246 total properties
Did you mean the neighborhood Winchester?
View 304 Newcastle Lane Winchester, KY MLS# 26015267
  • Recently Listed
1 of 25
$275,000
3

Beds

2.1

Baths

1,787

Sq.Ft.

304 Newcastle Lane

Winchester, KY

Bluegrass
View 16 Virginia Avenue Winchester, KY MLS# 26015227
  • Recently Listed
1 of 40
$40,000
3

Beds

1.0

Baths

1,842

Sq.Ft.

16 Virginia Avenue

Winchester, KY

Bluegrass
View 136 Sturbridge Lane Winchester, KY MLS# 26015181
  • Recently Listed
1 of 26
$279,900
3

Beds

2.1

Baths

1,604

Sq.Ft.

136 Sturbridge Lane

Winchester, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 25 Oliver Street Winchester, KY MLS# 26014899
  • Recently Listed
1 of 36
$125,000
3

Beds

1.0

Baths

900

Sq.Ft.

25 Oliver Street

Winchester, KY

Bluegrass
View 608 Colby Road Winchester, KY MLS# 26015128
$414,900
3

Beds

2.1

Baths

1,803

Sq.Ft.

608 Colby Road

Winchester, KY

Bluegrass
View 1661 Waterworks Road Winchester, KY MLS# 26015130
$429,000
4

Beds

2.1

Baths

2,793

Sq.Ft.

1661 Waterworks Road

Winchester, KY

Bluegrass
View 5127 Combs Ferry Road Winchester, KY MLS# 26014732
$235,000
Studio

Beds

0.0

Baths

5127 Combs Ferry Road

Winchester, KY

Bluegrass
View 6888 Bybee Road Winchester, KY MLS# 26014823
  • Recently Listed
1 of 62
$350,000
1

Beds

1.0

Baths

800

Sq.Ft.

6888 Bybee Road

Winchester, KY

Bluegrass
View 119 Gibson Way Winchester, KY MLS# 26014834
  • Recently Listed
1 of 28
$355,000
4

Beds

2.1

Baths

2,325

Sq.Ft.

119 Gibson Way

Winchester, KY

Bluegrass
View 665 Lillies Ferry Road Winchester, KY MLS# 26014623
$545,000
Studio

Beds

0.0

Baths

665 Lillies Ferry Road

Winchester, KY

Bluegrass
View 198 Hilltop Drive Winchester, KY MLS# 26014664
$289,900
4

Beds

2.0

Baths

1,752

Sq.Ft.

198 Hilltop Drive

Winchester, KY

Bluegrass
View 872 Stratton Lane Winchester, KY MLS# 26014681
  • Recently Listed
1 of 30
$310,000
4

Beds

2.0

Baths

2,285

Sq.Ft.

872 Stratton Lane

Winchester, KY

Bluegrass
View 220 E Washington Street Winchester, KY MLS# 26014553
$155,000
3

Beds

1.0

Baths

1,097

Sq.Ft.

220 E Washington Street

Winchester, KY

Bluegrass
View 18 N Main Street Winchester, KY MLS# 26014568
  • Recently Listed
1 of 22
$199,900
4,300

Sq.Ft.

18 N Main Street

Winchester, KY

Bluegrass
View 122 Spruce Court Winchester, KY MLS# 26014330
  • Recently Listed
1 of 20
$235,000
3

Beds

2.0

Baths

1,210

Sq.Ft.

122 Spruce Court

Winchester, KY

Bluegrass
View 4095 Basin Springs Road Winchester, KY MLS# 26014375
$400,000
Studio

Beds

0.0

Baths

4095 Basin Springs Road

Winchester, KY

Bluegrass
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 19 Fontaine Boulevard Winchester, KY MLS# 26014243
  • Recently Listed
1 of 42
$420,000
3

Beds

2.1

Baths

2,235

Sq.Ft.

19 Fontaine Boulevard

Winchester, KY

Bluegrass
View 102 Augusta Drive Winchester, KY MLS# 24022901
$29,000
Studio

Beds

0.0

Baths

102 Augusta Drive

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

About Winchester

Listings in Winchester, KY

292

Estimated median home price

$279,950
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 - 200K63
$200K - 300K69
$300K - 400K49
$400K - 500K17
$500K - 600K17
$600K - 700K10
$700K - 800K9
$800K - 900K3
$900K - 1M2
$1M - Max23

Homes for Sale by Type in Winchester, KY

Property TypeCount
Single Family176
Townhouse4
Condo0
Commercial12
Rental18
Lots and Land84
Condo/Town/CoOp0
CoOp0
Multi Family9
Mobile Home0
Farms7

(Data as of 6/29/2026)

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 6/29/2026.