Cherry Estates Homes under $350,000

Cherry Estates Homes under $350,000

Welcome to Cherry Estates, a delightful new development nestled in the heart of St. James City, Florida. This charming community offers a unique blend of serene living and vibrant coastal lifestyle, making it the perfect place to call home. With its lush landscapes and friendly atmosphere, Cherry Estates is designed for those seeking a peaceful retreat without sacrificing convenience.

One of the standout features of Cherry Estates is its affordability. With homes priced under $350,000, this development opens the door to homeownership for a diverse range of buyers—from first-time homeowners to retirees looking to downsize. Each home is thoughtfully designed with modern amenities, spacious layouts, and beautiful finishes, ensuring that you can enjoy both comfort and style without exceeding your budget.

St. James City boasts a rich tapestry of outdoor activities, with nearby beaches, parks, and waterways perfect for fishing, boating, and enjoying the stunning Florida sunshine. The community is also conveniently located near local shops, restaurants, and essential services, making everyday living a breeze.

At Cherry Estates, you're not just buying a home; you're investing in a lifestyle. With a friendly community spirit and a variety of homes to choose from, you're sure to find the perfect fit for your needs. Embrace the opportunity to live in a beautiful setting while enjoying all that St. James City has to offer. Come and discover your new home at Cherry Estates—where affordability meets charm in sunny Florida!

Newest Cherry Estates Homes under $350,000

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

3913 Dewberry Lane, St James City
3032 Bounty Lane, St James City
$350,000
2 Beds ⋅ 2 Baths ⋅ 2026032296 MLS
Your own slice of WATERFRONT paradise in the highly sought-after Cherry Estates Waterfront Community in St. James City. Perfectly positioned on a beautifully landscaped corner lot, this fully furnished two-bedroom, two-bath home offers the relaxed island lifestyle you’ve been dreaming of. Inside, you’ll find a spacious open-concept great room that’s ideal for entertaining, along with an oversized primary suite featuring a large private bath. The home is truly move-in ready and includes everything you need—from the furniture and beds to the sofas, chairs, and TVs. Skylights fill the interior with natural light, while the durable metal roof provides lasting peace of mind. Step outside to enjoy your screened porch overlooking the saltwater canal, where you’ll experience the tranquility of waterfront living every day. With DIRECT GULF ACCESS from your backyard, you’ll be just minutes from some of Southwest Florida’s finest boating, fishing, shelling, and island-hopping destinations. Whether you’re heading out for a day on the water or enjoying a sunset cruise, this is a boater’s dream come true. Additional upgrades include a seawall replaced in 2018 and insulated carport panels for added comfort and functionality. Located in the charming fishing village of St. James City, you’ll love the laid-back island atmosphere, waterfront restaurants, nearby marinas, and endless opportunities to enjoy the natural beauty of Pine Island. Whether you’re looking for a seasonal retreat, full-time residence, or waterfront getaway, this home offers the perfect combination of comfort, convenience, and the true Florida waterfront lifestyle.

3032 Bounty Lane, St James City
3653 Dewberry Lane, St James City
$320,000
2 Beds ⋅ 2 Baths ⋅ 2026030527 MLS
Tucked away in the quaint boating community of St. James City, this completely remodeled waterfront property offers a serene escape with direct Gulf access and breathtaking canal views. With over 90 ft. of seawall and boating dockage, there is plenty of room for your toys! Imagine stepping into a home where every detail has been thought of from the gleaming new flooring beneath your feet to the freshly painted walls that envelop you in warmth. The kitchen invites all to gather with a comfy breakfast bar and open concept for entertaining. Newer stainless appliances and pretty new cabinets make ready for the chef of the family. Beyond the walls, a large expansive patio and screened lanai beckon you to unwind, providing an idyllic vantage point to gaze upon the waterway that leads to the majestic Gulf of Mexico. Whether you’re drawn by the allure of some of the best fishing right out your back door or the convenience of nearby dining, shopping, and seafood markets, this home is a gateway to the delights of coastal living. With beautiful beaches just a short boat ride away, this property isn't just a home; it's a lifestyle waiting to be embraced. With an extra large lot , you are able to store your RV on the east side of your home and hook right up to your own RV hookup!! Your surroundings are always alive with nearby craft markets, neighborhood music gatherings, festivals and lots of fun things to do. This is a great second home opportunity, fantastic investment property or home sweet home!!

3653 Dewberry Lane, St James City
3089 Skipper Lane, St James City
$320,000
2 Beds ⋅ 2 Baths ⋅ 2026023757 MLS
Enjoy the island lifestyle in Cherry Estates of St. James City! This boaters paradise offers GULF ACCESS, a renovated interior, and an enclosed air-conditioned lanai for additional living space and year-round comfort. The property also features a dock with covered boat lift, providing excellent shade and protection for both the boat and dock area. Spend your days fishing right from your dock for snook, redfish, trout, and flounder, while enjoying frequent sightings of manatees and dolphins passing through the canal. Located on a quiet street in one of Pine Island’s most popular boating communities, residents enjoy easy access to fishing, kayaking, waterfront restaurants, and beautiful Southwest Florida sunsets. Available completely furnished, making this an excellent opportunity for a seasonal retreat, vacation home, or full-time residence.

