Active Listings
67
⇧ 31.4% vs 51 last year
Population: 13,636 · Density: 44.3/mi² · Median household income: $69,842
Typical home value: $304,404 · Homeownership: 69.2%
Data as of January 2026. Source: Realtor.com.
The CHESTERTOWN, MD real estate market (21620) currently shows 67 active listings, with 20 pending sales. Homes are averaging 66 days on the market before going under contract.
Inventory has increased compared to last year, with 16 more homes available — giving buyers more choice.
Homes are selling faster, averaging 66 days on market compared to 76 days last year.
The median listing price has risen 23.9% year-over-year, from $393,425 to $487,450.
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.
| Zip | City / State | Distance | Listings | Market Value | Median $ | Average $ |
|---|---|---|---|---|---|---|
| 21620 | Chestertown, MD 21620 | 0.0 mi | 67 | $40,847,354 | $487,450 | $609,662 |
| 21661 | Rock Hall, MD 21661 | 8.9 mi | 24 | $21,957,816 | $391,000 | $914,909 |
| 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 | 35 | $22,970,080 | $597,450 | $656,288 |
| 21651 | Millington, MD 21651 | 12.8 mi | 6 | $2,387,520 | $412,500 | $397,920 |
| 21635 | Galena, MD 21635 | 16.2 mi | 7 | $3,167,360 | $328,500 | $452,480 |
| 21919 | Earleville, MD 21919 | 16.9 mi | 11 | $6,507,050 | $375,000 | $591,550 |
| 21649 | Marydel, MD 21649 | 17.5 mi | 3 | $1,109,001 | $355,000 | $369,667 |
| 21658 | Queenstown, MD 21658 | 18.6 mi | 17 | $19,360,382 | $674,750 | $1,138,846 |
| 21220 | Middle River, MD 21220 | 19.1 mi | 119 | $69,467,083 | $414,450 | $583,757 |
| 21219 | Sparrows Point, MD 21219 | 19.2 mi | 26 | $10,605,920 | $375,000 | $407,920 |
| 21636 | Goldsboro, MD 21636 | 19.9 mi | 7 | $2,041,900 | $259,000 | $291,700 |
As of January 2026, there are 67 active listings in CHESTERTOWN, MD (zip code 21620), compared to 51 the prior year.
The median listing price in CHESTERTOWN, MD 21620 is $487,450 as of January 2026, a 23.9% increase from $393,425 the prior year.
Homes in CHESTERTOWN, MD 21620 spend an average of 66 days on the market before going under contract, compared to 76 days the prior year.
Based on current inventory and days-on-market data as of January 2026, CHESTERTOWN, MD 21620 is currently a Balanced Market. Inventory has increased compared to last year, with 16 more homes available — giving buyers more choice. Homes are selling faster, averaging 66 days on market compared to 76 days last year.
With SELL123.com's maximum 3% commission, sellers in CHESTERTOWN, MD 21620 save an estimated $9,749 compared to a typical 5% commission on the median listing price of $487,450. 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.