Main St, Preston, MD Property Records

Caroline County property records for 88 addresses on Main St, Preston, MD · Last verified August 2026

Main St Highlights

Properties 88
Median Sale Price $227,000
Deeds and Mortgages on File 68
Median Price per Sqft $117
Owner Occupied 53%
Median Annual Tax Bill $3,139
Median Year Built 1920
Median Ownership Tenure 13 years

Properties on Main St

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

98 Main St

3.5 ba · 3,056 sqft · 0.575 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$200,000Jun 2014 $3,0132025 —Jul 2001 1 Name on Record AssessorUpdated Aug 2026

100 Main St

2.5 ba · 2,332 sqft · 1.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$14,500Oct 1999 $4,2242025 Amount on Record Jun 1993 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

102 Main St

1 ba · 1,008 sqft · 0.337 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$135,000Jun 2023 $2,4402025 Amount on Record Jul 2008 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

104 Main St

2 ba · 2,035 sqft · 0.337 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$119,000Sep 2000 $3,1452025 —Oct 1999 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

106 Main St

1.5 ba · 1,234 sqft · 0.35 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$227,000Dec 2020 $2,5042025 Amount on Record Sep 2015 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

107 Main St

1 ba · 1,216 sqft · 0.655 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$50,500Apr 2009 $2,4302025 —Aug 2003 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

108 Main St

1.5 ba · 1,858 sqft · 0.33 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Jun 2001 $2,6462025 Amount on Record Apr 1992 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

110 Main St

1 ba · 1,220 sqft · 0.983 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$10,000Jul 1998 $2,2722025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

112 Main St

2 ba · 1,676 sqft · 0.658 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$159,900Sep 2003 $2,8452025 Amount on Record Mar 2003 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

113 Main St

1 ba · 648 sqft · 0.308 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$169,000Mar 2022 $1,9582025 Amount on Record Dec 2019 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

114 Main St

1 ba · 878 sqft · 0.077 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$40,000Nov 2004 $1,6652025 Amount on Record Apr 2002 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

115 Main St

2.5 ba · 2,016 sqft · 0.608 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$190,000Sep 2016 $4,5442025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

116 Main St

2 ba · 1,185 sqft · 0.086 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$259,000Dec 2024 $2,6472025 Amount on Record Jun 2020 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

117 Main St

2.5 ba · 1,472 sqft · 0.344 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$37,200Oct 1979 $3,0562025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

118 Main St

3 ba · 2,595 sqft · 0.498 acres

Last Sale Tax Bill Prior Sale Owner Records
$120,400Mar 2015 $4,2802025 Amount on Record May 2013 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

119 Main St

2.5 ba · 2,379 sqft · 0.459 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$187,000Nov 2016 $4,3262025 Amount on Record May 2006 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

121 Main St

1.5 ba · 2,029 sqft · 0.344 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$217,900Jan 2020 $3,1392025 Amount on Record Jun 1993 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

122 Main St

2 ba · 2,490 sqft · 0.623 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$300,000Aug 2024 $4,0792025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

123 Main St

2 ba · 1,677 sqft · 0.344 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$112,000Apr 2000 $3,3652025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

124 Main St

1 ba · 1,440 sqft · 0.309 acres

Last Sale Tax Bill Prior Sale Owner Records
$23,000Apr 1977 $2,1292025 2 Names on Record Assessor + 1 DocumentUpdated Aug 2026

125 Main St

1 ba · 1,767 sqft · 0.459 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$140,000Jun 2015 $2,6902025 Amount on Record Nov 1995 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

126 Main St

2 ba · 1,632 sqft · 0.413 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$94,900Aug 2001 $2,4192025 Amount on Record Jun 2000 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

127 Main St

2 ba · 1,592 sqft · 0.459 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$225,000Dec 2020 $3,7962025 Amount on Record Oct 2003 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

128 Main St

2.5 ba · 2,839 sqft · 0.412 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$333,000Mar 2021 $6,2992025 Amount on Record Jun 2004 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

129 Main St

1.5 ba · 1,960 sqft · 0.459 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$50,000Jun 2014 $3,4672025 —Feb 2006 1 Name on Record AssessorUpdated Aug 2026

130 Main St

1.5 ba · 2,050 sqft · 0.268 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Jan 1995 $3,9822025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

131 Main St

1.5 ba · 2,340 sqft · 0.459 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$285,000Oct 2021 $4,0562025 —Oct 2011 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

132 Main St

1.5 ba · 1,584 sqft · 0.351 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$209,000Jun 2022 $2,8362025 Amount on Record Aug 2013 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

133 Main St

2.5 ba · 1,995 sqft · 0.459 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$366,000Oct 2022 $4,8782025 Amount on Record Oct 2021 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Aug 2026

134 Main St

2 ba · 1,980 sqft · 0.247 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$175,000Apr 2005 $3,4992025 Amount on Record Sep 2004 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

136 Main St

1.5 ba · 2,583 sqft · 0.309 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$42,000Nov 1980 $3,7652025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

137 Main St

3 ba · 3,064 sqft · 0.981 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$220,000Jan 2014 $5,0872025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

