Worcester County and Southbridge Town City property records for 21 addresses on Roosevelt Dr, Southbridge, MA · Last verified October 2026
| Properties | 21 |
|---|---|
| Median Sale Price | $280,000 |
| Deeds and Mortgages on File | 37 |
| Median Price per Sqft | $241 |
| Owner Occupied | 90% |
| Median Annual Tax Bill | $4,317 |
| Median Year Built | 1955 |
| Median Ownership Tenure | 7 years |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5 Roosevelt Dr |
3 bd · 2.5 ba · 1,537 sqft built 1958 · 0.269 acres | $52,500 Oct 1983 | $4,537 2025 | Assessor + 1 Document Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
15 Roosevelt Dr |
1 bd · 1 ba · 700 sqft built 1957 · 0.21 acres | $54,000 Nov 2008 | $3,702 2025 | Assessor Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
16 Roosevelt Dr |
3 bd · 2 ba · 1,008 sqft built 1997 · 0.219 acres | $174,000 Aug 2003 | $4,514 2025 | Assessor Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
21 Roosevelt Dr |
3 bd · 1 ba · 1,344 sqft built 1957 · 0.33 acres | $108,000 Nov 2003 | $4,803 2025 | Assessor + 1 Document Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
26 Roosevelt Dr |
3 bd · 1 ba · 1,152 sqft built 1952 · 0.21 acres | $380,000 May 2026 | $3,992 2025 | Assessor + 4 Documents Updated Jul 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
27 Roosevelt Dr |
2 bd · 2 ba · 1,432 sqft built 1958 · 0.289 acres | $210,000 Sep 2020 | $4,317 2025 | Assessor + 2 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
32 Roosevelt Dr |
4 bd · 2 ba · 1,304 sqft built 1954 · 0.739 acres | $315,000 Mar 2021 | $4,760 2025 | Assessor + 3 Documents Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
33 Roosevelt Dr |
3 bd · 1 ba · 1,025 sqft built 1952 · 0.289 acres | $140,900 Nov 2014 | $4,084 2025 | Assessor + 2 Documents Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
36 Roosevelt Dr |
3 bd · 1 ba · 864 sqft built 1954 · 0.7 acres | $280,000 Oct 2022 | $4,389 2025 | Assessor + 2 Documents Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
41 Roosevelt Dr |
3 bd · 1 ba · 1,080 sqft built 1954 · 0.26 acres | $157,000 Feb 2021 | $3,379 2025 | Assessor + 3 Documents Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
44 Roosevelt Dr |
2 bd · 1 ba · 1,488 sqft built 1953 · 0.539 acres | $142,900 Feb 2009 | $4,559 2025 | Assessor + 2 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
47 Roosevelt Dr |
2 bd · 1 ba · 800 sqft built 1954 · 0.289 acres | $4,029 2025 | Assessor Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
50 Roosevelt Dr |
3 bd · 1 ba · 908 sqft built 1956 · 0.439 acres | $380,000 Aug 2026 | $3,857 2025 | Assessor + 2 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
55 Roosevelt Dr |
3 bd · 1 ba · 1,096 sqft built 1956 · 0.289 acres | $196,500 Jul 2019 | $3,813 2025 | Assessor + 1 Document Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
56 Roosevelt Dr |
3 bd · 2 ba · 1,332 sqft built 1955 · 0.439 acres | $107,000 Jul 1988 | $4,344 2025 | Assessor + 2 Documents Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
63 Roosevelt Dr |
4 bd · 1.5 ba · 1,348 sqft built 1955 · 0.289 acres | — Sep 2025 | $4,401 2025 | Assessor + 2 Documents Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
64 Roosevelt Dr |
3 bd · 2.5 ba · 1,421 sqft built 1969 · 0.3 acres | $99,900 Apr 1995 | $4,344 2025 | Assessor + 1 Document Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
68 Roosevelt Dr |
0.1 acres | Assessor Updated Apr 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
71 Roosevelt Dr |
2 bd · 1 ba · 1,040 sqft built 1957 · 0.289 acres | $225,000 Aug 2020 | $4,103 2025 | Assessor + 1 Document Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
79 Roosevelt Dr |
3 bd · 2.5 ba · 944 sqft built 1955 · 0.289 acres | $232,000 Jul 2019 | $4,244 2025 | Assessor + 6 Documents Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
80 Roosevelt Dr |
3 bd · 1 ba · 1,005 sqft built 1955 · 0.669 acres | $38,000 Dec 1987 | $4,046 2025 | Assessor + 2 Documents Updated Jul 2026 | 2 Owners on File |