Oakwood Estates Homes with Lake Front Water Frontage

Welcome to Oakwood Estates, a prestigious subdivision nestled in the heart of Winter Haven, FL. This exclusive community offers residents a tranquil and luxurious lifestyle, surrounded by the natural beauty of Polk County.

One of the standout features of Oakwood Estates is its stunning homes with lakefront water frontage. Imagine waking up to picturesque views of the glistening water every morning, or enjoying a peaceful evening watching the sunset over the lake from your own backyard.

Living in Oakwood Estates means having the best of both worlds – a serene and private retreat, while still being close to all the amenities and attractions that Winter Haven has to offer. Whether you enjoy water sports, fishing, or simply relaxing by the water, this subdivision provides the perfect setting for lakeside living.

With its convenient location, upscale homes, and breathtaking views, Oakwood Estates truly offers a unique opportunity for those seeking a premium lifestyle in Winter Haven. Don't miss your chance to be a part of this exceptional community – come and discover the beauty and tranquility of Oakwood Estates today.

Newest Oakwood Estates Homes with Lake Front Water Frontage

$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

$139,900

2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code

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. The open living area at the front of the home has a beautiful lake view. The kitchen is open to another living space or dining area. The primary bedroom at the rear of the home is nice sized and will accommodate a king sized bed. The guest bedroom is attached to the guest bathroom offering privacy and convenience to your guests. The Lanai which is also air conditioned (vent behind the couch) offers a wonderful area to sit and enjoy your morning coffee where you can watch the world go by. Oakwood Estates offers many activities and amenities including two pools, two clubhouses, tennis courts, shuffle board, miniature golf and much more. You can stay as busy as you like or just sit back and enjoy the peaceful community. The golf cart is included in the sale of the home. The Sellers have a home warranty in place and with a reasonable offer will pay for three month to continue the plan. Make your appointment today to see this beautiful home.

4234 Rolling Oaks Drive, Winter Haven

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