Winding Cypress Real Estate Search

Winding Cypress Homes for Sale

Winding Cypress is a resort style community in South Naples.  Developed by Divosta, Winding Cypress offers a variety of floor plans ranging from attached villas around 1500 square feet, to single family homes over 4000 square feet.  Winding Cypress is situated on over 800 acres and offers walking paths, a community garden, a fabulous amenity complex that includes a resort style pool, poolside restaurant, fire pit, state of the art fitness center, tennis, pickle ball, dog park and more.

For more information on Winding Cypress or to find out what your Winding Cypress home may be worth, contact Mindy today at (239) 784-4868.

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Newest Winding Cypress Homes for Sale

$720,000
2 Beds ⋅ 2 Baths ⋅ 223012831 MLS
V8905 Beautiful Cressida villa with two bedrooms, den with glass French doors, two bathrooms, kitchen with island and outdoor kitchen with built-in gas grill. The primary bedroom is an full ensuite with dual sinks, walk-in shower and large custom closet. Other features include accent walls, built-in bar with wine cooler, LED lighting, custom closets, tile throughout and Pro-Series garage cabinets. Two car garage. Winding Cypress is a natural gas community. Perfectly located between Marco Island and downtown Naples, this community offers a large resort-style pool, cabanas, bocce ball, pickleball, tennis, yoga deck, large fitness facility, locker rooms, a fire pit, a poolside restaurant and a full-time activities director; a community room, catering kitchen and activity room. With over 800 acres of preserve, it's perfect for running, walking and biking. Bird-watching overlook on the nature boardwalk. There is a small and large dog park as well as a community garden.

7682 Jacaranda Ln, Naples
$1,445,000
3 Beds ⋅ 3 Baths ⋅ 223009227 MLS
H8665 - New to the market! Make this stunning 3-bedroom 3-bathroom home your "forever home" in the exclusive gated community called Winding Cypress. This one owner home has seen continuous upgrades since its initial construction - outdoor kitchen, wood floors, lighting, bathroom fixtures, appliances, pool heater just to mention a few. Along with the many added features it's the many details that were tended to during the building process that truly make this home unique - extended lanai, added width to the garage, impact glass throughout, detailed woodwork, and more. Here you can bask in the Florida sunshine alongside the beautiful salt pool and spa that overlooks the peaceful lake and preserve. When its time to be social, you are just a short walking distance to the 1st class amenities of Winding Cypress - clubhouse, resort pool, lounge areas, cafe dining, fitness center, tennis and pickleball. With all this its easy to see why this could be your "forever home"!

7263 Clamshell Ln, Naples
$949,000
3 Beds ⋅ 3 Baths ⋅ 222068098 MLS
LOWEST PRICE PER SQUARE FOOT IN WINDING CYPRESS. 2884 square feet under air. Stunning Summerwood POOL home with EXPANSIVE LOFT (1000 sqft) in Winding Cypress, a premier Naples Location. Better than new, barely lived in 3 BEDROOM plus DEN, 3 FULL BATH home. Live Naples at its best. This is the perfect SECOND home, with lots of room for guests, or a PRIMARY Home with all the comfort you need. This home offers a HEATED SALT WATER pool, EXTENDED COVERED LANAI, EXTENDED Epoxy GARAGE with enough room to park 3 cars, Extra refrigerator, 2 A/C units (Loft and Downstairs), Wireless Access Points (Loft and Lanai), Keyless Entry Front Door, HIGH IMPACT Windows and Sliders, and more. Winding Cypress is a beautiful natural gas, fiber network, resort-style community with world-class amenities which include a restaurant, pickelball, tennis, bocce, gorgeous community pool with Fire Pits, Dog Park, and more. All of this a short drive from Naples amazing shopping and dining and Marco Island beautiful sandy beaches.

6762 Pennyroyal Dr, Naples
$849,000
2 Beds ⋅ 2 Baths ⋅ 223002759 MLS
H8344. Desirable 2021 built Summerwood within the gated natural gas community of Winding Cypress. Wood plank laminate floor throughout common living spaces and den. Brown/grey shaker cabinets and white quartz countertops in kitchen and bathrooms. Luxurious carpet in bedrooms, extra storage space in garage, upgraded higher ceiling with coffered design in the living area. Enjoy the pool with custom water feature while admiring the private water and preserve view. Must see to appreciate. Take advantage of everything Winding Cypress has to offer: resort-style pool, tennis, pickleball, dining venue, fitness center, dog park, trails and more.

7768 Winding Cypress Dr, Naples
$1,500,000
4 Beds ⋅ 4 Baths ⋅ 222090919 MLS ⋅ Winding Cypress BLDG.
This is your Next Home 4bed/4 bath + den. Gorgeous Pulte/DeVosta expanded, Pinnacle, two-story model with many upgrades. This is the largest home on the street built w/ a lot upgrades, no neighbors on the left of the home, extended lanai area, outdoor gas kitchen, beautiful pool/spa & premium LONG lake views. Peace of mind with Storm Smart electric lanai screens, solid surface flooring throughout & an expanded kitchen island with bar seating for 5 or more. The kitchen includes: wine fridge and custom cabinetry with soft-close, & stainless steel appliance package. Crown molding throughout. 2 Ground floor suites for entertaining your guests, main suite features an extended, tiled walk-in shower and an enormous closet. The upstairs loft is a massive living area featuring a sitting area, bathroom, and separate bedroom. The garage has a 4' garage extension, you CAN park three cars. Winding Cypress features: An AMAZING active lifestyle community with something for everyone, beach entry pool, waterfalls, poolside bar and grill, state-of-the-art fitness center, tennis, bocce, pickleball, social activities (off-site events, clubs, groups, classes) & miles of walking paths and boardwalks.

7383 Mockingbird Ct, Naples