Front St, Winchendon, MA Property Records

Worcester County and Winchendon Town property records for 70 addresses on Front St, Winchendon, MA · Last verified August 2026

Front St Highlights

Properties 70
Median Sale Price $349,900
Deeds and Mortgages on File 76
Median Price per Sqft $110
Owner Occupied 56%
Median Annual Tax Bill $3,498
Median Year Built 1900
Median Ownership Tenure 9 years

Properties on Front St

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

2 Front St

0.128 acres

Last Sale Tax Bill Prior Sale Owner Records
—Mar 2007 1 Name on Record AssessorUpdated Apr 2026

4 Front St

3 bd · 3 ba · 2,516 sqft · built 1900 · 0.064 acres

Last Sale Tax Bill Prior Sale Owner Records
$115,260Jan 2020 $1,2142025 Amount on Record Feb 2016 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

8 Front St

3 ba · 92,200 sqft · built 1850 · 6.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,0512025 1 Name on Record AssessorUpdated Apr 2026

13 Front St, #19

10 bd · 5 ba · 3,756 sqft · built 1900 · 0.11 acres

Last Sale Tax Bill Prior Sale Owner Records
$305,000Dec 2021 $3,8542025 Amount on Record Mar 2019 1 Name on Record Assessor + 2 DocumentsUpdated Apr 2026

30 Front St

1 ba · 1,581 sqft · built 1900 · 0.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,000,000May 2019 $1,3272025 Amount on Record Mar 2001 2 Names on Record AssessorUpdated Apr 2026

38 Front St, #42

4 bd · 3 ba · 2,153 sqft · built 2004 · 0.245 acres

Last Sale Tax Bill Prior Sale Owner Records
$410,000Jul 2024 $3,5522025 Amount on Record Jun 2016 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

39 Front St

0.669 acres

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

68 Front St

2 bd · 1.5 ba · 1,704 sqft · built 1840 · 0.229 acres

Last Sale Tax Bill Prior Sale Owner Records
$100,000Jan 2017 $1,6032025 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

74 Front St

3 ba · 7,242 sqft · built 1897 · 0.389 acres

Last Sale Tax Bill Prior Sale Owner Records
$127,500Jan 2018 $2,4832025 Amount on Record Aug 1996 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

86 Front St

20 bd · 18.5 ba · 10,744 sqft · built 1900 · 0.33 acres

Last Sale Tax Bill Prior Sale Owner Records
$156,000Oct 2014 $3,8282025 Amount on Record May 2005 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

98 Front St

2 ba · 7,120 sqft · built 1878 · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$300,000Sep 2022 $4,8722025 Amount on Record Nov 2003 2 Names on Record Assessor + 1 DocumentUpdated Apr 2026

102 Front St

1 ba · 2,352 sqft · built 1900 · 0.137 acres

Last Sale Tax Bill Prior Sale Owner Records
$180,000May 2004 $2,7592025 Amount on Record Jun 1991 1 Name on Record AssessorUpdated Apr 2026

106 Front St

1 ba · 1,550 sqft · built 1858 · 0.176 acres

Last Sale Tax Bill Prior Sale Owner Records
$60,000Aug 2018 $1,9452025 Amount on Record Apr 2009 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

109 Front St

0.53 acres

Last Sale Tax Bill Prior Sale Owner Records
$125,000Nov 2016 1 Name on Record AssessorUpdated Apr 2026

110 Front St

1 ba · 2,016 sqft · built 1896 · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$25,000Nov 2016 $2,4632025 Amount on Record May 2013 2 Names on Record AssessorUpdated Apr 2026

135 Front St

4 bd · 2.5 ba · 3,431 sqft · built 1776 · 0.419 acres

Last Sale Tax Bill Prior Sale Owner Records
$161,000Feb 2016 Amount on Record Feb 2013 1 Name on Record AssessorUpdated Jul 2026

