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

2 Beds ⋅ 2 Baths ⋅ 222037701 MLS ⋅ Winding Cypress BLDG.

Your final opportunity to own a new home at Winding Cypress is here! This serenity villa home features 2 bedrooms, 2 baths, a den, and a covered lanai on a preserve view just a short distance away from the incredible amenity center. Inside the home you will find granite countertops throughout, stainless steel gas appliances, tile flooring throughout, exterior door to an extended covered lanai from owner's suite, impact glass windows, and a private nature view. From the moment you arrive at the stunning entry, Winding Cypress invites you in. This natural gas, resort-style community, remaining almost 2/3 preserve, welcomes you with a streetscape of superb views and new homes designed for the way you live. This premier Naples location offers highly attractive fees for the variety of world-class amenities right in your own backyard, including a grand clubhouse, resort pool, sports courts, dog park, community garden, and more. Photos are for illustration purposes only, options may vary.

7097 Live Oak Dr, Naples

3 Beds ⋅ 2 Baths ⋅ 223065392 MLS

Discover Your Dream Home Nestled W/in The Prestigious Community Of Winding Cypress. This Exquisite Residence Epitomizes Luxury Living W/ Its Open-Concept Design Seamlessly Integrating The Spacious Living Areas, Creating An Inviting Atmosphere For Both Relaxation & Entertainment. As You Step Inside, You'll Be Greeted By A Breathtaking Long Lake View That Sets The Stage For Tranquil Living. You'll Enjoy Peace Of Mind & Security During Stormy Seasons With Hurricane Impact Windows & Doors Throughout. The Home Is Adorned W/ Meticulously Crafted Upgrades Throughout. From The Gourmet Kitchen Featuring Stainless Steel Appliances, Quartz Countertops & White Shaker Cabinets, To The Master Suite That Is A Sanctuary Of Comfort, Offering Tranquility & Style, This Home Is A Testament To Luxury. Step Outside To Your Private Oasis, Where A Sparkling Pool Awaits, Inviting You To Take A Refreshing Dip Or Soak Up The FL Sun On The Large Screened Lanai. This Naples Gem Is Not Just A Home; It's A Lifestyle. Winding Cypress Offers A Wealth Of Amenities, Including A Clubhouse, Fitness Center, Tennis & Pickleball Courts, Restaurant, & Much More, Ensuring That Every Day Is Filled W/ Leisure & Recreation.

7634 Arrowhead Way, Naples

3 Beds ⋅ 2 Baths ⋅ 223051149 MLS

V11010 Beautifully updated 3 bedroom in Winding Cypress. This Serenity floorplan features granite kitchen with under cabinet lighting, pantry plus a hands-free faucet. Open living/dining area with tile, plantation shutters and large slider overlooking heated salt water pool. Private preserve views, ample closets plus a 2-car garage with AC and built-in storage. Impact glass throughout plus the lanai has both no-see-um screens and Storm Smart shutters. Winding Cypress offers fabulous amenities including a resort-style pool with poolside restaurant, spa and fitness center. Enjoy the fire pit, bocce ball, pickleball & tennis, outdoor yoga deck plus movement studio, dog park and community garden. Convenient to Naples dining, shopping and watersports. Offered turnkey furnished.

7175 Live Oak Dr, Naples

4 Beds ⋅ 2 Baths ⋅ 223046001 MLS

This coveted SW exposure pool home with has a beautiful long lake view! This Summerwood floorplan features 4BR/2BA and a 2 car garage. Impressive upgrades including electric storm smart hurricane screens, built in summer kitchen, expanded driveway, trey ceiling, crown molding, security system, cameras, finished laundry room and more! Winding Cypress has amazing amenities; onsite restaurant, pickle ball, bocce, tennis, state of the art fitness center and a resort style pool! Winding Cypress has no condos and is low density and is centrally located with easy access to Marco Island, 5th Ave, & I75 making it an ideal location! Homes is sold furnished – turnkey!

7408 Winding Cypress Dr, Naples

2 Beds ⋅ 2 Baths ⋅ 223042888 MLS

This beautiful home in highly desirable neighborhood of Winding Cypress boasts beautiful lake and preserve views and located on a quiet cul-de-sac. Sit on your lanai and enjoy watching all the wildlife. Amenities galore with large community pool, hot tub, restaurant, large gym, separate work out room, wireless internet café, library, tennis, bocce, and pickleball. Very active community with full time activity director. Ten minutes to Marco Island and 20 minutes to 5th Ave makes this home close to everything that makes Naples living unique. Winding Cypress has over 800 acres of preserve that gives this home tons of privacy. A must see.

7370 Mockingbird Ct, Naples

2 Beds ⋅ 2 Baths ⋅ 223029470 MLS

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.

7579 Jacaranda Ln, Naples

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