Longfellow Dr, Chestertown, MD Property Records

Queen Anne's County property records for 50 addresses on Longfellow Dr, Chestertown, MD · Last verified August 2026

Longfellow Dr Highlights

Properties 50
Median Sale Price $265,000
Deeds and Mortgages on File 51
Median Price per Sqft $208
Owner Occupied 92%
Median Annual Tax Bill $1,844
Median Year Built 1977
Median Ownership Tenure 14 years

Properties on Longfellow Dr

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

100 Longfellow Dr

1 ba · 1,056 sqft · built 1978 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$68,000Feb 1992 $1,5252025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

104 Longfellow Dr

1 ba · 1,056 sqft · built 1972 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,8692025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

107 Longfellow Dr

1 ba · 1,050 sqft · built 1974 · 0.516 acres

Last Sale Tax Bill Prior Sale Owner Records
$278,500Jun 2026 $2,0602025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

108 Longfellow Dr

2 ba · 1,624 sqft · built 1974 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$219,000Sep 2017 $2,6782025 Amount on Record Feb 2017 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated Aug 2026

109 Longfellow Dr

2 ba · 1,056 sqft · built 2005 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$225,000Feb 2006 $1,7472025 Amount on Record May 2005 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

111 Longfellow Dr

1 ba · 1,281 sqft · built 1969 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$150,000Jun 2010 $1,9262025 —Sep 2008 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

112 Longfellow Dr

0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$5282025 2 Names on Record AssessorUpdated Aug 2026

115 Longfellow Dr

1 ba · 1,248 sqft · built 1979 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$58,000May 1986 $1,7762025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

116 Longfellow Dr

1 ba · 1,000 sqft · built 1977 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$69,900Mar 1998 $1,5072025 —Oct 1996 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

121 Longfellow Dr

2 ba · 1,248 sqft · built 2001 · 0.516 acres

Last Sale Tax Bill Prior Sale Owner Records
$120,000Aug 2002 $1,9762025 Amount on Record Sep 2001 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

122 Longfellow Dr

1 ba · 1,288 sqft · built 1973 · 0.516 acres

Last Sale Tax Bill Prior Sale Owner Records
$173,500May 2005 $1,7552025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

125 Longfellow Dr

1 ba · 988 sqft · built 1988 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
—Feb 2006 $1,7762025 Amount on Record Jul 2002 1 Name on Record AssessorUpdated Aug 2026

128 Longfellow Dr

1.5 ba · 1,196 sqft · built 1972 · 0.516 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,000Jan 2025 $9572025 Amount on Record Dec 2021 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

129 Longfellow Dr

1 ba · 960 sqft · built 1986 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$176,000May 2008 $1,5332025 Amount on Record May 1986 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

132 Longfellow Dr

1.5 ba · 1,518 sqft · built 1980 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
—Nov 2005 $1,9212025 Amount on Record May 1995 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

133 Longfellow Dr

1.5 ba · 1,423 sqft · built 1983 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$169,900Jun 2012 $2,1002025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

137 Longfellow Dr

2 ba · 1,344 sqft · built 1980 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$145,000Jun 2015 $2,0902025 —Jun 2004 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

138 Longfellow Dr

1 ba · 864 sqft · built 1993 · 0.516 acres

Last Sale Tax Bill Prior Sale Owner Records
$175,000Aug 2008 $1,4962025 Amount on Record Feb 2005 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

141 Longfellow Dr

1 ba · 1,144 sqft · built 1977 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$52,000Jul 1986 $1,6552025 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

142 Longfellow Dr

1 ba · 1,434 sqft · built 1973 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,3122025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

145 Longfellow Dr

1 ba · 1,128 sqft · built 1975 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$52,000Dec 1985 $1,6162025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

146 Longfellow Dr

2 ba · 1,458 sqft · built 1977 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$129,000Jun 2002 $1,9882025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

149 Longfellow Dr

1 ba · 1,811 sqft · built 1982 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$385,000May 2025 $2,5212025 Amount on Record May 2024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

150 Longfellow Dr

1 ba · 1,056 sqft · built 1975 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$265,000Feb 2024 $2,0312025 Amount on Record Nov 2021 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

153 Longfellow Dr

1.5 ba · 1,376 sqft · built 1974 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$215,000Dec 2021 $1,9742025 —Dec 2021 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

154 Longfellow Dr

1 ba · 1,056 sqft · built 1975 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$300,000Jun 2026 $1,8392025 Amount on Record Jan 2020 1 Name on Record Owner Occupied Assessor + 5 DocumentsUpdated Aug 2026

157 Longfellow Dr

2 ba · 1,232 sqft · built 1990 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$233,500Nov 2020 $1,9492025 Amount on Record Nov 2017 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

