Highland St, Milton, MA Property Records

Norfolk County and Milton Town property records for 44 addresses on Highland St, Milton, MA · Last verified October 2026

Highland St Highlights

Properties 68
Median Sale Price $1,850,000
Deeds and Mortgages on File 69
Median Price per Sqft $491
Owner Occupied 57%
Median Annual Tax Bill $14,397
Median Year Built 1978
Median Ownership Tenure 12 years

Properties on Highland St

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

40 Highland St

5 ba · 7,524 sqft · built 1973 · 7.46 acres

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

59 Highland St

8 bd · 6.5 ba · 10,924 sqft · built 1921 · 2 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,715,850Nov 2009 $30,1442025 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

75 Highland St

5 bd · 4 ba · 4,747 sqft · built 1928 · 1.06 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,270,500Apr 2014 $17,7042025 Amount on Record Mar 2001 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

85 Highland St

4 bd · 2 ba · 4,400 sqft · built 1991 · 1.11 acres

Last Sale Tax Bill Prior Sale Owner Records
$15,6372025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

100 Highland St

25 units · Built 1978 · 391 sq ft

Last Sale Median Tax Bill Median Sale    
$540,000Dec 2019 $6,7142025 $550,00025 units    

107 Highland St

3 bd · 1 ba · 1,326 sqft · built 1930 · 0.932 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,200,000Oct 2025 $6,4132025 Owner on Record Assessor + 2 DocumentsUpdated Apr 2026

110 Highland St

4 bd · 3.5 ba · 3,953 sqft · built 1870 · 1.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$865,000Jun 2014 $14,8932025 Amount on Record Sep 2000 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2026

111 Highland St

2 bd · 2.5 ba · 2,081 sqft · built 1968 · 4.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,200,000Oct 2025 $7,9972025 Owner on Record Assessor + 1 DocumentUpdated Apr 2026

120 Highland St

4 bd · 2.5 ba · 2,052 sqft · built 1960 · 0.459 acres

Last Sale Tax Bill Prior Sale Owner Records
$550,000Mar 2006 $10,9752025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

137 Highland St

6 bd · 6.5 ba · 8,131 sqft · built 1910 · 3.31 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,265,000Jun 2003 $57,7222025 Amount on Record Jun 1998 Owner on Record Owner Occupied AssessorUpdated Apr 2026

138 Highland St

4 bd · 3.5 ba · 2,457 sqft · built 1983 · 0.19 acres

Last Sale Tax Bill Prior Sale Owner Records
$833,500Apr 2020 $13,0942025 Amount on Record Sep 1999 2 Owners on Record Owner Occupied Assessor + 5 DocumentsUpdated Sep 2026

151 Highland St

4 bd · 3.5 ba · 3,793 sqft · built 1990 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,600,000Feb 2023 $19,1782025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

154 Highland St

4 bd · 2 ba · 1,906 sqft · built 1946 · 0.205 acres

Last Sale Tax Bill Prior Sale Owner Records
$472,300Aug 2003 $12,3182025 Amount on Record Oct 1996 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

164 Highland St

5 bd · 3.5 ba · 3,763 sqft · built 1926 · 0.408 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,850,000Aug 2025 $16,2832025 Amount on Record Jun 2014 2 Owners on Record Owner Occupied Assessor + 5 DocumentsUpdated Sep 2026

179 Highland St

5 bd · 6.5 ba · 8,947 sqft · built 1900 · 3.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$31,5832025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

186 Highland St

3 bd · 1.5 ba · 1,596 sqft · built 1938 · 0.209 acres

Last Sale Tax Bill Prior Sale Owner Records
$214,000Feb 1989 $10,7152025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

190 Highland St

3 bd · 1.5 ba · 1,475 sqft · built 1940 · 0.241 acres

Last Sale Tax Bill Prior Sale Owner Records
$459,000Dec 2008 $6,2972025 Amount on Record Sep 2005 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

195 Highland St

4 bd · 2.5 ba · 4,209 sqft · built 1978 · 0.918 acres

Last Sale Tax Bill Prior Sale Owner Records
—Apr 2015 $18,6872025 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

198 Highland St

3 bd · 3.5 ba · 3,187 sqft · built 1928 · 0.43 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,850,000May 2022 $18,9442025 Amount on Record Jun 2015 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2026

214 Highland St

3 bd · 4 ba · 2,924 sqft · built 1908 · 0.532 acres

Last Sale Tax Bill Prior Sale Owner Records
$855,000Jun 2007 $17,0532025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

