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Hillside Dr, New Fairfield, CT Property Records

New Fairfield Town property records for 41 addresses on Hillside Dr, New Fairfield, CT · Last verified July 2026

Hillside Dr Highlights

Properties 41
Median Sale Price $526,500
Deeds and Mortgages on File 40
Median Price per Sqft $238
Owner Occupied 78%
Median Annual Tax Bill $8,710
Median Year Built 1983
Median Ownership Tenure 20 years

Properties on Hillside Dr

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

2 Hillside Dr

4 bd · 2.5 ba · 2,820 sqft · built 1967 · 1.65 acres

Last Sale Tax Bill Prior Sale Owner Records
$180,000Jun 1994 $10,3002025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

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3 Hillside Dr

4 bd · 4.5 ba · 2,505 sqft · built 1972 · 1.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$340,000Nov 2004 $12,3992025 Amount on Record Jul 2000 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

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4 Hillside Dr

3 bd · 2 ba · 1,236 sqft · built 1971 · 1.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$260,000Oct 2018 $7,6172025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

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5 Hillside Dr

4 bd · 3.5 ba · 2,962 sqft · built 1974 · 2.83 acres

Last Sale Tax Bill Prior Sale Owner Records
$367,000Nov 2009 $10,0002025 —Sep 2009 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

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6 Hillside Dr

3 bd · 3 ba · 2,116 sqft · built 1985 · 2.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,5552025 2 Names on Record AssessorUpdated Jul 2026

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7 Hillside Dr

4 bd · 2.5 ba · 3,415 sqft · built 1988 · 3.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$465,000Dec 2014 $11,0322025 Amount on Record Aug 1990 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

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9 Hillside Dr

5 bd · 4 ba · 2,036 sqft · built 1971 · 1.35 acres

Last Sale Tax Bill Prior Sale Owner Records
$220,000May 1996 $9,1332023 2 Names on Record Owner Occupied AssessorUpdated Nov 2023

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10 Hillside Dr

3 bd · 3.5 ba · 1,696 sqft · built 1970 · 1.95 acres

Last Sale Tax Bill Prior Sale Owner Records
$461,000Oct 2006 $8,7202025 Amount on Record Jul 2001 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

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11 Hillside Dr

4 bd · 2.5 ba · 2,261 sqft · built 1995 · 2.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$373,000Nov 2013 $9,8952025 Amount on Record Dec 2003 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

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12 Hillside Dr

3 bd · 2.5 ba · 1,288 sqft · built 1971 · 1.7 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,8282025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

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13 Hillside Dr

2 bd · 2.5 ba · 1,943 sqft · built 1994 · 2.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$385,000Mar 2023 $8,4552025 Amount on Record Nov 1993 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

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14 Hillside Dr

3 bd · 3.5 ba · 1,236 sqft · built 1973 · 1.55 acres

Last Sale Tax Bill Prior Sale Owner Records
$281,000Aug 2002 $8,0652025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

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15 Hillside Dr

4 bd · 2.5 ba · 1,344 sqft · built 1974 · 2 acres

Last Sale Tax Bill Prior Sale Owner Records
$750,000Dec 2019 $7,9862025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

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16 Hillside Dr

3 bd · 2.5 ba · 1,236 sqft · built 1973 · 1.45 acres

Last Sale Tax Bill Prior Sale Owner Records
$165,000Mar 1998 $7,7042025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

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17 Hillside Dr

3 bd · 1.5 ba · 1,388 sqft · built 1978 · 3.85 acres

Last Sale Tax Bill Prior Sale Owner Records
$205,000Sep 2024 $8,2682025 2 Names on Record Assessor + 2 DocumentsUpdated Jul 2026

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18 Hillside Dr

3 bd · 2 ba · 1,236 sqft · built 1975 · 1.45 acres

Last Sale Tax Bill Prior Sale Owner Records
$275,000Nov 2019 $7,3912025 Amount on Record Oct 2009 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

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20 Hillside Dr

3 bd · 2 ba · 1,230 sqft · built 1974 · 1.35 acres

Last Sale Tax Bill Prior Sale Owner Records
$182,500Aug 1992 $7,3962025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

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21 Hillside Dr

3 bd · 2.5 ba · 1,322 sqft · built 1970 · 1.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$317,000Mar 2003 $7,6282025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

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23 Hillside Dr

3 bd · 2.5 ba · 1,484 sqft · built 1995 · 1.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$334,500Jun 2012 $9,0922025 Amount on Record Aug 2006 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

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24 Hillside Dr

6.05 acres

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

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25 Hillside Dr

3 bd · 2.5 ba · 2,146 sqft · built 1976 · 1.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$218,000Aug 1997 $8,8862025 Amount on Record Jul 1995 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

