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

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

Welcome to 705 Oak Blvd, a spacious TURNKEY 3-bedroom, 2-bath home offering 1,680 sq. ft. of comfortable living in the sought-after Continental Country Club, a gated 55+ golf community just minutes from The Villages. Situated on a beautifully landscaped .22-acre lot, this inviting home features vaulted ceilings, a bright and spacious living area, inside laundry, and a well-equipped kitchen with appliances included. Enjoy Florida living from the enclosed porch, while the attached 2-car garage provides exceptional parking and storage—a feature not commonly found among many homes in the community. Continental Country Club offers an impressive active-adult lifestyle with a clubhouse, community pool, fitness center, dog park, tennis courts, restaurant, golf-cart-friendly streets, and an 18-hole championship golf course. The monthly association fee also includes cable TV, internet, trash, and grounds maintenance. Whether you're searching for a full-time residence or a seasonal Florida retreat, this move-in-ready home delivers the space, convenience, amenities, and lifestyle you've been looking for.

705 Oak Boulevard, Wildwood

2 Beds ⋅ 4 Baths ⋅ Timberwoods Estates SubDv. ⋅ 34785 Zip Code

Step into this exquisite waterfront sanctuary in Continental Country Club, where refined living meets serene natural beauty in a residence designed for comfort, sophistication, and effortless Florida living. This luxury-styled 2-bedroom, 2-bath home unfolds with an elegant, well-crafted floor plan that captures peaceful water views from the moment you enter. The family room becomes a private retreat overlooking the deck and pond—your front-row seat to the fountain, shimmering water, and daily wildlife. It’s the perfect setting for savoring your morning coffee or unwinding with an evening beverage while entertaining guests in style. The open kitchen offers lanai seating, barstools, and generous counter space, flowing seamlessly into a grand living room ideal for upscale gatherings. The primary suite is a calming haven with abundant closets, a beautifully appointed bath, and fresh paint throughout that enhances the home’s polished, high-end feel. Guests will enjoy their own luxurious retreat with an oversized bedroom and bath, plus inside laundry discreetly tucked behind custom barn doors for added charm and convenience. Downstairs, discover a full bonus living level—complete with an additional bedroom—perfect for hosting guests or transforming into a craft studio, workshop, or private lounge. The garage with full door access leads to a well-designed driveway framed by manicured landscaping and custom wood shutters that elevate the home’s curb appeal. Out back, a substantial dock invites you to embrace waterfront living at its finest—relaxing, fishing, or simply enjoying the peaceful setting. This exceptional property includes the Resident Owner Certificate, is priced for immediate interest, and delivers a rare blend of luxury, comfort and Florida Lifestyle. You'll want to call your agent quickly - THIS IS THE ONE!!

802 Oak Boulevard, Wildwood

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

Start enjoying the Florida lifestyle in this inviting 2-bedroom, 2-bath home designed for comfortable, low-maintenance living. The open floor plan creates a bright and welcoming space that's perfect for entertaining friends or simply relaxing at home. One of the home's standout features is the spacious screened front lanai—the ideal spot to enjoy your morning coffee, visit with neighbors, or unwind while taking in Florida's beautiful weather year-round. The kitchen is thoughtfully designed to maximize efficiency, offering everything you need within easy reach while remaining open to the living and dining areas, so you're always part of the conversation when entertaining. Both bedrooms are comfortably sized, providing plenty of room for overnight guests, hobbies, or a home office. Two full bathrooms add convenience and privacy for you and your visitors. Outside, you'll find a large carport with ample parking and a generously sized storage shed with direct access to the laundry room. The extra storage space is perfect for tools, seasonal decorations, golf gear, bicycles, or all the extras that make Florida living so enjoyable. Whether you're searching for a full-time residence or a seasonal getaway, this home offers the comfort, convenience, and easygoing lifestyle you've been looking for. Just move in, relax, and start enjoying everything your Florida retirement community has to give. 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!!!

413 S Timber Trail, Wildwood

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

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