Oakwood Estates Homes with Pickleball Court(s) Amenities

Welcome to Oakwood Estates, a hidden gem nestled in the picturesque city of Winter Haven, Florida. Situated in the heart of Polk County, this charming subdivision offers a perfect blend of tranquility and community spirit, making it an ideal place to call home.

Oakwood Estates is renowned for its beautifully designed homes that cater to a variety of lifestyles. Each property boasts modern amenities, spacious layouts, and lush landscaping, creating an inviting atmosphere for families and individuals alike. One of the standout features of this community is its commitment to an active lifestyle, highlighted by the inclusion of pickleball courts right within the neighborhood.

Imagine stepping out your front door and finding yourself on the court, ready to enjoy a game with neighbors or friends. Pickleball, a fun and engaging sport for all ages, has become a staple in Oakwood Estates, fostering a sense of camaraderie and encouraging residents to stay active. Whether you’re a seasoned player or just starting, the courts are the perfect place to meet new friends and enjoy the Florida sunshine.

Beyond the courts, Oakwood Estates is conveniently located near shopping, dining, and recreational activities, ensuring that residents have everything they need within reach. With its friendly atmosphere, beautiful homes, and engaging amenities, Oakwood Estates is more than just a subdivision; it’s a vibrant community where you can truly feel at home. Come discover the joys of living in Oakwood Estates, where your dream lifestyle awaits!

Newest Oakwood Estates Homes with Pickleball Court(s) Amenities

$114,995

2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code

Welcome to 4063 Rolling Oaks in Winter Haven, located in Oakwood Estates, a desirable co-op 55+ community. This well-maintained 2 bedroom, 2 bathroom home offers a spacious and versatile floor plan featuring a bonus room and a Florida room, providing plenty of space for relaxing, entertaining, hobbies or a home office. Laminate flooring flows throughout the main living areas and bedrooms, while the Florida room features tile flooring. The dining room includes a built-in buffet with display cabinets and additional storage, creating the perfect space for showcasing your favorite pieces and hosting family and friends. The kitchen offers a convenient closet pantry for added storage, and both bedrooms feature generous walk-in closets. Exterior features include window awnings and an attached carport. A BRAND NEW ROOF was put on (08/2026). Oakwood Estates offers an affordable Florida lifestyle with low HOA fees that include water and trash service. Residents can also enjoy many amenities of this lakefront community including; two clubhouses, two swimming pools, an activity center with a pool table, tennis & pickleball courts, a mini golf course and a lake with fishing dock. Don’t miss this opportunity to own a home in a welcoming community conveniently located near shopping, dining, and all the great amenities and attractions Winter Haven is known for.

4063 Rolling Oaks Drive, Winter Haven

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