View 1508 Ford Hampton Road Winchester, KY MLS# 25503339
$315,000
2

Beds

1.0

Baths

1,531

Sq.Ft.

1508 Ford Hampton Road

Winchester, KY

Bluegrass
View 724 Terry Drive Winchester, KY MLS# 25503172
$279,500
3

Beds

2.0

Baths

2,250

Sq.Ft.

724 Terry Drive

Winchester, KY

Bluegrass
View 128 Cherokee Drive Winchester, KY MLS# 25502349
$319,900
5

Beds

2.0

Baths

2,082

Sq.Ft.

128 Cherokee Drive

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 165 Hilltop Drive Winchester, KY MLS# 25501723
$274,900
3

Beds

2.0

Baths

1,454

Sq.Ft.

165 Hilltop Drive

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 398 Pine Ridge Road Winchester, KY MLS# 25501136
$314,000
2

Beds

1.0

Baths

1,170

Sq.Ft.

398 Pine Ridge Road

Winchester, KY

Bluegrass
View 398 Pine Ridge Road Winchester, KY MLS# 25501259
$314,000
2

Beds

1.0

Baths

1,170

Sq.Ft.

398 Pine Ridge Road

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

Beds

0.0

Baths

3056 Irvine Road

Winchester, KY

Bluegrass
View 118 Windridge Drive Winchester, KY MLS# 25015387
$318,000
3

Beds

2.0

Baths

1,617

Sq.Ft.

118 Windridge Drive

Winchester, KY

Bluegrass
View 215 Evergreen Drive Winchester, KY MLS# 25009078
  • New Construction
1 of 2
$345,000
3

Beds

2.0

Baths

1,800

Sq.Ft.

215 Evergreen Drive

Winchester, KY

Bluegrass
View 225 Evergreen Drive Winchester, KY MLS# 25009080
  • New Construction
1 of 3
$345,000
3

Beds

2.0

Baths

1,677

Sq.Ft.

225 Evergreen Drive

Winchester, KY

Bluegrass
View 374 N Middletown Road Winchester, KY MLS# 25005575
$329,500
3

Beds

2.0

Baths

1,719

Sq.Ft.

374 N Middletown Road

Winchester, KY

Bluegrass
View 360 N Middletown Road Winchester, KY MLS# 25005577
$329,500
3

Beds

2.0

Baths

1,792

Sq.Ft.

360 N Middletown Road

Winchester, KY

Bluegrass
View 18 N Main Street Winchester, KY MLS# 25004978
$299,900

18 N Main Street

Winchester, KY

Bluegrass
View 800 Interstate Drive Winchester, KY MLS# 20111867
$270,000
Studio

Beds

0.0

Baths

800 Interstate Drive

Winchester, KY

Bluegrass
View 1045 Early Drive Winchester, KY MLS# 20111875
$300,000
1,675

Sq.Ft.

1045 Early Drive

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

239

Estimated median home price

$305,000
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 - 100K25
$100K - 200K39
$200K - 300K55
$300K - 400K40
$400K - 500K22
$500K - 600K9
$600K - 700K11
$700K - 800K8
$800K - 900K8
$900K - 1M2
$1M - Max20

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family137
Townhouse3
Condo0
Commercial12
Rental18
Lots and Land64
Condo/Town/CoOp0
CoOp0
Multi Family9
Mobile Home0
Farms14

(Data as of 1/1/2026)

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 1/1/2026.