Multi-Million Dollar Top Producing Luxury Realtor
Beatriz Zea / Multi-Million Dollar Top Producing Luxury Realtor

Winding Cypress, Naples, Fl


Resort-style living and a welcoming community await you at Winding Cypress.


Neighborhood Features

  • Heated Resort-Style Pool & Spa 
  • State of the Art Fitness Center & 
  • Movement Studio 
  • Outdoor Barefoot Bar 
  • Clubhouse with Activity Room, Catering 
  • Kitchen & Library 
  • Bocee Ball Courts 
  • 5 Tennis Courts 
  • 4 Pickleball Courts 
  • Activity Director 
  • Fire Pit 
  • Dog Park 
  • Boardwalk with Pavilion and Bird 
  • Wading Overlook 
  • Community Garden 
  • Entry Gate with Guard House 
  • Home Lawn Maintenance included


Winding Cypress is an active lifestyle community set in 800 acres of natural preserves. Interstate 75 and U.S. Highway 41 are less than ten minutes away. Residents can take a 15-minute drive to well-known Fifth Avenue South for shopping, dining, and entertainment options. The Esplanade Shoppes of Marco Island is also a great nearby shopping destination. For fun in the sun and sand, homeowners can visit the beautiful Naples Pier and beaches that are only 20 minutes away. 

Residents can also enjoy beautiful lake views and world-class amenities without leaving the community. The clubhouse has plenty of space for social gatherings so neighbors can interact with each other and build community bonds. The amenities will include a state-of-the-art fitness center, catering kitchen, community room, and activity room. 

The real estate in this community consists of elegant single-family and attached homes that offer one-story living with a few models offering optional second floors. Homebuyers can choose from six single-family floor plans. They offer 1,659 to 2,589 square feet of living space with two or three bedrooms, two or three bathrooms, and an attached two to three-car garage. All homes feature covered lanais, granite countertops, tile flooring, wood kitchen cabinets, gourmet kitchens, decorative fixtures, walk-in closets, and spacious master suites. Homes in this community range in price from $250,000 to $550,000. Whatever your preference, Winding Cypress in Naples has everything to satisfy your active lifestyle.