131 total properties
Did you mean the neighborhood Winchester?
View 114 Magnolia Street Winchester, KY MLS# 25506511
$99,000
2

Beds

1.0

Baths

910

Sq.Ft.

114 Magnolia Street

Winchester, KY

Bluegrass
View 368 Flanagan Station Road Winchester, KY MLS# 25009200
$206,000
Studio

Beds

0.0

Baths

368 Flanagan Station Road

Winchester, KY

Bluegrass
View 12541 Ironworks Road Winchester, KY MLS# 25506465
$70,000
Studio

Beds

0.0

Baths

12541 Ironworks Road

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 12 Linden Avenue Winchester, KY MLS# 25506319
$235,000
3

Beds

2.0

Baths

1,050

Sq.Ft.

12 Linden Avenue

Winchester, KY

Bluegrass
View Lot 3 Plantations Drive Winchester, KY MLS# 25506247
$78,500
Studio

Beds

0.0

Baths

Lot 3 Plantations Drive

Winchester, KY

Bluegrass
View Lot 4 Plantations Drive Winchester, KY MLS# 25506248
$78,500
Studio

Beds

0.0

Baths

Lot 4 Plantations Drive

Winchester, KY

Bluegrass
View Lot 5 Plantations Drive Winchester, KY MLS# 25506250
$78,500
Studio

Beds

0.0

Baths

Lot 5 Plantations Drive

Winchester, KY

Bluegrass
View 605 College Street Winchester, KY MLS# 25506124
$215,000
2

Beds

1.0

Baths

1,484

Sq.Ft.

605 College Street

Winchester, KY

Bluegrass
View 222 Bracken Court Winchester, KY MLS# 25505927
$269,000
3

Beds

2.1

Baths

1,456

Sq.Ft.

222 Bracken Court

Winchester, KY

Bluegrass
View 300 W Broadway Street Winchester, KY MLS# 25505929
$249,000

300 W Broadway Street

Winchester, KY

Bluegrass
View 218 E Washington Street Winchester, KY MLS# 25505534
$215,000
4

Beds

1.0

Baths

1,743

Sq.Ft.

218 E Washington Street

Winchester, KY

Bluegrass
View 612 Boone Avenue Winchester, KY MLS# 25505318
$200,000
2

Beds

2.0

Baths

1,262

Sq.Ft.

612 Boone Avenue

Winchester, KY

Bluegrass
View 404 Wellington Way Winchester, KY MLS# 25505330
$275,700
3

Beds

2.0

Baths

1,682

Sq.Ft.

404 Wellington Way

Winchester, KY

Bluegrass
View 228 Jackson Street Winchester, KY MLS# 25015194
$146,000
3

Beds

1.0

Baths

1,020

Sq.Ft.

228 Jackson Street

Winchester, KY

Bluegrass
View 204 Wigeon Court Winchester, KY MLS# 25005098
$49,500
Studio

Beds

0.0

Baths

204 Wigeon Court

Winchester, KY

Bluegrass
View 174 Hidden Grove Lane Winchester, KY MLS# 25504354
$265,000
2

Beds

2.0

Baths

1,521

Sq.Ft.

174 Hidden Grove Lane

Winchester, KY

Bluegrass
View 7950 Four Mile Road Winchester, KY MLS# 25503896
$123,000
Studio

Beds

0.0

Baths

7950 Four Mile Road

Winchester, KY

Bluegrass
View 110 Knox Court Winchester, KY MLS# 25503832
$129,300
Studio

Beds

0.0

Baths

110 Knox Court

Winchester, KY

Bluegrass
View 175 Magnolia Street Winchester, KY MLS# 25503492
$194,900
3

Beds

1.0

Baths

1,046

Sq.Ft.

175 Magnolia Street

Winchester, KY

Bluegrass
View 209 Allan Place Winchester, KY MLS# 25503412
$234,000
3

Beds

2.0

Baths

1,260

Sq.Ft.

209 Allan Place

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

255

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 - 200K55
$200K - 300K58
$300K - 400K34
$400K - 500K17
$500K - 600K12
$600K - 700K9
$700K - 800K10
$800K - 900K8
$900K - 1M3
$1M - Max20

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family135
Townhouse6
Condo0
Commercial13
Rental18
Lots and Land80
Condo/Town/CoOp0
CoOp0
Multi Family11
Mobile Home0
Farms10

(Data as of 3/3/2026)

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 3/4/2026.