Oakwood Estates Homes with Lake Front Water Frontage

Oakwood Estates Homes with Lake Front Water Frontage

Welcome to Oakwood Estates, a hidden gem nestled in the heart of Winter Haven, Florida. This charming subdivision offers a unique blend of tranquility and modern living, making it the perfect place to call home. With its picturesque landscapes and serene atmosphere, Oakwood Estates is ideal for families, retirees, and anyone looking to embrace the beauty of lakeside living.

One of the standout features of this community is its stunning lakefront properties. Imagine waking up to the gentle sounds of water lapping against the shore, with breathtaking views right from your backyard. The homes here boast direct access to the pristine waters of Winter Haven's lakes, providing endless opportunities for fishing, kayaking, or simply enjoying a peaceful sunset. Each home is thoughtfully designed, featuring spacious layouts, modern amenities, and lush landscaping that complements the natural beauty of the surroundings.

Oakwood Estates is not just about the homes; it’s about a lifestyle. The subdivision is conveniently located near local parks, shopping centers, and top-rated schools, ensuring that everything you need is just a stone's throw away. Whether you’re taking a leisurely stroll along the waterfront or hosting a family barbecue in your backyard, Oakwood Estates offers a warm and welcoming community vibe.

Don’t miss your chance to discover the beauty and charm of Oakwood Estates. With its lakefront properties and vibrant community spirit, this subdivision is truly a slice of paradise in Winter Haven, Florida. Come and experience the serenity of lakeside living 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
$434,900
3 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 32043 Zip Code
Great Investment Opportunity. MODEL home offering a sale/leaseback. Welcome to the Drexel model at Oakwood Estates, situated on an oversized cul-de-sac homesite in the Lake Asbury area of Green Cove Springs. Twenty-four-month leaseback at 1% of the sales price per month rental income. This premium waterfront property features peaceful views of a community pond with a water feature. The home showcases impressive curb appeal with lush professional landscaping and a full front and rear irrigation system. Step through the covered entrance into a welcoming foyer highlighted by soaring 9-foot 4-inch ceilings that create an immediate sense of openness. At the heart of the home, the spacious great room is enhanced with LED flush-mount lighting and flows effortlessly into the beautifully appointed kitchen. Granite countertops, upgraded soft-close cabinetry, a decorative kitchen backsplash, a large center island, a generous pantry, and a full line of stainless steel appliances including an eSTAR® side-by-side refrigerator combine style with everyday functionality. An adjoining dining area provides a bright spot for morning coffee, while a flexible bonus room creates endless possibilities as a home office, hobby room, or reading retreat. Sliding glass doors extend the living space to the screened lanai, framing the scenic water backdrop. Privately situated, the primary owner's suite features an expansive walk-in closet and a deluxe bath with dual granite vanities, upgraded soft-close cabinetry, and a spacious tiled shower with a built-in bench. Two secondary bedrooms sit adjacent to a second full bath featuring a tiled tub and shower combination. Luxury vinyl flooring extends continuously throughout the home. A centrally located laundry room with an installed washer and dryer sits just off the two-car garage. Integrated smart home technology includes a Ring video doorbell, a smart thermostat, keyless entry, speakers & tv wall mount in the Great Room and Deako smart switches throughout. Energy-efficient construction highlights include insulated, low-emissive windows and architectural shingles, all backed by a full builder warranty. Beyond the home, the neighborhood provides pavilions, a playground, benches, and green spaces, alongside rapid commuting via the First Coast Expressway and premier boating and fishing on nearby Black Creek. Experience the craftsmanship, modern finishes, and thoughtful design of this exceptional Drexel Model Home. Schedule your private tour today. We can’t wait to welcome you home!

3395 Monarch Way, Green Cove Springs
$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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