Refine Search
Sort by
3055 Harpoon Lane, St James City
$365,000
2 Beds ⋅ 2 Baths ⋅ 2026041400 MLS
Welcome to your new Island Home Paradise! This home shines with an oversized corner homesite, extra parking, gulf access canal with no bridges, boat lift, walk around trex deck with boat cover and so much more! It's just a short 5-7 minute boat ride to open waters with gulf access at Captiva Island and some of the best beaches and fishing around. You'll feel like you are on vacation every day in this coastal cottage themed showplace with wainscotting, shiplap and plantation shutters. You'll love the beautiful entry, vaulted ceilings, huge living room, dining room and great kitchen with white cabinets, quartz countertops, nautical backsplash, lots of cabinets, newer appliances, pantry, lighted glass front cabinet doors, etc. Both bathrooms are gorgeous, both bedrooms are huge and have oversized walk-in closets. Another great feature of this home is the amount of space between this home and the one next door. You won't feel crowded here at all. There is room for 3 cars under the carport and room for another 3 cars in the gravel next to the carport as well plenty of room to park a boat trailer. The flooring is an easy care wood look luxury vinyl throughout, so no carpets. The living room has a built-in lighted wall unit to show off your personal treasures. The new metal roof was installed in June of 2026. The storage is amazing with a double closet off the entry, a hall linen closet, a kitchen pantry closet, a closet off the living room and a storage shed off the laundry room. The utility bills are also very low, this summer the electric ranged from $117-$125 max. This home is light, bright and has everything you need to make this your Island Paradise.

3055 Harpoon Lane, St James City

4971 Porky Lane, St James City
$198,500
2 Beds ⋅ 2 Baths ⋅ 2026041037 MLS
Beautifully furnished TURNKEY 2 Bedroom, 2 Bath Home in 55+ community of Pine Island Cove St. James city. This inviting residence offers 1,346 sq. ft. with an open modern floor plan with a clean minimalist aesthetic feel throughout. The spacious floor plan includes two generously sized bedrooms each offering plenty of room for a king size bed with 2 spacious walk-in closets, along with two beautifully updated contemporary bathrooms as well as a large functional laundry room everyday convenience. While the impressive 12' x 26' lanai with tinted acrylic sliding windows provides the perfect indoor-outdoor retreat. Additional exterior features include a 12' x 26' carport and a private concrete back patio, ideal for BBQ, plants, outdoor seating and extra storage opportunities. Located in the highly desirable 55+ boating and recreational community of Pine Island Cove. Residents enjoy a vibrant Florida lifestyle with direct Gulf of Mexico access from the community's private boat ramp as well boat storage for your convenience. The neighborhood also offers pickleball courts, Tennis, shuffleboard, a heated pool and spa, a clubhouse with regular activities, a community park, and a variety of recreation areas designed for community connection and enjoyment. Bring your boat, golf cart, and bikes—and start living your best Florida lifestyle in this exceptional home in Pine Island Cove.

4971 Porky Lane, St James City

3913 Dewberry Lane, St James City
$300,000
2 Beds ⋅ 2 Baths ⋅ 2026040545 MLS
BOATER’S PARADISE! Welcome to this beautifully renovated waterfront home featuring approximately 50 feet of seawall on a wide, deep canal with NO fixed bridges, offering easy access for larger boats and even accommodating a sailboat. Enjoy convenient boating access to some of Southwest Florida’s most beautiful destinations, including Sanibel, Captiva, Cayo Costa, and North Captiva. This property has been fully renovated with a new roof, new electrical, new plumbing, new flooring, and beautifully tiled bathrooms. Both bathrooms feature showers, and the primary suite offers a spacious walk-in closet. With NO HOA, NO age restrictions, and NO rental restrictions, this property offers exceptional flexibility for both personal use and investment. Whether you’re looking for a waterfront getaway, full-time residence, or investment property, this home offers the perfect combination of boating access, modern updates, and freedom. PID 02-46-22-20-0000D-0310