222 Highland St

4 bd · 4 ba · 3,110 sqft · built 1878 · 0.978 acres

Last Sale Tax Bill Prior Sale Owner Records
$879,000Aug 2003 $15,0652025 Amount on Record Jan 2001 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

232 Highland St

3 bd · 3.5 ba · 3,563 sqft · built 1930 · 1.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$425,000Jan 1988 $15,4482025 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

241 Highland St

5 bd · 5.5 ba · 10,707 sqft · built 1985 · 19.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$40,0192025 Owner on Record AssessorUpdated Apr 2026

242 Highland St

4 bd · 4.5 ba · 3,797 sqft · built 1898 · 2.71 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,162,500Aug 2011 $18,1032025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

246 Highland St

5 bd · 3.5 ba · 4,019 sqft · built 1924 · 2.06 acres

Last Sale Tax Bill Prior Sale Owner Records
—Mar 2015 $19,2082025 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

268 Highland St

3 bd · 2.5 ba · 2,987 sqft · built 1938 · 1.39 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jun 2009 $15,8802025 Amount on Record May 2006 2 Owners on Record Owner Occupied AssessorUpdated Jun 2026

282 Highland St

3 bd · 2.5 ba · 3,565 sqft · built 2005 · 1.66 acres

Last Sale Tax Bill Prior Sale Owner Records
—Mar 2012 $16,5202025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

294 Highland St

5 bd · 3.5 ba · 4,500 sqft · built 1951 · 2.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,790,000Mar 2019 $24,8892025 —Nov 2015 Owner on Record Owner Occupied Assessor + 4 DocumentsUpdated Oct 2026

298 Highland St

5 bd · 6.5 ba · 5,314 sqft · built 2020 · 0.918 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,215,000Dec 2020 $32,7522025 Amount on Record Mar 2012 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Sep 2026

300 Highland St

4 bd · 6 ba · 7,719 sqft · built 1890 · 2.98 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,000,000Dec 2018 $31,5082025 2 Owners on Record Owner Occupied Assessor + 6 DocumentsUpdated Sep 2026

307 Highland St

5 bd · 2.5 ba · 2,972 sqft · built 1776 · 1.01 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,050,000Jun 2024 $12,9172025 —Nov 2004 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

320 Highland St

4 bd · 3.5 ba · 3,722 sqft · built 1851 · 1.18 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,615,000Jul 2018 $22,8542025 Amount on Record Jul 2005 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

324 Highland St

4 bd · 4.5 ba · 4,913 sqft · built 2007 · 0.92 acres

Last Sale Tax Bill Prior Sale Owner Records
$21,6622025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

341 Highland St

5 bd · 3.5 ba · 6,103 sqft · built 1900 · 7.56 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,305,734Jan 2017 $24,7712025 Amount on Record Jun 2016 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

349 Highland St

3 bd · 2 ba · 1,640 sqft · built 1916 · 1.04 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,6792025 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

357 Highland St

5 bd · 3.5 ba · 4,309 sqft · built 1890 · 0.918 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,840,000Jul 2021 $19,7262025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

371 Highland St

3 bd · 3.5 ba · 4,282 sqft · built 1890 · 1.11 acres

Last Sale Tax Bill Prior Sale Owner Records
$727,500Jul 2010 $18,3452025 Amount on Record Jun 1990 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

386 Highland St

3 bd · 3.5 ba · 3,572 sqft · built 2011 · 0.946 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,900,000Sep 2022 $19,3212025 Amount on Record Jun 2011 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

391 Highland St

5 bd · 4.5 ba · 3,853 sqft · built 2021 · 0.986 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,200,000May 2022 $34,4542025 —Jun 2008 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

403 Highland St

5 bd · 2.5 ba · 2,344 sqft · built 1925 · 0.684 acres

Last Sale Tax Bill Prior Sale Owner Records
$890,000Feb 2020 $11,1582025 —Aug 2004 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Sep 2026

407 Highland St

5 bd · 2.5 ba · 2,968 sqft · built 1880 · 1.43 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,785,000Feb 2026 $12,0232025 Amount on Record Oct 2008 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2026

410 Highland St

4 bd · 3.5 ba · 3,547 sqft · built 1991 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$750,000Jan 2003 $15,1932025 2 Owners on Record Owner Occupied AssessorUpdated Jun 2026

425 Highland St

3 bd · 3 ba · 2,604 sqft · built 1977 · 1.7 acres

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2010 $10,3022025 Amount on Record Jun 2010 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

435 Highland St

6 bd · 3.5 ba · 3,544 sqft · built 1878 · 1.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$560,000Nov 2001 $16,5672025 Amount on Record Feb 1999 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

Property Records in Nearby Streets