Timberwoods Estates Homes with Buyer Approval Required Community Features

Timberwoods Estates Homes with Buyer Approval Required Community Features

Welcome to Timberwoods Estates, a hidden gem nestled in the heart of Wildwood, Florida, in beautiful Sumter County. This charming subdivision is the perfect blend of tranquility and community spirit, making it an ideal place for families, retirees, and everyone in between.

Timberwoods Estates boasts a variety of beautifully designed homes that cater to diverse tastes and lifestyles. Each property reflects the warm, inviting character of Florida living, featuring spacious layouts, modern amenities, and lush landscaping that enhances the natural beauty of the surroundings. Whether you’re looking for a cozy retreat or a family-friendly abode, you’ll find a home that suits your needs in Timberwoods Estates.

As a buyer in this community, you will appreciate the Buyer Approval Required feature, which ensures that the neighborhood maintains its welcoming atmosphere and quality of life. This thoughtful approach fosters a strong sense of community among residents, allowing neighbors to connect and engage in shared interests.

Residents of Timberwoods Estates enjoy access to a range of community features that promote an active lifestyle. Take leisurely strolls along tree-lined streets, enjoy picnics in the nearby parks, or partake in community events that bring everyone together. The location also offers convenient access to local amenities, shopping, dining, and recreational activities, ensuring that everything you need is just a stone's throw away.

Discover the charm of Timberwoods Estates, where your dream home awaits in a community that feels like family. Come and experience the perfect blend of comfort, convenience, and community spirit in Wildwood, Florida!

Newest Timberwoods Estates Homes with Buyer Approval Required Community Features

705 Oak Boulevard, Wildwood
$238,900
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
101 Cypress Road, Wildwood
$125,000
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
116 Cypress Road, Wildwood
$145,000
2 Beds ⋅ 2 Baths ⋅ Timberwoods Estates SubDv. ⋅ 34785 Zip Code
BEAUTIFULLY RENOVATED HOME ON LAND NEAR THE VILLAGES! Welcome to this fully updated 2-bedroom, 2-bath home offering modern comfort, stylish finishes, and an unbeatable location just minutes from The Villages. Completely refreshed throughout, with a BRAND NEW HVAC system and NEW ROOF, this move-in-ready property features a bright and inviting floor plan with all-new interior updates, fresh finishes, and brand-new appliances included. The spacious kitchen provides plenty of cabinet space and flows seamlessly into the dining area, creating the perfect space for everyday living and entertaining. Both bedrooms are generously sized, while the two full bathrooms have been thoughtfully updated for a clean, modern feel. Ample storage can be found throughout the home. Outside, enjoy the convenience of a deep covered carport, utility shed, and a peaceful setting on a desirable street within a welcoming golf community. Located just moments from shopping, restaurants, medical facilities, entertainment, and all the amenities The Villages has to give, you'll enjoy both convenience and a relaxed Florida lifestyle. With easy access to major highways and the Florida Turnpike, commuting is simple and efficient. No to mention, all the Villages activities are accessible and only a short golf car ride away! For outdoor enthusiasts, Serenity Pond is just a short stroll away, offering a tranquil spot for catch-and-release fishing and enjoying nature. Don't miss your chance to own this beautifully renovated home in a prime location. Schedule your private showing today!

116 Cypress Road, Wildwood
108 N Timber Trail, Wildwood
$119,900
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
415 S Timber Trail, Wildwood
$79,900
2 Beds ⋅ 2 Baths ⋅ Timberwoods Estates SubDv. ⋅ 34785 Zip Code
By far the best value in Continental Country Club, located minutes from the Villages! This clean, functional, move-in ready home offers a fantastic opportunity to enjoy everything the retired lifestyle is known for—golf, recreation, entertainment, and an active 55+ community. While the home could benefit from some cosmetic updates, the price simply can’t be beat, making it the perfect opportunity to add your own personal touches and build instant value. Inside, you’ll find a spacious and inviting layout with a bright living room that flows into an air-conditioned Florida Room, creating additional space for relaxing or entertaining year-round. The main living areas feature luxury vinyl plank flooring, offering a clean, modern, and low-maintenance feel. The kitchen includes a convenient breakfast bar, while the dining area features a built-in hutch for extra storage and display. The primary suite offers a large walk-in closet and an en-suite bath with a walk-in shower. An attached workshop and carport add extra convenience and functionality. Living in Continental Country Club means enjoying a true resort-style lifestyle with access to an impressive list of amenities including an 18-hole championship golf course, clubhouse with restaurant and lounge, pool, tennis and pickleball courts, fitness center, library, billiards room, arts and crafts studios, a woodcrafter’s shop, and shuffleboard courts. Residents also enjoy access to Lake Okahumpka for boating, fishing from the dock, and on-site boat storage. The community is conveniently located just five minutes from The Villages with easy access to shopping, dining, entertainment, and medical services, and near I-75 and the Florida Turnpike, placing Orlando about an hour away and Tampa or Daytona Beach roughly 90 minutes away. Buyers must be 55+ with a minimum 700 credit score and complete a community application and credit check. This is an incredible opportunity to enjoy the Florida lifestyle in a well-maintained home with endless potential.

415 S Timber Trail, Wildwood
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