartment and a DETACHED 2-bedroom, 1-bath Guest House - Additional Dwelling Unit (ADU), creating endless possibilities for multi-generational living, guest accommodations, rental income, or a private home office. The main home has been extensively renovated from top to bottom with updated electrical, plumbing, spray foam insulation, Argon gas windows, architectural shingle roof, central air conditioning with Wi-Fi thermostat, on-demand water heater, luxury water-resistant vinyl flooring, custom trim, six-panel doors, recessed lighting, Wi-Fi controlled ceiling fans, and fresh interior paint throughout. The stunning kitchen showcases custom cabinetry with Lazy Susan storage, custom tile backsplash, stainless steel appliances, under-cabinet microwave, and flexible faucet. The spacious living room is highlighted by a custom tongue-and-groove ceiling, built-in entertainment wall, and electric fireplace with customizable Wi-Fi lighting and heat settings. The attached efficiency apartment offers approximately 484 gross square feet (not included in the county heated living area) and is privately separated from the main home with locking French doors while maintaining its own exterior entrance. Complete with a full kitchen, full bathroom, washer/dryer combo, mini-split HVAC system, ceramic tile flooring, custom finishes, and private living space, it's ideal for guests or rental income. Also located on the property is a detached 588 -square-foot ADU (not included in the county heated living area) featuring 2 bedrooms, 1 bathroom, a full kitchen with new cabinetry and appliances, stacked washer/dryer, mini-split air conditioning, updated bathroom, ceramic tile flooring, French doors, and covered front porch. Outside, you'll find room for all your toys with ample parking for boats, RVs, trailers, and work vehicles. Two separate RV/camper hookups include electric and septic connections. Relax beneath mature oak trees or enjoy fresh fruit from the producing mango tree. Enjoy watching your 2 lemon trees mature and come to fruition. The extended front porch with three ceiling fans creates the perfect place to unwind. Located less than a half mile from a public boat and kayak launch and just minutes from pickleball, tennis courts, restaurants, shopping, and entertainment, this unique smart-home property offers incredible flexibility for homeowners and investors alike. Live in one residence while generating rental income from the others, accommodate extended family, or create the ultimate private compound. An extraordinary offering like this is truly one of a kind!

3728 Gasparilla Street, St James City
$1,500,000
3 Beds ⋅ 2 Baths ⋅ 2026026014 MLS
This is a unique and gorgeous waterfront paradise and a true boater's dream! Situated on nearly a HALF-ACRE in the heart of St. James City, this exceptional property offers the ultimate island lifestyle with 176 feet of waterfront and quick access to open water. The property features TWO covered boat lifts, one 20,000# and one 8,000#, making it effortless to launch your next fishing or boating adventure. Outdoor living takes center stage with a resort-style pool and spa, and a cozy fire pit—perfect for entertaining family and friends while enjoying beautiful waterfront views. A detached garage with a loft provides abundant storage and flexible space for hobbies and all your fishing gear, while the dedicated RV parking area with hookups offers added convenience for travelers and visitors. There is a separate fish shack for working on your fishing gear or relaxing with friends bragging about the day's catch. Whether you're an avid fisherman, boating enthusiast, or simply seeking a private waterfront retreat, this one-of-a-kind home on a double lot in St. James City delivers the ultimate island life-style.

2823 8th Avenue, 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
$517,000
3 Beds ⋅ 2 Baths ⋅ 2026021965 MLS
Waterfront luxury, move-in ready — and just minutes to the Gulf! New pool liner & lanai screen! This updated 3-bedroom, 2-bath Saint James City home offers a heated pool & spa, deep-water canal with sailboat access, and a 10,000-lb lift (boat on lift is negotiable). Nearly everything is new, from the roof to the kitchen — all that’s missing is you. Welcome to your waterfront paradise on one of the most desirable canals in the quiet, friendly neighborhood of Saint James City. There is no HOA or CDD with this three bedroom, two bath home and property. The home has been beautifully updated and showcases elegant tile flooring throughout, offering great style and easy maintenance. The new stone countertops and cabinets are timeless, boast elegance, and maintain durability. The heart of the home features stainless steel kitchen appliances and new washer and dryer. The roof, water heater, and raised A/C were new in 2022. Almost everything about this home has been fully updated! Step outside from the living room or from two of the bedrooms to the large oasis, complete with a sparkling deep heated pool and a newly renovated spa that flows into the pool – ideal for private relaxation and rejuvenation. A portion of the lanai is covered and ideal for outdoor seating and dining; the larger poolside area provides great space to lounge in the sun and take in the views of the canal, sunrises, and sunsets. Boating enthusiasts will love the 10,000 lb boat lift and the wrap around dock. The deep water canal provides direct sailboat access and is ideal for every boating, kayaking and fishing interest. Pine Island Sound and the Gulf itself are mere minutes away, providing memorable trips to Sanibel, uncrowded beaches, and sunset cruises so close to home. Fish in the Tarpon Capitol of the world, and catch Redfish, snook, and Seatrout along the mangroves of Pine Island Sound. Watch dolphins play and manatees lounge right under your dock! Enjoy quaint shops, nearby grocers, and excellent waterfront dining with fresh faire, delicious refreshments, and live entertainment. Soak in the historic culture of Pine Island and its nature preserves. This is known as “Old Florida” so serene and quiet, yet so conveniently located to airports, golf courses, and all that Ft. Myers and Cape Coral offer within a short drive. This property is a fantastic home and an incredible investment opportunity at a great price. Don’t miss out on this rare gem – schedule your private tour today and consider living the Southwest Florida dream!

