Is Chester, VT 05143 a buyer’s or seller’s market?

The Chester housing market right now

In the three months ending August 31, 2026, 6% of homes in Chester, VT 05143 sold above their list price, the typical home went under contract in 58 days and there were 5.6 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 17 home sales.

Compared with the same period a year earlier, the share selling over asking fell from 33%, homes sold more slowly (51 days then) and the median sale price fell 25% to $288,875. Overall, Chester is less competitive than a year ago, which gives buyers more room.

Within Windsor County, homes here sell faster than in 58% of the county’s ZIP codes, and sell less often over asking than in 54%. On our competition score, Chester ranks #43 of 48 VT ZIP codes with enough sales (score 17 out of 100).

Nearby, buyers who want less competition could look at Stockbridge 05772 (0% sold over asking) or Proctorsville 05153 (0% sold over asking), while North Hartland 05052 (100% sold over asking) and Hartland 05048 (60% sold over asking) are even more competitive.