Oakwood Estates Homes with Lake Front Water Frontage

Welcome to Oakwood Estates, a hidden gem nestled in the heart of Winter Haven, Florida! This picturesque subdivision offers a unique blend of serene lakefront living and vibrant community spirit, making it the perfect place to call home.

Oakwood Estates is known for its stunning homes with direct lakefront access, providing residents with breathtaking views and a plethora of recreational opportunities right at their doorstep. Imagine waking up to the gentle lapping of water against the shore and enjoying your morning coffee while watching the sunrise over the glistening lake. With properties designed to maximize the beauty of their surroundings, you'll find spacious layouts, modern amenities, and outdoor living spaces that invite you to relax and unwind.

Living in Oakwood Estates means embracing a lifestyle filled with outdoor adventures. Whether you enjoy fishing, kayaking, or simply taking a leisurely stroll along the water's edge, the lakefront offers endless possibilities for fun and relaxation. The community is also conveniently located near local parks, shopping centers, and dining options, ensuring that everything you need is just a short drive away.

Families will appreciate the excellent schools in the area, along with a friendly community atmosphere that fosters connections and camaraderie. With its beautiful homes and idyllic setting, Oakwood Estates is more than just a neighborhood—it's a place where memories are made and cherished for years to come.

Discover the charm of Oakwood Estates today, and let the tranquility of lakefront living transform your lifestyle in the enchanting city of Winter Haven!

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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