208 total properties
Did you mean the neighborhood Winchester?
View 4590 Four Mile Road Winchester, KY MLS# 25501424
$129,900
Studio

Beds

0.0

Baths

4590 Four Mile Road

Winchester, KY

Bluegrass
View 464 Ecton Road Winchester, KY MLS# 26005844
  • Recently Listed
1 of 14
$149,000
Studio

Beds

0.0

Baths

464 Ecton Road

Winchester, KY

Bluegrass
View 504 Harvard Drive Winchester, KY MLS# 26005860
  • Recently Listed
1 of 32
$265,000
4

Beds

2.0

Baths

1,739

Sq.Ft.

504 Harvard Drive

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 13 Arlington Road Winchester, KY MLS# 26005875
  • Recently Listed
1 of 28
$235,000
4

Beds

2.0

Baths

1,431

Sq.Ft.

13 Arlington Road

Winchester, KY

Bluegrass
View 160 Rector Lane Winchester, KY MLS# 26005903
  • Recently Listed
1 of 3
$84,900
Studio

Beds

0.0

Baths

160 Rector Lane

Winchester, KY

Bluegrass
View 3934 Trapp-Goffs Corner Road Winchester, KY MLS# 26005737
$225,000
Studio

Beds

0.0

Baths

3934 Trapp-Goffs Corner Road

Winchester, KY

Bluegrass
View 1911 Trapp-Goffs Cor Road Winchester, KY MLS# 26005750
$460,000
3

Beds

2.0

Baths

1,288

Sq.Ft.

1911 Trapp-Goffs Cor Road

Winchester, KY

Bluegrass
View 404 Mount Vernon Drive Winchester, KY MLS# 26005794
$149,000
2

Beds

2.0

Baths

1,360

Sq.Ft.

404 Mount Vernon Drive

Winchester, KY

Bluegrass
View 2225 Old Boonesboro Road Winchester, KY MLS# 26004523
$289,900
3

Beds

2.0

Baths

1,995

Sq.Ft.

2225 Old Boonesboro Road

Winchester, KY

Bluegrass
View 190 Privacy Lane Winchester, KY MLS# 25501332
$260,000
Studio

Beds

0.0

Baths

190 Privacy Lane

Winchester, KY

Bluegrass
View 155 Spring Ridge Way Winchester, KY MLS# 26005457
  • Recently Listed
1 of 2
$188,500
Studio

Beds

0.0

Baths

155 Spring Ridge Way

Winchester, KY

Bluegrass
View 514 Hidden Hills Way Winchester, KY MLS# 26005461
  • Recently Listed with Virtual Tour
1 of 21
$229,900
3

Beds

2.0

Baths

1,120

Sq.Ft.

514 Hidden Hills Way

Winchester, KY

Bluegrass
View 2366 Ironworks Road Winchester, KY MLS# 26005485
$220,000
3

Beds

2.0

Baths

1,530

Sq.Ft.

2366 Ironworks Road

Winchester, KY

Bluegrass
View 133 Shala-Mar Rue Winchester, KY MLS# 26005511
  • Recently Listed
1 of 36
$369,000
3

Beds

2.0

Baths

2,000

Sq.Ft.

133 Shala-Mar Rue

Winchester, KY

Bluegrass
View 1128-1130 Dale Drive Winchester, KY MLS# 26005390
  • Recently Listed
1 of 12
$299,900
4

Beds

2.2

Baths

2,072

Sq.Ft.

1128-1130 Dale Drive

Winchester, KY

Bluegrass
View 113 Mayfair Court Winchester, KY MLS# 26005413
  • Recently Listed
1 of 4
$42,500
Studio

Beds

0.0

Baths

113 Mayfair Court

Winchester, KY

Bluegrass
View 105 Bella Court Winchester, KY MLS# 26005419
  • Recently Listed
1 of 2
$42,500
Studio

Beds

0.0

Baths

105 Bella Court

Winchester, KY

Bluegrass
View 108 Dorset Lane Winchester, KY MLS# 26005320
  • Recently Listed
1 of 3
$42,500
Studio

Beds

0.0

Baths

108 Dorset Lane

Winchester, KY

Bluegrass
View 1291-1299 Muddy Creek Road Winchester, KY MLS# 26005152
$339,900
3

Beds

2.0

Baths

1,222

Sq.Ft.

1291-1299 Muddy Creek Road

Winchester, KY

Bluegrass
View 128 Bay Hill Drive Winchester, KY MLS# 26005243
$200,000
3

Beds

2.0

Baths

1,289

Sq.Ft.

128 Bay Hill 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.