Cypresswood Homes with Maintenance Free Community Extras

Welcome to Cypresswood, a hidden gem nestled in the heart of Winter Haven, Florida, within the picturesque Polk County. This charming subdivision offers a perfect blend of serene living and vibrant community life, making it an ideal choice for families, retirees, and everyone in between.

Cypresswood is renowned for its beautiful landscaping and meticulously maintained properties, providing residents with a tranquil escape from the hustle and bustle of everyday life. The community is designed with your comfort in mind, featuring maintenance-free living that allows you to enjoy all the amenities without the hassle. Say goodbye to lawn care and exterior upkeep—Cypresswood takes care of it all, giving you more time to enjoy the things you love.

The homes in Cypresswood are thoughtfully designed, boasting modern layouts and high-quality finishes. Whether you’re seeking a cozy retreat or a spacious family home, you’ll find a variety of options that cater to your lifestyle. Many residences include open-concept living spaces, gourmet kitchens, and private outdoor areas, perfect for entertaining or relaxing with family.

Beyond the homes, Cypresswood offers a wealth of community extras. Residents can take advantage of the clubhouse, sparkling swimming pool, and well-maintained walking trails. Engage with neighbors at community events or simply enjoy a peaceful evening stroll through the scenic surroundings.

Experience the charm of Cypresswood, where maintenance-free living meets a vibrant community spirit. Discover your dream home today in this idyllic Winter Haven neighborhood!

Newest Cypresswood Homes with Maintenance Free Community Extras

$249,900

2 Beds ⋅ 2 Baths ⋅ Cypresswood SubDv. ⋅ 33884 Zip Code

BEAUTIFUL VILLA READY TO MOVE IN! A brand-new HVAC system (June 2026), along with new insulation throughout the attic. Features include cathedral ceilings, elegant detailed baseboard trim with decorative corner blocks throughout, new flooring, plantation shutters on the windows, and three sets of French doors. The upgraded kitchen features stainless steel appliances, double ovens, and a built-in pantry with pull-out shelves. A utility closet provides additional storage, and the interior laundry room includes a full-size washer and dryer. The primary bathroom features dual showers and two vanities with wood cabinetry, while the second bathroom includes a jetted bathtub and wood cabinet vanity. Golf course frontage and two outdoor patio areas, with one overlooking the 8th fairway, plus a second patio with concrete privacy walls. HOA fee includes roof replacement when needed, so you never have to worry about roof expenses. Cypresswood Country Club community offers golf, a Jr. Olympic-size pool, tennis courts, a restaurant and bar, social events, live music three nights a week, and lush, well-maintained surroundings. Come take a look at this one!

2801 Wingfoot Court, Winter Haven

Start Your Search