202 Longfellow Dr

1 ba · 960 sqft · built 1976 · 0.365 acres

Last Sale Tax Bill Prior Sale Owner Records
—Mar 2002 $1,5172025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

203 Longfellow Dr

2 ba · 1,344 sqft · built 1988 · 0.361 acres

Last Sale Tax Bill Prior Sale Owner Records
$179,900May 2005 $1,8282025 Amount on Record Apr 1996 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

206 Longfellow Dr

1 ba · 960 sqft · built 1972 · 0.368 acres

Last Sale Tax Bill Prior Sale Owner Records
$136,000Feb 2017 $1,8002025 Amount on Record Dec 2006 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

207 Longfellow Dr

2 ba · 2,024 sqft · built 1969 · 0.351 acres

Last Sale Tax Bill Prior Sale Owner Records
$60,000Sep 2019 $1,7162025 Amount on Record Jun 2018 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

210 Longfellow Dr

2 ba · 1,848 sqft · built 1989 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$98,500Jan 1990 $2,0522025 Amount on Record Feb 1989 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

211 Longfellow Dr

1 ba · 864 sqft · built 1991 · 0.385 acres

Last Sale Tax Bill Prior Sale Owner Records
$180,000Aug 2025 $1,6832025 Amount on Record Dec 2021 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

304 Longfellow Dr

2 ba · 1,680 sqft · built 1976 · 0.571 acres

Last Sale Tax Bill Prior Sale Owner Records
$250,000Sep 2008 $2,3212025 Amount on Record Oct 2005 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

305 Longfellow Dr

1 ba · 1,470 sqft · built 1978 · 0.798 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,0882025 2 Names on Record AssessorUpdated Aug 2026

308 Longfellow Dr

1.5 ba · 1,196 sqft · built 1977 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$220,000Sep 2021 $1,8132025 Amount on Record Dec 2006 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

310 Longfellow Dr

2 ba · 1,560 sqft · built 2002 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$320,000Jul 2024 $2,4142025 Amount on Record Jun 2016 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

312 Longfellow Dr

1 ba · 1,056 sqft · built 1976 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$95,000Dec 2016 $1,8442025 Amount on Record Jun 2007 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

315 Longfellow Dr

2 ba · 1,296 sqft · built 2002 · 0.516 acres

Last Sale Tax Bill Prior Sale Owner Records
$156,000Jul 2021 $2,2822025 Amount on Record Apr 2009 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

319 Longfellow Dr

2 ba · 2,256 sqft · built 1975 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
—Apr 2009 $3,1282025 Amount on Record Jun 2004 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

320 Longfellow Dr

1.5 ba · 1,144 sqft · built 1988 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$80,500Apr 1990 $1,8662025 Amount on Record Aug 1988 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

323 Longfellow Dr

1 ba · 1,056 sqft · built 1977 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$140,000May 2013 $1,8372025 Amount on Record Feb 2006 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

324 Longfellow Dr

1.5 ba · 1,360 sqft · built 1988 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$309,900Jan 2024 $2,1832025 Amount on Record Feb 2021 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

328 Longfellow Dr

1 ba · 988 sqft · built 1988 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$16,000Apr 1988 $1,7532025 Amount on Record Jan 1988 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

329 Longfellow Dr

2 ba · 1,560 sqft · built 1965 · 0.688 acres

Last Sale Tax Bill Prior Sale Owner Records
$167,500Apr 2013 $2,4332025 Amount on Record Jun 1981 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

332 Longfellow Dr

2 ba · 1,263 sqft · built 1976 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$235,000Apr 2023 $1,8192025 Amount on Record Feb 2003 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

335 Longfellow Dr

1 ba · 960 sqft · built 1986 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jan 2009 $1,5132025 Amount on Record Jun 1986 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

336 Longfellow Dr

1 ba · 864 sqft · built 1993 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$102,500Jun 2004 $1,7122025 Amount on Record — 1 Name on Record AssessorUpdated Aug 2026

339 Longfellow Dr

1 ba · 1,008 sqft · built 1986 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$178,000Dec 2018 $1,6722025 Amount on Record Jun 2009 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

343 Longfellow Dr

1 ba · 1,496 sqft · built 1975 · 0.392 acres

Last Sale Tax Bill Prior Sale Owner Records
$852,000Feb 2022 $2,2202025 Amount on Record Mar 2018 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

Wildfire Risk on Longfellow Dr

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

Wildfire RiskLow
this street's cells rank above 3% of the US · above 5% of Maryland
Wildfire LikelihoodLess than 1 in 10,000 per year
ExposureDirect
1 of 5 cells directly exposed · 5 adjoin burnable vegetation

Property Records in Nearby Streets