182 total properties
Did you mean the neighborhood Winchester?
View 175 Magnolia Street Winchester, KY MLS# 25503492
$194,000
3

Beds

1.0

Baths

1,046

Sq.Ft.

175 Magnolia Street

Winchester, KY

Bluegrass
View 1508 Ford Hampton Road Winchester, KY MLS# 25503339
$300,000
2

Beds

1.0

Baths

1,531

Sq.Ft.

1508 Ford Hampton Road

Winchester, KY

Bluegrass
View 528 Estes Drive Winchester, KY MLS# 25503055
$249,900
3

Beds

2.0

Baths

1,904

Sq.Ft.

528 Estes Drive

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 6 Monroe Avenue Winchester, KY MLS# 25502677
  • Virtual Tour
1 of 27
$175,000
3

Beds

2.0

Baths

1,305

Sq.Ft.

6 Monroe Avenue

Winchester, KY

Bluegrass
View 114 Mallard Lane Winchester, KY MLS# 25502189
$365,000
4

Beds

3.0

Baths

2,105

Sq.Ft.

114 Mallard Lane

Winchester, KY

Bluegrass
View 75 4th Street Winchester, KY MLS# 25501915
$10,000
Studio

Beds

0.0

Baths

75 4th Street

Winchester, KY

Bluegrass
View 150 Spencer Lane Winchester, KY MLS# 25005016
$70,000
Studio

Beds

0.0

Baths

150 Spencer Lane

Winchester, KY

Bluegrass
View 12569-B Ironworks Road Winchester, KY MLS# 25005019
$67,500
Studio

Beds

0.0

Baths

12569-B Ironworks Road

Winchester, KY

Bluegrass
View 297 S Main Street Winchester, KY MLS# 25501793
$335,000
6

Beds

4.0

Baths

3,544

Sq.Ft.

297 S Main Street

Winchester, KY

Bluegrass
View 101 Royal Oak Drive Winchester, KY MLS# 25501641
$64,900
Studio

Beds

0.0

Baths

101 Royal Oak Drive

Winchester, KY

Bluegrass
View 102 Royal Oak Drive Winchester, KY MLS# 25501642
$64,900
Studio

Beds

0.0

Baths

102 Royal Oak Drive

Winchester, KY

Bluegrass
View 12 Apache Trail Winchester, KY MLS# 25500706
$168,500
3

Beds

2.0

Baths

1,026

Sq.Ft.

12 Apache Trail

Winchester, KY

Bluegrass
View 103 Yorktowne Court Winchester, KY MLS# 25500573
$130,000
3

Beds

1.0

Baths

1,150

Sq.Ft.

103 Yorktowne Court

Winchester, KY

Bluegrass
View 3056 Irvine Road Winchester, KY MLS# 25500166
$285,000
Studio

Beds

0.0

Baths

3056 Irvine Road

Winchester, KY

Bluegrass
View 2996 Irvine Road Winchester, KY MLS# 25500167
$195,000
Studio

Beds

0.0

Baths

2996 Irvine Road

Winchester, KY

Bluegrass
View 206 Jett Drive Winchester, KY MLS# 24018286
  • New Construction
1 of 24
$369,900
3

Beds

2.0

Baths

1,635

Sq.Ft.

206 Jett Drive

Winchester, KY

Bluegrass
View 2110 Athens Boonesboro Road Winchester, KY MLS# 25500014
$225,000
Studio

Beds

0.0

Baths

2110 Athens Boonesboro Road

Winchester, KY

Bluegrass
View 550 E Broadway Street Winchester, KY MLS# 25018505
$299,000
Studio

Beds

0.0

Baths

550 E Broadway Street

Winchester, KY

Bluegrass
View 12569 Ironworks Road Road Winchester, KY MLS# 25002394
$137,500
Studio

Beds

0.0

Baths

12569 Ironworks Road Road

Winchester, KY

Bluegrass
View 308 Duclair Drive Winchester, KY MLS# 25018185
$50,000
Studio

Beds

0.0

Baths

308 Duclair Drive

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

270

Estimated median home price

$277,350
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 - 100K31
$100K - 200K57
$200K - 300K63
$300K - 400K36
$400K - 500K18
$500K - 600K13
$600K - 700K11
$700K - 800K11
$800K - 900K7
$900K - 1M3
$1M - Max20

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family147
Townhouse5
Condo0
Commercial13
Rental15
Lots and Land80
Condo/Town/CoOp0
CoOp0
Multi Family13
Mobile Home0
Farms12

(Data as of 3/16/2026)

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 3/18/2026.