Upper County Rd, South Dennis, MA Property Records

Barnstable County and Dennis Town property records for 64 addresses on Upper County Rd, South Dennis, MA · Last verified August 2026

Upper County Rd Highlights

Properties 90
Median Sale Price $268,000
Deeds and Mortgages on File 83
Median Price per Sqft $349
Owner Occupied 24%
Median Annual Tax Bill $1,733
Median Year Built 1971
Median Ownership Tenure 11 years

Properties on Upper County Rd

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

2 Upper County Rd

4 bd · 3 ba · 2,253 sqft · built 1985 · 0.75 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,7312025 2 Names on Record Assessor + 1 DocumentUpdated Jun 2026

8 Upper County Rd

2 bd · 2.5 ba · 981 sqft · built 1959 · 0.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$122,000Nov 1999 $2,3612025 Amount on Record Jan 1993 2 Names on Record AssessorUpdated Jul 2026

12 Upper County Rd

3 bd · 1.5 ba · 1,897 sqft · built 1970 · 1.51 acres

Last Sale Tax Bill Prior Sale Owner Records
—May 2017 $3,1342025 Amount on Record Nov 2014 1 Name on Record Owner Occupied Assessor + 5 DocumentsUpdated Jul 2026

16 Upper County Rd

0.919 acres

Last Sale Tax Bill Prior Sale Owner Records
$290,000Sep 2014 $4,1302025 2 Names on Record Assessor + 2 DocumentsUpdated Jun 2026

17 Upper County Rd

3 bd · 1.5 ba · 2,236 sqft · built 1890 · 0.56 acres

Last Sale Tax Bill Prior Sale Owner Records
$120,000Jun 1998 $2,7532025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

21 Upper County Rd

4 bd · 2 ba · 1,591 sqft · built 1960 · 0.41 acres

Last Sale Tax Bill Prior Sale Owner Records
$380,000Aug 2015 $2,5252025 Amount on Record Jun 2005 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

24 Upper County Rd

3 bd · 1.5 ba · 1,875 sqft · built 1849 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,5832025 2 Names on Record Assessor + 1 DocumentUpdated Jun 2026

27 Upper County Rd

3 bd · 2.5 ba · 3,252 sqft · built 2000 · 0.489 acres

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

29 Upper County Rd

3 bd · 2 ba · 1,424 sqft · built 1842 · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$355,000Feb 2005 $2,0292025 Amount on Record Oct 2002 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

30 Upper County Rd

4 bd · 2 ba · 2,320 sqft · built 1870 · 2.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$500,000Nov 2017 $3,6892025 2 Names on Record AssessorUpdated Jul 2026

35 Upper County Rd

3 bd · 2.5 ba · 1,926 sqft · built 1838 · 0.56 acres

Last Sale Tax Bill Prior Sale Owner Records
—Aug 2007 $2,5042025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

36 Upper County Rd

3 bd · 2.5 ba · 1,579 sqft · built 1836 · 1.86 acres

Last Sale Tax Bill Prior Sale Owner Records
$600,000Sep 2004 $3,4552025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

41 Upper County Rd

3 bd · 2 ba · 1,236 sqft · built 1987 · 0.73 acres

Last Sale Tax Bill Prior Sale Owner Records
$358,000Jan 2017 $3,3282025 Amount on Record May 2007 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

64 Upper County Rd

5 bd · 4.5 ba · 3,404 sqft · built 1985 · 0.75 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jul 2013 $3,2432025 Amount on Record Jun 1995 2 Names on Record Assessor + 2 DocumentsUpdated Jun 2026

70 Upper County Rd

4 bd · 4 ba · 2,088 sqft · built 1973 · 0.169 acres

Last Sale Tax Bill Prior Sale Owner Records
$138,000Jan 2010 $1,9672025 Amount on Record May 2009 1 Name on Record AssessorUpdated Jun 2026

79 Upper County Rd

44,156 sqft · built 1974 · 3.9 acres

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

89 Upper County Rd

3 bd · 2 ba · 1,788 sqft · built 1960 · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,4682025 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

94 Upper County Rd

12.2 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jun 2004 1 Name on Record AssessorUpdated Jun 2026

98 Upper County Rd

0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$12,000Sep 2025 $472025 2 Names on Record Assessor + 2 DocumentsUpdated Aug 2026

109 Upper County Rd

1,499 sqft · built 1940 · 0.189 acres

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

114 Upper County Rd

1 bd · 3 ba · 1,206 sqft · built 2008 · 0.75 acres

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2008 $2,3622025 Amount on Record — 2 Names on Record AssessorUpdated Jun 2026