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26 Hillside Dr

0.5 acres

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

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27 Hillside Dr

3 bd · 2.5 ba · 1,332 sqft · built 1975 · 1.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$221,000Aug 1987 $7,9172025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

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29 Hillside Dr

4 bd · 3.5 ba · 1,332 sqft · built 1975 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,7102025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

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31 Hillside Dr

3 bd · 2.5 ba · 1,520 sqft · built 1983 · 2 acres

Last Sale Tax Bill Prior Sale Owner Records
$214,000Aug 1990 $8,3412025 Amount on Record Jul 1990 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated Jul 2026

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33 Hillside Dr

4 bd · 2.5 ba · 2,565 sqft · built 1985 · 2.08 acres

Last Sale Tax Bill Prior Sale Owner Records
$190,000Apr 2000 $10,1712025 —Apr 1999 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

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34 Hillside Dr

3 bd · 2.5 ba · 1,812 sqft · built 1983 · 2.06 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,8182025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

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35 Hillside Dr

3 bd · 2.5 ba · 1,580 sqft · built 1983 · 2.8 acres

Last Sale Tax Bill Prior Sale Owner Records
$210,000Mar 1998 $8,3522025 Amount on Record Nov 1987 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

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36 Hillside Dr

3 bd · 2.5 ba · 1,520 sqft · built 1983 · 2.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$239,000Feb 1999 $7,9152025 Amount on Record Apr 1993 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

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37 Hillside Dr

3 bd · 2.5 ba · 1,528 sqft · built 1983 · 2.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$405,000Jun 2005 $8,9792025 Amount on Record Oct 1991 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

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38 Hillside Dr

4 bd · 2.5 ba · 2,578 sqft · built 1983 · 1.81 acres

Last Sale Tax Bill Prior Sale Owner Records
$446,000Feb 2008 $10,1032025 Amount on Record Jun 1996 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

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39 Hillside Dr

3 bd · 2.5 ba · 1,450 sqft · built 1984 · 2.35 acres

Last Sale Tax Bill Prior Sale Owner Records
$327,500Aug 2020 $8,1122025 Amount on Record Mar 2016 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

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40 Hillside Dr

4 bd · 3.5 ba · 3,096 sqft · built 1980 · 1.8 acres

Last Sale Tax Bill Prior Sale Owner Records
$329,000Jul 2017 $9,9052025 Amount on Record Dec 1997 2 Names on Record Assessor + 2 DocumentsUpdated Jul 2026

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41 Hillside Dr

3 bd · 2.5 ba · 1,944 sqft · built 1984 · 2.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$247,500Jul 1999 $8,5412025 Amount on Record Sep 1988 1 Name on Record AssessorUpdated Jul 2026

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42 Hillside Dr

3 bd · 2.5 ba · 1,520 sqft · built 1983 · 1.8 acres

Last Sale Tax Bill Prior Sale Owner Records
$526,500Nov 2025 $7,9702025 Amount on Record May 2017 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

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43 Hillside Dr

3 bd · 2.5 ba · 1,731 sqft · built 1984 · 2.75 acres

Last Sale Tax Bill Prior Sale Owner Records
$236,000Aug 1998 $8,5842025 Amount on Record Jan 1990 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

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44 Hillside Dr

1.71 acres

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

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45 Hillside Dr

3 bd · 2.5 ba · 1,520 sqft · built 1983 · 2.85 acres

Last Sale Tax Bill Prior Sale Owner Records
$435,000Apr 2021 $8,7892025 Amount on Record Apr 2019 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

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46 Hillside Dr

0.889 acres

Last Sale Tax Bill Prior Sale Owner Records
$902025 1 Name on Record AssessorUpdated Jul 2026

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47 Hillside Dr

3 bd · 2.5 ba · 2,368 sqft · built 1986 · 2.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$565,000Sep 2023 $9,1522025 Amount on Record Sep 1991 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

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49 Hillside Dr

4 bd · 2.5 ba · 2,999 sqft · built 1987 · 2.36 acres

Last Sale Tax Bill Prior Sale Owner Records
$590,000Apr 2025 $10,0482025 2 Names on Record Assessor + 2 DocumentsUpdated Jul 2026

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Wildfire Risk on Hillside Dr

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

Wildfire RiskLow
this street's cells rank above 21% of the US · above 60% of Connecticut
Wildfire LikelihoodAbout 1 in 5,263 per year
ExposureDirect
4 of 8 cells directly exposed · 8 adjoin burnable vegetation

Property Records in Nearby Streets