$99,500
5
2Bds
2Ba
924sqft
Sale Pending
Kentucky Residential Real Estate, Llc
$99,500
5
2Bds
2Ba
924sqft
Sale Pending
Kentucky Residential Real Estate, Llc
$143,900
6
3Bds
2Ba
1,680sqft
Single family home for sale
Ensor Real Estate, Llc
$189,000
7
3Bds
1Ba
1,152sqft
Single family home for sale
Dream Maker Realty, Llc
$134,900
6
2Bds
1Ba
986sqft
Single family home for sale
Woods Realty Group
$169,000
5
3Bds
1Ba
1,046sqft
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
$74,950
14
2Bds
1Ba
825sqft
Single family home for sale
Dream Maker Realty, Llc
$60,000
6
2Bds
2Ba
924sqft
Single family home for sale
Dream Maker Realty, Llc
$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
$184,900
7
3Bds
1Ba
1,046sqft
Single family home for sale
Bluegrass Properties Group
$155,000
6
2Bds
1Ba
1,472sqft
Single family home for sale
Era Select Real Estate
$169,000
2
2Bds
2Ba
1,100sqft
Single family home for sale
Coldwell Banker Mcmahan
$80,000
8
1Bd
1Ba
870sqft
Single family home for sale
Power House Realty
$189,900
10
3Bds
2Ba
915sqft
Single family home for sale
The Brokerage
$135,000
3
2Bds
1Ba
807sqft
Single family home for sale
Exp Realty, Llc
$155,900
6
1Bd
2Ba
1,056sqft
Single family home for sale
Woods Realty Group
$140,000
7
2Bds
1Ba
630sqft
Single family home for sale
Lifstyl Real Estate
$165,000
5
4Bds
3Ba
3,462sqft
Single family home for sale
Re/Max Creative, Winchester
$139,900
3
3Bds
1Ba
864sqft
Single family home for sale
Listwithfreedom.Com
$148,900
3
3Bds
1Ba
1,362sqft
Single family home for sale
Coldwell Banker Mcmahan
$198,900
6
5Bds
2Ba
2,444sqft
Single family home for sale
Coldwell Banker Mcmahan
$130,000
10
2Bds
1Ba
1,254sqft
Sale Pending
Keller Williams Bluegrass Realty
$124,500
4
2Bds
1Ba
876sqft
Single family home for sale
Dream Maker Realty, Llc
$180,000
10
3Bds
2Ba
1,116sqft
Single family home for sale
Re/Max Elite Realty - Hamburg
$129,999
5
3Bds
2Ba
1,248sqft
Single family home for sale
Keller Williams Commonwealth
$99,900
5
3Bds
2Ba
675sqft
Single family home for sale
Keller Williams Commonwealth
$70,000
8
3Bds
2Ba
750sqft
Single family home for sale
Weichert Realtors - Abg Properties
$139,000
4
2Bds
1Ba
807sqft
Single family home for sale
Weichert Realtors - Abg Properties
$99,000
8
2Bds
1Ba
910sqft
Single family home for sale
Re/Max Creative, Winchester
$89,900
23
3Bds
2Ba
1,946sqft
Single family home for sale
Keller Williams Commonwealth
$146,000
4
3Bds
1Ba
1,020sqft
Single family home for sale
$45,000
5
--Bds
--Ba
--sqft
Single family home for sale
Christies International Real Estate Bluegrass
Milton And Associates Real Estate
$171,000
6
2Bds
1Ba
870sqft
Single family home for sale
$102,000
5
2Bds
1Ba
552sqft
Single family home for sale
$144,000
4
3Bds
1Ba
805sqft
Single family home for sale
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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 Report49
Homes Available
$ 220,000
Median List Price
49 Days
Avg on Market
Do Real Estate on the Go!