Apartments for sale in Chestertown

889,186 available properties
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50 pictures Arrow icon pointing to the right
Apartment
Apartment for sale in Chestertown, Kent County
USD 350,000
Chestertown, Kent County
PatioTerraceParking

4 days + 12 hours ago

50 pictures Arrow icon pointing to the right
Apartment
Apartment for sale in Chestertown, Kent County
USD 685,000
Chestertown, Kent County
PatioTerraceParking

4 days + 12 hours ago

50 pictures Arrow icon pointing to the right
Apartment
Apartment for sale in Chestertown, Kent County
USD 200,000
Chestertown, Kent County
PatioTerraceParking

4 days + 12 hours ago

50 pictures Arrow icon pointing to the right
Apartment
Apartment for sale in Chestertown, Kent County
USD 375,000
Chestertown, Kent County
PatioTerraceParking

4 days + 12 hours ago

50 pictures Arrow icon pointing to the right
Apartment
Apartment for sale in Chestertown, Kent County
USD 1,500,000
Chestertown, Kent County
PatioTerraceParking

1 week + 12 hours ago

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Updated
Foreclosure
House
House for sale in Chester Harbor, Chestertown
Request Details
Chester Harbor, Chestertown

2 Bathrooms

1,560 sq.ft

1 day + 12 hours ago

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

1 week + 5 days ago

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Updated
Foreclosure
House
House for sale in Langford, Chestertown
Request Details
Langford, Chestertown

2 Bathrooms

2,104 sq.ft

1 day + 12 hours ago

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

6 days + 12 hours ago

50 pictures Arrow icon pointing to the right
House
House for sale in Chestertown, Kent County
USD 750,000
Chestertown, Kent County
GardenDeckEquipped kitchenParking

1 week + 12 hours ago

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Updated
Foreclosure
House
House for sale in Chester Harbor, Chestertown
Request Details
Chester Harbor, Chestertown

1 Bathroom

832 sq.ft

1 day + 12 hours ago

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Updated
Foreclosure
House
House for sale in Chester Harbor, Chestertown
Request Details
Chester Harbor, Chestertown

2 Bathrooms

1,664 sq.ft

1 day + 12 hours ago

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Property for sale in Chestertown, Kent County
USD 509,000
USD 550,000
7%
Chestertown, Kent County
Office roomFireplaceEquipped kitchenCellar

Sep 20, 2026

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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 + 12 hours ago

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

1 Bathroom

3 weeks + 12 hours ago

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

1 Bathroom

3 weeks + 12 hours ago

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

1 Bathroom

3 weeks + 12 hours ago

26 pictures Arrow icon pointing to the right
New
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 day + 12 hours ago

66 pictures Arrow icon pointing to the right
New
House
House for sale in Coventry Farms, Chestertown
USD 425,000
Coventry Farms, Chestertown

4 Bedrooms

2 Bathrooms

3,165 sq.ft

Equipped kitchen

2 days + 12 hours ago

20 pictures Arrow icon pointing to the right
House
House for sale in Chesapeake Landing, Chestertown
USD 238,000
Chesapeake Landing, Chestertown

3 Bedrooms

1 Bathroom

1,008 sq.ft

Equipped kitchen

4 days + 12 hours 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

5 days + 12 hours ago

2 pictures Arrow icon pointing to the right
Updated
House
House for sale in Chestertown, Kent County
USD 238,000
Chestertown, Kent County

3 Bedrooms

1 Bathroom

1,008 sq.ft

Equipped kitchen

2 days + 12 hours ago

2 pictures Arrow icon pointing to the right
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 + 3 days ago

25 pictures Arrow icon pointing to the right
House
House for sale in Chestertown, Kent County
USD 565,000
Chestertown, Kent County

2 Bedrooms

2 Bathrooms

1,306 sq.ft

Garden

1 week + 5 days ago

2 pictures Arrow icon pointing to the right
House
House for sale in Chestertown, Kent County
USD 285,000
Chestertown, Kent County

4 Bedrooms

2 Bathrooms

1,400 sq.ft

Equipped kitchen

1 week + 5 days ago

2 pictures Arrow icon pointing to the right
House
House for sale in Chestertown, Kent County
USD 565,000
Chestertown, Kent County

2 Bedrooms

2 Bathrooms

4,306 sq.ft

Garden

1 week + 6 days ago

27 pictures Arrow icon pointing to the right
Condo
Condo for sale in Chestertown, Kent County
USD 1,800,000
Chestertown, Kent County

4 Bedrooms

3 Bathrooms

3,540 sq.ft

Equipped kitchen

1 week + 6 days ago

14 pictures Arrow icon pointing to the right
Townhouse
Townhouse for sale in Lees Corner, Chestertown
USD 259,900
Lees Corner, Chestertown

3 Bedrooms

2 Bathrooms

1,280 sq.ft

PatioEquipped kitchen

1 week + 12 hours ago

2 pictures Arrow icon pointing to the right
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 + 4 days ago

62 pictures Arrow icon pointing to the right
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 + 12 hours ago

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