118 Upper County Rd

3 bd · 1.5 ba · 1,669 sqft · built 2001 · 0.9 acres

Last Sale Tax Bill Prior Sale Owner Records
$15,000Oct 1999 $2,7002025 1 Name on Record AssessorUpdated Jul 2026

126 Upper County Rd

2 bd · 1 ba · 988 sqft · built 1963 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,0602025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

133 Upper County Rd

791 sqft · built 1980 · 0.75 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,4292025 1 Name on Record AssessorUpdated Jun 2026

148 Upper County Rd

0.75 acres

Last Sale Tax Bill Prior Sale Owner Records
$9652025 1 Name on Record AssessorUpdated Jul 2026

151 Upper County Rd

2 bd · 1 ba · 528 sqft · built 1955 · 0.75 acres

Last Sale Tax Bill Prior Sale Owner Records
$151,000Feb 2014 $1,3772025 1 Name on Record AssessorUpdated Jul 2026

159 Upper County Rd

3 bd · 1 ba · 1,249 sqft · built 1957 · 0.75 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,2212025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

165 Upper County Rd

3 bd · 1.5 ba · 1,728 sqft · built 1972 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$180,000Aug 2016 $8792025 2 Names on Record AssessorUpdated Jun 2026

166 Upper County Rd

5 units · Built 1971 · 620 sq ft

Last Sale Median Tax Bill Median Sale    
$255,000May 2025 $9362025 $189,9005 units    

169 Upper County Rd

1.06 acres

Last Sale Tax Bill Prior Sale Owner Records
$285,000Jan 2003 $8852025 Amount on Record Sep 2000 2 Names on Record AssessorUpdated Jun 2026

174 Upper County Rd

0.92 acres

Last Sale Tax Bill Prior Sale Owner Records
$220,000Sep 2015 $8732025 Amount on Record Jan 2012 2 Names on Record Assessor + 1 DocumentUpdated Jun 2026

174 Upper County Rd

6 units · Built 1971 · 610 sq ft

Last Sale Median Tax Bill Median Sale    
$294,000Sep 2025 $1,0302025 $225,0006 units    

180 Upper County Rd

3 bd · 2 ba · 7,200 sqft · built 2023 · 0.985 acres

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2018 $6,1362025 1 Name on Record Assessor + 4 DocumentsUpdated Aug 2026

187 Upper County Rd

13,470 sqft · built 1950 · 4.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,300,000Apr 2024 1 Name on Record Assessor + 1 DocumentUpdated Jun 2026

190 Upper County Rd

8 units · Built 1971 · 553 sq ft

Last Sale Median Tax Bill Median Sale    
$268,000Apr 2025 $8642025 $135,0008 units    

206 Upper County Rd

4 bd · 1.5 ba · 1,347 sqft · built 1923 · 0.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$269,000Nov 2017 $2,1852025 Amount on Record Jul 2010 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

209 Upper County Rd

14,759 sqft · built 1989 · 7.56 acres

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

212 Upper County Rd

11 units · Built 1974 · 624 sq ft

Last Sale Median Tax Bill Median Sale    
$218,000Jun 2025 $8432025 $79,00011 units    

222 Upper County Rd

4 bd · 3.5 ba · 2,199 sqft · built 1860 · 3.63 acres

Last Sale Tax Bill Prior Sale Owner Records
$205,000Sep 2010 $1,4572025 —Apr 2010 2 Names on Record AssessorUpdated Jun 2026

223 Upper County Rd

3 bd · 2 ba · 1,372 sqft · built 1992 · 1.53 acres

Last Sale Tax Bill Prior Sale Owner Records
$100,000May 1992 $2,2612025 Amount on Record Nov 1991 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

239 Upper County Rd

3 bd · 2 ba · 924 sqft · built 1992 · 1.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$630,000Aug 2025 $2,2112025 Amount on Record Aug 2007 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

243 Upper County Rd

3 bd · 2 ba · 1,254 sqft · built 1992 · 1.03 acres

Last Sale Tax Bill Prior Sale Owner Records
$111,000May 1992 $2,4642025 2 Names on Record AssessorUpdated Jul 2026
Last Sale Tax Bill Prior Sale Owner Records
$119,000Jul 2019 $9112025 2 Names on Record Assessor + 1 DocumentUpdated Aug 2026

