Worcester County and Milford Town property records for 25 addresses on Simmons Dr, Milford, MA · Last verified October 2026
| Properties | 25 |
|---|---|
| Median Sale Price | $370,000 |
| Deeds and Mortgages on File | 37 |
| Median Price per Sqft | $238 |
| Owner Occupied | 92% |
| Median Annual Tax Bill | $5,957 |
| Median Year Built | 1968 |
| Median Ownership Tenure | 15 years |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
2 Simmons Dr |
3 bd · 1.5 ba · 1,536 sqft built 1969 · 0.257 acres | $5,774 2025 | Assessor + 1 Document Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3 Simmons Dr |
3 bd · 1.5 ba · 1,926 sqft built 1968 · 0.287 acres | $285,000 Mar 2003 | $6,090 2025 | Assessor + 2 Documents Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
4 Simmons Dr |
2 bd · 1.5 ba · 1,830 sqft built 1968 · 0.275 acres | $260,000 Jun 2016 | $5,108 2025 | Assessor + 5 Documents Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5 Simmons Dr |
3 bd · 1.5 ba · 1,614 sqft built 1968 · 0.275 acres | $246,000 Aug 2011 | $5,944 2025 | Assessor + 2 Documents Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
6 Simmons Dr |
4 bd · 2 ba · 2,316 sqft built 1968 · 0.275 acres | $6,668 2025 | Assessor Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
7 Simmons Dr |
5 bd · 2 ba · 2,052 sqft built 1968 · 0.275 acres | $350,000 Jun 2020 | $5,489 2025 | Assessor + 3 Documents Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
8 Simmons Dr |
3 bd · 1 ba · 990 sqft built 1968 · 0.275 acres | $5,184 2025 | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
9 Simmons Dr |
3 bd · 2 ba · 1,326 sqft built 1968 · 0.275 acres | $300,000 Nov 2015 | $6,021 2025 | Assessor Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
10 Simmons Dr |
3 bd · 1 ba · 1,056 sqft built 1968 · 0.275 acres | $123,900 Jul 1993 | $4,803 2025 | Assessor Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
11 Simmons Dr |
3 bd · 2.5 ba · 1,878 sqft built 1968 · 0.275 acres | $6,214 2025 | Assessor + 1 Document Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
12 Simmons Dr |
3 bd · 2 ba · 990 sqft built 1968 · 0.275 acres | $370,000 Dec 2018 | $6,272 2025 | Assessor + 3 Documents Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
13 Simmons Dr |
4 bd · 2 ba · 1,717 sqft built 1968 · 0.275 acres | $410,000 Jun 2020 | $5,957 2025 | Assessor + 1 Document Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
14 Simmons Dr |
3 bd · 2.5 ba · 2,242 sqft built 1968 · 0.275 acres | $585,000 Apr 2024 | $6,486 2025 | Assessor + 3 Documents Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
15 Simmons Dr |
3 bd · 1 ba · 1,470 sqft built 1968 · 0.275 acres | $4,881 2025 | Assessor + 1 Document Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
16 Simmons Dr |
3 bd · 1.5 ba · 1,086 sqft built 1968 · 0.275 acres | $68,500 Jul 1983 | $5,192 2025 | Assessor + 4 Documents Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
17 Simmons Dr |
4 bd · 2.5 ba · 1,692 sqft built 1968 · 0.275 acres | $204,000 Jun 1988 | $6,097 2025 | Assessor + 1 Document Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
18 Simmons Dr |
3 bd · 1.5 ba · 1,560 sqft built 1970 · 0.29 acres | $145,000 May 1995 | $4,419 2025 | Assessor + 1 Document Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
19 Simmons Dr |
3 bd · 1.5 ba · 1,887 sqft built 1968 · 0.275 acres | $217,000 Oct 2011 | $5,844 2025 | Assessor + 2 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
20 Simmons Dr |
4 bd · 2.5 ba · 1,786 sqft built 1968 · 0.328 acres | $569,000 Mar 2024 | $6,461 2025 | Assessor + 5 Documents Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
21 Simmons Dr |
3 bd · 3.5 ba · 1,990 sqft built 1968 · 0.275 acres | $5,408 2025 | Assessor Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22 Simmons Dr |
4 bd · 2.5 ba · 1,692 sqft built 1968 · 0.399 acres | $76,000 Aug 1983 | $5,435 2025 | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
23 Simmons Dr |
4 bd · 2.5 ba · 2,106 sqft built 1968 · 0.271 acres | $203,459 May 1999 | $6,538 2025 | Assessor Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
24 Simmons Dr |
3 bd · 1.5 ba · 1,898 sqft built 1968 · 0.289 acres | $166,000 Jun 1999 | $5,976 2025 | Assessor + 1 Document Updated Apr 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
25 Simmons Dr |
3 bd · 2 ba · 1,933 sqft built 1968 · 0.288 acres | $73,500 Oct 1983 | $6,449 2025 | Assessor Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
26 Simmons Dr |
3 bd · 1.5 ba · 1,932 sqft built 1968 · 0.325 acres | $6,072 2025 | Assessor + 1 Document Updated Apr 2026 | 2 Owners on File Owner Occupied |