Oakwood Estates Real Estate

Welcome to Oakwood Estates, a hidden gem nestled in the heart of Florida! This charming subdivision offers a serene and picturesque environment, perfect for families, retirees, and everyone in between. With its lush landscapes and beautifully manicured lawns, Oakwood Estates provides a tranquil escape from the hustle and bustle of city life, yet remains conveniently close to all the amenities you could desire.

Oakwood Estates boasts a variety of stunning homes, each designed with comfort and style in mind. Whether you're looking for a cozy single-family home or a spacious residence with modern features, you'll find it here. The neighborhood is known for its friendly atmosphere, where neighbors become friends and community spirit thrives.

One of the standout features of Oakwood Estates is its prime location. Residents enjoy easy access to top-rated schools, shopping centers, and recreational facilities. Spend your weekends exploring nearby parks, indulging in local dining options, or enjoying the beautiful Florida weather at one of the nearby golf courses. For those who love the beach, you're just a short drive away from the stunning coastline, where you can soak up the sun or take part in various water activities.

Safety and community are paramount in Oakwood Estates, making it an ideal place to call home. With well-maintained roads and a commitment to neighborhood watch programs, residents can feel secure and at ease.

If you're ready to experience the charm and warmth of Oakwood Estates, come visit us and discover your dream home in this delightful Florida community!

Newest Listings in Oakwood Estates

4332 Cherrywood Street, Winter Haven image

4332 Cherrywood Street, Winter Haven $115,000

OVER $19,000 IN RECENT UPGRADES MEANS THE BIG-TICKET WORK HAS ALREADY BEEN DONE! This fully furnished Oakwood Estates home features a new roof (2023), plus new HVAC, elec...

2 Beds
2 Baths
Oakwood Estates SubDv.
33880 Zip Code

3418 Monarch Way, Green Cove Springs image

3418 Monarch Way, Green Cove Springs $433,900

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

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

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 $110,000 ▼

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 $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...

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

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 ...

2 Beds
2 Baths
Oakwood Estates SubDv.
33880 Zip Code