3728 Emerald Avenue, St James City
$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
$388,000
3 Beds ⋅ 2 Baths ⋅ 2026018936 MLS
Charming Island Retreat in Pine Island Village with 1469 sq/ft with an additional Florida room adding up to 1640 sq/ft under air. This beautifully maintained 3-bedroom, 2-bath residence is offered fully furnished with the perfect blend of comfort and coastal charm. High and Dry. Positioned on one of the highest points of the island, this home has never flooded and is not in a flood zone, providing added peace of mind. The kitchen features stylish cabinetry highlighted by custom shiplap accent walls and opens to the main living space, which boasts laminate flooring throughout, vaulted ceilings, and beautiful built-in cabinetry that adds elegance and functionality to the main living area. The third bedroom is currently being used as an office and features built-in cabinetry, offering a versatile space perfect for remote work or hobbies. Each bedroom includes a walk-in closet, ensuring ample storage for every room. Both bathrooms have been remodeled with unique mirror accents, and the primary en-suite features a built-in ceiling heater for added comfort. Step into the sunroom, a true highlight of the home, featuring brick flooring, a bamboo ceiling, and tranquil views of Lake Heather. It's the perfect spot to unwind, enjoy your morning coffee, entertain guests, or simply take in the breathtaking sunsets over the lake. Additional features include a 4-year-old roof, built-in smoke detectors, solar panels for energy efficiency, brand new washer and dryer that stay with the home, and a whole-home Aquasana water purifier system. Residents of Pine Island Village enjoy access to a community pool, and the location is just minutes from local shopping, dining, and all the island conveniences. Don’t miss the opportunity to own a slice of paradise in this welcoming island community!

4539 Pine Village Court, 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
$345,000
2 Beds ⋅ 3 Baths ⋅ 2026010703 MLS
Stilt home on an oversized lot in Saint James City! Has a closed in garage and workshop downstairs with additional room for guests. This property offers a quiet island retreat with all the convenience for waterfront living. Boating enthusiasts will love this location in Tropical Point! The home is just a few minutes’ walking distance from Tropical Point Park water access, perfect for kayaking and boating, which also provides easy access to explore the surrounding islands, some of the best fishing just right down the road. The home features a NEW metal roof, and a recently updated (UP-2-CODE) Electrical panel, and is ready for you to make it your own!!

3660 Tropical Point Drive, St James City
$890,000
3 Beds ⋅ 3 Baths ⋅ 2026007152 MLS
***Exclusive Luxury Farm for Sale*** Welcome to paradise and the property of your dreams. This stunning agricultural estate, strategically located on a corner with access from two streets, offers a haven of luxury and tranquility. Completely renovated, with impact-resistant doors and windows, new floors, and a new roof, every corner radiates comfort and modernity. The exterior features a spacious 50-by-30-meter barn, perfect for storing recreational vehicles, and it even includes a golf cart to explore the four acres of land. The property also boasts a lush variety of fruit trees, including mango, guava, plum, loquat, and cherimoya. The outdoor kitchen is a dream for entertaining, featuring three built-in glass-front coolers, a beer dispenser, a wine refrigerator, and an ice machine, ensuring unforgettable moments. Additionally, the sale includes between 40 and 50 laying hens, 10 ducks, and a goat, completing the rural experience. Live your dream life between farm and beach, as the property is conveniently located near beautiful coastlines, offering the best of both worlds!!!!

