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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

Foreclosure in  CAULKS FIELD RD Chestertown, MD 21620
$135,000
Foreclosure Home
3 Beds
1 Bath
1,128 sqft
#29801278
Pre-foreclosure in  CHAR NOR MANOR BLVD Chestertown, MD 21620
$137,000
Pre-foreclosure Home
3 Beds
1 Bath
1,128 sqft
#29630189
Short-sale in  DUTCHESS RD Chestertown, MD 21620
$226,000
Short-sale Home
4 Beds
2 Baths
1,796 sqft
#29812222
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
Foreclosure in  DUTCHESS RD Chestertown, MD 21620
$216,000
Foreclosure Home
4 Beds
2 Baths
1,796 sqft
#30566019
Foreclosure in  HIGH ST Chestertown, MD 21620
Call for price
Foreclosure Home
3 Beds
2 Baths
1,296 sqft
#29722390
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  LONGFELLOW DR Chestertown, MD 21620
$160,000
Pre-foreclosure Home
3 Beds
1 Bath
1,811 sqft
#30313818
Pre-foreclosure in  PINE ST Chestertown, MD 21620
$236,600
Pre-foreclosure Home
4 Beds
2 Baths
1,708 sqft
#29719207
Foreclosure in  Merganser Dr Chestertown, MD 21620
$147,000
Foreclosure Home
1 Bed
1 Bath
900 sqft
#30867707
Foreclosure in  PINE TREE RD Chestertown, MD 21620
$269,900
Foreclosure Home
3 Beds
2 Baths
2,004 sqft
#28778424
Pre-foreclosure in  Tuxedo Rd Chestertown, MD 21620
$275,000
Pre-foreclosure Home
3 Beds
3 Baths
1,664 sqft
#30915947
Pre-foreclosure in  BUNTING RD Chestertown, MD 21620
$265,200
Pre-foreclosure Home
4 Beds
2 Baths
1,248 sqft
#30829934
Foreclosure in  EDMORE RD Chestertown, MD 21620
$224,900
Foreclosure Home
3 Beds
2 Baths
1,222 sqft
#29106315
Pre-foreclosure in  EDMORE RD Chestertown, MD 21620
$221,005
Pre-foreclosure Home
3 Beds
2 Baths
1,344 sqft
#29488176
Foreclosure in  OLD FAIRLEE RD Chestertown, MD 21620
$159,900
Foreclosure Home
3 Beds
1 Bath
1,545 sqft
#30775595
Foreclosure in  CHESTERTOWN RD Chestertown, MD 21620
$275,000
Foreclosure Home
3 Beds
3 Baths
2,294 sqft
#30019246
Foreclosure in  MALONE AVE Chestertown, MD 21620
$159,000
Foreclosure Home
3 Beds
1.5 Baths
1,539 sqft
#29936431
Pre-foreclosure in  ROUND TOP RD Chestertown, MD 21620
$314,200
Pre-foreclosure Home
3 Beds
2 Baths
1,132 sqft
#30877940
Foreclosure in  IOWA AVE Chestertown, MD 21620
$179,900
Foreclosure Home
3 Beds
2 Baths
1,566 sqft
#30566622
Pre-foreclosure in  MCGINNES RD Chestertown, MD 21620
$322,100
Pre-foreclosure Home
2 Beds
2 Baths
1,996 sqft
#30820095
Foreclosure in  DARDEN RD Chestertown, MD 21620
$114,900
Foreclosure Home
3 Beds
2 Baths
1,500 sqft
#28818651
Foreclosure in  GOOSE ROOST LN Chestertown, MD 21620
$572,000
Foreclosure Home
6 Beds
4 Baths
5,366 sqft
#30197338
Foreclosure in  ROSIN DR Chestertown, MD 21620
$119,900
Foreclosure Home
3 Beds
2 Baths
1,568 sqft
#28776635
Pre-foreclosure in  CONLEY DR Chestertown, MD 21620
$230,000
Pre-foreclosure Home
3 Beds
2 Baths
1,260 sqft
#30688857
Foreclosure in  DEVON DR Chestertown, MD 21620
$419,000
Foreclosure Home
4 Beds
3 Baths
4,316 sqft
#30466244
Foreclosure in  ROSIN DR Chestertown, MD 21620
$169,900
Foreclosure Home
3 Beds
2 Baths
1,428 sqft
#28824929
Pre-foreclosure in  TINTAH RD Chestertown, MD 21620
$259,000
Pre-foreclosure Home
3 Beds
2 Baths
1,404 sqft
#30678881

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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