113 total properties
Did you mean the neighborhood Winchester?
View 2697 Pine Ridge Road Winchester, KY MLS# 26009146
$209,000
Studio

Beds

0.0

Baths

2697 Pine Ridge Road

Winchester, KY

Bluegrass
View 11 Taylor Avenue Winchester, KY MLS# 26008944
$149,900
3

Beds

1.0

Baths

1,362

Sq.Ft.

11 Taylor Avenue

Winchester, KY

Bluegrass
View 148 W Lexington Avenue Winchester, KY MLS# 26008946
$199,900
5

Beds

2.0

Baths

2,444

Sq.Ft.

148 W Lexington Avenue

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 9 Linden Avenue Winchester, KY MLS# 25007762
$139,000
2

Beds

1.0

Baths

886

Sq.Ft.

9 Linden Avenue

Winchester, KY

Bluegrass
View 229 S Highland Street Winchester, KY MLS# 26008701
$180,000
4

Beds

3.0

Baths

3,462

Sq.Ft.

229 S Highland Street

Winchester, KY

Bluegrass
View 175 Magnolia Street Winchester, KY MLS# 26008759
$179,000
3

Beds

1.0

Baths

1,046

Sq.Ft.

175 Magnolia Street

Winchester, KY

Bluegrass
View 110 Knox Court Winchester, KY MLS# 26008587
$129,300
Studio

Beds

0.0

Baths

110 Knox Court

Winchester, KY

Bluegrass
View 213 Short Street Winchester, KY MLS# 26008598
$229,000
3

Beds

2.0

Baths

1,068

Sq.Ft.

213 Short Street

Winchester, KY

Bluegrass
View 697 Goose Creek Road Winchester, KY MLS# 26008440
$155,000
3

Beds

2.0

Baths

1,848

Sq.Ft.

697 Goose Creek Road

Winchester, KY

Bluegrass
View 13 Maryland Avenue Winchester, KY MLS# 26008307
$169,000
2

Beds

1.0

Baths

1,472

Sq.Ft.

13 Maryland Avenue

Winchester, KY

Bluegrass
View 3385 Colby Road Winchester, KY MLS# 26008075
$150,000
Studio

Beds

0.0

Baths

3385 Colby Road

Winchester, KY

Bluegrass
View 19 3rd Street Winchester, KY MLS# 26007798
$148,000
3

Beds

1.0

Baths

864

Sq.Ft.

19 3rd Street

Winchester, KY

Bluegrass
View 34 Hays Street Winchester, KY MLS# 26007612
$210,000
4

Beds

1.1

Baths

2,450

Sq.Ft.

34 Hays Street

Winchester, KY

Bluegrass
View 101 Alabama Street Winchester, KY MLS# 26007407
$169,900
1

Beds

2.0

Baths

1,056

Sq.Ft.

101 Alabama Street

Winchester, KY

Bluegrass
View 21 Kentucky Street Winchester, KY MLS# 26007124
$219,900
3

Beds

2.0

Baths

1,340

Sq.Ft.

21 Kentucky Street

Winchester, KY

Bluegrass
View 3991 Jackson Ferry Road Winchester, KY MLS# 26007285
$97,500
Studio

Beds

0.0

Baths

3991 Jackson Ferry Road

Winchester, KY

Bluegrass
View 3961 Jackson Ferry Road Winchester, KY MLS# 26007286
$97,500
Studio

Beds

0.0

Baths

3961 Jackson Ferry Road

Winchester, KY

Bluegrass
View 3925 Jackson Ferry Road Winchester, KY MLS# 26007287
$180,000
Studio

Beds

0.0

Baths

3925 Jackson Ferry Road

Winchester, KY

Bluegrass
View 3821 Jackson Ferry Road Winchester, KY MLS# 26007288
$150,000
Studio

Beds

0.0

Baths

3821 Jackson Ferry Road

Winchester, KY

Bluegrass
View 3759 Jackson Ferry Road Winchester, KY MLS# 26007289
$105,000
Studio

Beds

0.0

Baths

3759 Jackson Ferry Road

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

301

Estimated median home price

$280,000
Winchester KY Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Winchester, Kentucky real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winchester, KY.

Homes for Sale by Price in Winchester, KY

PriceCount
$0 - 100K30
$100K - 200K64
$200K - 300K73
$300K - 400K44
$400K - 500K19
$500K - 600K16
$600K - 700K12
$700K - 800K13
$800K - 900K4
$900K - 1M2
$1M - Max24

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family177
Townhouse3
Condo0
Commercial14
Rental19
Lots and Land90
Condo/Town/CoOp0
CoOp0
Multi Family12
Mobile Home0
Farms5

(Data as of 5/28/2026)

Information deemed reliable but not guaranteed.

Listing data provided courtesy of the Internet Data Exchange Program of Bluegrass REALTORS.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of Bluegrass REALTORS. Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 5/28/2026.