Apply

More filters

Houses for sale in Winchester

36,818 available properties

Sort by:

Most relevant first

Most up-to-date first

Most recent published

Price: Lowest first

Price: Highest first

Bedrooms: Lowest first

Bedrooms: Highest first

Size: Lowest first

Size: Highest first

View photo

Updated

Foreclosure

House

USD 290,000

Winchester, Kentucky

3 Bedrooms

2 Bathrooms

2,260 sq.ft

1 day + 8 hours ago

View photo

Updated

Request Details

Winchester, Kentucky

4 Bedrooms

2 Bathrooms

1 day + 8 hours ago

Apartment 6964 results Townhouse 1574 results Duplex 954 results Condo 492 results Detached House 362 results

View photo

New

House

USD 315,000

Winchester, Kentucky

3 Bedrooms

2 Bathrooms

1,512 sq.ft

1 day + 8 hours ago

59 pictures

New

House

USD 429,000

Winchester, Kentucky

3 Bedrooms

2 Bathrooms

2,204 sq.ft

Deck

1 day + 8 hours ago

20 pictures

New

House

USD 178,000

Winchester, Kentucky

2 Bedrooms

1 Bathroom

1,061 sq.ft

GardenParkingEquipped kitchen

2 days + 8 hours ago

22 pictures

House

USD 209,900

Winchester, Kentucky

3 Bedrooms

1 Bathroom

2,200 sq.ft

3 days + 8 hours ago

48 pictures

House

USD 229,900

Winchester, Kentucky

3 Bedrooms

2 Bathrooms

1,200 sq.ft

4 days + 8 hours ago

50 pictures

House

USD 465,000

Winchester, Kentucky

3 Bedrooms

2 Bathrooms

2,942 sq.ft

FireplaceEquipped kitchenCellar

4 days + 8 hours ago

5 pictures

House

USD 299,900

Winchester, Kentucky

5 Bedrooms

3 Bathrooms

3,314 sq.ft

6 days + 8 hours ago

61 pictures

House

USD 524,900

Winchester, Kentucky

3 Bedrooms

2 Bathrooms

2,514 sq.ft

PatioOffice roomParking

6 days + 8 hours ago

View photo

House

USD 245,000

Winchester, Kentucky

3 Bedrooms

2 Bathrooms

1,988 sq.ft

Cellar

1 week + 8 hours ago

33 pictures

House

USD 245,000

Winchester, Kentucky

3 Bedrooms

2 Bathrooms

1,988 sq.ft

GardenOffice roomFireplaceEquipped kitchenParkingCellar

1 week + 8 hours ago

36 pictures

House

USD 239,900

Winchester, Kentucky

3 Bedrooms

2 Bathrooms

1,164 sq.ft

PatioEquipped kitchen

1 week + 8 hours ago

View photo

House

USD 147,900

Winchester, Kentucky

3 Bedrooms

1 Bathroom

1,150 sq.ft

GardenEquipped kitchenAir conditioningHeating

1 week + 8 hours ago

33 pictures

House

USD 350,000

Winchester, Kentucky

4 Bedrooms

2 Bathrooms

2,591 sq.ft

Garden

1 week + 2 days ago

View photo

House

USD 319,900

Winchester, Kentucky

5 Bedrooms

2 Bathrooms

2,082 sq.ft

Office roomCellar

1 week + 3 days ago

View photo

House

USD 350,000

Winchester, Kentucky

4 Bedrooms

2 Bathrooms

2,591 sq.ft

1 week + 3 days ago

63 pictures

House

USD 374,900

Winchester, Kentucky

3 Bedrooms

2 Bathrooms

2,269 sq.ft

GardenOffice roomFireplaceEquipped kitchenCellar

1 week + 4 days ago

View photo

House

USD 229,900

Winchester, Kentucky

3 Bedrooms

2 Bathrooms

1,200 sq.ft

1 week + 5 days ago

53 pictures

House

USD 249,900

Winchester, Kentucky

3 Bedrooms

