Winchendon Rd, Ashburnham, MA Property Records

Worcester County and Ashburnham Town property records for 71 addresses on Winchendon Rd, Ashburnham, MA · Last verified October 2026

Winchendon Rd Highlights

Properties 71
Median Sale Price $445,000
Deeds and Mortgages on File 87
Median Price per Sqft $201
Owner Occupied 83%
Median Annual Tax Bill $6,022
Median Year Built 1990
Median Ownership Tenure 15 years

Properties on Winchendon Rd

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

6 Winchendon Rd

4 bd · 2.5 ba · 2,704 sqft · built 2022 · 2.8 acres

Last Sale Tax Bill Prior Sale Owner Records
$625,000Jul 2022 $9,6492025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

8 Winchendon Rd

17 acres

Last Sale Tax Bill Prior Sale Owner Records
$55,000May 1999 $682025 Owner on Record AssessorUpdated Jul 2026

10 Winchendon Rd

4 bd · 2.5 ba · 2,688 sqft · built 2021 · 2.57 acres

Last Sale Tax Bill Prior Sale Owner Records
$590,000Jul 2022 $9,3502025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

14 Winchendon Rd

4 bd · 2.5 ba · 2,688 sqft · built 2021 · 1.84 acres

Last Sale Tax Bill Prior Sale Owner Records
$541,500Dec 2021 $9,3292025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

18 Winchendon Rd

4 bd · 2.5 ba · 2,688 sqft · built 2021 · 1.74 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,2892025 Owner on Record Owner Occupied AssessorUpdated Jul 2026

21 Winchendon Rd

8.84 acres

Last Sale Tax Bill Prior Sale Owner Records
—Dec 2009 Amount on Record Jul 2008 Owner on Record AssessorUpdated Oct 2026

22 Winchendon Rd

5 bd · 3 ba · 3,418 sqft · built 1900 · 2.63 acres

Last Sale Tax Bill Prior Sale Owner Records
$80,000Dec 1985 $5,7712025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

23 Winchendon Rd

4.65 acres

Last Sale Tax Bill Prior Sale Owner Records
—Dec 2009 Amount on Record Jul 2008 Owner on Record AssessorUpdated Oct 2026

25 Winchendon Rd

2 bd · 2 ba · 1,456 sqft · built 1999 · 1.49 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,5782025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

26 Winchendon Rd

4 bd · 2.5 ba · 2,736 sqft · built 2023 · 1.43 acres

Last Sale Tax Bill Prior Sale Owner Records
$645,000Jun 2024 $9,1882025 Amount on Record Jun 2023 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

30 Winchendon Rd

4 bd · 2.5 ba · 2,656 sqft · built 2024 · 2.42 acres

Last Sale Tax Bill Prior Sale Owner Records
$120,000Jun 2023 $5,8162025 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

35 Winchendon Rd

2 bd · 1.5 ba · 1,076 sqft · built 1990 · 0.853 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,7782025 Owner on Record Owner Occupied AssessorUpdated Jul 2026

36 Winchendon Rd

3 bd · 2 ba · 1,788 sqft · built 1977 · 1.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$118,000Jun 1995 $6,8182025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

38 Winchendon Rd

1 bd · 1 ba · 720 sqft · built 1992 · 1.03 acres

Last Sale Tax Bill Prior Sale Owner Records
$81,400Nov 2016 $3,5382025 Amount on Record Aug 2014 Owner on Record Owner Occupied AssessorUpdated Sep 2026

39 Winchendon Rd

3 bd · 1 ba · 1,552 sqft · built 1987 · 1.02 acres

Last Sale Tax Bill Prior Sale Owner Records
$248,900Mar 2018 $5,5112025 —Jul 2015 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

41 Winchendon Rd

4 bd · 1 ba · 1,583 sqft · built 1900 · 0.505 acres

Last Sale Tax Bill Prior Sale Owner Records
$95,000Jun 1999 $3,4102025 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

53 Winchendon Rd

3 bd · 1 ba · 1,512 sqft · built 1946 · 0.959 acres

Last Sale Tax Bill Prior Sale Owner Records
$187,000Aug 2010 $4,1642025 Amount on Record Aug 2009 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

