Current Chestertown median home price: $364,916
| Date | Average price (≈) | Minimum price (⇓) | Maximum price (⇑) |
|---|---|---|---|
| 2026 February | $390,461 | $351,415 | $429,507 |
| 2026 March | $392,713 | $353,442 | $431,984 |
| 2026 April | $394,978 | $355,480 | $434,476 |
| 2026 May | $397,256 | $357,530 | $436,981 |
| 2026 June | $399,547 | $359,592 | $439,501 |
| 2026 July | $401,851 | $361,666 | $442,036 |
| 2026 August | $403,962 | $363,566 | $444,358 |
| 2026 September | $404,887 | $364,398 | $445,376 |
| 2026 October | $406,567 | $365,910 | $447,224 |
| 2026 November | $408,912 | $368,021 | $449,803 |
| 2026 December | $411,270 | $370,143 | $452,397 |