- Main
- Naples Real Estate
- Winding Cypress Homes for Sale
Winding Cypress Homes for Sale: 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.
Winding Cypress Homes for Sale: H10061. Beautifully appointed Summerwood floorplan pool home with upgrades throughout, private preserve views, heated pool & spa, and more. The owners added over $80,000 in additional improvements including a whole house generator, Storm Smart shutters, custom outdoor kitchen, outdoor landscaping and pool lighting, extended driveway and sidewalk, garage storage rack, custom front door with impact glass, queen Murphy Bed and book cases with storage & more. This well-maintained home offers 3 bedrooms + den, 2 bathrooms, 2-car epoxy garage and plenty of storage space. The stunning kitchen features granite counters, upgraded white cabinets, large center island, Whirlpool stainless steel appliances and hood. The zero corner sliding glass doors lead to the spacious lanai including covered entertaining area, outdoor summer kitchen, custom heated pool & spa with private preserve views. Winding Cypress is a natural gas, resort-style community with world class amenities including a luxurious clubhouse with restaurant and bar, heated pool, tennis, pickleball, bocce ball, dog park and even a community garden. Located just a short drive from the white sandy beaches of Naples and Marco Island.
Winding Cypress Homes for Sale: 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.
Winding Cypress Homes for Sale: Beautifully appointed Summerwood floor plan offers 3 bedrooms, a den and a sunroom with 95K in builder options. Kitchen features white cabinets, granite countertops, natural gas cooktop, KitchenAid SS built-in appliances & enlarged island. Other upgrades include tile set on the diagonal throughout, walk in shower, California Closets, Large laundry room with cabinets & sink, 2022 AC w/ special U/V lighting, concrete flat-tile roof, cabinets & shelving in garage, pest control piping in walls and widen driveway. Lush landscaping provides privacy for covered lanai with lake views. Lanai is pre-plumbed for outdoor kitchen with plenty of room to add pool. Hurricane protection includes newly installed accordion shutters on windows & storm smart electric screens on lanai. Located in sought after Winding Cypress Community with rich amenities including a resort style pool, restaurant/bar, fire pit, fitness center, outdoor yoga deck, pickle-ball, tennis, bocce ball, community garden, dog park, and a nature trail boardwalk that wanders through protected natural preserves. Centrally located between Marco Island and 5th Ave allows easy access to beautiful beaches, restaurants and entertainment.
Winding Cypress Homes for Sale: 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.
Winding Cypress Homes for Sale: Winding Cypress 2 bed+den villa with POOL & SPA. This Serenity floor plan with the kitchen conveniently tucked away behind peninsula island allows for optimal entertaining space. Kitchen features Quartz countertops, natural gas range & SS appliances. Other highlights include, plantation shutters, crown molding, Lutron shades at slider, recessed & under cabinet lighting, upgraded lighted mirrors in both baths, laundry room cabinets & sink, privacy door for guest suite, pull down attic stairs in garage, widen driveway, pest control piping in the walls, newly installed storm smart electric screens on lanai and landscaped lighting around lanai. Slight pie shape lot and lush landscaping offers extra privacy for lanai and pool area. Located in sought after Winding Cypress Community with it's rich amenities including a resort style pool, restaurant/bar, fire pit, fitness center, outdoor yoga deck, pickle-ball, tennis, bocce ball, community garden, dog park, and a nature trail boardwalk that wanders through protected natural preserves. Centrally located between Marco Island and 5th Ave allows easy access to the surrounding areas beautiful beaches, restaurants and entertainment.
Winding Cypress Homes for Sale: Beautiful, well-kept, light-and-bright villa with a long lake view to the Southwest to catch the all-day sun. Tile floors throughout for comfort and cleanliness. Lanai has no-see-um netting for year-round use. Bright kitchen with desirable gas cooktop. Split bedroom floor plan for guest privacy. Den and office with glass doors. Superb seasonal home or full-time Florida living. The clubhouse has a large pool, exercise facility, tennis and pickleball courts, and bar and restaurant for convenient stay-in community living. Short drive to Marco Island beaches or downtown Naples and beaches. Make the Florida lifestyle yours in this gorgeous villa.
Winding Cypress Homes for Sale: Presenting resort living at its best with the extremely popular DiVosta Serenity model in Winding Cypress of Naples. This home is set on a tremendous private, pie-shaped lot with a large, covered lanai. The extra space surrounding the home makes it unique to the neighborhood. The home includes a modern, fully upgraded kitchen and breakfast bar setup alongside an open dining area. This nearly new home includes an immense amount of builder-installed upgrades as well. The split layout inside allows guests privacy and features a large owners' suite, guest bedroom suite and two full baths. The Club at Winding Cypress is a must-see and boasts a massive resort pool, sunset sand cabanas, bocce ball, pickleball, clay tennis courts, yoga deck, large gym workout facility, fire pits, nature trail, locker rooms, a full-time activities director, sandbar 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. It is perfectly situated in the heart of Marco Island and close to 5th Avenue in downtown Naples.

Need professional assistance selling your property at Winding Cypress Naples? Find out how an Area Specialist can help to generate more property exposure in order to get the most money for your investment in the least amount of time.
Contact Us.*Just Listed: new properties that came on the market within the last 30 days.
*Decrease/Increase: listing values that are being recorded within the last 30 days.
*Foreclosures/Short Sale: Please note, all properties are subject to bank approval. Buyers must be pre-approved or show proof of funds before submitting an offer.
The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker's logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.