Winthrop Ave, Middletown, NY Property Records

Orange County and Middletown City property records for 19 addresses on Winthrop Ave, Middletown, NY · Last verified August 2026

Winthrop Ave Highlights

Properties 19
Median Sale Price $176,500
Deeds and Mortgages on File 23
Median Price per Sqft $139
Owner Occupied 89%
Median Annual Tax Bill $9,219
Median Year Built 1963
Median Ownership Tenure 7 years

Properties on Winthrop Ave

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

1 Winthrop Ave

4 bd · 2.5 ba · 1,884 sqft · built 1965 · 0.264 acres

Last Sale Tax Bill Prior Sale Owner Records
$120,000Jan 2020 $12,1352024 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2 Winthrop Ave

3 bd · 1.5 ba · 1,244 sqft · built 1959 · 0.264 acres

Last Sale Tax Bill Prior Sale Owner Records
$173,900Dec 2019 $10,1352024 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

3 Winthrop Ave

4 bd · 2 ba · 1,704 sqft · built 1962 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,8582024 2 Owners on Record Owner Occupied AssessorUpdated May 2026

4 Winthrop Ave

3 bd · 1.5 ba · 1,296 sqft · built 1961 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$299,900Apr 2022 $10,2742024 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

5 Winthrop Ave

3 bd · 1 ba · 1,154 sqft · built 1961 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$160,000Nov 2018 $7,8582024 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

6 Winthrop Ave

3 bd · 1 ba · 1,192 sqft · built 1961 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$335,000Feb 2024 $8,6642024 Amount on Record Jan 2007 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

7 Winthrop Ave

3 bd · 1.5 ba · 1,072 sqft · built 1964 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$174,000Jun 2018 $8,3302024 Amount on Record Mar 2017 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

8 Winthrop Ave

3 bd · 1.5 ba · 1,316 sqft · built 1961 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$176,500Mar 2019 $8,6362024 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

9 Winthrop Ave

3 bd · 1.5 ba · 1,296 sqft · built 1960 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$47,500May 2019 $9,6912024 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

10 Winthrop Ave

3 bd · 2 ba · 1,490 sqft · built 1965 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$212,000Aug 2012 $9,2192024 Amount on Record Jul 2003 2 Owners on Record Owner Occupied AssessorUpdated May 2026

11 Winthrop Ave

3 bd · 1.5 ba · 1,364 sqft · built 1963 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$83,200Jul 1997 $8,7232024 2 Owners on Record Owner Occupied AssessorUpdated Jun 2026

12 Winthrop Ave

3 bd · 1 ba · 1,192 sqft · built 1963 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$217,000Aug 2008 $8,9692024 Amount on Record Sep 2002 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

13 Winthrop Ave

3 bd · 1 ba · 1,192 sqft · built 1964 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,4422024 Owner on Record Assessor + 1 DocumentUpdated May 2026

14 Winthrop Ave

3 bd · 1.5 ba · 1,296 sqft · built 1961 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,0252024 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

15 Winthrop Ave

4 bd · 3 ba · 2,065 sqft · built 2007 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$318,000Aug 2019 $10,6912024 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

16 Winthrop Ave

3 bd · 1 ba · 1,556 sqft · built 1960 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$167,041Sep 2002 $9,2192024 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

17 Winthrop Ave

4 bd · 2 ba · 2,030 sqft · built 1964 · 0.198 acres

Last Sale Tax Bill Prior Sale Owner Records
$245,000Feb 2015 $10,2462024 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

18 Winthrop Ave

3 bd · 2 ba · 1,450 sqft · built 1963 · 0.311 acres

Last Sale Tax Bill Prior Sale Owner Records
$170,000Apr 2019 $9,8852024 Amount on Record Jan 2001 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

19 Winthrop Ave, #21

3 bd · 2.5 ba · 1,683 sqft · built 1966 · 0.462 acres

Last Sale Tax Bill Prior Sale Owner Records
$203,900Apr 2016 $10,6072024 Amount on Record Apr 2006 Owner on Record AssessorUpdated May 2026

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