Chestertown housing market,
at a glance.
61 active homes$399,000 median asking87 median days listed
As of . Active asking prices only, not sold prices and not an appraisal. Check official sources before acting.
These are the newest figures EuKreate has for Chestertown, measured 8 days ago. Newer figures are not available yet.
Chestertown market snapshot
As of
- Active homes
- 61
- 2 new in 7 days
- Median asking price
- $399,000
- $85,000–$2,895,000
- Median price per sq ft
- $279/sq ft
- 1,964 sq ft typical
- Median days listed
- 87 days
- typically built 1986
What stands out today
- 49%listed over 90 days30 of 61 active homes.
Inventory age
49% of active homes have been listed more than 90 days. This reflects today's active inventory, not a trend over time.
- Under 60 days
- 41%
- 25 homes
- 60–90 days
- 10%
- 6 homes
- Over 90 days
- 49%
- 30 homes
What has changed
- Homes for sale61down 7.6%over 7 days, since
- Median asking price$399,000down 6.6%over 7 days, since
- Median price per sq ft$279down 0.4%over 7 days, since
- Median days on market87up 2.4%over 7 days, since
Homes for sale in Chestertown
23 of 65 homes · updated
| Address | Asking | Beds | Baths | Sq ft | Listed | Listed by |
|---|---|---|---|---|---|---|
| 203 Manor Ave | $296,000 | 3 | 1.5 | 1,248 | Coldwell Banker Chesapeake Real Estate | |
| 10484 Cogar Rd | $238,000 | 3 | 1 | 1,008 | LPT Realty | |
| 8820 Cumberland St | $312,500 | 3 | 2 | 1,080 | RE MAX Advantage Realty | |
| 103 Metcalf Rd | $259,900 | 3 | 2.5 | 1,280 | Real Broker, LLC | |
| 8732 Elm Rd | $289,000 | 3 | 2 | 1,056 | Coldwell Banker Chesapeake Real Estate | |
| 7415 Wilkins Ln | $222,000 | 3 | 1 | 936 | Doug Ashley Realtors, LLC | |
| 104 Lincoln Dr | $275,000 | 3 | 1 | 960 | Remax Executive | |
| 24775 Langford Rd | $305,000 | 3 | 1 | 1,008 | Remax Chesapeake |
| Address | Asking | Beds | Baths | Sq ft | Listed | Listed by |
|---|---|---|---|---|---|---|
| 21338 Virginia Ave | $400,000 | 2 | 2 | 1,000 | Doug Ashley Realtors, LLC | |
| 106 Harlan Loop | $425,000 | 4 | 2.5 | 3,165 | Douglas Realty LLC | |
| 206 N Mill St | $430,000 | 3 | 2.5 | 1,520 | Coldwell Banker Chesapeake Real Estate | |
| 234 N Kent St | $325,000 | 5 | 2 | 1,802 | TTR Sotheby's International Realty | |
| 22974 Bay Shore Rd | $329,900 | 2 | 2 | 1,440 | Benson & Mangold Real Estate | |
| 217 Edmore Rd | $325,000 | 3 | 1.5 | 1,398 | Doug Ashley Realtors, LLC | |
| 23208 Buck Neck Rd | $349,900 | 3 | 2.5 | 1,650 | Real Broker, LLC |
| Address | Asking | Beds | Baths | Sq ft | Listed | Listed by |
|---|---|---|---|---|---|---|
| 8986 Orchard Dr | $679,900 | 3 | 3.5 | 3,228 | Benson & Mangold Real Estate | |
| Little Harbor Way #1 | $1,800,000 | 4 | 3.5 | 3,540 | Gunther-McClary Real Estate | |
| 331 Devon Dr | $499,999 | 4 | 3.5 | 3,506 | Coldwell Banker Chesapeake Real Estate | |
| 10 Cedar Chase Ct | $495,000 | 3 | 2.5 | 1,656 | Cross Street Realtors LLC | |
| 6324 Quaker Neck Rd | $2,895,000 | 5 | 3.5 | 5,938 | Cross Street Realtors LLC | |
| 105 N Water St #3 | $459,000 | 2 | 2 | 1,098 | Coldwell Banker Chesapeake Real Estate | |
| 329 Union Church Rd | $568,900 | 4 | 2.5 | 2,464 | Chesapeake Real Estate Associates, LLC | |
| 212 Washington Ave | $675,000 | 5 | 3 | 2,838 | Coldwell Banker Chesapeake Real Estate |
Newest first, never ranked. Active asking prices only, not sold prices and not an appraisal. Check official sources before acting.
Markets near Chestertown
Nearest first, by straight-line distance; not a view of where to buy.
- WortonKent$389,000 median ask · 21 homes · 62 days
- Church HillQueen Anne's$669,900 median ask · 9 homes · 54 days
- Rock HallKent$375,000 median ask · 25 homes · 107 days
- BettertonKent$404,950 median ask · 8 homes · 43 days
- MillingtonKent$379,900 median ask · 13 homes · 90 days
- CentrevilleQueen Anne's$549,450 median ask · 48 homes · 107 days
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Active asking prices only, not sold prices and not an appraisal. Check official sources before acting. About this data
- Active asking prices only, not sold prices and not an appraisal. Check official sources before acting.
- Coverage is the areas EuKreate tracks, so this is not the whole market.
- How many homes went off the market is not shown: we have not been watching this area long enough for that number to mean anything.
- Whether a home is under contract is not in the data we receive, so no pending count is shown.