353 Upper County Rd

3 bd · 2 ba · 1,040 sqft · built 1963 · 0.26 acres

Last Sale Tax Bill Prior Sale Owner Records
—Dec 2006 $1,8422025 Amount on Record Nov 2001 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

360 Upper County Rd

9.36 acres

Last Sale Tax Bill Prior Sale Owner Records
$80,000Jun 2000 $6,4122025 2 Names on Record AssessorUpdated Jun 2026

366 Upper County Rd

330 sqft · built 2000 · 0.919 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Apr 2009 $9472025 1 Name on Record Assessor + 2 DocumentsUpdated Jun 2026

367 Upper County Rd

3 bd · 2.5 ba · 2,445 sqft · built 1975 · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$132,000Jul 2000 $3,0032025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

377 Upper County Rd

3 bd · 1 ba · 1,040 sqft · built 1958 · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,1332025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

385 Upper County Rd

3 bd · 1.5 ba · 960 sqft · built 1960 · 0.239 acres

Last Sale Tax Bill Prior Sale Owner Records
$217,500Oct 2018 $1,7382025 Amount on Record Jun 2010 1 Name on Record Assessor + 2 DocumentsUpdated Jul 2026

396 Upper County Rd

3 bd · 1.5 ba · 1,014 sqft · built 1958 · 0.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$195,000Mar 2019 $1,6032025 Amount on Record Oct 1988 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

401 Upper County Rd

3 bd · 1 ba · 960 sqft · built 1960 · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$313,900Mar 2020 $1,8272025 Amount on Record Aug 2004 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

408 Upper County Rd

2 bd · 1 ba · 832 sqft · built 1990 · 0.169 acres

Last Sale Tax Bill Prior Sale Owner Records
$230,000May 2017 $1,7332025 Amount on Record Mar 2003 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

411 Upper County Rd

2 bd · 1 ba · 904 sqft · built 1950 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$115,000May 1987 $1,9342025 2 Names on Record Assessor + 2 DocumentsUpdated Jul 2026

421 Upper County Rd

4 bd · 2 ba · 1,616 sqft · built 1950 · 0.93 acres

Last Sale Tax Bill Prior Sale Owner Records
$215,000Jun 2014 $3,3412025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

424 Upper County Rd

2 bd · 1 ba · 938 sqft · built 1960 · 0.189 acres

Last Sale Tax Bill Prior Sale Owner Records
$236,000Jul 2017 $1,8372025 Amount on Record Jun 2000 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

434 Upper County Rd

2 bd · 2 ba · 1,092 sqft · built 2013 · 0.339 acres

Last Sale Tax Bill Prior Sale Owner Records
$82,500Dec 2012 $2,3422025 1 Name on Record AssessorUpdated Jul 2026

448 Upper County Rd

2 bd · 2 ba · 1,092 sqft · built 2013 · 0.33 acres

Last Sale Tax Bill Prior Sale Owner Records
$75,000Nov 2012 $2,3272025 1 Name on Record AssessorUpdated Jun 2026

460 Upper County Rd

4 bd · 2.5 ba · 1,990 sqft · built 1954 · 0.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,8222025 2 Names on Record AssessorUpdated Jul 2026

485 Upper County Rd

3 bd · 2 ba · 1,192 sqft · built 1985 · 0.41 acres

Last Sale Tax Bill Prior Sale Owner Records
$220,000Sep 2002 $2,1382025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

488 Upper County Rd

4 bd · 3 ba · 2,888 sqft · built 2001 · 0.48 acres

Last Sale Tax Bill Prior Sale Owner Records
$749,000Mar 2023 $3,4122025 Amount on Record Feb 2006 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

494 Upper County Rd

4,859 sqft · built 1986 · 0.48 acres

Last Sale Tax Bill Prior Sale Owner Records
$30,000Sep 1985 $2,1482025 1 Name on Record AssessorUpdated Jun 2026

500 Upper County Rd

3 bd · 3.5 ba · 2,540 sqft · built 2002 · 0.56 acres

Last Sale Tax Bill Prior Sale Owner Records
$810,000Feb 2024 $3,4972025 —Aug 2017 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

511 Upper County Rd

3 bd · 2 ba · 1,445 sqft · built 1952 · 1.13 acres

Last Sale Tax Bill Prior Sale Owner Records
$130,000Apr 2001 $2,6412025 1 Name on Record AssessorUpdated Jul 2026

516 Upper County Rd

2 bd · 1.5 ba · 894 sqft · built 1965 · 0.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,1702025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

Property Records in Nearby Streets