Winding Oaks Real Estate
Most Popular
21114 Chestnut Cove
$429,500
Keller Williams City-View 210-696-9996
Most Expensive
21114 Chestnut Cove
$429,500
Keller Williams City-View 210-696-9996
Least Expensive
21007 Chestnut Cv
$350000
Keller Williams Heritage 210-493-3030
Winding Oaks Listings Summary
Winding Oaks - Town vs. County Stats
Avg Price in Winding Oaks: $397,800 / County Avg $377,100
105%
Avg Taxes in Winding Oaks: $9,300 / County Avg $9,300
100%
Avg Sq. Ft. in Winding Oaks: 2,314 / County Avg 2,061
112%
Avg Price per/sqft in Winding Oaks:$172 / County Avg $183
94%
Avg Year Built in Winding Oaks: 2010 / County Avg 1999
101%
Avg Days on Website in Winding Oaks: 113 / County Avg 105
108%
Winding Oaks Real Estate Market Health
New Listings
Reductions
Foreclosures
Short Sales
Information provided courtesy of LERA MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is believed to be accurate but not guaranteed. Provided courtesy of LERA MLS. Copyright 2026 LERA MLS, All Rights Reserved. Data last updated September 16, 2026 1:05 AM UTC
All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data relating
