Refine Search
Sort by
$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

$139,000
2 Beds 2 Baths 2026030375 MLS
Welcome to Pine Island Cove, where an active waterfront lifestyle, wonderful amenities, and a welcoming community come together as well as owning your land (no worries about land leasing). From the moment you arrive, you’ll appreciate the wide-open setting and relaxed island atmosphere. Boating enthusiasts will love the community’s long, wide boat ramp, convenient boat-rinsing area, and peaceful green space where you can relax and watch neighbors return from a day of fishing. The beautifully remodeled clubhouse and sparkling community pool provide inviting spaces to gather, unwind, and enjoy the Florida sunshine. Pine Island Cove also offers an impressive selection of activities, including pickleball, bocce, and numerous community events, all with low HOA dues. As you arrive at the home, you’ll be greeted by a brand-new carport and a screened front porch that is perfect for enjoying your morning coffee or the island breeze. A separate utility room provides convenient indoor laundry and additional storage. Inside, the kitchen flows into the dining area and open great room, creating a comfortable space for everyday living and entertaining. The Florida room offers even more flexibility - open the windows to enjoy the breeze or keep it enclosed for a cozy year-round retreat. Both bedrooms are generously sized, with the primary suite featuring a private bathroom and the guest bedroom conveniently located near the second full bathroom. Additional improvements include a newer roof and newer luxury vinyl flooring with a vapor barrier. The home is being offered furnished, making it easy to begin enjoying your new Florida lifestyle right away. Out back, the spacious outdoor area provides even more room for entertaining, relaxing, or creating a space that fits your needs. With a brand-new carport, newer roof, wonderful amenities, low HOA dues, boating access, and a welcoming community atmosphere, this is an exciting opportunity to own a place in Pine Island Cove. This home is truly a must-see!

4931 Needle Fish Lane, St James City

$599,000
2 Beds 2 Baths 2026029107 MLS
Back on the market before any inspections were done! Welcome to your own slice of paradise in the heart of St. James City! This beautifully furnished 2-bedroom, 2-bath home that was custom built by the Stearn’s custom home builders for themselves offers charm, flexibility, and endless opportunity on a full 2-acre property, which includes the corner lot at the end. From the moment you pull onto the property, you are welcomed by lush, meticulously maintained Florida landscaping, tranquil Areca palms, and a beautiful staircase leading up to the main living space. Inside, no detail has been overlooked. The home is finished with top-of-the-line custom carpentry, including board and batten walls, tongue and groove ceilings, beadboard accents, stunning trim work, and thoughtful coastal details throughout. The remodeled kitchen features quartz countertops, stainless steel appliances, solid wood cabinetry with upgraded soft-close drawers and doors, and intricate tile work that adds warmth and character. Hurricane impact windows and doors provide added peace of mind while complementing the quality finishes throughout the home. Even better, this home is being sold turnkey, so all you need to bring are your personal belongings. The upstairs main living area includes a spacious primary bedroom and an inviting open balcony where you can enjoy the coastal breeze and take in views of the island-style pool below. Downstairs, the second bedroom is set up as a private guest suite with a kitchenette, a walk-in closet, and bathroom, making it ideal for guests, extended stays, or potential rental flexibility. Step outside and enjoy the true Southwest Florida lifestyle. The detached saltwater heated pool is surrounded by tropical landscaping and offers the perfect setting for relaxing, entertaining, and hosting unforgettable gatherings. On the left side of the property, you will find an impressive 2,100-square-foot detached concrete garage with a commercial-grade automatic roll-up door, an additional air-conditioned room, a 50-amp RV hookup, and a newer RV pad located on the other side of the garage. Whether you are looking for space for boats, vehicles, hobbies, equipment, guests, or investment potential, this property delivers. St. James City is known for its laid-back island lifestyle, boating access, golf cart-friendly feel, local restaurants, waterfront dining, fishing, kayaking, and that peaceful Old Florida charm that is becoming harder and harder to find. Located close to boat ramps and beloved local spots, this property gives you the space, privacy, and lifestyle people dream about when they think of Southwest Florida living. Whether you are looking for your own private getaway, a flexible property with room for guests, or a potential multi-use investment opportunity, this one is truly a must-see. SELLER WILL CONSIDER SELLER FINANCING! Don’t miss your chance to own this unique St. James City retreat!

