Oakwood Estates Homes with Three+ Story Property Description

Welcome to Oakwood Estates, a premier subdivision nestled in the heart of Winter Haven, Florida. This charming community is the perfect blend of serene living and modern convenience, offering residents a tranquil escape while still being close to the vibrant attractions of Central Florida.

Oakwood Estates is renowned for its stunning homes, particularly those boasting three or more stories. These spacious properties are designed with both comfort and style in mind, featuring expansive layouts that cater to families of all sizes. From elegant living rooms bathed in natural light to gourmet kitchens equipped with top-of-the-line appliances, every corner of these homes exudes luxury and functionality. Many of these multi-story residences also come with beautiful outdoor spaces, perfect for entertaining guests or enjoying quiet evenings under the stars.

Living in Oakwood Estates means embracing a lifestyle filled with recreational opportunities. The community is surrounded by lush landscapes and conveniently located near picturesque lakes, parks, and walking trails. Residents can enjoy boating, fishing, and hiking while being just a stone's throw away from shopping, dining, and entertainment options that Winter Haven has to offer.

With its family-friendly atmosphere, exceptional homes, and prime location, Oakwood Estates is not just a place to live; it's a place to thrive. Discover the charm of this delightful community and find your dream home in one of Florida's most sought-after neighborhoods 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 & 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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