$250,000
16
3Bds
2Ba
1,295sqft
Single family home for sale
Kentucky Residential Real Estate, Llc
$250,000
16
3Bds
2Ba
1,295sqft
Single family home for sale
Kentucky Residential Real Estate, Llc
$249,900
4
3Bds
2Ba
1,492sqft
Single family home for sale
Rector Hayden Realtors
$249,900
1
3Bds
1Ba
1,250sqft
Sale Pending
Freedom Realty & Property Management
$249,500
2
--Bds
--Ba
14.51acres lot
Land for sale
Keller Williams Commonwealth
$249,000
3
3Bds
3Ba
1,664sqft
Single family home for sale
Freedom Realty & Property Management
$249,000
5
4Bds
2Ba
1,996sqft
Single family home for sale
The Agency
$249,000
13
3Bds
2Ba
1,386sqft
Single family home for sale
Plum Tree Realty
$248,900
3
3Bds
1Ba
2,249sqft
Single family home for sale
Dream Maker Realty, Llc
$244,000
1
3Bds
2Ba
1,692sqft
Single family home for sale
Berkshire Hathaway Homeservices Foster Realtors
$243,500
10
3Bds
3Ba
1,856sqft
Single family home for sale
Tom Goebel & Company
Coldwell Banker Mcmahan
Marshall Lane Real Estate - Lexington
$235,000
6
3Bds
2Ba
1,346sqft
Single family home for sale
Freedom Realty & Property Management
$234,900
1
3Bds
2Ba
1,904sqft
Single family home for sale
Freedom Realty & Property Management
$229,900
3
3Bds
1Ba
1,272sqft
Single family home for sale
Wever Realty Llc
$229,500
5
3Bds
2Ba
1,130sqft
Single family home for sale
The Agency
$229,000
3
3Bds
1Ba
1,050sqft
Single family home for sale
Weichert Realtors - Abg Properties
$226,900
7
3Bds
2Ba
1,665sqft
Townhouse for sale
Ensor Real Estate, Llc
$225,000
3Bds
1Ba
2,244sqft
Single family home for sale
Noel Auctioneers And Real Estate Advisors
$225,000
3
--Bds
--Ba
24acres lot
Land for sale
Top Ten Realty
$225,000
3
4Bds
2Ba
1,400sqft
Single family home for sale
The Brokerage
$225,000
3
3Bds
2Ba
1,261sqft
Single family home for sale
United Real Estate Bluegrass
$225,000
8
3Bds
2Ba
1,737sqft
Single family home for sale
The Brokerage
$225,000
15
3Bds
3Ba
1,522sqft
Townhouse for sale
Re/Max Creative, Winchester
$221,500
4
4Bds
2Ba
1,370sqft
Single family home for sale
The Brokerage
$221,500
5
2Bds
1Ba
1,454sqft
Single family home for sale
Woods Realty Group
Mayca Property Solutions
$219,900
2
--Bds
--Ba
23.83acres lot
Land for sale
Freedom Realty & Property Management
$219,900
5
3Bds
1Ba
1,100sqft
Single family home for sale
Coldwell Banker Mcmahan
$219,000
1
--Bds
--Ba
8.03acres lot
Sale Pending
Exit Realty Crutcher Frankfort
$219,000
1
3Bds
1Ba
1,188sqft
Single family home for sale
Keller Williams Commonwealth
$218,500
9
3Bds
3Ba
1,348sqft
Single family home for sale
Exp Realty, Llc
$216,000
5
3Bds
2Ba
2,050sqft
Single family home for sale
85W Real Estate
$215,000
1
3Bds
1Ba
1,134sqft
Single family home for sale
Re/Max Creative, Winchester
$215,000
5
3Bds
2Ba
1,319sqft
Single family home for sale
Black Mountain Realty
$215,000
15
--Bds
--Ba
--sqft
Single family home for sale
Keller Williams Legacy Group
$215,000
3
2Bds
2Ba
1,120sqft
Sale Pending
Keller Williams Commonwealth
$210,000
3
3Bds
1Ba
1,050sqft
Single family home for sale
Exp 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 Report188
Homes Available
$ 220,000
Median List Price
49 Days
Avg on Market
Do Real Estate on the Go!