Oakwood Estates Homes with Other Amenities

Welcome to Oakwood Estates, a picturesque subdivision nestled in the heart of Winter Haven, Florida. Known for its serene ambiance and community spirit, Oakwood Estates offers a unique blend of comfort and convenience, making it an ideal choice for families, retirees, and anyone looking to enjoy the sunny Florida lifestyle.

As you stroll through the tree-lined streets of Oakwood Estates, you'll be captivated by the charming homes that boast a variety of architectural styles, each designed to cater to diverse tastes. From cozy single-family residences to spacious modern designs, there’s a perfect home waiting for you here. Each property is thoughtfully constructed, featuring open floor plans, ample natural light, and beautiful outdoor spaces that encourage relaxation and entertaining.

But it’s not just the homes that make Oakwood Estates special. This vibrant community is packed with amenities that enhance the quality of life for its residents. Enjoy leisurely afternoons at the community park, complete with playgrounds and picnic areas, or take advantage of the nearby walking trails that wind through lush landscapes. For those who enjoy recreational activities, Oakwood Estates is conveniently located near golf courses, lakes, and other outdoor attractions that make Winter Haven a haven for adventure seekers.

With its prime location in Polk County, residents have easy access to shopping, dining, and entertainment options, ensuring that everything you need is just a short drive away. Whether you’re looking for a peaceful retreat or a vibrant community to call home, Oakwood Estates is the perfect place to create lasting memories. Come explore the charm and warmth of this delightful subdivision today!

Newest Oakwood Estates Homes with Other 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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