E Chestnut St, Saint Michaels, MD Property Records

Talbot County property records for 31 addresses on E Chestnut St, Saint Michaels, MD · Last verified August 2026

E Chestnut St Highlights

Properties 31
Median Sale Price $815,000
Deeds and Mortgages on File 42
Median Price per Sqft $346
Owner Occupied 48%
Median Annual Tax Bill $8,069
Median Year Built 1870
Median Ownership Tenure 10 years

Properties on E Chestnut St

Owner names and prior sale amounts shown locked below are available instantly with a free trial.

102 E Chestnut St

1 ba · 830 sqft · built 1948 · 0.145 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jan 2004 $5,3972025 Amount on Record Jun 1997 1 Name on Record AssessorUpdated Aug 2026

103 E Chestnut St

1,508 sqft · built 1964 · 0.147 acres

Last Sale Tax Bill Prior Sale Owner Records
$245,000May 2021 $4,3312025 1 Name on Record Assessor + 2 DocumentsUpdated Aug 2026

104 E Chestnut St

1 ba · 1,460 sqft · built 1880 · 0.165 acres

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2009 $3,2892025 —Dec 1999 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

105 E Chestnut St

2.5 ba · 2,576 sqft · built 1875 · 0.165 acres

Last Sale Tax Bill Prior Sale Owner Records
$860,000Mar 2021 $9,7282025 Amount on Record Apr 2013 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

106 E Chestnut St

2 ba · 2,135 sqft · built 1830 · 0.22 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,225,000Jun 2026 $7,2112025 Amount on Record Aug 2019 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated Aug 2026

107 E Chestnut St

2 ba · 2,024 sqft · built 1880 · 0.082 acres

Last Sale Tax Bill Prior Sale Owner Records
$815,000Jul 2022 $5,8152025 Amount on Record Nov 2010 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

108 E Chestnut St

3.5 ba · 3,066 sqft · built 1857 · 0.223 acres

Last Sale Tax Bill Prior Sale Owner Records
$767,000Dec 2012 $10,4452025 Amount on Record Aug 2007 2 Names on Record Assessor + 2 DocumentsUpdated Aug 2026

109 E Chestnut St

2 ba · 1,488 sqft · built 1873 · 0.082 acres

Last Sale Tax Bill Prior Sale Owner Records
$450,000Apr 2017 $6,1292025 Amount on Record Mar 2012 2 Names on Record Assessor + 1 DocumentUpdated Aug 2026

110 E Chestnut St

2.5 ba · 3,270 sqft · built 1860 · 0.192 acres

Last Sale Tax Bill Prior Sale Owner Records
—Apr 2004 $2,7102025 Amount on Record May 1995 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

111 E Chestnut St

2.5 ba · 1,852 sqft · built 1852 · 0.082 acres

Last Sale Tax Bill Prior Sale Owner Records
$350,000Aug 2009 $6,2222025 —Aug 2009 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

112 E Chestnut St

3.5 ba · 2,602 sqft · built 1834 · 0.166 acres

Last Sale Tax Bill Prior Sale Owner Records
$675,000Mar 2014 $9,0312025 Amount on Record Nov 2007 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

114 E Chestnut St

3 ba · 1,842 sqft · built 1859 · 0.06 acres

Last Sale Tax Bill Prior Sale Owner Records
$431,000Jul 2004 $5,5082025 Amount on Record Jun 2001 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

116 E Chestnut St

3 ba · 2,067 sqft · built 1825 · 0.099 acres

Last Sale Tax Bill Prior Sale Owner Records
$230,000Sep 1998 $6,0692025 —Oct 1996 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

200 E Chestnut St

1.5 ba · 2,062 sqft · built 1860 · 0.116 acres

Last Sale Tax Bill Prior Sale Owner Records
$562,500Mar 2021 $8,2192025 —Dec 2009 2 Names on Record Assessor + 1 DocumentUpdated Aug 2026

201 E Chestnut St

1 ba · 1,307 sqft · 0.782 acres

Last Sale Tax Bill Prior Sale Owner Records
1 Name on Record Owner Occupied AssessorUpdated Aug 2026

