Middlebrook Dr, Fairfield, CT Property Records

Fairfield Town property records for 34 addresses on Middlebrook Dr, Fairfield, CT · Last verified July 2026

Middlebrook Dr Highlights

Properties 34
Median Sale Price $930,000
Deeds and Mortgages on File 50
Median Price per Sqft $481
Owner Occupied 79%
Median Annual Tax Bill $11,081
Median Year Built 1943
Median Ownership Tenure 18 years

Properties on Middlebrook Dr

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

21 Middlebrook Dr

3 bd · 2.5 ba · 1,261 sqft · 0.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$841,000Jun 2024 $10,4552025 Amount on Record Mar 2022 2 Names on Record Assessor + 6 DocumentsUpdated Jul 2026

32 Middlebrook Dr

6 bd · 5.5 ba · 3,809 sqft · 0.241 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,835,000Jul 2025 $21,3242025 Amount on Record Apr 2019 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

41 Middlebrook Dr

3 bd · 2.5 ba · 1,412 sqft · 0.241 acres

Last Sale Tax Bill Prior Sale Owner Records
$225,000Jun 1995 $9,4122025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

46 Middlebrook Dr

3 bd · 2.5 ba · 1,440 sqft · 0.241 acres

Last Sale Tax Bill Prior Sale Owner Records
$811,000Nov 2025 $9,5412025 Amount on Record Jun 1989 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

57 Middlebrook Dr

4 bd · 3 ba · 2,174 sqft · 0.257 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,7392025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

60 Middlebrook Dr

3 bd · 2.5 ba · 1,826 sqft · 0.241 acres

Last Sale Tax Bill Prior Sale Owner Records
$450,000Dec 2007 $10,4672025 Amount on Record Oct 1995 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

69 Middlebrook Dr

4 bd · 2.5 ba · 2,064 sqft · 0.257 acres

Last Sale Tax Bill Prior Sale Owner Records
$214,000Jun 1994 $11,2262024 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

74 Middlebrook Dr

5 bd · 4 ba · 2,727 sqft · 0.241 acres

Last Sale Tax Bill Prior Sale Owner Records
$600,000Aug 2005 $13,9032025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

83 Middlebrook Dr

3 bd · 2.5 ba · 1,904 sqft · 0.257 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,7312025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

88 Middlebrook Dr

3 bd · 3.5 ba · 1,786 sqft · 0.241 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,250,000Jun 2026 $11,8162025 Amount on Record Dec 1998 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

97 Middlebrook Dr

4 bd · 3.5 ba · 1,518 sqft · 0.257 acres

Last Sale Tax Bill Prior Sale Owner Records
$12,0712025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

100 Middlebrook Dr

3 bd · 2.5 ba · 1,500 sqft · 0.241 acres

Last Sale Tax Bill Prior Sale Owner Records
$565,000Apr 2008 $10,4712025 Amount on Record Jan 2001 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

111 Middlebrook Dr

5 bd · 4.5 ba · 3,695 sqft · 0.33 acres

Last Sale Tax Bill Prior Sale Owner Records
$535,000Aug 2023 $15,1412025 2 Names on Record Assessor + 3 DocumentsUpdated Jul 2026

114 Middlebrook Dr

4 bd · 3.5 ba · 2,584 sqft · 0.241 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,175,000Mar 2024 $14,3382025 Amount on Record Jun 2013 2 Names on Record Assessor + 2 DocumentsUpdated Jul 2026

137 Middlebrook Dr

3 bd · 2.5 ba · 1,593 sqft · 0.725 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,075,000Jun 2025 $11,1012025 Amount on Record Jun 2016 1 Name on Record Assessor + 3 DocumentsUpdated Jul 2026

149 Middlebrook Dr

3 bd · 3.5 ba · 2,475 sqft · 0.764 acres

Last Sale Tax Bill Prior Sale Owner Records
$12,9352025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

157 Middlebrook Dr

0.151 acres

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

165 Middlebrook Dr

3 bd · 1.5 ba · 1,515 sqft · 0.701 acres

Last Sale Tax Bill Prior Sale Owner Records
$455,000Feb 2021 $9,5612025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

170 Middlebrook Dr

4 bd · 3.5 ba · 1,996 sqft · 0.361 acres

Last Sale Tax Bill Prior Sale Owner Records
$930,000Sep 2022 $13,7222025 Amount on Record Jan 2010 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

177 Middlebrook Dr

0.807 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,8602025 2 Names on Record AssessorUpdated Jul 2026

191 Middlebrook Dr

4 bd · 2.5 ba · 2,008 sqft · 0.816 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,6302025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

197 Middlebrook Dr

3 bd · 2.5 ba · 1,331 sqft · 0.241 acres

Last Sale Tax Bill Prior Sale Owner Records
$246,000Jun 1997 $9,8492025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

209 Middlebrook Dr

3 bd · 2.5 ba · 1,184 sqft · 0.241 acres

Last Sale Tax Bill Prior Sale Owner Records
$209,000Sep 1990 $9,5072025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

218 Middlebrook Dr

3 bd · 2.5 ba · 2,042 sqft · 0.361 acres

Last Sale Tax Bill Prior Sale Owner Records
$625,000May 2017 $11,7712025 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated Jul 2026

223 Middlebrook Dr

3 bd · 3.5 ba · 2,180 sqft · 0.241 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$210,000Oct 1994 $13,0352025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

235 Middlebrook Dr

3 bd · 3.5 ba · 1,860 sqft · 0.241 acres

Last Sale Tax Bill Prior Sale Owner Records
$11,0812025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

236 Middlebrook Dr

4 bd · 2.5 ba · 1,956 sqft · 0.241 acres

Last Sale Tax Bill Prior Sale Owner Records
$449,000Dec 2002 $11,8542025 Amount on Record Jun 2001 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

250 Middlebrook Dr

2 bd · 1.5 ba · 1,277 sqft · 0.361 acres

Last Sale Tax Bill Prior Sale Owner Records
$210,870Mar 1996 $10,5052025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

251 Middlebrook Dr

4 bd · 3 ba · 2,596 sqft · 0.241 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$171,250Dec 1995 $14,9622025 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

263 Middlebrook Dr

4 bd · 4 ba · 2,561 sqft · 0.241 acres

Last Sale Tax Bill Prior Sale Owner Records
$132,500May 2001 $14,9722025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

270 Middlebrook Dr

4 bd · 2.5 ba · 2,207 sqft · 0.361 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$720,000Aug 2013 $12,4312025 —Aug 2013 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

277 Middlebrook Dr

4 bd · 2.5 ba · 1,962 sqft · 0.241 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$249,500May 1994 $10,1472025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

300 Middlebrook Dr

3 bd · 2.5 ba · 1,307 sqft · 0.294 acres

Last Sale Tax Bill Prior Sale Owner Records
$300,000Feb 2018 $10,7002025 1 Name on Record Assessor + 2 DocumentsUpdated Jul 2026

305 Middlebrook Dr

3 bd · 1.5 ba · 1,488 sqft · 0.303 acres

Last Sale Tax Bill Prior Sale Owner Records
$340,000Nov 2002 $10,5742025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

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