Norfolk County and Brookline Town property records for 15 addresses on Hilltop Rd, Chestnut Hill, MA · Last verified October 2026
| Properties | 15 |
|---|---|
| Median Sale Price | $2,375,000 |
| Deeds and Mortgages on File | 19 |
| Median Price per Sqft | $547 |
| Owner Occupied | 100% |
| Median Annual Tax Bill | $30,468 |
| Median Year Built | 1938 |
| Median Ownership Tenure | 14 years |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3 Hilltop Rd |
5 bd · 3.5 ba · 3,285 sqft built 1940 · 0.325 acres | — Jul 2016 | $26,717 2026 | Assessor + 1 Document Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
11 Hilltop Rd |
4 bd · 3.5 ba · 2,760 sqft built 1937 · 0.339 acres | — Aug 2018 | $25,418 2026 | Assessor + 1 Document Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
20 Hilltop Rd |
4 bd · 3.5 ba · 2,802 sqft built 1925 · 0.342 acres | $2,400,000 Jul 2021 | $23,795 2025 | Assessor + 2 Documents Updated Sep 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
29 Hilltop Rd |
3 bd · 3.5 ba · 4,658 sqft built 1935 · 0.627 acres | $985,000 Oct 1999 | $40,893 2025 | Assessor Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
30 Hilltop Rd |
3 bd · 2.5 ba · 2,674 sqft built 1938 · 0.268 acres | $570,000 Oct 1994 | $24,918 2025 | Assessor Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
37 Hilltop Rd |
5 bd · 6.5 ba · 4,289 sqft built 1940 · 0.3 acres | $3,725,000 Apr 2018 | $41,571 2026 | Assessor + 6 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
42 Hilltop Rd |
5 bd · 3.5 ba · 2,595 sqft built 1938 · 0.341 acres | $66,000 Sep 1972 | $20,386 2025 | Assessor Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
47 Hilltop Rd |
5 bd · 3.5 ba · 3,278 sqft built 1940 · 0.354 acres | $1,750,000 Jul 2013 | $27,691 2026 | Assessor Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
53 Hilltop Rd |
4 bd · 4 ba · 3,335 sqft built 1940 · 0.41 acres | $421,000 Jul 1994 | $30,468 2026 | Assessor Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
54 Hilltop Rd |
5 bd · 4.5 ba · 4,631 sqft built 1984 · 0.376 acres | $1,700,000 Jun 2012 | $31,360 2025 | Assessor + 3 Documents Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
59 Hilltop Rd |
6 bd · 4.5 ba · 3,980 sqft built 1936 · 0.749 acres | $32,936 2026 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
65 Hilltop Rd |
5 bd · 4 ba · 3,367 sqft built 1930 · 0.368 acres | $2,375,000 Jul 2006 | $33,652 2026 | Assessor Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
74 Hilltop Rd |
5 bd · 4.5 ba · 3,271 sqft built 1938 · 0.298 acres | $1,621,000 Apr 2005 | $25,359 2025 | Assessor Updated Jul 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
75 Hilltop Rd |
5 bd · 5.5 ba · 4,024 sqft built 1940 · 0.494 acres | $660,000 Mar 1999 | $34,599 2026 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
85 Hilltop Rd |
6 bd · 6 ba · 4,728 sqft built 1955 · 0.436 acres | $2,587,500 May 2016 | $38,683 2026 | Assessor + 4 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |