Is Chestertown, MD 21620 a buyer’s or seller’s market?

The Chestertown housing market right now

In the three months ending August 31, 2026, 21% of homes in Chestertown, MD 21620 sold above their list price, the typical home went under contract in 48 days and there were 4.4 months of supply. Four to six months of supply is a balanced market, where pricing and condition decide how much room there is to negotiate. That’s based on 54 home sales.

Compared with the same period a year earlier, the share selling over asking was about the same (20% then), homes sold faster (50 days then) and the median sale price fell 1% to $354,597. Overall, Chestertown is about as competitive as it was a year ago.

Within Kent County, homes here sell faster than in 75% of the county’s ZIP codes, and sell more often over asking than in 88%. On our competition score, Chestertown ranks #209 of 241 MD ZIP codes with enough sales (score 41 out of 100).

Nearby, buyers who want less competition could look at Massey 21650 (0% sold over asking) or Kennedyville 21645 (0% sold over asking), while Still Pond 21667 (100% sold over asking) is even more competitive.