57 total properties
Did you mean the neighborhood Winchester?
View 110 Buckingham Lane Winchester, KY MLS# 26014133
$289,000
3

Beds

2.0

Baths

1,240

Sq.Ft.

110 Buckingham Lane

Winchester, KY

Bluegrass
View 335 Newcastle Lane Winchester, KY MLS# 26014026
  • Recently Listed
1 of 62
$329,900
3

Beds

2.1

Baths

1,904

Sq.Ft.

335 Newcastle Lane

Winchester, KY

Bluegrass
View 312 Buffalo Trace Winchester, KY MLS# 26014058
  • Recently Listed
1 of 31
$249,900
3

Beds

2.0

Baths

1,284

Sq.Ft.

312 Buffalo Trace

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 214 S Burns Avenue Winchester, KY MLS# 26014099
  • Recently Listed
1 of 33
$289,000
4

Beds

1.1

Baths

2,170

Sq.Ft.

214 S Burns Avenue

Winchester, KY

Bluegrass
View 3150 Waterworks Road Winchester, KY MLS# 26013923
  • Recently Listed
1 of 31
$250,000
2,591

Sq.Ft.

3150 Waterworks Road

Winchester, KY

Bluegrass
View 119 Sunset Heights Winchester, KY MLS# 26012905
  • Recently Listed
1 of 21
$265,000
3

Beds

1.0

Baths

1,324

Sq.Ft.

119 Sunset Heights

Winchester, KY

Bluegrass
View 30 Virginia Avenue Winchester, KY MLS# 26013434
  • Recently Listed
1 of 46
$247,000
3

Beds

1.0

Baths

1,050

Sq.Ft.

30 Virginia Avenue

Winchester, KY

Bluegrass
Courtesy of Lexington - WEICHERT, REALTORS® - ABG
View 17 Holiday Road Winchester, KY MLS# 26013480
  • Recently Listed
1 of 60
$249,900
3

Beds

1.1

Baths

1,161

Sq.Ft.

17 Holiday Road

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 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 4100 Crowe Ridge Road Winchester, KY MLS# 26012816
$320,000
3

Beds

2.1

Baths

2,100

Sq.Ft.

4100 Crowe Ridge Road

Winchester, KY

Bluegrass
View 20 Jackson Street Winchester, KY MLS# 26012820
  • Recently Listed
1 of 36
$280,000
3

Beds

2.0

Baths

1,650

Sq.Ft.

20 Jackson Street

Winchester, KY

Bluegrass
View 305 Abbeywood Drive Winchester, KY MLS# 26012645
$315,000
3

Beds

2.1

Baths

1,899

Sq.Ft.

305 Abbeywood Drive

Winchester, KY

Bluegrass
View 162 French Avenue Winchester, KY MLS# 26012319
$294,900
4

Beds

1.0

Baths

2,327

Sq.Ft.

162 French Avenue

Winchester, KY

Bluegrass
View 3622 Stamper Drive Winchester, KY MLS# 26012206
$299,900
3

Beds

3.0

Baths

2,821

Sq.Ft.

3622 Stamper Drive

Winchester, KY

Bluegrass
View 12 Pocahontas Trail Winchester, KY MLS# 26012275
  • New Construction
1 of 21
$249,900
3

Beds

2.0

Baths

1,064

Sq.Ft.

12 Pocahontas Trail

Winchester, KY

Bluegrass
View 133 Bay Hill Drive Winchester, KY MLS# 26012064
$280,000
4

Beds

3.1

Baths

3,276

Sq.Ft.

133 Bay Hill Drive

Winchester, KY

Bluegrass
View 20 Bon Haven Avenue Winchester, KY MLS# 26011883
$269,000
4

Beds

3.0

Baths

1,850

Sq.Ft.

20 Bon Haven Avenue

Winchester, KY

Bluegrass
View 311 Geronimo Court Winchester, KY MLS# 26011798
$268,900
4

Beds

2.1

Baths

1,510

Sq.Ft.

311 Geronimo Court

Winchester, KY

Bluegrass
Courtesy of Lexington - WEICHERT, REALTORS® - ABG
View 116 Sturbridge Lane Winchester, KY MLS# 26011782
  • New Construction
1 of 37
$279,000
3

Beds

2.0

Baths

1,260

Sq.Ft.

116 Sturbridge Lane

Winchester, KY

Bluegrass

About Winchester

Listings in Winchester, KY

295

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 - 800K9
$800K - 900K2
$900K - 1M3
$1M - Max23

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family174
Townhouse4
Condo0
Commercial12
Rental18
Lots and Land92
Condo/Town/CoOp0
CoOp0
Multi Family9
Mobile Home0
Farms4

(Data as of 6/22/2026)

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 6/23/2026.