Sunnyside Ave, Middletown, NY Property Records

Orange County and Middletown City property records for 22 addresses on Sunnyside Ave, Middletown, NY · Last verified October 2026

Sunnyside Ave Highlights

Properties 22
Median Sale Price $300,000
Deeds and Mortgages on File 41
Median Price per Sqft $145
Owner Occupied 59%
Median Annual Tax Bill $5,692
Median Year Built 1924
Median Ownership Tenure 6 years

Properties on Sunnyside Ave

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

1 Sunnyside Ave

2 bd · 1 ba · 864 sqft · built 1923 · 0.114 acres

Last Sale Tax Bill Prior Sale Owner Records
$225,000Dec 2022 $3,5542024 Amount on Record Feb 2008 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

2 Sunnyside Ave

3 bd · 1 ba · 840 sqft · built 1925 · 0.114 acres

Last Sale Tax Bill Prior Sale Owner Records
$45,000May 1996 $4,1932024 Amount on Record May 1995 Owner on Record Owner Occupied AssessorUpdated Oct 2026

3 Sunnyside Ave

5 bd · 3 ba · 2,747 sqft · built 1923 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$319,899Jul 2005 $9,1632024 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

4 Sunnyside Ave

2 bd · 1 ba · 836 sqft · built 1925 · 0.114 acres

Last Sale Tax Bill Prior Sale Owner Records
$346,000Oct 2022 $4,2762024 Amount on Record Aug 2019 2 Owners on Record Owner Occupied Assessor + 5 DocumentsUpdated Oct 2026

5 Sunnyside Ave

3 bd · 1 ba · 1,200 sqft · built 1920 · 0.127 acres

Last Sale Tax Bill Prior Sale Owner Records
$112,000Aug 2002 $4,9152024 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

6 Sunnyside Ave

2 bd · 1 ba · 848 sqft · built 1951 · 0.114 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Apr 2024 $4,9432024 Amount on Record May 2018 Owner on Record Assessor + 3 DocumentsUpdated Oct 2026

7 Sunnyside Ave

2 bd · 1 ba · 864 sqft · built 1924 · 0.101 acres

Last Sale Tax Bill Prior Sale Owner Records
$155,000Apr 2024 $4,0262024 Amount on Record Nov 2022 2 Owners on Record Assessor + 2 DocumentsUpdated Sep 2026

8 Sunnyside Ave

3 bd · 1 ba · 936 sqft · built 1952 · 0.114 acres

Last Sale Tax Bill Prior Sale Owner Records
$269,900Jan 2024 $4,7482024 Amount on Record Jun 2023 Owner on Record Assessor + 5 DocumentsUpdated Aug 2026

9 Sunnyside Ave

4 bd · 2 ba · 2,880 sqft · built 1920 · 0.143 acres

Last Sale Tax Bill Prior Sale Owner Records
$360,000Jun 2026 $7,0012025 Amount on Record Nov 2023 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

10 Sunnyside Ave

3 bd · 1.5 ba · 1,588 sqft · built 1965 · 0.103 acres

Last Sale Tax Bill Prior Sale Owner Records
$190,000Dec 2020 $7,7202024 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

11 Sunnyside Ave

4 bd · 2 ba · 2,160 sqft · built 1920 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$315,000Jan 2022 $6,0812024 Owner on Record Assessor + 1 DocumentUpdated Oct 2026

12 Sunnyside Ave

3 bd · 1 ba · 1,310 sqft · built 1930 · 0.103 acres

Last Sale Tax Bill Prior Sale Owner Records
$177,000May 2018 $4,9152024 Amount on Record Jan 1998 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Sep 2026

13 Sunnyside Ave

6 bd · 2 ba · 2,517 sqft · built 1920 · 0.164 acres

Last Sale Tax Bill Prior Sale Owner Records
$176,000Sep 2015 $7,8312024 Amount on Record Sep 2013 Owner on Record Owner Occupied AssessorUpdated Oct 2026

14 Sunnyside Ave

6 bd · 2 ba · 2,160 sqft · built 1920 · 0.114 acres

Last Sale Tax Bill Prior Sale Owner Records
$135,000Feb 2001 $6,4702024 Owner on Record Assessor + 2 DocumentsUpdated Oct 2026

15 Sunnyside Ave

3 bd · 1 ba · 1,804 sqft · built 1920 · 0.107 acres

Last Sale Tax Bill Prior Sale Owner Records
$185,200Oct 2004 $5,9702024 Amount on Record Dec 1999 Owner on Record Owner Occupied AssessorUpdated Oct 2026

16 Sunnyside Ave

2 bd · 1 ba · 888 sqft · built 1920 · 0.103 acres

Last Sale Tax Bill Prior Sale Owner Records
$42,000Aug 1997 $4,0822024 Owner on Record Assessor + 3 DocumentsUpdated May 2026

17 Sunnyside Ave

2 bd · 1 ba · 1,236 sqft · built 1915 · 0.114 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,6652024 2 Owners on Record Owner Occupied AssessorUpdated May 2026

18 Sunnyside Ave

3 bd · 1.5 ba · 1,470 sqft · built 1928 · 0.103 acres

Last Sale Tax Bill Prior Sale Owner Records
$75,000Feb 1999 $5,5262024 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

19 Sunnyside Ave

6 bd · 2 ba · 2,812 sqft · built 1920 · 0.114 acres

Last Sale Tax Bill Prior Sale Owner Records
$320,000Jul 2021 $6,8032024 Owner on Record Assessor + 3 DocumentsUpdated May 2026

20 Sunnyside Ave

3 bd · 1.5 ba · 1,296 sqft · built 1925 · 0.103 acres

Last Sale Tax Bill Prior Sale Owner Records
$149,900Nov 2002 $5,6922024 Owner on Record Owner Occupied AssessorUpdated Oct 2026

22 Sunnyside Ave

3 bd · 2 ba · 2,200 sqft · built 1950 · 0.128 acres

Last Sale Tax Bill Prior Sale Owner Records
$300,000Jul 2024 $8,2472024 Amount on Record Aug 2000 Owner on Record Assessor + 2 DocumentsUpdated Sep 2026

24 Sunnyside Ave, #30

3 bd · 3.5 ba · 4,422 sqft · built 1950 · 0.321 acres

Last Sale Tax Bill Prior Sale Owner Records
$444,000Nov 2023 $8,2192024 Amount on Record Aug 2019 2 Owners on Record Assessor + 1 DocumentUpdated Oct 2026

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