Oakwood Estates Homes with Pickleball Court(s) Amenities

Welcome to Oakwood Estates, a vibrant and inviting subdivision nestled in the heart of Winter Haven, Florida. This charming community in Polk County is not just a place to call home; it's a lifestyle that embraces both comfort and recreation. Oakwood Estates is renowned for its picturesque surroundings, featuring lush landscapes and serene streets that create a peaceful atmosphere for residents.

One of the standout features of Oakwood Estates is the inclusion of pickleball courts, a fantastic amenity that caters to both seasoned players and newcomers alike. The growing popularity of pickleball makes this community a hub for social interaction and friendly competition. Whether you’re looking to hone your skills or simply enjoy some leisure time with neighbors, these courts provide the perfect setting for fun and fitness.

The homes in Oakwood Estates are designed with modern living in mind, offering spacious layouts and contemporary finishes that cater to a variety of lifestyles. Many residences boast beautiful outdoor spaces, ideal for entertaining or simply unwinding after a long day. The welcoming spirit of the community is palpable, making it easy to forge lasting friendships with fellow residents who share your passion for an active lifestyle.

With its prime location in Winter Haven, Oakwood Estates is conveniently situated near shopping, dining, and recreational opportunities, ensuring that everything you need is just a stone's throw away. Experience the perfect blend of relaxation and activity in Oakwood Estates, where your dream home awaits, complete with the exciting amenity of pickleball courts. Come discover your new sanctuary today!

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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