- US
- Florida
- Collier County
- Winding Cypress city
Average Rent in Winding Cypress, FL
Apartments & Houses by Size
Rentometer, Inc. | Data as of 06/06/2026
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Winding Cypress, nestled in the heart of Florida’s vibrant coastal region, offers a rental market that is both appealing and dynamic for families and professionals alike. The city’s housing inventory is dominated by spacious single‑family homes, many of which feature three bedrooms ideal for growing households. With an average rent that falls in the $7600 range and a median around $6000, residents enjoy competitive pricing for quality living spaces that often include modern amenities, private yards, and easy access to community pools and recreational facilities.
The community’s appeal extends beyond its housing options. Winding Cypress is celebrated for its picturesque waterways, well‑maintained parks, and proximity to popular attractions such as Cypress Creek Preserve and the historic downtown waterfront district. Easy access to major thoroughfares and public transportation makes commuting to nearby business hubs and cultural venues straightforward, while local schools consistently receive high marks, adding to the city’s family‑friendly reputation.
Whether you are seeking a comfortable three‑bedroom home to settle down in, or a tranquil setting that combines natural beauty with convenient urban amenities, Winding Cypress delivers a balanced rental experience. The city’s steady demand for quality housing ensures a vibrant market, while its welcoming atmosphere and range of leisure options make it a standout choice for renters looking to enjoy the best of Florida living.
Winding Cypress Rent by Property Type & Bedroom Count
Averages, medians, and ranges across recent rental listings
| Property Type | Bedrooms | Average | Median | Min – Max | 25th – 75th |
|---|---|---|---|---|---|
| House | 2 Bedroom | $4,567 | $3,800 | $3,790 – $7,000 | $3,800 – $4,447 |
| House | 3 Bedroom | $7,990 | $9,000 | $1,100 – $12,000 | $5,900 – $10,500 |
Current rent in Winding Cypress (all property types): 2 Bedroom $4,973, 3 Bedroom $7,990.
Note: This analysis includes only bedroom types with sufficient data.
Map of Winding Cypress
Outlined area shows the city boundary. Shaded regions show where rentals cluster.
About this data
Rent statistics, listings analysis, and visualizations on this page are produced by Rentometer, Inc.
If you cite, share, or republish data from this report, please credit Rentometer.