Homes for Sale in Chestertown

Browse 75 homes for sale in Chestertown, United States. Residential asking prices range from $60,000 USD to $3,995,000 USD, with a median of $399,900 USD.

Market Snapshot

75
Active Listings
$399,900
Median Residential Asking Price
64
For Sale

Homes for Sale in Chestertown

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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218 Camelot Dr, Chestertown, MD, 21620

$525,000 · 5 BD· 3.5 BA
single family

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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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Landing Lane #25, Chestertown, MD 21620

$949,900 · 4 BD· 4 BA
Single Family

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212 Landing Ln, Chestertown, MD 21620

$779,000 · 3 BD· 4 BA
Condo, Townhouse

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Little Harbor Way #1, Chestertown, MD 21620

$1,449,000 · 3 BD· 4 BA
Single Family

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Landing Ln #37, Chestertown, MD 21620

$725,000 · 3 BD· 3 BA
Single Family

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23060 Old Fairlee Road, Chestertown, MD 21620

$60,000
Single Family

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Landing Lane #40, Chestertown, MD 21620

$799,000 · 3 BD· 3 BA
Single Family, Duplex, Multi-Family

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Landing Lane #41, Chestertown, MD 21620

$785,000 · 3 BD· 3 BA
Single Family, Duplex, Multi-Family

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Little Harbor Way #20, Chestertown, MD 21620

$854,000 · 3 BD· 3 BA
Single Family, Duplex, Multi-Family

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Little Harbor Way #19, Chestertown, MD 21620

$864,000 · 3 BD· 3 BA
Single Family, Duplex, Multi-Family

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101 Landing Lane #39, Chestertown, MD 21620

$649,000 · 3 BD· 4 BA
Condo, Townhouse

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8579 Georgetown Road, Chestertown, MD 21620

$219,999 · 2 BD· 1 BA
Single Family

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3 Muirfield Drive, Chestertown, MD 21620

$790,000 · 3 BD· 3 BA
Single Family

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103 Landing Lane, Chestertown, MD 21620

$579,000 · 2 BD· 3 BA
Condo, Townhouse

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7775 Waterview Lane, Chestertown, MD 21620

$665,000 · 3 BD· 3 BA
Single Family

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308 Landing Lane, Chestertown, MD 21620

$815,000 · 3 BD· 3 BA
Condo, Townhouse

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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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228 S Water Street, Chestertown, MD 21620

$950,000 · 3 BD· 4 BA
Condo, Townhouse

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230 S Water Street #1, Chestertown, MD 21620

$995,000 · 3 BD· 4 BA
Condo, Townhouse

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25285 Foxchase Drive, Chestertown, MD 21620

$615,000 · 3 BD· 3 BA
Single Family

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226 S Water Street, Chestertown, MD 21620

$995,000 · 3 BD· 4 BA
Condo, Townhouse

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24105 Chestertown Road, Chestertown, MD 21620

$275,000 · 3 BD· 1 BA
Single Family

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116 Pine Chip Road, Chestertown, MD 21620

$559,000 · 3 BD· 2 BA
Single Family

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208 N Queen Street, Chestertown, MD 21620

$584,900 · 5 BD· 3 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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117 N Water Street #1A, Chestertown, MD 21620

$750,000 · 3 BD· 3 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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349 High Street, Chestertown, MD 21620

$425,000 · 7 BD· 4 BA
Condo, Townhouse

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349351 High Street, Chestertown, MD 21620

$425,000 · 3 BD
Duplex, Multi-Family

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217 Birch Run Road, Chestertown, MD 21620

$557,500 · 4 BD· 3 BA
Single Family

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110 Birch Run Road, Chestertown, MD 21620

$739,000 · 3 BD· 3 BA
Single Family

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307 Washington Avenue, Chestertown, MD 21620

$879,000 · 4 BD· 4 BA
Single Family

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8774 Orchard Drive, Chestertown, MD 21620

$660,000 · 4 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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209 Garland Way, Chestertown, MD 21620

$429,000 · 5 BD· 3 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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Frequently Asked Questions

There are currently 75 properties homes for sale in Chestertown, United States.

Prices range from $60,000 USD to $3,995,000 USD, with a median of $399,900 USD.
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