Winding Cypress Naples Florida - 12 Homes For Sale

Wow! This beautifully designed and meticulously maintained home is spectacular. Featuring the highly desirable and rarely available Stonewater floor plan, you are welcomed through a double-door entryway and onto a Great Room like few others. At approx. 37' X 22', with ceiling heights of approx. 13', it is perfect for entertaining or simply relaxing at home after a nice day out. The kitchen features upgraded appliances, quartz countertops, an oversized island and walk-in pantry. The two guest bedrooms feature en suite bathrooms and there is a dedicated pool bathroom on the lanai. Other features include tile throughout all common areas, a large laundry/utility room with plenty of cabinets, natural gas and a 3-car garage. The rear, picturesque lake and preserve land view is wonderful and provides privacy. To top it all off, this magnificent home resides in the highly prized community of Winding Cypress. An onsite restaurant, modern fitness center, community pool and a full calendar of social gatherings are a nice walk, bike or golf cart ride away. Great home. Great community. Great location. This property checks all the right boxes for the time of your life in beautiful Naples, FL.

H8665 - New to the market! (Professional photos are on their way) 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 its 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 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"!

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.

Combining the unique privacy of a long lake view with the unparalleled value offered in Winding Cypress, this Pinnacle model is everything you are seeking in your new Naples home! Enjoy relaxing or entertaining on your spacious lanai with (gas) outdoor kitchen and saltwater pool and spa with a less than year-old heater. Or, take advantage of the gourmet kitchen and wine bar with family and friends as you flow into the open and inviting great room while enjoying the whole-home Vitex sound system. Whether for family or overnight guests, you will appreciate the separation in the 3 bedrooms (+den) as well as the convenience of 3 full baths. Speaking of baths, the main bedroom provides the luxury of an extended shower design as well as a spacious walk-in closet. When you venture out of your home, the luxurious clubhouse amenities covered by your very affordable HOA dues include a grand fitness center, meeting/activity rooms, catering kitchen, library, and more. Just outside the clubhouse doors you will find a resort pool, lap pool, spa, bocce, tennis, pickleball, etc. Designed to mesh with nature, Winding Cypress also offers a dog park, community garden, nature paths, and more.

Pristine 3+den pool home with lake views in highly sought-after Winding Cypress. They spared no expense with upgrades everywhere to include custom saltwater pool, walk-in pantry, oversized two car garage, and spacious walk in closets. All appliances are up to date with two new ACs, new gas pool heater, new refrigerator, new flooring, spacious family room on the second floor, washer and dryer included. Winding Cypress features world class amenities to include a state of the art fitness center, luxury clubhouse, resort style pool with poolside dining, dog park, bocce, pickle-ball, tennis courts and much more!

NICER THAN A MODEL HOME!!! Spacious 3 bedroom + den, 3 FULL bathroom house with FULL impact glass doors and windows. $138,000 in builder upgrades PLUS over $110,000 in CUSTOM upgrades that were done after closing. Built in 2021, the home has luxurious features you would find in a MODEL home such as: luxury vinyl and carpet flooring, crown molding, interior re-painted, outdoor landscaping lighting, a designer front door, garage door screen, custom hardware throughout, home alarm system, custom cabinets in the living and laundry rooms, custom lighting, and more. Winding Cypress has TONS of activities is a natural GAS community and offers RESORT STYLE amenities such as: a resort style pool, food and drinks at the outdoor Barefoot Bar, a state of the art fitness center, a movement studio, multiple dog parks, tennis, bocce, pickle ball, a nature walk trail, a bird watching overlook and more. Winding Cypress has TWO entrances/exits so within minutes you can you can on Marco Island or at the FAMOUS shopping and dining on 5th Avenue South. This home “may” be the best value in Winding Cypress and possibly anywhere in Naples. VIRTUAL TOUR LINK AVAILABLE TO CLICK ON THAT INCLUDES A VIDEO

