Refine Search
Sort by
$369,900
3 Beds 2 Baths Cherry Estates SubDv.
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

$40,000
Pine Island Cove SubDv.
Discover the hidden gem of Pine Island Cove, a coveted 55+ community offering an array of amenities and activities. This vacant lot is the perfect canvas for your future dream home. Nestled in a serene and well-kept neighborhood, Pine Island Cove provides endless opportunities for recreation and relaxation. Enjoy amenities such as a sparkling pool, a bustling clubhouse, and pickle ball courts. For boating enthusiasts, a convenient boat ramp provides easy access to the gulf. Plus, take advantage of the significant benefit of no impact fees required for your manufactured, modular or mobile home. Boat & RV storage yard is available. Seize this unique opportunity to join a vibrant community and build your ideal retirement retreat in Pine Island Cove.

4914 Needle Fish Lane, St James City

$675,000
3 Beds 2 Baths Gulf Haven SubDv.
Experience the ultimate Southwest Florida boating lifestyle from this exceptional waterfront home on the quiet Henley Canal. With 136 feet of waterfront, low boat traffic, and no bridges to open water, you'll enjoy approximately 10-minute boat access to Pine Island Sound, world-class fishing, and the white sand beaches of Sanibel Island. The property is perfectly equipped for boating enthusiasts with a covered 10,000 lb boat lift, wraparound dock, and additional davit, making it easy to embrace everything Pine Island has to offer. The home has been thoughtfully upgraded with features that provide both peace of mind and long-term value. The Storm Smart Flood Smart System has been installed, offering an added layer of flood protection by helping prevent water intrusion during flooding events. This innovative system may also contribute to lower homeowners insurance premiums. A transferable flood insurance policy provides additional savings and convenience for the new owner. Major improvements include a new metal roof (2024), new A/C and heating system (2023), hurricane-rated front window and front door, hurricane-rated living room patio door, and hurricane-rated side door, allowing you to enjoy waterfront living with confidence. Inside, the open floor plan is designed to maximize the beautiful canal views, which can be enjoyed from the primary bedroom, guest bedroom, kitchen, living room, and dining area. The beautifully updated kitchen features quartz countertops and new LG appliances (2024), while a cozy fireplace and security system add comfort and convenience. Step outside and experience your own private tropical retreat. The screened pool, approximately five years old, overlooks the canal and is complemented by a spacious 55-foot porch, mature landscaping, and a fenced side yard. A 23 x 12 storage shed provides ample space for tools, hobbies, or a workshop. Nature lovers will appreciate the frequent visits from manatees, ducks, and eagles, all visible from the backyard. When you're ready to explore, you'll enjoy the convenience of nearby restaurants, live music, marinas, and Pine Island events, all accessible by walk, bike, or golf cart. Adding even more versatility, Airbnb rentals are permitted, making this property an excellent opportunity as a primary residence, seasonal getaway, or income-producing investment. This is more than just a waterfront home, it's a chance to enjoy the relaxed island lifestyle with exceptional boating access, modern upgrades, and incredible flexibility in one of Pine Island's most desirable locations.

2740 Sanibel Boulevard, St James City

$449,900
Trailerhaven SubDv.
Exceptional Triple Lot Waterfront Opportunity in St. James City. Discover an incredible opportunity to own a rare triple lot (0.30 acres) in one of Southwest Florida’s most desirable coastal communities. Perfectly positioned on the corner of York Road and Coconut Drive, this cleared property is ready for your vision—whether you’re looking to build your dream waterfront home or develop up to three separate residences. This property is already equipped with essential improvements, including Pine Island water, electric, septic, a concrete seawall, and a dock with a 10,000 lb boat lift—making it truly build-ready and ideal for boating enthusiasts. You can generally build a traditional, site-built "regular" house (single-family dwelling) on property zoned MH-1 in Lee County, FL. MH-1 permits single-family homes in addition to manufactured housing. However, you must meet all Lee County Building Code standards. For those seeking even greater potential, two adjacent waterfront lots along York Road are also currently available. Combined, these properties could offer approximately 200 feet of waterfront and over half an acre of prime coastal living—perfect for a private estate or multi-home development opportunity. Enjoy direct access to some of the best fishing in Florida just minutes from your dock, with abundant catches like grouper, redfish, trout, and tarpon. Conveniently located near local restaurants, shopping, and golf, this property offers the perfect blend of tranquility and accessibility. Don’t miss your chance to capitalize on the exceptional flexibility and waterfront lifestyle this unique property provides.