4882 WOODSTOCK Road, St James City
$300,000
3 Beds ⋅ 2 Baths ⋅ 226006113 MLS
SHORT SALE. Located on a quiet street in the heart of Saint James City. Situated on Florida’s largest island—a true boater’s paradise—this home offers incredible peace of mind with a metal roof and a rare history of no flooding. The layout is unique and functional, featuring a private primary suite and a large living room on the first floor. Upstairs, the home opens up with a second family room, the kitchen, a dining area, and two guest bedrooms, all with natural light. With both interior and exterior stairs and a spacious side patio, this home is built for easy transitions and enjoying the coastal breeze. The outside of this property is just as impressive as the inside, featuring a massive yard with plenty of room to breathe. Whether you’ve been dreaming of building a pool, adding a large workshop, or just need a secure spot to park your boat and RV, this oversized lot can handle it all. It’s rare to find this much space on Pine Island with a home this large. If you are looking for a comfortable, worry-free home with room to grow and play, this is the one you’ve been waiting for.

8628 Yukon Court, St James City
$379,900
2 Beds ⋅ 2 Baths ⋅ 2026004298 MLS
Welcome to your direct Gulf access retreat in the heart of St. James City, where laid-back island living meets turnkey waterfront convenience. Perfectly positioned on a quiet canal with no bridges to open water, this home is a boater’s dream, offering quick access to Pine Island Sound, Sanibel, Captiva, and the Gulf of Mexico. The property has been thoughtfully upgraded for peace of mind and easy living, featuring a new roof and new A/C, spray foam insulation beneath the subfloor, new double pane insulated windows and sliding door with Bahama Hurricane Shutters, luxury vinyl tile flooring throughout, and granite countertops that elevate the interior with a clean, coastal feel. The open layout is light and bright and ideal for both everyday living and hosting guests after a day on the water. Step outside to your private waterfront setup complete with a 10,000 lb boat lift with new canopy, concrete seawall, and a dock ready for fishing, sunset watching, or spontaneous evening cruises. Whether you are an avid boater or simply love the water, this backyard was designed to maximize the Florida lifestyle. Located in St. James City on Pine Island, you will enjoy a slower pace of life with easy access to some of Southwest Florida’s most loved local spots, including waterfront dining, live music, marinas, fishing charters, and island favorites just minutes away. From The Olde Fish House Marina to Froggy’s and nearby Matlacha, entertainment and dining are close without sacrificing peace and privacy. This is more than a home. It is an island lifestyle where mornings start with calm canals and evenings end with Gulf sunsets. Ideal as a full-time residence, winter escape, or investment opportunity, this waterfront gem delivers location, upgrades, and boating access that are increasingly hard to find.

2971 Bounty 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
$365,000
2 Beds ⋅ 2 Baths ⋅ 2026001055 MLS
Come and begin your new year, living the "Island Lifestyle" in this lovely home close to the Gulf and the ICW without bridges or locks to maneuver. This St. James City home is in a golf cart friendly neighborhood, close to restaurants, bars, marinas, and more. St. James City is a laid back community with all sorts of activities at the Civic Center, music venues almost daily, not to mention some of the best fishing, and close to the Tarpon Fishing Capital of the World, Boca Grande! This lovely home boasts a new roof, windows, spray foam insulation, a/c duct work, siding, lanai, carport, cover for the 8K# boat lift, plus a transfer switch for a generator! There are 2 bedrooms, 2 baths, and a den/study with views of the canal. The screened porch overlooks an outdoor shaded entertaining area, and additional space to sit, relax, and enjoy the tropical breezes and sunsets.

3065 Skipper Lane, St James City
$319,000
2 Beds ⋅ 2 Baths ⋅ 2025025799 MLS
Calling all boaters, fishermen and island explores. Waterfront manufactured home in St James City. 2 bedrooms 2 baths, furnished with an open floor plan. Per owner home has never flooded. 10,000 lb. boat lift. Direct access to Sanibel, Captiva, Cayo Costa, North Captiva, Useppa, and Boca Grande. Home has a metal roof and also includes a carport and workshop. Go to local restaurants by boat or golf cart! Property is ideal for full time residence or a vacation rental.