8787 Kodiak 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

$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

$644,900
3 Beds 2 Baths 2026026276 MLS
Welcome to your waterfront paradise in the heart of St. James City! This beautifully remodeled 3-bedroom, 2-bath home offers direct Gulf access with quick boating access to Pine Island Sound, the Intracoastal Waterway, world-class fishing, waterfront restaurants, and the pristine beaches of Sanibel, Captiva, Cayo Costa, and Boca Grande. Spacious and designed for comfortable island living, the home features both a living room and a family room, providing plenty of space for entertaining, relaxing, and accommodating guests. At the heart of the home is a brand-new kitchen featuring wood cabinetry, granite countertops, and stainless steel appliances, creating a stylish and functional space for everyday living. The primary suite offers a private en-suite bath with a walk-in shower and new vanity, providing a fresh and inviting retreat. Enjoy the Florida lifestyle with a heated saltwater pool, screened lanai, and an extensive list of recent upgrades that provide peace of mind for years to come. Major improvements include a new seawall (2024), impact windows and doors (2024), new A/C and ductwork (2025), all-new PEX plumbing (2025), new drywall throughout including ceilings (2025), resurfaced pool (2025), new pool equipment (2026), new cabinetry throughout, stainless steel appliances (2026), and a new water heater (2026) and smart thermostat. Relax on the screened lanai overlooking the pool, spend your days boating, fishing, shelling, or exploring nearby islands, and enjoy everything that makes Southwest Florida's waterfront lifestyle so desirable. Whether you're looking for a full-time residence, seasonal retreat, or weekend boating getaway, this move-in-ready home offers the perfect blend of modern updates, spacious living, island charm, and direct access to some of the best boating waters Southwest Florida has to offer.

2763 Sanderling Court, 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

$559,900
2 Beds 2 Baths 2026025325 MLS
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 is located in one of St. James City’s most desirable boating neighborhoods and combines 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, there is room in the backyard 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, which adds durability and authentic Florida charm. Recent improvements include a new air conditioner and a new water heater, allowing you to 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 continue to set this property apart, including a one-car garage with excellent storage space 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, giving you the freedom to 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

$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

$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

$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

$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

$155,000
2 Beds 2 Baths 2026012085 MLS
Welcome to island living in the highly sought-after Pine Island Cove 55+ community in Saint James City. This charming 2-bedroom, 2-bath home offers the perfect Florida retreat—whether you're looking for a winter getaway or a full-time residence. This home has an awesome new kitchen cabinets, counter tops, air conditioning, & roof. The home features a comfortable open living space with plenty of natural light and a relaxing atmosphere that reflects the laid-back lifestyle of Pine Island. Enjoy outdoor living with space on the side of the home and a large patio in the back to relax and entertain while taking in the peaceful surroundings. Pine Island Cove is known for its friendly community and outstanding amenities. Residents enjoy a heated saltwater pool and spa, boat ramp with Gulf access, fish cleaning station, and a washout facility for boats. There is also a scenic lakeside gathering area with covered pavilions, picnic tables, and grills—perfect for socializing with neighbors and friends. Also, a dog park for your pets. Stay active with pickleball, bocce ball, and numerous clubs and community activities. Boat and RV storage is also available within the community. Conveniently located near local restaurants, marinas, and world-class fishing, this home offers the best of the Southwest Florida island lifestyle. You own your land and the HOA fee is only $160.00 per month.

