Winding Cypress Homes with Street Lights Community features

Welcome to Winding Cypress, a picturesque subdivision nestled in the heart of Naples, Florida. This charming community is located in Collier County, offering residents a tranquil and serene environment to call home.

One of the standout features of Winding Cypress is its Homes with Street Lights Community, providing a sense of security and a warm ambiance for its residents. Imagine strolling down beautifully lit streets in the evening, creating a cozy and inviting atmosphere for evening walks or runs.

In addition to the street lights, Winding Cypress boasts a range of impressive amenities for its residents to enjoy. From lush green spaces and scenic walking trails to a community clubhouse and swimming pool, there is something for everyone to appreciate in this vibrant neighborhood.

Whether you are looking for a peaceful retreat or a place to connect with neighbors and friends, Winding Cypress offers the perfect blend of natural beauty and modern conveniences. Come and discover the beauty and charm of Winding Cypress – where every day feels like a vacation in paradise.

Newest Winding Cypress Homes with Street Lights Community features

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.

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 $564,900 ▼

**Motivated sellers!! Seller concession of $5k!!!This freshly painted, light-filled attached villa in Winding Cypress features two bedrooms plus a den with easy conversio...

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.

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...

3 Beds
3 Baths
Winding Cypress SubDv.

7156 Live Oak Drive, Naples $590,000 ▼

PRICE ALERT- This is the LOWEST TRUE 3-BEDROOM complete with your own private pool located in the amenity rich community of Winding Cypress!!! The ultimate blend of luxu...

3 Beds
2 Baths
Winding Cypress SubDv.

7478 Winding Cypress Drive, Naples image

7478 Winding Cypress Drive, Naples $1,349,500

BRING OFFERS! Welcome to this highly upgraded Infinity Model, a rare offering in the prestigious Winding Cypress community of Naples. Built by renowned DiVosta Builders, ...

3 Beds
3 Baths
Winding Cypress SubDv.

7666 Jacaranda Lane, Naples $575,000

Experience elevated resort-style living in the highly desirable community of Winding Cypress. This impeccably maintained and tastefully updated 2-bedroom plus den, 2-bath...