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Pleasant Dr, Brewster, NY Property Records

Putnam County, Southeast Town and Kent Town property records for 25 addresses on Pleasant Dr, Brewster, NY · Last verified August 2026

Pleasant Dr Highlights

Properties 25
Median Sale Price $370,000
Deeds and Mortgages on File 24
Median Price per Sqft $187
Owner Occupied 84%
Median Annual Tax Bill $12,393
Median Year Built 1960
Median Ownership Tenure 8 years

Properties on Pleasant Dr

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

1 Pleasant Dr

3 bd · 1.5 ba · 1,196 sqft · built 1966 · 0.39 acres

Last Sale Tax Bill Prior Sale Owner Records
$150,000Mar 1996 $10,6702024 1 Name on Record Owner Occupied AssessorUpdated May 2026

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2 Pleasant Dr

4 bd · 2 ba · 2,822 sqft · built 1964 · 0.436 acres

Last Sale Tax Bill Prior Sale Owner Records
$151,000Nov 1997 $18,8402024 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

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5 Pleasant Dr

2 bd · 1 ba · 840 sqft · built 1955 · 0.39 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,1532024 2 Names on Record Owner Occupied AssessorUpdated May 2026

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8 Pleasant Dr

2 bd · 1.5 ba · 2,400 sqft · built 1964 · 0.654 acres

Last Sale Tax Bill Prior Sale Owner Records
$450,000Feb 2022 $12,8812024 Amount on Record Jan 2007 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

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11 Pleasant Dr

4 bd · 3 ba · 3,270 sqft · built 1965 · 0.78 acres

Last Sale Tax Bill Prior Sale Owner Records
$18,6082024 1 Name on Record Owner Occupied AssessorUpdated May 2026

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14 Pleasant Dr

2 bd · 1 ba · 1,875 sqft · built 1957 · 0.619 acres

Last Sale Tax Bill Prior Sale Owner Records
$263,000Jan 2019 $10,9352024 Amount on Record Dec 2008 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

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19 Pleasant Dr

2 bd · 1 ba · 980 sqft · built 1942 · 0.39 acres

Last Sale Tax Bill Prior Sale Owner Records
$370,000May 2023 $9,9642024 Amount on Record Jan 2016 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

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20 Pleasant Dr

3 bd · 3 ba · 3,224 sqft · built 1976 · 0.585 acres

Last Sale Tax Bill Prior Sale Owner Records
$325,000Jan 2020 $12,9322024 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

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23 Pleasant Dr

4 bd · 2.5 ba · 2,302 sqft · built 1950 · 0.389 acres

Last Sale Tax Bill Prior Sale Owner Records
$359,000Dec 2018 $14,3522024 Amount on Record Oct 2000 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

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27 Pleasant Dr

2 bd · 1.5 ba · 1,000 sqft · built 1950 · 0.39 acres

Last Sale Tax Bill Prior Sale Owner Records
$335,000Sep 2007 $11,0752024 Amount on Record Jul 1996 2 Names on Record Owner Occupied AssessorUpdated May 2026

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28 Pleasant Dr

4 bd · 1.5 ba · 1,806 sqft · built 1965 · 0.585 acres

Last Sale Tax Bill Prior Sale Owner Records
$370,000Jul 2009 $12,1392024 —Sep 1997 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

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35 Pleasant Dr

5 bd · 2 ba · 1,920 sqft · built 1964 · 0.39 acres

Last Sale Tax Bill Prior Sale Owner Records
$283,625Mar 2022 $13,4972024 Amount on Record Aug 2020 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

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38 Pleasant Dr

4 bd · 3 ba · 3,075 sqft · built 1962 · 0.39 acres

Last Sale Tax Bill Prior Sale Owner Records
$130,000Jun 2021 $13,8682024 Amount on Record May 2013 2 Names on Record Owner Occupied AssessorUpdated May 2026

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41 Pleasant Dr

4 bd · 3.5 ba · 2,977 sqft · built 1950 · 0.39 acres

Last Sale Tax Bill Prior Sale Owner Records
$13,4932024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

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42 Pleasant Dr

3 bd · 2 ba · 2,340 sqft · built 1960 · 0.39 acres

Last Sale Tax Bill Prior Sale Owner Records
$280,000Dec 2016 2 Names on Record AssessorUpdated Mar 2024

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45 Pleasant Dr

2 bd · 1.5 ba · 1,072 sqft · built 1951 · 0.39 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,4442024 1 Name on Record Owner Occupied AssessorUpdated May 2026

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46 Pleasant Dr

5 bd · 3 ba · 3,482 sqft · built 1976 · 0.585 acres

Last Sale Tax Bill Prior Sale Owner Records
$17,2232024 1 Name on Record Owner Occupied AssessorUpdated May 2026

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49 Pleasant Dr

3 bd · 1.5 ba · 1,231 sqft · built 1960 · 0.39 acres

Last Sale Tax Bill Prior Sale Owner Records
$178,250Sep 1998 $13,2322024 2 Names on Record Owner Occupied AssessorUpdated May 2026

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51 Pleasant Dr

2 bd · 1.5 ba · 1,984 sqft · built 1961 · 0.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,9012024 2 Names on Record Owner Occupied AssessorUpdated May 2026

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52 Pleasant Dr

3 bd · 2.5 ba · 2,586 sqft · built 1952 · 0.39 acres

Last Sale Tax Bill Prior Sale Owner Records
$123,100Apr 1991 $13,9752024 1 Name on Record Owner Occupied AssessorUpdated May 2026

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53 Pleasant Dr

3 bd · 1 ba · 1,276 sqft · built 1957 · 0.39 acres

Last Sale Tax Bill Prior Sale Owner Records
$11,8482024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

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56 Pleasant Dr

2 bd · 1 ba · 1,116 sqft · built 1958 · 0.39 acres

Last Sale Tax Bill Prior Sale Owner Records
—Dec 1992 $10,6562024 1 Name on Record AssessorUpdated May 2026

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57 Pleasant Dr

4 bd · 2 ba · 1,184 sqft · built 1970 · 0.39 acres

Last Sale Tax Bill Prior Sale Owner Records
$435,000Jan 2024 $12,3622024 Amount on Record Apr 1998 2 Names on Record Assessor + 2 DocumentsUpdated May 2026

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60 Pleasant Dr

3 bd · 2 ba · 1,356 sqft · built 1961 · 0.39 acres

Last Sale Tax Bill Prior Sale Owner Records
$535,000Apr 2026 $12,3932024 Amount on Record Jul 2019 2 Names on Record Assessor + 4 DocumentsUpdated May 2026

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61 Pleasant Dr

3 bd · 1.5 ba · 1,065 sqft · built 1958 · 0.39 acres

Last Sale Tax Bill Prior Sale Owner Records
$11,0462024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

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Wildfire Risk on Pleasant Dr

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

Wildfire RiskLow
this street's cells rank above 10% of the US · above 23% of New York
Wildfire LikelihoodLess than 1 in 10,000 per year
ExposureDirect
1 of 3 cells directly exposed · 3 adjoin burnable vegetation

Property Records in Nearby Streets