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 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.

6 listings match your search criteria.

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Active

List Price:  $749,000

Single Family for Sale in Winding Cypress

List Price:  $749,000

• 4Bedrooms
• 3Bathrooms
• 2461Sq Ft
• 2015Year Built

• Courtesy of Gulf Coast Properties Group
• Sat Jun 25, 2022

Active

List Price:  $699,000

Villa Attached for Sale in Winding Cypress

List Price:  $699,000

• 2Bedrooms
• 2Bathrooms
• 1898Sq Ft
• 2017Year Built

• Courtesy of MVP Realty Associates LLC
• Tue Jun 28, 2022

Active

List Price:  $1,349,000

Single Family for Sale in Winding Cypress

List Price:  $1,349,000

• 4Bedrooms
• 3Bathrooms
• 3061Sq Ft
• 2016Year Built

• Courtesy of John R. Wood Properties
• Mon Jun 13, 2022

Active

Rental Price:  $8,000

Villa Attached for Rent in Winding Cypress

Rental Type: Seasonal

Rental Price:  $8,000

• 2Bedrooms
• 2Bathrooms
• 2886Sq Ft
• 2017Year Built

• Courtesy of Grice Realty Inc
• Fri Mar 18, 2022

Active

Rental Price:  $11,000

Single Family for Rent in Winding Cypress

Rental Type: Off-Season,Seasonal

Rental Price:  $11,000

• 3Bedrooms
• 3Bathrooms
• 2300Sq Ft
• 2021Year Built

• Courtesy of Naples Homes and Rentals Inc
• Thu Mar 24, 2022

Active

Rental Price:  $7,500

Single Family for Rent in Winding Cypress

Rental Type: Seasonal

Rental Price:  $7,500

• 2Bedrooms
• 2Bathrooms
• 1671Sq Ft
• 2021Year Built

• Courtesy of Nardi Realty
• Fri Oct 29, 2021