3904 Dewberry Lane, St James City
$675,000
3 Beds ⋅ 2 Baths ⋅ 2025025172 MLS
IT'S 5:00 SOMEWHERE!!! This tastefully remodeled 3 bed, 2 bath pool home is the perfect vacation/full time home for those looking to enjoy all that the Florida lifestyle has to offer from boating, kayaking and some of the best fishing in SW Florida. For the boating enthusiasts, enjoy a boat ride to the beaches of Fort Myers, Sanibel or Cayo Costa from the Direct Gulf Access Canal right in your back yard with composite dock, boat lift and jet ski lift!! Wait, there's more....THE PROPERTY ALSO HAS DEEDED LAND ACROSS THE STREET FOR ADDITIONAL PARKING OF AN RV, BOAT, OR GUESTS! INVESTORS TAKE NOTE: THIS PROPERTY HAS BEEEN A SUCCESSFUL VACATION RENTALFOR THE PAST 5 YEARS, AND CONTINUES TO BE IN DEMAND AND PRODUCE INCOME.

3462 Pinetree Drive, St James City
$359,000
2 Beds ⋅ 2 Baths ⋅ 2025022633 MLS
DIRECT GULF ACCESS! Dreaming of living on the water with direct access? Here is your chance. It's not perfect but is priced accordingly. has had some major renovations. Located on an oversized corner lot in desirable St. James City. This 2BR, 2BA Pine Island Shores home is move-in-ready and is a great deal at this price. Step inside to find new flooring throughout, a new kitchen featuring stylish cabinetry, fixtures, and appliances, and fully renovated bathrooms with new tubs, showers, cabinets, and fixtures. Enjoy additional upgrades including a newer metal roof, new AC, new septic tank, new tankless water heater, new washer and dryer, new garage door, and an updated laundry room. Relax in the bright Florida room overlooking the canal, or head outside where this property truly shines. Boaters will love the 10,000 lb boat lift, composite dock, and concrete patio area, complete with electric and water at the dock. From here, you’ll enjoy direct access to San Carlos Bay, Matlacha Pass, Pine Island Sound, and the Gulf of Mexico—ideal for world-class fishing, cruising, and exploring the islands. This affordable move-in-ready home would make the perfect fish camp or weekend get-a-way!! Schedule your showing today! Note: Some of the photos have been virtually staged.

2390 Oleander Street, St James City
$449,000
3 Beds ⋅ 2 Baths ⋅ 2025021881 MLS
Gulf-access boating lifestyle—without the waterfront price or insurance costs! Located in a sought-after St. James City boating community, this bright and breezy 3 bedroom, 2 bath home offers the island vibe buyers love while staying high and dry. Inside, enjoy a desirable split-bedroom floor plan, a spacious great room, and easy indoor-outdoor living with a screened lanai overlooking mature tropical landscaping—perfect for morning coffee, island breezes, and relaxed evenings. Set directly across from canalfront homes, this property delivers location and lifestyle without the added expense of living on the water. For just $150/year, buyers may voluntarily join the HOA and enjoy access to the private community boat ramp—launch your boat and reach the Gulf in approximately 5 minutes. Ideal for boating, fishing, and sunset cruising. Bonus opportunity: The adjacent vacant lot is owned by the sellers. While not currently on the market, buyers may inquire if interested in additional space or future flexibility. If you’ve been searching for an affordable way to enjoy Pine Island living, boating access, and island charm, this home checks all the boxes.

3472 Manatee 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
$345,000
2 Beds ⋅ 2 Baths ⋅ 2025015896 MLS
Experience This Beautiful, Well-Kept 2 Bed, 2 Bath Home. This is NOT a Manufactured Home! The Oversized Attached Garage is Fully Insulated with 200 amp Service to the Home, while the other side offers Plenty of Space for an RV or Boat on a Smooth Concrete Surface, Including a Separate 50 amp Service. The Home is on a Block Foundation with all Duct Work "Above" the Home and has Never Flooded. The Kitchen has Quartz Countertops and SS Appliances. The Back Deck/Patio Area has a Privacy Fence and Lovely Sail Awnings for Shade Creating a Get-Away Feel. Flamingo Bay Offers Many Amenities if you join the optional HOA ($150 annually) which Include a Community Pool, Boat Launch, Clubhouse and Activities. Enjoy the Pine Island Life with Great Restaurants, Parks, Kayaking, Hiking and of course, World Class Fishing!

