Housing in Chestertown, MD
Home values, rent, ownership rates, and housing market data
Housing Market Snapshot
Source: Zillow — January 2026Zillow Home Value Index
$378,817
Chestertown vs Similar Cities
Source: Census ACS / Redfin (2023)Compared to cities with under 10,000 residents. Chestertown is highlighted.
Median Home Value
78th%ilemost expensive$333,900show rank
Median Rent
63rd%ilemost expensive rent$1,090show rank
Rent Burden
91st%ilehighest rent burden27.8%show rank
Census Housing Data
Source: U.S. Census Bureau ACS (2023)Median Home Value
$333,900
Median Rent
$1,090
Total Housing Units
2,383
Vacancy Rate
6.0%
Owner Occupied
48.1%
Renter Occupied
51.9%
Median Property Tax
$4,002
per year
Monthly Cost (w/ Mortgage)
$1,568
Housing Types
Single Family56.5%
Multi-Family38.6%
Mobile Home4.9%
The median home value in Chestertown, MD is $333,900. According to Zillow, the home value index for Chestertown is $378,817. The median rent is $1,090 per month (Census ACS). About 48.1% of housing units are owner-occupied. The median year homes were built is 1984. There are 2,383 total housing units.