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Middleton Dr, New Fairfield, CT Property Records

New Fairfield Town property records for 35 addresses on Middleton Dr, New Fairfield, CT · Last verified October 2026

Middleton Dr Highlights

Properties 35
Median Sale Price $409,000
Deeds and Mortgages on File 27
Median Price per Sqft $297
Owner Occupied 97%
Median Annual Tax Bill $7,881
Median Year Built 1960
Median Ownership Tenure 16 years

Properties on Middleton Dr

Owner names and exact recorded amounts are on file and can be viewed instantly on this page with a free 10-day trial.

2 Middleton Dr

3 bd · 1.5 ba · 1,626 sqft · built 1947 · 0.45 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,6482025 Owner on Record Owner Occupied AssessorUpdated Jul 2026

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3 Middleton Dr

3 bd · 1.5 ba · 1,134 sqft · built 1959 · 0.65 acres

Last Sale Tax Bill Prior Sale Owner Records
$252,500Mar 2014 $7,8652025 —Jun 2013 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

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4 Middleton Dr

3 bd · 3.5 ba · 2,417 sqft · built 1958 · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$586,000Jun 2023 $9,1342025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

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5 Middleton Dr

4 bd · 2.5 ba · 1,572 sqft · built 1960 · 1.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$417,500Aug 2016 $10,4002025 Amount on Record Dec 1991 Owner on Record Owner Occupied AssessorUpdated Jul 2026

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6 Middleton Dr

3 bd · 2.5 ba · 1,050 sqft · built 1954 · 0.48 acres

Last Sale Tax Bill Prior Sale Owner Records
$195,000May 2000 $7,2252025 Amount on Record Jun 1993 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

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8 Middleton Dr

3 bd · 2.5 ba · 1,332 sqft · built 1976 · 0.469 acres

Last Sale Tax Bill Prior Sale Owner Records
$191,950Sep 1996 $8,3522025 Owner on Record Owner Occupied AssessorUpdated Jul 2026

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9 Middleton Dr

3 bd · 2.5 ba · 1,138 sqft · built 1960 · 0.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$419,000Apr 2006 $7,1512025 Amount on Record Mar 2003 Owner on Record Owner Occupied AssessorUpdated Oct 2026

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10 Middleton Dr

3 bd · 1.5 ba · 1,348 sqft · built 1960 · 0.45 acres

Last Sale Tax Bill Prior Sale Owner Records
$108,754Oct 1995 $6,6852025 Amount on Record — Owner on Record Owner Occupied AssessorUpdated Jul 2026

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11 Middleton Dr

3 bd · 2.5 ba · 1,344 sqft · built 1960 · 0.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$194,500Apr 1987 $7,8122025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

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12 Middleton Dr

3 bd · 2.5 ba · 1,512 sqft · built 1962 · 0.45 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,8812025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

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13 Middleton Dr

3 bd · 1.5 ba · 2,690 sqft · built 1960 · 0.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$158,500May 1997 $10,5662025 Amount on Record Jun 1993 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

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14 Middleton Dr

3 bd · 2.5 ba · 1,060 sqft · built 1970 · 0.45 acres

Last Sale Tax Bill Prior Sale Owner Records
$315,000Jul 2017 $8,3862025 Amount on Record Dec 2015 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

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15 Middleton Dr

3 bd · 2.5 ba · 1,637 sqft · built 1992 · 0.61 acres

Last Sale Tax Bill Prior Sale Owner Records
$529,500Jun 2021 $10,4272025 Amount on Record Dec 2005 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

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16 Middleton Dr

3 bd · 1.5 ba · 1,326 sqft · built 1957 · 0.45 acres

Last Sale Tax Bill Prior Sale Owner Records
$315,000Nov 2010 $7,3382025 Amount on Record May 1996 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

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17 Middleton Dr

3 bd · 2.5 ba · 1,832 sqft · built 1963 · 0.61 acres

Last Sale Tax Bill Prior Sale Owner Records
$317,000Aug 2017 $7,3722025 Amount on Record Jan 2015 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