4828 FLAMINGO Drive, St James City
$2,750,000
4 Beds ⋅ 4 Baths ⋅ 2025009639 MLS
A peaceful, modern, and comfortable lifestyle that is an effortless extension of its natural surroundings. Tucked deep in the Florida pines and palmettos on 10 dry acres with no wetlands, backing up to a 567-acre protected preserve, this 7,500 SF Modern Farmhouse is one of the most architecturally striking and structurally sound homes for sale. Constructed with solid concrete on both floors, PGT hurricane windows and doors, and red iron structural steel. Years of design, engineering, and lifestyle come together. Custom iron front doors, redwood walls, a custom welded staircase, and an Edison bulb chandelier. Everything is intentional. A 4,000 SF 1st floor features the primary suite and bedrooms. A 3,500 SF 2nd floor living space with a flex room/studio offers an open concept w/ dedicated spaces for dining & entertaining. No other home offers this balance of togetherness and privacy. Dolby Atmos theater w/ a 126-inch digital 8K projection screen rivaling commercial theaters. Cambria Quartz counters, modern art, steel beams, and concrete meet mature trees, private walking paths, a 3/4-acre pond, and ATV trails. A dedicated wine room w/ wine racks & shelving for stouts. Restaurant-style full bar w/ Zephyr full-size appliances. A whole-home 10-zone independent audio AV system with JBL speakers & Crown amplifiers. Built for those who want to live, work, and play! Bunker-strength construction, tech room, dedicated Xfinity pedestal & LCEC transformer, and underground utilities. The property has a 9.9 ft elevation - NEVER flooded. The RV garage is 70x30, totaling 2,100 SF, with 28-ft ceilings and drive-through access for 60+-ft RVs. Ideal for car collecting and boat storage, with 3 12x14 ft custom roll-up overhead doors, front & rear concrete pads, prewired for a 20-amp exhaust system, speaker system, epoxy floor, high-bay lighting, 400-amp electrical service, and industrial fans. Private road. ATVs, golf carts, horses, and a shooting/firing range all ok. BOATERS: Marinas 5 min. away & marinas at both ends of the island, boat launches, and easy water access. Four Winds Marina provides ample dry storage options. From here Cayo Costa, Useppa Island, Boca Grande, world-class tarpon fishing, and pristine barrier island beaches. Island dining with local favorites including Blue Dog Bar & Grill, the Yucatan Waterfront Tiki Bar & Grill, and legendary Tarpon Lodge — a hidden waterfront gem offering fine dining. Just over the bridge: The Seven Islands Project includes a Marriott-branded hotel, restaurants, a tiki bar, marina & boat slips, and a lagoon resort beach. Plus an outdoor amphitheater, community center, splash pad, kayak launch, dog park, and a food truck park. Cape Coral Grove will deliver a national grocer, local and national dining, retail, a luxury hotel, premium apartments, 4 public parks, and farmers' markets.

4412 Pinetree Boulevard, 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
$205,000
1 Beds ⋅ 1 Baths ⋅ 225028726 MLS
Rare opportunity to own a direct Gulf access, first floor condo. A large heated pool. slip space, turn key furnished, lovely tropical decor, granite countertops, light colored ceramic tiled floors throughout. Community laundry on each floor. Additional storage closest. Condo building has had excellent management with a new metal roof, railings, light fixtures, pool refinished and so much more. Only 10 units in building share large screened pool/lanai enclosure. Walk to local pubs, restaurants and marina. High end seafood shop next door. Wonderful sunsets!

3211 Stringfellow Road Unit 102, St James City
$289,900
2 Beds ⋅ 1 Baths ⋅ 224105420 MLS
This beautifully remodeled 2-bedroom, 1-bath waterfront home with direct Gulf access is turnkey and ready to enjoy! Whether seeking a serene Florida retreat or an incredible investment opportunity, this property offers it all. Step inside to discover a thoughtfully designed layout featuring plenty of storage, a cozy lower bedroom with durable poly board finishes, and the convenience of an in-home laundry area. The home is filled with modern touches, including brand-new sliding doors, new window screens, and multiple covered patios—perfect for relaxing or entertaining while soaking in the breathtaking waterfront views. Every detail has been meticulously updated to ensure comfort and peace of mind. Recent upgrades include a new carport, a new roof, a large entertaining kitchen, a state-of-the-art HVAC system, durable PEX plumbing, and an updated dock with a covered boat lift, making it a boater’s paradise. Located in one of Southwest Florida’s most sought-after fishing destinations, this property provides unbeatable access to some of the best angling spots in the region. Fully equipped and move-in ready, this turnkey home is perfect for a Florida getaway or a high-demand rental property. Don't miss your chance to own this waterfront gem—it's ready for you to start living the dream! Bring a suit and be prepared for an evening cocktail waterside in your new home.

3893 Dewberry Lane, 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