Oak Dr, Middletown, NY Property Records

Orange County and Middletown City property records for 14 addresses on Oak Dr, Middletown, NY · Last verified July 2026

Oak Dr Highlights

Properties 14
Median Sale Price $192,920
Deeds and Mortgages on File 25
Median Price per Sqft $141
Owner Occupied 79%
Median Annual Tax Bill $6,137
Median Year Built 1955
Median Ownership Tenure 7 years

Properties on Oak Dr

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

8 Oak Dr

3 bd · 1 ba · 1,052 sqft · 0.202 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$6,1372024 2 Names on Record Assessor + 1 DocumentUpdated May 2026

9 Oak Dr

3 bd · 1 ba · 1,300 sqft · 0.253 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$192,920Jul 2008 $5,9422024 2 Names on Record Owner Occupied AssessorUpdated May 2026

10 Oak Dr

3 bd · 1 ba · 1,204 sqft · 0.215 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$224,000Jun 2007 $5,6132024 2 Names on Record Owner Occupied AssessorUpdated May 2026

11 Oak Dr

3 bd · 1 ba · 1,378 sqft · 0.222 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,8552024 2 Names on Record Owner Occupied AssessorUpdated May 2026

12 Oak Dr

4 bd · 2 ba · 1,720 sqft · 0.215 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$6,3312024 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

13 Oak Dr

3 bd · 1 ba · 1,288 sqft · 0.221 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$182,014Sep 2008 $5,6372024 Amount on Record Oct 2002 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

14 Oak Dr

3 bd · 1 ba · 1,264 sqft · 0.215 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$51,887Jan 2019 $5,9422024 1 Name on Record Assessor + 4 DocumentsUpdated Jun 2026

15 Oak Dr

4 bd · 1 ba · 1,278 sqft · 0.222 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$145,000Oct 2019 $5,9702024 Amount on Record Sep 2018 1 Name on Record Assessor + 2 DocumentsUpdated May 2026

16 Oak Dr

3 bd · 1 ba · 1,108 sqft · 0.215 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,4702024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

17 Oak Dr

3 bd · 1 ba · 1,322 sqft · 0.236 acres

Last Sale Tax Bill Prior Sale Owner Records
$154,500Aug 2021 $6,5262024 Amount on Record Aug 1995 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

18 Oak Dr

5 bd · 2 ba · 1,676 sqft · 0.215 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$285,000Mar 2022 $9,1082024 Amount on Record Jan 2022 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

19 Oak Dr

4 bd · 1.5 ba · 1,664 sqft · 0.222 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$113,000Jul 1995 $10,0242024 2 Names on Record Owner Occupied AssessorUpdated May 2026

21 Oak Dr

4 bd · 1.5 ba · 1,664 sqft · 0.236 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$205,000Jun 2016 $9,6122025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

23 Oak Dr

3 bd · 2 ba · 2,156 sqft · 0.295 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$340,000Feb 2021 $9,8852024 Amount on Record Feb 2020 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

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