$335,000
6
3Bds
2Ba
1,836sqft
Sale Pending
The Real Estate Co - W Liberty
$335,000
6
3Bds
2Ba
1,836sqft
Sale Pending
The Real Estate Co - W Liberty
$2,299,000
2
5Bds
4Ba
8,389sqft
Mansion for sale
Bluegrass Sotheby'S International Realty
$99,500
5
2Bds
2Ba
924sqft
Sale Pending
Kentucky Residential Real Estate, Llc
$199,900
1
3Bds
1Ba
1,272sqft
Single family home for sale
Mccallie Real Estate
$239,000
13
3Bds
3Ba
1,856sqft
Single family home for sale
Tom Goebel & Company
$205,000
6
3Bds
2Ba
1,319sqft
Single family home for sale
Black Mountain Realty
$314,900
2
4Bds
3Ba
1,963sqft
Single family home for sale
The Agency
$639,000
2
3Bds
1Ba
1,962sqft
Single family home for sale
Dream Maker Realty, Llc
$219,500
7
3Bds
2Ba
1,130sqft
Single family home for sale
The Agency
$249,000
7
4Bds
2Ba
1,996sqft
Single family home for sale
The Agency
$209,500
4
3Bds
2Ba
1,200sqft
Sale Pending
Homefirst Real Estate
$269,500
5
4Bds
2Ba
1,752sqft
Single family home for sale
Kentucky Residential Real Estate, Llc
$265,000
1
5Bds
4Ba
1,714sqft
Single family home for sale
Guide Realty, Inc.
$296,000
15
4Bds
2Ba
1,953sqft
Single family home for sale
Woods Realty Group
$143,900
6
3Bds
2Ba
1,680sqft
Single family home for sale
Ensor Real Estate, Llc
$445,500
7
3Bds
3Ba
2,961sqft
Single family home for sale
Mccallie Real Estate
$159,000
6
3Bds
1Ba
1,249sqft
Single family home for sale
Re/Max Creative, Winchester
$285,000
3
3Bds
2Ba
1,780sqft
Sale Pending
Re/Max Creative Realty - Mountain Legacy Group
$220,000
10
3Bds
2Ba
1,737sqft
Single family home for sale
The Brokerage
$220,000
3
3Bds
1Ba
1,140sqft
Single family home for sale
Bluegrass Properties Group
$229,900
3
3Bds
2Ba
1,904sqft
Sale Pending
Freedom Realty & Property Management
$189,000
7
3Bds
1Ba
1,152sqft
Single family home for sale
Dream Maker Realty, Llc
$279,900
7
4Bds
3Ba
1,970sqft
Single family home for sale
Re/Max Creative Realty
$629,000
3
5Bds
4Ba
5,011sqft
Single family home for sale
Re/Max Elite Realty
$200,000
4
3Bds
1Ba
1,453sqft
Single family home for sale
Gsp Homes
$367,700
3
4Bds
2Ba
2,352sqft
Single family home for sale
Christies International Real Estate Bluegrass
$1,125,000
3Bds
4Ba
3,672sqft
Single family home for sale
United Real Estate Bluegrass
$299,900
5
3Bds
2Ba
1,444sqft
Single family home for sale
Woods Realty Group
$769,900
3
3Bds
3Ba
2,200sqft
Single family home for sale
Marshall Lane Real Estate - Lexington
$169,000
5
3Bds
1Ba
1,046sqft
Single family home for sale
Woods Realty Group
$134,900
6
2Bds
1Ba
986sqft
Single family home for sale
Woods Realty Group
$389,000
5
3Bds
3Ba
2,204sqft
Single family home for sale
Dream Maker Realty, Llc
$775,000
11
6Bds
4Ba
3,789sqft
Sale Pending
United Real Estate Bluegrass
$139,000
7
3Bds
1Ba
1,842sqft
Single family home for sale
The Howard Realty Co
$78,500
8
3Bds
1Ba
1,152sqft
Single family home for sale
Homefirst Real Estate
$204,900
3
3Bds
1Ba
1,128sqft
Single family home for sale
Tom Goebel & Company
$349,900
5
3Bds
3Ba
1,846sqft
Single family home for sale
Freedom Realty & Property Management
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Winchester is a balanced market, giving buyers and sellers room to negotiate. With 4.6 months of supply and homes averaging 49 days on the market, you can make decisions without the pressure of a highly competitive market.
Balanced Market
49
60
In Mar 2026 · YoY
Current rate · YoY
30-Year Fixed
30-yr fixed rate 6.23% · Data as of Mar 2026 · Source: Houzeo Research.
View Full Winchester Market Report219
Homes Available
$ 220,000
Median List Price
49 Days
Avg on Market
Do Real Estate on the Go!