Oakwood Estates Homes with Housing for Older Persons

Welcome to Oakwood Estates, a serene and inviting subdivision nestled in the heart of Winter Haven, Florida, within the picturesque Polk County. This charming community is designed specifically for those seeking a tranquil lifestyle, making it an ideal choice for active adults and retirees.

At Oakwood Estates, you'll find a delightful selection of homes that cater to the needs of older persons, ensuring a comfortable and fulfilling living experience. The homes in this subdivision are thoughtfully designed to provide ease of accessibility, with spacious layouts and modern amenities that promote a carefree lifestyle. Whether you're looking for a cozy retreat or a vibrant community to call home, Oakwood Estates has something for everyone.

The neighborhood is surrounded by lush greenery and beautiful landscapes, providing a peaceful atmosphere where residents can enjoy leisurely walks, gardening, or simply soaking up the Florida sunshine. With a strong sense of community, Oakwood Estates fosters connections among neighbors, encouraging social activities and events that enhance the living experience.

Conveniently located near essential amenities, residents have easy access to shopping, dining, and healthcare facilities. The nearby scenic lakes and parks offer endless opportunities for outdoor recreation, from boating and fishing to hiking and picnicking.

If you are searching for a welcoming community that prioritizes comfort and camaraderie, Oakwood Estates in Winter Haven is the perfect place to call home. Embrace the lifestyle you’ve always dreamed of in this idyllic Florida haven!

Newest Oakwood Estates Homes with Housing for Older Persons

4063 Rolling Oaks Drive, Winter Haven image

4063 Rolling Oaks Drive, Winter Haven $114,995

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 spacio...

2 Beds
2 Baths
Oakwood Estates SubDv.
33880 Zip Code

4234 Rolling Oaks Drive, Winter Haven image

4234 Rolling Oaks Drive, Winter Haven $139,900

Walk right into this beautiful home located in Oakwood Estates, a 55+ community. You will find the home nicely furnished which all conveys with the sale of the home. Th...

2 Beds
2 Baths
Oakwood Estates SubDv.
33880 Zip Code

4332 Cherrywood Street, Winter Haven image

4332 Cherrywood Street, Winter Haven $125,000

A Home That's Ready When You Are — Oakwood Estates, Winter Haven Some of life's best decisions are also the simplest ones. This lovingly maintained, fully furnished manu...

2 Beds
2 Baths
Oakwood Estates SubDv.
33880 Zip Code

4807 Plumwood Street, Winter Haven image

4807 Plumwood Street, Winter Haven $110,000

Move right into this furnished home located in Oakwood Estates, a 55+ community. The carpet throughout the home is in excellent condition. The rooms are very spacious a...

2 Beds
2 Baths
Oakwood Estates SubDv.
33880 Zip Code

4242 Cedarwood Street, Winter Haven image

4242 Cedarwood Street, Winter Haven $120,000

Pack your bags and move right into this fully furnished home. You won't find any carpet in this well maintained home with new vinyl plank flooring in the living room, di...

2 Beds
2 Baths
Oakwood Estates SubDv.
33880 Zip Code

4146 Sprucewood Street, Winter Haven image

4146 Sprucewood Street, Winter Haven $140,000

You won't want to miss this opportunity. This 1344 sf home located in Oakwood Estates, a 55+ community. From the carport walk into the lanai, perfect for entertaining....

2 Beds
2 Baths
Oakwood Estates SubDv.
33880 Zip Code

4158 Rolling Oaks Drive, Winter Haven image

4158 Rolling Oaks Drive, Winter Haven $124,900

Walk right in to this fully furnished home located in Oakwood Estates, a 55+ community. The kitchen is laid out perfect for entertaining and contains a large pantry for ...

2 Beds
2 Baths
Oakwood Estates SubDv.
33880 Zip Code

4132 Sprucewood Street, Winter Haven image

4132 Sprucewood Street, Winter Haven $129,000

Location! Location! Location! This beautiful fully furnished home in Oakwood Estates is located next to the pool, tennis courts, and smaller clubhouse. Walk into the la...

2 Beds
2 Baths
Oakwood Estates SubDv.
33880 Zip Code

4212 Cedarwood Street, Winter Haven image

4212 Cedarwood Street, Winter Haven $133,900

Spacious living plan and Luxurious Kitchen just updated for the top Chef status. As you come in through the covered carport you'll notice the Newly installed flooring th...

2 Beds
2 Baths
Oakwood Estates SubDv.
33880 Zip Code

4253 Cedarwood Street, Winter Haven image

4253 Cedarwood Street, Winter Haven $99,000

Move right into this fully furnished home. This home offers lots of space with walk in closets in both bedrooms and a new vanity in the primary bathroom. Plus the lanai...

2 Beds
2 Baths
Oakwood Estates SubDv.
33880 Zip Code

4038 Rolling Oaks Drive, Winter Haven image

4038 Rolling Oaks Drive, Winter Haven $74,900 ▼

Welcome to paradise, in this 2/2 with a enclosed front porch, to watch the beautiful Florida sunsets. The gated 55 plus community offers many amenities such as tennis, fi...

2 Beds
2 Baths
Oakwood Estates SubDv.
33880 Zip Code

4173 Rolling Oaks Drive, Winter Haven image

4173 Rolling Oaks Drive, Winter Haven $95,000 ▼

Check this out!! The home has new vinyl plank and new carpet in the bedrooms and a new roof in 2025. Enjoy the nice sized living room with relaxing cool blue paint and ...