193 total properties
Did you mean the neighborhood Winchester?
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 4590 Four Mile Road Winchester, KY MLS# 25501424
$148,000
Studio

Beds

0.0

Baths

4590 Four Mile Road

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 4700 Four Mile Road Winchester, KY MLS# 25501428
$56,900
Studio

Beds

0.0

Baths

4700 Four Mile Road

Winchester, KY

Bluegrass
View 117 4th Street Winchester, KY MLS# 25501219
$10,000
Studio

Beds

0.0

Baths

117 4th Street

Winchester, KY

Bluegrass
View 208 4th Street Winchester, KY MLS# 25501100
$140,000
2

Beds

1.0

Baths

1,254

Sq.Ft.

208 4th Street

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
$134,900
3

Beds

1.0

Baths

1,150

Sq.Ft.

103 Yorktowne Court

Winchester, KY

Bluegrass
View 3056 Irvine Road Winchester, KY MLS# 25500166
$299,000
Studio

Beds

0.0

Baths

3056 Irvine Road

Winchester, KY

Bluegrass
View 2996 Irvine Road Winchester, KY MLS# 25500167
$199,900
Studio

Beds

0.0

Baths

2996 Irvine Road

Winchester, KY

Bluegrass
View 2996/3056 Irvine Road Winchester, KY MLS# 25500168
$498,900
Studio

Beds

0.0

Baths

2996/3056 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
$450,000
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
View 102 W Hickman Street Winchester, KY MLS# 25017468
$171,000
2

Beds

1.0

Baths

870

Sq.Ft.

102 W Hickman Street

Winchester, KY

Bluegrass
View 208 Citation Court Winchester, KY MLS# 25017361
$345,000
2

Beds

2.0

Baths

1,568

Sq.Ft.

208 Citation Court

Winchester, KY

Bluegrass
View 2996/3056 Irvine Road Winchester, KY MLS# 25017324
$498,900
Studio

Beds

0.0

Baths

2996/3056 Irvine Road

Winchester, KY

Bluegrass
View 2996 Irvine Road Winchester, KY MLS# 25017325
$199,900
Studio

Beds

0.0

Baths

2996 Irvine Road

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

239

Estimated median home price

$299,000
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 - 100K19
$100K - 200K49
$200K - 300K56
$300K - 400K34
$400K - 500K17
$500K - 600K12
$600K - 700K9
$700K - 800K12
$800K - 900K8
$900K - 1M3
$1M - Max20

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family133
Townhouse7
Condo0
Commercial13
Rental17
Lots and Land64
Condo/Town/CoOp0
CoOp0
Multi Family11
Mobile Home0
Farms11

(Data as of 3/1/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of Metro Search Multiple Listing Service. Real Estate listings held by IDX brokers (licensees) other than Weichert Realtors are marked with the IDX logo and detailed information about them includes the name of the IDX 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.

© 2026 Metro Search Multiple Listing Service, Inc. All rights reserved.

Data is updated as of 3/1/2026.

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 3/1/2026.