- 1 bd
- 1 ba
- 500 sqft

The average Chestertown, MD home value is $384,319, up 1.5% over the past year. (Updated on )
Zillow Home Value Index (ZHVI), built from the ground up by measuring monthly changes in property level Zestimates, captures both the level and home values across a wide variety of geographies and housing types.
Typical Home Values: $384,319
1-Year Value Change: +1.5%
(Data through October 31, 2026)
Zillow is more than a place to browse homes. It’s a place to connect with a local agent, explore financing solutions, schedule home tours, understand your buying and selling power, and more.
The median home value in Chestertown, MD is $384,319 as of October 2026. This represents a 0.2% decrease compared to last month and a 1.6% increase year-over-year.
Home values in Chestertown, MD have decreased by 0.2% month-over-month and 1.6% year-over-year.
The median home value in Chestertown, MD ($384,319) compares to: Kent County ($380,831), Maryland ($423,482), and the U.S. national median ($364,288).