294 total properties
Did you mean the neighborhood Winchester?
View 2996/3056 Irvine Road Winchester, KY MLS# 26007128
$425,000
Studio

Beds

0.0

Baths

2996/3056 Irvine Road

Winchester, KY

Bluegrass
View 2996 Irvine Road Winchester, KY MLS# 26007067
$175,000
Studio

Beds

0.0

Baths

2996 Irvine Road

Winchester, KY

Bluegrass
View 3056 Irvine Road Winchester, KY MLS# 26007074
$250,000
Studio

Beds

0.0

Baths

3056 Irvine Road

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 110 White Conkwright Road Winchester, KY MLS# 26007022
$550,000
5

Beds

3.0

Baths

3,102

Sq.Ft.

110 White Conkwright Road

Winchester, KY

Bluegrass
View 300 Rolling Hills Lane Winchester, KY MLS# 1805484
$925,000
Studio

Beds

0.0

Baths

300 Rolling Hills Lane

Winchester, KY

Bluegrass
View 41 Hiawatha Trail Winchester, KY MLS# 26006789
$189,999
3

Beds

1.0

Baths

950

Sq.Ft.

41 Hiawatha Trail

Winchester, KY

Bluegrass
View 150 Spencer Lane Winchester, KY MLS# 26006848
$137,500
Studio

Beds

0.0

Baths

150 Spencer Lane

Winchester, KY

Bluegrass
View 186 Chardonnay Court Winchester, KY MLS# 26006869
$724,999
4

Beds

2.1

Baths

7,058

Sq.Ft.

186 Chardonnay Court

Winchester, KY

Bluegrass
Courtesy of Lexington - WEICHERT, REALTORS® - ABG
View 308 Duclair Drive Winchester, KY MLS# 25018185
$50,000
Studio

Beds

0.0

Baths

308 Duclair Drive

Winchester, KY

Bluegrass
View 228 Holiday Road Winchester, KY MLS# 26006679
$329,900
4

Beds

2.0

Baths

1,843

Sq.Ft.

228 Holiday Road

Winchester, KY

Bluegrass
View 740 Pilot Ridge Lane Winchester, KY MLS# 26006680
$339,900
3

Beds

2.1

Baths

1,608

Sq.Ft.

740 Pilot Ridge Lane

Winchester, KY

Bluegrass
View 1775 Irvine Road Winchester, KY MLS# 26006681
$695,000
3

Beds

4.0

Baths

4,008

Sq.Ft.

1775 Irvine 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 174 Cook Avenue Winchester, KY MLS# 26006389
$139,900
2

Beds

1.0

Baths

986

Sq.Ft.

174 Cook Avenue

Winchester, KY

Bluegrass
View 750 Providence Lane Winchester, KY MLS# 26006323
$359,900
Studio

Beds

0.0

Baths

750 Providence Lane

Winchester, KY

Bluegrass
View 4700 Four Mile Road Winchester, KY MLS# 25501428
$52,000
Studio

Beds

0.0

Baths

4700 Four Mile Road

Winchester, KY

Bluegrass
View 471 Goose Creek Road Winchester, KY MLS# 26006002
$129,999
3

Beds

2.0

Baths

1,248

Sq.Ft.

471 Goose Creek Road

Winchester, KY

Bluegrass
View 104 Jackson Ferry Road Winchester, KY MLS# 26005196
$269,000
4

Beds

2.0

Baths

2,417

Sq.Ft.

104 Jackson Ferry Road

Winchester, KY

Bluegrass
View 208 4th Street Winchester, KY MLS# 25501100
$130,000
2

Beds

1.0

Baths

1,254

Sq.Ft.

208 4th Street

Winchester, KY

Bluegrass
View 250 Spencer Lane Winchester, KY MLS# 26005958
$67,500
Studio

Beds

0.0

Baths

250 Spencer Lane

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

291

Estimated median home price

$275,000
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 - 100K29
$100K - 200K65
$200K - 300K73
$300K - 400K41
$400K - 500K18
$500K - 600K14
$600K - 700K11
$700K - 800K11
$800K - 900K2
$900K - 1M4
$1M - Max23

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family171
Townhouse4
Condo0
Commercial13
Rental19
Lots and Land90
Condo/Town/CoOp0
CoOp0
Multi Family9
Mobile Home0
Farms4

(Data as of 6/10/2026)

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 6/10/2026.