Pleasant St, Upton, MA Property Records

Worcester County and Upton Town property records for 60 addresses on Pleasant St, Upton, MA · Last verified August 2026

Pleasant St Highlights

Properties 60
Median Sale Price $500,000
Deeds and Mortgages on File 97
Median Price per Sqft $319
Owner Occupied 83%
Median Annual Tax Bill $6,784
Median Year Built 1970
Median Ownership Tenure 9 years

Properties on Pleasant St

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

1 Pleasant St

2 bd · 2 ba · 2,215 sqft · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$139,500Sep 1988 $5,7812025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

2 Pleasant St

1 bd · 1.5 ba · 3,136 sqft · 0.469 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$190,000Jul 2000 $6,4902025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

3 Pleasant St

2 bd · 2 ba · 2,040 sqft · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,2942025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

5 Pleasant St

1 bd · 1 ba · 1,727 sqft · 0.489 acres

Last Sale Tax Bill Prior Sale Owner Records
$265,000Mar 2004 $4,8432025 Amount on Record Jul 2003 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

6 Pleasant St

2 bd · 2 ba · 2,352 sqft · 0.53 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,7402025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

7 Pleasant St

3 bd · 3.5 ba · 2,340 sqft · 0.51 acres

Last Sale Tax Bill Prior Sale Owner Records
$360,000Dec 2012 $7,4852025 Amount on Record Mar 2012 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

10 Pleasant St

2 bd · 2.5 ba · 1,986 sqft · 0.53 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,9662025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

11 Pleasant St

1 bd · 2 ba · 2,174 sqft · 0.639 acres

Last Sale Tax Bill Prior Sale Owner Records
$116,000Sep 1993 $7,5742025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

12 Pleasant St

2 bd · 2 ba · 1,825 sqft · 0.386 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$500,000Nov 2020 $7,2632025 Amount on Record Jun 2012 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

14 Pleasant St

2 bd · 2 ba · 1,506 sqft · 0.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,3162025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

15 Pleasant St

2 bd · 2 ba · 1,220 sqft · 0.75 acres

Last Sale Tax Bill Prior Sale Owner Records
$475,000Aug 2023 $6,0242025 Amount on Record Jan 2020 1 Name on Record Owner Occupied Assessor + 7 DocumentsUpdated Jul 2026

16 Pleasant St

1 bd · 1.5 ba · 1,166 sqft · 0.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$148,200Oct 2015 $4,5312025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

17 Pleasant St

2 bd · 2 ba · 1,152 sqft · 0.447 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$515,000May 2021 $6,7952025 Amount on Record Jan 2021 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

18 Pleasant St

1 bd · 1.5 ba · 1,140 sqft · 0.45 acres

Last Sale Tax Bill Prior Sale Owner Records
$330,000May 2022 $4,3642025 Amount on Record May 2013 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

20 Pleasant St

1 bd · 1 ba · 1,244 sqft · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$339,000Jun 2018 $4,7522025 Amount on Record Dec 2017 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

21 Pleasant St

3 bd · 3 ba · 3,644 sqft · 0.65 acres

Last Sale Tax Bill Prior Sale Owner Records
$410,500Oct 2017 $9,2832025 1 Name on Record Owner Occupied Assessor + 5 DocumentsUpdated Aug 2026

22 Pleasant St

1 bd · 1.5 ba · 1,232 sqft · 0.789 acres

Last Sale Tax Bill Prior Sale Owner Records
$275,000May 2013 $6,1862025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

23 Pleasant St

1 bd · 1.5 ba · 1,554 sqft · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,1922025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

24 Pleasant St

1 bd · 2.5 ba · 1,132 sqft · 1.9 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$436,000Sep 2020 $7,2272025 Amount on Record Dec 2012 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

25 Pleasant St

2 bd · 1.5 ba · 1,992 sqft · 0.339 acres

Last Sale Tax Bill Prior Sale Owner Records
$361,500Sep 2009 $7,6352025 Amount on Record Apr 1995 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

27 Pleasant St

2 bd · 1.5 ba · 2,132 sqft · 0.451 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$408,000Jun 2019 $7,3302025 Amount on Record Oct 1994 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated Aug 2026

28 Pleasant St

2 bd · 2 ba · 2,236 sqft · 0.219 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,5532025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

29 Pleasant St

2 bd · 1.5 ba · 1,952 sqft · 0.497 acres

Last Sale Tax Bill Prior Sale Owner Records
$550,000Mar 2023 $7,6972025 Amount on Record Mar 2020 1 Name on Record Owner Occupied Assessor + 7 DocumentsUpdated Jul 2026

30 Pleasant St

3 bd · 3 ba · 1,686 sqft · 0.18 acres

Last Sale Tax Bill Prior Sale Owner Records
$480,000Jun 2022 $5,9752025 Amount on Record Nov 2021 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

31 Pleasant St

1 bd · 2 ba · 1,104 sqft · 0.95 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$505,000Nov 2023 $6,2742025 Amount on Record Nov 2007 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

32 Pleasant St

1 bd · 1 ba · 1,179 sqft · 0.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$197,000Jul 2017 $5,0572025 Amount on Record May 2017 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

34 Pleasant St

2 bd · 1.5 ba · 2,116 sqft · 0.469 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,3352025 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

35 Pleasant St

2 bd · 2 ba · 1,476 sqft · 0.169 acres

Last Sale Tax Bill Prior Sale Owner Records
$199,900May 2002 $5,4302025 Amount on Record Jun 1990 1 Name on Record AssessorUpdated Apr 2026