7169 Drum Drive, St James City

$369,900
3 Beds 2 Baths 2026010379 MLS
Welcome to your beautifully furnished waterfront retreat in the heart of picturesque St. James City. Tucked along peaceful canals, this charming 3-bedroom, 2-bath home captures the essence of relaxed island living while offering the comfort and style today’s buyers appreciate. Inside, a thoughtfully designed layout features a spacious great room, a bright and airy Florida Room, and a screened lanai perfect for unwinding as you enjoy tranquil water views. Whether you’re searching for a full-time residence, seasonal escape, or income-producing investment, this home offers exceptional versatility. Recent updates enhance both beauty and functionality. A standing seam metal roof adds durability and contemporary appeal, while updated air conditioning ducts provide efficient cooling during warm Florida days. Electrical improvements include a new line to the dock and upgraded outlets throughout the home. The refreshed kitchen shines with updated cabinetry, custom backsplash, upgraded sinks, stylish countertops, a new dishwasher, and a modern stove. Luxury vinyl flooring flows seamlessly throughout, offering durability, elegance, and waterproof performance. Both bathrooms feature new sinks, and a raised washer and dryer add everyday convenience with added protection from moisture. For boating enthusiasts, this property is a true gem. A 10,000-pound boat lift offers direct access to San Carlos Bay, Pine Island Sound, and the Gulf of Mexico—putting world-class fishing and endless waterfront adventures right at your doorstep. With a strong rental history, this home also presents excellent income potential as a vacation rental. Its inviting ambiance, prime location, and extensive 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. Schedule your private showing today and start living your dream on the water.

3070 Harpoon Lane, St James City

$675,000
3 Beds 2 Baths 226007797 MLS
The Storm Smart Flood Smart System has now been installed on every exterior door of the home, providing an added layer of flood protection and peace of mind. This innovative system is designed to help prevent water intrusion during flooding events, protect the home's interior from costly damage, and may contribute to lower homeowners insurance premiums. Airbnb rentals are also allowed, offering excellent flexibility for personal use, seasonal living, or income potential. Waterfront living is at its best on the quiet Henley Canal, featuring 136 feet of waterfront, low boat traffic, and no bridges for quick access to open water. Boaters will love being approximately 10 minutes from Pine Island Sound, world class fishing, and the white sand beaches of Sanibel Island. The property features a covered 10,000 lb boat lift, wraparound dock, and additional davit, making it ideal for enjoying the true Pine Island lifestyle. Major updates provide additional peace of mind, including a new metal roof (2024), new A/C and heater (2023), hurricane rated front window and front door, hurricane rated living room patio door, and hurricane rated side door. A transferable flood insurance policy adds even more value. Inside, the home offers an open floor plan with beautiful canal views from the primary bedroom, guest bedroom, kitchen, living room, and dining area. The all new kitchen features quartz countertops and new 2024 LG appliances. Additional interior highlights include a fireplace and security system, creating both comfort and functionality. Outdoor living is designed for relaxation and entertaining, featuring a screened-in pool approximately five years old, a spacious 55-foot porch, mature landscaping, and a chain link fenced side yard. A 23x12 shed provides excellent space for storage, hobbies, or workshop use. Enjoy frequent wildlife sightings including manatees, ducks, and eagles right from your backyard. Conveniently located near local restaurants, live music, and Pine Island events, all easily accessible by walk, bike, or golf cart, this property offers the perfect combination of waterfront lifestyle, privacy, and island convenience.