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18 Middleton Dr

4 bd · 3.5 ba · 1,485 sqft · built 1960 · 0.45 acres

Last Sale Tax Bill Prior Sale Owner Records
$337,900Feb 2013 $9,3292025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

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19 Middleton Dr

4 bd · 1.5 ba · 1,096 sqft · built 1966 · 0.65 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,3962025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

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20 Middleton Dr

3 bd · 1.5 ba · 1,206 sqft · built 1960 · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$25,000Oct 2002 $8,3702025 Owner on Record Owner Occupied AssessorUpdated Jul 2026

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21 Middleton Dr

3 bd · 1.5 ba · 1,497 sqft · built 1961 · 0.65 acres

Last Sale Tax Bill Prior Sale Owner Records
$298,000Oct 2018 $7,8362025 Amount on Record Jul 1999 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

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22 Middleton Dr

3 bd · 2.5 ba · 1,570 sqft · built 1969 · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$161,500Sep 1994 $9,1132025 2 Owners on Record Owner Occupied AssessorUpdated Sep 2026

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23 Middleton Dr

3 bd · 2.5 ba · 1,116 sqft · built 1963 · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,7992025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

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24 Middleton Dr

3 bd · 2.5 ba · 1,248 sqft · built 1975 · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$182,750Nov 1997 $8,0442025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

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25 Middleton Dr

4 bd · 2.5 ba · 1,858 sqft · built 1955 · 0.45 acres

Last Sale Tax Bill Prior Sale Owner Records
$560,000Aug 2023 $10,1982025 Amount on Record Jun 2022 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Sep 2026

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26 Middleton Dr

3 bd · 2.5 ba · 1,150 sqft · built 1962 · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$409,000Aug 2021 $8,0232025 Amount on Record Nov 2002 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2026

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27 Middleton Dr

3 bd · 3.5 ba · 2,563 sqft · built 1995 · 0.919 acres

Last Sale Tax Bill Prior Sale Owner Records
$238,500Nov 1995 $11,0432025 Amount on Record Jul 1995 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

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28 Middleton Dr

3 bd · 1.5 ba · 1,048 sqft · built 1958 · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,9142025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

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30 Middleton Dr

3 bd · 1.5 ba · 1,108 sqft · built 1959 · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$313,500May 2004 $6,9592025 Amount on Record Aug 1997 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

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31 Middleton Dr

3 bd · 2.5 ba · 1,865 sqft · built 1987 · 0.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$315,000Jul 2013 $8,9502025 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

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32 Middleton Dr

3 bd · 2.5 ba · 2,120 sqft · built 1964 · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$225,000Jul 2001 $9,5582025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

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33 Middleton Dr

2 bd · 2.5 ba · 945 sqft · built 1960 · 0.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$209,900Jan 2011 $6,5772025 Amount on Record Feb 2010 2 Owners on Record Assessor + 1 DocumentUpdated Aug 2026

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34 Middleton Dr

3 bd · 1.5 ba · 1,246 sqft · built 1970 · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,4122025 Owner on Record Owner Occupied AssessorUpdated Jul 2026

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35 Middleton Dr

3 bd · 1.5 ba · 1,472 sqft · built 1960 · 0.45 acres

Last Sale Tax Bill Prior Sale Owner Records
$171,500Apr 1993 $8,0812025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

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36 Middleton Dr

2 bd · 2.5 ba · 1,352 sqft · built 1956 · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$242,500Jun 2010 $7,3012025 2 Owners on Record Owner Occupied AssessorUpdated Jul 2026

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38 Middleton Dr

3 bd · 1.5 ba · 1,092 sqft · built 1959 · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$175,000Apr 2014 $6,6722025 Amount on Record Aug 1998 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

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40 Middleton Dr

3 bd · 1.5 ba · 1,580 sqft · built 1959 · 0.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$205,250Dec 2016 $7,9912025 Amount on Record Oct 1994 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

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Property Records in Nearby Streets