Winemack St, Oak Bluffs, MA Property Records

Dukes County, Oak Bluffs Town and West Tisbury Town property records for 40 addresses on Winemack St, Oak Bluffs, MA · Last verified August 2026

Winemack St Highlights

Properties 40
Median Sale Price $1,129,900
Deeds and Mortgages on File 45
Median Price per Sqft $698
Median Annual Tax Bill $6,057
Median Year Built 1970
Median Ownership Tenure 12 years

Properties on Winemack St

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

1 Winemack St

3 bd · 1.5 ba · 1,834 sqft · built 1999 · 0.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$405,287Jan 2026 $7,7552025 Amount on Record Oct 2020 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

2 Winemack St

3 bd · 2 ba · 1,456 sqft · built 1988 · 0.114 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,8772025 1 Name on Record Assessor + 2 DocumentsUpdated Aug 2026

3 Winemack St

3 bd · 1 ba · 1,075 sqft · built 1978 · 0.169 acres

Last Sale Tax Bill Prior Sale Owner Records
$400,000Nov 2014 $4,2972025 Amount on Record Jul 2001 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

4 Winemack St

2 bd · 1 ba · 857 sqft · built 1910 · 0.269 acres

Last Sale Tax Bill Prior Sale Owner Records
$696,000Mar 2021 $4,5452025 Amount on Record Nov 2015 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

5 Winemack St

3 bd · 1.5 ba · 1,170 sqft · built 1972 · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$116,000May 1996 $4,2022025 2 Names on Record AssessorUpdated Apr 2026

8 Winemack St

3 bd · 2 ba · 1,444 sqft · built 1998 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$172,000Nov 1998 $5,0602025 2 Names on Record AssessorUpdated Apr 2026

10 Winemack St

2 bd · 1 ba · 651 sqft · built 1920 · 0.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$425,000Dec 2020 $3,7092025 Amount on Record Sep 1999 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

11 Winemack St

4 bd · 3 ba · 1,862 sqft · built 1998 · 0.229 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,300,000Oct 2024 $5,9222025 —Feb 2010 1 Name on Record Assessor + 2 DocumentsUpdated Apr 2026

14 Winemack St

1 bd · 1 ba · 624 sqft · built 1984 · 0.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,7652025 2 Names on Record AssessorUpdated Apr 2026

15 Winemack St

3 bd · 2 ba · 1,344 sqft · built 1996 · 0.229 acres

Last Sale Tax Bill Prior Sale Owner Records
$41,000Mar 1995 $5,0122025 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

18 Winemack St

4 bd · 2.5 ba · 2,129 sqft · built 1998 · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,4202025 2 Names on Record Assessor + 1 DocumentUpdated Apr 2026

19 Winemack St

3 bd · 1.5 ba · 1,196 sqft · built 1972 · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$57,500Sep 1981 $4,2322025 2 Names on Record Assessor + 1 DocumentUpdated Apr 2026

24 Winemack St

3 bd · 2.5 ba · 1,320 sqft · built 1986 · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,275,000Apr 2023 $5,2552025 Amount on Record Aug 2014 1 Name on Record Assessor + 2 DocumentsUpdated Jul 2026

27 Winemack St

2 bd · 2 ba · 1,464 sqft · built 1930 · 0.35 acres

Last Sale Tax Bill Prior Sale Owner Records
$300,000Jan 2014 $5,6352025 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

30 Winemack St

1 bd · 1 ba · 800 sqft · built 1986 · 0.114 acres

Last Sale Tax Bill Prior Sale Owner Records
$300,000Aug 2012 $3,8702025 Amount on Record Oct 1992 1 Name on Record AssessorUpdated Apr 2026

31 Winemack St

3 bd · 1 ba · 1,489 sqft · built 1978 · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$250,000Oct 2013 $3,4582025 1 Name on Record AssessorUpdated Apr 2026

45 Winemack St

3 bd · 1.5 ba · 1,056 sqft · built 1938 · 0.114 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,1062025 1 Name on Record AssessorUpdated Apr 2026

47 Winemack St

0.114 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,5412025 1 Name on Record AssessorUpdated Jun 2026

50 Winemack St

3 bd · 1 ba · 1,080 sqft · built 1950 · 0.169 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,0952025 2 Names on Record Assessor + 2 DocumentsUpdated Apr 2026

54 Winemack St

3 bd · 1.5 ba · 1,825 sqft · built 1965 · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,5532025 2 Names on Record AssessorUpdated Jul 2026

59 Winemack St

2 bd · 2.5 ba · 2,597 sqft · built 1933 · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$900,000Jul 2015 $9,8472025 Amount on Record Jul 2014 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

60 Winemack St

4 bd · 2 ba · 2,018 sqft · built 1960 · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,5332025 2 Names on Record Assessor + 1 DocumentUpdated Aug 2026