202 E Chestnut St

2 ba · 2,052 sqft · built 1897 · 0.081 acres

Last Sale Tax Bill Prior Sale Owner Records
$710,000Aug 2021 $6,9592025 Amount on Record May 1996 2 Names on Record Assessor + 3 DocumentsUpdated Aug 2026

204 E Chestnut St

1.5 ba · 1,732 sqft · built 1913 · 0.082 acres

Last Sale Tax Bill Prior Sale Owner Records
$630,500Apr 2023 $5,6302025 Amount on Record Aug 1997 2 Names on Record Assessor + 1 DocumentUpdated Aug 2026

205 E Chestnut St

1 ba · 640 sqft · built 1952 · 0.082 acres

Last Sale Tax Bill Prior Sale Owner Records
$87,500Feb 1994 $4,1342025 Amount on Record May 1987 1 Name on Record AssessorUpdated Aug 2026

206 E Chestnut St

3 ba · 2,032 sqft · built 1911 · 0.165 acres

Last Sale Tax Bill Prior Sale Owner Records
$318,000Jun 2000 $9,6152025 Amount on Record Sep 1996 1 Name on Record AssessorUpdated Aug 2026

207 E Chestnut St

4 ba · 2,728 sqft · built 1850 · 0.059 acres

Last Sale Tax Bill Prior Sale Owner Records
$835,000Nov 2020 $10,5272025 —Feb 2004 2 Names on Record Assessor + 5 DocumentsUpdated Aug 2026

208 E Chestnut St

3 ba · 1,649 sqft · built 1853 · 0.082 acres

Last Sale Tax Bill Prior Sale Owner Records
$650,000Aug 2022 $6,1652025 Amount on Record Dec 2017 2 Names on Record Assessor + 4 DocumentsUpdated Aug 2026

209 E Chestnut St

3 ba · 2,926 sqft · built 1970 · 0.104 acres

Last Sale Tax Bill Prior Sale Owner Records
$590,000Aug 2011 $8,7112025 2 Names on Record AssessorUpdated Aug 2026

210 E Chestnut St

2 ba · 2,168 sqft · built 1860 · 0.104 acres

Last Sale Tax Bill Prior Sale Owner Records
$295,000Feb 2014 $8,0692025 Amount on Record Aug 1989 2 Names on Record AssessorUpdated Aug 2026

212 E Chestnut St

2.5 ba · 2,515 sqft · built 1848 · 0.143 acres

Last Sale Tax Bill Prior Sale Owner Records
$280,000Nov 2016 $7,4652025 Amount on Record Sep 2015 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated Aug 2026

214 E Chestnut St

3.5 ba · 2,823 sqft · built 1850 · 0.137 acres

Last Sale Tax Bill Prior Sale Owner Records
$975,000Dec 2022 $10,0952025 Amount on Record Sep 2018 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

215 E Chestnut St

4 ba · 2,847 sqft · built 1872 · 0.277 acres

Last Sale Tax Bill Prior Sale Owner Records
$825,000Jun 2002 $18,9232025 —Apr 1996 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

216 E Chestnut St

2.5 ba · 2,049 sqft · built 1850 · 0.11 acres

Last Sale Tax Bill Prior Sale Owner Records
$675,000Sep 2012 $9,6972025 Amount on Record Sep 2005 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

217 E Chestnut St

4 ba · 3,953 sqft · built 1800 · 0.313 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,600,000Jan 2007 $31,6582025 Amount on Record Nov 1997 2 Names on Record AssessorUpdated Aug 2026

218 E Chestnut St

4 ba · 2,639 sqft · built 1870 · 0.176 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,775,000May 2024 $12,2342025 Amount on Record Jan 2019 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

220 E Chestnut St

3.5 ba · 3,058 sqft · built 2020 · 0.165 acres

Last Sale Tax Bill Prior Sale Owner Records
$525,000Aug 2018 $14,9452025 Amount on Record Apr 1996 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

222 E Chestnut St

2.5 ba · 2,284 sqft · built 1996 · 0.167 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,000,000May 2017 $13,6392025 Amount on Record Sep 2007 2 Names on Record Assessor + 1 DocumentUpdated Aug 2026

Wildfire Risk on E Chestnut St

Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020

Wildfire RiskNot rated
no burnable land in reach
Wildfire LikelihoodNegligible
ExposureNone
beyond ember reach

Property Records in Nearby Streets