Oakwood Estates Homes with Pickleball Court(s) Amenities

Welcome to Oakwood Estates, a charming subdivision nestled in the heart of Winter Haven, Florida, in beautiful Polk County. This vibrant community is perfect for those seeking a balance of tranquility and active living, making it an ideal choice for families, retirees, and everyone in between.

Oakwood Estates boasts a selection of stunning homes that perfectly blend modern comfort with timeless elegance. Each residence is designed with spacious layouts, contemporary finishes, and lush landscaping that enhances the overall appeal of the neighborhood. But what truly sets Oakwood Estates apart is its commitment to an active lifestyle, featuring exclusive amenities that cater to the health and wellness of its residents.

One of the standout features of this community is the availability of private pickleball courts. This rapidly growing sport is perfect for players of all ages and skill levels, providing a fun way to stay active and socialize with neighbors. Imagine enjoying sunny afternoons on the court, honing your skills, or participating in friendly matches with fellow residents. The pickleball courts are more than just a recreational facility; they serve as a hub for community engagement and camaraderie.

In addition to the courts, Oakwood Estates is conveniently located near shopping, dining, and recreational areas, making it easy to enjoy all that Winter Haven has to offer. With its beautiful homes, welcoming atmosphere, and fantastic amenities, Oakwood Estates is truly a gem in Polk County. Discover your dream home here and embrace a lifestyle filled with activity, community, and endless possibilities!

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 & additional storage, creating the perfect space for showcasing your favorite pieces and hosting family & 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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