60 Winchendon Rd

2 bd · 1.5 ba · 2,117 sqft · built 2001 · 1.25 acres

Last Sale Tax Bill Prior Sale Owner Records
—Feb 2011 $7,6882025 Amount on Record Oct 2000 Owner on Record Owner Occupied AssessorUpdated Oct 2026

64 Winchendon Rd

1.17 acres

Last Sale Tax Bill Prior Sale Owner Records
$5032025 Owner on Record Owner Occupied AssessorUpdated Apr 2026

67 Winchendon Rd

3 bd · 2.5 ba · 2,150 sqft · built 1947 · 6.79 acres

Last Sale Tax Bill Prior Sale Owner Records
$361,500Aug 2021 $6,0222025 Amount on Record Oct 2020 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Sep 2026

70 Winchendon Rd

4 bd · 2.5 ba · 2,598 sqft · built 1978 · 1.77 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,5382025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

74 Winchendon Rd

5 bd · 2.5 ba · 2,500 sqft · built 1988 · 2.07 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,8552025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

76 Winchendon Rd

6 bd · 3 ba · 3,454 sqft · built 1937 · 2.61 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,5162025 Owner on Record Owner Occupied AssessorUpdated Apr 2026

86 Winchendon Rd

3 bd · 2.5 ba · 1,848 sqft · built 1988 · 3.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$100,000May 2022 $6,2052025 Amount on Record May 2022 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

96 Winchendon Rd

3 bd · 2.5 ba · 1,932 sqft · built 2018 · 19.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$79,900May 2018 $8,0602025 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

116 Winchendon Rd

3 bd · 2.5 ba · 1,680 sqft · built 1990 · 1.69 acres

Last Sale Tax Bill Prior Sale Owner Records
$242,000Oct 2014 $6,8602025 Amount on Record Oct 2000 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

124 Winchendon Rd

3 bd · 1.5 ba · 1,440 sqft · built 2000 · 2 acres

Last Sale Tax Bill Prior Sale Owner Records
$225,900Sep 2009 $5,2072025 Amount on Record Apr 2004 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

128 Winchendon Rd

2 bd · 1 ba · 1,176 sqft · built 1999 · 1.78 acres

Last Sale Tax Bill Prior Sale Owner Records
$135,000Jun 1999 $5,1672025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

129 Winchendon Rd

3 bd · 2.5 ba · 1,568 sqft · built 2021 · 5.04 acres

Last Sale Tax Bill Prior Sale Owner Records
$60,000Oct 2020 $5,7462025 Amount on Record Feb 2019 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

130 Winchendon Rd

3 bd · 2 ba · 1,854 sqft · built 1998 · 25.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$308,247Oct 2003 $6,9032025 Owner on Record Owner Occupied AssessorUpdated Jul 2026

133 Winchendon Rd

4 bd · 4 ba · 2,958 sqft · built 2019 · 19.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$552,000Jan 2020 $11,0812025 Amount on Record May 2019 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Sep 2026

149 Winchendon Rd

2 bd · 1 ba · 1,428 sqft · built 1967 · 10.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$299,000Jul 2006 $6,3062025 Amount on Record Aug 2003 2 Owners on Record Assessor + 1 DocumentUpdated Oct 2026

155 Winchendon Rd

3 bd · 1 ba · 1,137 sqft · built 2011 · 2.12 acres

Last Sale Tax Bill Prior Sale Owner Records
$188,000Jan 2012 $5,0512025 Amount on Record Oct 2011 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

167 Winchendon Rd

3 bd · 2.5 ba · 1,904 sqft · built 2009 · 4.27 acres

Last Sale Tax Bill Prior Sale Owner Records
$299,900Sep 2017 $7,2522025 Amount on Record Jun 2013 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Sep 2026

173 Winchendon Rd

3 bd · 2 ba · 1,897 sqft · built 1986 · 4.7 acres

Last Sale Tax Bill Prior Sale Owner Records
$450,000Nov 2025 $7,1292025 Amount on Record Oct 2021 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Sep 2026