3913 Dewberry Lane, St James City

5228 Stringfellow Road, St James City
$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

3076 Bowsprit Lane, 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

3300 6th Avenue, St James City
$499,000
2 Beds ⋅ 1 Baths ⋅ 2026037079 MLS
Welcome to this incredibly charming turn key furnished waterfront cottage paradise! Tucked beneath sprawling oaks, mature mahoganies and swaying palms, this secluded St. James City retreat offers nearly half an acre of shaded, private waterfront bliss — yet it's just minutes from some of the island's favorite restaurants, bars, and local hangouts. And did we mention the privacy? The property feels like your own tropical hideaway. Watch manatees and dolphins cruise the canal from your backyard, cast a line, or grill the catch of the day after bringing it in from your own 30-foot dock. Not fishing today? Two nearby fresh seafood markets make it easy to bring home the day's local catch. And if outdoor living is your thing, Enjoy mornings on your two screened porches — one overlooking the expansive backyard and waterfront, and another facing the large front yard. Morning coffee, afternoon cocktails, or a quiet evening outdoors — you've got the perfect spot for every mood. Inside, the cottage has been updated while keeping its unmistakable Old Florida beach-house character. The large butcher block kitchen island provides plenty of room for friends and family to gather for drinks, dinner, and fish stories, while the spacious living area keeps everything comfortable and inviting. One of the home's most memorable features is beneath your feet: unique hand-painted wood floors running throughout the cottage. Creative, colorful, and easy to maintain, they're almost guaranteed to become a conversation piece the moment guests walk through the door. The oversized primary bedroom offers a built-in vanity and two large closets, while the second bedroom has a generous closet of its own. The bathroom features a roomy walk-in tile shower, tile flooring, and a corner linen cabinet with deep shelving. The updated laundry room includes a newer front-loading washer and dryer, a new water heater, a generous butcher block folding counter, and upper cabinetry. When you're ready to explore, simply walk out to your dock, step aboard the boat, and go. From your backyard, it's approximately a fifteen-minute canal ride through beautiful mangroves, with incredible fishing, bird watching, and Southwest Florida nature along the way. Continue into Pine Island Sound, and a whole new world opens up — Sanibel, Fort Myers Beach, gulf waters, waterfront restaurants, and countless places to explore by boat. Or don't go anywhere at all. Fire up the grill, grab a cold drink, and enjoy the shade beneath the trees while boats, dolphins, and manatees pass by. This is exactly the Pine Island lifestyle people come for.

3300 6th Avenue, St James City

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

2755 Cussell Drive, St James City

3653 Dewberry Lane, St James City
$320,000
2 Beds ⋅ 2 Baths ⋅ 2026030527 MLS
Tucked away in the quaint boating community of St. James City, this completely remodeled waterfront property offers a serene escape with direct Gulf access and breathtaking canal views. With over 90 ft. of seawall and boating dockage, there is plenty of room for your toys! Imagine stepping into a home where every detail has been thought of from the gleaming new flooring beneath your feet to the freshly painted walls that envelop you in warmth. The kitchen invites all to gather with a comfy breakfast bar and open concept for entertaining. Newer stainless appliances and pretty new cabinets make ready for the chef of the family. Beyond the walls, a large expansive patio and screened lanai beckon you to unwind, providing an idyllic vantage point to gaze upon the waterway that leads to the majestic Gulf of Mexico. Whether you’re drawn by the allure of some of the best fishing right out your back door or the convenience of nearby dining, shopping, and seafood markets, this home is a gateway to the delights of coastal living. With beautiful beaches just a short boat ride away, this property isn't just a home; it's a lifestyle waiting to be embraced. With an extra large lot , you are able to store your RV on the east side of your home and hook right up to your own RV hookup!! Your surroundings are always alive with nearby craft markets, neighborhood music gatherings, festivals and lots of fun things to do. This is a great second home opportunity, fantastic investment property or home sweet home!!

