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Winding Brook Dr, Walden, NY Property Records

Orange County and Montgomery Town property records for 43 addresses on Winding Brook Dr, Walden, NY · Last verified August 2026

Winding Brook Dr Highlights

Properties 43
Median Sale Price $300,000
Deeds and Mortgages on File 43
Median Price per Sqft $196
Owner Occupied 91%
Median Annual Tax Bill $7,340
Median Year Built 1991
Median Ownership Tenure 14 years

Properties on Winding Brook Dr

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

26 Winding Brook Dr

3 bd · 2.5 ba · 1,505 sqft · 0.283 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$157,000May 2018 $6,9372024 Amount on Record Mar 2004 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

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27 Winding Brook Dr

3 bd · 2.5 ba · 1,505 sqft · 0.125 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$296,000May 2023 $7,4732024 Amount on Record Oct 2015 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

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28 Winding Brook Dr

2 bd · 2.5 ba · 1,505 sqft · 0.061 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$159,000Feb 2018 $6,2262024 Amount on Record Feb 2002 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

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29 Winding Brook Dr

3 bd · 2.5 ba · 1,505 sqft · 0.06 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$177,500Jan 2004 $7,1842024 Amount on Record Sep 2001 2 Names on Record Owner Occupied AssessorUpdated May 2026

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30 Winding Brook Dr

2 bd · 2.5 ba · 1,516 sqft · 0.061 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$283,700Dec 2022 $6,6632024 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

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31 Winding Brook Dr

3 bd · 2.5 ba · 1,505 sqft · 0.061 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$234,500Feb 2008 $7,3492024 Amount on Record Dec 1998 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

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32 Winding Brook Dr

2 bd · 2.5 ba · 1,505 sqft · 0.062 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$174,000Nov 2009 $6,4542024 Amount on Record Jan 2002 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

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33 Winding Brook Dr

3 bd · 2.5 ba · 1,505 sqft · 0.061 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$229,900Jun 2007 $7,3402024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

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34 Winding Brook Dr

2 bd · 2.5 ba · 1,505 sqft · 0.062 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$169,000Jul 2012 $6,4022024 Amount on Record Jan 1996 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

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35 Winding Brook Dr

2 bd · 2.5 ba · 1,515 sqft · 0.061 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$300,000Jul 2023 $7,1182024 2 Names on Record Assessor + 1 DocumentUpdated May 2026

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36 Winding Brook Dr

3 bd · 2.5 ba · 1,516 sqft · 0.126 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$223,000Mar 2006 $6,9372024 Amount on Record Aug 2003 1 Name on Record Owner Occupied AssessorUpdated May 2026

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37 Winding Brook Dr

3 bd · 2.5 ba · 1,536 sqft · 0.127 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$175,000Oct 2013 $7,4532024 Amount on Record Jan 1999 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

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38 Winding Brook Dr

3 bd · 2.5 ba · 1,516 sqft · 0.161 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$258,000Jul 2025 $7,3542024 Amount on Record Feb 2001 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

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39 Winding Brook Dr

3 bd · 2.5 ba · 1,535 sqft · 0.127 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$85,000Oct 1996 $7,5782024 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

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40 Winding Brook Dr

2 bd · 2.5 ba · 1,515 sqft · 0.072 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$178,500Sep 2013 $6,9362024 Amount on Record Jan 2009 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

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41 Winding Brook Dr

2 bd · 2.5 ba · 1,515 sqft · 0.061 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$225,000May 2008 $6,4652024 Amount on Record Sep 2006 2 Names on Record Owner Occupied AssessorUpdated May 2026

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42 Winding Brook Dr

2 bd · 2.5 ba · 1,516 sqft · 0.069 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$265,000Sep 2022 $6,4022024 Amount on Record May 2021 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

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43 Winding Brook Dr

2 bd · 2.5 ba · 1,507 sqft · 0.061 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$345,000Mar 2025 $7,0752024 Amount on Record Dec 2005 1 Name on Record AssessorUpdated May 2026

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44 Winding Brook Dr

2 bd · 2.5 ba · 1,516 sqft · 0.07 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,8862024 2 Names on Record Owner Occupied AssessorUpdated May 2026

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45 Winding Brook Dr

2 bd · 2.5 ba · 1,535 sqft · 0.062 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$80,000Aug 1999 $7,1922024 1 Name on Record Owner Occupied AssessorUpdated May 2026

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46 Winding Brook Dr

3 bd · 2.5 ba · 1,685 sqft · 0.072 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$350,000Jul 2025 $7,4932024 Amount on Record Oct 2006 1 Name on Record AssessorUpdated May 2026

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47 Winding Brook Dr

2 bd · 2.5 ba · 1,763 sqft · 0.057 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$7,0552024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

