$209,500
2
3Bds
2Ba
1,200sqft
Single family home for sale
Homefirst Real Estate
$209,500
2
3Bds
2Ba
1,200sqft
Single family home for sale
Homefirst Real Estate
$249,000
5
4Bds
2Ba
1,996sqft
Single family home for sale
The Agency
$204,900
2
3Bds
1Ba
1,128sqft
Single family home for sale
Tom Goebel & Company
$349,900
3
3Bds
3Ba
1,846sqft
Single family home for sale
Freedom Realty & Property Management
$699,000
3
2Bds
3Ba
2,361sqft
Single family home for sale
Dream Maker Realty, Llc
$125,000
6
1Bd
1Ba
779sqft
Sale Pending
Threshold Real Estate Services
$189,000
4
3Bds
1Ba
1,152sqft
Single family home for sale
Dream Maker Realty, Llc
$445,500
5
3Bds
3Ba
2,961sqft
Single family home for sale
Mccallie Real Estate
$215,000
1
3Bds
1Ba
1,134sqft
Single family home for sale
Re/Max Creative, Winchester
$229,900
3
3Bds
1Ba
1,272sqft
Single family home for sale
Wever Realty Llc
$639,000
2
5Bds
4Ba
5,011sqft
Single family home for sale
Re/Max Elite Realty
$410,000
3
4Bds
2Ba
2,435sqft
Sale Pending
Re/Max Creative, Winchester
$275,000
4
4Bds
2Ba
1,752sqft
Single family home for sale
Kentucky Residential Real Estate, Llc
$369,900
4
4Bds
2Ba
1,636sqft
Sale Pending
Freedom Realty & Property Management
$529,900
5
4Bds
3Ba
2,732sqft
Single family home for sale
Re/Max Creative Realty
$219,900
5
3Bds
1Ba
1,100sqft
Single family home for sale
Coldwell Banker Mcmahan
$365,900
1
3Bds
2Ba
1,558sqft
Single family home for sale
Ensor Real Estate, Llc
$160,000
2
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
$275,000
10
3Bds
2Ba
1,444sqft
Sale Pending
Re/Max Creative, Winchester
$184,900
5
3Bds
1Ba
1,046sqft
Single family home for sale
Bluegrass Properties Group
$229,500
5
3Bds
2Ba
1,130sqft
Single family home for sale
The Agency
$389,900
17
4Bds
3Ba
2,676sqft
Sale Pending
Christies International Real Estate Bluegrass
$490,000
3
5Bds
3Ba
3,102sqft
Single family home for sale
Omega Real Estate Brokerage Llc
$249,000
13
3Bds
2Ba
1,386sqft
Single family home for sale
Plum Tree Realty
$385,000
6
3Bds
2Ba
1,344sqft
Single family home for sale
Keller Williams Commonwealth
$134,900
3
2Bds
1Ba
986sqft
Single family home for sale
Woods Realty Group
$264,900
10
5Bds
2Ba
2,214sqft
Single family home for sale
Re/Max Elite Lexington
$249,900
4
3Bds
2Ba
1,492sqft
Single family home for sale
Rector Hayden Realtors
$399,900
3
3Bds
3Ba
2,289sqft
Single family home for sale
Marshall Lane Real Estate - Lexington
$169,000
2
2Bds
2Ba
1,100sqft
Single family home for sale
Coldwell Banker Mcmahan
$275,000
6
3Bds
2Ba
1,500sqft
Single family home for sale
Ensor Real Estate, Llc
$355,000
4
3Bds
2Ba
1,990sqft
Single family home for sale
Milton And Associates Real Estate
$215,000
5
3Bds
2Ba
1,319sqft
Single family home for sale
Black Mountain Realty
$289,900
6
4Bds
3Ba
1,970sqft
Single family home for sale
Re/Max Creative Realty
$272,900
3
3Bds
2Ba
1,356sqft
Sale Pending
Century 21 Advantage Realty
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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 Report110
Homes Available
$ 220,000
Median List Price
49 Days
Avg on Market
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