Cypresswood Homes with Pool Community Features

Cypresswood Homes with Pool Community Features

Welcome to Cypresswood, a hidden gem nestled in the heart of Winter Haven, Florida, within the picturesque Polk County. This charming subdivision is not just a community; it’s a lifestyle, offering residents a perfect blend of tranquility and convenience. Cypresswood is renowned for its beautifully designed homes that cater to a variety of tastes and preferences, making it an ideal choice for families, retirees, and everyone in between.

One of the standout features of Cypresswood is its inviting homes with pool options. Imagine stepping into your backyard oasis, where you can unwind in your private pool after a long day or host gatherings with family and friends in a sun-soaked setting. These homes are designed for both relaxation and entertainment, ensuring that every moment spent here is enjoyable.

The community itself is filled with amenities that enhance the living experience. Residents have access to scenic walking trails, lush green spaces, and a welcoming clubhouse, perfect for social events and community gatherings. Whether you’re looking to enjoy a peaceful afternoon stroll or engage with neighbors, Cypresswood provides a warm and friendly atmosphere.

Located just a short drive from downtown Winter Haven, residents can easily access shopping, dining, and recreational activities. The area is also known for its beautiful lakes and parks, offering endless opportunities for outdoor adventures.

If you’re seeking a vibrant community with stunning homes and a relaxing lifestyle, look no further than Cypresswood in Winter Haven, Florida. Your dream home awaits!

Newest Cypresswood Homes with Pool Community Features

$249,900
2 Beds ⋅ 2 Baths ⋅ P4939773 MLS
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. 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
$360,000
3 Beds ⋅ 2 Baths ⋅ L4963295 MLS
Premier Location overlooking the pond and the golf course. This traditional 3 bedroom 2 bath estate home offers split bedrooms, formal living and dining areas, large family room, master suite with dual vanities and dual closets, oversized garage with a shower and a screen enclosed pool. From the pool deck, enjoy watching the varied species of birds that pass by or land for a stroll/swim in the back yard or pond. Cranes, Herons, Ibis, Ducks, etc. Recent updates include a roof, windows, water treatment system, AC including ducts and insulation, kitchen sink, disposal, bathroom faucets and toilet, rebuilt pool pump and filter system, driveaway resurfacing and garage floor embellishment as well as solar panels.

41 Greenfield Court, Winter Haven
$462,000
4 Beds ⋅ 3 Baths ⋅ L4963215 MLS
Here is your opportunity to own an immaculate home in the sought after community of Cypresswood Golf and Country Club. Consistently voted the Number 1 Golf Course in the area. This vibrant community has it all. Aside from the fantastic course right out your door, enjoy everything else it has to offer. A wonderful restaurant and Club House where they host live music 3 nights a week and top notch food offerings. An Olympic size pool that was just recently redone along with newly redone tennis courts and pickle ball courts. There is even a fitness center. Take a drive in your golf cart in the evenings and enjoy the natural elements and animals that Central Florida is famous for. Bald Eagles, wild turkey, Sand Cranes are just some of the sights you are likely to see on your ride. Then, come home to your beautifully maintained home that allows for easy entertaining, or peaceful times out on the back screened in patio where you can watch golfers and animals alike. The combination kitchen and family room is second to none. Stainless steel appliances including a new dishwasher for the experienced chef or novice. You can't help enjoying cooking in this home. Second bedroom with it's own ensuite full bath, and two other bedrooms that share a Jack and Jill full bath. You will find storage gallore everywhere you look. Peaceful yard offers privacy and views for days. Come and tour this home today, and you will know that you have found The One!

1814 Sandhill Lane, Winter Haven
$193,000
2 Beds ⋅ 2 Baths ⋅ P4933896 MLS ⋅ 683 BLDG.
NEW LOWER PRICE!! This villa has recently had upgrades added and the seller is offering $7,000 AT CLOSING TOWARD CLOSING COSTS OR ADDITIONAL UPGRADES. New HVAC system, new kitchen cabinets, new appliances, new flooring, and even new drywall. This beautiful home is located directly on golf course frontage and has newer metal roof. You will be living in a community with a manned guard gate and your villa is only a short walk to the clubhouse, restaurant, and pool. Don't miss out on this one, call to view today. Flood zone area is deemed to be correct but must be verified by buyer/buyer broker.

683 Broadmoor Circle Unit 683, Winter Haven
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