View 5127 Combs Ferry Road Winchester, KY MLS# 26011064
$249,000
Studio

Beds

0.0

Baths

5127 Combs Ferry Road

Winchester, KY

Bluegrass
View 339 S Main Street Winchester, KY MLS# 26010684
  • Recently Listed
1 of 34
$219,900
4

Beds

1.1

Baths

1,848

Sq.Ft.

339 S Main Street

Winchester, KY

Bluegrass
View 209 Boone Avenue Winchester, KY MLS# 26011097
  • Recently Listed with Virtual Tour
1 of 24
$299,900
3

Beds

2.1

Baths

2,260

Sq.Ft.

209 Boone Avenue

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 18 Casa Landa Way Winchester, KY MLS# 26011118
$395,000
3

Beds

2.0

Baths

1,883

Sq.Ft.

18 Casa Landa Way

Winchester, KY

Bluegrass
View 13 Arlington Road Winchester, KY MLS# 26005875
$235,000
4

Beds

2.0

Baths

1,431

Sq.Ft.

13 Arlington Road

Winchester, KY

Bluegrass
View 314 Snowden Drive Winchester, KY MLS# 26010943
$224,900
3

Beds

1.0

Baths

1,196

Sq.Ft.

314 Snowden Drive

Winchester, KY

Bluegrass
View 217 Short Street Winchester, KY MLS# 26010963
  • Recently Listed
1 of 50
$250,000
3

Beds

1.0

Baths

1,042

Sq.Ft.

217 Short Street

Winchester, KY

Bluegrass
View 147 Sunset Heights Winchester, KY MLS# 26011009
  • Recently Listed
1 of 38
$299,900
3

Beds

2.0

Baths

2,128

Sq.Ft.

147 Sunset Heights

Winchester, KY

Bluegrass
View 450 Jameson Way Winchester, KY MLS# 26011041
  • Recently Listed
1 of 24
$225,000
4

Beds

2.0

Baths

1,458

Sq.Ft.

450 Jameson Way

Winchester, KY

Bluegrass
View Lot 5 Plantations Drive Winchester, KY MLS# 26010749
$78,500
Studio

Beds

0.0

Baths

Lot 5 Plantations Drive

Winchester, KY

Bluegrass
View Lot 4 Plantations Drive Winchester, KY MLS# 26010751
$78,500
Studio

Beds

0.0

Baths

Lot 4 Plantations Drive

Winchester, KY

Bluegrass
View Lot 3 Plantations Drive Winchester, KY MLS# 26010753
$78,500
Studio

Beds

0.0

Baths

Lot 3 Plantations Drive

Winchester, KY

Bluegrass
View 205 Providence Lane Winchester, KY MLS# 26010776
$269,900
3

Beds

1.0

Baths

1,644

Sq.Ft.

205 Providence Lane

Winchester, KY

Bluegrass
View 274 Greenway Drive Winchester, KY MLS# 26010546
$350,000
4

Beds

2.0

Baths

2,208

Sq.Ft.

274 Greenway Drive

Winchester, KY

Bluegrass
View 301 Snowden Drive Winchester, KY MLS# 26010643
  • Recently Listed
1 of 20
$210,000
3

Beds

1.0

Baths

1,386

Sq.Ft.

301 Snowden Drive

Winchester, KY

Bluegrass
View 86 Brink Avenue Winchester, KY MLS# 26010543
$230,000
3

Beds

2.0

Baths

1,136

Sq.Ft.

86 Brink Avenue

Winchester, KY

Bluegrass
View 405 Tremont Lane Winchester, KY MLS# 26010040
$349,000
4

Beds

2.1

Baths

2,274

Sq.Ft.

405 Tremont Lane

Winchester, KY

Bluegrass
View 5434 Pine Ridge Road Winchester, KY MLS# 26010230
  • Recently Listed
1 of 31
$189,000
2

Beds

2.0

Baths

1,000

Sq.Ft.

5434 Pine Ridge Road

Winchester, KY

Bluegrass
View 27 Hampton Avenue Winchester, KY MLS# 26010286
  • Recently Listed
1 of 55
$359,900
3

Beds

2.0

Baths

2,835

Sq.Ft.

27 Hampton Avenue

Winchester, KY

Bluegrass
View 502 W Lexington Avenue Winchester, KY MLS# 26010324
$360,000
4

Beds

4.1

Baths

4,798

Sq.Ft.

502 W Lexington Avenue

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

311

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 - 100K35
$100K - 200K67
$200K - 300K72
$300K - 400K44
$400K - 500K24
$500K - 600K17
$600K - 700K11
$700K - 800K13
$800K - 900K4
$900K - 1M2
$1M - Max22

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family180
Townhouse2
Condo0
Commercial16
Rental17
Lots and Land96
Condo/Town/CoOp0
CoOp0
Multi Family11
Mobile Home0
Farms6

(Data as of 5/17/2026)

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 5/17/2026.