177 Winchendon Rd

4 bd · 3.5 ba · 2,849 sqft · built 2001 · 17.7 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,1492025 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

179 Winchendon Rd

3 bd · 2 ba · 1,476 sqft · built 2009 · 1.69 acres

Last Sale Tax Bill Prior Sale Owner Records
$231,900Oct 2009 $7,1172025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

180 Winchendon Rd

3 bd · 2.5 ba · 1,848 sqft · built 2014 · 1.99 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jan 2014 $7,6582025 Amount on Record Jul 2012 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

186 Winchendon Rd

3 bd · 1 ba · 960 sqft · built 1986 · 3.31 acres

Last Sale Tax Bill Prior Sale Owner Records
—Aug 2013 $4,4552025 Amount on Record Dec 2010 Owner on Record Owner Occupied AssessorUpdated Jul 2026

187 Winchendon Rd

3 bd · 2 ba · 1,476 sqft · built 2009 · 1.71 acres

Last Sale Tax Bill Prior Sale Owner Records
$286,000Jul 2019 $6,5982025 Amount on Record Aug 2009 2 Owners on Record Assessor + 3 DocumentsUpdated Sep 2026

191 Winchendon Rd

3 bd · 3.5 ba · 1,478 sqft · built 1989 · 3.04 acres

Last Sale Tax Bill Prior Sale Owner Records
$149,000Sep 1999 $5,6242025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

197 Winchendon Rd

3 bd · 1.5 ba · 3,228 sqft · built 1987 · 31.8 acres

Last Sale Tax Bill Prior Sale Owner Records
$157,000Nov 1995 $8,8542025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

203 Winchendon Rd

3 bd · 1.5 ba · 1,176 sqft · built 1988 · 1.37 acres

Last Sale Tax Bill Prior Sale Owner Records
$252,000Nov 2017 $4,8982025 Amount on Record Jun 2017 Owner on Record Owner Occupied Assessor + 4 DocumentsUpdated Sep 2026

209 Winchendon Rd

3 bd · 1.5 ba · 1,428 sqft · built 1991 · 1.48 acres

Last Sale Tax Bill Prior Sale Owner Records
$240,000Sep 2004 $5,2952025 Amount on Record Mar 1995 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

221 Winchendon Rd

3 bd · 2.5 ba · 1,568 sqft · built 1989 · 1.52 acres

Last Sale Tax Bill Prior Sale Owner Records
$195,000Jan 2023 $4,8272025 Amount on Record Jul 2000 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

223 Winchendon Rd

3 bd · 1.5 ba · 1,872 sqft · built 2000 · 2.98 acres

Last Sale Tax Bill Prior Sale Owner Records
$156,120Jan 2001 $6,0712025 Amount on Record Apr 2000 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

238 Winchendon Rd

3 bd · 2 ba · 1,728 sqft · built 1982 · 1.44 acres

Last Sale Tax Bill Prior Sale Owner Records
$354,000Nov 2024 $5,4082025 Amount on Record Jul 2017 Owner on Record Owner Occupied Assessor + 5 DocumentsUpdated Sep 2026

239 Winchendon Rd

3 bd · 1 ba · 1,144 sqft · built 1997 · 1.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$97,000Nov 1997 $4,9622025 Owner on Record Owner Occupied AssessorUpdated Jul 2026

241 Winchendon Rd

4 bd · 4 ba · 3,319 sqft · built 2005 · 69.7 acres

Last Sale Tax Bill Prior Sale Owner Records
$15,1032025 Owner on Record Owner Occupied AssessorUpdated Oct 2026

242 Winchendon Rd

3 bd · 2 ba · 1,332 sqft · built 1982 · 1.66 acres

Last Sale Tax Bill Prior Sale Owner Records
$126,000Dec 1986 $4,5322025 Owner on Record Assessor + 3 DocumentsUpdated Jul 2026

243 Winchendon Rd

2 bd · 2 ba · 1,512 sqft · built 1997 · 1.37 acres

Last Sale Tax Bill Prior Sale Owner Records
$214,576Jul 2010 $5,4082025 Amount on Record Jul 2007 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

