Timberwoods Estates Homes with Basketball Court Amenities

Timberwoods Estates Homes with Basketball Court Amenities

Welcome to Timberwoods Estates, a hidden gem nestled in the heart of Wildwood, Florida, within the charming Sumter County. This picturesque subdivision offers a perfect blend of tranquility and community spirit, making it an ideal place for families, retirees, and everyone in between. With its lush greenery and well-maintained landscapes, Timberwoods Estates provides an inviting atmosphere that feels like home from the moment you arrive.

One of the standout features of Timberwoods Estates is its commitment to promoting an active lifestyle. Imagine stepping outside your door to find a community basketball court, where friends and neighbors gather to shoot hoops, engage in friendly games, or simply enjoy the outdoors. This amenity not only fosters a sense of camaraderie among residents but also encourages healthy living, making it easy to stay active and engaged.

The homes in Timberwoods Estates are thoughtfully designed, offering spacious layouts that cater to modern living. With a variety of styles and sizes, there’s something to suit every taste and budget. Many of these homes feature contemporary finishes, open-concept designs, and private yards, providing the perfect backdrop for family gatherings or quiet evenings under the stars.

Located just a short drive from Wildwood's vibrant downtown area, residents can easily access shopping, dining, and entertainment options. Whether you’re exploring the local parks, enjoying a weekend festival, or simply relaxing in your backyard, Timberwoods Estates offers a lifestyle that’s both fulfilling and refreshing. Come discover the charm of Timberwoods Estates—your new home awaits!

Newest Timberwoods Estates Homes with Basketball Court Amenities

2 Beds ⋅ 2 Baths ⋅ Timberwoods Estates SubDv. ⋅ 34785 Zip Code

Nestled in the beautiful and activity-rich Continental Country Club, this AWESOME 2-bedroom, 2-bath home offers an open, spacious floor plan and an unbeatable location near the back gate for quick access to Hwy 44, 175, the Turnpike, The Villages, shopping, dining, and more. Inside, you'll find exceptional storage throughout with abundant cabinets, countertops, and closets-including an impressive four closets in the primary bedroom-along with roomy, well-laid-out bathrooms ready for your personal touch. The home features convenient inside laundry, a welcoming front sidewalk, a bight Florida room, covered carport, and a large storage shed perfect for tools, hobbies, or golf gear. This property is priced right and presents a fantastic opportunity to bring your updating ideas and make it truly yours. A Resident owner Certificate conveys with the home, providing lower HOA fees and full access to Continental's outstanding amenities including a resort-style pool, fitness center, clubhouse, fishing, crafts, woodworking, softball, golf, and countless activities designed for an active Florida lifestyle.

103 N Timber Trail, Wildwood

2 Beds ⋅ 2 Baths ⋅ Timberwoods Estates SubDv. ⋅ 34785 Zip Code

- This fabulous 2-bedroom, 2-bath home is truly ready for you, beautifully updated and tastefully remodeled to give you the most comfort, style, and easy Florida living. Inside, you’ll find abundant storage, generous cabinetry, Walkin closets, and a flowing floor plan that makes the home feel open and inviting from the moment you step in. The charming front screen room is perfect for morning coffee or evening relaxation, and the home sits proudly on a huge corner lot near the back gate—giving you quick, convenient access to The Village of Fenney, Sawgrass, Middleton, Chitty Chatty, Brownwood Square, the new Super Walmart, and so many other local attractions. This home is nestled in a very active gated golf community offering endless activities, beautiful nature walks, fishing, swimming, and plenty of fun at the popular Oaks Restaurant and Lounge. Continental Country Club is truly wonderful place to enjoy time with family and friends and to embrace your retirement in beautiful, sunny Florida—come experience the lifestyle and make this home yours!! (more pictures to come)

101 Cypress Road, Wildwood

2 Beds ⋅ 2 Baths ⋅ Timberwoods Estates SubDv. ⋅ 34785 Zip Code

ANOTHER PRICE IMPROVEMENT!!! Welcome to this charming home offering nearly 1,300 square feet of comfortable living space, thoughtfully designed with an open floor plan perfect for both everyday living and entertaining. The spacious layout features a bright and airy living room and dining room combination, seamlessly flowing into a large, open kitchen with plenty of room for cooking, gathering, and storage. In addition to the main living areas, you’ll find a separate family room—ideal for relaxing, a home office, or a media space. The home sits on an oversized lot, providing exceptional privacy and plenty of outdoor space to enjoy. The entire outside of the home was recently painted. Recent updates add peace of mind and modern appeal, including a brand-new air conditioning system installed in February 2026 and a new water heater in March 2026. All the flooring was installed in 2024. The home also features new front windows, a new sliding glass door, newer appliances throughout. An oversized carport offers ample covered parking and additional storage space. With its combination of updates, space, and privacy, this home is a fantastic opportunity you won’t want to miss.The community is absolutely gorgeous with countless amenities, which include: large swimming pool with hot tub, 18 hole championship golf course, driving range and putting greens, shuffleboard, tennis, pickle ball, fitness center, library, billiards room, softball field, and a 5 star restaurant and lounge. What more can you ask for? This is a beautiful home in a beautiful community. You won't be disappointed!!!

108 N Timber Trail, Wildwood

2 Beds ⋅ 2 Baths ⋅ Timberwoods Estates SubDv. ⋅ 34785 Zip Code

PRICE DROP!! Seller moved!! It's ready for you and...YOU MUST GO TAKE A LOOK AT THIS HOME, IT HAS ALL YOU ARE LOOKING FOR! This fabulous 2-bed, 2-bath home offers an incredible amount of space and versatility, featuring an oversized workshop/shed and golf cart barn/garage YOU COULD PARK YOUR CAR IN IT TOO, along with a double driveway and double carport that allow parking for up to six vehicles plus room for boats, bikes, golf carts, and all your favorite toys. The home has been exceptionally well kept, with newer windows and flooring throughout, and an open, spacious floor plan that includes a formal dining area, an eat-in kitchen with abundant cabinetry, and even a front coat closet for those extra essentials. The primary bedroom boasts an impressively large en-suite bathroom and walk-in closet, while the guest bedroom and bath are also oversized with closets galore, and a built-in desk area provides a perfect workspace for anyone working from home. To top it all off, the expansive all-season Florida room offers endless possibilities — ideal for entertaining, relaxing, or even converting into a third bedroom if needed. Located in the wonderful Continental Country Club in Wildwood, just two minutes from The Villages, this community offers over 50 clubs, tennis, pickleball, a pool and hot tub, top-notch softball fields and teams, a great pub, formal dining, and so much more. Call your agent today and make this one YOUR HOME TODAY!!

805 Oak Boulevard, Wildwood

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