

Winding Cypress
The CARES breakdown
One independent score, computed the same consistent way for every community — never from who pays us. Here's how Winding Cypress scores on each dimension (0–10). How the CARES Score works →
About Winding Cypress
Winding Cypress in Naples, FL is a senior living community featuring private bathrooms, kitchenettes, Wi-Fi, and cable TV in furnished accommodations. Residents enjoy fitness programs, outdoor activities, resident-run programs, scheduled daily events, and a fitness room for an active lifestyle.
Care & amenities
Pricing
Winding Cypress hasn't published pricing with us yet. Ask CARA to help you request current rates — communities answer quickly, and it costs your family nothing.
Ask CARA how it compares to nearby communities, what's actually included in the rate, or whether it takes the Florida Medicaid waiver.
Location
Collier Boulevard & Highway 41, Naples, FL, 34114 · Open in Google Maps →
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Common questions
What types of care does Winding Cypress offer?
Winding Cypress in Naples, FL offers independent living. Care options and availability can change — contact the community directly to confirm what fits your needs.
Where is Winding Cypress located?
Winding Cypress is located at Collier Boulevard & Highway 41, Naples, FL.
What is Winding Cypress's CARES Score?
Winding Cypress has an independent CARES Score of 0.6 out of 10 — Senior Community Stars' own quality rating, computed the same consistent way for every Florida community from published information and aggregated public reviews. It is not a government inspection or licensing rating. See exactly how the score is built on our CARES methodology page.
What amenities does Winding Cypress offer?
Listed amenities include Private bathroom, Wi-Fi / high-speed internet, Kitchenette, Cable TV, Air conditioning, Telephone, Furnished, Outdoor programs, and more. Amenities vary and change over time — confirm current offerings with the community.
How can I tour Winding Cypress or get pricing?
Use the contact form on this page or call Winding Cypress directly to schedule a visit and request current pricing. Senior Community Stars is always free to families and charges no referral fees.


