Cherry Estates Homes with Navigable Water Waterfront

Cherry Estates Homes with Navigable Water Waterfront

Welcome to Cherry Estates, a hidden gem nestled in the heart of St. James City, Florida, in Lee County. This enchanting waterfront community offers an idyllic blend of serene living and vibrant coastal charm. With navigable water access, Cherry Estates is a paradise for boating enthusiasts and nature lovers alike, providing direct access to the pristine waters of Pine Island Sound and the Gulf of Mexico.

Cherry Estates features an array of exquisite homes designed to embrace the stunning waterfront views and the natural beauty surrounding the community. Each residence is thoughtfully crafted, boasting spacious layouts, modern amenities, and picturesque outdoor spaces perfect for entertaining or simply soaking in the breathtaking sunsets. Imagine sipping your morning coffee on a private deck while watching dolphins play in the water or enjoying an evening barbecue with friends under the stars.

Living in Cherry Estates means embracing a lifestyle filled with outdoor adventures. Whether you enjoy fishing, kayaking, or simply relaxing by the water, this community offers endless opportunities to explore the vibrant marine life and lush landscapes of the area. Nearby, you’ll find charming local shops, delightful dining options, and a warm community spirit that makes St. James City feel like home.

Discover the tranquility and excitement of waterfront living at Cherry Estates, where every day feels like a vacation. Explore the available homes and envision the life you’ve always dreamed of in this picturesque slice of paradise. Your waterfront oasis awaits!

Newest Cherry Estates Homes with Navigable Water Waterfront

$399,900
2 Beds ⋅ 2 Baths ⋅ 2026029221 MLS
Direct Gulf Access • Island Vibes • Laid-Back St. James City Living!! St. James City Waterfront Living — Minutes to Open Gulf Waters! Welcome to your slice of island life in St. James City on beautiful Pine Island, FL. This direct Gulf-access manufactured home sits on a quiet canal just minutes from open water, offering effortless boating, world-class fishing, and postcard sunsets right from your own backyard. Step outside and embrace the laid-back coastal lifestyle — fish from your private dock, launch your boat from your 8k lb boat lift for a day on the Gulf, or unwind as the sky glows over the mangroves each evening. This is the kind of place where neighbors wave from golf carts, salty breezes drift through the palms, and every day feels like vacation. Property & Lifestyle Highlights: 2023 manufactured home with 2 bedroom & 2 bath open concept great for entertaining! Stainless steel appliances, and a kitchen island with seating to accommodate your guests. Open and bright functional space with plenty of room for dinner parties. Large covered deck facing the canal where you can enjoy your morning coffee and watch your neighbors boat by. Large concrete dock, composite dock and 8k lb boat lift with canopy for your boating adventures! Direct Gulf access — no bridges, no delays, just pure boating freedom! Private dock for fishing, kayaking, or keeping your boat ready to go. Island vibe with maintenance free landscaping and relaxed coastal charm. Golf-cart friendly community — ride to waterfront restaurants, bars, and shops. Live music and local seafood minutes away! Sunset views that make every evening unforgettable. Whether you’re seeking a weekend escape, a full-time coastal retreat, or a vacation rental opportunity, this home delivers the best of Pine Island living — laid back, waterfront, and wonderfully unhurried. Schedule your private showing today and discover the relaxed beauty of island living!