140 Main St

3.5 ba · 3,936 sqft · 1.45 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$36,173Oct 2002 $6,2632025 Amount on Record May 2002 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

145 Main St

3,520 sqft · Built 1964 · 0.872 acres

Last Sale Tax Bill Prior Sale Owner Records
$360,000Feb 2006 $10,3472025 Amount on Record Sep 2004 1 Name on Record AssessorUpdated Aug 2026

146 Main St

2.5 ba · 1,536 sqft · 0.433 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$95,000Mar 2003 $3,7292025 Amount on Record Dec 1996 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

147 Main St

4,240 sqft · Built 2012 · 0.303 acres

Last Sale Tax Bill Prior Sale Owner Records
$225,000Jul 2011 $9,0802025 1 Name on Record AssessorUpdated Aug 2026

148 Main St

2 ba · 2,884 sqft · 0.457 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$220,000Nov 2025 $3,2702025 —Oct 2001 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

149 Main St

1 ba · 1,450 sqft · 0.241 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$50,000Apr 2019 $6002025 Amount on Record Dec 1979 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

150 Main St

1.5 ba · 2,016 sqft · 0.279 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$55,000Dec 1995 $3,1482025 Amount on Record Oct 1995 2 Names on Record AssessorUpdated Aug 2026

151 Main St

1 ba · 1,968 sqft · 0.231 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$50,000Apr 2019 $4232025 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

152 Main St

3 ba · 5,155 sqft · 0.399 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$423,000Sep 2021 $5,5172025 Amount on Record Mar 2006 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

153 Main St

2 ba · 2,000 sqft · 0.171 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$90,000May 2009 Amount on Record Jul 1978 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

154 Main St

2 ba · 1,472 sqft · 0.436 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

155 Main St

5,792 sqft · Built 1915 · 0.853 acres

Last Sale Tax Bill Prior Sale Owner Records
1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

156 Main St

1 ba · 1,694 sqft · 0.229 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$40,000May 1991 $2,0702025 Amount on Record Aug 1986 2 Names on Record AssessorUpdated Aug 2026

158 Main St

3,032 sqft · Built 1915 · 0.359 acres

Last Sale Tax Bill Prior Sale Owner Records
$220,000Feb 2013 $3,9332025 Amount on Record Mar 1998 1 Name on Record AssessorUpdated Aug 2026

160 Main St

1 ba · 1,200 sqft · 0.189 acres

Last Sale Tax Bill Prior Sale Owner Records
$96,250Apr 2026 $1,5142025 Amount on Record Oct 1999 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

162 Main St

1.5 ba · 1,304 sqft · 0.33 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$38,000Dec 2022 $5472025 Amount on Record Jul 2007 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

163 Main St

4,182 sqft · Built 1955 · 0.321 acres

Last Sale Tax Bill Prior Sale Owner Records
$143,000Nov 2008 $2,7402025 Amount on Record Apr 1989 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

165 Main St

533 sqft · Built 1890 · 0.025 acres

Last Sale Tax Bill Prior Sale Owner Records
$60,000Apr 2025 $8082025 1 Name on Record AssessorUpdated Aug 2026

166 Main St

1,188 sqft · Built 1890 · 0.181 acres

Last Sale Tax Bill Prior Sale Owner Records
$13,700Dec 1984 1 Name on Record AssessorUpdated Aug 2026

167 Main St

2 ba · 5,524 sqft · 1.03 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$235,000Feb 2015 $4,8952023 Amount on Record Sep 2014 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

168 Main St

3,648 sqft · Built 1870 · 0.409 acres

Last Sale Tax Bill Prior Sale Owner Records
$250,000Jun 2024 $1,9552025 Amount on Record Jun 2021 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

171 Main St

1,668 sqft · Built 1880 · 0.361 acres

Last Sale Tax Bill Prior Sale Owner Records
$289,000Sep 2008 $3,4632025 Amount on Record Aug 1996 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

172 Main St

1,226 sqft · Built 1920 · 0.062 acres

Last Sale Tax Bill Prior Sale Owner Records
$75,000Jan 2022 $1,1762025 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

173 Main St

0.268 acres

Last Sale Tax Bill Prior Sale Owner Records
$45,000Jun 1989 $2402025 Amount on Record May 1989 2 Names on Record AssessorUpdated Aug 2026

201 Main St

1,816 sqft · Built 1952 · 0.179 acres

Last Sale Tax Bill Prior Sale Owner Records
$225,000Jun 2024 $2,3862025 Amount on Record Sep 2012 1 Name on Record AssessorUpdated Aug 2026

203 Main St

720 sqft · Built 1900 · 0.064 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,000May 2012 $1,0602025 Amount on Record Aug 2005 1 Name on Record AssessorUpdated Aug 2026

205 Main St

2 ba · 2,355 sqft · 0.204 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$55,000Apr 2002 $2,7932025 Amount on Record Sep 1986 1 Name on Record AssessorUpdated Aug 2026

207 Main St

1,840 sqft · Built 1900 · 0.058 acres

Last Sale Tax Bill Prior Sale Owner Records
$80,000Jul 2021 $1,6982025 Amount on Record May 2021 1 Name on Record Assessor + 2 DocumentsUpdated Aug 2026