3653 Dewberry Lane, St James City

8787 Kodiak Lane, St James City
$549,900
2 Beds ⋅ 2 Baths ⋅ 2026029107 MLS
SELLER FINANCING AVAILABLE! RARE PINE ISLAND ACREAGE HOME WITH HEATED SALTWATER POOL, 2,100-SQ.-FT. DETACHED GARAGE & TURNKEY FURNISHINGS! Opportunities like this are hard to find on Pine Island. Set on approximately 1.4 acres in St. James City, this charming custom home offers privacy, space, flexibility, and endless possibilities for full-time living, multigenerational living, a seasonal Florida retreat, or potential vacation rental use. SELLER FINANCING IS AVAILABLE, creating another option for buyers looking to make this unique Southwest Florida property their own. The beautifully remodeled 2-bedroom, 2-bath home was updated by Stearns Custom Home Builders and is full of coastal character, including board-and-batten walls, tongue-and-groove ceilings, beadboard accents, detailed trim work, and thoughtful finishes throughout. The remodeled kitchen features quartz countertops, stainless steel appliances, solid wood soft-close cabinetry, and decorative tilework. Hurricane-impact windows and doors add peace of mind, and the home is being sold TURNKEY FURNISHED. The layout offers excellent flexibility. Upstairs, the main living area includes a spacious primary bedroom and balcony overlooking the tropical pool setting. Downstairs, a private guest suite with kitchenette, walk-in closet, and bathroom creates a great setup for extended family, guests, multigenerational living, or separate living quarters. Outside, the property feels like a private Pine Island retreat. The detached heated saltwater pool is surrounded by lush tropical landscaping and mature palms, with plenty of room for entertaining, relaxing, and enjoying the Southwest Florida sunshine. One of the biggest highlights is the approximately 2,100-square-foot DETACHED CONCRETE GARAGE featuring a commercial-grade automatic roll-up door, additional air-conditioned room, 50-amp RV hookup, and newer RV pad. There is exceptional space for boats, RVs, vehicles, golf carts, workshop use, hobbies, recreational equipment, or storage. Located in St. James City, you are close to boat ramps, fishing, kayaking, waterfront dining, local restaurants, and the laid-back Old Florida lifestyle Pine Island is known for. For buyers searching for a Pine Island acreage home, St. James City pool home, property with RV and boat storage, multigenerational home, turnkey Florida getaway, or potential vacation rental, this property offers a combination of land, lifestyle, and versatility that is increasingly difficult to find. An additional approximately 1/2-acre corner lot adjoining the property is also available for purchase, creating the opportunity for even more land and future possibilities.

8787 Kodiak Lane, St James City

3121 Binnacle Lane, 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

2360 Oleander Street, St James City
$715,000
2 Beds ⋅ 2 Baths ⋅ 2026015872 MLS
Experience the ultimate Southwest Florida waterfront lifestyle in this beautifully updated stilt home located in the charming fishing community of Saint James City. A stunning curved staircase creates a grand first impression, leading to a residence thoughtfully renovated with today's most sought-after features. Designed for both elegance and durability, the home boasts a metal roof, impact-resistant windows and doors, updated flooring throughout, and a beautifully remodeled kitchen featuring granite countertops, custom cabinetry, and new stainless-steel appliances. The bright, open living spaces are filled with natural light and perfectly positioned to capture coastal breezes and waterfront views. Step outside and discover what truly sets this property apart. Situated on a navigable canal with quick access to open water, the property includes a 7,000-pound boat lift, making it effortless to launch your next fishing adventure or sunset cruise. Anglers will appreciate having some of the finest fishing in Southwest Florida right at their doorstep, with easy access to Pine Island Sound, San Carlos Bay, and Gulf waters. The lower level offers a spacious storage room, providing ample space for fishing gear, boating equipment, kayaks, tools, and all your waterfront toys. After a day on the water, unwind in the covered patio area, the perfect setting for grilling fresh-caught seafood, entertaining friends, or enjoying casual outdoor dining while taking in the tropical surroundings. Just a short boat ride away, you'll find the pristine beaches and natural beauty of Cayo Costa State Park, famous for shelling, boating, fishing, and untouched Gulf-front shoreline.

