Winchester, KY Housing Market
The Winchester housing market is somewhat competitive. The median sale price of a home in Winchester was $245K last month, up 4.1% since last year. The median sale price per square foot in Winchester is $173, up 20.6% since last year.
Winchester Housing Market Trends
In July 2025, Winchester home prices were up 4.1% compared to last year, selling for a median price of $245K. On average, homes in Winchester sell after 61 days on the market compared to 31 days last year. There were 24 homes sold in July this year, down from 27 last year.

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How hot is the Winchester housing market?
The Redfin Compete Score rates how competitive an area is on a scale of 0 to 100, where 100 is the most competitive.
Calculated over the last 3 months
- Some homes get multiple offers.
- The average homes sell for about 1% below list price and go pending in around 40 days.
- Hot homescan sell for around list price and go pending in around 13 days.
The Redfin Compete Score rates how competitive an area is on a scale of 0 to 100, where 100 is the most competitive.
Calculated over the last 3 months
- Many homes get multiple offers, some with waived contingencies.
- The average homes sell for about 2% below list price and go pending in around 31 days.
- Hot homescan sell for around list price and go pending in around 8 days.
The Redfin Compete Score rates how competitive an area is on a scale of 0 to 100, where 100 is the most competitive.
Calculated over the last 3 months
- Some homes get multiple offers.
- The average homes sell for about 2% below list price and go pending in around 52 days.
- Hot homescan sell for around list price and go pending in around 20 days.
Winchester Migration & Relocation Trends
- Across the nation, 0.17% of homebuyers searched to move into Winchester from outside metros.
- Louisville homebuyers searched to move into Winchester more than any other metro followed by Chicago and Washington.
- 51% of Winchester homebuyers searched to stay within the Winchester metropolitan area.
- Cincinnati was the most popular destination among Winchester homebuyers followed by Cleveland and Dallas.
Inbound | Net inflow | ||
---|---|---|---|
Metros | Jun '25 - Aug '25 | ||
1 | 284 | ||
2 | 136 | ||
3 | 88 | ||
4 | 86 | ||
5 | 67 | ||
6 | 60 | ||
7 | 57 | ||
8 | 42 | ||
9 | 42 | ||
10 | 40 |
Outbound | Net outflow | ||
---|---|---|---|
Metros | Jun '25 - Aug '25 | ||
1 | 134 | ||
2 | 70 | ||
3 | 26 | ||
4 | 15 | ||
5 | 13 | ||
6 | 12 | ||
7 | 12 | ||
8 | 12 | ||
9 | 10 | ||
10 | 8 |
View houses in Winchester that sold recently
Recently sold homes
- $639,000 Last Sold Price6 beds4.5 baths4,021 sq ft4455 Colby Rd, Winchester, KY 40391List Price$639,000Sale to List0% over listDays on Market64 days4455 Colby Rd, Winchester, KY 40391
- $201,000 Last Sold Price3 beds2 baths1,526 sq ft128 Alabama St, Winchester, KY 40391List Price$210,000Sale to List4% under listDays on Market185 days128 Alabama St, Winchester, KY 40391
- $174,900 Last Sold Price2 beds1.5 baths1,222 sq ft20 Heather Ln, Winchester, KY 40391List Price$174,900Sale to List0% over listDays on Market74 days20 Heather Ln, Winchester, KY 40391
- $263,000 Last Sold Price3 beds1.5 baths1,397 sq ft2 Chickadee Ln, Winchester, KY 40391List Price$259,900Sale to List1% over listDays on Market37 days2 Chickadee Ln, Winchester, KY 40391
- $210,000 Last Sold Price3 beds2 baths1,150 sq ft305 Geronimo Ct, Winchester, KY 40391List Price$219,999Sale to List5% under listDays on Market24 days305 Geronimo Ct, Winchester, KY 40391
- $385,000 Last Sold Price4 beds3 baths2,741 sq ft113 Shala Mar Rue, Winchester, KY 40391List Price$400,000Sale to List4% under listDays on Market71 days113 Shala Mar Rue, Winchester, KY 40391
- $110,000 Last Sold Price3 beds2 baths924 sq ft706 Williamsburg Dr, Winchester, KY 40391List Price$115,000Sale to List4% under listDays on Market118 days706 Williamsburg Dr, Winchester, KY 40391
- $201,000 Last Sold Price3 beds1 bath1,235 sq ft110 Colonial Park Dr, Winchester, KY 40391List Price$205,000Sale to List2% under listDays on Market92 days110 Colonial Park Dr, Winchester, KY 40391
See all recently sold homes in Winchester.
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Schools in Winchester
- Elementary
- Middle
- High
GreatSchools Rating
5/10 Strode Station Elementary School Public • K-4 | 506 Students | 3 reviews |
5/10 Rev. Henry E. Baker Sr. Interm. School Public • 5-6 | 739 Students | N/A |
4/10 Willis H Justice Elementary Public • K-4 | 427 Students | 1 reviews |
3/10 Conkwright Elementary School Public • K-4 | 505 Students | N/A |
3/10 Shearer Elementary School Public • K-4 | 392 Students | N/A |
Climate's impact on Winchester housing
Learn about natural hazards and environmental risks, such as floods, fires, wind, and heat that could impact homes in Winchester.
Flood Factor - Moderate
Flood Factor

Fire Factor - Moderate
Fire Factor

Wind Factor - Minor
Wind Factor

Wind likelihood over time
Heat Factor - Moderate
Heat Factor

Transportation in Winchester
Walk Score®
Bike Score®
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