The ultimate waterfront home site in the resort community of Winding Cypress in Naples. This Summerwood model has every option and add-on imaginable. From impact windows to a whole-house generator system. The fully extended covered lanai and pavered pool deck extend over a curved pie-lot water view. The home includes three bedrooms, a den, two baths, a gourmet kitchen opening to the gathering room, dining area and the sunroom for the perfect poolside living nook for TV or reading. The lanai features wide-open spaces for sun loungers and 2nd largest structured covered lanai of any model in Winding Cypress. The master bedroom is a full en suite and includes a large custom walk-in closet. The luxurious Winding Cypress clubhouse amenities include a state-of-the-art fitness center, catering kitchen, community room and activity room. Residents have access to a resort-style pool, lap pool, spa, outdoor movement studio, outdoor barefoot bar, full bocce and pickleball courts, tennis courts, a fire pit and even a birdwatching overlook and nature boardwalk with a picnic pavilion.

Beautifully appointed Summerwood floorplan, with over $150,000.00 in builder design option upgrades, heated pool and spa, raised ceilings, and more. The owners have added over $45,000.00 in additional improvements including a whole house Generator, hurricane shutters, hurricane glass front windows and entry door, landscaping and lighting, window treatments, garage overhead storage, and more. Home is being sold partially furnished. This great lakefront home offers, 3 bedrooms, 2 bathrooms, den, full kitchen with quartz countertops and central island. Winding Cypress offers natural gas. Enjoy the great amenities at Winding Cypress including a full resort clubhouse with restaurant and bar, heated pool, tennis, pickleball, and even a community garden with fresh veggies and herbs. Winding Cypress is centrally located a short drive south to the white sand beaches of Marco Island and west to all the activities of downtown Naples. The community is located near shopping, restaurants, grocery stores, and medical facilities. Welcome to Winding Cypress, your Piece of Paradise.

Stunning Summerwood POOL home with expansive LOFT 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 for a PRIMARY Home with all the comfort you need. This home offers a heated SALTED pool, EXTENDED covered LANAI, EXTENDED Epoxy GARAGE with Extra refrigerator, 2 A/C units (Loft and Downstairs), Wireless Access Points (Loft and Lanai), Keyless Entry Front Door, High Impact Windoews 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.

Just water and trees. This ultra-premium home and lot has waterfront, preserve, and sunset western views set in the ultimate Naples resort community of Winding Cypress. This Abbeyville home features every builder option and upgrade, plus a very cool bonus upstairs loft bedroom and living room for a sweet retreat. The home includes top-level finishes along with impact windows from top to bottom, Swat outdoor bug system, central vacuum, fully remote automated SunPro awning system with night lights on the lanai, and many more. The luxurious Winding Cypress clubhouse amenities include a state-of-the-art fitness center, catering kitchen, community room and activity room. Residents have access to a resort-style pool, lap pool, spa, outdoor movement studio, outdoor barefoot bar, bocce ball courts, tennis courts, a fire pit and even a bird-watching overlook and nature boardwalk with a picnic pavilion.

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.

Presenting the rare opportunity to own a luxury villa Serenity model with saltwater pool and hot tub spa set on a breathtaking view over water and sunset. This highly sought-after Winding Cypress home includes outstanding privacy, space inside and out with a custom pool and bonus in-water sun shelf. This nearly new home interior includes an immense amount of builder upgrades, including quartz finishes, high-end porcelain floors, glass tiled backsplash, and easy open and close hurricane shutters. The features and layout inside are a testament to the award-winning DiVosta consumer-tested designs with features such as the guests' privacy slider, tall doors, tray ceiling and more. The Club at Winding Cypress is a must-see and boasts a massive resort pool, sand cabanas, bocce, pickleball, clay tennis courts, yoga deck, large gym facility, fire pit, nature trail, locker rooms, full-time activities director, sand bar restaurant and much more. Winding Cypress is one of Naples' most unique, resort-style, non-golf communities ever built. It includes over 800 acres of pristine preserve, insulating the ideal location. Perfectly situated between Marco Island and 5th Ave S in downtown Naples.