MARKET INTELLIGENCE
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Monthly data through · Month to date
The average asking price for Winding Cypress was $669,482 in October 2026, up 0.6% from September 2026. There were 881 active listings in Winding Cypress during October 2026, up 7.3% from September 2026.
November 2025–November 2026 · November 2026 is month to date
Oct 2026
The average asking price for Winding Cypress was $669,482 in October 2026, up 0.6% from September 2026.
| Date | Value |
|---|---|
| 2025-10 | Unavailable |
| 2025-11 | $686,298 |
| 2025-12 | $706,175 |
| 2026-01 | $694,762 |
| 2026-02 | $682,547 |
| 2026-03 | $667,599 |
| 2026-04 | $668,496 |
| 2026-05 | $663,250 |
| 2026-06 | $651,808 |
| 2026-07 | $655,554 |
| 2026-08 | $648,769 |
| 2026-09 | $665,456 |
| 2026-10 | $669,482 |
| 2026-11 | $666,825 |
Oct 2026
There were 881 active listings in Winding Cypress during October 2026, up 7.3% from September 2026.
| Date | Value |
|---|---|
| 2025-10 | Unavailable |
| 2025-11 | 1,073 |
| 2025-12 | 1,086 |
| 2026-01 | 1,166 |
| 2026-02 | 1,185 |
| 2026-03 | 1,188 |
| 2026-04 | 1,118 |
| 2026-05 | 1,044 |
| 2026-06 | 938 |
| 2026-07 | 862 |
| 2026-08 | 809 |
| 2026-09 | 821 |
| 2026-10 | 881 |
| 2026-11 | 899 |
November 2025–November 2026 · November 2026 is month to date
Oct 2026
The average time on market for Winding Cypress was 109.1 days in October 2026, down 10.0% from September 2026.
| Date | Value |
|---|---|
| 2025-10 | Unavailable |
| 2025-11 | 111.4 days |
| 2025-12 | 115.1 days |
| 2026-01 | 112.1 days |
| 2026-02 | 110.5 days |
| 2026-03 | 109.6 days |
| 2026-04 | 110.1 days |
| 2026-05 | 114.1 days |
| 2026-06 | 122.5 days |
| 2026-07 | 125 days |
| 2026-08 | 126 days |
| 2026-09 | 121.3 days |
| 2026-10 | 109.1 days |
| 2026-11 | 107.2 days |
Oct 2026
The average asking price per square foot for Winding Cypress was $342 in October 2026, up 0.3% from September 2026.
| Date | Value |
|---|---|
| 2025-10 | Unavailable |
| 2025-11 | $347 / sq ft |
| 2025-12 | $350 / sq ft |
| 2026-01 | $349 / sq ft |
| 2026-02 | $346 / sq ft |
| 2026-03 | $340 / sq ft |
| 2026-04 | $339 / sq ft |
| 2026-05 | $339 / sq ft |
| 2026-06 | $337 / sq ft |
| 2026-07 | $339 / sq ft |
| 2026-08 | $334 / sq ft |
| 2026-09 | $341 / sq ft |
| 2026-10 | $342 / sq ft |
| 2026-11 | $343 / sq ft |
November 2025–November 2026 · November 2026 is month to date
Choose one or more bedroom counts to compare. Each series shows how many ZIPs report that figure.
Oct 2026
Hover or tap the chart to compare a month.
| Date | 2-bedroom homes |
|---|---|
| Oct 2025 | Unavailable |
| Nov 2025 | $371,982 |
| Dec 2025 | $365,251 |
| Jan 2026 | $363,380 |
| Feb 2026 | $362,213 |
| Mar 2026 | $361,523 |
| Apr 2026 | $364,371 |
| May 2026 | $362,631 |
| Jun 2026 | $357,574 |
| Jul 2026 | $358,850 |
| Aug 2026 | $360,060 |
| Sep 2026 | $352,860 |
| Oct 2026 | $345,544 |
| Nov 2026 | $346,826 |
Oct 2026
Hover or tap the chart to compare a month.
| Date | 2-bedroom homes |
|---|---|
| Oct 2025 | Unavailable |
| Nov 2025 | 316 |
| Dec 2025 | 304 |
| Jan 2026 | 321 |
| Feb 2026 | 323 |
| Mar 2026 | 330 |
| Apr 2026 | 302 |
| May 2026 | 294 |
| Jun 2026 | 257 |
| Jul 2026 | 239 |
| Aug 2026 | 231 |
| Sep 2026 | 222 |
| Oct 2026 | 225 |
| Nov 2026 | 234 |
Oct 2026
Hover or tap the chart to compare a month.
| Date | 2-bedroom homes |
|---|---|
| Oct 2025 | Unavailable |
| Nov 2025 | 113.7 days |
| Dec 2025 | 121.2 days |
| Jan 2026 | 116.4 days |
| Feb 2026 | 113.4 days |
| Mar 2026 | 104.9 days |
| Apr 2026 | 106 days |
| May 2026 | 103.8 days |
| Jun 2026 | 113.3 days |
| Jul 2026 | 113.6 days |
| Aug 2026 | 117.2 days |
| Sep 2026 | 128.1 days |
| Oct 2026 | 121.9 days |
| Nov 2026 | 116.5 days |
Oct 2026
Hover or tap the chart to compare a month.
| Date | 2-bedroom homes |
|---|---|
| Oct 2025 | Unavailable |
| Nov 2025 | $273 / sq ft |
| Dec 2025 | $271 / sq ft |
| Jan 2026 | $271 / sq ft |
| Feb 2026 | $270 / sq ft |
| Mar 2026 | $268 / sq ft |
| Apr 2026 | $270 / sq ft |
| May 2026 | $269 / sq ft |
| Jun 2026 | $268 / sq ft |
| Jul 2026 | $267 / sq ft |
| Aug 2026 | $267 / sq ft |
| Sep 2026 | $267 / sq ft |
| Oct 2026 | $265 / sq ft |
| Nov 2026 | $266 / sq ft |
INDEPENDENT LISTING-ACTIVITY RANKING
Winding Cypress · published edition
No eligible agent activity is available for this geography.
Each figure retains its observation period. Monthly listing counts describe activity during the month; asking prices are not completed sale prices.
City historical prices are listing-count-weighted averages across associated ZIPs.
Cribber. Winding Cypress, FL real estate market. Retrieved November 9, 2026. https://cribber.ai/market-intelligence/winding-cypress-fl