151 Front St

9 bd · 6.5 ba · 6,847 sqft · built 1820 · 0.76 acres

Last Sale Tax Bill Prior Sale Owner Records
—Aug 2004 1 Name on Record AssessorUpdated Apr 2026

165 Front St

4 bd · 2.5 ba · 1,968 sqft · built 1799 · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$272,000Nov 2016 $4,5632025 Amount on Record Jan 2005 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

179 Front St

7 bd · 4.5 ba · 4,234 sqft · built 1780 · 0.342 acres

Last Sale Tax Bill Prior Sale Owner Records
$299,900Nov 2004 $5,0912025 Amount on Record Jun 2003 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

193 Front St

6 bd · 3 ba · 4,070 sqft · built 1835 · 0.464 acres

Last Sale Tax Bill Prior Sale Owner Records
$100,000May 2015 $4,4972025 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

208 Front St, #214

0.125 acres

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

216 Front St, #218

6 bd · 3 ba · 3,120 sqft · built 1900 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$141,900Sep 2005 $3,1622025 1 Name on Record AssessorUpdated Apr 2026

220 Front St

6 bd · 3 ba · 4,086 sqft · built 1900 · 0.078 acres

Last Sale Tax Bill Prior Sale Owner Records
$396,000May 2024 $3,7002025 Amount on Record Jul 2002 1 Name on Record Assessor + 2 DocumentsUpdated Apr 2026

226 Front St

3 bd · 1 ba · 1,329 sqft · built 1900 · 0.046 acres

Last Sale Tax Bill Prior Sale Owner Records
$133,000Mar 2018 $2,4712025 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

228 Front St, #230

4 bd · 2 ba · 1,536 sqft · built 1900 · 0.125 acres

Last Sale Tax Bill Prior Sale Owner Records
$350,000Apr 2026 $1,4022025 Amount on Record Feb 2017 2 Names on Record Assessor + 3 DocumentsUpdated May 2026

236 Front St

2 bd · 2 ba · 2,463 sqft · built 1850 · 0.069 acres

Last Sale Tax Bill Prior Sale Owner Records
$78,000Jul 2005 $2,2812025 Amount on Record Aug 1997 1 Name on Record AssessorUpdated Apr 2026

240 Front St

3 bd · 1 ba · 975 sqft · built 1800 · 0.105 acres

Last Sale Tax Bill Prior Sale Owner Records
$70,000Sep 2014 $2,0072025 Amount on Record Apr 2014 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

244 Front St

4 bd · 2 ba · 2,449 sqft · built 1900 · 0.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$405,200Nov 1974 1 Name on Record AssessorUpdated Apr 2026

253 Front St

8 bd · 4 ba · 3,497 sqft · built 1880 · 0.389 acres

Last Sale Tax Bill Prior Sale Owner Records
$356,000Aug 2022 $4,3632025 Amount on Record Mar 2017 2 Names on Record Assessor + 2 DocumentsUpdated Jul 2026

254 Front St

3 bd · 3 ba · 2,288 sqft · built 1900 · 0.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$516,000May 2024 $4,7262025 Amount on Record Dec 2021 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

260 Front St

4 bd · 2 ba · 2,301 sqft · built 1900 · 0.187 acres

Last Sale Tax Bill Prior Sale Owner Records
$199,000Apr 2020 $3,6622025 Amount on Record May 2016 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

263 Front St, #267

6 bd · 2 ba · 2,289 sqft · built 1846 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$91,000Mar 2026 $2,9942025 Amount on Record Nov 2000 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

266 Front St

6 bd · 3 ba · 3,032 sqft · built 1871 · 0.15 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,8872025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

268 Front St

0.5 ba · 2,464 sqft · built 1975 · 0.33 acres

Last Sale Tax Bill Prior Sale Owner Records
$425,000Aug 2024 $1,7532025 2 Names on Record AssessorUpdated Apr 2026

