Cypresswood Homes with Maintenance Free Community Extras

Welcome to Cypresswood, an enchanting subdivision nestled in the heart of Winter Haven, Florida, within the scenic Polk County. This charming community offers a perfect blend of tranquility and convenience, making it an ideal choice for families, retirees, and anyone seeking a serene lifestyle.

Cypresswood is renowned for its beautifully designed homes that combine modern elegance with functional living. Each property boasts spacious layouts, contemporary finishes, and the added benefit of maintenance-free living. Residents can relish in the pleasures of homeownership without the burdens of yard work or exterior upkeep, allowing more time to enjoy the community’s abundant amenities.

One of the standout features of Cypresswood is its stunning surroundings. The community is enveloped by lush landscapes, shimmering lakes, and picturesque views that create a peaceful retreat from the hustle and bustle of everyday life. Whether you're taking a leisurely stroll or enjoying a picnic in one of the community parks, the natural beauty of Cypresswood will captivate you.

In addition to its scenic charm, Cypresswood offers a wealth of community extras. Residents can take advantage of a sparkling swimming pool, a well-equipped fitness center, and walking trails that wind through the picturesque scenery. With social events and activities organized throughout the year, there’s always something to engage in and neighbors to connect with.

Discover the joy of living in Cypresswood, where maintenance-free living meets a vibrant community spirit. Your dream home awaits in this idyllic Winter Haven subdivision!

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 trimwork 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. Both bathrooms also feature skylights. 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, pickleball 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

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