Winding Cypress Homes with Tile Roof

Welcome to Winding Cypress, a picturesque subdivision nestled in the heart of Naples, Florida. This charming community offers a perfect blend of luxury, comfort, and natural beauty, making it an ideal place for families, retirees, and everyone in between. With its lush landscapes and serene surroundings, Winding Cypress is a haven for those seeking a tranquil lifestyle while still being close to the vibrant offerings of Naples.

One of the standout features of homes in Winding Cypress is their stunning tile roofs, which not only enhance the aesthetic appeal of the properties but also provide durability and energy efficiency. These roofs are designed to withstand Florida's diverse weather conditions, ensuring that your investment remains protected year-round. The tile roofs also contribute to the Mediterranean-inspired architecture that characterizes this beautiful community, creating an inviting atmosphere that residents are proud to call home.

Within Winding Cypress, you'll find a variety of meticulously designed single-family homes, each showcasing modern amenities and open floor plans that cater to today’s lifestyle. The community boasts an array of resort-style amenities, including a clubhouse, fitness center, and sparkling pools, all set against the backdrop of Florida's stunning natural landscapes. Residents can enjoy leisurely strolls along winding paths, partake in community events, or simply relax in the peaceful surroundings.

Located in Collier County, Winding Cypress is just a short drive from Naples' pristine beaches, upscale shopping, and gourmet dining options. Experience the best of Florida living in this exceptional community where every day feels like a vacation. Discover your dream home in Winding Cypress today!

Newest Winding Cypress Homes with Tile Roof

6932 Cocoplum Street, Naples $1,575,000

Exceptional southern exposure, breathtaking preserve and water views, and one of the most desirable homesites in Winding Cypress set the stage for this highly upgraded Pi...

3 Beds
3 Baths
Winding Cypress SubDv.

7591 Jacaranda Lane, Naples $549,000

Western sunset views, peaceful pond vistas, and added privacy, this Winding Cypress villa offers a setting that’s truly special! Beautifully upgraded, this unfurnished 2 ...

2 Beds
2 Baths
Winding Cypress SubDv.

7775 Winding Cypress Drive, Naples image

7775 Winding Cypress Drive, Naples $990,000

Thank you for taking a look at the best value in sought after Winding Cypress! This pristine, 2-Story Summerwood Model, is loaded with options and is located on one of th...

4 Beds
3 Baths
Winding Cypress SubDv.

7098 Live Oak Drive, Naples $520,000

Enjoy the ease of Florida living in this beautifully maintained, Serenity floor plan single family villa, ideally situated on a corner lot in the gated, amenity-rich comm...

3 Beds
2 Baths
Winding Cypress SubDv.

7235 Live Oak Drive, Naples $925,000

This home has had a complete refresh with a lot of new improvements, new heat/ac units on both floors new pool pump and heater, new roof vents, new lanai screen, paver...

3 Beds
3 Baths
Winding Cypress SubDv.

7247 Clamshell Lane, Naples $1,549,000

A MUST-SEE HOME IN A MUST SEE COMMUNITY Extensive upgrades and designer elements elevate this home, based on an award winning model. Gorgeous water/preserve views are ...

4 Beds
4 Baths
Winding Cypress SubDv.

7602 Jacaranda Lane, Naples $548,000 ▼

**Motivated sellers! This freshly painted, light-filled attached villa in Winding Cypress features two bedrooms plus a den with easy conversion to a third bedroom, two fu...

2 Beds
2 Baths
Winding Cypress SubDv.

7072 Live Oak Drive, Naples $1,450,000

Welcome to this beautifully appointed 4-bedroom, 4-bath residence offering approximately 3,350 square feet and a custom, one-of-a-kind floor plan not found elsewhere in t...

4 Beds
4 Baths
Winding Cypress SubDv.

7230 Live Oak Drive, Naples $1,100,000 ▼

Beautiful home on a premium pie shaped lot with lots of privacy. Seller keeps his landscaping impeccable. This home features 3 generous size bedrooms, 3 full bath , 3 c...

3 Beds
3 Baths
Winding Cypress SubDv.

6825 Greenbriar Court, Naples $965,000

Preserve views on a quiet cul-de-sac street define this two-story Mystique residence in Winding Cypress, where a saltwater pool with spillover spa, expansive outdoor livi...

4 Beds
3 Baths
Winding Cypress SubDv.

7700 Winding Cypress Drive, Naples image

7700 Winding Cypress Drive, Naples $1,250,000

BEAUTIFUL AND METICULOUSLY MAINTAINED 5 BEDROOM, 3 BATH HOME IN DIVOSTA’S GATED WINDING CYPRESS COMMUNITY, ONE OF NAPLES MOST DESIRABLE LOCATIONS, CONVENIENT TO DOWNTOWN ...

5 Beds
3 Baths
Winding Cypress SubDv.

6907 Cocoplum Street, Naples $1,295,000

PRICED TO SELL! Discover exceptional value in one of Naples’ most desirable lifestyle communities, Winding Cypress. Ideally situated on an oversized preserve lot with pea...