Oakwood Estates Homes with Three+ Story Property Description

Welcome to Oakwood Estates, a hidden gem nestled in the heart of Winter Haven, Florida, in the picturesque Polk County. This charming subdivision is renowned for its serene ambiance, lush landscapes, and family-friendly atmosphere, making it the perfect place to call home.

Oakwood Estates features a stunning array of homes, including impressive three-story properties that redefine luxury living. These spacious residences boast expansive floor plans, offering ample room for families of all sizes. With modern designs and exquisite finishes, each home is crafted to provide both comfort and style. Imagine waking up to breathtaking views from your private balcony, enjoying the sunshine as you sip your morning coffee, or hosting unforgettable gatherings in your open-concept living spaces.

The community is designed with families in mind, featuring well-maintained parks, walking trails, and recreational areas that encourage outdoor activities and social interaction. Children can thrive in a safe environment, with top-rated schools just a stone's throw away. The vibrant city of Winter Haven offers a plethora of dining, shopping, and entertainment options, ensuring that residents have everything they need right at their fingertips.

Whether you're looking for a peaceful retreat or a place to create lasting memories, Oakwood Estates is the ideal destination. Experience the perfect blend of suburban tranquility and modern convenience, where every day feels like a vacation. Come explore this enchanting community and discover the home of your dreams 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

Start Your Search