Windward Rd, West Dennis, MA Property Records

Barnstable County and Dennis Town property records for 20 addresses on Windward Rd, West Dennis, MA · Last verified July 2026

Windward Rd Highlights

Properties 20
Median Sale Price $485,000
Deeds and Mortgages on File 18
Median Price per Sqft $310
Median Annual Tax Bill $3,844
Median Year Built 1967
Median Ownership Tenure 9 years

Properties on Windward Rd

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

3 Windward Rd

1,664 sqft · built 1985 · 0.2 acres

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

3 Windward Rd, #1A

2 bd · 1.5 ba · 832 sqft · built 1985 · 0.202 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,8602025 2 Owners on Record AssessorUpdated Jul 2026

3 Windward Rd, #1B

2 bd · 1.5 ba · 832 sqft · built 1985

Last Sale Tax Bill Prior Sale Owner Records
—Aug 2015 $1,8582025 2 Owners on Record AssessorUpdated Jul 2026

5 Windward Rd

1,560 sqft · built 1989 · 0.169 acres

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

5 Windward Rd, #A

3 bd · 1.5 ba · 750 sqft · built 1989

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2018 $1,7182025 2 Owners on Record Assessor + 1 DocumentUpdated Jul 2026

5 Windward Rd, #B

3 bd · 1.5 ba · 750 sqft · built 1989

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2018 $1,7532025 2 Owners on Record Assessor + 1 DocumentUpdated Jul 2026

6 Windward Rd

6 bd · 2 ba · 1,560 sqft · built 1960 · 0.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$400,000Feb 2011 $3,9542025 Amount on Record Jun 2000 2 Owners on Record AssessorUpdated Jun 2026

9 Windward Rd

3 bd · 3 ba · 2,550 sqft · built 1978 · 0.239 acres

Last Sale Tax Bill Prior Sale Owner Records
—Feb 2018 $5572025 2 Owners on Record Assessor + 1 DocumentUpdated Jun 2026

11 Windward Rd

3 bd · 2 ba · 1,678 sqft · built 1940 · 0.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$322,500May 1998 $4,0622025 2 Owners on Record Assessor + 1 DocumentUpdated Jul 2026

12 Windward Rd

6 bd · 2.5 ba · 1,560 sqft · built 1960 · 0.41 acres

Last Sale Tax Bill Prior Sale Owner Records
—Oct 2017 $4,3512025 Amount on Record Nov 1994 Owner on Record Assessor + 1 DocumentUpdated Jun 2026

13 Windward Rd

4 bd · 2 ba · 1,412 sqft · built 1960 · 0.219 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,6492025 2 Owners on Record AssessorUpdated Jul 2026

15 Windward Rd

3 bd · 2.5 ba · 1,712 sqft · built 1992 · 0.43 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,4942025 Owner on Record AssessorUpdated Jul 2026

16 Windward Rd

6 bd · 2 ba · 1,560 sqft · built 1960 · 0.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$485,000Apr 2019 $3,9562025 —Jul 2015 2 Owners on Record Assessor + 2 DocumentsUpdated Jun 2026

19 Windward Rd

5 bd · 2 ba · 1,680 sqft · built 1980 · 0.305 acres

Last Sale Tax Bill Prior Sale Owner Records
$160,000Jul 2009 $4,4532025 2 Owners on Record Assessor + 1 DocumentUpdated Jun 2026

20 Windward Rd

6 bd · 2 ba · 1,560 sqft · built 1960 · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$640,000Jul 2006 $4,1572025 2 Owners on Record Assessor + 1 DocumentUpdated Jul 2026

25 Windward Rd

6 bd · 2 ba · 1,560 sqft · built 1960 · 0.319 acres

Last Sale Tax Bill Prior Sale Owner Records
$625,000May 2005 $3,8442025 Amount on Record Nov 2000 2 Owners on Record Assessor + 3 DocumentsUpdated Jun 2026

28 Windward Rd

6 bd · 2 ba · 1,560 sqft · built 1967 · 0.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,090,000Oct 2023 $4,2702025 Amount on Record Jul 2021 Owner on Record Assessor + 3 DocumentsUpdated Jun 2026

34 Windward Rd

2 bd · 1 ba · 750 sqft · built 1961 · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
—May 2018 $2,6932025 Amount on Record May 2018 Owner on Record Assessor + 1 DocumentUpdated Jul 2026

38 Windward Rd

2 bd · 1 ba · 758 sqft · built 1967 · 0.483 acres

Last Sale Tax Bill Prior Sale Owner Records
—Oct 2012 $3,6612025 Amount on Record Jan 1993 Owner on Record AssessorUpdated Jun 2026

48 Windward Rd

1.5 acres

Last Sale Tax Bill Prior Sale Owner Records
—Apr 2018 $1,1562025 Amount on Record May 2017 Owner on Record Assessor + 2 DocumentsUpdated Jun 2026

Property Records in Nearby Streets