$150,000
3
--Bds
--Ba
2.16acres lot
Land for sale
Bluegrass Properties Group
$150,000
3
--Bds
--Ba
2.16acres lot
Land for sale
Bluegrass Properties Group
$150,000
4
--Bds
--Ba
2.11acres lot
Land for sale
Bluegrass Properties Group
$150,000
2
--Bds
--Ba
2.77acres lot
Land for sale
Steven D Adams Real Estate Services, Llc
$150,000
4
--Bds
--Ba
4.21acres lot
Land for sale
Coldwell Banker Mcmahan
$150,000
3
--Bds
--Ba
9.39acres lot
Land for sale
Keller Williams Commonwealth
$148,900
3
3Bds
1Ba
1,362sqft
Single family home for sale
Coldwell Banker Mcmahan
$146,900
4
3Bds
2Ba
1,680sqft
Single family home for sale
Ensor Real Estate, Llc
$146,000
4
3Bds
1Ba
1,020sqft
Single family home for sale
$145,000
2
--Bds
2Ba
5.05acres lot
Sale Pending
Re/Max Creative, Winchester
$144,000
4
3Bds
1Ba
805sqft
Single family home for sale
$140,000
7
2Bds
1Ba
630sqft
Single family home for sale
Lifstyl Real Estate
$139,900
2
3Bds
1Ba
864sqft
Single family home for sale
Listwithfreedom.Com
$139,000
2
2Bds
1Ba
807sqft
Single family home for sale
Weichert Realtors - Abg Properties
$139,000
4
3Bds
1Ba
1,842sqft
Single family home for sale
The Howard Realty Co
$137,500
3
--Bds
--Ba
3.94acres lot
Land for sale
Coldwell Banker Mcmahan
$137,500
3
--Bds
--Ba
3.94acres lot
Land for sale
Coldwell Banker Mcmahan
$135,000
2Bds
1Ba
807sqft
Single family home for sale
Exp Realty, Llc
$134,900
3
2Bds
1Ba
986sqft
Single family home for sale
Woods Realty Group
$130,000
4
2Bds
1Ba
1,254sqft
Sale Pending
Keller Williams Bluegrass Realty
$129,999
3
3Bds
2Ba
1,248sqft
Single family home for sale
Keller Williams Commonwealth
$129,000
4
2Bds
1Ba
637sqft
Single family home for sale
Keller Williams Commonwealth
$125,000
6
1Bd
1Ba
779sqft
Sale Pending
Threshold Real Estate Services
$125,000
4
--Bds
--Ba
10.27acres lot
Land for sale
Ensor Real Estate, Llc
$124,500
3
2Bds
1Ba
876sqft
Single family home for sale
Dream Maker Realty, Llc
$124,000
12
2Bds
2Ba
1,360sqft
Single family home for sale
Dream Maker Realty, Llc
$123,000
5
--Bds
--Ba
11.47acres lot
Land for sale
Re/Max Creative Realty
$110,000
14
--Bds
--Ba
4.14acres lot
Land for sale
Keller Williams Legacy Group
$110,000
--Bds
--Ba
0.38acre lot
Land for sale
Bluegrass Properties Group
$110,000
1
--Bds
--Ba
0.32acre lot
Land for sale
Bluegrass Properties Group
$110,000
2
--Bds
--Ba
0.27acre lot
Land for sale
Bluegrass Properties Group
$110,000
2
--Bds
--Ba
0.29acre lot
Land for sale
Bluegrass Properties Group
$110,000
4
--Bds
--Ba
0.35acre lot
Land for sale
Bluegrass Properties Group
$110,000
2
--Bds
--Ba
0.38acre lot
Land for sale
Bluegrass Properties Group
$110,000
1
--Bds
--Ba
2.06acres lot
Sale Pending
Coldwell Banker Mcmahan
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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 Report108
Homes Available
$ 220,000
Median List Price
49 Days
Avg on Market
Do Real Estate on the Go!