208 Main St

7,000 sqft · Built 1910 · 0.177 acres

Last Sale Tax Bill Prior Sale Owner Records
$31,500Nov 1980 $3,8782025 2 Names on Record AssessorUpdated Aug 2026

210 Main St

336 sqft · Built 1900 · 0.053 acres

Last Sale Tax Bill Prior Sale Owner Records
$14,500Sep 1999 $7882025 —Jul 1994 2 Names on Record AssessorUpdated Aug 2026

211 Main St

1 ba · 2,320 sqft · 0.169 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,2462025 1 Name on Record AssessorUpdated Aug 2026

212 Main St

1.5 ba · 2,122 sqft · 0.141 acres

Last Sale Tax Bill Prior Sale Owner Records
$25,000Aug 1992 $2,4442025 Amount on Record Jan 1976 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

213 Main St

2 ba · 2,140 sqft · 0.33 acres

Last Sale Tax Bill Prior Sale Owner Records
$245,000Feb 2021 $3,4392025 Amount on Record Jul 1990 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

214 Main St

3,300 sqft · Built 1880 · 0.598 acres

Last Sale Tax Bill Prior Sale Owner Records
$27,400May 1983 $1,5762025 Amount on Record Aug 1978 1 Name on Record AssessorUpdated Aug 2026

216 Main St

1 ba · 1,730 sqft · 0.158 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$105,000Feb 2004 $3152025 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

217 Main St

1.5 ba · 2,516 sqft · 0.33 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$175,000Jun 2004 $3,5182025 —Sep 2002 1 Name on Record AssessorUpdated Aug 2026

218 Main St

15,245 sqft · Built 1979 · 1.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$82,300Nov 1984 $10,0902025 1 Name on Record AssessorUpdated Aug 2026

224 Main St

2 ba · 2,154 sqft · 0.25 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$35,000Mar 2014 $5262025 Amount on Record Feb 2014 1 Name on Record AssessorUpdated Aug 2026

225 Main St

61,782 sqft · Built 1971 · 6 acres

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

226 Main St

1 ba · 1,214 sqft · 0.159 acres

Last Sale Tax Bill Prior Sale Owner Records
$42,000Apr 2016 $2,0352025 Amount on Record Nov 2011 2 Names on Record AssessorUpdated Aug 2026

228 Main St

2.5 ba · 2,240 sqft · 0.199 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$250,000May 2019 $5,2282025 Amount on Record Nov 2012 2 Names on Record Assessor + 2 DocumentsUpdated Aug 2026

230 Main St

4 ba · 2,880 sqft · 0.137 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$405,000Nov 2024 $5,2602025 Amount on Record Oct 2020 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

232 Main St

2.5 ba · 1,690 sqft · 0.165 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$185,000Oct 2004 $3,3232025 Amount on Record Aug 1997 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

233 Main St

6,481 sqft · Built 1963 · 0.479 acres

Last Sale Tax Bill Prior Sale Owner Records
$60,000Jul 1980 $9,7852025 1 Name on Record AssessorUpdated Aug 2026

234 Main St

1.5 ba · 2,322 sqft · 0.206 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$159,900Oct 2000 $3,8502025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

236 Main St

1.5 ba · 1,470 sqft · 0.213 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$86,000Nov 2002 $2,3452025 Amount on Record Aug 2002 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

238 Main St

1.5 ba · 1,836 sqft · 0.166 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$65,000Nov 1989 $2,7092025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

239 Main St

3,959 sqft · Built 1957 · 0.764 acres

Last Sale Tax Bill Prior Sale Owner Records
$295,000Feb 2024 $3,2752025 Amount on Record Nov 2015 1 Name on Record Assessor + 2 DocumentsUpdated Aug 2026

240 Main St

3 ba · 2,088 sqft · 0.286 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$350,000Apr 2023 $3,9002025 Amount on Record Jun 2022 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

242 Main St

4,240 sqft · Built 1958 · 0.376 acres

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

243 Main St

4,800 sqft · Built 1952 · 0.715 acres

Last Sale Tax Bill Prior Sale Owner Records
$250,000Apr 2023 $6,6592025 Amount on Record May 1989 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

301 Main St

2,516 sqft · Built 1975 · 0.724 acres

Last Sale Tax Bill Prior Sale Owner Records
$363,000Mar 2022 $5,0502025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

304 Main St

1.5 ba · 2,148 sqft · 0.529 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,5722025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

306 Main St

2 ba · 1,851 sqft · 0.303 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$130,000Jan 2021 $2,7002025 Amount on Record Apr 2019 1 Name on Record Assessor + 3 DocumentsUpdated Aug 2026

308 Main St

1 ba · 1,448 sqft · 0.801 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$155,000Jul 2003 $6692025 Amount on Record Apr 2002 1 Name on Record AssessorUpdated Aug 2026

312 Main St

16,040 sqft · Built 2004 · 1.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$145,000Oct 2000 $34,1762025 Amount on Record Jan 1976 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

Property Records in Nearby Streets