Cypresswood Homes with Courtyard Architectural style

Welcome to Cypresswood, a hidden gem nestled in the heart of Winter Haven, Florida, within the picturesque Polk County. This charming subdivision offers a unique blend of tranquility and modern living, making it the perfect place for families, retirees, and anyone seeking a peaceful retreat in sunny Florida.

Cypresswood is renowned for its stunning homes that feature the coveted Courtyard Architectural style. These thoughtfully designed residences create an inviting atmosphere, with private courtyards that serve as serene outdoor spaces for relaxation and entertainment. Imagine sipping your morning coffee surrounded by lush greenery or hosting evening gatherings under the stars in your own secluded oasis. The Courtyard style not only enhances privacy but also promotes a vibrant indoor-outdoor lifestyle that many homeowners cherish.

The subdivision is conveniently located near a variety of amenities, including shopping, dining, and recreational activities. With easy access to major highways, residents can explore the beautiful landscapes of Winter Haven and beyond, including the famous Chain of Lakes and nearby theme parks.

Cypresswood also boasts a strong sense of community, where neighbors become friends and families thrive. The neighborhood is perfect for those who appreciate an active lifestyle, with nearby golf courses, parks, and walking trails that encourage outdoor adventures.

If you're looking for a home that embodies elegance and comfort, coupled with a welcoming community spirit, look no further than Cypresswood in Winter Haven. Discover your dream home today and experience the best of Florida living!

Newest Cypresswood Homes with Courtyard Architectural style

$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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