Pennywise Path, Edgartown, MA Property Records

Dukes County and Edgartown Town property records for 40 addresses on Pennywise Path, Edgartown, MA · Last verified July 2026

Pennywise Path Highlights

Properties 40
Median Sale Price $750,000
Deeds and Mortgages on File 28
Median Price per Sqft $405
Median Annual Tax Bill $2,480
Median Year Built 1989
Median Ownership Tenure 11 years

Properties on Pennywise Path

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

1 Pennywise Path

2 ba · 2,120 sqft · 0.29 acres

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

12 Pennywise Path

1.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$9782025 1 Name on Record AssessorUpdated Apr 2026

15 Pennywise Path

2.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,0342025 1 Name on Record AssessorUpdated Apr 2026

16 Pennywise Path

2.9 acres

Last Sale Tax Bill Prior Sale Owner Records
$160,000Nov 1986 $3,4462025 2 Names on Record AssessorUpdated Jul 2026

24 Pennywise Path

3 bd · 2 ba · 1,428 sqft · 2 acres

Last Sale Tax Bill Prior Sale Owner Records
$675,000Jun 2018 $2,6892025 1 Name on Record Assessor + 2 DocumentsUpdated Apr 2026

27 Pennywise Path

2.9 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,1102025 1 Name on Record AssessorUpdated Apr 2026

40 Pennywise Path

0.55 acres

Last Sale Tax Bill Prior Sale Owner Records
$8882025 1 Name on Record AssessorUpdated Apr 2026

43 Pennywise Path

3.88 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jul 2017 $7,4202025 —Dec 2004 2 Names on Record Assessor + 2 DocumentsUpdated Apr 2026

47 Pennywise Path

3 bd · 1.5 ba · 2,055 sqft · 0.689 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jan 2005 $3,2042025 1 Name on Record Assessor + 2 DocumentsUpdated Apr 2026

51 Pennywise Path

3 bd · 2.5 ba · 1,776 sqft · 0.91 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,0522025 1 Name on Record AssessorUpdated Apr 2026

59 Pennywise Path

2 bd · 1 ba · 1,120 sqft · 0.519 acres

Last Sale Tax Bill Prior Sale Owner Records
$51,000Jul 1998 $2,1162025 1 Name on Record AssessorUpdated Apr 2026

60 Pennywise Path

7.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$665,000Feb 2011 $2,7012025 2 Names on Record AssessorUpdated Apr 2026

61 Pennywise Path

0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jul 2012 $2,4802025 —Dec 2011 1 Name on Record AssessorUpdated Apr 2026

67 Pennywise Path

3 bd · 1 ba · 1,184 sqft · 2.3 acres

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

73 Pennywise Path

3 bd · 2 ba · 2,348 sqft · 0.939 acres

Last Sale Tax Bill Prior Sale Owner Records
$650,000Apr 2015 $3,3372025 Amount on Record Aug 2005 2 Names on Record Assessor + 1 DocumentUpdated Apr 2026

75 Pennywise Path

2 bd · 2 ba · 1,344 sqft · 0.76 acres

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2015 $2,8432025 Amount on Record Mar 1999 1 Name on Record AssessorUpdated Apr 2026

77 Pennywise Path

2 bd · 1.5 ba · 1,506 sqft · 0.519 acres

Last Sale Tax Bill Prior Sale Owner Records
$190,000Jan 1998 $2,3812025 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

79 Pennywise Path

1.61 acres

Last Sale Tax Bill Prior Sale Owner Records
$9882025 2 Names on Record AssessorUpdated Apr 2026
Last Sale Tax Bill Prior Sale Owner Records
$1,316,250Jun 2022 $3,1752025 Amount on Record Oct 2013 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

85 Pennywise Path

1.63 acres

Last Sale Tax Bill Prior Sale Owner Records
$9442025 2 Names on Record AssessorUpdated Apr 2026

87 Pennywise Path

2.53 acres

Last Sale Tax Bill Prior Sale Owner Records
$7632025 2 Names on Record AssessorUpdated Apr 2026

91 Pennywise Path

32.9 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,0302025 1 Name on Record AssessorUpdated Apr 2026

95 Pennywise Path

1.63 acres

Last Sale Tax Bill Prior Sale Owner Records
$9912025 2 Names on Record AssessorUpdated Apr 2026

100 Pennywise Path

0.63 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,9402025 1 Name on Record Assessor + 2 DocumentsUpdated Apr 2026

101 Pennywise Path

1.13 acres

Last Sale Tax Bill Prior Sale Owner Records
$9432025 1 Name on Record AssessorUpdated Apr 2026

109 Pennywise Path

1.43 acres

Last Sale Tax Bill Prior Sale Owner Records
$9212025 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

117 Pennywise Path

1.43 acres

Last Sale Tax Bill Prior Sale Owner Records
$350,000Jun 2022 $9082025 1 Name on Record Assessor + 2 DocumentsUpdated Apr 2026

134 Pennywise Path

1.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,3082025 1 Name on Record Assessor + 2 DocumentsUpdated Apr 2026

135 Pennywise Path

3 bd · 2.5 ba · 1,806 sqft · 0.55 acres

Last Sale Tax Bill Prior Sale Owner Records
$750,000Jan 2020 $2,9632025 Amount on Record Oct 1998 1 Name on Record Assessor + 2 DocumentsUpdated Apr 2026

137 Pennywise Path

3 bd · 3.5 ba · 2,528 sqft · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$945,000May 2019 $1,9152025 —Mar 2011 2 Names on Record Assessor + 1 DocumentUpdated Apr 2026

139 Pennywise Path

4 bd · 2.5 ba · 3,328 sqft · 2.03 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,8262025 1 Name on Record Assessor + 3 DocumentsUpdated Apr 2026

140 Pennywise Path

4 bd · 3 ba · 2,086 sqft · 1.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$650,000Sep 2015 $3,3522025 1 Name on Record Assessor + 2 DocumentsUpdated Apr 2026

145 Pennywise Path

3.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,3782025 2 Names on Record AssessorUpdated Apr 2026

149 Pennywise Path

1.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,1892025 1 Name on Record AssessorUpdated Apr 2026

150 Pennywise Path

2 bd · 2.5 ba · 1,556 sqft · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,6562025 1 Name on Record AssessorUpdated Apr 2026

159 Pennywise Path

4 bd · 3 ba · 3,164 sqft · 1.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,0932025 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

160 Pennywise Path

3 bd · 2.5 ba · 2,464 sqft · 0.989 acres

Last Sale Tax Bill Prior Sale Owner Records
$85,000Mar 2000 $4,2132025 1 Name on Record Assessor + 2 DocumentsUpdated Jul 2026

167 Pennywise Path

3 bd · 2 ba · 1,934 sqft · 0.9 acres

Last Sale Tax Bill Prior Sale Owner Records
$785,000Dec 2017 $3,0012025 Amount on Record Jan 1985 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026
Last Sale Tax Bill Prior Sale Owner Records
$145,715Jan 2014 $1,5932025 1 Name on Record AssessorUpdated Apr 2026

379 Pennywise Path

118 acres

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

Wildfire Risk on Pennywise Path

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

Wildfire RiskLow
this street's cells rank at the 17th percentile of exposed land nationally · 49th in Massachusetts
Wildfire LikelihoodLow — less than 1 in 10,000 per year
ExposureDirect
10 of 10 cells directly exposed · 10 adjoin burnable vegetation

Property Records in Nearby Streets