219 total properties
Did you mean the neighborhood Winchester?
View 5127 Combs Ferry Road Winchester, KY MLS# 26011064
$235,000
Studio

Beds

0.0

Baths

5127 Combs Ferry Road

Winchester, KY

Bluegrass
View 339 S Main Street Winchester, KY MLS# 26010684
$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
  • Virtual Tour
1 of 24
$294,900
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 287 Logan Lick Road Winchester, KY MLS# 26011126
$465,000
3

Beds

2.0

Baths

1,680

Sq.Ft.

287 Logan Lick Road

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 147 Sunset Heights Winchester, KY MLS# 26011009
$294,900
3

Beds

2.0

Baths

2,128

Sq.Ft.

147 Sunset Heights

Winchester, KY

Bluegrass
View 450 Jameson Way Winchester, KY MLS# 26011041
$225,000
4

Beds

2.0

Baths

1,458

Sq.Ft.

450 Jameson Way

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
$210,000
3

Beds

1.0

Baths

1,386

Sq.Ft.

301 Snowden Drive

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 27 Hampton Avenue Winchester, KY MLS# 26010286
$350,000
3

Beds

2.0

Baths

2,835

Sq.Ft.

27 Hampton Avenue

Winchester, KY

Bluegrass
View 502 W Lexington Avenue Winchester, KY MLS# 26010324
$350,000
4

Beds

2.3

Baths

4,798

Sq.Ft.

502 W Lexington Avenue

Winchester, KY

Bluegrass
View 20 Edgewood Drive Winchester, KY MLS# 26009517
  • Virtual Tour
1 of 47
$427,000
3

Beds

2.1

Baths

2,288

Sq.Ft.

20 Edgewood Drive

Winchester, KY

Bluegrass
View 103 Yorktowne Court Winchester, KY MLS# 25500573
$130,000
3

Beds

1.0

Baths

1,150

Sq.Ft.

103 Yorktowne Court

Winchester, KY

Bluegrass
View 42 Mockingbird Valley Road Winchester, KY MLS# 26009944
    1 of 49
    OPEN HOUSE: Sunday 7/5 1:45 PM - 4:00 PM
    $445,500
    3

    Beds

    2.1

    Baths

    2,961

    Sq.Ft.

    42 Mockingbird Valley Road

    Winchester, KY

    Bluegrass
    View 108 Spruce Court Winchester, KY MLS# 26009399
    $230,000
    4

    Beds

    2.0

    Baths

    2,106

    Sq.Ft.

    108 Spruce Court

    Winchester, KY

    Bluegrass
    View 38 N Burns Avenue Winchester, KY MLS# 26009835
    • New Construction
    1 of 31
    $350,000
    4

    Beds

    2.1

    Baths

    2,310

    Sq.Ft.

    38 N Burns Avenue

    Winchester, KY

    Bluegrass
    View 22 Magnolia Street Winchester, KY MLS# 26009730
    $160,900
    2

    Beds

    1.0

    Baths

    842

    Sq.Ft.

    22 Magnolia Street

    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.