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48 Winding Brook Dr

3 bd · 2.5 ba · 1,505 sqft · 0.162 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$168,000Jan 2015 $7,5062024 Amount on Record Mar 2012 1 Name on Record Owner Occupied AssessorUpdated May 2026

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49 Winding Brook Dr

3 bd · 2.5 ba · 1,535 sqft · 0.115 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$174,000Jan 2004 $7,2712024 1 Name on Record Assessor + 2 DocumentsUpdated May 2026

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50 Winding Brook Dr

3 bd · 2.5 ba · 1,495 sqft · 0.121 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$7,3382024 1 Name on Record Owner Occupied AssessorUpdated May 2026

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51 Winding Brook Dr

3 bd · 2.5 ba · 1,535 sqft · 0.093 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$235,000Sep 2006 $7,4472024 Amount on Record Oct 2002 1 Name on Record Owner Occupied AssessorUpdated May 2026

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52 Winding Brook Dr

2 bd · 1.5 ba · 1,516 sqft · 0.06 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$197,435Jul 2011 $7,4602024 Amount on Record Jul 2008 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

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53 Winding Brook Dr

2 bd · 2.5 ba · 1,535 sqft · 0.064 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$165,500Aug 2017 $7,5062024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

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54 Winding Brook Dr

2 bd · 2.5 ba · 1,516 sqft · 0.06 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$150,350Jul 2018 $7,4992024 Amount on Record May 2017 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

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55 Winding Brook Dr

2 bd · 2.5 ba · 1,505 sqft · 0.061 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$7,6872024 1 Name on Record Owner Occupied AssessorUpdated May 2026

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56 Winding Brook Dr

2 bd · 2.5 ba · 1,505 sqft · 0.06 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$67,000Sep 1996 $7,7082024 1 Name on Record Owner Occupied AssessorUpdated May 2026

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57 Winding Brook Dr

2 bd · 2.5 ba · 1,535 sqft · 0.061 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$340,000Apr 2026 $7,4062024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

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58 Winding Brook Dr

3 bd · 2.5 ba · 1,505 sqft · 0.06 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$229,900May 2021 $7,4992024 Amount on Record Feb 2017 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

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59 Winding Brook Dr

2 bd · 1.5 ba · 1,535 sqft · 0.064 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$197,000Apr 2010 $7,4602024 Amount on Record Jul 2004 2 Names on Record Owner Occupied AssessorUpdated May 2026

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60 Winding Brook Dr

3 bd · 2.5 ba · 1,505 sqft · 0.08 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$189,000Feb 2004 $7,7212024 Amount on Record Dec 2000 1 Name on Record Owner Occupied AssessorUpdated May 2026

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61 Winding Brook Dr

3 bd · 2.5 ba · 1,535 sqft · 0.101 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$300,000Dec 2025 $7,4532024 Amount on Record Jul 2023 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

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63 Winding Brook Dr

3 bd · 2.5 ba · 1,535 sqft · 0.109 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$85,600Aug 1999 $7,6302024 Amount on Record Sep 1997 2 Names on Record Owner Occupied AssessorUpdated May 2026

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65 Winding Brook Dr

2 bd · 2.5 ba · 1,535 sqft · 0.063 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$212,000Aug 2008 $7,3292024 Amount on Record Dec 2003 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

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67 Winding Brook Dr

2 bd · 2.5 ba · 1,535 sqft · 0.061 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$162,000Aug 2015 $7,0942024 Amount on Record Oct 2010 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

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69 Winding Brook Dr

2 bd · 2.5 ba · 1,535 sqft · 0.06 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$200,000May 2005 $7,3552024 Amount on Record Jul 2002 1 Name on Record Owner Occupied AssessorUpdated May 2026

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71 Winding Brook Dr

2 bd · 2.5 ba · 1,535 sqft · 0.06 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$200,000Jul 2008 $7,0942024 Amount on Record Dec 2003 1 Name on Record Owner Occupied AssessorUpdated May 2026

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73 Winding Brook Dr

2 bd · 2.5 ba · 1,535 sqft · 0.06 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$76,000Jul 1995 $7,3232024 Amount on Record Apr 1995 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

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75 Winding Brook Dr

2 bd · 2.5 ba · 1,535 sqft · 0.139 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$184,900Oct 2018 $7,4992024 Amount on Record May 2012 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

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Wildfire Risk on Winding Brook Dr

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

Wildfire RiskLow
this street's cells rank at the 20th percentile of exposed land nationally · 55th in New York
Wildfire LikelihoodLow — about 1 in 5,882 per year
ExposureDirect
2 of 2 cells directly exposed · 2 adjoin burnable vegetation

Property Records in Nearby Streets