Condos for sale in Chestertown

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New
Foreclosure
House
House for sale in Heather Heights, Chestertown
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Heather Heights, Chestertown

3 Bedrooms

2 Bathrooms

2,358 sq.ft

19 hours ago

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

4 Bedrooms

2 Bathrooms

1,944 sq.ft

19 hours ago

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

3 Bedrooms

3 Bathrooms

2,616 sq.ft

19 hours ago

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Foreclosure
Farm
Farm for sale in Deep Landing, Chestertown
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Deep Landing, Chestertown

3 Bathrooms

2,812 sq.ft

19 hours 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

19 hours 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

19 hours 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

19 hours 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

Oct 02, 2026

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

1 Bathroom

Oct 02, 2026

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

1 Bathroom

Oct 02, 2026

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

1 Bathroom

Oct 02, 2026

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Condo
Condo for sale in Coventry Farms, Chestertown
USD 375,000
Coventry Farms, Chestertown

4 Bedrooms

2 Bathrooms

2,886 sq.ft

FireplaceParkingCellar

3 days + 19 hours ago

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Condo
Condo for sale in Chestertown, Kent County
USD 685,000
Chestertown, Kent County

3 Bedrooms

3 Bathrooms

3,000 sq.ft

PatioParking

3 days + 19 hours ago

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Condo
Condo for sale in Chestertown, Kent County
USD 350,000
Chestertown, Kent County

1 Bedroom

1 Bathroom

850 sq.ft

PatioParking

1 week + 3 days ago

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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

1 week + 3 days ago

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Condo
Condo for sale in Chestertown, Kent County
USD 813,900
Chestertown, Kent County

3 Bedrooms

3 Bathrooms

2,192 sq.ft

Equipped kitchen

1 week + 3 days ago

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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

Oct 10, 2026

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Condo
Condo for sale in Chestertown, Kent County
USD 459,000
USD 489,000
6%
Chestertown, Kent County

2 Bedrooms

2 Bathrooms

1,098 sq.ft

Patio

3 weeks + 1 day ago

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

7 Bedrooms

5 Bathrooms

PatioParking

1 week + 4 days ago

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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 849,900
Chestertown, Kent County

3 Bedrooms

2 Bathrooms

1,980 sq.ft

BalconyFireplaceEquipped kitchenSwimming pool

Jul 27, 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 200,000
Chestertown, Kent County

1 Bedroom

1 Bathroom

700 sq.ft

PatioParking

Jul 21, 2026

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Condo
Condo for sale in Chestertown, Kent County
USD 685,000
Chestertown, Kent County

3 Bedrooms

3 Bathrooms

PatioParking

Jul 07, 2026

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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

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Condo
Condo for sale in Chestertown, Kent County
USD 813,900
Chestertown, Kent County

3 Bedrooms

3 Bathrooms

2,192 sq.ft

BalconyEquipped kitchenSwimming poolLift

Dec 07, 2025

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New
Land
Land for sale in Calvert Heights, Chestertown
USD 196,000
Calvert Heights, Chestertown

19 hours ago

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New
Commercial
Commercial for sale in Mile Tree Village, Chestertown
USD 595,000
Mile Tree Village, Chestertown

7,296 sq.ft

19 hours ago

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Updated
House
House for sale in Coventry Farms, Chestertown
USD 499,999
Coventry Farms, Chestertown

4 Bedrooms

3 Bathrooms

3,506 sq.ft

DeckFireplaceEquipped kitchen

1 day + 19 hours ago

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Commercial
Commercial for sale in Calvert Heights, Chestertown
USD 3,300,000
Calvert Heights, Chestertown

25,911 sq.ft

Office roomSwimming poolLiftParking

3 days + 19 hours ago

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