Active Listings
72
⇧ 33.3% vs 54 last year
Data as of March 2026. Source: Realtor.com.
The CHESTERTOWN, MD real estate market (21620) currently shows 72 active listings, with 21 pending sales. Homes are averaging 81 days on the market before going under contract.
Inventory has increased compared to last year, with 18 more homes available — giving buyers more choice.
Homes are taking longer to sell, averaging 81 days on market compared to 54 days last year.
The median listing price has risen 28.2% year-over-year, from $390,000 to $499,900.
Whether you are buying or selling in CHESTERTOWN, MD, SELL123.com can help you save significantly on commission — typically 2% compared to traditional 5% broker fees. Call (240) SELL-123 for a free consultation.
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 March 2026, there are 72 active listings in CHESTERTOWN, MD (zip code 21620), compared to 54 the prior year.
The median listing price in CHESTERTOWN, MD 21620 is $499,900 as of March 2026, a 28.2% increase from $390,000 the prior year.
Homes in CHESTERTOWN, MD 21620 spend an average of 81 days on the market before going under contract, compared to 54 days the prior year.
Based on current inventory and days-on-market data as of March 2026, CHESTERTOWN, MD 21620 is currently a Buyer's Market. Inventory has increased compared to last year, with 18 more homes available — giving buyers more choice. Homes are taking longer to sell, averaging 81 days on market compared to 54 days last year.
With SELL123.com's maximum 3% commission, sellers in CHESTERTOWN, MD 21620 save an estimated $9,998 compared to a typical 5% commission on the median listing price of $499,900. 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.