294 total properties
Did you mean the neighborhood Winchester?
View 750 Craig Crossing # Lot #7 Winchester, KY MLS# 26013322
$154,900
Studio

Beds

0.0

Baths

750 Craig Crossing # Lot #7

Winchester, KY

Bluegrass
View 377 Crescent Avenue Winchester, KY MLS# 26013350
  • Recently Listed
1 of 49
$254,500
3

Beds

1.1

Baths

1,533

Sq.Ft.

377 Crescent Avenue

Winchester, KY

Bluegrass
View 107 Gibson Way Winchester, KY MLS# 26013361
  • Recently Listed
1 of 20
$369,000
3

Beds

2.1

Baths

2,266

Sq.Ft.

107 Gibson Way

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 600 Boone Avenue Winchester, KY MLS# 26013378
  • Recently Listed
1 of 36
$549,900
4

Beds

3.2

Baths

4,173

Sq.Ft.

600 Boone Avenue

Winchester, KY

Bluegrass
View 330 Spencer Lane Winchester, KY MLS# 26013217
  • Recently Listed
1 of 27
$949,000
3

Beds

3.0

Baths

2,200

Sq.Ft.

330 Spencer Lane

Winchester, KY

Bluegrass
View 182 Chardonnay Court Winchester, KY MLS# 26013305
  • Recently Listed
1 of 64
$499,000
5

Beds

2.1

Baths

3,097

Sq.Ft.

182 Chardonnay Court

Winchester, KY

Bluegrass
View 955 Right Angle Road Winchester, KY MLS# 26013194
  • Recently Listed
1 of 35
$274,900
2

Beds

1.0

Baths

849

Sq.Ft.

955 Right Angle Road

Winchester, KY

Bluegrass
View 14 Cook Avenue Winchester, KY MLS# 26011961
  • Recently Listed
1 of 37
$233,000
3

Beds

2.0

Baths

1,261

Sq.Ft.

14 Cook Avenue

Winchester, KY

Bluegrass
View 13 Long Avenue Winchester, KY MLS# 26013004
  • Recently Listed
1 of 31
$240,000
3

Beds

2.0

Baths

1,297

Sq.Ft.

13 Long Avenue

Winchester, KY

Bluegrass
View 23 Windridge Drive Winchester, KY MLS# 26013010
  • Recently Listed
1 of 41
$339,900
3

Beds

2.0

Baths

1,858

Sq.Ft.

23 Windridge Drive

Winchester, KY

Bluegrass
View 200 Old Log Lick Road Winchester, KY MLS# 26013036
  • Recently Listed
1 of 89
$939,000
3

Beds

2.0

Baths

4,019

Sq.Ft.

200 Old Log Lick Road

Winchester, KY

Bluegrass
View 310 W Hickman Street Winchester, KY MLS# 26012783
  • Recently Listed
1 of 13
$109,900
4

Beds

2.1

Baths

1,391

Sq.Ft.

310 W Hickman Street

Winchester, KY

Bluegrass
View 20 Jackson Street Winchester, KY MLS# 26012820
  • Recently Listed
1 of 36
$290,000
3

Beds

2.0

Baths

1,650

Sq.Ft.

20 Jackson Street

Winchester, KY

Bluegrass
View 563 Constitution Drive Winchester, KY MLS# 26012893
$104,900
2

Beds

2.0

Baths

924

Sq.Ft.

563 Constitution Drive

Winchester, KY

Bluegrass
View 162 French Avenue Winchester, KY MLS# 26012319
  • Recently Listed
1 of 40
$294,900
4

Beds

1.0

Baths

2,327

Sq.Ft.

162 French Avenue

Winchester, KY

Bluegrass
View 3359 Trapp-Goffs Corner Road Winchester, KY MLS# 26012322
$370,000
1

Beds

2.0

Baths

2,179

Sq.Ft.

3359 Trapp-Goffs Corner Road

Winchester, KY

Bluegrass
View 410 W Lexington Avenue Winchester, KY MLS# 26012369
$349,900
5

Beds

4.0

Baths

4,456

Sq.Ft.

410 W Lexington Avenue

Winchester, KY

Bluegrass
View 104 Bay Hill Drive Winchester, KY MLS# 26012179
  • Recently Listed
1 of 14
$215,000
2

Beds

2.0

Baths

1,200

Sq.Ft.

104 Bay Hill Drive

Winchester, KY

Bluegrass
View 3622 Stamper Drive Winchester, KY MLS# 26012206
  • Recently Listed
1 of 43
$299,900
3

Beds

3.0

Baths

2,821

Sq.Ft.

3622 Stamper Drive

Winchester, KY

Bluegrass
View 6356 Van Meter Road Winchester, KY MLS# 26012252
  • Recently Listed
1 of 92
$795,000
3

Beds

3.0

Baths

3,336

Sq.Ft.

6356 Van Meter Road

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

291

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 - 200K65
$200K - 300K73
$300K - 400K41
$400K - 500K18
$500K - 600K14
$600K - 700K11
$700K - 800K11
$800K - 900K2
$900K - 1M4
$1M - Max23

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family171
Townhouse4
Condo0
Commercial13
Rental19
Lots and Land90
Condo/Town/CoOp0
CoOp0
Multi Family9
Mobile Home0
Farms4

(Data as of 6/10/2026)

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 6/10/2026.