Chiltern Hill Dr, Worcester, MA Property Records

Worcester County and Worcester City property records for 19 addresses on Chiltern Hill Dr, Worcester, MA · Last verified July 2026

Chiltern Hill Dr Highlights

Properties 19
Median Sale Price $499,000
Deeds and Mortgages on File 29
Median Price per Sqft $211
Owner Occupied 89%
Median Annual Tax Bill $7,100
Median Year Built 1948
Median Ownership Tenure 14 years

Properties on Chiltern Hill Dr

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

1 Chiltern Hill Dr

4 bd · 3 ba · 2,322 sqft · 0.321 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Nov 2012 $7,5642025 Amount on Record Jan 1996 2 Names on Record AssessorUpdated Jul 2026

2 Chiltern Hill Dr

4 bd · 3.5 ba · 2,409 sqft · 0.313 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$560,000Jun 2017 $7,1152025 Amount on Record Aug 2013 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

5 Chiltern Hill Dr

3 bd · 1.5 ba · 1,699 sqft · 0.32 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$360,000Jun 2019 $5,9212025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

6 Chiltern Hill Dr

5 bd · 4.5 ba · 3,443 sqft · 0.42 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$560,000Jun 2017 $7,8942025 —Sep 2012 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

9 Chiltern Hill Dr

5 bd · 3.5 ba · 2,684 sqft · 0.852 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$499,000Jan 2019 $8,2892025 Amount on Record Jun 1987 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

10 Chiltern Hill Dr

4 bd · 2.5 ba · 1,908 sqft · 0.437 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$310,000Sep 2002 $5,9162025 Amount on Record Nov 1995 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

14 Chiltern Hill Dr

4 bd · 2.5 ba · 2,264 sqft · 0.372 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$250,000Mar 2002 $6,8902025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

15 Chiltern Hill Dr

5 bd · 3.5 ba · 2,205 sqft · 0.924 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$204,000Aug 1994 $7,9922025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

17 Chiltern Hill Dr

3 bd · 2 ba · 2,298 sqft · 0.757 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$485,000Jul 2021 $7,1002025 Amount on Record Jan 1995 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

18 Chiltern Hill Dr

4 bd · 3 ba · 1,030 sqft · 0.348 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$322,500May 2005 $4,9252025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

21 Chiltern Hill Dr

3 bd · 2 ba · 2,354 sqft · 0.998 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$300,000Jun 2008 $7,5882025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

22 Chiltern Hill Dr

3 bd · 2.5 ba · 1,977 sqft · 0.382 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$585,000Oct 2023 $7,0182025 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

23 Chiltern Hill Dr

3 bd · 2.5 ba · 1,404 sqft · 0.66 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$245,500Oct 2017 $5,6122025 Amount on Record Jul 1992 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

25 Chiltern Hill Dr

3 bd · 2 ba · 2,138 sqft · 0.625 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$365,000Aug 2005 $7,5532025 Amount on Record Oct 2001 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

26 Chiltern Hill Dr

4 bd · 3 ba · 2,381 sqft · 0.422 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$237,000Feb 1989 $6,7952025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

29 Chiltern Hill Dr

4 bd · 2.5 ba · 2,084 sqft · 0.594 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$325,000Jun 2004 $7,6652025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

30 Chiltern Hill Dr

4 bd · 2 ba · 1,768 sqft · 0.754 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$525,000Aug 2020 $7,0222025 Amount on Record Oct 2017 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

32 Chiltern Hill Dr

0.859 acres

Last Sale Tax Bill Prior Sale Owner Records
$150,000Dec 2019 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

34 Chiltern Hill Dr

3 bd · 2 ba · 1,628 sqft · 0.735 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$208,666Jun 1997 $6,3442025 Amount on Record May 1992 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

Property Records in Nearby Streets