Condos for sale in Chestertown

14,131 available properties
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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

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

1 week + 3 days ago

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

2 Bathrooms

2,104 sq.ft

1 day + 12 hours ago

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Apartment
Apartment for sale in Chestertown, Kent County
USD 350,000
Chestertown, Kent County
PatioTerraceParking

2 days + 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

4 days + 12 hours ago

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House
House for sale in Chestertown, Kent County
USD 750,000
Chestertown, Kent County
GardenDeckEquipped kitchenParking

5 days + 12 hours ago

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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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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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Apartment
Apartment for sale in Chestertown, Kent County
USD 685,000
Chestertown, Kent County
PatioTerraceParking

2 days + 12 hours ago

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Apartment
Apartment for sale in Chestertown, Kent County
USD 200,000
Chestertown, Kent County
PatioTerraceParking

2 days + 12 hours ago

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Apartment
Apartment for sale in Chestertown, Kent County
USD 375,000
Chestertown, Kent County
PatioTerraceParking

2 days + 12 hours ago

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Apartment
Apartment for sale in Chestertown, Kent County
USD 1,500,000
Chestertown, Kent County
PatioTerraceParking

5 days + 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

2 weeks + 5 days ago

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

1 Bathroom

2 weeks + 5 days ago

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

1 Bathroom

2 weeks + 5 days ago

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

1 Bathroom

2 weeks + 5 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 + 4 days ago

49 pictures Arrow icon pointing to the right
Condo
Condo for sale in Chestertown, Kent County
USD 489,000
Chestertown, Kent County

2 Bedrooms

2 Bathrooms

1,098 sq.ft

Patio

2 weeks + 6 days ago

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

1 Bedroom

1 Bathroom

PatioParking

2 weeks + 2 days ago

71 pictures Arrow icon pointing to the right
Condo
Condo for sale in Chestertown, Kent County
USD 1,500,000
Chestertown, Kent County

7 Bedrooms

5 Bathrooms

5,400 sq.ft

PatioParking

Aug 20, 2026

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Condo
Condo for sale in Chestertown, Kent County
USD 1,500,000
Chestertown, Kent County

7 Bedrooms

5 Bathrooms

PatioParking

Aug 14, 2026

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Condo
Condo for sale in Chestertown, Kent County
USD 849,900
Chestertown, Kent County

3 Bedrooms

2 Bathrooms

1,980 sq.ft

BalconyFireplaceEquipped kitchenSwimming pool

Jul 27, 2026

71 pictures Arrow icon pointing to the right
Condo
Condo for sale in Chestertown, Kent County
USD 375,000
Chestertown, Kent County

2 Bedrooms

1 Bathroom

787 sq.ft

PatioParking

Jul 24, 2026

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Condo
Condo for sale in Chestertown, Kent County
USD 1,099,900
Chestertown, Kent County

4 Bedrooms

3 Bathrooms

2,784 sq.ft

BalconyFireplaceEquipped kitchenSwimming pool

Jul 24, 2026

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Condo
Condo for sale in Chestertown, Kent County
USD 839,500
Chestertown, Kent County

3 Bedrooms

2 Bathrooms

1,964 sq.ft

BalconyFireplaceEquipped kitchenSwimming pool

Jul 24, 2026

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

1 Bedroom

1 Bathroom

700 sq.ft

PatioParking

Jul 21, 2026

5 pictures Arrow icon pointing to the right
Condo
Condo for sale in Chestertown, Kent County
USD 685,000
Chestertown, Kent County

3 Bedrooms

3 Bathrooms

PatioParking

Jul 07, 2026

22 pictures Arrow icon pointing to the right
Condo
Condo for sale in Chestertown, Kent County
USD 765,900
Chestertown, Kent County

3 Bedrooms

2 Bathrooms

1,964 sq.ft

FireplaceEquipped kitchenSwimming pool

May 05, 2026

5 pictures Arrow icon pointing to the right
Condo
Condo for sale in Chestertown, Kent County
USD 350,000
Chestertown, Kent County

1 Bedroom

1 Bathroom

PatioParking

Apr 19, 2026

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