Enterprise Dr, Chatham, MA Property Records

Barnstable County and Chatham Town property records for 24 addresses on Enterprise Dr, Chatham, MA · Last verified July 2026

Enterprise Dr Highlights

Properties 53
Median Sale Price $395,000
Deeds and Mortgages on File 26
Median Price per Sqft $347
Median Annual Tax Bill $1,344
Median Year Built 2000
Median Ownership Tenure 15 years

Properties on Enterprise Dr

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

21 Enterprise Dr

4 ba · 3,360 sqft · 0.229 acres

Last Sale Tax Bill Prior Sale Owner Records
$880,000Oct 2011 $2,2032025 Amount on Record Oct 2011 1 Name on Record AssessorUpdated Jun 2026

25 Enterprise Dr

0.389 acres

Last Sale Tax Bill Prior Sale Owner Records
$300,000Oct 2011 $2,3422025 Amount on Record Apr 1999 1 Name on Record AssessorUpdated Jun 2026

35 Enterprise Dr

5,844 sqft · Built 2008 · 0.618 acres

Last Sale Tax Bill Prior Sale Owner Records
$935,000Apr 2021 $3,6702025 Amount on Record Sep 2004 1 Name on Record Assessor + 2 DocumentsUpdated Jun 2026

54 Enterprise Dr

6 units · Built 2012 · 1,254 sq ft

Last Sale Median Tax Bill Median Sale    
$236,500Dec 2020 $1,0792025 —6 units    

54 Enterprise Dr

8,400 sqft · Built 2012 · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Aug 2016 Amount on Record May 2015 1 Name on Record AssessorUpdated Jun 2026

55 Enterprise Dr

0.933 acres

Last Sale Tax Bill Prior Sale Owner Records
$165,000Sep 2000 $5,3562025 Amount on Record Jul 1998 2 Names on Record Assessor + 1 DocumentUpdated Jun 2026

70 Enterprise Dr

3,170 sqft · Built 1977 · 0.332 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,100,000May 2026 $1,7762025 Amount on Record Dec 1992 1 Name on Record Assessor + 1 DocumentUpdated Jun 2026

71 Enterprise Dr

1 ba · 3,144 sqft · 0.305 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,8912025 1 Name on Record Assessor + 2 DocumentsUpdated Jun 2026

79 Enterprise Dr

2,400 sqft · Built 2005 · 0.469 acres

Last Sale Tax Bill Prior Sale Owner Records
$48,000Oct 2002 $2,2832025 1 Name on Record AssessorUpdated Jun 2026

82 Enterprise Dr

4,000 sqft · Built 1996 · 0.286 acres

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

82 Enterprise Dr

4 units · Built 1996 · 959 sq ft

Last Sale Median Tax Bill Median Sale    
$281,877Oct 2022 $9402025 $185,0004 units    

85 Enterprise Dr

1,152 sqft · Built 1984 · 0.459 acres

Last Sale Tax Bill Prior Sale Owner Records
$312,000Sep 2005 $1,8152025 1 Name on Record AssessorUpdated Jun 2026

100 Enterprise Dr

4 units · Built 2021 · 966 sq ft

Last Sale Median Tax Bill Median Sale    
$395,000Dec 2023 $1,1232025 $395,0004 units    

100 Enterprise Dr

4,500 sqft · Built 2021 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$350,000Aug 2003 $1,8152023 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

111 Enterprise Dr

1 bd · 2 ba · 3,032 sqft · 1.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,3322025 1 Name on Record Assessor + 1 DocumentUpdated Jun 2026

135 Enterprise Dr

5 units · Built 2011 · 1,280 sq ft

Last Sale Median Tax Bill Median Sale    
$178,000Oct 2012 $1,0882025 —5 units    

135 Enterprise Dr

6,900 sqft · Built 2011 · 0.509 acres

Last Sale Tax Bill Prior Sale Owner Records
$215,000Nov 2011 Amount on Record Aug 2011 1 Name on Record AssessorUpdated Jun 2026

149 Enterprise Dr

5,628 sqft · Built 1974 · 0.633 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,200,000Aug 2023 $1,2842025 Amount on Record May 2016 1 Name on Record Assessor + 1 DocumentUpdated Jun 2026

150 Enterprise Dr

15 units · Built 1977 · 815 sq ft

Last Sale Median Tax Bill Median Sale    
$337,500Dec 2023 $1,3572025 $230,00015 units    

150 Enterprise Dr

Built 2008 · 0.845 acres

Last Sale Tax Bill Prior Sale Owner Records
$99,000May 2004 Amount on Record Feb 2004 2 Names on Record AssessorUpdated Jun 2026

152 Enterprise Dr

2,822 sqft · Built 2018 · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,7522025 1 Name on Record Assessor + 1 DocumentUpdated Jun 2026

154 Enterprise Dr

1,785 sqft · Built 2023 · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,6422025 1 Name on Record Assessor + 1 DocumentUpdated Jun 2026

157 Enterprise Dr

4,800 sqft · Built 2004 · 1.94 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,650,000Mar 2014 $3,0942025 —Apr 2009 1 Name on Record Assessor + 2 DocumentsUpdated Jun 2026

163 Enterprise Dr

1 bd · 2 ba · 4,560 sqft · 0.244 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,1332025 1 Name on Record AssessorUpdated Jun 2026

Wildfire Risk on Enterprise Dr

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

Wildfire Risk to HomesLow
this street's cells rank at the 5th percentile of exposed land nationally · 11th in Massachusetts
Wildfire LikelihoodLow — less than 1 in 10,000 per year
ExposureDirect
2 of 3 cells directly exposed · 2 adjoin burnable vegetation

Property Records in Nearby Streets