Winter St, Natick, MA Property Records

Middlesex County and Natick Town property records for 53 addresses on Winter St, Natick, MA · Last verified July 2026

Winter St Highlights

Properties 53
Median Sale Price $1,050,000
Deeds and Mortgages on File 68
Median Price per Sqft $431
Owner Occupied 81%
Median Annual Tax Bill $10,086
Median Year Built 1980
Median Ownership Tenure 13 years

Properties on Winter St

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

1 Winter St

3 bd · 1.5 ba · 849 sqft · 0.238 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,475,000Jan 2026 $5,7542025 Amount on Record May 2024 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

2 Winter St

3,200 sqft · Built 1969 · 1.86 acres

Last Sale Tax Bill Prior Sale Owner Records
$90,000Feb 1994 2 Names on Record Assessor + 1 DocumentUpdated Apr 2026

3 Winter St

3 bd · 1 ba · 1,836 sqft · 0.235 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,6452025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

5 Winter St

3 bd · 2.5 ba · 2,100 sqft · 0.232 acres

Last Sale Tax Bill Prior Sale Owner Records
$135,000Nov 1994 $8,3332025 Amount on Record Jun 1987 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

7 Winter St

3 bd · 1.5 ba · 1,458 sqft · 0.238 acres

Last Sale Tax Bill Prior Sale Owner Records
$680,000Aug 2021 $9,2432025 Amount on Record Jun 2017 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

11 Winter St

3 bd · 1.5 ba · 1,008 sqft · 0.473 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$178,000Dec 1990 $8,3532025 Amount on Record Apr 1988 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

13 Winter St

2 bd · 1 ba · 960 sqft · 0.459 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$7,5222025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

16 Winter St

3 bd · 2.5 ba · 1,728 sqft · 0.535 acres

Last Sale Tax Bill Prior Sale Owner Records
$486,000Dec 2003 $9,7862025 Amount on Record Nov 2001 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

17 Winter St

4 bd · 2 ba · 2,258 sqft · 0.271 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$264,000Jun 1998 $9,5092025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

18 Winter St

5 bd · 2.5 ba · 3,306 sqft · 0.503 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$159,900Jul 1991 $11,3212025 Amount on Record Apr 1991 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

19 Winter St

6 bd · 2 ba · 1,876 sqft · 0.232 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$489,000May 2016 $8,2522025 Amount on Record Jul 2011 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

19R Winter St

0.079 acres

Last Sale Tax Bill Prior Sale Owner Records
$832025 2 Names on Record AssessorUpdated Apr 2026

20 Winter St

4 bd · 3.5 ba · 1,386 sqft · 0.595 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$545,000May 2016 $10,0862025 Amount on Record Nov 1983 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

21 Winter St

4 bd · 2.5 ba · 1,921 sqft · 0.232 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,1102025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

21R Winter St

4 bd · 2.5 ba · 1,921 sqft · 0.08 acres

Last Sale Tax Bill Prior Sale Owner Records
$842025 2 Names on Record AssessorUpdated Apr 2026

22 Winter St

3 bd · 1.5 ba · 1,136 sqft · 0.613 acres

Last Sale Tax Bill Prior Sale Owner Records
$159,900Jul 1991 $9,2612025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

23 Winter St

3 bd · 1.5 ba · 896 sqft · 0.232 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$364,000Dec 2018 $6,5172025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

24 Winter St

3 bd · 2 ba · 1,140 sqft · 0.79 acres

Last Sale Tax Bill Prior Sale Owner Records
$425,000Nov 2005 $9,4222025 Amount on Record Feb 2003 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

25 Winter St

3 bd · 1 ba · 873 sqft · 0.284 acres

Last Sale Tax Bill Prior Sale Owner Records
$122,500Jan 2007 $6,2312025 1 Name on Record AssessorUpdated Apr 2026

26 Winter St

4 bd · 2.5 ba · 3,020 sqft · 0.714 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$970,000Jan 2025 $12,3512025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

28 Winter St

4 bd · 3 ba · 2,226 sqft · 0.628 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,099,000May 2025 $12,5992025 Amount on Record Jul 2021 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Apr 2026

29 Winter St

3 bd · 2.5 ba · 1,502 sqft · 0.459 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$447,000Jul 2006 $9,1342025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

30 Winter St

3 bd · 2.5 ba · 2,344 sqft · 0.557 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$675,000Jul 2014 $11,2632025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

