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

Beds

0.0

Baths

12569 Ironworks Road Road

Winchester, KY

Bluegrass
View 600 Boone Avenue Winchester, KY MLS# 25018239
$612,900
4

Beds

3.2

Baths

4,374

Sq.Ft.

600 Boone Avenue

Winchester, KY

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

Beds

0.0

Baths

308 Duclair Drive

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 2509 Mount Sterling Road Winchester, KY MLS# 25018118
$849,900
4

Beds

3.1

Baths

4,922

Sq.Ft.

2509 Mount Sterling Road

Winchester, KY

Bluegrass
View 5045 Van Meter Road Winchester, KY MLS# 25017446
$3,500,000
6

Beds

5.1

Baths

7,274

Sq.Ft.

5045 Van Meter Road

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 188 Big Stoner Road Winchester, KY MLS# 25017409
$419,000
4

Beds

2.1

Baths

2,388

Sq.Ft.

188 Big Stoner Road

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
View 3056 Irvine Road Winchester, KY MLS# 25017326
$299,000
Studio

Beds

0.0

Baths

3056 Irvine Road

Winchester, KY

Bluegrass
View 180 Casa Landa Way Winchester, KY MLS# 25017032
$609,900
4

Beds

3.1

Baths

4,779

Sq.Ft.

180 Casa Landa Way

Winchester, KY

Bluegrass
View 808 Bypass Road Winchester, KY MLS# 25015851
$525,000
2

Beds

1.1

Baths

5,054

Sq.Ft.

808 Bypass Road

Winchester, KY

Bluegrass
View 271 April Way Winchester, KY MLS# 25016184
$215,000
2

Beds

1.1

Baths

1,120

Sq.Ft.

271 April Way

Winchester, KY

Bluegrass
View 838 Bypass Road Winchester, KY MLS# 25015909
$614,900
2,906

Sq.Ft.

838 Bypass Road

Winchester, KY

Bluegrass
View 2395 Paris Road Winchester, KY MLS# 25015654
$14,100,000
Studio

Beds

0.0

Baths

2395 Paris Road

Winchester, KY

Bluegrass
View 101 E Lexington Avenue Winchester, KY MLS# 25015191
$388,000
5

Beds

3.0

Baths

2,762

Sq.Ft.

101 E Lexington Avenue

Winchester, KY

Bluegrass
View 150 Cook Avenue Winchester, KY MLS# 25015192
$144,000
3

Beds

1.0

Baths

805

Sq.Ft.

150 Cook Avenue

Winchester, KY

Bluegrass
View 39 S Highland Street Winchester, KY MLS# 25015196
$102,000
2

Beds

1.0

Baths

552

Sq.Ft.

39 S Highland Street

Winchester, KY

Bluegrass
View 39 S Main Street Winchester, KY MLS# 25014867
$429,000
3,538

Sq.Ft.

39 S Main Street

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

256

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 - 100K22
$100K - 200K48
$200K - 300K63
$300K - 400K39
$400K - 500K23
$500K - 600K10
$600K - 700K11
$700K - 800K10
$800K - 900K8
$900K - 1M2
$1M - Max20

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family152
Townhouse3
Condo0
Commercial11
Rental17
Lots and Land67
Condo/Town/CoOp0
CoOp0
Multi Family9
Mobile Home0
Farms14

(Data as of 1/16/2026)

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 1/19/2026.

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 1/19/2026.