Middlesex County and Ashland Town property records for 69 addresses on Pleasant St, Ashland, MA · Last verified October 2026
| Properties | 69 |
|---|---|
| Median Sale Price | $590,000 |
| Deeds and Mortgages on File | 86 |
| Median Price per Sqft | $258 |
| Owner Occupied | 51% |
| Median Annual Tax Bill | $6,755 |
| Median Year Built | 1920 |
| Median Ownership Tenure | 12 years |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
15 Pleasant St |
3 bd · 3 ba · 2,000 sqft built 1958 · 0.269 acres | $438,000 Dec 2017 | $7,850 2025 | Assessor + 1 Document Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
19 Pleasant St |
4 bd · 2 ba · 1,656 sqft built 1940 · 0.5 acres | $378,000 Jan 2019 | $6,940 2025 | Assessor + 4 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
20 Pleasant St |
6 bd · 2.5 ba · 3,564 sqft built 1890 · 0.53 acres | $309,900 Sep 2000 | $8,842 2025 | Assessor + 2 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22 Pleasant St |
4 bd · 2 ba · 2,809 sqft built 1890 · 0.18 acres | $7,117 2025 | Assessor Updated Apr 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
23 Pleasant St |
2 bd · 1 ba · 1,008 sqft built 1935 · 0.13 acres | $400,000 Jun 2021 | $5,758 2025 | Assessor + 3 Documents Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
24 Pleasant St |
4 bd · 3 ba · 3,030 sqft built 1995 · 0.189 acres | $352,000 Jan 2010 | $9,563 2025 | Assessor Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
27 Pleasant St |
2 bd · 1 ba · 998 sqft built 1935 · 0.13 acres | $482,000 Mar 2025 | $5,551 2025 | Assessor + 3 Documents Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
29, #31 Pleasant St |
5 bd · 2 ba · 2,016 sqft built 1940 · 0.4 acres | $146,500 Nov 1985 | $7,022 2025 | Assessor Updated Apr 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
30, #32 Pleasant St |
4 bd · 3 ba · 3,534 sqft built 1880 · 0.389 acres | $160,000 Nov 1986 | $9,063 2025 | Assessor + 2 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
47, #49 Pleasant St |
4 bd · 3 ba · 2,656 sqft built 1900 · 0.25 acres | $160,000 Apr 1999 | $7,313 2025 | Assessor Updated Apr 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
59 Pleasant St |
2 bd · 1 ba · 1,068 sqft built 1980 · 0.189 acres | $87,000 Oct 2011 | $3,774 2025 | Assessor Updated Jul 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
60 Pleasant St |
66,695 sqft 4.16 acres | $1,900,000 Mar 2014 | $60,245 2025 | Assessor + 4 Documents Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
61 Pleasant St |
2 bd · 1 ba · 1,068 sqft built 1980 · 0.195 acres | $90,000 Nov 2011 | $3,774 2025 | Assessor Updated Jul 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
63, #67 Pleasant St |
7 bd · 3 ba · 3,078 sqft built 1900 · 0.239 acres | $280,100 Mar 2013 | $8,410 2025 | Assessor Updated Oct 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
71 Pleasant St |
8 bd · 4 ba · 3,832 sqft built 1900 · 0.35 acres | $990,000 Oct 2024 | $7,883 2025 | Assessor Updated Jul 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
83, #85 Pleasant St |
5 bd · 3 ba · 3,240 sqft built 1880 · 0.489 acres | $370,000 Dec 2016 | $8,209 2025 | Assessor + 3 Documents Updated Sep 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
89, #91 Pleasant St |
4 bd · 2.5 ba · 2,688 sqft built 1984 · 0.489 acres | $311,790 Oct 2008 | $9,669 2025 | Assessor + 2 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
90, #A Pleasant St |
1 bd · 1 ba · 640 sqft built 1920 · 0.145 acres | — Jul 2012 | $2,121 2025 | Assessor Updated Jul 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
90, #B Pleasant St |
3 bd · 1 ba · 1,321 sqft built 1920 · 0.145 acres | — Jul 2012 | $3,402 2025 | Assessor Updated Jul 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
92, #A Pleasant St |
1 bd · 1 ba · 653 sqft built 1920 · 0.145 acres | $121,000 May 2014 | $2,168 2025 | Assessor Updated Jul 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
92, #B Pleasant St |
