Cherry Estates Homes with Deck Exterior

Cherry Estates Homes with Deck Exterior

Welcome to Cherry Estates, a hidden gem nestled in the picturesque St. James City, Florida. This enchanting community offers an unparalleled blend of natural beauty and modern living, making it the perfect destination for those seeking a serene lifestyle in the heart of Lee County.

Cherry Estates is designed for those who appreciate the outdoors and the joys of waterfront living. The homes in this charming development feature stunning deck exteriors, allowing residents to bask in the Florida sun and enjoy the gentle breezes that flow through the area. Imagine sipping your morning coffee on your spacious deck, surrounded by lush greenery and the soothing sounds of nature. These outdoor spaces are perfect for entertaining friends, hosting family gatherings, or simply unwinding after a long day.

The homes within Cherry Estates are thoughtfully crafted, offering a variety of floor plans to suit any lifestyle. Each residence is designed with comfort and functionality in mind, featuring open layouts, modern amenities, and high-quality finishes that elevate everyday living. Whether you’re a first-time homebuyer, a retiree looking for a peaceful retreat, or a family seeking a safe and welcoming neighborhood, Cherry Estates has something for everyone.

Beyond the confines of your beautiful home, St. James City boasts a vibrant community atmosphere, with local shops, restaurants, and recreational activities just a stone's throw away. With easy access to pristine beaches, nature trails, and breathtaking views, Cherry Estates is more than just a place to live; it’s a lifestyle waiting to be embraced. Come discover your slice of paradise in Cherry Estates today!

Newest Cherry Estates Homes with Deck Exterior

$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 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
$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
$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
$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
$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
$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
$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
$549,000
3 Beds ⋅ 2 Baths ⋅ 2025020274 MLS
Welcome to this beautiful 3BD/2BA home located on a direct access canal with no bridges in desirable St. James City, Florida. Enjoy open water access just minutes to Sanibel, Captiva and Pine Island Sound. This bright home offers an open layout with modern finishes, a bright kitchen featuring quartz countertops and stainless steel appliances. Step outside onto your deck overlooking the canal and your private boat lift. Conveniently close to marinas, waterfront dining and island attractions. Don't miss your chance to experience the best of Florida's boating lifestyle.

2801 York Road, 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
Start Your Search