View 3600 Crowe Ridge Road Winchester, KY MLS# 25507522
  • Recently Listed
1 of 39
$384,900
4

Beds

4.1

Baths

3600 Crowe Ridge Road

Winchester, KY

Bluegrass
View 24 N Burns Avenue Winchester, KY MLS# 25507536
  • Recently Listed
1 of 28
$309,900
3

Beds

3.1

Baths

2,526

Sq.Ft.

24 N Burns Avenue

Winchester, KY

Bluegrass
View 133 Shala-Mar Rue Winchester, KY MLS# 25507513
  • Recently Listed
1 of 36
$379,000
3

Beds

2.0

Baths

2,000

Sq.Ft.

133 Shala-Mar Rue

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 117 Buffalo Trace Winchester, KY MLS# 25507380
  • Recently Listed
1 of 19
$199,900
3

Beds

2.0

Baths

1,072

Sq.Ft.

117 Buffalo Trace

Winchester, KY

Bluegrass
View 22 N Bloomfield Road Winchester, KY MLS# 25507403
  • Recently Listed with Virtual Tour
1 of 46
OPEN HOUSE: Sunday 12/14 1:00 PM - 3:00 PM
$318,000
3

Beds

2.0

Baths

1,913

Sq.Ft.

22 N Bloomfield Road

Winchester, KY

Bluegrass
View 3622 Stamper Drive Winchester, KY MLS# 25507430
  • Recently Listed
1 of 42
$349,900
3

Beds

3.0

Baths

2,821

Sq.Ft.

3622 Stamper Drive

Winchester, KY

Bluegrass
View 314 E Broadway Street Winchester, KY MLS# 25507471
  • Recently Listed with Virtual Tour
1 of 37
$229,000
3

Beds

1.0

Baths

1,188

Sq.Ft.

314 E Broadway Street

Winchester, KY

Bluegrass
View 443 Jameson Way Winchester, KY MLS# 25507351
  • Recently Listed
1 of 22
$225,000
4

Beds

2.0

Baths

1,400

Sq.Ft.

443 Jameson Way

Winchester, KY

Bluegrass
View 120 Jackson Street Winchester, KY MLS# 25507377
  • Recently Listed
1 of 25
$248,000
3

Beds

2.1

Baths

1,342

Sq.Ft.

120 Jackson Street

Winchester, KY

Bluegrass
View 19 Cherokee Court Winchester, KY MLS# 25507379
$230,000
3

Beds

1.0

Baths

1,134

Sq.Ft.

19 Cherokee Court

Winchester, KY

Bluegrass
View 2721 Pretty Run Road Winchester, KY MLS# 24025198
$230,000
3

Beds

2.0

Baths

1,456

Sq.Ft.

2721 Pretty Run Road

Winchester, KY

Bluegrass
View 110 Albany Lane Winchester, KY MLS# 25507197
$269,000
3

Beds

2.0

Baths

1,306

Sq.Ft.

110 Albany Lane

Winchester, KY

Bluegrass
View 208 Watercrest Way Winchester, KY MLS# 25507056
  • Recently Listed
1 of 23
$255,000
3

Beds

2.1

Baths

1,416

Sq.Ft.

208 Watercrest Way

Winchester, KY

Bluegrass
View 214 S Burns Avenue Winchester, KY MLS# 25506625
  • Recently Listed
1 of 55
$318,500
4

Beds

1.1

Baths

2,170

Sq.Ft.

214 S Burns Avenue

Winchester, KY

Bluegrass
View 246 Geronimo Court Winchester, KY MLS# 25506870
  • Recently Listed
1 of 15
$210,000
3

Beds

2.0

Baths

1,092

Sq.Ft.

246 Geronimo Court

Winchester, KY

Bluegrass
View 720 Estes Drive Winchester, KY MLS# 25506836
  • Recently Listed
1 of 21
$249,900
3

Beds

1.0

Baths

1,494

Sq.Ft.

720 Estes Drive

Winchester, KY

Bluegrass
View 41 7th Street Winchester, KY MLS# 25506758
  • Recently Listed
1 of 7
$190,000
3

Beds

2.0

Baths

1,116

Sq.Ft.

41 7th Street

Winchester, KY

Bluegrass
View 202 Dubuy Drive Winchester, KY MLS# 25506536
$305,000
3

Beds

2.1

Baths

1,800

Sq.Ft.

202 Dubuy Drive

Winchester, KY

Bluegrass
View 21 Virginia Avenue Winchester, KY MLS# 25506127
  • Recently Listed
1 of 26
OPEN HOUSE: Sunday 12/14 2:00 PM - 4:00 PM
$260,000
3

Beds

2.0

Baths

1,749

Sq.Ft.

21 Virginia Avenue

Winchester, KY

Bluegrass
View 145 Shanahan Lane Winchester, KY MLS# 25506693
$349,900
4

Beds

3.0

Baths

2,520

Sq.Ft.

145 Shanahan Lane

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

284

Estimated median home price

$274,900
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 - 100K38
$100K - 200K58
$200K - 300K57
$300K - 400K44
$400K - 500K24
$500K - 600K11
$600K - 700K11
$700K - 800K9
$800K - 900K7
$900K - 1M3
$1M - Max22

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family150
Townhouse5
Condo0
Commercial13
Rental19
Lots and Land93
Condo/Town/CoOp0
CoOp0
Multi Family8
Mobile Home0
Farms15

(Data as of 12/9/2025)

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 12/10/2025.