1 Bathroom

1,204 sq.ft

GardenEquipped kitchen

2 weeks + 1 day ago

37 pictures

House

USD 239,000

Winchester, Kentucky

6 Bedrooms

3 Bathrooms

3,007 sq.ft

Equipped kitchenParking

4 days + 8 hours ago

62 pictures

House

USD 420,000

Winchester, Kentucky

3 Bedrooms

2 Bathrooms

2,027 sq.ft

FireplaceEquipped kitchen

2 weeks + 5 days ago

62 pictures

House

USD 419,500

Winchester, Kentucky

4 Bedrooms

2 Bathrooms

1,978 sq.ft

Parking

2 weeks + 6 days ago

View photo

House

USD 315,000

Winchester, Kentucky

4 Bedrooms

3 Bathrooms

1,840 sq.ft

GardenParkingDeck

2 weeks + 6 days ago

34 pictures

House

USD 125,000

Winchester, Kentucky

3 Bedrooms

1 Bathroom

900 sq.ft

DeckCellar

3 weeks + 2 days ago

7 pictures

House

USD 139,900

Winchester, Kentucky

3 Bedrooms

1 Bathroom

1,097 sq.ft

GardenEquipped kitchenParking

4 days + 8 hours ago

28 pictures

House

USD 310,000

Winchester, Kentucky

4 Bedrooms

2 Bathrooms

2,285 sq.ft

Fireplace

2 weeks + 6 days ago

View photo

House

USD 279,900

Winchester, Kentucky

3 Bedrooms

2 Bathrooms

1,604 sq.ft

GardenDeck

3 weeks + 1 day ago

View photo

House

USD 429,000

Winchester, Kentucky

4 Bedrooms

2 Bathrooms

2,793 sq.ft

Jun 27, 2026

View photo

House

USD 125,000

Winchester, Kentucky

3 Bedrooms

1 Bathroom

900 sq.ft

DeckCellar

Jun 27, 2026

Property value in Winchester

Average price per sq.feet

USD 165/sq.feet

0.5 %

Price evolution on May 2026

5.6 %

Price evolution on June 2025

Average property value

USD 299,000

Property value in Winchester by number of bedrooms

USD 380,000 USD 174/sq.feet

Average price of 1 bedroom Houses for sale with 1 bedroom

USD 139,000 USD 153/sq.feet

Average price of 2 bedrooms Houses for sale with 2 bedrooms

USD 275,000 USD 183/sq.feet

Average price of 3 bedrooms Houses for sale with 3 bedrooms

USD 360,000 USD 146/sq.feet

Average price of 4 bedrooms Houses for sale with 4 bedrooms

Nearby

Property types

For sale

Winchester

Houses for sale in Winchester

Property value in Winchester by number of bedrooms

Nearby

Houses Means (2,517,237)

Houses Lexington (2,458,330)

Houses Nicholasville (2,453,810)

Houses North Middletown (189,918)

Houses Clay City (179,112)

Houses Kentucky Richmond (45,492)

Houses Kentucky Hope (37,483)

Houses Kentucky Winston (35,731)

Houses Kentucky Ford (35,345)

Houses Kentucky Irvine (34,791)

Houses Kentucky Waco (34,288)

Houses Kentucky Paris (34,119)

Houses Kentucky Carlisle (33,782)

Houses Kentucky Stanton (33,352)

Houses Kentucky Jeffersonville (33,316)

Houses Kentucky Ravenna (33,131)

Houses Kentucky Sharpsburg (32,985)

Houses Kentucky Millersburg (32,853)

Houses Kentucky Moorefield (32,758)

Houses Mount Sterling (24,077)

Property types

Apartments Kentucky Winchester (6,964)

Townhouses Kentucky Winchester (1,574)

Duplexes Kentucky Winchester (954)

Condos Kentucky Winchester (492)

Detached Houses Kentucky Winchester (362)

For sale

Winchester