$799,900
3
--Bds
--Ba
13.19acres lot
Land for sale
Freedom Realty & Property Management
$799,900
3
--Bds
--Ba
13.19acres lot
Land for sale
Freedom Realty & Property Management
$795,000
6
3Bds
3Ba
3,336sqft
Land for sale
Freedom Realty & Property Management
$785,000
1
4Bds
3Ba
2,476sqft
Single family home for sale
Keller Williams Commonwealth
$785,000
2
5Bds
3Ba
4,676sqft
Single family home for sale
Re/Max Creative, Winchester
$775,000
5
5Bds
3Ba
4,437sqft
Single family home for sale
United Real Estate Bluegrass
$775,000
11
6Bds
4Ba
3,789sqft
Sale Pending
United Real Estate Bluegrass
$775,000
1
3Bds
3Ba
2,695sqft
Sale Pending
Century 21 Advantage Realty - Georgetown
$769,900
3
3Bds
3Ba
2,200sqft
Single family home for sale
Marshall Lane Real Estate - Lexington
$749,900
7
3Bds
3Ba
2,735sqft
Single family home for sale
Indigo & Co
$749,000
4
4Bds
4Ba
4,644sqft
Single family home for sale
Tom Goebel & Company
$700,000
1
3Bds
2Ba
2,400sqft
Single family home for sale
Keller Williams Commonwealth
$699,000
4
2Bds
3Ba
2,361sqft
Single family home for sale
Dream Maker Realty, Llc
$699,000
5
4Bds
5Ba
4,255sqft
Single family home for sale
Napier Realtors
$675,000
13
4Bds
4Ba
2,659sqft
Single family home for sale
Kentucky Residential Real Estate, Llc
$670,000
6
3Bds
2Ba
2,261sqft
Single family home for sale
Keller Williams Commonwealth
$665,000
4
3Bds
3Ba
2,643sqft
Single family home for sale
Keller Williams Commonwealth
$649,000
5
4Bds
3Ba
4,928sqft
Single family home for sale
Weichert Realtors - Abg Properties
$645,000
2
4Bds
3Ba
2,526sqft
Single family home for sale
Keller Williams Commonwealth
$639,000
1
3Bds
1Ba
1,962sqft
Single family home for sale
Dream Maker Realty, Llc
$635,000
2
4Bds
3Ba
2,537sqft
Single family home for sale
Keller Williams Commonwealth
$629,000
3
5Bds
4Ba
5,011sqft
Single family home for sale
Re/Max Elite Realty
$625,000
3
3Bds
3Ba
2,405sqft
Single family home for sale
Keller Williams Commonwealth
$591,650
2
3Bds
3Ba
2,200sqft
Sale Pending
Keller Williams Commonwealth
$575,000
5
--Bds
--Ba
1.71acres lot
Land for sale
Keller Williams Bluegrass Realty
$575,000
6
--Bds
--Ba
2.6acres lot
Land for sale
Block + Lot Real Estate
$559,000
3
4Bds
3Ba
2,482sqft
Single family home for sale
Coldwell Banker Mcmahan
$550,000
1
3Bds
3Ba
2,200sqft
Single family home for sale
Keller Williams Commonwealth
$550,000
7
--Bds
--Ba
3acres lot
Land for sale
Block + Lot Real Estate
$545,000
4
--Bds
--Ba
91.28acres lot
Sale Pending
Taylor Real Estate, Llc
$544,900
5
5Bds
4Ba
3,741sqft
Single family home for sale
Freedom Realty & Property Management
$524,900
2
3Bds
3Ba
2,514sqft
Single family home for sale
Bridgewater Real Estate
$515,000
2
3Bds
2Ba
2,563sqft
Single family home for sale
Threshold Real Estate Services
$500,000
6
--Bds
--Ba
1.52acres lot
Land for sale
Ensor Real Estate, Llc
$499,000
1
--Bds
--Ba
36.94acres lot
Land for sale
Keller Williams Commonwealth
$498,000
7
4Bds
3Ba
2,496sqft
Single family home for sale
Dream Maker Realty, Llc
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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 Report338
Homes Available
$ 220,000
Median List Price
49 Days
Avg on Market
Do Real Estate on the Go!