Current Chestertown median home price: $358,037
| Date | Average price (≈) | Minimum price (⇓) | Maximum price (⇑) |
|---|---|---|---|
| 2026 January | $375,825 | $338,242 | $413,407 |
| 2026 February | $377,824 | $340,042 | $415,607 |
| 2026 March | $379,834 | $341,851 | $417,818 |
| 2026 April | $381,855 | $343,670 | $420,041 |
| 2026 May | $383,887 | $345,498 | $422,275 |
| 2026 June | $385,929 | $347,336 | $424,522 |
| 2026 July | $387,982 | $349,184 | $426,780 |
| 2026 August | $389,623 | $350,661 | $428,585 |
| 2026 September | $390,473 | $351,426 | $429,521 |
| 2026 October | $392,551 | $353,296 | $431,806 |
| 2026 November | $394,639 | $355,175 | $434,103 |
| 2026 December | $396,739 | $357,065 | $436,413 |