Rollingwood Dr, Brookfield, CT Property Records

Brookfield Town property records for 38 addresses on Rollingwood Dr, Brookfield, CT · Last verified August 2026

Rollingwood Dr Highlights

Properties 38
Median Sale Price $215,000
Deeds and Mortgages on File 32
Median Price per Sqft $305
Owner Occupied 42%
Median Annual Tax Bill $2,932
Median Year Built 1983
Median Ownership Tenure 12 years

Properties on Rollingwood Dr

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

1 Rollingwood Dr

2 bd · 2 ba · 1,378 sqft · built 1979

Last Sale Tax Bill Prior Sale Owner Records
$173,500Aug 2006 $3,8602025 Amount on Record Apr 2006 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

2 Rollingwood Dr

2 bd · 2 ba · 1,460 sqft · built 1979

Last Sale Tax Bill Prior Sale Owner Records
$210,000Nov 2019 $4,1292025 Amount on Record Jun 2008 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

3 Rollingwood Dr

1 bd · 1 ba · 703 sqft · built 1980

Last Sale Tax Bill Prior Sale Owner Records
$124,900Nov 2014 $2,6952025 Amount on Record May 2014 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

4 Rollingwood Dr

1 bd · 1 ba · 703 sqft · built 1980

Last Sale Tax Bill Prior Sale Owner Records
$124,000Aug 2014 $2,6952025 Amount on Record Oct 2006 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

5 Rollingwood Dr

1 bd · 1 ba · 703 sqft · built 1980

Last Sale Tax Bill Prior Sale Owner Records
$165,000Jan 2022 $2,6952025 Amount on Record Jul 2018 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

6 Rollingwood Dr

1 bd · 1 ba · 703 sqft · built 1980

Last Sale Tax Bill Prior Sale Owner Records
$130,000Nov 2011 $2,6952025 Amount on Record Dec 2010 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

7 Rollingwood Dr

1 bd · 1 ba · 789 sqft · built 1980

Last Sale Tax Bill Prior Sale Owner Records
$256,000Oct 2025 $2,8552025 Amount on Record Jan 2021 2 Names on Record Assessor + 3 DocumentsUpdated Jul 2026

8 Rollingwood Dr

1 bd · 1 ba · 703 sqft · built 1980

Last Sale Tax Bill Prior Sale Owner Records
$97,000Oct 2013 $2,6952025 Amount on Record May 2006 1 Name on Record AssessorUpdated Jul 2026

9 Rollingwood Dr

1 bd · 1 ba · 703 sqft · built 1980

Last Sale Tax Bill Prior Sale Owner Records
$245,000Jan 2025 $2,6952025 Amount on Record Sep 2000 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

10 Rollingwood Dr

1 bd · 1 ba · 703 sqft · built 1980

Last Sale Tax Bill Prior Sale Owner Records
$113,000Jun 2001 $2,6952025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

11 Rollingwood Dr

1 bd · 1 ba · 703 sqft · built 1980

Last Sale Tax Bill Prior Sale Owner Records
$191,500May 2006 $2,6952025 Amount on Record Oct 2005 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

12 Rollingwood Dr

1 bd · 1 ba · 703 sqft · built 1980

Last Sale Tax Bill Prior Sale Owner Records
$140,000Feb 2020 $2,6952025 Amount on Record Sep 2006 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

13 Rollingwood Dr

1 bd · 1 ba · 703 sqft · built 1980

Last Sale Tax Bill Prior Sale Owner Records
$133,000Sep 2009 $2,6952025 —Aug 2009 2 Names on Record AssessorUpdated Jul 2026

14 Rollingwood Dr

2 bd · 1.5 ba · 948 sqft · built 1980

Last Sale Tax Bill Prior Sale Owner Records
$165,000Sep 2021 $3,2892025 Amount on Record May 1990 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

15 Rollingwood Dr

2 bd · 2 ba · 1,059 sqft · built 1980

Last Sale Tax Bill Prior Sale Owner Records
$260,500Jan 2024 $3,4252025 Amount on Record Jun 2007 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

16 Rollingwood Dr

1 bd · 1 ba · 789 sqft · built 1980

Last Sale Tax Bill Prior Sale Owner Records
$105,000Mar 2013 $2,8552025 Amount on Record Feb 2004 1 Name on Record AssessorUpdated Jul 2026

17 Rollingwood Dr

2 bd · 1.5 ba · 948 sqft · built 1980

Last Sale Tax Bill Prior Sale Owner Records
$295,000Nov 2025 $3,2892025 Amount on Record Jan 2010 1 Name on Record Assessor + 2 DocumentsUpdated Jul 2026

18 Rollingwood Dr

2 bd · 2 ba · 1,092 sqft · built 1980

Last Sale Tax Bill Prior Sale Owner Records
$96,000Dec 1997 $3,4922025 —Apr 1994 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

19 Rollingwood Dr

1 bd · 1 ba · 703 sqft · built 2002

Last Sale Tax Bill Prior Sale Owner Records
$140,000Mar 2019 $3,2892025 Amount on Record Mar 2005 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

