Oakwood Estates Homes with Three+ Story Property Description

Welcome to Oakwood Estates, an enchanting subdivision nestled in the heart of Winter Haven, Florida, in beautiful Polk County. This picturesque community is renowned for its serene surroundings, lush landscapes, and a welcoming atmosphere that makes it the perfect place to call home.

Oakwood Estates offers a delightful array of homes, with a distinctive focus on properties featuring three or more stories. These spacious residences are designed for those who appreciate the luxury of space and the versatility that multi-level living provides. Imagine waking up to breathtaking views from your master suite, enjoying family gatherings in expansive living areas, or creating your own private retreat on upper-level balconies.

The architectural styles in Oakwood Estates are as diverse as the residents themselves, ranging from modern designs to charming traditional homes. Each property is thoughtfully crafted with premium finishes, ensuring comfort and elegance at every turn. With ample square footage, these homes are perfect for growing families, professionals seeking space for home offices, or anyone who values the freedom to personalize their living environment.

Beyond the stunning homes, Oakwood Estates boasts a vibrant community spirit. Residents enjoy easy access to nearby parks, recreational facilities, and the stunning lakes that Winter Haven is famous for. Whether you’re taking a leisurely stroll through the neighborhood or participating in community events, you’ll find that life in Oakwood Estates is enriched by friendly neighbors and a strong sense of belonging.

Discover the perfect blend of luxury, comfort, and community at Oakwood Estates—where your dream home awaits!

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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