Cyprus Dr, Middletown, NY Property Records

Orange County and Wallkill Town property records for 45 addresses on Cyprus Dr, Middletown, NY · Last verified August 2026

Cyprus Dr Highlights

Properties 45
Median Sale Price $455,000
Deeds and Mortgages on File 46
Median Price per Sqft $246
Owner Occupied 89%
Median Annual Tax Bill $5,017
Median Year Built 2016
Median Ownership Tenure 10 years

Properties on Cyprus Dr

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

2 Cyprus Dr

2 bd · 2 ba · 2,119 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$315,000Aug 2017 $4,8342024 Amount on Record Mar 2014 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

4 Cyprus Dr

2 bd · 2.5 ba · 2,454 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$285,000Oct 2014 $5,6262024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

6 Cyprus Dr

2 bd · 2.5 ba · 2,454 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$285,000Dec 2014 $5,6842024 2 Names on Record Owner Occupied AssessorUpdated May 2026

8 Cyprus Dr

2 bd · 2 ba · 1,612 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$285,000Jul 2014 $4,1712024 —Jul 2014 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

10 Cyprus Dr

2 bd · 2 ba · 1,612 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$525,000Jun 2026 $4,1712024 Amount on Record May 2015 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

12 Cyprus Dr

2 bd · 2 ba · 1,612 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$399,000Sep 2020 $4,1712024 Amount on Record Jul 2015 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

14 Cyprus Dr

2 bd · 2 ba · 1,612 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$280,000Mar 2015 $4,2952024 2 Names on Record Owner Occupied AssessorUpdated May 2026

16 Cyprus Dr

2 bd · 2.5 ba · 2,119 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$380,000Feb 2020 $5,2352024 Amount on Record May 2015 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

18 Cyprus Dr

2 bd · 2 ba · 1,746 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$430,000Oct 2021 $4,8432024 Amount on Record Mar 2015 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

19 Cyprus Dr

3 bd · 2 ba · 2,229 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$371,255Dec 2015 $5,7242024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

20 Cyprus Dr

2 bd · 2 ba · 1,612 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$283,500Apr 2016 $4,1712024 Amount on Record Sep 2015 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

21 Cyprus Dr

2 bd · 2 ba · 1,868 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$550,000Mar 2026 $4,8952024 Amount on Record Feb 2016 2 Names on Record Assessor + 2 DocumentsUpdated Jul 2026

22 Cyprus Dr

2 bd · 2 ba · 1,612 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$254,000Jul 2015 $4,2952024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

23 Cyprus Dr

2 bd · 2 ba · 1,909 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$343,570Apr 2016 $5,5302024 2 Names on Record Owner Occupied AssessorUpdated May 2026

24 Cyprus Dr

2 bd · 2 ba · 2,119 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$285,000Jul 2015 $4,7422024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

25 Cyprus Dr

2 bd · 2 ba · 1,868 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$531,500May 2025 $5,1812024 Amount on Record Oct 2020 1 Name on Record Assessor + 1 DocumentUpdated May 2026

26 Cyprus Dr

2 bd · 2 ba · 2,229 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$310,000Mar 2015 $5,7242024 1 Name on Record Assessor + 1 DocumentUpdated May 2026

27 Cyprus Dr

2 bd · 2 ba · 1,909 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$350,000May 2017 $5,4822024 Amount on Record Jan 2016 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

28 Cyprus Dr

2 bd · 2 ba · 1,473 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$309,000Jul 2014 $4,3692024 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

29 Cyprus Dr

3 bd · 3 ba · 2,229 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$440,000Sep 2020 $5,9292024 Amount on Record Aug 2015 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

30 Cyprus Dr

2 bd · 2 ba · 1,746 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$320,090Mar 2015 $4,5762024 2 Names on Record Owner Occupied AssessorUpdated May 2026

31 Cyprus Dr

2 bd · 2 ba · 1,473 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$305,215Mar 2016 $4,2022024 2 Names on Record Owner Occupied AssessorUpdated May 2026

33 Cyprus Dr

2 bd · 2 ba · 1,909 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$346,185Feb 2016 $5,2182024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

35 Cyprus Dr

2 bd · 2 ba · 1,909 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$373,320Jun 2015 $5,2182024 1 Name on Record Owner Occupied AssessorUpdated May 2026

37 Cyprus Dr

2 bd · 2 ba · 2,229 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$392,910Feb 2015 $5,8452024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

39 Cyprus Dr

2 bd · 2 ba · 1,868 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$386,515Feb 2015 $4,9702024 —Feb 2015 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

50 Cyprus Dr

2 bd · 2 ba · 1,473 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$289,081Aug 2017 $4,7802024 Amount on Record Dec 2015 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

52 Cyprus Dr

2 bd · 2 ba · 1,868 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$336,843Oct 2017 $5,3582024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

54 Cyprus Dr

2 bd · 2 ba · 2,597 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$372,372Sep 2016 $6,0572024 2 Names on Record Owner Occupied AssessorUpdated May 2026

56 Cyprus Dr

3 bd · 4 ba · 2,229 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$525,000Feb 2022 $6,8662024 Amount on Record Nov 2016 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

57 Cyprus Dr

2 bd · 2 ba · 1,612 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$270,000Oct 2016 $4,8822024 2 Names on Record Owner Occupied AssessorUpdated May 2026

58 Cyprus Dr

3 bd · 3.5 ba · 2,268 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$395,631Nov 2016 $6,0732024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

59 Cyprus Dr

2 bd · 2 ba · 1,612 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$311,000Mar 2019 $4,8822024 Amount on Record Oct 2016 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

60 Cyprus Dr

2 bd · 2 ba · 1,677 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$356,075Nov 2016 $5,4532024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

61 Cyprus Dr

2 bd · 2 ba · 1,612 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$287,768Nov 2016 $4,8822024 1 Name on Record Owner Occupied AssessorUpdated May 2026

62 Cyprus Dr

2 bd · 2 ba · 1,909 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$455,000Jul 2022 $6,0692024 Amount on Record Jan 2017 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

63 Cyprus Dr

2 bd · 2 ba · 1,746 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$340,000Jul 2020 $4,7242024 Amount on Record Dec 2016 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

64 Cyprus Dr

2 bd · 2 ba · 1,909 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$600,000Aug 2025 $6,0692024 Amount on Record Oct 2017 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

65 Cyprus Dr

2 bd · 2 ba · 1,612 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$360,000Feb 2018 $4,8822024 Amount on Record Jun 2016 1 Name on Record Owner Occupied AssessorUpdated May 2026

66 Cyprus Dr

2 bd · 2 ba · 1,612 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$340,000Dec 2017 $5,0172024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

68 Cyprus Dr

2 bd · 2 ba · 1,473 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$317,942Dec 2017 $4,8552024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

70 Cyprus Dr

2 bd · 2 ba · 2,822 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$377,475Nov 2016 $6,9472024 2 Names on Record Assessor + 1 DocumentUpdated May 2026

72 Cyprus Dr

2 bd · 2 ba · 1,868 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$303,207Jan 2017 $5,9512024 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

74 Cyprus Dr

2 bd · 2 ba · 1,473 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$319,860Mar 2017 $4,6562024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

76 Cyprus Dr

2 bd · 2 ba · 1,473 sqft · 0.01 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$306,213Mar 2017 $5,1632024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

Property Records in Nearby Streets