Simon Dr, Milford, MA Property Records

Worcester County and Milford Town property records for 12 addresses on Simon Dr, Milford, MA · Last verified June 2026

Simon Dr Highlights

Properties 12
Median Sale Price $405,000
Deeds and Mortgages on File 13
Median Price per Sqft $229
Owner Occupied 92%
Median Annual Tax Bill $6,976
Median Year Built 1978
Median Ownership Tenure 23 years

Properties on Simon Dr

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

2 Simon Dr

4 bd · 2.5 ba · 2,104 sqft · 0.419 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$602,000Apr 2022 $6,9762025 Amount on Record Mar 1988 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

3 Simon Dr

4 bd · 2.5 ba · 1,976 sqft · 0.434 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$363,000Sep 2003 $6,7972025 Amount on Record Aug 2001 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

5 Simon Dr

4 bd · 2.5 ba · 2,874 sqft · 0.791 acres

Last Sale Tax Bill Prior Sale Owner Records
$675,000Jan 2021 $8,2012025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

9 Simon Dr

4 bd · 2.5 ba · 1,944 sqft · 0.36 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$6,8842025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

10 Simon Dr

4 bd · 2.5 ba · 2,200 sqft · 0.481 acres

Last Sale Tax Bill Prior Sale Owner Records
$250,000Nov 2011 $7,2412025 Amount on Record Apr 2011 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

11 Simon Dr

4 bd · 2.5 ba · 1,944 sqft · 0.371 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$167,500May 1992 $6,9762025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

13 Simon Dr

4 bd · 3.5 ba · 2,500 sqft · 0.382 acres

Last Sale Tax Bill Prior Sale Owner Records
$159,900May 1994 $8,0242025 Amount on Record Sep 1993 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

15 Simon Dr

4 bd · 2.5 ba · 2,088 sqft · 0.452 acres

Last Sale Tax Bill Prior Sale Owner Records
$175,100May 1994 $7,2542025 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

17 Simon Dr

4 bd · 2.5 ba · 1,942 sqft · 0.836 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$585,000Aug 2022 $7,3412025 Amount on Record Mar 1987 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

19 Simon Dr

4 bd · 1.5 ba · 1,764 sqft · 0.731 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$405,000Jun 2020 $6,4052025 Amount on Record Jun 1982 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

21 Simon Dr

4 bd · 1.5 ba · 1,800 sqft · 0.424 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$171,000Aug 1986 $5,7662025 2 Names on Record AssessorUpdated Apr 2026

23 Simon Dr

4 bd · 1.5 ba · 2,184 sqft · 0.346 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$167,000Jul 1998 $6,8842025 Amount on Record Jun 1993 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

Property Records in Nearby Streets