61 Winemack St

2 bd · 1 ba · 992 sqft · built 1935 · 0.229 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jan 2005 $5,2072025 2 Names on Record AssessorUpdated Apr 2026

64 Winemack St

4 bd · 2.5 ba · 2,028 sqft · built 1991 · 0.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,236,000Aug 2010 $11,7152025 2 Names on Record Assessor + 2 DocumentsUpdated Apr 2026

65 Winemack St

4 bd · 4 ba · 3,696 sqft · built 2001 · 0.35 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,129,900Oct 2018 $10,3462025 Amount on Record Sep 1999 2 Names on Record Assessor + 4 DocumentsUpdated Apr 2026

79 Winemack St

6 bd · 4.5 ba · 3,288 sqft · built 1974 · 0.47 acres

Last Sale Tax Bill Prior Sale Owner Records
$388,000Jan 2000 $10,0582025 2 Names on Record Assessor + 1 DocumentUpdated Apr 2026

85 Winemack St

3 bd · 2 ba · 1,430 sqft · built 1931 · 0.35 acres

Last Sale Tax Bill Prior Sale Owner Records
$470,000Sep 2014 $6,0572025 1 Name on Record AssessorUpdated Jul 2026

86 Winemack St

2 bd · 1.5 ba · 1,252 sqft · built 1960 · 0.359 acres

Last Sale Tax Bill Prior Sale Owner Records
$375,000Apr 2003 $6,3962025 2 Names on Record Assessor + 1 DocumentUpdated Apr 2026

90 Winemack St

2 bd · 1 ba · 792 sqft · built 1970 · 0.239 acres

Last Sale Tax Bill Prior Sale Owner Records
—May 2004 $5,8152025 2 Names on Record AssessorUpdated Apr 2026

91 Winemack St

4 bd · 5 ba · 2,979 sqft · built 2019 · 0.459 acres

Last Sale Tax Bill Prior Sale Owner Records
$600,000Apr 2018 $10,3652025 1 Name on Record Assessor + 3 DocumentsUpdated Nov 2025

96 Winemack St

4 bd · 3.5 ba · 2,661 sqft · built 2008 · 0.459 acres

Last Sale Tax Bill Prior Sale Owner Records
—Aug 2008 $9,4992025 Amount on Record Jan 2007 2 Names on Record AssessorUpdated Apr 2026

97 Winemack St

5 bd · 3 ba · 2,083 sqft · built 1920 · 0.339 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jan 2018 $6,6182025 —Nov 2014 1 Name on Record Assessor + 4 DocumentsUpdated Apr 2026

102 Winemack St

3 bd · 3.5 ba · 3,606 sqft · built 2008 · 0.689 acres

Last Sale Tax Bill Prior Sale Owner Records
$840,000Feb 2007 $13,2532025 Amount on Record Jan 1994 2 Names on Record AssessorUpdated Jul 2026

103 Winemack St

4 bd · 2 ba · 1,572 sqft · built 1940 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,4162025 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

104 Winemack St

5 bd · 3 ba · 2,040 sqft · built 1920 · 0.573 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,660,000Jul 2021 $10,2452025 Amount on Record Oct 2019 2 Names on Record Assessor + 4 DocumentsUpdated Apr 2026

109 Winemack St

3 bd · 2 ba · 1,145 sqft · built 1900 · 0.286 acres

Last Sale Tax Bill Prior Sale Owner Records
—Apr 2017 $6,3722025 2 Names on Record Assessor + 2 DocumentsUpdated Apr 2026

110 Winemack St

5 bd · 2 ba · 1,503 sqft · built 1920 · 0.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,7922025 2 Names on Record AssessorUpdated Apr 2026

115 Winemack St

4 bd · 1.5 ba · 2,008 sqft · built 1928 · 0.286 acres

Last Sale Tax Bill Prior Sale Owner Records
$790,000Mar 2017 $8,6192025 —Dec 2008 2 Names on Record Assessor + 4 DocumentsUpdated Aug 2026

116 Winemack St

5 bd · 4 ba · 2,160 sqft · built 1935 · 0.389 acres

Last Sale Tax Bill Prior Sale Owner Records
$195,000Apr 1996 $9,0152025 Amount on Record — 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

135 Winemack St

4 bd · 2 ba · 2,175 sqft · built 1950 · 0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,0482025 2 Names on Record AssessorUpdated Apr 2026

Wildfire Risk on Winemack St

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

Wildfire RiskLow
this street's cells rank above 5% of the US · above 14% of Massachusetts
Wildfire LikelihoodLess than 1 in 10,000 per year
ExposureDirect
3 of 8 cells directly exposed · 6 adjoin burnable vegetation

Property Records in Nearby Streets