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Houses for sale 3 bedroom in Chestertown

685,370 available properties
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Foreclosure
House
House for sale in Chestertown, Maryland
Request Details
Chestertown, Maryland

4 Bedrooms

2 Bathrooms

1,944 sq.ft

21 hours ago

34 pictures Arrow icon pointing to the right
Updated
House
House for sale in Chestertown, Maryland
USD 325,000
Chestertown, Maryland
Garden

21 hours ago

50 pictures Arrow icon pointing to the right
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House
House for sale in Chestertown, Maryland
USD 750,000
Chestertown, Maryland
GardenTerraceDeckEquipped kitchenParking

21 hours ago

50 pictures Arrow icon pointing to the right
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House
House for sale in Chestertown, Maryland
USD 350,000
Chestertown, Maryland
PatioGardenTerraceParking

21 hours ago

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

1 Bathroom

832 sq.ft

21 hours ago

50 pictures Arrow icon pointing to the right
House
House for sale in Chestertown, Maryland
USD 550,000
Chestertown, Maryland
Office roomFireplaceEquipped kitchenCellar

Aug 09, 2026

50 pictures Arrow icon pointing to the right
Updated
House
House for sale in Chestertown, Maryland
USD 1,500,000
Chestertown, Maryland
PatioTerraceParking

21 hours ago

50 pictures Arrow icon pointing to the right
Updated
House
House for sale in Chestertown, Maryland
USD 200,000
Chestertown, Maryland
PatioGardenTerraceParking

21 hours ago

50 pictures Arrow icon pointing to the right
Updated
House
House for sale in Chestertown, Maryland
USD 375,000
Chestertown, Maryland
PatioTerraceParking

21 hours ago

50 pictures Arrow icon pointing to the right
House
House for sale in Chestertown, Maryland
USD 685,000
Chestertown, Maryland
PatioParking

Jul 23, 2026

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

2 Bathrooms

1,664 sq.ft

21 hours ago

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House
House for sale in Chestertown, Maryland
USD 360,000
Chestertown, Maryland

3 Bedrooms

2 Bathrooms

1,856 sq.ft

Equipped kitchen

Jan 02, 2026

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House
House for sale in Chestertown, Maryland
USD 40,000
Chestertown, Maryland

1 Bathroom

Jan 02, 2026

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House
House for sale in Chestertown, Maryland
USD 79,900
Chestertown, Maryland

1 Bathroom

Jan 02, 2026

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House
House for sale in Chestertown, Maryland
USD 15,000
Chestertown, Maryland

1 Bathroom

Jan 02, 2026

66 pictures Arrow icon pointing to the right
New
House
House for sale in Chestertown, Maryland
USD 799,000
Chestertown, Maryland

3 Bedrooms

2 Bathrooms

2,857 sq.ft

GardenOffice roomFireplaceEquipped kitchen

1 day + 21 hours ago

30 pictures Arrow icon pointing to the right
House
House for sale in Chestertown, Maryland
USD 345,000
Chestertown, Maryland

3 Bedrooms

1 Bathroom

1,398 sq.ft

GardenOffice roomEquipped kitchen

5 days + 21 hours ago

21 pictures Arrow icon pointing to the right
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House
House for sale in Chestertown, Maryland
USD 229,000
Chestertown, Maryland

3 Bedrooms

1 Bathroom

9,360 sq.ft

Swimming poolParking

2 days + 21 hours ago

28 pictures Arrow icon pointing to the right
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House
House for sale in Chestertown, Maryland
USD 300,000
Chestertown, Maryland

3 Bedrooms

1 Bathroom

960 sq.ft

PatioEquipped kitchen

2 days + 21 hours ago

23 pictures Arrow icon pointing to the right
Updated
House
House for sale in Chestertown, Maryland
USD 315,000
Chestertown, Maryland

3 Bedrooms

1 Bathroom

9,360 sq.ft

ParkingDeckEquipped kitchen

2 days + 21 hours ago

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House
House for sale in Chestertown, Maryland
USD 229,000
Chestertown, Maryland

3 Bedrooms

1 Bathroom

936 sq.ft

Swimming poolParking

1 week + 4 days ago

30 pictures Arrow icon pointing to the right
House
House for sale in Chestertown, Maryland
USD 304,000
Chestertown, Maryland

3 Bedrooms

2 Bathrooms

1,232 sq.ft

PatioGardenEquipped kitchen

1 week + 2 days ago

41 pictures Arrow icon pointing to the right
House
House for sale in Chestertown, Maryland
USD 524,900
Chestertown, Maryland

3 Bedrooms

2 Bathrooms

2,076 sq.ft

DeckFireplaceEquipped kitchen

2 weeks + 4 days ago

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House
House for sale in Chestertown, Maryland
USD 349,900
Chestertown, Maryland

3 Bedrooms

2 Bathrooms

1,650 sq.ft

GardenOffice roomEquipped kitchen

5 days + 21 hours ago

33 pictures Arrow icon pointing to the right
House
House for sale in Chestertown, Maryland
USD 349,900
Chestertown, Maryland

3 Bedrooms

2 Bathrooms

1,650 sq.ft

GardenOffice roomEquipped kitchen

2 weeks + 3 days ago

2 pictures Arrow icon pointing to the right
House
House for sale in Chestertown, Maryland
USD 299,900
Chestertown, Maryland

3 Bedrooms

1 Bathroom

1,056 sq.ft

GardenEquipped kitchen

Aug 22, 2026

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House
House for sale in Chestertown, Maryland
USD 304,000
Chestertown, Maryland

3 Bedrooms

2 Bathrooms

1,232 sq.ft

PatioGardenEquipped kitchen

Aug 22, 2026

50 pictures Arrow icon pointing to the right
House
House for sale in Chestertown, Maryland
USD 750,000
Chestertown, Maryland

3 Bedrooms

2 Bathrooms

2,176 sq.ft

GardenDeckParking

Aug 20, 2026

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House
House for sale in Chestertown, Maryland
USD 263,000
Chestertown, Maryland

3 Bedrooms

2 Bathrooms

1,140 sq.ft

Aug 16, 2026

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Updated
House
House for sale in Chestertown, Maryland
USD 315,000
Chestertown, Maryland

3 Bedrooms

2 Bathrooms

1,288 sq.ft

GardenEquipped kitchen

1 day + 21 hours ago

Property value in Chestertown
Average price per sq.feet
USD 204/sq.feet
12.0 %
Price evolution on July 2026
19.0 %
Price evolution on August 2025
Average property value
USD 375,000

Property value in Chestertown by number of bedrooms

USD 244,500 USD 190/sq.feet
Average price of 2 bedrooms
USD 329,900 USD 235/sq.feet
Average price of 3 bedrooms
USD 475,000 USD 189/sq.feet
Average price of 4 bedrooms
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