Properties in Chestertown

Browse 87 properties in Chestertown, United States. Prices range from $2,600 to $3,995,000, with a median of $404,450.

Market Snapshot

87
Active Listings
$404,450
Median Price
76
For Sale

Properties in Chestertown

228 Merganser Drive, Chestertown, MD 21620

$99,000

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104 Cedar Street, Chestertown, MD 21620

$2,600 · 3 BA

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Sandy Bottom Road, Chestertown, MD 21620

$79,000

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107 Flying Cloud Drive, Chestertown, MD 21620

$395,000 · 4 BA

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107 Metcalf Rd, Chestertown, MD, 21620

$259,900 · 3 BD· 2 BA
townhomes

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109 Metcalf Rd, Chestertown, MD, 21620

$264,900 · 3 BD· 1.5 BA
townhomes

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733 Round Top Road, Chestertown, MD 21620

$187,000 · 1 BA
None

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125 Justin Buch Drive, Chestertown, MD 21620

$252,000 · 3 BA
None

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2007 Pondtown Road, Chestertown, MD 21620

$25,000 · 1 BA
None

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101 Creston Road, Chestertown, MD 21620

$20,000
None

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109 Fairview Drive, Chestertown, MD 21620

$118,000 · 1 BA
None

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225 River Road, Chestertown, MD 21620

$232,000 · 2 BA
None

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804 Truslow Road, Chestertown, MD 21620

$338,000 · 3 BA
None

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William Elford Drive, Chestertown, NY, 12817

$140,000 · 93 BA
Single Family Residence

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23698 L Rd, Chestertown, MD, 21620

$22,000
land

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132 Prospect St, Chestertown, MD, 21620

$169,890 · 2 BD· 1 BA
single family

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23060 Old Fairlee Road, Chestertown, MD 21620

$60,000
Single Family

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8579 Georgetown Road, Chestertown, MD 21620

$219,999 · 2 BD· 1 BA
Single Family

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409 Riverview Road, Chestertown, MD 21620

$397,500 · 3 BD· 2 BA
Single Family

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117 Primrose Road #117 PRIMROSE RD. Unit 117 PRIMRO, Chestertown, MD 21620

$385,000 · 3 BD· 2 BA
Single Family

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125 Primrose Road, Chestertown, MD 21620

$398,000 · 3 BD· 2 BA
Single Family

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21355 Lynn Lane, Chestertown, MD 21620

$199,900 · 2 BD· 1 BA
Single Family, Duplex, Multi-Family

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24105 Chestertown Road, Chestertown, MD 21620

$275,000 · 3 BD· 1 BA
Single Family

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24291 Chestertown Road, Chestertown, MD 21620

$349,000 · 3 BD· 2 BA
Single Family

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117 Water Street N #2A, Chestertown, MD 21620

$399,000 · 2 BD· 1 BA
Condo, Townhouse

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355 High Street, Chestertown, MD 21620

$349,000 · 2 BD· 3 BA
Single Family

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5 Rolling Road, Chestertown, MD 21620

$239,000 · 3 BD· 1 BA
Single Family

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203 Hilltop Lane, Chestertown, MD 21620

$234,900 · 3 BD· 3 BA
Condo, Townhouse

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159 Flatland Road, Chestertown, MD 21620

$219,900 · 3 BD· 2 BA
Single Family

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10674 Kasota Road, Chestertown, MD 21620

$150,000 · 2 BD· 1 BA
Single Family

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870 Washington Avenue, Chestertown, MD 21620

$275,000 · 3 BD· 1 BA
Single Family

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204 Princess Anne Drive, Chestertown, MD 21620

$349,000 · 3 BD· 2 BA
Single Family

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477 Pear Tree Point Road, Chestertown, MD 21620

$399,900 · 3 BD· 3 BA
Single Family

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481 Pear Tree Point Road, Chestertown, MD 21620

$399,900 · 3 BD· 3 BA
Single Family

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149 Longfellow Drive, Chestertown, MD 21620

$349,000 · 3 BD· 2 BA
Single Family

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6744 Church Hill Road, Chestertown, MD 21620

$349,000 · 3 BD· 1 BA
Single Family

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205 Creston Road, Chestertown, MD 21620

$345,000 · 3 BD· 1 BA
Single Family

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473 Pear Tree Point Road, Chestertown, MD 21620

$399,900 · 3 BD· 3 BA
Single Family

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150 FLATLAND ROAD, CHESTERTOWN, MD, 21921

· 2 BD
Multi-Family

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160 FLATLAND ROAD, CHESTERTOWN, MD, 21921


Multi-Family

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408 MORGNEE ROAD, CHESTERTOWN, MD, 21620

· 1 BD
Multi-Family

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23172 BAYWOOD CT, CHESTERTOWN, MD, 21620


Multi-Family

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5761 JUDEFIND AVENUE, CHESTERTOWN, MD, 21620


Multi-Family

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716 HIGH ST, CHESTERTOWN, MD, 21620

· 2 BD
Multi-Family

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23151 WOODSEDGE DR, CHESTERTOWN, MD, 21620


Multi-Family

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503 MORGNEC RD, CHESTERTOWN, MD, 21620

· 2 BD
Multi-Family

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MORGNEC RD, CHESTERTOWN, MD

· 1 BD
Multi-Family

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150 FLATLAND RD, CHESTERTOWN, MD, 21620


Multi-Family

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321 CALVERT ST, CHESTERTOWN, MD, 21620


Multi-Family

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Frequently Asked Questions

There are currently affordable homes (under $400,000) available in Chestertown, United States.

The overall median home price in Chestertown is $404,450.
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