153 Longfellow Dr
Chestertown, MD 21620
3 bd 2 ba 1,376 sqft Built 1974 Lot 15,000 sqft single_family
Most recent sale
$215,000
Nov 30, 2021
Location
Timeline: Sale, Listing & Tax History
Recorded events
| Date | Event | Price | Source |
|---|---|---|---|
| Nov 30, 2021 | Sold | $215,000 | MLS #MDQA2000086 |
| Oct 21, 2021 | Relisted | $215,000 | MLS #MDQA2000086 |
| Sep 3, 2021 | Price changed | $215,000 | MLS #MDQA2000086 |
| Jun 26, 2021 | Listed | $219,900 | MLS #MDQA2000086 |
| Aug 15, 2019 | Sold | $145,000 | MLS #MDQA140686 |
| Jul 10, 2019 | Listed | $159,900 | MLS #MDQA140686 |
| Jun 30, 2008 | Sold | $148,900 | Public Record |
| Aug 14, 2007 | Sold | $173,000 | Public Record |
| Jun 22, 2001 | Sold | $95,000 | Public Record |
| Feb 14, 1997 | Sold | $66,000 | Public Record |
| Jul 16, 1990 | Sold | $80,000 | Public Record |
Tax assessment history
| Year | Building | Land | Total assessed | Tax paid |
|---|---|---|---|---|
| 2025 | $127,200 | $76,000 | $203,200 | $1,974 |
| 2024 | $127,200 | $76,000 | $203,200 | $1,788 |
| 2022 | $88,000 | $56,000 | $144,000 | $1,416 |
| 2021 | — | — | $143,200 | $1,433 |
| 2020 | — | — | $142,400 | $1,426 |
| 2019 | $85,600 | $56,000 | $141,600 | $1,418 |
| 2018 | $85,600 | $56,000 | $141,600 | $1,418 |
| 2017 | $85,600 | $56,000 | $141,600 | $1,418 |
| 2016 | $97,500 | $47,200 | $144,700 | $1,448 |
| 2015 | $97,500 | $47,200 | $144,700 | $1,448 |
| 2014 | $97,500 | $47,200 | $144,700 | $1,603 |
| 2013 | $78,800 | $82,100 | $160,900 | $1,603 |
| 2012 | — | — | $160,900 | $1,573 |
| 2011 | — | — | $160,900 | $1,673 |
| 2010 | — | — | $186,840 | $1,509 |
| 2009 | — | — | $167,670 | $1,310 |
Property facts
Year built
1974
Property type
single_family
Stories
1
Beds
3
Baths
2
Living area
1,376 sqft
Lot size
15,000 sqft
ZIP code
21620
City
Chestertown
Street
Longfellow Dr
Coordinates
39.21061, -76.03660
Comparable properties nearby
Block-level micro-comps
Same street, ±3 house numbers, sold in the last 24 monthsInvestment analysis
Estimates based on local averages — not personalized adviceEstimated monthly rent
$2,064
Gross rental yield
11.52%
Implied cap rate
7.49%
Trend-extrapolated value
—
Frequently asked questions
When did 153 Longfellow Dr last sell?
153 Longfellow Dr most recently sold on Nov 30, 2021 for $215,000.
What is the current tax assessment for 153 Longfellow Dr?
The most recent total assessment for 153 Longfellow Dr (year 2025) is $203,200 with $1,974 in property tax.
How does 153 Longfellow Dr's assessment compare to its last sale price?
The current assessment is 5.5% below the last sale price of $215,000.
When was 153 Longfellow Dr built?
153 Longfellow Dr was built in 1974.
How does 153 Longfellow Dr compare to others on Longfellow Dr?
We track 8 other properties on Longfellow Dr. Browse the list under "Other properties on Longfellow Dr" to compare beds, baths, and sale history.
What are the property facts for 153 Longfellow Dr?
153 Longfellow Dr is a 3 bed, 2 bath, 1,376 sqft, 15,000 sqft lot single_family.
Is 153 Longfellow Dr a flip candidate?
No — 153 Longfellow Dr does not appear in our flips dataset.
Is 153 Longfellow Dr a tax-appeal candidate?
No — 153 Longfellow Dr is not currently flagged as a tax-appeal candidate.
Forecast for this area
ZIP-area linear projection — not a per-property automated valuationQuarterly trend
+1.5%
Implied 1-yr
+6.1%
2026 Q3
$413.1K
2026 Q4
$418.9K
ZIP 21620 — Median Price History + Forecast
Explore nearby
Geography
Other properties on Longfellow Dr