35B Pleasant St

2 bd · 2 ba · 1,128 sqft · 1.33 acres

Last Sale Tax Bill Prior Sale Owner Records
$360,000Feb 2022 $5,1112025 Amount on Record Mar 2020 1 Name on Record Assessor + 3 DocumentsUpdated Jul 2026

36 Pleasant St

1 bd · 1.5 ba · 1,872 sqft · 0.78 acres

Last Sale Tax Bill Prior Sale Owner Records
$500,000Jul 2020 $7,9982025 Amount on Record Apr 2006 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

39 Pleasant St

2 bd · 1.5 ba · 3,680 sqft · 0.419 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$229,000Jan 2013 $10,9702025 —Sep 2003 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

40 Pleasant St

1 bd · 1 ba · 1,698 sqft · 0.66 acres

Last Sale Tax Bill Prior Sale Owner Records
$120,000Nov 1997 $5,7742025 2 Names on Record AssessorUpdated Jul 2026

42 Pleasant St

3 bd · 3 ba · 2,082 sqft · 1.28 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$265,000May 2014 $6,7842025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

44 Pleasant St

2 bd · 3 ba · 2,240 sqft · 0.35 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$350,000Oct 2013 $8,0572025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

48 Pleasant St

2 bd · 1.5 ba · 2,482 sqft · 0.55 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,4342025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

50 Pleasant St

2 bd · 2.5 ba · 900 sqft · 0.339 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,6352025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

52 Pleasant St

2 bd · 2 ba · 816 sqft · 0.25 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$355,000Aug 2024 $5,3842025 Amount on Record Jul 2014 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

54 Pleasant St

2 bd · 2 ba · 1,344 sqft · 0.689 acres

Last Sale Tax Bill Prior Sale Owner Records
$130,000Oct 1992 $6,3862025 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

56 Pleasant St

2 bd · 2 ba · 1,564 sqft · 0.619 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$365,000Jun 2018 $7,0772025 Amount on Record Oct 1996 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

58 Pleasant St

2 bd · 2 ba · 1,344 sqft · 0.589 acres

Last Sale Tax Bill Prior Sale Owner Records
$259,900Apr 2013 $6,4212025 2 Names on Record AssessorUpdated Jul 2026

60 Pleasant St

3 bd · 3 ba · 1,949 sqft · 0.53 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$124,150Oct 1992 $7,3342025 Amount on Record Jun 1992 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

65 Pleasant St

159,250 sqft · Built 1966 · 28.8 acres

Last Sale Tax Bill Prior Sale Owner Records
—Aug 2003 2 Names on Record AssessorUpdated Apr 2026

90 Pleasant St

147,000 sqft · Built 1996 · 28.4 acres

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

100 Pleasant St

1 ba · 8,784 sqft · 10.9 acres

Last Sale Tax Bill Prior Sale Owner Records
$50,000Oct 1992 1 Name on Record AssessorUpdated Apr 2026

145 Pleasant St

2 bd · 1.5 ba · 2,240 sqft · 0.95 acres

Last Sale Tax Bill Prior Sale Owner Records
$201,750Dec 1995 $7,9542025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

147 Pleasant St

2 bd · 1.5 ba · 2,952 sqft · 0.919 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,0012025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

149 Pleasant St

2 bd · 1.5 ba · 1,976 sqft · 0.919 acres

Last Sale Tax Bill Prior Sale Owner Records
$740,000Jun 2024 $7,9952025 Amount on Record Aug 2009 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

151 Pleasant St

2 bd · 2 ba · 1,248 sqft · 0.919 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$50,000Apr 2023 $5,8852025 Amount on Record Feb 2012 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

155 Pleasant St

1 bd · 1 ba · 1,008 sqft · 0.919 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$429,350Jun 2021 $6,5512025 Amount on Record Mar 2013 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

158 Pleasant St

1 bd · 1.5 ba · 1,428 sqft · 2.88 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$142,000Sep 1992 $7,6232025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

159 Pleasant St

2 bd · 1.5 ba · 2,688 sqft · 3.38 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$459,900May 2017 $10,0152025 Amount on Record Apr 2005 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

161 Pleasant St

2 bd · 1.5 ba · 2,624 sqft · 2.93 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$492,500Nov 2004 $10,2112025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

163 Pleasant St

2 bd · 1.5 ba · 3,086 sqft · 2.43 acres

Last Sale Tax Bill Prior Sale Owner Records
$429,899Jan 2001 $11,7812025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

165 Pleasant St

2 bd · 1.5 ba · 2,844 sqft · 1.93 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$599,900Jun 2019 $10,6342025 Amount on Record Aug 2013 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

166 Pleasant St

2 bd · 1.5 ba · 2,678 sqft · 2.96 acres

Last Sale Tax Bill Prior Sale Owner Records
$510,000May 2019 $8,4052025 Amount on Record Aug 2015 1 Name on Record Assessor + 2 DocumentsUpdated Jul 2026

167 Pleasant St

2 bd · 1.5 ba · 2,810 sqft · 1.81 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$458,600Oct 2001 $10,8462025 Amount on Record May 2001 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

169 Pleasant St

1 bd · 1.5 ba · 1,408 sqft · 3.48 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,3092025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

171 Pleasant St

3 bd · 1.5 ba · 2,811 sqft · 1.15 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$600,000Aug 2022 $8,0902025 Amount on Record Mar 1989 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

172 Pleasant St

2 bd · 2.5 ba · 988 sqft · 4.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$306,000Jun 2007 $7,4562025 Amount on Record Nov 1999 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

175 Pleasant St

6 bd · 6 ba · 4,607 sqft · 5.76 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$920,000Jul 2025 $15,3592025 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

Property Records in Nearby Streets