Pleasant Ave, Middletown, NY Property Records

Orange County and Wallkill Town property records for 22 addresses on Pleasant Ave, Middletown, NY · Last verified August 2026

Pleasant Ave Highlights

Properties 22
Median Sale Price $207,000
Deeds and Mortgages on File 22
Median Price per Sqft $154
Owner Occupied 86%
Median Annual Tax Bill $5,764
Median Year Built 1992
Median Ownership Tenure 17 years

Properties on Pleasant Ave

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

1 Pleasant Ave

4 bd · 1 ba · 2,275 sqft · built 1942 · 0.32 acres

Last Sale Tax Bill Prior Sale Owner Records
$187,566Jun 2024 $4,9122024 Amount on Record Jun 2003 Owner on Record Owner Occupied AssessorUpdated May 2026

7 Pleasant Ave

3 bd · 1 ba · 784 sqft · built 1930 · 0.301 acres

Last Sale Tax Bill Prior Sale Owner Records
$72,000Jun 2001 $3,8282024 Amount on Record — Owner on Record Owner Occupied AssessorUpdated May 2026

9 Pleasant Ave

0.143 acres

Last Sale Tax Bill Prior Sale Owner Records
$4202024 Owner on Record AssessorUpdated May 2026

11 Pleasant Ave

2 bd · 1 ba · 961 sqft · built 1910 · 0.43 acres

Last Sale Tax Bill Prior Sale Owner Records
$185,000May 2005 $4,5102024 Owner on Record Owner Occupied AssessorUpdated May 2026

16 Pleasant Ave

3 bd · 3 ba · 1,794 sqft · built 2022 · 0.55 acres

Last Sale Tax Bill Prior Sale Owner Records
$429,000Jul 2023 Amount on Record Aug 2022 Owner on Record Assessor + 3 DocumentsUpdated Feb 2024

17 Pleasant Ave

3 bd · 2.5 ba · 1,248 sqft · built 1992 · 0.173 acres

Last Sale Tax Bill Prior Sale Owner Records
$185,000Mar 2008 $6,0902024 Amount on Record Aug 2007 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

19 Pleasant Ave

3 bd · 1.5 ba · 1,176 sqft · built 1992 · 0.176 acres

Last Sale Tax Bill Prior Sale Owner Records
$425,000Jan 2026 $5,7022024 Amount on Record Dec 2002 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

22 Pleasant Ave

3 bd · 3.5 ba · 1,572 sqft · built 1992 · 0.121 acres

Last Sale Tax Bill Prior Sale Owner Records
$180,000Apr 2015 $6,5082024 Amount on Record Jun 2014 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

23 Pleasant Ave

3 bd · 1.5 ba · 1,176 sqft · built 1993 · 0.176 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,7642024 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

24 Pleasant Ave

3 bd · 1.5 ba · 1,344 sqft · built 1993 · 0.137 acres

Last Sale Tax Bill Prior Sale Owner Records
$207,000Sep 2009 $5,9972024 Amount on Record Dec 2004 Owner on Record Owner Occupied AssessorUpdated May 2026

25 Pleasant Ave

3 bd · 2 ba · 1,572 sqft · built 1993 · 0.176 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,5942024 2 Owners on Record Owner Occupied AssessorUpdated May 2026

27 Pleasant Ave

3 bd · 1.5 ba · 1,176 sqft · built 1992 · 0.176 acres

Last Sale Tax Bill Prior Sale Owner Records
$129,850Sep 2024 $5,7332024 Amount on Record Aug 2003 Owner on Record Assessor + 3 DocumentsUpdated May 2026

28 Pleasant Ave

3 bd · 1.5 ba · 1,344 sqft · built 1993 · 0.137 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,2602024 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

29 Pleasant Ave

3 bd · 2.5 ba · 1,344 sqft · built 1993 · 0.176 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,0052024 Owner on Record Owner Occupied AssessorUpdated May 2026

30 Pleasant Ave

3 bd · 1.5 ba · 1,176 sqft · built 1992 · 0.137 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,6092024 2 Owners on Record Owner Occupied AssessorUpdated May 2026

31 Pleasant Ave

3 bd · 1.5 ba · 1,176 sqft · built 1992 · 0.176 acres

Last Sale Tax Bill Prior Sale Owner Records
$235,000Oct 2007 $6,0592024 Amount on Record Aug 2007 2 Owners on Record Owner Occupied AssessorUpdated May 2026

32 Pleasant Ave

3 bd · 2.5 ba · 1,264 sqft · built 1993 · 0.149 acres

Last Sale Tax Bill Prior Sale Owner Records
$230,000Mar 2005 $5,9502024 Amount on Record Dec 2002 Owner on Record Owner Occupied AssessorUpdated May 2026

33 Pleasant Ave

3 bd · 2.5 ba · 2,528 sqft · built 1993 · 0.176 acres

Last Sale Tax Bill Prior Sale Owner Records
$249,000Feb 2005 $6,2912024 Amount on Record Dec 2003 Owner on Record Owner Occupied AssessorUpdated May 2026

34 Pleasant Ave

3 bd · 2.5 ba · 1,264 sqft · built 1993 · 0.137 acres

Last Sale Tax Bill Prior Sale Owner Records
$302,000Feb 2022 $7,3552025 Amount on Record Mar 2004 Owner on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

35 Pleasant Ave

3 bd · 2 ba · 1,572 sqft · built 1992 · 0.176 acres

Last Sale Tax Bill Prior Sale Owner Records
$190,000Nov 2018 $5,6712024 Amount on Record Nov 1999 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

36 Pleasant Ave

3 bd · 2 ba · 1,572 sqft · built 1992 · 0.195 acres

Last Sale Tax Bill Prior Sale Owner Records
$255,000Dec 2008 $7,4682024 Owner on Record Owner Occupied AssessorUpdated May 2026

37 Pleasant Ave

3 bd · 2.5 ba · 1,248 sqft · built 1992 · 0.17 acres

Last Sale Tax Bill Prior Sale Owner Records
$245,000Jan 2005 $6,5232024 Owner on Record Owner Occupied AssessorUpdated May 2026

Property Records in Nearby Streets