$100,000
9
--Bds
--Ba
0.52acre lot
Land for sale
Melia Realty Llc
$100,000
9
--Bds
--Ba
0.52acre lot
Land for sale
Melia Realty Llc
$100,000
6
--Bds
--Ba
0.32acre lot
Land for sale
Bluegrass Properties Group
$100,000
7
--Bds
--Ba
0.68acre lot
Land for sale
Bluegrass Properties Group
$100,000
6
--Bds
--Ba
0.32acre lot
Land for sale
Bluegrass Properties Group
$100,000
9
--Bds
--Ba
0.35acre lot
Land for sale
Melia Realty Llc
$100,000
16
--Bds
--Ba
0.44acre lot
Land for sale
Melia Realty Llc
$100,000
6
--Bds
--Ba
0.35acre lot
Land for sale
Melia Realty Llc
$100,000
7
--Bds
--Ba
0.32acre lot
Land for sale
Melia Realty Llc
$100,000
2
--Bds
--Ba
0.32acre lot
Land for sale
Bluegrass Properties Group
$100,000
4
--Bds
--Ba
0.32acre lot
Land for sale
Bluegrass Properties Group
$100,000
6
--Bds
--Ba
3.91acres lot
Land for sale
Taylor Real Estate, Llc
$100,000
3
--Bds
--Ba
0.32acre lot
Land for sale
Bluegrass Properties Group
$100,000
1
--Bds
--Ba
1.1acres lot
Land for sale
Bluegrass Properties Group
$100,000
3
--Bds
--Ba
0.32acre lot
Land for sale
Bluegrass Properties Group
$100,000
6
--Bds
--Ba
0.31acre lot
Land for sale
Bluegrass Properties Group
$100,000
1
--Bds
--Ba
3.91acres lot
Land for sale
Taylor Real Estate, Llc
$100,000
7
--Bds
--Ba
2.61acres lot
Land for sale
Fc Tucker Bluegrass
$100,000
8
--Bds
--Ba
0.5acre lot
Land for sale
Melia Realty Llc
$100,000
7
--Bds
--Ba
0.38acre lot
Land for sale
Melia Realty Llc
$100,000
4
--Bds
--Ba
0.37acre lot
Land for sale
Bluegrass Properties Group
$100,000
2
--Bds
--Ba
0.32acre lot
Land for sale
Bluegrass Properties Group
$99,900
5
3Bds
2Ba
675sqft
Single family home for sale
Keller Williams Commonwealth
$99,500
5
2Bds
2Ba
924sqft
Single family home for sale
Kentucky Residential Real Estate, Llc
$99,000
5
2Bds
1Ba
910sqft
Single family home for sale
Re/Max Creative, Winchester
$97,500
5
--Bds
--Ba
7.99acres lot
Land for sale
Keller Williams Commonwealth
$97,500
6
--Bds
--Ba
8.46acres lot
Land for sale
Keller Williams Commonwealth
$89,900
23
3Bds
2Ba
1,946sqft
Single family home for sale
Keller Williams Commonwealth
$85,000
4
--Bds
--Ba
1.09acres lot
Land for sale
Ensor Real Estate, Llc
$84,900
3
--Bds
--Ba
3.39acres lot
Sale Pending
United Real Estate Bluegrass
$80,000
7
1Bd
1Ba
870sqft
Single family home for sale
Power House Realty
$78,500
8
3Bds
1Ba
1,152sqft
Single family home for sale
Homefirst Real Estate
$78,500
4
--Bds
--Ba
0.22acre lot
Land for sale
Melia Realty Llc
$78,500
--Bds
--Ba
0.22acre lot
Land for sale
Keller Williams Legacy Group
$74,950
14
2Bds
1Ba
825sqft
Single family home for sale
Dream Maker Realty, Llc
$70,000
8
3Bds
2Ba
750sqft
Single family home for sale
Weichert Realtors - Abg Properties
$70,000
3
--Bds
--Ba
1.72acres lot
Land for sale
National Real Estate
$69,900
3
--Bds
--Ba
4.48acres lot
Land for sale
Dream Maker Realty, Llc
$67,500
5
--Bds
--Ba
1.89acres lot
Sale Pending
Bridgewater Real Estate
$67,500
7
--Bds
--Ba
1.92acres lot
Land for sale
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 Report56
Homes Available
$ 220,000
Median List Price
49 Days
Avg on Market
Do Real Estate on the Go!