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208 Chestnut St

Saint Michaels, MD 21663

3 bd 3 ba 1,649 sqft Built 1853 Lot 3,600 sqft single_family
Most recent sale
$650,000
Aug 18, 2022

Location

Timeline: Sale, Listing & Tax History

Recorded events

DateEventPriceSource
Aug 18, 2022 Sold $650,000 MLS #MDTA2002656
Jul 18, 2022 Relisted $717,000 MLS #MDTA2002656
Jul 2, 2022 Relisted $717,000 MLS #MDTA2002656
May 22, 2022 Listed $717,000 MLS #MDTA2002656
Nov 30, 2017 Sold $350,000 MLS #1000977879
Oct 14, 2017 Listing removed $303,000 MRIS
Sep 25, 2017 Listed $303,000 MLS #1000977879
Dec 31, 2016 Listing removed $399,000 MRIS
Dec 12, 2016 Relisted $399,000 MLS #TA8743489
Oct 30, 2016 Listing removed $399,000 MRIS
Jul 15, 2016 Price changed $399,000 MLS #TA8743489
May 9, 2016 Price changed $425,000 MLS #TA8743489
Dec 20, 2015 Price changed $455,000 MLS #TA8743489
Sep 9, 2015 Listed $485,000 MLS #TA8743489
Oct 5, 1990 Sold $185,000 Public Record

Tax assessment history

YearBuildingLandTotal assessedTax paid
2025 $219,500 $275,000 $494,500 $6,165
2024 $219,500 $275,000 $494,500 $5,985
2022 $190,300 $275,000 $465,300 $5,334
2021 $190,300 $275,000 $465,300 $5,265
2020 $190,300 $275,000 $465,300 $5,285
2019 $196,000 $275,000 $471,000 $5,349
2018 $450,467 $5,023
2017 $429,933 $4,642
2016 $159,400 $250,000 $409,400 $1,711
2015 $193,900 $325,000 $518,900 $1,668
2014 $193,900 $325,000 $518,900 $1,771
2013 $193,900 $325,000 $518,900 $1,771
2012 $518,900 $1,843
2011 $518,900 $1,869
2010 $621,250 $1,933
2009 $559,042 $1,882
2008 $496,836 $1,859

Property facts

Year built
1853
Property type
single_family
Stories
2
Beds
3
Baths
3
Living area
1,649 sqft
Lot size
3,600 sqft
ZIP code
21663
City
Saint Michaels
Street
Chestnut St
Coordinates
38.78312, -76.22039

Comparable properties nearby

Block-level micro-comps

Same street, ±3 house numbers, sold in the last 24 months

Investment analysis

Estimates based on local averages — not personalized advice
Estimated monthly rent
$2,474
Gross rental yield
4.57%
Implied cap rate
2.97%
Trend-extrapolated value

Frequently asked questions

When did 208 Chestnut St last sell?
208 Chestnut St most recently sold on Aug 18, 2022 for $650,000.
What is the current tax assessment for 208 Chestnut St?
The most recent total assessment for 208 Chestnut St (year 2025) is $494,500 with $6,165 in property tax.
How does 208 Chestnut St's assessment compare to its last sale price?
The current assessment is 23.9% below the last sale price of $650,000.
When was 208 Chestnut St built?
208 Chestnut St was built in 1853.
How does 208 Chestnut St compare to others on Chestnut St?
We track 8 other properties on Chestnut St. Browse the list under "Other properties on Chestnut St" to compare beds, baths, and sale history.
What are the property facts for 208 Chestnut St?
208 Chestnut St is a 3 bed, 3 bath, 1,649 sqft, 3,600 sqft lot single_family.
Is 208 Chestnut St a flip candidate?
No — 208 Chestnut St does not appear in our flips dataset.
Is 208 Chestnut St a tax-appeal candidate?
No — 208 Chestnut St is not currently flagged as a tax-appeal candidate.

Forecast for this area

ZIP-area linear projection — not a per-property automated valuation
Quarterly trend
+1.8%
Implied 1-yr
+7.2%
2026 Q3
$1.16M
2026 Q4
$1.18M
ZIP 21663 — Median Price History + Forecast

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