31 Winter St

4 bd · 2.5 ba · 2,115 sqft · 0.803 acres

Last Sale Tax Bill Prior Sale Owner Records
$875,000Jul 2021 $10,2152025 Amount on Record Dec 2015 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

32 Winter St

4 bd · 3 ba · 3,162 sqft · 1.36 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,125,000Nov 2022 $13,0362025 Amount on Record Jun 1984 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

33 Winter St

4 bd · 2 ba · 1,188 sqft · 0.485 acres

Last Sale Tax Bill Prior Sale Owner Records
$443,000Jan 2005 $6,7292025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

34 Winter St

4 bd · 2.5 ba · 2,672 sqft · 7.88 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$630,000Aug 2012 $13,6712025 Amount on Record Jun 1998 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

36 Winter St

3 bd · 3 ba · 2,778 sqft · 0.63 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$865,000Nov 2021 $13,3412025 Amount on Record Sep 2006 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

40 Winter St

4 bd · 4.5 ba · 5,102 sqft · 1.31 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,345,000Jun 2014 $23,2332025 Amount on Record Dec 2000 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

41 Winter St

0.239 acres

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

42 Winter St

4 bd · 3.5 ba · 4,977 sqft · 1.28 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$2,250,000Apr 2025 $21,4752025 —Mar 2017 2 Names on Record Assessor + 6 DocumentsUpdated Apr 2026

44 Winter St

5 bd · 3.5 ba · 4,184 sqft · 0.713 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,070,000Aug 2013 $20,1872025 Amount on Record Aug 2001 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

45 Winter St

0.25 acres

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

49 Winter St

5 bd · 4.5 ba · 4,912 sqft · 0.474 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$22,1992025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

57 Winter St

4 bd · 2.5 ba · 3,420 sqft · 0.927 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$855,380Jun 2001 $13,9842025 Amount on Record Apr 1999 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

62 Winter St

3 bd · 2 ba · 1,793 sqft · 2.31 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$232,000Jan 1992 $10,8502025 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

63 Winter St

2.23 acres

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

66 Winter St

4 bd · 3 ba · 2,532 sqft · 1.05 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$630,000Aug 2012 $11,9532025 Amount on Record Jul 1996 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

68 Winter St

5 bd · 2 ba · 2,306 sqft · 0.472 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$225,000Jun 1989 $9,3992025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

72 Winter St

4 bd · 3.5 ba · 3,480 sqft · 0.462 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,500,000Apr 2025 $16,9662025 —Aug 2016 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

74 Winter St

4 bd · 2.5 ba · 2,261 sqft · 0.459 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,050,000Aug 2024 $11,1402025 Amount on Record Mar 2020 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

75 Winter St

4 bd · 2.5 ba · 2,001 sqft · 0.528 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$745,000Jul 2016 $11,0592025 Amount on Record Sep 2012 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

76 Winter St

4 bd · 2.5 ba · 2,261 sqft · 0.459 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$675,000Feb 2014 $10,8852025 Amount on Record Aug 1997 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

77 Winter St

5 bd · 4.5 ba · 3,714 sqft · 1.17 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Mar 2012 $18,2812025 Amount on Record Jan 2004 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

78 Winter St

5 bd · 4 ba · 4,019 sqft · 0.729 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$850,000Aug 2014 $17,2922025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

82 Winter St

3 bd · 2 ba · 2,339 sqft · 0.824 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$750,000Jan 2023 $10,0122025 Amount on Record Jan 1982 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Apr 2026

83 Winter St

4 bd · 2.5 ba · 2,686 sqft · 0.482 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$614,000Jun 2010 $13,1252025 Amount on Record Aug 1987 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

85 Winter St

4 bd · 3.5 ba · 1,787 sqft · 0.545 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$565,000Aug 2014 $9,8482025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

87 Winter St

3 bd · 2 ba · 1,968 sqft · 0.85 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$328,000Sep 1996 $11,0082025 Amount on Record Aug 1989 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

88 Winter St

2 bd · 1.5 ba · 1,512 sqft · 0.13 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$245,000Sep 1999 $7,2492025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

90 Winter St

3 bd · 1.5 ba · 1,516 sqft · 0.213 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$96,500May 1984 $8,0012025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

91 Winter St

3 bd · 2.5 ba · 2,080 sqft · 0.925 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$10,7662025 1 Name on Record Assessor + 4 DocumentsUpdated Apr 2026

105 Winter St

0.005 acres

Last Sale Tax Bill Prior Sale Owner Records
$62025 2 Names on Record AssessorUpdated Apr 2026

Property Records in Nearby Streets