264 total properties
Did you mean the neighborhood Winchester?
View 141 Duclair Drive Winchester, KY MLS# 22024130
$100,000
Studio

Beds

0.0

Baths

141 Duclair Drive

Winchester, KY

Bluegrass
View 129 Duclair Drive Winchester, KY MLS# 22024133
$100,000
Studio

Beds

0.0

Baths

129 Duclair Drive

Winchester, KY

Bluegrass
View 115 Duclair Drive Winchester, KY MLS# 22024134
$100,000
Studio

Beds

0.0

Baths

115 Duclair Drive

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 225 Plantations Drive Winchester, KY MLS# 25506523
$337,900
3

Beds

2.1

Baths

3,868

Sq.Ft.

225 Plantations Drive

Winchester, KY

Bluegrass
View 128 Cherokee Drive Winchester, KY MLS# 26003806
  • Recently Listed
1 of 36
$319,900
5

Beds

2.0

Baths

2,082

Sq.Ft.

128 Cherokee Drive

Winchester, KY

Bluegrass
View 3622 Stamper Drive Winchester, KY MLS# 26003842
  • Recently Listed
1 of 67
$325,000
3

Beds

3.0

Baths

2,821

Sq.Ft.

3622 Stamper Drive

Winchester, KY

Bluegrass
View 3614 Stamper Drive Winchester, KY MLS# 25017189
$259,500
3

Beds

2.0

Baths

1,247

Sq.Ft.

3614 Stamper Drive

Winchester, KY

Bluegrass
View 230 Duclair Drive Winchester, KY MLS# 22024095
$110,000
Studio

Beds

0.0

Baths

230 Duclair Drive

Winchester, KY

Bluegrass
View 215 Old Log Lick Road Winchester, KY MLS# 26003717
  • Recently Listed
1 of 84
$350,000
3

Beds

2.0

Baths

1,450

Sq.Ft.

215 Old Log Lick Road

Winchester, KY

Bluegrass
View 175 Overlooking Drive Winchester, KY MLS# 26003583
$359,000
3

Beds

2.0

Baths

2,080

Sq.Ft.

175 Overlooking Drive

Winchester, KY

Bluegrass
View 2100 Stoner-Ephesus Road Winchester, KY MLS# 26003590
$575,000
2

Beds

2.0

Baths

2,361

Sq.Ft.

2100 Stoner-Ephesus Road

Winchester, KY

Bluegrass
View 319 Essex Court Winchester, KY MLS# 26003610
  • Virtual Tour
1 of 21
$199,000
3

Beds

2.1

Baths

1,224

Sq.Ft.

319 Essex Court

Winchester, KY

Bluegrass
View 1701 Gay Evans Road Winchester, KY MLS# 26003645
$819,000
4

Beds

3.1

Baths

4,345

Sq.Ft.

1701 Gay Evans Road

Winchester, KY

Bluegrass
View 119 Tower Lane Winchester, KY MLS# 26003652
  • Recently Listed with Virtual Tour
1 of 59
$299,000
3

Beds

1.0

Baths

1,273

Sq.Ft.

119 Tower Lane

Winchester, KY

Bluegrass
View 357 Silverton Way Winchester, KY MLS# 26003487
  • Recently Listed
1 of 18
$243,000
3

Beds

2.0

Baths

1,502

Sq.Ft.

357 Silverton Way

Winchester, KY

Bluegrass
View 133 S Highland Street Winchester, KY MLS# 25017462
$251,000
6

Beds

3.0

Baths

2,302

Sq.Ft.

133 S Highland Street

Winchester, KY

Bluegrass
View 6 Hart Avenue Winchester, KY MLS# 26003316
$259,900
4

Beds

1.1

Baths

1,405

Sq.Ft.

6 Hart Avenue

Winchester, KY

Bluegrass
View 334 S Burns Avenue Winchester, KY MLS# 26003334
  • Recently Listed
1 of 47
$229,000
3

Beds

1.1

Baths

1,636

Sq.Ft.

334 S Burns Avenue

Winchester, KY

Bluegrass
View 508 Acadia Way Winchester, KY MLS# 26003275
$224,500
4

Beds

2.0

Baths

1,400

Sq.Ft.

508 Acadia Way

Winchester, KY

Bluegrass
View 211 Lindsey Court Winchester, KY MLS# 26003170
  • Recently Listed
1 of 33
$299,500
3

Beds

2.0

Baths

1,790

Sq.Ft.

211 Lindsey Court

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

267

Estimated median home price

$269,900
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 - 100K32
$100K - 200K57
$200K - 300K64
$300K - 400K35
$400K - 500K17
$500K - 600K12
$600K - 700K10
$700K - 800K10
$800K - 900K7
$900K - 1M3
$1M - Max20

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family144
Townhouse6
Condo0
Commercial13
Rental17
Lots and Land81
Condo/Town/CoOp0
CoOp0
Multi Family12
Mobile Home0
Farms11

(Data as of 3/11/2026)

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 3/11/2026.