20 Rollingwood Dr

1 bd · 1 ba · 703 sqft · built 2002

Last Sale Tax Bill Prior Sale Owner Records
$174,000Oct 2006 $3,2892025 Amount on Record Sep 2001 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

21 Rollingwood Dr

1 bd · 1 ba · 703 sqft · built 2002

Last Sale Tax Bill Prior Sale Owner Records
$147,000Dec 2019 $3,3522025 Amount on Record Jun 2010 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

22 Rollingwood Dr

1 bd · 1 ba · 703 sqft · built 2002

Last Sale Tax Bill Prior Sale Owner Records
$255,000Jun 2024 $3,6062025 Amount on Record Apr 2014 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

23 Rollingwood Dr

1 bd · 1 ba · 703 sqft · built 2002

Last Sale Tax Bill Prior Sale Owner Records
$215,000May 2024 $3,2892025 Amount on Record Sep 2007 1 Name on Record Assessor + 3 DocumentsUpdated Jul 2026

24 Rollingwood Dr

1 bd · 1 ba · 703 sqft · built 2002

Last Sale Tax Bill Prior Sale Owner Records
$182,500Mar 2009 $3,2892025 Amount on Record Jan 2003 1 Name on Record AssessorUpdated Jul 2026

25 Rollingwood Dr

1 bd · 1 ba · 703 sqft · built 2002

Last Sale Tax Bill Prior Sale Owner Records
$190,000Aug 2008 $3,2892025 Amount on Record Sep 2007 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

26 Rollingwood Dr

1 bd · 1 ba · 789 sqft · built 2002

Last Sale Tax Bill Prior Sale Owner Records
$76,950Jun 1999 $3,4842025 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

27 Rollingwood Dr

1 bd · 1 ba · 703 sqft · built 2002

Last Sale Tax Bill Prior Sale Owner Records
$240,000Jan 2026 $3,0912025 —Oct 2012 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

28 Rollingwood Dr

1 bd · 1 ba · 703 sqft · built 2002

Last Sale Tax Bill Prior Sale Owner Records
$165,000Jul 2003 $3,0912025 Amount on Record Dec 2000 1 Name on Record AssessorUpdated Jul 2026

29 Rollingwood Dr

1 bd · 1 ba · 703 sqft · built 1983

Last Sale Tax Bill Prior Sale Owner Records
$83,000Mar 2001 $2,7742025 Amount on Record Sep 1998 1 Name on Record AssessorUpdated Jul 2026

30 Rollingwood Dr

1 bd · 1 ba · 703 sqft · built 1983

Last Sale Tax Bill Prior Sale Owner Records
$215,000Sep 2023 $2,7742025 Amount on Record May 2006 2 Names on Record Assessor + 2 DocumentsUpdated Jul 2026

31 Rollingwood Dr

1 bd · 1 ba · 703 sqft · built 1983

Last Sale Tax Bill Prior Sale Owner Records
$130,000Nov 2013 $2,7742025 Amount on Record May 2010 1 Name on Record AssessorUpdated Jul 2026

32 Rollingwood Dr

1 bd · 1 ba · 703 sqft · built 1983

Last Sale Tax Bill Prior Sale Owner Records
$145,000May 2010 $2,7742025 Amount on Record Mar 2004 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

33 Rollingwood Dr

1 bd · 1 ba · 789 sqft · built 1983

Last Sale Tax Bill Prior Sale Owner Records
$186,000Nov 2022 $2,9382025 Amount on Record Jan 2001 1 Name on Record Assessor + 2 DocumentsUpdated Aug 2026

34 Rollingwood Dr

1 bd · 1 ba · 703 sqft · built 1983

Last Sale Tax Bill Prior Sale Owner Records
$70,000Apr 1996 $2,7742025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

35 Rollingwood Dr

1 bd · 1 ba · 703 sqft · built 1983

Last Sale Tax Bill Prior Sale Owner Records
$151,500Sep 2019 $2,9322025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

36 Rollingwood Dr

1 bd · 1 ba · 703 sqft · built 1983

Last Sale Tax Bill Prior Sale Owner Records
$130,000Apr 2019 $2,7742025 Amount on Record Dec 1994 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

37 Rollingwood Dr

1 bd · 1 ba · 703 sqft · built 1983

Last Sale Tax Bill Prior Sale Owner Records
$150,000Oct 2020 $3,0112025 Amount on Record Feb 2008 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

38 Rollingwood Dr

1 bd · 1 ba · 703 sqft · built 1983

Last Sale Tax Bill Prior Sale Owner Records
$2,7742025 2 Names on Record AssessorUpdated Jul 2026

Wildfire Risk on Rollingwood Dr

Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020

Wildfire RiskLow
this street's cells rank above 3% of the US · above 5% of Connecticut
Wildfire LikelihoodLess than 1 in 10,000 per year
ExposureDirect
1 of 3 cells directly exposed · 2 adjoin burnable vegetation

Property Records in Nearby Streets