208 total properties
Did you mean the neighborhood Winchester?
View 327 Newcastle Lane Winchester, KY MLS# 26004861
  • Recently Listed
1 of 12
$297,000
4

Beds

2.1

Baths

1,693

Sq.Ft.

327 Newcastle Lane

Winchester, KY

Bluegrass
View 1911 Trapp-Goffs Cor Road Winchester, KY MLS# 26004732
$460,000
3

Beds

2.0

Baths

1,288

Sq.Ft.

1911 Trapp-Goffs Cor Road

Winchester, KY

Bluegrass
View 601 Gilbert Court Winchester, KY MLS# 26004646
$399,900
3

Beds

3.0

Baths

2,475

Sq.Ft.

601 Gilbert Court

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 3811 Combs Ferry Road Winchester, KY MLS# 26004722
$300,000
Studio

Beds

0.0

Baths

3811 Combs Ferry Road

Winchester, KY

Bluegrass
View 23 Kittison Drive Winchester, KY MLS# 25503252
$235,000
3

Beds

2.0

Baths

1,346

Sq.Ft.

23 Kittison Drive

Winchester, KY

Bluegrass
View 240 Athens Boonesboro Road Winchester, KY MLS# 26004512
$429,900
4

Beds

2.1

Baths

1,500

Sq.Ft.

240 Athens Boonesboro Road

Winchester, KY

Bluegrass
View 5127 Combs Ferry Road Winchester, KY MLS# 26004544
$439,000
Studio

Beds

0.0

Baths

5127 Combs Ferry Road

Winchester, KY

Bluegrass
View 221 Moundale Avenue Winchester, KY MLS# 26004551
  • Recently Listed
1 of 49
OPEN HOUSE: Sunday 3/29 2:00 PM - 4:00 PM
$355,000
3

Beds

2.1

Baths

2,628

Sq.Ft.

221 Moundale Avenue

Winchester, KY

Bluegrass
View 225 Buffalo Trace Winchester, KY MLS# 26004556
  • Recently Listed
1 of 24
$209,900
3

Beds

2.0

Baths

915

Sq.Ft.

225 Buffalo Trace

Winchester, KY

Bluegrass
View 221 W Hickman Street Winchester, KY MLS# 26004557
  • Recently Listed
1 of 44
$360,000
4

Beds

3.0

Baths

3,440

Sq.Ft.

221 W Hickman Street

Winchester, KY

Bluegrass
View 1450 Ford Road Winchester, KY MLS# 26004572
$69,900
Studio

Beds

0.0

Baths

1450 Ford Road

Winchester, KY

Bluegrass
View 1407 Ironworks Road Winchester, KY MLS# 26004591
  • Recently Listed
1 of 25
$259,900
3

Beds

2.0

Baths

1,530

Sq.Ft.

1407 Ironworks Road

Winchester, KY

Bluegrass
View 1860 Ford Road Winchester, KY MLS# 26004497
  • Recently Listed
1 of 58
$89,900
2

Beds

1.0

Baths

825

Sq.Ft.

1860 Ford Road

Winchester, KY

Bluegrass
View 104 Colby Hills Drive Winchester, KY MLS# 25004009
$429,000
4

Beds

2.0

Baths

1,950

Sq.Ft.

104 Colby Hills Drive

Winchester, KY

Bluegrass
View 130 E Broadway Street Winchester, KY MLS# 26004331
  • Recently Listed
1 of 19
$265,000
4

Beds

3.0

Baths

2,445

Sq.Ft.

130 E Broadway Street

Winchester, KY

Bluegrass
View 52 Judy Ann Court Winchester, KY MLS# 26004202
$165,000
3

Beds

1.1

Baths

1,312

Sq.Ft.

52 Judy Ann Court

Winchester, KY

Bluegrass
View 707 Estes Drive Winchester, KY MLS# 26004204
$212,000
3

Beds

1.0

Baths

1,053

Sq.Ft.

707 Estes Drive

Winchester, KY

Bluegrass
View 280 Pine Ridge Road Winchester, KY MLS# 26004070
  • Recently Listed
1 of 18
$260,000
3

Beds

1.0

Baths

1,296

Sq.Ft.

280 Pine Ridge Road

Winchester, KY

Bluegrass
View 543 Cunningham Lane Winchester, KY MLS# 26004071
$279,000
3

Beds

2.0

Baths

1,404

Sq.Ft.

543 Cunningham Lane

Winchester, KY

Bluegrass
View 23 Windridge Drive Winchester, KY MLS# 26004120
  • Recently Listed
1 of 29
$359,900
3

Beds

2.0

Baths

1,858

Sq.Ft.

23 Windridge Drive

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

272

Estimated median home price

$279,475
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 - 100K32
$100K - 200K55
$200K - 300K67
$300K - 400K34
$400K - 500K19
$500K - 600K14
$600K - 700K11
$700K - 800K12
$800K - 900K5
$900K - 1M4
$1M - Max19

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family143
Townhouse5
Condo0
Commercial14
Rental15
Lots and Land86
Condo/Town/CoOp0
CoOp0
Multi Family13
Mobile Home0
Farms11

(Data as of 3/24/2026)

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 3/25/2026.