Rolling Rd, Chestertown, MD Property Records

Kent County property records for 30 addresses on Rolling Rd, Chestertown, MD · Last verified August 2026

Rolling Rd Highlights

Properties 30
Median Sale Price $250,000
Deeds and Mortgages on File 25
Median Price per Sqft $148
Owner Occupied 80%
Median Annual Tax Bill $3,292
Median Year Built 1972
Median Ownership Tenure 19 years

Properties on Rolling Rd

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

1 Rolling Rd

0.208 acres

Last Sale Tax Bill Prior Sale Owner Records
$128,000May 2016 $1,2112025 1 Name on Record AssessorUpdated Aug 2026

2 Rolling Rd

1 ba · 888 sqft · built 1961 · 0.208 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jan 1998 $2,6002025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

3 Rolling Rd

1 ba · 975 sqft · built 1962 · 0.208 acres

Last Sale Tax Bill Prior Sale Owner Records
$142,000Feb 2004 $2,4272025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

4 Rolling Rd

1 ba · 975 sqft · built 1961 · 0.208 acres

Last Sale Tax Bill Prior Sale Owner Records
$145,000Jun 2020 $2,1892025 Amount on Record Jan 2004 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

5 Rolling Rd

1 ba · 1,202 sqft · built 1961 · 0.208 acres

Last Sale Tax Bill Prior Sale Owner Records
$239,000Dec 2024 $2,7002025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

6 Rolling Rd

1 ba · 975 sqft · built 1963 · 0.208 acres

Last Sale Tax Bill Prior Sale Owner Records
$92,000Feb 2011 $2,4792025 —Mar 2004 2 Names on Record AssessorUpdated Aug 2026

7 Rolling Rd

1 ba · 975 sqft · built 1961 · 0.208 acres

Last Sale Tax Bill Prior Sale Owner Records
$168,000Dec 2020 $2,5232025 —May 1999 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

8 Rolling Rd

1 ba · 1,523 sqft · built 1961 · 0.208 acres

Last Sale Tax Bill Prior Sale Owner Records
—May 2009 $2,8262025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

107 Rolling Rd

3 ba · 1,756 sqft · built 1970 · 0.37 acres

Last Sale Tax Bill Prior Sale Owner Records
$337,500Dec 2021 $4,1402025 Amount on Record May 2012 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

109 Rolling Rd

1.5 ba · 1,152 sqft · built 1974 · 0.39 acres

Last Sale Tax Bill Prior Sale Owner Records
$140,000Sep 2003 $2,6982025 Amount on Record Feb 1998 1 Name on Record AssessorUpdated Aug 2026

111 Rolling Rd

3 ba · 1,120 sqft · built 1979 · 0.37 acres

Last Sale Tax Bill Prior Sale Owner Records
$136,000Jul 1993 $3,8762025 Amount on Record Jan 1986 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

115 Rolling Rd

2.5 ba · 1,108 sqft · built 1978 · 0.415 acres

Last Sale Tax Bill Prior Sale Owner Records
$57,100Aug 1978 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

117 Rolling Rd

3.5 ba · 1,394 sqft · built 1977 · 0.412 acres

Last Sale Tax Bill Prior Sale Owner Records
$80,500Oct 1985 $3,8292025 Amount on Record Apr 1982 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

199 Rolling Rd

1.5 ba · 2,223 sqft · built 1977 · 0.44 acres

Last Sale Tax Bill Prior Sale Owner Records
$73,500Mar 1984 $4,4102025 Amount on Record Aug 1979 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

200 Rolling Rd

2.5 ba · 1,728 sqft · built 1969 · 0.418 acres

Last Sale Tax Bill Prior Sale Owner Records
$107,437Apr 2001 Amount on Record Mar 2001 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

201 Rolling Rd

2 ba · 2,652 sqft · built 1975 · 0.451 acres

Last Sale Tax Bill Prior Sale Owner Records
$299,000Feb 2022 $4,5042025 Amount on Record Nov 2015 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

202 Rolling Rd

1.5 ba · 1,806 sqft · built 1970 · 0.303 acres

Last Sale Tax Bill Prior Sale Owner Records
$120,100Oct 2001 $3,9522025 Amount on Record Nov 1979 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

203 Rolling Rd

2.5 ba · 2,508 sqft · built 2011 · 0.369 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jun 2010 $5,5372025 —Jan 2006 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

204 Rolling Rd

2 ba · 2,296 sqft · built 1975 · 0.341 acres

Last Sale Tax Bill Prior Sale Owner Records
$340,000Mar 2026 $3,5652025 Amount on Record Aug 1977 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

205 Rolling Rd

2 ba · 2,138 sqft · built 1976 · 0.285 acres

Last Sale Tax Bill Prior Sale Owner Records
$250,000Aug 2020 $3,7722025 Amount on Record Dec 1980 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated Aug 2026

206 Rolling Rd

2 ba · 1,728 sqft · built 1970 · 0.353 acres

Last Sale Tax Bill Prior Sale Owner Records
$225,000Jun 2021 $3,3882025 —May 1997 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

207 Rolling Rd

1 ba · 1,196 sqft · built 1972 · 0.258 acres

Last Sale Tax Bill Prior Sale Owner Records
$187,500Oct 2009 $2,7282025 Amount on Record Jul 2003 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

208 Rolling Rd

2 ba · 1,624 sqft · built 1971 · 0.369 acres

Last Sale Tax Bill Prior Sale Owner Records
—Apr 2007 $3,1462025 Amount on Record Nov 1986 1 Name on Record AssessorUpdated Aug 2026

209 Rolling Rd

1 ba · 1,120 sqft · built 1975 · 0.248 acres

Last Sale Tax Bill Prior Sale Owner Records
—Dec 2003 $2,4662025 —Dec 2003 2 Names on Record AssessorUpdated Aug 2026

210 Rolling Rd

2 ba · 1,344 sqft · built 1974 · 0.385 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Feb 2005 $3,1202025 Amount on Record Sep 2003 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

211 Rolling Rd

2.5 ba · 1,638 sqft · built 1976 · 0.243 acres

Last Sale Tax Bill Prior Sale Owner Records
$83,500Mar 1987 Amount on Record Jun 1983 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

212 Rolling Rd

1 ba · 1,148 sqft · built 1969 · 0.402 acres

Last Sale Tax Bill Prior Sale Owner Records
$320,000Apr 2023 $3,2922025 Amount on Record Dec 2010 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

213 Rolling Rd

1 ba · 1,716 sqft · built 1972 · 0.298 acres

Last Sale Tax Bill Prior Sale Owner Records
$118,750Jun 2001 $3,3292025 Amount on Record Nov 1992 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

214 Rolling Rd

1.5 ba · 1,792 sqft · built 1979 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$155,000Oct 1991 $4,0012025 Amount on Record Sep 1978 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

317 Rolling Rd

2 ba · 1,192 sqft · built 1977 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$57,800Jan 1980 $3,5852025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

Wildfire Risk on Rolling Rd

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 6% of Maryland
Wildfire LikelihoodLess than 1 in 10,000 per year
ExposureDirect
2 of 5 cells directly exposed · 4 adjoin burnable vegetation

Property Records in Nearby Streets