Middlesex County and Weston Town property records for 50 addresses on Highland St, Weston, MA · Last verified October 2026
| Properties | 50 |
|---|---|
| Median Sale Price | $3,147,500 |
| Deeds and Mortgages on File | 57 |
| Median Price per Sqft | $707 |
| Owner Occupied | 80% |
| Median Annual Tax Bill | $27,301 |
| Median Year Built | 1967 |
| Median Ownership Tenure | 13 years |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
6 Highland St |
9.15 acres | $1,270,000 Sep 2004 | $35 2026 | Assessor Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
7 Highland St |
3 bd · 2.5 ba · 2,082 sqft built 1929 · 0.286 acres | $1,525,000 May 2025 | $13,410 2026 | Assessor + 3 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
11 Highland St |
3 bd · 1.5 ba · 2,590 sqft built 1930 · 0.461 acres | $13,393 2026 | Assessor + 2 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
12 Highland St |
3 bd · 1.5 ba · 1,628 sqft built 1880 · 1 acre | $1,050,000 May 2025 | $10,357 2026 | Assessor + 2 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
13 Highland St |
4 bd · 2.5 ba · 1,908 sqft built 1904 · 0.25 acres | $825,000 Aug 2015 | $12,001 2026 | Assessor + 1 Document Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
15 Highland St |
3 bd · 2 ba · 2,726 sqft built 1939 · 0.53 acres | $11,101 2026 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
17 Highland St |
3 bd · 3 ba · 1,635 sqft built 1917 · 0.319 acres | $535,000 Feb 2011 | $10,451 2026 | Assessor Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
20 Highland St |
5 bd · 6 ba · 5,518 sqft built 1996 · 2.34 acres | $38,670 2026 | Assessor Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
64 Highland St |
3 bd · 2.5 ba · 5,328 sqft built 1870 · 0.164 acres | $3,500,000 Dec 2001 | $37,466 2026 | Assessor Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
80 Highland St |
4 bd · 9 ba · 9,222 sqft built 2011 · 2.74 acres | $7,500,000 Jan 2018 | $116,619 2026 | Assessor + 5 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
100 Highland St |
6 bd · 6 ba · 9,856 sqft built 2003 · 8.68 acres | — Apr 2004 | $122,682 2026 | Assessor Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
109 Highland St |
6 bd · 2 ba · 2,876 sqft built 1735 · 1.37 acres | $19,540 2025 | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
125 Highland St |
7 bd · 5.5 ba · 6,765 sqft built 1900 · 0.116 acres | — Aug 2008 | $37,446 2026 | Assessor Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
148 Highland St |
5 bd · 7 ba · 8,367 sqft built 2003 · 2.17 acres | $6,500,000 Jul 2025 | $71,110 2026 | Assessor + 2 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
150 Highland St |
1.08 acres | Assessor Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
156 Highland St |
5 bd · 5.5 ba · 7,258 sqft built 2002 · 2.67 acres | $4,200,000 Oct 2021 | $53,032 2026 | Assessor + 1 Document Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
162 Highland St |
6 bd · 6 ba · 7,699 sqft built 2001 · 2.96 acres | $4,700,000 Apr 2019 | $66,425 2026 | Assessor + 2 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
174 Highland St |
6 bd · 7.5 ba · 9,209 sqft built 2000 · 2.98 acres | $8,100,000 Feb 2026 | $83,225 2026 | Assessor + 2 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
180 Highland St |
5 bd · 8 ba · 8,086 sqft built 2005 · 2.99 acres | $6,600,000 Mar 2026 | $77,171 2026 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
198 Highland St |
4 bd · 5 ba · 5,150 sqft built 1974 · 2.5 acres | $3,147,500 Nov 2024 | $32,602 2026 | Assessor Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
208 Highland St |
4 bd · 3.5 ba · 3,746 sqft built 1976 · 3.04 acres | — Aug 2016 | $28,817 2026 | Assessor Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
215 Highland St |
6 bd · 6 ba · 6,373 sqft built 1993 · 1.4 acres | $3,100,000 Dec 2019 | $41,831 2026 | Assessor + 1 Document Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
216 Highland St |
4 bd · 4 ba · 3,226 sqft built 1975 · 1.83 acres | — Mar 2013 | $26,406 2026 | Assessor Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
223 Highland St |
5 bd · 4.5 ba · 4,914 sqft built 1956 · 0.19 acres | $1,955,000 Jul 2008 | $28,989 2026 | Assessor Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
224 Highland St |
