Houses for sale foreclosure in Chestertown

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Foreclosure
House
House for sale in Coventry Farms, Chestertown
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Coventry Farms, Chestertown

4 Bedrooms

2 Bathrooms

1,944 sq.ft

1 day + 1 hour ago

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Foreclosure
House
House for sale in Chester Harbor, Chestertown
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Chester Harbor, Chestertown

2 Bathrooms

1,560 sq.ft

1 day + 1 hour ago

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House
House for sale in Chestertown, Kent County
USD 325,000
Chestertown, Kent County
GardenTerraceEquipped kitchen

2 weeks + 1 hour ago

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Foreclosure
House
House for sale in Langford, Chestertown
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Langford, Chestertown

2 Bathrooms

2,104 sq.ft

1 day + 1 hour ago

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Updated
House
House for sale in Chestertown, Kent County
USD 730,000
USD 750,000
3%
Chestertown, Kent County
GardenDeckEquipped kitchenParking

1 day + 1 hour ago

34 pictures Arrow icon pointing to the right
House
House for sale in Chestertown, Kent County
USD 325,000
Chestertown, Kent County
Terrace

1 week + 1 day ago

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Foreclosure
House
House for sale in Chester Harbor, Chestertown
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Chester Harbor, Chestertown

1 Bathroom

832 sq.ft

1 day + 1 hour ago

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Foreclosure
House
House for sale in Chester Harbor, Chestertown
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Chester Harbor, Chestertown

2 Bathrooms

1,664 sq.ft

1 day + 1 hour ago

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House
House for sale in Chestertown, Kent County
USD 360,000
Chestertown, Kent County

3 Bedrooms

2 Bathrooms

1,856 sq.ft

Equipped kitchen

3 weeks + 2 days ago

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House
House for sale in Chestertown, Kent County
USD 40,000
Chestertown, Kent County

1 Bathroom

3 weeks + 2 days ago

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House
House for sale in Chestertown, Kent County
USD 79,900
Chestertown, Kent County

1 Bathroom

3 weeks + 2 days ago

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House
House for sale in Chestertown, Kent County
USD 15,000
Chestertown, Kent County

1 Bathroom

3 weeks + 2 days ago

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New
House
House for sale in Orchard Hill, Chestertown
USD 679,900
Orchard Hill, Chestertown

3 Bedrooms

3 Bathrooms

3,228 sq.ft

PatioGardenSwimming poolDeckParkingCellar

1 day + 1 hour ago

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House
House for sale in Foxley Manor, Chestertown
USD 296,000
Foxley Manor, Chestertown

3 Bedrooms

1 Bathroom

1,248 sq.ft

GardenEquipped kitchenParking

3 days + 1 hour ago

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House
House for sale in Coventry Farms, Chestertown
USD 425,000
Coventry Farms, Chestertown

4 Bedrooms

2 Bathrooms

3,165 sq.ft

Equipped kitchen

4 days + 1 hour ago

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House
House for sale in Chesapeake Landing, Chestertown
USD 238,000
Chesapeake Landing, Chestertown

3 Bedrooms

1 Bathroom

1,008 sq.ft

Equipped kitchen

6 days + 1 hour ago

49 pictures Arrow icon pointing to the right
House
House for sale in Langford Acres, Chestertown
USD 525,000
Langford Acres, Chestertown

3 Bedrooms

2 Bathrooms

1,833 sq.ft

1 week + 1 hour ago

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House
House for sale in Chestertown, Kent County
USD 238,000
Chestertown, Kent County

3 Bedrooms

1 Bathroom

1,008 sq.ft

Equipped kitchen

4 days + 1 hour ago

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House
House for sale in Foxley Manor, Chestertown
USD 296,000
Foxley Manor, Chestertown

3 Bedrooms

1 Bathroom

1,248 sq.ft

GardenEquipped kitchenParking

1 week + 5 days ago

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House
House for sale in Chestertown, Kent County
USD 565,000
Chestertown, Kent County

2 Bedrooms

2 Bathrooms

1,306 sq.ft

Garden

2 weeks + 1 hour ago

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House
House for sale in Chestertown, Kent County
USD 565,000
Chestertown, Kent County

2 Bedrooms

2 Bathrooms

4,306 sq.ft

Garden

2 weeks + 1 day ago

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House
House for sale in Chestertown, Kent County
USD 430,000
Chestertown, Kent County

3 Bedrooms

2 Bathrooms

1,520 sq.ft

FireplaceEquipped kitchen

2 weeks + 2 days ago

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House
House for sale in Mile Tree Village, Chestertown
USD 236,000
USD 325,000
27%
Mile Tree Village, Chestertown

5 Bedrooms

2 Bathrooms

1,546 sq.ft

GardenParking

4 days + 1 hour ago

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House
House for sale in Piney Grove, Chestertown
USD 22,200
USD 275,000
92%
Piney Grove, Chestertown

3 Bedrooms

1 Bathroom

975 sq.ft

DeckEquipped kitchenCellarParking

6 days + 1 hour ago

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House
House for sale in Chestertown, Kent County
USD 679,900
Chestertown, Kent County

3 Bedrooms

3 Bathrooms

3,228 sq.ft

PatioGardenSwimming poolDeckCellar

1 week + 6 days ago

39 pictures Arrow icon pointing to the right
House
House for sale in Chestertown, Kent County
USD 325,000
Chestertown, Kent County

5 Bedrooms

2 Bathrooms

1,802 sq.ft

Equipped kitchen

2 weeks + 1 hour ago

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House
House for sale in Chestertown, Kent County
USD 312,500
Chestertown, Kent County

3 Bedrooms

2 Bathrooms

1,080 sq.ft

Parking

2 weeks + 3 days ago

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House
House for sale in Chestertown, Kent County
USD 2,895,000
Chestertown, Kent County

5 Bedrooms

3 Bathrooms

5,938 sq.ft

ParkingLift

2 weeks + 6 days ago

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House
House for sale in Chestertown, Kent County
USD 200,000
Chestertown, Kent County

4 Bedrooms

1 Bathroom

1,816 sq.ft

1 week + 6 days ago

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House
House for sale in Heather Heights, Chestertown
USD 659,999
Heather Heights, Chestertown

3 Bedrooms

2 Bathrooms

2,716 sq.ft

DeckFireplaceEquipped kitchen

Sep 26, 2026

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Houses foreclosure chestertown
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Property value in Chestertown
Average price per sq.feet
USD 244/sq.feet
19.3 %
Price evolution on August 2026
0.3 %
Price evolution on September 2025
Average property value
USD 372,000

Property value in Chestertown by number of bedrooms

USD 309,900 USD 210/sq.feet
Average price of 2 bedrooms Houses for sale with 2 bedrooms
USD 324,000 USD 246/sq.feet
Average price of 3 bedrooms Houses for sale with 3 bedrooms
USD 519,000 USD 199/sq.feet
Average price of 4 bedrooms Houses for sale with 4 bedrooms
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Houses foreclosure chestertown
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