272 total properties
Did you mean the neighborhood Winchester?
View 330 Spencer Lane Winchester, KY MLS# 26013217
  • Recently Listed
1 of 46
$949,000
3

Beds

3.0

Baths

2,200

Sq.Ft.

330 Spencer Lane

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 300 Rolling Hills Lane Winchester, KY MLS# 1805484
$925,000
Studio

Beds

0.0

Baths

300 Rolling Hills Lane

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View Lot 1 - 7 Plantations Drive Winchester, KY MLS# 26011486
$882,000
Studio

Beds

0.0

Baths

Lot 1 - 7 Plantations Drive

Winchester, KY

Bluegrass
View 111 Bella Shae Way Winchester, KY MLS# 24025579
  • New Construction
1 of 3
$825,000
3

Beds

2.1

Baths

2,995

Sq.Ft.

111 Bella Shae Way

Winchester, KY

Bluegrass
View 1108 W Lexington Avenue Winchester, KY MLS# 26010978
$800,000
Studio

Beds

0.0

Baths

1108 W Lexington Avenue

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
View 425 Alexis Way Winchester, KY MLS# 25000149
  • New Construction
1 of 9
$785,000
4

Beds

2.1

Baths

2,476

Sq.Ft.

425 Alexis Way

Winchester, KY

Bluegrass
View 7300 Old Boonesboro Road Winchester, KY MLS# 26012036
$785,000
4

Beds

3.0

Baths

3,311

Sq.Ft.

7300 Old Boonesboro Road

Winchester, KY

Bluegrass
View 126 Shoppers Drive Winchester, KY MLS# 25015685
$780,000
3,080

Sq.Ft.

126 Shoppers Drive

Winchester, KY

Bluegrass
View 465 Morris Road Winchester, KY MLS# 26007545
$775,000
5

Beds

3.0

Baths

4,437

Sq.Ft.

465 Morris Road

Winchester, KY

Bluegrass
View 455 Davis Lane Winchester, KY MLS# 25507944
  • Virtual Tour
1 of 65
$759,000
2

Beds

2.1

Baths

2,361

Sq.Ft.

455 Davis Lane

Winchester, KY

Bluegrass
View 218 S Maple Street Winchester, KY MLS# 26004697
$750,000
6,110

Sq.Ft.

218 S Maple Street

Winchester, KY

Bluegrass
View 186 Chardonnay Court Winchester, KY MLS# 26006869
$724,999
4

Beds

2.1

Baths

7,058

Sq.Ft.

186 Chardonnay Court

Winchester, KY

Bluegrass
Courtesy of Lexington - WEICHERT, REALTORS® - ABG
View 415 Alexis Way Winchester, KY MLS# 24025582
  • New Construction
1 of 3
$700,000
3

Beds

2.0

Baths

2,400

Sq.Ft.

415 Alexis Way

Winchester, KY

Bluegrass
View 113 Bella Shae Way Winchester, KY MLS# 24025580
  • New Construction
1 of 3
$670,000
3

Beds

2.0

Baths

2,261

Sq.Ft.

113 Bella Shae Way

Winchester, KY

Bluegrass
View 414 Alexis Way Winchester, KY MLS# 24025581
  • New Construction
1 of 22
$665,000
3

Beds

2.1

Baths

2,643

Sq.Ft.

414 Alexis Way

Winchester, KY

Bluegrass
View 205 Codella Drive Winchester, KY MLS# 25008456
$650,000
Studio

Beds

0.0

Baths

205 Codella Drive

Winchester, KY

Bluegrass
View 1480 Irvine Road Winchester, KY MLS# 26007244
$649,900
3

Beds

3.1

Baths

3,388

Sq.Ft.

1480 Irvine Road

Winchester, KY

Bluegrass
View 106 Bella Shae Way Winchester, KY MLS# 24025577
  • New Construction
1 of 3
$645,000
4

Beds

2.1

Baths

2,526

Sq.Ft.

106 Bella Shae Way

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

297

Estimated median home price

$274,900
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 - 100K30
$100K - 200K65
$200K - 300K73
$300K - 400K47
$400K - 500K17
$500K - 600K16
$600K - 700K10
$700K - 800K11
$800K - 900K2
$900K - 1M3
$1M - Max23

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family175
Townhouse4
Condo0
Commercial14
Rental18
Lots and Land91
Condo/Town/CoOp0
CoOp0
Multi Family9
Mobile Home0
Farms4

(Data as of 6/18/2026)

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 6/18/2026.