2740 Sanibel Boulevard, 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

$368,500
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

$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

$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

$569,900
3 Beds 2 Baths 2026001712 MLS
AG-2 Zoned Island Agricultural Homestead- Island meets Homesteading. Welcome to a rare opportunity to own a true island agricultural homestead in Saint James City. Situated on nearly 5.5 acres of mostly cleared land, this AG-2 zoned property offers the scale, infrastructure, and existing agricultural exemption that are increasingly difficult to find. With public water, a private well, and a functional irrigation system already in place, the groundwork is set for continued or expanded agricultural use, including tree farming, nursery operations, gardening, orchards, or diversified agricultural production. The land is well configured with open acreage, established access paths, multiple walking and riding trails, and a balance of cleared areas and natural brush that supports productivity, privacy, and future expansion. A gated entry provides controlled access, while the property’s size and layout enable efficient equipment movement, defined planting zones, and operational flexibility. AG-2 zoning allows a wide range of agricultural and rural uses, including crop cultivation, plant and tree nurseries, horticulture, limited livestock, agricultural structures, and a single-family residence associated with agricultural operations (buyer to verify permitted uses). The 3-bedroom, 2-bath residence offers approximately 1,600 square feet of practical living space well-suited for an owner-operator or full-time homesteading lifestyle. Recent improvements include a brand-new HVAC system, impact-rated windows and front door, and low-maintenance LVP flooring throughout. The open kitchen features granite countertops, stainless steel appliances, a custom stainless steel hood, a double pantry, and ample workspace that connects seamlessly to the main living area. Additional features include updated bathrooms, an oversized laundry/utility room adaptable for storage, work, or homestead tasks, and a full-length enclosed porch overlooking the property. Outdoor amenities include an above-ground pool and a covered wood deck for relaxation after a day’s work. Supporting structures include a large detached garage/barn with dual sliding doors, ample storage for equipment and supplies, a small shop with a wall unit, and a cleared turnaround drive for easy access. Properties of this size, with the zoning and functionality, especially with an agricultural exemption already established, are exceptionally rare, where the island lifestyle is also so easily obtained. Fishing and boating are just moments away when you need a quick break from homesteading or if you want to fill the freezer with fish. Whether your vision is a working farm, nursery-ready acreage, or a self-sustaining island homestead, 5228 Stringfellow Road offers a unique combination of land, freedom, and long-term value on Pine Island.

5228 Stringfellow Road, 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

$865,000
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

$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

$2,750,000
3 Beds 4 Baths 2025021960 MLS
RARE ST. JAMES CITY WATERFRONT ESTATE WITH OPEN BAY VIEWS, NO BRIDGES TO THE GULF Buy before the end of 2026 for potential property tax savings, and start the new year in one of Southwest Florida's most breathtaking waterfront settings. This fully renovated estate sits on the open waters of San Carlos Bay at the southern tip of Pine Island, delivering sweeping, unobstructed bay views, unforgettable sunsets, and protected deep-water Gulf access with no bridges & true Old Florida island living at its best. $400,000+ in renovations means this home is as move-in ready as it is beautiful: new roof, full 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 throughout. Built for boaters: a private dock with two brand-new boat lifts - 6,000-lb and 15,000-lb - puts the Gulf of Mexico minutes from your back door. Outdoor living that steals the show: a heated pool and spa overlooking the bay, a custom tiki hut, and a fully equipped outdoor kitchen made for sunset entertaining. Inside, the coastal-inspired kitchen is the heart of the home with JennAir appliances, exotic granite countertops, and over $250,000 in custom cabinetry. Offered turnkey and tastefully furnished in a Tommy Bahama style (with exclusions), this home is ready for its next chapter. An oversized four-car garage with epoxy flooring adds room for up to six vehicles plus additional storage. Luxury renovations, energy efficiency, unmatched boating access, and some of the best open-water views in Southwest Florida, all in one rare St. James City estate. Schedule your private showing today and see San Carlos Bay living for yourself.

3807 San Carlos Drive, St James City

$399,950
2 Beds 2 Baths 2025016539 MLS
POSSIBLE SELLER FINANCING. BRING ALL OFFERS. MOTIVATED SELLER. SELLING DUE TO HEALTH REASONS. Welcome to your waterfront paradise at 2592 York Rd, St James City! Situated on the sought-after Monroe Canal, this charming home features 60' of waterfront with a convenient boat lift. Inside, discover a modern oasis with an updated kitchen featuring granite countertops and an inviting eat-in area. The home boasts two spacious bedrooms, two bathrooms, and a cozy family room. Outside, you'll find ample parking for guests, storage sheds, and endless opportunities for outdoor adventures. Perfectly positioned near top-notch restaurants, marinas, and boat ramps, this location offers fantastic golf cart and bike rides. Enjoy easy access to the Intracoastal Waterway, leading to stunning outer islands and pristine beaches. Don't miss this opportunity!

2592 York Road, St James City