3780 Coconut Drive, St James City

$890,000
3 Beds 3 Baths Gulf Shores Estates SubDv.
***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 Kreamers Avocado Subd SubDv.
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

$525,000
4 Beds 2 Baths Pine Island Tropical Homesites SubDv.
Picture yourself enjoying the island life in this newer 4 bedroom 2 bathroom home in Tropical Homesites in St. James City! Completed in 2022, this home offers a spacious open floor plan with high ceilings and tile floors in the great room. The kitchen features an island, pantry, stainless appliances and granite countertops. The separate laundry room is conveniently located off the kitchen with a door going into the attached two car garage. Spend the warm sunny Florida days relaxing in your beautiful custom built screened in salt water pool, NEW in 2023. There are sliding glass doors in the living room that lead out to the covered lanai and pool making it great for entertaining. This home features a split floor plan with 3 nice size bedrooms and bathroom on one side, perfect for guests. On the other side is the large master bedroom with new laminate floors, a walk in closet, and an en suite bathroom with tile floors, 2 sinks, granite countertops, and walk in shower. There are accordion hurricane shutters on windows and doors, the house is wired for a generator, with an 8,000 watt generator included in the sale, and a 4 zone automatic sprinkler system. Just walking distance to the lovely public park located in the neighborhood where you can enjoy a picnic, launch a kayak, fish, or dip your toes in the water on Matlacha Pass. Not far from restaurants, grocery stores, marinas, boat ramps. Schedule your appointment today!

3505 Mango Street, St James City

$698,000
3 Beds 3 Baths Palm Tree Harbors SubDv.
Owner wants your offer...Welcome to 3557 Sea Holly Lane in St. James City, a custom-built island retreat thoughtfully designed for strength, comfort, and the ultimate Southwest Florida boating lifestyle. Engineered to CAT-5 hurricane standards, this solidly constructed home offers exceptional peace of mind and has NEVER experienced flooding — a rare and valuable feature for coastal living. A metal roof further enhances durability, longevity, and insurance appeal. The home offers 3 bedrooms, a den/office, and 2.5 baths, providing flexibility for full-time living, guests, or working from home. The heart of the home is a perfectly designed kitchen for entertaining, complete with a spacious butler’s pantry that offers ample storage and prep space for hosting family and friends. Step outside to your private outdoor oasis featuring a heated pool, ideal for year-round enjoyment. Pet lovers will appreciate the dedicated dog yard with low-maintenance artificial turf, giving Fido a clean, secure place to play. While the home does not have a direct water view, it includes a deeded dock, offering quick and easy access to the Gulf of Mexico — perfect for boaters and anglers who value access over paying a premium for frontage. Nearby waters are known for excellent fishing, including snook, redfish, trout, tarpon, snapper, and grouper, with easy routes to back bays, flats, and open Gulf waters. Enjoy island hopping and beach days with convenient access to Sanibel Island, Captiva Island, and Fort Myers Beach. Travel is simple with proximity to SW FL International Airport and Punta Gorda Airport, making this property ideal as a primary residence, seasonal escape, or long-term investment. This home delivers storm-strong construction, flexible living space, boating privileges, and true Pine Island charm — all without compromise.

3557 Sea Holly Lane, St James City

$90,000
Pine Island Tropical Homesites SubDv.
Welcome to beautiful Pine Island Florida! This incredible cleared 3/4 acre + corner lot is the perfect location to build your new home. Tropical Homesites is a quaint and friendly neighborhood where you can take morning or sunset strolls or take your bike out for a spin. Pine Island is SW Florida's largest barrier island with a coastline of mangroves perfect for paddling and fishing and with Pine Island Sound to the west, Charlotte Harbor to the north, and Matlacha Pass to the east, boating and water activities are all around. The Pine Islands Flatwoods Preserve is literally right across the street. There's a 1.5-mile marked hiking trail, as well as more than 6 miles of unmarked fire lines that may be hiked where you can enjoy native plants and wildlife! There's fabulous local dining, and the grocery store is right up the street. Close enough to Cape Coral for added shopping, but quiet for everyday living. Pine Island is the perfect place to call home.

5500 Stringfellow Road, St James City

$368,500
2 Beds 2 Baths Cherry Estates SubDv.
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

$85,000
Pine Island Cove SubDv.
GULF ACCESS LOT ---Located in beautiful Pine Island Cove 55+ community. This lot is cleared, has water, electric & sewer ready to hook up to your new home. There are no impact fees to be paid unless you Build a stilt home or have a new site built home then you have to pay the difference. This lot is located in the back of the community on the water and there is no homes behind the lot. This community has heated saltwater pool, spa, picnic area, dog park, RV and boat storage, private boat ramp that is just a few minutes out to some of the best fishing in SW Florida or you can visit the outer islands like Cabbage Key, Sanibel, or Cayo Costa beach. This community is located close to restaurant's, markets, banks and parks.