269 Front St

3 bd · 3.5 ba · 2,438 sqft · built 1870 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$197,000Jun 2007 $4,0742025 Amount on Record Jun 2007 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

277 Front St

5 bd · 2 ba · 3,256 sqft · built 1850 · 0.81 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jun 2017 $5,0602025 Amount on Record Oct 2016 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

286 Front St

3 bd · 2 ba · 3,787 sqft · built 1904 · 1.9 acres

Last Sale Tax Bill Prior Sale Owner Records
$275,000Nov 2020 $3,8082025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

287 Front St

6 bd · 3.5 ba · 3,168 sqft · built 1900 · 0.519 acres

Last Sale Tax Bill Prior Sale Owner Records
$350,000Jun 2021 $4,2812025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

295 Front St

6 bd · 4 ba · 3,670 sqft · built 1870 · 0.191 acres

Last Sale Tax Bill Prior Sale Owner Records
$140,000Dec 2015 $3,0272025 Amount on Record Jun 2000 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

300 Front St

6 bd · 2 ba · 3,016 sqft · built 1996 · 0.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$17,500Jun 1996 $6,0512025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

305 Front St

5 bd · 1.5 ba · 2,059 sqft · built 1870 · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jul 2017 $3,9702025 Amount on Record May 2016 1 Name on Record Owner Occupied Assessor + 6 DocumentsUpdated Jul 2026

310 Front St

4 bd · 2 ba · 2,856 sqft · built 1870 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$202,000Sep 2004 $2,7922025 Amount on Record Sep 2002 1 Name on Record Assessor + 1 DocumentUpdated Apr 2026

311 Front St

3 bd · 1 ba · 1,388 sqft · built 1900 · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$127,000Jul 2013 $3,2142025 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated Jul 2026

316 Front St

3 bd · 2.5 ba · 1,796 sqft · built 1916 · 0.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$370,000Jul 2024 $4,0132025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

324 Front St

8 bd · 4 ba · 3,418 sqft · built 1860 · 0.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$82,000Mar 2010 $3,9832025 Amount on Record Jan 2010 2 Names on Record Assessor + 1 DocumentUpdated Aug 2026

332 Front St

4 bd · 2 ba · 1,832 sqft · built 1891 · 0.119 acres

Last Sale Tax Bill Prior Sale Owner Records
$78,101Oct 2014 $3,1272025 Amount on Record Apr 2013 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

333 Front St

4 bd · 2.5 ba · 1,883 sqft · built 1870 · 0.875 acres

Last Sale Tax Bill Prior Sale Owner Records
$77,000Sep 2013 $3,9252025 Amount on Record Oct 1997 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

334 Front St

5 bd · 2 ba · 2,091 sqft · built 1920 · 0.139 acres

Last Sale Tax Bill Prior Sale Owner Records
$179,000Dec 2014 $4,7402025 Amount on Record Jun 2008 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

337 Front St

4 bd · 2 ba · 2,800 sqft · built 1900 · 0.45 acres

Last Sale Tax Bill Prior Sale Owner Records
$225,000Dec 2020 $3,1982025 2 Names on Record Assessor + 1 DocumentUpdated Apr 2026

347 Front St

4 bd · 1 ba · 1,906 sqft · built 1865 · 0.8 acres

Last Sale Tax Bill Prior Sale Owner Records
$127,000Jul 2002 $2,3822025 Amount on Record Feb 1994 2 Names on Record AssessorUpdated Jul 2026

348 Front St, #350

5 bd · 3.5 ba · 3,697 sqft · built 1870 · 0.518 acres

Last Sale Tax Bill Prior Sale Owner Records
$220,000May 2019 $4,1212025 Amount on Record Jul 2011 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

353 Front St

4 bd · 2.5 ba · 1,644 sqft · built 1920 · 0.78 acres

Last Sale Tax Bill Prior Sale Owner Records
$406,000Sep 2025 $3,2992025 Amount on Record Feb 2025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