3089 Skipper Lane, St James City
3056 Sloop Lane, St James City
$315,000
2 Beds ⋅ 2 Baths ⋅ 2026019120 MLS
Gulf Access Living in Cherry Estates – St. James City! Welcome to your slice of paradise in the highly desirable boating community of Cherry Estates! This well-maintained 2-bedroom, 2-bathroom manufactured home offers direct Gulf access, making it perfect for boating enthusiasts and those seeking the laid-back Florida lifestyle. Step inside to find a bright and inviting interior with a functional layout designed for comfort and easy living. The home features an enclosed lanai, ideal for relaxing with your morning coffee or entertaining guests year-round. Outdoors, enjoy everything waterfront living has to offer: Private dock with covered 5,000lb boat lift – quick access to open water, no bridges and a Spacious patio area – perfect for grilling and sunset views Located in Cherry Estates, a resident-owned community, you’ll enjoy a friendly neighborhood atmosphere, all just minutes from local restaurants, marinas, and world-class fishing. Whether you're looking for a seasonal getaway or a full-time waterfront home, this property delivers the ultimate Florida boating lifestyle.

3056 Sloop Lane, St James City
3088 Skipper Lane, St James City
$340,275
2 Beds ⋅ 2 Baths ⋅ 2026002960 MLS
Move right into this well-maintained Palm Harbor home, offering 1,670 sq ft of comfortable living space and never having been flooded. Whether you're in search of a second home or a primary residence, this charming 2-bedroom, 2-bathroom property is sure to delight. The home features a spacious deck, a covered lanai, and a dock for your boat. Additionally, the finished utility room under the carport is equipped with hot and cold water, as well as air conditioning. This versatile space is perfect for storage, a fishing room, or even entertaining, with direct access to the large deck out back. By boat, you're just minutes away from some of the best beaches and fishing spots that Southwest Florida has to offer. Prefer to stay on land? There are five restaurants within golf cart distance, or you can explore one of the many nature trails in St. James City. The town boasts a quaint, quiet atmosphere with friendly neighbors, making it an ideal place for anyone looking to escape the hustle and bustle of city life.

3088 Skipper Lane, St James City
3904 Dewberry Lane, St James City
$319,000
2 Beds ⋅ 2 Baths ⋅ 2025025799 MLS
Calling all boaters, fishermen and island explores. Waterfront manufactured home in St James City. 2 bedrooms 2 baths, furnished with an open floor plan. Per owner home has never flooded. 10,000 lb. boat lift. Direct access to Sanibel, Captiva, Cayo Costa, North Captiva, Useppa, and Boca Grande. Home has a metal roof and also includes a carport and workshop. Go to local restaurants by boat or golf cart! Property is ideal for full time residence or a vacation rental.

3904 Dewberry Lane, St James City
3059 Bounty Lane, St James City
$327,900
2 Beds ⋅ 2 Baths ⋅ 2025015215 MLS
Direct access waterfront home, MOTIVATED SELLER ! 10 minutes to Pine Island Sound on wide deep water canal. Private covered boat lift. You own the land with no association fees. No flood damage from recent hurricane. Upgrades during 2023 include all new roof, siding, gutters, carport, utility room, insulation & vapor barrier, AC system and flex ducts. Kitchen remodeled 4 years ago with new appliances. New Luxury Vinyl Plank flooring and new carpet in both bedrooms. Home was re-leveled and secured in February of 2025. Wired for AC generator. Insulated utility room with AC unit. Work bench, washer & dryer in utility room. Extra storage space and storage shed. 2 flat screen TV's.

3059 Bounty Lane, St James City
3893 Dewberry Lane, St James City
$289,900
2 Beds ⋅ 1 Baths ⋅ 224105420 MLS
WATERFRONT + DIRECT GULF ACCESS + TURNKEY PINE ISLAND LIFESTYLE! Looking for an affordable way to own your own piece of Southwest Florida waterfront? Welcome to 3893 Dewberry Lane—a beautifully updated 2-bedroom, 1-bath Pine Island retreat where the boating lifestyle begins right outside your door. Set along a navigable canal with mangrove and water views, this turnkey property offers an updated dock and covered boat lift, multiple covered outdoor spaces, and easy access to the incredible fishing and boating waters surrounding Pine Island. Inside, the home has been thoughtfully remodeled with a large entertaining kitchen, updated finishes, abundant storage, a newer roof, HVAC, PEX plumbing, new sliding doors and screens, and a comfortable layout designed for island living. Whether you're looking for a full-time Florida home, a weekend escape, or a potential vacation-rental opportunity, this is your chance to trade ordinary living for Old Florida waterfront living—boat, fish, relax, and enjoy the island. Why pay for more house when you can own the WATER at 3893 Dewberry Lane!

3893 Dewberry Lane, St James City
Start Your Search