Winding Cypress Homes with Stucco Construction

Welcome to Winding Cypress, a picturesque subdivision nestled in the heart of Naples, Florida, within the beautiful Collier County. This vibrant community is designed for those who appreciate the perfect blend of luxury, nature, and convenience. With its lush landscapes and serene surroundings, Winding Cypress offers an idyllic setting for families, retirees, and everyone in between.

One of the standout features of homes in Winding Cypress is the stunning stucco construction. This durable and aesthetically pleasing exterior not only enhances the beauty of each residence but also provides excellent insulation and weather resistance, making it ideal for the Florida climate. The homes are thoughtfully designed with open floor plans, spacious living areas, and modern amenities that cater to today’s lifestyle, ensuring comfort and functionality.

Residents of Winding Cypress enjoy a wealth of community amenities, including a resort-style pool, fitness center, and walking trails that invite you to explore the natural beauty of the area. The community fosters a sense of camaraderie, with planned social events and activities that encourage neighbors to connect and create lasting friendships.

Located just minutes from Naples' pristine beaches, world-class dining, and upscale shopping, Winding Cypress is the perfect place to call home. Whether you’re looking to relax by the pool, take a leisurely stroll through the scenic pathways, or enjoy the vibrant local culture, this community has it all. Experience the charm of Winding Cypress and discover your dream home in this enchanting Naples neighborhood today!

Newest Winding Cypress Homes with Stucco Construction

7259 Live Oak Drive, Naples $969,000

An opportunity to unlock value! Great opportunity for buyers looking to build equity through a little hard work and personal vision. This home offers solid potential fo...

3 Beds
3 Baths
Winding Cypress SubDv.

7383 Mockingbird Court, Naples $1,550,000

Situated on a private .29 acre, end lot in the highly sought-after gated community of Winding Cypress, this home offers 3,696 square feet of refined Naples living space. ...

4 Beds
4 Baths
Winding Cypress SubDv.

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 $539,000 ▼

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 $1,350,000 ▼

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 $945,000 ▼

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...