Oakwood Estates Homes with Recreation Facilities Amenities

Welcome to Oakwood Estates, a hidden gem nestled in the heart of Winter Haven, Florida. This charming subdivision offers a perfect blend of tranquility and modern living, making it an ideal choice for families, retirees, and everyone in between. Oakwood Estates is situated in Polk County, surrounded by the natural beauty of Florida's landscapes, while still being conveniently close to the vibrant amenities of Winter Haven.

One of the standout features of Oakwood Estates is its commitment to enhancing the quality of life for its residents. The community boasts a variety of recreation facilities that cater to both relaxation and active lifestyles. Imagine spending sunny afternoons with family and friends at the community pool or enjoying a friendly match at the sports courts. The well-maintained parks and walking trails invite residents to embrace the outdoors, perfect for morning jogs or leisurely strolls with pets.

The homes in Oakwood Estates are designed with comfort and style in mind, featuring spacious layouts, modern finishes, and beautiful landscaping that complements the Florida sunshine. Whether you're looking for a cozy single-family home or a more expansive residence, you'll find a variety of options to suit your needs.

Living in Oakwood Estates means being part of a welcoming community where neighbors become friends and memories are made. With its prime location in Winter Haven, residents enjoy easy access to shopping, dining, and recreational activities, including the famous Chain of Lakes. Discover the charm of Oakwood Estates—where your dream home awaits!

Newest Oakwood Estates Homes with Recreation Facilities 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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