$205,000
6
3Bds
2Ba
1,319sqft
Single family home for sale
Black Mountain Realty
$639,000
2
3Bds
1Ba
1,962sqft
Single family home for sale
Dream Maker Realty, Llc
$249,000
7
4Bds
2Ba
1,996sqft
Single family home for sale
The Agency
$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
$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
$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
$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
$248,900
5
3Bds
1Ba
2,249sqft
Single family home for sale
Dream Maker Realty, Llc
$225,000
4
3Bds
1Ba
2,244sqft
Single family home for sale
Noel Auctioneers And Real Estate Advisors
$325,000
10
4Bds
2Ba
3,261sqft
Single family home for sale
Keller Williams Commonwealth
$229,000
5
3Bds
1Ba
1,050sqft
Single family home for sale
Weichert Realtors - Abg Properties
$215,000
5
3Bds
1Ba
1,134sqft
Single family home for sale
Re/Max Creative, Winchester
$219,900
8
3Bds
1Ba
1,100sqft
Single family home for sale
Coldwell Banker Mcmahan
$160,000
4
3Bds
1Ba
1,173sqft
Single family home for sale
Exit Town & Country Realtors
$199,900
7
2Bds
1Ba
1,154sqft
Single family home for sale
Marshall Lane Real Estate - Lexington
$379,000
10
4Bds
2Ba
3,306sqft
Single family home for sale
Re/Max Creative, Winchester
$309,900
22
3Bds
2Ba
2,138sqft
Sale Pending
Freedom Realty & Property Management
$280,000
9
2Bds
1Ba
1,344sqft
Single family home for sale
Mccallie Real Estate
$299,900
2
5Bds
2Ba
2,082sqft
Single family home for sale
Oak & Acre
$184,900
7
3Bds
1Ba
1,046sqft
Single family home for sale
Bluegrass Properties Group
$265,000
6
3Bds
3Ba
2,260sqft
Single family home for sale
Lois Ann Disponett Real Est
$1,595,000
9
3Bds
3Ba
4,518sqft
Single family home for sale
Coldwell Banker Mcmahan
$390,000
14
4Bds
1Ba
2,063sqft
Single family home for sale
Rector Hayden Realtors
$419,000
5
3Bds
2Ba
2,942sqft
Single family home for sale
Ro&Co Real Estate
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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 Report101
Homes Available
$ 220,000
Median List Price
49 Days
Avg on Market
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