2 bd · 1 ba · 1,009 sqft built 1920 · 0.145 acres | — Jul 2012 | $2,526 2025 | Assessor Updated Jul 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
94, #96 Pleasant St |
4 bd · 2.5 ba · 2,286 sqft built 1935 · 0.139 acres | $353,177 Oct 2022 | $7,206 2025 | Assessor + 6 Documents Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
95, #97 Pleasant St |
6 bd · 3 ba · 3,184 sqft built 1900 · 1.2 acres | $150,000 Oct 1992 | $9,747 2025 | Assessor + 1 Document Updated Sep 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
98, #100 Pleasant St |
6 bd · 3 ba · 3,124 sqft built 1940 · 0.239 acres | $431,000 Jul 2018 | $8,385 2025 | Assessor + 3 Documents Updated Apr 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
99 Pleasant St |
3 bd · 1.5 ba · 1,527 sqft built 1850 · 0.31 acres | $6,735 2025 | Assessor Updated Aug 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
102 Pleasant St |
3 bd · 1 ba · 1,258 sqft built 1945 · 0.21 acres | $6,027 2025 | Assessor Updated Jul 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
103, #105 Pleasant St |
6 bd · 2 ba · 3,016 sqft built 1900 · 0.369 acres | $142,500 Apr 1989 | $7,825 2025 | Assessor + 1 Document Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
106, #108 Pleasant St |
5 bd · 2 ba · 2,164 sqft built 1935 · 0.369 acres | $6,565 2025 | Assessor + 2 Documents Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
110 Pleasant St |
3 bd · 1.5 ba · 1,084 sqft built 1987 · 0.322 acres | $210,000 Jan 2014 | $4,509 2025 | Assessor Updated Jul 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
111, #113 Pleasant St |
3,361 sqft built 1900 · 0.389 acres | $7,691 2025 | Assessor Updated Oct 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
112 Pleasant St |
3 bd · 1.5 ba · 1,084 sqft built 1987 · 0.322 acres | $265,000 Sep 2015 | $4,573 2025 | Assessor Updated Jul 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
116, #118 Pleasant St |
5 bd · 2 ba · 2,680 sqft built 1945 · 0.339 acres | — Sep 2015 | $7,976 2025 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
119, #121 Pleasant St |
3 bd · 2 ba · 1,860 sqft built 1900 · 0.169 acres | $485,000 Dec 2020 | $6,740 2025 | Assessor + 2 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
125, #129 Pleasant St |
6 bd · 3 ba · 3,682 sqft built 1900 · 0.189 acres | — Mar 2014 | $9,622 2025 | Assessor + 1 Document Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
128 Pleasant St |
4 bd · 2.5 ba · 1,559 sqft built 1920 · 0.169 acres | $243,000 Sep 2001 | $6,274 2025 | Assessor + 4 Documents Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
135, #137 Pleasant St |
7 bd · 3 ba · 3,100 sqft built 1900 · 0.2 acres | $760,000 Apr 2022 | $9,520 2025 | Assessor + 3 Documents Updated Oct 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
136 Pleasant St |
4 bd · 1 ba · 1,001 sqft built 1930 · 0.16 acres | $127,000 Dec 1997 | $5,287 2025 | Assessor Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
143, #145 Pleasant St |
6 bd · 2 ba · 2,208 sqft built 1900 · 0.189 acres | $249,000 Dec 2020 | $6,523 2025 | Assessor + 6 Documents Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
146, #148 Pleasant St |
18,160 sqft built 1972 · 2.5 acres | $536,580 Dec 2003 | $14,467 2025 | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
153 Pleasant St |
4 bd · 2.5 ba · 2,105 sqft built 1920 · 0.48 acres | $440,000 Jul 2017 | $7,284 2025 | Assessor + 2 Documents Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
167, #169 Pleasant St |
0.589 acres | $450,000 Aug 2005 | $9,432 2025 | Assessor + 1 Document Updated Jul 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
179, #181 Pleasant St |
4 bd · 2 ba · 2,264 sqft built 1920 · 0.28 acres | $6,755 2025 | Assessor Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
180 Pleasant St |
0.369 acres | $1,275,000 Sep 2021 | $3,707 2025 | Assessor + 2 Documents Updated Apr 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
