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Chestertown Foreclosure Listings

We currently have 91 Chestertown, Maryland foreclosure listings available in our database - including pre-foreclosures, foreclosed homes, short sales, sheriff sales, and fixer-uppers for sale throughout the city. Our listings feature a wide selection of discounted and investment-ready properties, updated daily.
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Chestertown Foreclosure Homes For Sale

Pre-foreclosure in  BUNTING RD Chestertown, MD 21620
$265,200
Pre-foreclosure Home
4 Beds
2 Baths
1,248 sqft
#30829934
Pre-foreclosure in  GATEWAY DR Chestertown, MD 21620
$263,033
Pre-foreclosure Home
3 Beds
3 Baths
1,772 sqft
#30290678
Foreclosure in  PERSIMMON DR Chestertown, MD 21620
$136,800
Foreclosure Home
2 Beds
1 Bath
1,232 sqft
#31049685
Pre-foreclosure in  N College Ave Chestertown, MD 21620
$172,700
Pre-foreclosure Home
2 Beds
1 Bath
1,296 sqft
#30921329
Pre-foreclosure in  Trafford Dr Chestertown, MD 21620
$454,000
Pre-foreclosure Home
2 Beds
2.5 Baths
1,944 sqft
#31075376
Pre-foreclosure in  ROUND TOP RD Chestertown, MD 21620
$314,200
Pre-foreclosure Home
3 Beds
2 Baths
1,132 sqft
#30877940
Pre-foreclosure in  MCGINNES RD Chestertown, MD 21620
$322,100
Pre-foreclosure Home
2 Beds
2 Baths
1,996 sqft
#30820095
Pre-foreclosure in  CONLEY DR Chestertown, MD 21620
$230,000
Pre-foreclosure Home
3 Beds
2 Baths
1,260 sqft
#30688857
Pre-foreclosure in  Trafford Dr Chestertown, MD 21620
$394,200
Pre-foreclosure Home
4 Beds
3 Baths
1,804 sqft
#31061961
Pre-foreclosure in  Tuxedo Rd Chestertown, MD 21620
$357,100
Pre-foreclosure Home
3 Beds
3 Baths
1,664 sqft
#30915947
Pre-foreclosure in  TINTAH RD Chestertown, MD 21620
$259,000
Pre-foreclosure Home
3 Beds
2 Baths
1,404 sqft
#30678881
We’ll contact the listing agent for you to check property availability, request details, and send information by email or SMS. We’ll contact the listing agent for you to check property availability, request details, and send information by email or SMS.
Foreclosure in  Merganser Dr Chestertown, MD 21620
$147,000
Foreclosure Home
1 Bed
1 Bath
900 sqft
#30867707
Foreclosure in  OLD FAIRLEE RD Chestertown, MD 21620
$159,900
Foreclosure Home
3 Beds
1 Bath
1,545 sqft
#30775595
Pre-foreclosure in  LONGFELLOW DR Chestertown, MD 21620
$160,000
Pre-foreclosure Home
3 Beds
1 Bath
1,811 sqft
#30313818
Foreclosure in  DUTCHESS RD Chestertown, MD 21620
$216,000
Foreclosure Home
4 Beds
2 Baths
1,796 sqft
#30566019
Foreclosure in  EDMORE RD Chestertown, MD 21620
$224,900
Foreclosure Home
3 Beds
2 Baths
1,222 sqft
#29106315
Foreclosure in  CHESTERTOWN RD Chestertown, MD 21620
$275,000
Foreclosure Home
3 Beds
3 Baths
2,294 sqft
#30019246
Foreclosure in  IOWA AVE Chestertown, MD 21620
$179,900
Foreclosure Home
3 Beds
2 Baths
1,566 sqft
#30566622
Foreclosure in  GOOSE ROOST LN Chestertown, MD 21620
$572,000
Foreclosure Home
6 Beds
4 Baths
5,366 sqft
#30197338
Foreclosure in  DEVON DR Chestertown, MD 21620
$419,000
Foreclosure Home
4 Beds
3 Baths
4,316 sqft
#30466244
Foreclosure in  MCGINNES RD Chestertown, MD 21620
$290,000
Foreclosure Home
3 Beds
1 Bath
1,253 sqft
#30070051
Foreclosure in  FAIRVIEW DR Chestertown, MD 21620
$198,000
Foreclosure Home
3 Beds
1 Bath
1,026 sqft
#30062033
Pre-foreclosure in  PINE ST Chestertown, MD 21620
$236,600
Pre-foreclosure Home
4 Beds
2 Baths
1,708 sqft
#29719207
Pre-foreclosure in  EDMORE RD Chestertown, MD 21620
$221,005
Pre-foreclosure Home
3 Beds
2 Baths
1,344 sqft
#29488176
Foreclosure in  HIGH ST Chestertown, MD 21620
Call for price
Foreclosure Home
3 Beds
2 Baths
1,296 sqft
#29722390
Foreclosure in  PINE TREE RD Chestertown, MD 21620
$269,900
Foreclosure Home
3 Beds
2 Baths
2,004 sqft
#28778424
Foreclosure in  MALONE AVE Chestertown, MD 21620
$159,000
Foreclosure Home
3 Beds
1.5 Baths
1,539 sqft
#29936431
Foreclosure in  DARDEN RD Chestertown, MD 21620
$114,900
Foreclosure Home
3 Beds
2 Baths
1,500 sqft
#28818651
Foreclosure in  ROSIN DR Chestertown, MD 21620
$119,900
Foreclosure Home
3 Beds
2 Baths
1,568 sqft
#28776635

Chestertown Type of Foreclosures Available:

NOTICE TO OUR VISITORS

While we strive for accuracy, the availability of foreclosure properties listed on our site is not guaranteed due to ever-changing market conditions. We invite you to explore other categories, including pre-foreclosures, offering valuable real estate investment opportunities.

TIPS FOR BUYING A FORECLOSED PROPERTY

Start by searching for available pre-foreclosure properties in your area. These properties aren't usually listed for sale, which means there's less competition from other buyers. Additionally, pre-foreclosures are often sold below market rate, making them great real estate deals. Don't miss out on this opportunity to get a great deal on a foreclosed property

Home Trends in Chestertown, MD for Q3

Chestertown, MD Homes for Sale - Q3 2026 Market Overview

Chestertown reports a median home price of $385,000, while the median sale price is rising 2.4% year over year. Current housing inventory consists of 185 homes for sale, representing 4.1 months of supply. The foreclosure rate stands at 0.04%, adding another measure of present residential conditions. These statistics provide a focused view of current home values, available housing stock, and foreclosure activity throughout Chestertown without extending beyond the Q3 market figures provided.

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Chestertown Foreclosure Listings by Zip Codes