Winding Way, Trumbull, CT Property Records

Trumbull Town property records for 18 addresses on Winding Way, Trumbull, CT · Last verified July 2026

Winding Way Highlights

Properties 18
Median Sale Price $685,000
Deeds and Mortgages on File 25
Median Price per Sqft $240
Owner Occupied 94%
Median Annual Tax Bill $17,362
Median Year Built 2005
Median Ownership Tenure 9 years

Properties on Winding Way

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

1 Winding Way

3 bd · 2.5 ba · 3,134 sqft · 6.34 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$775,000Mar 2023 $16,7272025 —Nov 2022 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

2 Winding Way

3 bd · 2.5 ba · 2,636 sqft · Pool

Last Sale Tax Bill Prior Sale Owner Records
$635,000Jan 2021 $17,1412025 Amount on Record Oct 2014 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

3 Winding Way

3 bd · 2.5 ba · 2,900 sqft · Pool

Last Sale Tax Bill Prior Sale Owner Records
$779,000Jul 2006 $15,9292025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

4 Winding Way

3 bd · 2.5 ba · 2,900 sqft · Pool

Last Sale Tax Bill Prior Sale Owner Records
$620,000Dec 2018 $16,3792025 Amount on Record Feb 2006 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

5 Winding Way

3 bd · 2.5 ba · 3,134 sqft · Pool

Last Sale Tax Bill Prior Sale Owner Records
$710,750Aug 2009 $17,0562025 Amount on Record Jul 2007 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

6 Winding Way

3 bd · 2.5 ba · 3,161 sqft · Pool

Last Sale Tax Bill Prior Sale Owner Records
$685,000Feb 2023 $17,6122025 Amount on Record Jan 2006 2 Names on Record Assessor + 3 DocumentsUpdated Jul 2026

8 Winding Way

3 bd · 2.5 ba · 3,004 sqft · Pool

Last Sale Tax Bill Prior Sale Owner Records
$700,000Apr 2006 $18,4012025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

10 Winding Way

3 bd · 3.5 ba · 2,636 sqft · Pool

Last Sale Tax Bill Prior Sale Owner Records
$785,000Jun 2014 $17,7742025 Amount on Record Feb 2006 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

12 Winding Way

4 bd · 3.5 ba · 2,849 sqft · Pool

Last Sale Tax Bill Prior Sale Owner Records
$870,000Aug 2024 $18,8922025 Amount on Record Nov 2006 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

14 Winding Way

3 bd · 3.5 ba · 2,636 sqft · Pool

Last Sale Tax Bill Prior Sale Owner Records
$665,000Oct 2019 $17,6092025 Amount on Record Apr 2016 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

15 Winding Way

3 bd · 2.5 ba · 2,900 sqft · Pool

Last Sale Tax Bill Prior Sale Owner Records
$16,8372025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

16 Winding Way

3 bd · 2.5 ba · 2,636 sqft

Last Sale Tax Bill Prior Sale Owner Records
$829,900Sep 2006 $16,2412025 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

17 Winding Way

3 bd · 4 ba · 2,900 sqft · Pool

Last Sale Tax Bill Prior Sale Owner Records
$775,000Aug 2015 $17,3622025 Amount on Record May 2007 2 Names on Record Owner Occupied Assessor + 6 DocumentsUpdated Jul 2026

18 Winding Way

3 bd · 3.5 ba · 2,804 sqft

Last Sale Tax Bill Prior Sale Owner Records
$839,900Aug 2006 $17,5242025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

19 Winding Way

3 bd · 2.5 ba · 2,900 sqft

Last Sale Tax Bill Prior Sale Owner Records
$549,900Jun 2018 $16,0682025 Amount on Record Nov 2006 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

20 Winding Way

4 bd · 3.5 ba · 3,161 sqft · Pool

Last Sale Tax Bill Prior Sale Owner Records
$685,000May 2017 $18,6942025 Amount on Record May 2008 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

21 Winding Way

3 bd · 2.5 ba · 2,900 sqft · Pool

Last Sale Tax Bill Prior Sale Owner Records
$849,900Feb 2007 $15,9762025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

22 Winding Way

4 bd · 4.5 ba · 3,161 sqft · Pool

Last Sale Tax Bill Prior Sale Owner Records
$19,1092025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

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