219 total properties
Did you mean the neighborhood Winchester?
View 123 Sunset Heights Winchester, KY MLS# 26009360
$249,900
3

Beds

2.0

Baths

1,446

Sq.Ft.

123 Sunset Heights

Winchester, KY

Bluegrass
View 618 Westmeade Drive Winchester, KY MLS# 26009371
$284,900
4

Beds

2.0

Baths

2,116

Sq.Ft.

618 Westmeade Drive

Winchester, KY

Bluegrass
View 2697 Pine Ridge Road Winchester, KY MLS# 26009146
$199,000
Studio

Beds

0.0

Baths

2697 Pine Ridge Road

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 54 Locust Drive Winchester, KY MLS# 26007779
$289,000
3

Beds

2.0

Baths

1,692

Sq.Ft.

54 Locust Drive

Winchester, KY

Bluegrass
View 720 Terry Drive Winchester, KY MLS# 26009068
$270,000
3

Beds

2.0

Baths

1,779

Sq.Ft.

720 Terry Drive

Winchester, KY

Bluegrass
View 382 S Main Street Winchester, KY MLS# 26008931
$375,000
4

Beds

3.0

Baths

3,310

Sq.Ft.

382 S Main Street

Winchester, KY

Bluegrass
View 414 Pueblo Court Winchester, KY MLS# 26008330
$289,999
3

Beds

2.1

Baths

2,648

Sq.Ft.

414 Pueblo Court

Winchester, KY

Bluegrass
View 11 Taylor Avenue Winchester, KY MLS# 26008944
$148,900
3

Beds

1.0

Baths

1,362

Sq.Ft.

11 Taylor Avenue

Winchester, KY

Bluegrass
View 148 W Lexington Avenue Winchester, KY MLS# 26008946
$198,900
5

Beds

2.0

Baths

2,444

Sq.Ft.

148 W Lexington Avenue

Winchester, KY

Bluegrass
View 9 Linden Avenue Winchester, KY MLS# 25007762
$139,000
2

Beds

1.0

Baths

886

Sq.Ft.

9 Linden Avenue

Winchester, KY

Bluegrass
View 412 Pueblo Court Winchester, KY MLS# 26008794
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$312,000
3

Beds

2.1

Baths

2,648

Sq.Ft.

412 Pueblo Court

Winchester, KY

Bluegrass
View 28 Churchill Drive Winchester, KY MLS# 26008797
$310,000
5

Beds

3.0

Baths

2,624

Sq.Ft.

28 Churchill Drive

Winchester, KY

Bluegrass
View 229 S Highland Street Winchester, KY MLS# 26008701
$180,000
4

Beds

3.0

Baths

3,462

Sq.Ft.

229 S Highland Street

Winchester, KY

Bluegrass
View 175 Magnolia Street Winchester, KY MLS# 26008759
$169,000
3

Beds

1.0

Baths

1,046

Sq.Ft.

175 Magnolia Street

Winchester, KY

Bluegrass
View 110 Knox Court Winchester, KY MLS# 26008587
$128,800
Studio

Beds

0.0

Baths

110 Knox Court

Winchester, KY

Bluegrass
View 697 Goose Creek Road Winchester, KY MLS# 26008440
$155,000
3

Beds

2.0

Baths

1,848

Sq.Ft.

697 Goose Creek Road

Winchester, KY

Bluegrass
View 443 S Maple Street Winchester, KY MLS# 26008225
$340,000
4

Beds

2.0

Baths

3,261

Sq.Ft.

443 S Maple Street

Winchester, KY

Bluegrass
View 13 Maryland Avenue Winchester, KY MLS# 26008307
$164,000
2

Beds

1.0

Baths

1,472

Sq.Ft.

13 Maryland Avenue

Winchester, KY

Bluegrass
View 110 Powe Drive Winchester, KY MLS# 26008249
$329,900
4

Beds

2.1

Baths

2,010

Sq.Ft.

110 Powe Drive

Winchester, KY

Bluegrass
View 3385 Colby Road Winchester, KY MLS# 26008075
$150,000
Studio

Beds

0.0

Baths

3385 Colby Road

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

285

Estimated median home price

$280,000
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 - 200K61
$200K - 300K66
$300K - 400K49
$400K - 500K20
$500K - 600K15
$600K - 700K11
$700K - 800K8
$800K - 900K4
$900K - 1M2
$1M - Max20

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family170
Townhouse4
Condo0
Commercial11
Rental18
Lots and Land85
Condo/Town/CoOp0
CoOp0
Multi Family8
Mobile Home0
Farms7

(Data as of 7/3/2026)

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 7/4/2026.