Housing in Winding Cypress, FL

Home values, rent, ownership rates, and housing market data

Housing Market Snapshot

Source: Redfin — January 2026

Median Sale Price

$620,000

Median List Price

$925,000

Price Per Sq Ft

$393

Days on Market

123

Active Inventory

18

Months of Supply

6.0

Balanced market

Price Trends

Source: Redfin
Sale Price 14.1%List Price 2.9%Mar 24Jan 26

Market Competitiveness

Source: Redfin

Sold Above List

0.0%

Off Market in 2 Weeks

33.3%

Sale-to-List Ratio

93.6%

Buyer's market

Sold Above Asking
0.0%
Under Contract in 2 Wks
33.3%
Listings with Price Drops
44.4%

Market Activity

Source: Redfin

Homes Sold

3

New Listings

5

Pending Sales

3

Homes Sold 25.0%New Listings 28.6%Pending 70.0%Mar 24Jan 26

Price Per Square Foot

Source: Redfin

Median Sale $/SF

$393

Median List $/SF

$434

Sale $/SF 5.1%List $/SF 6.1%Mar 24Jan 26

Winding Cypress vs Similar Cities

Source: Census ACS / Redfin (2023)

Compared to cities with under 10,000 residents. Winding Cypress is highlighted.

Median Home Value

Median Price Per Sq Ft

Census Housing Data

Source: U.S. Census Bureau ACS (2023)

Median Home Value

$917,400

Median Rent

N/A

Total Housing Units

583

Vacancy Rate

11.5%

Owner Occupied

97.3%

Renter Occupied

2.7%

Median Property Tax

$6,229

per year

Monthly Cost (w/ Mortgage)

$1,362

Housing Types

Single Family
100.0%
Multi-Family
0.0%
Mobile Home
0.0%

The current median sale price in Winding Cypress, FL is $620,000 according to Redfin data. Homes spend a median of 123 days on the market. 0.0% of homes sold above asking price. The market has 6.0 months of supply. The median price per square foot is $393. About 97.3% of housing units are owner-occupied. The median year homes were built is 2016. There are 583 total housing units.