3822 Blueberry 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
$365,000
2 Beds ⋅ 2 Baths ⋅ 2026030136 MLS
Welcome to your ultimate waterfront retreat at 3064 Sloop Ln, St. James City, Florida! This exceptional property offers the perfect blend of relaxed island living and an active coastal lifestyle, starting with a convenient carport covered driveway that shields your vehicles from the Florida sun. Inside, you are greeted by gorgeous, solid bamboo flooring that runs seamlessly throughout the entire home, offering durability and a touch of modern tropical elegance. The floor plan feels exceptionally open and inviting thanks to a spacious addition that dramatically expands your indoor living and entertaining space. Step outside to discover a private outdoor paradise designed for maximum leisure and functionality. Cool off or unwind after a day in the sun in your own private courtyard featuring a sparkling pool, or head over to the dedicated workshop that provides the ideal space for tools, hobbies, and gear storage. For boating enthusiasts, this property is a true paradise, featuring direct Gulf access via a wide canal right from your backyard, complete with a private boat lift to ensure your vessel is secure and ready for spontaneous island adventures at a moment's notice. Whether you are looking for a year-round residence or a vacation getaway, this meticulously maintained property delivers the Florida lifestyle you have been dreaming of.

3064 Sloop 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
$240,000
2026020403 MLS
Experience the dream of living on a sub-tropical island with views of palm trees with your boat ready to go offshore. This property has a newly installed seawall and dock, has direct Gulf access with no bridges to accomodate a sailboat. Filldirt has been added with sod in the back to raise the elevation. This offers access to world class fishing and to beautiful beaches, Sanibel, Cayo Costa, Fort Myers Beach or Boca Grande just to name a few. Pine Island itself has so much to enjoy, such as local bars/restaurants with live music, Lee County Parks, churches, a library, public pool, shopping and hosts many fun events. Don't hesitate on making an offer because this is a really nice lot. It previously had a manufactured home on it, so no impact fees will be required when you decide which style you want to put on it.

3063 YORK 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
$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
$269,900
2026000960 MLS
Don't miss this GEM. Located at the end of the canal in the cul-de-sac overlooking the natural mangrove preserve. Over 4,000 sq ft lot with 80ft of seawall to build your custom home or a modular home. The homesite comes with water & sewer along with 3 10,000K boatlifts and composite decking. St James City is golfcart friendly. It also boasts the best worldclass fishing and is just a short boat ride to the outer islands & Fort Myers beach. Now if you really want some space the adjoining lot is also available at 3941 blueberry & now you have over 130ft of waterfront paradise. check out the virtual tour.

3961 Blueberry Lane, St James City
$289,900
2 Beds ⋅ 1 Baths ⋅ 224105420 MLS
This beautifully remodeled 2-bedroom, 1-bath waterfront home with direct Gulf access is turnkey and ready to enjoy! Whether seeking a serene Florida retreat or an incredible investment opportunity, this property offers it all. Step inside to discover a thoughtfully designed layout featuring plenty of storage, a cozy lower bedroom with durable poly board finishes, and the convenience of an in-home laundry area. The home is filled with modern touches, including brand-new sliding doors, new window screens, and multiple covered patios—perfect for relaxing or entertaining while soaking in the breathtaking waterfront views. Every detail has been meticulously updated to ensure comfort and peace of mind. Recent upgrades include a new carport, a new roof, a large entertaining kitchen, a state-of-the-art HVAC system, durable PEX plumbing, and an updated dock with a covered boat lift, making it a boater’s paradise. Located in one of Southwest Florida’s most sought-after fishing destinations, this property provides unbeatable access to some of the best angling spots in the region. Fully equipped and move-in ready, this turnkey home is perfect for a Florida getaway or a high-demand rental property. Don't miss your chance to own this waterfront gem—it's ready for you to start living the dream! Bring a suit and be prepared for an evening cocktail waterside in your new home.

3893 Dewberry Lane, St James City
$174,999
225006990 MLS
CORNER WATERFRONT LOT in Cherry Estates. No HOA or Age restrictions. Direct Gulf Access with no bridges or locks and only minutes away from Ft. Myers Beach, Sanibel, Captiva, Cabbage Key and more. Boat Dock and Lift. Cleared lot ready for a new home. St James City is a community where golf carts are an acceptable mode to get around to the local restaurants/bars, marinas, general store and live music spots. Some of the best fishing in SW Florida whether it is for sport or for dinner can be found right around the island. Come and start your new adventure here!

3810 Cherry Estates Parkway, St James City
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