7156 Cobiac Drive, St James City

$429,900
3 Beds 3 Baths Gulfhaven SubDv.
Your island home awaits in the heart of St. James City, a beloved boating and fishing community where life moves at an easy, sun-soaked pace and the Gulf is just minutes away. This direct Gulf-access waterfront home captures the essence of true coastal living—open, relaxed, and effortlessly connected to the water. Offering 3 bedrooms and 2.5 coastal-inspired bathrooms, the home features a light-filled, open floor plan designed for breezy entertaining and everyday island comfort. The kitchen is the heart of the home, with generous counter space, ample cabinetry, and a wet bar by night or coffee bar by day—perfect for gathering before and after a day on the boat or enjoying the fresh catch with friends and family. Luxury vinyl plank flooring anchors the main living areas with durability and style, while select bedrooms feature tile or concrete flooring for cool, low-maintenance living that suits the coastal lifestyle. Step outside and let island time take over. A pergola-covered patio overlooks the peaceful canal, inviting you to relax, watch boats drift by, and soak in unforgettable Southwest Florida sunsets. A recently installed seawall adds value, while a covered side area provides ideal storage for bikes, kayaks, fishing gear, and all your island toys. With ample room to add a pool or spa, this property offers endless potential to bring your vision of island living to life. Whether you’re drawn by the call of the water, the charm of a tight-knit island community, or the simple joy of coastal days and golden sunsets, this St. James City home delivers the waterfront lifestyle you’ve been dreaming of. Schedule your private showing and start living the island dream.

2753 N Ibis Court, St James City

$379,900
2 Beds 2 Baths Cherry Estates SubDv.
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 St James City SubDv.
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

$1,999,900
3 Beds 3 Baths Bayview Acres SubDv.
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

$429,900
2 Beds 2 Baths Cherry Estates SubDv.
PRICE REDUCED!! BRING OFFERS!! Island Paradise with Direct Gulf Access – No Bridges! Welcome to your slice of paradise in St. James City, where the island vibe meets waterfront luxury. This charming manufactured home offers direct Gulf access with no bridges, making it a boater’s dream! Launch your boat from your private dock and head straight to the open waters on the Gulf of America for world-class fishing, cruising, and island hopping. Easy boating access to Sanibel, Captiva, Fort Myers Beach, and Boca Grande! Enjoy the laid-back lifestyle: Golf cart to local restaurants, bars, and live music venues. Surrounded by tropical scenery and a friendly community, Perfect for boating enthusiasts and anglers alike. Live the ultimate waterfront lifestyle in St. James City with this turnkey furnished Palm Harbor Double Wide manufactured home (built in 1997) offering direct Gulf access with no bridges—a true boater’s dream! Property Highlights: Boating & Fishing: 7,000 lb boat lift with new motors and switches, 4,000 lb davits, syntactic boat dock, and concrete seawall with a spacious patio area. Includes a double-bowl stainless steel fish cleaning station with water and hose for your fresh catch. Outdoor Living: Covered walkway to the porch, landscaped stone yard (no grass to cut), and a 2.5-car wide driveway for all your toys. Attached utility room with workbench and shelving. Home Features: 2 bedrooms /2 full baths, 1,278 sq. ft. plus a 150 sq. ft. sunroom with a convertible sofa (third bed) no seeum screens, tinted vinyl windows and blinds, and an orbital fan. Cathedral ceilings throughout, central air replaced in 2024, and 3 ceiling fans. Kitchen with white cabinets, double bowl stainless steel sink, microwave, dishwasher and large double door fridge. Indoor laundry with shelving including an electric washer and dryer. Good sized master bedroom with large mirrored double door closet. Updated bathroom fixtures. Strapped and anchored to ground, 2x6 construction for durability Metal roof and vinyl siding for low maintenance. No smoking or pets. Owners are snowbirds so home was only used a few months each year! Enjoy the laid-back island vibe—boating, fishing, and dining just minutes away. Whether you’re looking for a seasonal retreat or a full-time residence, this home delivers everything you need for Florida waterfront living.

3811 Blueberry Lane, St James City

$569,900
3 Beds 2 Baths Pine Island SubDv.
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

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

3524 5th Avenue, St James City

$365,000
2 Beds 2 Baths Cherry Estates SubDv.
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 Manatee Bay Unrecorded Subdivision SubDv.
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 St James City SubDv.
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

$239,000
St James City SubDv.
Live the island dream in St. James City! This rare 2.5-acre gated retreat offers the perfect blend of privacy, freedom, and true Old Florida charm—just minutes from Boat Ramps (nearest only 1.8 miles), Waterfront Restaurants and the Fire Station with helipad. Hop on your bike or golf cart to grab fresh seafood & groceries or cruise to the beaches on your boat (nearby ramp) for excellent fishing and beach time—this is island living at its finest. Enter through a paved gravel drive to a cleared, build-ready homesite, surrounded by towering pines, lush palmettos, and exotic tropical landscaping. Sunshine Blvd is a paved road. The property is approved for a single-family residence or agricultural use, opening the door to valuable tax exemptions and a homesteader’s dream lifestyle. Enjoy irrigated mango and lychee trees, multiple water spigots throughout, conduit pipes already in place for electric, and an electric pole conveniently located at the front gate. Fenced on right side and gated at the entry, this expansive property offers endless room for pets to roam, gardens to flourish, and dreams to grow. With quick access to Pine Island Sound and on to the Gulf, this is a boater’s paradise and a rare opportunity to create a self-sustaining island homestead in one of Southwest Florida’s most beloved communities. Peaceful, private, and ready for your vision—this is true island freedom!

4159 Sunshine Boulevard, St James City