Highfield Dr, Monroe, CT Property Records

Monroe Town property records for 22 addresses on Highfield Dr, Monroe, CT · Last verified July 2026

Highfield Dr Highlights

Properties 22
Median Sale Price $435,000
Deeds and Mortgages on File 27
Median Price per Sqft $182
Owner Occupied 91%
Median Annual Tax Bill $12,211
Median Year Built 1985
Median Ownership Tenure 17 years

Properties on Highfield Dr

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

3 Highfield Dr

3 bd · 2.5 ba · 2,416 sqft · 0.73 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$266,000Mar 1995 $12,4632025 Sale Amount Jul 1987 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

4 Highfield Dr

3 bd · 2.5 ba · 2,414 sqft · 0.619 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$420,000Jul 2019 $12,1372025 Sale Amount Apr 2006 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

7 Highfield Dr

3 bd · 2 ba · 1,980 sqft · 8.38 acres

Last Sale Tax Bill Prior Sale Owner Records
1 Name on Record AssessorUpdated Jul 2026

10 Highfield Dr

3 bd · 2 ba · 2,252 sqft · 0.68 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$285,500Sep 1997 $11,4802025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

16 Highfield Dr

3 bd · 2.5 ba · 2,846 sqft · 0.63 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$510,000Sep 2009 $13,3332025 Sale Amount Oct 1992 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

17 Highfield Dr

4 bd · 2.5 ba · 2,370 sqft · 0.73 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$259,000May 1992 $12,4722025 Sale Amount Sep 1991 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

20 Highfield Dr

3 bd · 2.5 ba · 2,588 sqft · 0.98 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$430,000Oct 2002 $13,3582025 Sale Amount Jun 2001 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

24 Highfield Dr

3 bd · 2.5 ba · 2,835 sqft · 0.75 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$468,000Sep 2010 $13,8902025 Sale Amount Feb 2006 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

25 Highfield Dr

3 bd · 2.5 ba · 2,428 sqft · 0.569 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Aug 2009 $11,4062025 Sale Amount Jan 1995 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

26 Highfield Dr

3 bd · 2.5 ba · 2,720 sqft · 0.56 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$500,000May 2009 $13,5482025 Sale Amount Feb 1997 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

30 Highfield Dr

3 bd · 2.5 ba · 2,434 sqft · 0.56 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$462,000Jun 2018 $12,1002025 Sale Amount Jun 2007 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

31 Highfield Dr

3 bd · 2.5 ba · 2,291 sqft · 0.56 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$263,500Apr 1994 $11,6882025 Sale Amount — 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

34 Highfield Dr

3 bd · 2.5 ba · 2,420 sqft · 0.5 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$419,000Aug 2016 $12,1072025 Sale Amount Jul 1993 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

35 Highfield Dr

3 bd · 2.5 ba · 2,538 sqft · 0.66 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$435,000Jan 2015 $12,6932025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

38 Highfield Dr

3 bd · 2.5 ba · 2,356 sqft · 0.539 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$547,500Apr 2006 $12,1102025 Sale Amount Mar 2002 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

39 Highfield Dr

4 bd · 2.5 ba · 2,573 sqft · 0.65 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$538,500Jun 2007 $12,7932025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

41 Highfield Dr

3 bd · 2.5 ba · 2,298 sqft · 0.789 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$326,250Aug 1999 $11,9812025 Sale Amount Sep 1992 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

42 Highfield Dr

4 bd · 2.5 ba · 2,414 sqft · 0.58 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$383,000Nov 2012 $12,0282025 Sale Amount Dec 2004 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

46 Highfield Dr

3 bd · 3 ba · 3,005 sqft · 0.58 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$755,000Apr 2025 $13,9062025 Sale Amount Nov 2017 1 Name on Record Assessor + 4 DocumentsUpdated Jul 2026

47 Highfield Dr

4 bd · 3.5 ba · 2,653 sqft · 0.889 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$517,000Jul 2007 $13,7682025 Sale Amount Jan 2002 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

50 Highfield Dr

3 bd · 2.5 ba · 2,418 sqft · 0.669 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$441,500Sep 2018 $12,2112025 Sale Amount Jun 1995 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

51 Highfield Dr

4 bd · 2.5 ba · 2,004 sqft · 1.41 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$397,500Jun 2018 $11,5432025 Sale Amount Jun 1998 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

Property Records in Nearby Streets