$314,900
1
4Bds
3Ba
1,963sqft
Single family home for sale
The Agency
$314,900
1
4Bds
3Ba
1,963sqft
Single family home for sale
The Agency
$639,000
1
3Bds
1Ba
1,962sqft
Single family home for sale
Dream Maker Realty, Llc
$249,000
7
4Bds
2Ba
1,996sqft
Single family home for sale
The Agency
$269,500
5
4Bds
2Ba
1,752sqft
Single family home for sale
Kentucky Residential Real Estate, Llc
$265,000
1
5Bds
4Ba
1,714sqft
Single family home for sale
Guide Realty, Inc.
$296,000
14
4Bds
2Ba
1,953sqft
Single family home for sale
Woods Realty Group
$445,500
7
3Bds
3Ba
2,961sqft
Single family home for sale
Mccallie Real Estate
$220,000
10
3Bds
2Ba
1,737sqft
Single family home for sale
The Brokerage
$220,000
3
3Bds
1Ba
1,140sqft
Single family home for sale
Bluegrass Properties Group
$229,900
3
3Bds
2Ba
1,904sqft
Sale Pending
Freedom Realty & Property Management
$629,000
3
5Bds
4Ba
5,011sqft
Single family home for sale
Re/Max Elite Realty
$367,700
3
4Bds
2Ba
2,352sqft
Single family home for sale
Christies International Real Estate Bluegrass
$1,125,000
3Bds
4Ba
3,672sqft
Single family home for sale
United Real Estate Bluegrass
$299,900
5
3Bds
2Ba
1,444sqft
Single family home for sale
Woods Realty Group
$775,000
11
6Bds
4Ba
3,789sqft
Sale Pending
United Real Estate Bluegrass
$349,900
5
3Bds
3Ba
1,846sqft
Single family home for sale
Freedom Realty & Property Management
$498,000
7
4Bds
3Ba
2,496sqft
Single family home for sale
Dream Maker Realty, Llc
$248,900
4
3Bds
1Ba
2,249sqft
Single family home for sale
Dream Maker Realty, Llc
$125,000
13
1Bd
1Ba
779sqft
Sale Pending
Threshold Real Estate Services
$229,000
4
3Bds
1Ba
1,050sqft
Single family home for sale
Weichert Realtors - Abg Properties
$310,000
10
4Bds
3Ba
2,310sqft
Single family home for sale
Re/Max Creative Realty
$375,000
8
4Bds
2Ba
1,828sqft
Single family home for sale
Freedom Realty & Property Management
$219,900
7
3Bds
1Ba
1,100sqft
Single family home for sale
Coldwell Banker Mcmahan
$226,900
8
3Bds
2Ba
1,665sqft
Townhouse for sale
Ensor Real Estate, Llc
$160,000
4
3Bds
1Ba
1,173sqft
Single family home for sale
Exit Town & Country Realtors
$304,900
5
3Bds
3Ba
1,904sqft
Single family home for sale
Freedom Realty & Property Management
$699,000
5
4Bds
5Ba
4,255sqft
Single family home for sale
Napier Realtors
$379,000
10
4Bds
2Ba
3,306sqft
Single family home for sale
Re/Max Creative, Winchester
$309,900
22
3Bds
2Ba
2,138sqft
Sale Pending
Freedom Realty & Property Management
$299,900
2
5Bds
2Ba
2,082sqft
Single family home for sale
Oak & Acre
$389,900
21
4Bds
3Ba
2,676sqft
Sale Pending
Christies International Real Estate Bluegrass
$1,500,000
5
3Bds
2Ba
1,860sqft
Single family home for sale
The Agency
$264,900
15
3Bds
2Ba
1,323sqft
Sale Pending
Freedom Realty & Property Management
$385,000
6
3Bds
2Ba
1,344sqft
Single family home for sale
Keller Williams Commonwealth
$264,900
10
5Bds
2Ba
2,214sqft
Single family home for sale
Re/Max Elite Lexington
$399,900
4
3Bds
3Ba
2,289sqft
Single family home for sale
Marshall Lane Real Estate - Lexington
$355,000
5
3Bds
2Ba
1,990sqft
Single family home for sale
Milton And Associates Real Estate
$249,900
1
3Bds
1Ba
1,250sqft
Sale Pending
Freedom Realty & Property Management
$524,900
2
3Bds
3Ba
2,514sqft
Single family home for sale
Bridgewater Real Estate
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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 Report84
Homes Available
$ 220,000
Median List Price
49 Days
Avg on Market
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