190 Pleasant St |
7,020 sqft built 1983 · 1.06 acres | $1,275,000 Sep 2021 | $12,032 2025 | Assessor + 2 Documents Updated Apr 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
191 Pleasant St |
3 bd · 1.5 ba · 950 sqft built 1920 · 0.36 acres | $5,612 2025 | Assessor Updated Jul 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
197 Pleasant St |
3 bd · 2.5 ba · 1,953 sqft built 1920 · 0.35 acres | $327,000 Sep 2017 | $6,749 2025 | Assessor + 2 Documents Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
200 Pleasant St |
8,720 sqft built 1983 · 0.989 acres | $1,470,000 Mar 2023 | $15,569 2025 | Assessor + 1 Document Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
203 Pleasant St |
3 bd · 1.5 ba · 871 sqft built 1920 · 0.369 acres | $130,000 May 2013 | $5,602 2025 | Assessor Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
211 Pleasant St |
2 bd · 1.5 ba · 1,302 sqft built 1920 · 0.36 acres | $350,000 Jul 2023 | $6,626 2025 | Assessor + 2 Documents Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
217 Pleasant St |
3 bd · 1.5 ba · 1,238 sqft built 1920 · 0.369 acres | $295,000 Jan 2020 | $6,147 2025 | Assessor + 1 Document Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
225 Pleasant St |
3 bd · 1 ba · 2,323 sqft built 1920 · 0.36 acres | $142,500 Jun 2000 | $7,479 2025 | Assessor + 2 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
237 Pleasant St |
3 bd · 1 ba · 1,544 sqft built 1920 · 0.413 acres | $590,000 Jan 2025 | $6,513 2025 | Assessor + 3 Documents Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
240 Pleasant St |
0.88 acres | Assessor Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
243 Pleasant St |
3 bd · 2 ba · 1,214 sqft built 1920 · 0.41 acres | $620,000 Apr 2024 | $5,845 2025 | Assessor + 6 Documents Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
251 Pleasant St |
3 bd · 1 ba · 1,411 sqft built 1920 · 0.41 acres | $85,000 Jul 1994 | $6,128 2025 | Assessor + 1 Document Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
259 Pleasant St |
3 bd · 1 ba · 984 sqft built 1985 · 0.41 acres | $141,975 Jul 2000 | $6,487 2025 | Assessor Updated Jul 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
260 Pleasant St |
1 acre | Assessor Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
265 Pleasant St |
2 bd · 1 ba · 950 sqft built 1920 · 0.389 acres | $535,000 Oct 2025 | $5,672 2025 | Assessor + 3 Documents Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
273 Pleasant St |
3 bd · 2 ba · 998 sqft built 1920 · 0.45 acres | $5,928 2025 | Assessor Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
280 Pleasant St |
4 bd · 2.5 ba · 15,000 sqft built 1980 · 2 acres | $366,650 Nov 1991 | Assessor Updated Sep 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
281 Pleasant St |
2 bd · 2 ba · 1,251 sqft built 1946 · 0.6 acres | $6,370 2025 | Assessor + 2 Documents Updated Jul 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
285 Pleasant St |
3 bd · 4 ba · 1,460 sqft built 1957 · 0.71 acres | $37,500 Jul 1977 | $7,774 2025 | Assessor Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
311 Pleasant St |
1.9 acres | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
329 Pleasant St |
3 bd · 2.5 ba · 1,714 sqft built 1945 · 0.28 acres | $180,000 Sep 2016 | $8,147 2025 | Assessor Updated Sep 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
330 Pleasant St |
5 bd · 2.5 ba · 3,280 sqft built 2003 · 0.419 acres | $399,000 Apr 2013 | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
333 Pleasant St |
0.33 acres | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
350 Pleasant St |
4 bd · 2.5 ba · 27,000 sqft built 2016 · 0.9 acres | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
360 Pleasant St |
0.719 acres | $3,382 2026 | Assessor Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
366 Pleasant St |
7,292 sqft 1.8 acres | $1,600,000 Jan 2026 | $7,750 2025 | Assessor + 2 Documents Updated Jul 2026 | Owner on File |