Clubhouse
A central social setting with café and gathering spaces.
NAPLES, FLORIDA
A LIN LUDWIG COMMUNITY GUIDEWinding Cypress.
A gated Naples community where villas, single-family homes, amenities, lakes, and extensive preserve land come together.
WELCOME TO WINDING CYPRESS
A neighborhood shaped by its natural setting.
Winding Cypress is a master-planned community in southeast Naples adjacent to the Picayune Strand Forest.
With substantial preserve and lake acreage, the landscape is a defining part of everyday life. The community pairs that natural backdrop with a central clubhouse and an active recreational program for residents of all ages.
Ask Lin about Winding Cypress
HOMES AT WINDING CYPRESS
A focused mix of villas and homes.
The community includes attached villas and single-family residences. Buyers can compare lot setting, preserve or water outlook, maintenance responsibilities, and the indoor-outdoor spaces that matter most.
Single-family residences
Attached villas
Preserve and lake settings
Natural-gas community
LIFE BEYOND YOUR FRONT DOOR
nature at home.
Recreation, dining, and outdoor gathering spaces are complemented by paths and boardwalks through the community landscape.
Pool & spa
A resort-style pool with lap lanes and places to unwind.
Court sports
Tennis, pickleball, bocce, and organized resident play.
Nature
Preserve land, lakes, boardwalks, gardens, and dog parks.
PRESERVE LIVINGNAPLES DAYSNAPLES, FLORIDAConnected to
Connected to
Southwest Florida.
Winding Cypress lies in southeast Naples near the edge of preserved lands. Its setting offers a quieter residential feel while keeping Naples destinations and Marco Island within the wider region.
Worth reviewing
Review association services, current fees, insurance, preserve or lake setbacks, and travel times to the Naples destinations you use most.
YOUR NEXT CHAPTER
Would Winding Cypress feel like home?
Start with a thoughtful conversation about how you want to live.
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