2360 Oleander Street, St James City

2823 8th Avenue, 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

3608 Rita Lane, St James City
$559,900
2 Beds ⋅ 2 Baths ⋅ 2026025325 MLS
THE BOATER'S WATERFRONT HOME with the following HIGHLIGHTED FEATURES DIRECT GULF ACCESS • NO BRIDGES • BOAT LIFT • PERMITTED BOATHOUSE/SHED Block Construction | Metal Roof | Trex Dock | Garage | No HOA Experience the best of island waterfront living at 3608 Rita Lane—offering coveted Direct Gulf access with no bridges and designed for serious boaters, anglers, and those seeking the relaxed Southwest Florida lifestyle. This charming, mostly furnished 2-bedroom, 2-bath waterfront home sits in one of St. James City’s most desirable boating neighborhoods and blends classic Florida character with valuable upgrades and exceptional marine amenities. Built with solid block construction and topped with a durable metal roof, this property offers peace of mind, low-maintenance ownership, and the freedom to enjoy island living to the fullest. The true highlight is outside, where your waterfront setup is ready to go. Enjoy a permitted boathouse, large boat lift, and an expansive walk-around Trex dock complete with water and electric—creating the perfect environment for effortless boating, fishing, entertaining, or simply enjoying life on the canal. If you want to add a pool, the backyard has room to design your perfect waterside oasis. With direct Gulf access, your next adventure to Pine Island Sound, outer islands, waterfront restaurants, and world-class fishing grounds is just minutes away. Inside, the home offers a comfortable, functional layout with 2 bedrooms and 2 full bathrooms, enhanced by timeless terrazzo flooring throughout for durability and authentic Florida charm. Recent improvements include a new air conditioner and water heater, so you can move in and start enjoying the property immediately. The mostly furnished interior makes this an easy transition for seasonal use, full-time living, or an investment opportunity. Additional features set this property apart, including a one-car garage with excellent storage for tools, fishing gear, and boating essentials, plus a rare 30-amp RV hookup—ideal for guests, extra flexibility, or recreational use. Best of all—NO HOA, so you can store your toys, enjoy your property your way, and fully embrace the waterfront lifestyle without added restrictions or fees. Whether you're searching for a winter retreat, full-time island residence, or the ultimate boating getaway, 3608 Rita Lane delivers direct Gulf access, outstanding dockage, quality construction, and the laid-back Florida lifestyle buyers dream about.

3608 Rita Lane, St James City

2551 Tamarind Street, 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

3089 Skipper Lane, 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

2912 Oleander Street Unit B3, St James City
$325,900
2 Beds ⋅ 2 Baths ⋅ 2026022309 MLS
Wake up to shimmering waterfront views and spend your afternoons on the boat, and come home to Fisherman’s Wharf Unit B3—your perfect island retreat in the heart of St. James City. Located in the highly sought-after waterfront community of Pine Island, this coastal getaway offers the laid-back lifestyle buyers dream about, whether you’re searching for a full-time residence, seasonal escape, or income-producing investment property. Unit B3 places you right in the center of some of Southwest Florida’s best fishing and boating waters, with easy access to the Intracoastal, nearby islands, waterfront restaurants, and world-class backwater fishing. Inside, the unit is designed for easy island living with bright coastal spaces, a relaxed waterfront feel, and low-maintenance convenience so you can spend more time enjoying the water and less time worrying about upkeep. The Fisherman’s Wharf community is known for its authentic “Old Florida” charm, offering a peaceful waterfront atmosphere that feels worlds away from the crowds yet remains close to local marinas, restaurants, live music, and everything that makes St. James City such a special hidden gem. Whether you’re sipping coffee while watching dolphins pass by, heading out for a day on the boat, or simply enjoying the slower pace of island life, Fisherman’s Wharf Unit B3 delivers the waterfront lifestyle buyers are searching for. Come experience why so many people fall in love with life on Pine Island. Your island escape awaits.

2912 Oleander Street Unit B3, St James City

2096 Macadamia Street, 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

3056 Sloop Lane, St James City
$315,000
2 Beds ⋅ 2 Baths ⋅ 2026019120 MLS
Gulf Access Living in Cherry Estates – St. James City! Welcome to your slice of paradise in the highly desirable boating community of Cherry Estates! This well-maintained 2-bedroom, 2-bathroom manufactured home offers direct Gulf access, making it perfect for boating enthusiasts and those seeking the laid-back Florida lifestyle. Step inside to find a bright and inviting interior with a functional layout designed for comfort and easy living. The home features an enclosed lanai, ideal for relaxing with your morning coffee or entertaining guests year-round. Outdoors, enjoy everything waterfront living has to offer: Private dock with covered 5,000lb boat lift – quick access to open water, no bridges and a Spacious patio area – perfect for grilling and sunset views Located in Cherry Estates, a resident-owned community, you’ll enjoy a friendly neighborhood atmosphere, all just minutes from local restaurants, marinas, and world-class fishing. Whether you're looking for a seasonal getaway or a full-time waterfront home, this property delivers the ultimate Florida boating lifestyle.

