Active Listings
79
— vs 79 last year
Data as of September 2026. Source: Realtor.com.
The CHESTERTOWN, MD real estate market (21620) currently shows 79 active listings, with 16 pending sales. Homes are averaging 72 days on the market before going under contract.
Inventory levels are unchanged compared to last year.
Homes are taking longer to sell, averaging 72 days on market compared to 39 days last year.
The median listing price has fallen 6.6% year-over-year, from $446,750 to $417,425.
Population: 13,636 · Density: 44.3/mi² · Median household income: $69,842
Typical home value: $304,404 · Homeownership: 69.2%
| Zip | City / State | Distance | Listings | Market Value | Median $ | Average $ |
|---|---|---|---|---|---|---|
| 21620 | Chestertown, MD 21620 | 0.0 mi | 61 | $39,234,285 | $510,750 | $643,185 |
| 21661 | Rock Hall, MD 21661 | 8.9 mi | 20 | $19,332,400 | $390,000 | $966,620 |
| 21628 | Crumpton, MD 21628 | 9.1 mi | 1 | $375,000 | $375,000 | $375,000 |
| 21645 | Kennedyville, MD 21645 | 10.3 mi | 7 | $3,007,200 | $385,000 | $429,600 |
| 21617 | Centreville, MD 21617 | 11.2 mi | 38 | $25,181,232 | $596,225 | $662,664 |
| 21651 | Millington, MD 21651 | 12.8 mi | 5 | $1,516,785 | $303,750 | $303,357 |
| 21650 | Massey, MD 21650 | 16.6 mi | 2 | $858,000 | $429,000 | $429,000 |
| 21640 | Henderson, MD 21640 | 16.9 mi | 0 | $0 | $339,900 | $339,900 |
| 21657 | Queen Anne, MD 21657 | 18.3 mi | 4 | $1,069,000 | $267,250 | $267,250 |
| 21040 | Edgewood, MD 21040 | 18.8 mi | 61 | $21,160,473 | $343,698 | $346,893 |
| 21638 | Grasonville, MD 21638 | 19.1 mi | 31 | $22,688,497 | $626,175 | $731,887 |
| 21221 | Essex, MD 21221 | 19.8 mi | 90 | $38,098,530 | $349,748 | $423,317 |
| 21679 | Wye Mills, MD 21679 | 20.0 mi | 1 | $661,950 | $661,950 | $661,950 |
As of September 2026, there are 79 active listings in CHESTERTOWN, MD (zip code 21620), compared to 79 the prior year.
The median listing price in CHESTERTOWN, MD 21620 is $417,425 as of September 2026, a 6.6% decrease from $446,750 the prior year.
Homes in CHESTERTOWN, MD 21620 spend an average of 72 days on the market before going under contract, compared to 39 days the prior year.
Based on current inventory and days-on-market data as of September 2026, CHESTERTOWN, MD 21620 is currently a Balanced Market. Inventory levels are unchanged compared to last year. Homes are taking longer to sell, averaging 72 days on market compared to 39 days last year.
With SELL123.com's maximum 3% commission, sellers in CHESTERTOWN, MD 21620 save an estimated $8,349 compared to a typical 5% commission on the median listing price of $417,425. Our fee structure: 1% listing + 2% selling broker — no additional buyer or seller fees. Call (240) SELL-123 or email info@SELL123.com for a free consultation.