355 Front St

3 bd · 2 ba · 1,748 sqft · built 1930 · 0.432 acres

Last Sale Tax Bill Prior Sale Owner Records
$165,000Jan 2025 $2,9762025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

360 Front St, #362

5 bd · 4 ba · 4,369 sqft · built 1900 · 1.18 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,5442025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

370 Front St

3 bd · 1.5 ba · 1,330 sqft · built 1900 · 0.73 acres

Last Sale Tax Bill Prior Sale Owner Records
$149,900Sep 2011 $2,8002025 Amount on Record Feb 2011 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

374 Front St

4 bd · 1.5 ba · 1,686 sqft · built 1900 · 0.246 acres

Last Sale Tax Bill Prior Sale Owner Records
$349,900Dec 2023 $2,9902025 Amount on Record Nov 2020 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

375 Front St

2 bd · 1 ba · 1,187 sqft · built 1958 · 0.819 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jun 2018 $3,4982025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

380 Front St

4 bd · 2 ba · 1,770 sqft · built 1914 · 0.114 acres

Last Sale Tax Bill Prior Sale Owner Records
$265,000May 2021 $4,0152025 Amount on Record Feb 2021 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

386 Front St

3 bd · 1 ba · 1,586 sqft · built 1917 · 0.114 acres

Last Sale Tax Bill Prior Sale Owner Records
$74,900Oct 2013 $2,7892025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

389 Front St

3 bd · 2.5 ba · 2,068 sqft · built 1972 · 0.78 acres

Last Sale Tax Bill Prior Sale Owner Records
$139,900Oct 2001 $3,7002025 —Aug 1989 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

394 Front St

4 bd · 2 ba · 1,348 sqft · built 1900 · 0.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$376,500Jun 2026 $2,5462025 Amount on Record Jul 2018 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

398 Front St

3 bd · 1 ba · 1,008 sqft · built 1920 · 0.137 acres

Last Sale Tax Bill Prior Sale Owner Records
—May 2015 $2,2162025 —Apr 2013 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

399 Front St

3 bd · 1 ba · 1,220 sqft · built 1962 · 0.519 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,7302025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

404 Front St

3 bd · 1 ba · 1,341 sqft · built 1909 · 0.232 acres

Last Sale Tax Bill Prior Sale Owner Records
$190,000Aug 2004 $3,4572025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

409 Front St

3 bd · 2.5 ba · 2,072 sqft · built 1999 · 7 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,9822025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

410 Front St

3 bd · 1 ba · 1,288 sqft · built 1973 · 0.519 acres

Last Sale Tax Bill Prior Sale Owner Records
$47,500Dec 1982 1 Name on Record AssessorUpdated Apr 2026

414 Front St

10 bd · 4 ba · 2,800 sqft · built 1971 · 1.91 acres

Last Sale Tax Bill Prior Sale Owner Records
$280,000Oct 2022 $4,1962025 Amount on Record Jan 2004 1 Name on Record Assessor + 2 DocumentsUpdated Jun 2026

419 Front St

3 bd · 2.5 ba · 1,600 sqft · built 2018 · 1.11 acres

Last Sale Tax Bill Prior Sale Owner Records
$265,000Nov 2018 $5,5232025 Amount on Record Jun 2018 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

424 Front St

3 bd · 1 ba · 1,421 sqft · built 1930 · 1.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$336,000Nov 2023 $3,5102025 Amount on Record Nov 1992 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

425 Front St

4 bd · 2 ba · 1,407 sqft · built 1943 · 1.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$198,900Oct 2019 $3,4322025 Amount on Record Oct 2005 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

Wildfire Risk on Front St

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

Wildfire RiskLow
this street's cells rank above 14% of the US · above 38% of Massachusetts
Wildfire LikelihoodLess than 1 in 10,000 per year
ExposureDirect
6 of 9 cells directly exposed · 9 adjoin burnable vegetation

Property Records in Nearby Streets