3056 Sloop Lane, St James City

3070 Harpoon Lane, St James City
$369,900
3 Beds ⋅ 2 Baths ⋅ 2026010379 MLS
PINE ISLAND WATERFRONT LIVING AT AN ATTRACTIVE PRICE! Come enjoy the relaxed boating and fishing lifestyle of St. James City from this beautifully furnished 3-bedroom, 2-bath waterfront retreat. Set along a peaceful canal, this home offers what buyers come to Pine Island for—waterfront living, outdoor space, boat access, and a comfortable island home. Inside, the spacious great room flows into a bright Florida room, while the screened lanai creates another inviting place to relax and enjoy the water. Recent improvements include a standing-seam metal roof, updated A/C ductwork, and electrical improvements including a new line to the dock and upgraded outlets throughout the home. The home is being offered furnished, making it an easy opportunity for a full-time residence, seasonal getaway, or potential income-producing property. With a strong rental history, this home also presents excellent income potential as a vacation rental. Bring your boat, fishing gear, and island state of mind—Pine Island living starts here. Its inviting ambiance, prime location, and updates make it highly appealing to visitors seeking the ultimate Southwest Florida waterfront experience. Don’t miss this opportunity to own a slice of paradise in one of Florida’s most desirable coastal communities. From relaxing on the lanai to exploring vibrant local waters, this home delivers a lifestyle defined by comfort, convenience, and unforgettable moments.

3070 Harpoon Lane, St James City

3088 Skipper Lane, 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

2971 Bounty Lane, St James City
$359,900
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

2661 Bamboo Street, St James City
$335,000
2 Beds ⋅ 1 Baths ⋅ 2026003721 MLS
DOUBLE LOT GULF-ACCESS OPPORTUNITY--SELL ONE, REMODEL HOUSE ON THE OTHER OR BUILD NEW Rare waterfront offering in St. James City with 2 separate lots with direct access and no bridges to open water. This is a true lot-value investment opportunity-keep both parcels for an expansive new home build, continue remodeling existing structure with plans and permits provided by the Seller or sell one lot and recoup a significant portion of your investment. This property features a concrete seawall, carport, and storage shed, with immediate boating access to open water. The existing elevated 2-bedroom, 1-bath structure (832 sq. ft. under air) was impacted by Hurricane Ian and has since been raised above flood elevation. The home is currently uninhabitable and in unfinished condition, with framed walls and floor stringers in place, offering the option to renovate or remove and build new. Whether you're an investor looking for land potential, a builder seeking two buildable parcels, or an end user wanting space and waterfront access, this property presents exceptional upside in a desirable Pine Island boating community. The sellers have already completed significant upfront work and secured a permit along with architectural and construction plans, all of which can be conveyed to the Buyers. Cash buyers or renovation financing only. Sold AS-IS.

2661 Bamboo Street, St James City

3065 Skipper Lane, 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

3446 Pinetree Drive, St James City
$850,000
3 Beds ⋅ 2 Baths ⋅ 2026000121 MLS
Effortless luxury meets true Gulf access—without a single bridge in sight. Located on the PERFECTLY named Manatee Canal, where dolphins and manatees play, this professionally remodeled 3 bedroom waterfront residence on Pinetree Drive delivers DIRECT, deep-water access to the Gulf, complete with a covered boat lift and private kayak launch - a boaters dream! Super curb appeal on this oversized lot with extended driveway and additional parking across the street! Meticulously cared for and it shows both in and out of the home. Inside, the home showcases refined coastal elegance with neutral flooring throughout, a stunning chef’s kitchen featuring shaker-style cabinetry, a large open island, Jennair appliances and quartz countertops - its a beauty! Cornerstone did the remodel and it is spectacular! Filled with abundant natural lighting, luxury upgrades and thoughtfully designed to create a seamless blend of comfort and sophistication, this home flows and is the perfect size with spacious rooms and neutral colors! The outdoors is a DREAM - an EXTRAORDINARY maintenance-free entertainment oasis awaits—multi patios fully pavered and purpose-built for hosting, with multiple patios, a resort-style pool and stand alone spa, and a fully equipped outdoor kitchen - perfect to hang out with friends and enjoy the amazing paradise that surrounds you. A large fenced side yard, oversized lot, and additional parking across the street add rare convenience. Set in one of St. James City’s most desirable waterfront communities, this exceptional property offers the ultimate Pine Island lifestyle—plus the rare advantage of an ASSUMABLE 2.75% loan. There are so many additional special features such as a community boat ramp, a 17 mile biking/walking path, boating or walking to multiple restaurants and marinas - you are so close to days of adventures exploring the waters and the incredible islands that surround you. St. James offers a vibrant lifestyle where you can live your best life! If you are looking for more than just an ordinary home you have found it! ASSUMABLE FLOOD INSURANCE OF $1,529 a year!