249 Winchendon Rd

3 bd · 1.5 ba · 1,440 sqft · built 1998 · 1.54 acres

Last Sale Tax Bill Prior Sale Owner Records
$119,400Jun 1998 $6,1252025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

269 Winchendon Rd

3 bd · 1.5 ba · 1,664 sqft · built 1998 · 1.48 acres

Last Sale Tax Bill Prior Sale Owner Records
$120,400Sep 1998 $4,8492025 Owner on Record Owner Occupied AssessorUpdated Jul 2026

275 Winchendon Rd

4 bd · 2.5 ba · 3,280 sqft · built 1998 · 1.37 acres

Last Sale Tax Bill Prior Sale Owner Records
$133,870Dec 1998 $7,3982025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

288 Winchendon Rd

3 bd · 2.5 ba · 2,928 sqft · built 1996 · 3.99 acres

Last Sale Tax Bill Prior Sale Owner Records
$302,500Oct 2004 $7,3522025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

296 Winchendon Rd

3 bd · 3.5 ba · 2,676 sqft · built 2000 · 6.95 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,0712025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

315 Winchendon Rd

13,376 sqft · built 1988 · 39.9 acres

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

322 Winchendon Rd

5 bd · 2.5 ba · 6,924 sqft · built 1973 · 86.9 acres

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2008 $12,1032025 Owner on Record Owner Occupied AssessorUpdated Jul 2026

356 Winchendon Rd

55.4 acres

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

358 Winchendon Rd

1.61 acres

Last Sale Tax Bill Prior Sale Owner Records
$445,000Mar 2026 $4,3062025 Amount on Record Jul 2000 2 Owners on Record Assessor + 1 DocumentUpdated Sep 2026

359 Winchendon Rd

3 bd · 2.5 ba · 2,100 sqft · built 1989 · 1.99 acres

Last Sale Tax Bill Prior Sale Owner Records
$319,000Dec 2019 $6,4342025 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

375 Winchendon Rd

3 bd · 2.5 ba · 2,240 sqft · built 1987 · 1.18 acres

Last Sale Tax Bill Prior Sale Owner Records
$239,900Feb 2004 $5,5992025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

385 Winchendon Rd

3 bd · 1.5 ba · 1,872 sqft · built 1986 · 1.03 acres

Last Sale Tax Bill Prior Sale Owner Records
$136,000Sep 1997 $5,6572025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

395 Winchendon Rd

3 bd · 2.5 ba · 1,440 sqft · built 1986 · 1.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Oct 2018 $4,5642025 Amount on Record May 2011 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2026

405 Winchendon Rd

3 bd · 1.5 ba · 1,638 sqft · built 1987 · 1.45 acres

Last Sale Tax Bill Prior Sale Owner Records
$149,900Nov 1987 $6,3872025 Amount on Record Mar 1987 2 Owners on Record AssessorUpdated Jul 2026

415 Winchendon Rd

4 bd · 2.5 ba · 2,028 sqft · built 1986 · 2.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$405,000Jul 2018 $7,4802025 Owner on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

471 Winchendon Rd

3 bd · 1 ba · 945 sqft · built 1960 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$320,000May 2026 $3,5272025 Amount on Record Jun 2023 Owner on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

483 Winchendon Rd

3 bd · 1.5 ba · 1,440 sqft · built 1956 · 1.74 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,6212025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

485 Winchendon Rd

4,608 sqft · built 1961 · 2.43 acres

Last Sale Tax Bill Prior Sale Owner Records
$63,150Apr 2002 $3,1462025 2 Owners on Record AssessorUpdated Oct 2026

492 Winchendon Rd

1 bd · 1 ba · 306 sqft · built 1920 · 0.71 acres

Last Sale Tax Bill Prior Sale Owner Records
$6472025 Owner on Record Owner Occupied AssessorUpdated Oct 2026

495 Winchendon Rd

4 bd · 1 ba · 1,824 sqft · built 1880 · 5.19 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,8982025 Owner on Record AssessorUpdated Jul 2026

Property Records in Nearby Streets