Hilltop Dr, Sterling, MA Property Records

Worcester County and Sterling Town property records for 13 addresses on Hilltop Dr, Sterling, MA · Last verified August 2026

Hilltop Dr Highlights

Properties 13
Median Sale Price $320,000
Deeds and Mortgages on File 19
Median Price per Sqft $322
Owner Occupied 92%
Median Annual Tax Bill $4,802
Median Year Built 1956
Median Ownership Tenure 6 years

Properties on Hilltop Dr

Owner names and prior sale amounts shown locked below are available instantly with a free trial.

1 Hilltop Dr

3 bd · 1.5 ba · 1,344 sqft · built 1955 · 0.434 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,4682025 Owner on Record Owner Occupied AssessorUpdated Jul 2026

2 Hilltop Dr

3 bd · 1 ba · 1,180 sqft · built 1956 · 0.358 acres

Last Sale Tax Bill Prior Sale Owner Records
$380,000Jan 2021 $5,0812025 Amount on Record Aug 1982 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

3 Hilltop Dr

2 bd · 1 ba · 1,248 sqft · built 1955 · 0.387 acres

Last Sale Tax Bill Prior Sale Owner Records
$475,000May 2023 $4,4322025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

4 Hilltop Dr

3 bd · 1 ba · 960 sqft · built 1955 · 0.358 acres

Last Sale Tax Bill Prior Sale Owner Records
$250,000Apr 2025 $4,1072025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

5 Hilltop Dr

2 bd · 1 ba · 960 sqft · built 1956 · 0.407 acres

Last Sale Tax Bill Prior Sale Owner Records
$213,750Jul 2017 $4,8022025 —Mar 2008 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

6 Hilltop Dr

3 bd · 2 ba · 992 sqft · built 1956 · 0.358 acres

Last Sale Tax Bill Prior Sale Owner Records
$320,000Jan 2020 $5,3092025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

7 Hilltop Dr

3 bd · 1 ba · 1,200 sqft · built 1956 · 0.404 acres

Last Sale Tax Bill Prior Sale Owner Records
$115,500Jul 1995 $4,5132025 Owner on Record Owner Occupied AssessorUpdated Jul 2026

8 Hilltop Dr

3 bd · 1.5 ba · 1,544 sqft · built 1956 · 0.358 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,0552025 Owner on Record Owner Occupied AssessorUpdated Jul 2026

9 Hilltop Dr

3 bd · 1 ba · 1,284 sqft · built 1957 · 0.452 acres

Last Sale Tax Bill Prior Sale Owner Records
$285,000Sep 2018 $5,3412025 Amount on Record Feb 2009 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

10 Hilltop Dr

3 bd · 1 ba · 1,248 sqft · built 1960 · 0.358 acres

Last Sale Tax Bill Prior Sale Owner Records
$100,000Apr 2017 $4,6032025 —Jun 2015 Owner on Record AssessorUpdated Jul 2026

11 Hilltop Dr

3 bd · 1.5 ba · 960 sqft · built 1956 · 0.399 acres

Last Sale Tax Bill Prior Sale Owner Records
$475,000Apr 2024 $4,1872025 Amount on Record — 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Aug 2026

12 Hilltop Dr

4 bd · 2 ba · 1,638 sqft · built 1958 · 0.418 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,0322025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

14 Hilltop Dr

3 bd · 1.5 ba · 1,300 sqft · built 1961 · 0.459 acres

Last Sale Tax Bill Prior Sale Owner Records
$257,500May 2010 $5,0442025 Amount on Record May 2004 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

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