3446 Pinetree Drive, St James City

3435 Sea Holly Lane, St James City
$449,999
2 Beds ⋅ 2 Baths ⋅ 226000198 MLS
Pictures available upon request. Welcome to your very own slice of island paradise in the heart of St. James City, where laid-back living meets endless waterfront adventure. This 2-bedroom, 1.5-bath home is situated on a large pie-shaped lot at the end of a quiet cul-de-sac, offering a MASSIVE 158 feet of double seawall, a concrete boat dock, and direct access to the Gulf with no bridges—an ideal setup for boaters. The expansive lot provides ample room for a future pool, workshop, RV, boat, boat lift, or additional storage, giving you flexibility and space to make it your own. Inside, the home features an open kitchen and dining area that creates a bright and airy feel, a spacious sunroom perfect for relaxing or entertaining, and an impressive amount of storage throughout. Recent updates include upgraded plumbing and electrical, a rebuilt HVAC system, a new water heater, and a roof replaced in 2021. A flooring credit is being offered at closing, allowing you to add your personal touch. St. James City, located on the southern tip of Pine Island, is known for its world-class fishing, waterfront dining, eclectic art community, and easy boat access to nearby islands such as Sanibel, Captiva, and Cayo Costa. With no traffic lights and a relaxed atmosphere, it offers a true escape from the hustle and bustle. Experience the tropical lifestyle with room to grow, unwind, and enjoy everything Southwest Florida has to offer.

3435 Sea Holly Lane, St James City

3807 San Carlos Drive, St James City
$2,750,000
3 Beds ⋅ 4 Baths ⋅ 2025021960 MLS
MUST-SEE OPEN-BAY WATERFRONT HOME WITH PANORAMIC SAN CARLOS BAY VIEWS, NO-BRIDGE GULF ACCESS, TWO NEW BOAT LIFTS & DESIGNER FINISHES! If you are looking for one of the most impressive waterfront settings in Southwest Florida, this St. James City home deserves to be seen in person. Positioned on the southern tip of Pine Island with wide-open San Carlos Bay views, incredible sunsets, direct deep-water Gulf access, and no bridges, this property offers the kind of boating and waterfront lifestyle that is extremely hard to find. More than $400,000 in renovations have created a true designer home with high-end finishes throughout. Updates include a newer roof, hurricane-impact windows and doors, spray-foam insulation, whole-home generator, updated HVAC and ductwork, instant hot-water heaters, wide-plank tile flooring, custom closets, and extensive custom details. The kitchen is a showstopper with JennAir appliances, exotic granite countertops, and more than $250,000 in custom cabinetry. Expansive windows and an open floor plan keep the water views front and center, creating a bright, sophisticated interior designed for both entertaining and everyday living. Outside is where this home becomes truly unforgettable. Enjoy a heated pool and spa overlooking San Carlos Bay, a custom tiki hut, full outdoor kitchen, and spectacular sunset views. The private dock features TWO BRAND-NEW BOAT LIFTS — 6,000-pound and 15,000-pound — plus direct access toward Sanibel, Captiva, surrounding islands, and the Gulf. Offered TURNKEY furnished in a Tommy Bahama-inspired coastal style with some exclusions, this home is ready to enjoy as a full-time residence, seasonal retreat, luxury second home, or waterfront getaway. The oversized four-car garage with epoxy flooring offers room for up to six vehicles plus golf carts, kayaks, paddleboards, fishing gear, and boating equipment. For buyers searching Zillow for a Pine Island waterfront home, St. James City Gulf-access property, no-bridge boating home, San Carlos Bay home, luxury waterfront pool home, or turnkey Southwest Florida retreat, this property checks nearly every box. COME SEE THE VIEWS IN PERSON — PHOTOS DO NOT FULLY CAPTURE THIS SETTING. Schedule your private showing and experience one of the most special waterfront opportunities in St. James City.

3807 San Carlos Drive, St James City