MD Chestertown Downtown Chestertown

Downtown Chestertown

Listings

Downtown Chestertown has 2 active listings and the average listing price is $1,712,000. The typical home in Downtown Chestertown has 5 beds, 4 baths, and is 3,031 SqFt. Land-only listings are excluded to provide accurate averages for price, size, beds, and baths

MARKET SNAPSHOT

(OCT 13, 2026 - NOV 12, 2026)
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RECENT LISTINGS

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109 WATER ST, Chestertown, MD 21620
Townhouse

$650,000

109 WATER ST, Chestertown, MD 21620

  • 4 Beds
  • 2 Baths
  • 2,064 SqFt

Listing Provided By Cross Street Realtors LLC

209 N WATER ST, Chestertown, MD 21620
Single Family Home

$1,100,000

$250K

209 N WATER ST, Chestertown, MD 21620

  • 5 Beds
  • 4 Baths
  • 2,909 SqFt

Listing Provided By Cross Street Realtors LLC

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