5 bd · 8 ba · 6,181 sqft built 1976 · 2.32 acres | $645,000 May 1996 | $40,871 2026 | Assessor Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
230 Highland St |
3.23 acres | $2,850,000 Mar 2007 | $3 2026 | Assessor Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
237 Highland St |
5 bd · 6 ba · 5,206 sqft built 1992 · 3.4 acres | $425,000 Aug 1993 | $35,629 2026 | Assessor + 1 Document Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
240 Highland St |
4 bd · 3 ba · 2,614 sqft built 1959 · 3.64 acres | — Mar 2008 | $37,905 2026 | Assessor Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
253 Highland St |
4 bd · 4.5 ba · 4,800 sqft built 1985 · 3.35 acres | $2,100,000 Jul 2011 | $32,818 2026 | Assessor + 3 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
263 Highland St |
5 bd · 5.5 ba · 5,453 sqft built 1967 · 2.97 acres | $1,320,000 Jun 2012 | $38,227 2026 | Assessor + 3 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
266 Highland St |
6 bd · 7.5 ba · 6,105 sqft built 1988 · 2.19 acres | $3,325,000 Dec 2013 | $46,806 2026 | Assessor Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
294 Highland St |
3 bd · 2.5 ba · 2,766 sqft built 1934 · 0.978 acres | $1,190,000 Jul 2014 | $17,294 2026 | Assessor + 2 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
301 Highland St |
4 bd · 3.5 ba · 2,951 sqft built 1963 · 2.3 acres | $1,226,000 Jul 2003 | $17,285 2026 | Assessor Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
304 Highland St |
4 bd · 3.5 ba · 2,496 sqft built 1931 · 0.95 acres | $1,765,000 May 2025 | $17,980 2026 | Assessor + 2 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
316 Highland St |
4 bd · 3 ba · 3,058 sqft built 1931 · 1.1 acres | $585,000 Oct 1998 | $15,891 2026 | Assessor + 1 Document Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
326 Highland St |
4 bd · 3.5 ba · 3,386 sqft built 1931 · 1.49 acres | $2,100,000 Jan 2026 | $22,813 2026 | Assessor + 3 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
336 Highland St |
4 bd · 5.5 ba · 4,871 sqft built 1997 · 1.02 acres | $2,003,000 Apr 2006 | $32,246 2026 | Assessor + 1 Document Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
338 Highland St |
4 bd · 3.5 ba · 3,011 sqft built 1928 · 0.994 acres | $1,700,000 Feb 2023 | $19,111 2026 | Assessor + 5 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
345 Highland St |
4 bd · 3.5 ba · 4,272 sqft built 1961 · 1.37 acres | $1,250,000 Feb 2015 | $24,270 2026 | Assessor + 2 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
346 Highland St |
6 bd · 7.5 ba · 5,194 sqft built 2017 · 1.16 acres | $4,225,000 Apr 2021 | $47,563 2026 | Assessor + 2 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
355 Highland St |
5 bd · 6 ba · 5,651 sqft built 2023 · 1.43 acres | $935,000 Oct 2020 | $28,895 2026 | Assessor + 2 Documents Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
360 Highland St |
5 bd · 3.5 ba · 4,988 sqft built 1994 · 1.49 acres | $330,000 Nov 1993 | $25,202 2026 | Assessor Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
365 Highland St |
3 bd · 2.5 ba · 1,744 sqft built 1960 · 2.13 acres | $420,000 Jun 1994 | $12,363 2026 | Assessor Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
368 Highland St |
5 bd · 5.5 ba · 3,671 sqft built 1904 · 6.36 acres | $660,000 Aug 1993 | $27,301 2026 | Assessor Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
375 Highland St |
5 bd · 5 ba · 3,834 sqft built 2006 · 2.88 acres | $1,600,000 Nov 2009 | $26,158 2026 | Assessor + 2 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
385 Highland St |
5 bd · 3.5 ba · 4,175 sqft built 1961 · 2.09 acres | $1,500,000 Aug 2020 | $20,070 2026 | Assessor + 3 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
390 Highland St |
3 bd · 2 ba · 1,625 sqft built 1927 · 1.36 acres | $7,750,000 Apr 2021 | $52 2026 | Assessor + 1 Document Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
400 Highland St |
1.38 acres | $1,170,000 Jul 2010 | $5 2026 | Assessor Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
405 Highland St |
5 bd · 4.5 ba · 3,206 sqft built 1950 · 1.3 acres | — Oct 2018 | $14,479 2026 | Assessor + 1 Document Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
412 Highland St |
1 bd · 1 ba · 2,502 sqft built 2010 · 1.37 acres | $5,000,000 Jan 2010 | $142,785 2026 | Assessor Updated Oct 2026 | Owner on File |