Oakwood Estates Homes with Three+ Story Property Description

Welcome to Oakwood Estates, a hidden gem nestled in the heart of Winter Haven, Florida! This charming subdivision is a perfect blend of serene living and modern convenience, making it an ideal choice for families, professionals, and retirees alike. Known for its picturesque landscapes and friendly community, Oakwood Estates offers a tranquil escape while still being just a stone's throw away from the vibrant city life of Winter Haven.

One of the standout features of Oakwood Estates is its stunning selection of homes, particularly those boasting three or more stories. These spacious properties are designed to cater to a variety of lifestyles, providing ample room for family gatherings, entertaining guests, or simply enjoying the luxury of space. With generous floor plans, many of these homes feature open-concept living areas, gourmet kitchens, and expansive master suites, ensuring comfort and style at every turn.

The three-plus story homes in Oakwood Estates are not just about size; they also offer breathtaking views of the surrounding landscape, allowing residents to soak in the natural beauty of Florida. Many properties come equipped with outdoor living spaces, perfect for enjoying balmy evenings or hosting barbecues with friends and family.

In addition to the beautiful homes, Oakwood Estates is conveniently located near shopping, dining, and recreational activities, making it easy to enjoy all that Winter Haven has to offer. Whether you're strolling through the nearby parks or exploring the local lakes, this community truly embodies the best of Florida living. Come and discover your dream home in Oakwood Estates today!

Newest Oakwood Estates Homes with Three+ Story Property Description

$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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