Oakwood Estates Real Estate

Welcome to Oakwood Estates, a hidden gem nestled in the heart of sunny Florida! This charming subdivision offers a perfect blend of serene living and vibrant community life, making it an ideal choice for families, retirees, and anyone seeking a slice of paradise.

Oakwood Estates boasts beautifully landscaped streets lined with mature oak trees, providing a picturesque setting that feels like home the moment you arrive. Residents enjoy spacious lots that offer ample privacy, along with a variety of well-designed single-family homes that cater to diverse tastes and lifestyles. Whether you’re looking for a cozy bungalow or a sprawling family residence, you’ll find a property that suits your needs in this delightful neighborhood.

The community spirit at Oakwood Estates is palpable, with friendly neighbors who take pride in their homes and surroundings. Families can take advantage of the nearby parks and recreational facilities, perfect for weekend picnics or leisurely strolls. The area is also conveniently located near top-rated schools, shopping centers, and dining options, ensuring that everything you need is just a short drive away.

For those who love the outdoors, Oakwood Estates is close to some of Florida’s most beautiful natural attractions. Explore nearby lakes and nature trails, or take a quick trip to the stunning beaches that the state is famous for.

Experience the charm and warmth of Oakwood Estates, where community and comfort come together in a beautiful Florida setting. Come and discover your dream home in this enchanting subdivision today!

Newest Listings in Oakwood Estates

4157 Rolling Oaks Drive, Winter Haven image

4157 Rolling Oaks Drive, Winter Haven $118,000

Welcome to this well-maintained 2-bedroom, 2-bath home located in the desirable community of Oakwood Estates in Winter Haven. This home offers a peaceful, well-kept neigh...

2 Beds
2 Baths
Oakwood Estates SubDv.
33880 Zip Code

1703 Oakwood Estates Drive, Plant City image

1703 Oakwood Estates Drive, Plant City $375,000

Welcome to 1703 Oakwood Estates Dr! Located in a gated community in the heart of Plant City, this 4-bedroom, 2-bath home features a desirable split-bedroom floor plan and...

4 Beds
2 Baths
Oakwood Estates SubDv.
33563 Zip Code

4171 Rolling Oaks Drive, Winter Haven image

4171 Rolling Oaks Drive, Winter Haven $190,000

Welcome to this beautifully maintained 3-bedroom, 3-bath home located in the desirable Oakwood Estates, a gated 55+ community in Winter Haven, Florida! This spacious home...

3 Beds
3 Baths
Oakwood Estates SubDv.
33880 Zip Code

3422 Monarch Way, Green Cove Springs image

3422 Monarch Way, Green Cove Springs $389,900

Pre-Construction. To be built. Discover the Miramar at Oakwood Estates, a premier new-home community in Green Cove Springs featuring quality construction, modern smart ho...

4 Beds
3 Baths
Oakwood Estates SubDv.
32043 Zip Code

3418 Monarch Way, Green Cove Springs image

3418 Monarch Way, Green Cove Springs $443,900 ▲

Under Construction. Set within Oakwood Estates in Green Cove Springs, the Carlisle showcases an expansive two-story layout filled with refined finishes, upgraded features...

4 Beds
3 Baths
Oakwood Estates SubDv.
32043 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

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 $99,000 ▼

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 $135,000 ▼

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 $119,900 ▼

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 $124,000 ▼

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 $129,900 ▼

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...