Hillcrest Dr, Middletown, NY Property Records

Orange County and Wallkill Town property records for 19 addresses on Hillcrest Dr, Middletown, NY · Last verified May 2026

Hillcrest Dr Highlights

Properties 19
Median Sale Price $259,793
Deeds and Mortgages on File 12
Median Price per Sqft $149
Owner Occupied 89%
Median Annual Tax Bill $6,343
Median Year Built 1960
Median Ownership Tenure 16 years

Properties on Hillcrest Dr

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

3 Hillcrest Dr

3 bd · 1.5 ba · 1,196 sqft · built 1963 · 0.456 acres

Last Sale Tax Bill Prior Sale Owner Records
$150,080May 2018 $5,2932024 —Mar 2017 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

4 Hillcrest Dr

3 bd · 1.5 ba · 1,008 sqft · built 1959 · 0.367 acres

Last Sale Tax Bill Prior Sale Owner Records
$113,000Sep 2002 $6,3432024 Amount on Record Dec 2001 2 Names on Record Owner Occupied AssessorUpdated May 2026

5 Hillcrest Dr

3 bd · 1.5 ba · 1,354 sqft · built 1958 · 0.451 acres

Last Sale Tax Bill Prior Sale Owner Records
$266,000Jan 2021 $6,0282024 Amount on Record Dec 2008 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

6 Hillcrest Dr

3 bd · 1.5 ba · 1,594 sqft · built 1960 · 0.378 acres

Last Sale Tax Bill Prior Sale Owner Records
$275,000Feb 2010 $7,5892024 2 Names on Record Owner Occupied AssessorUpdated May 2026

7 Hillcrest Dr

3 bd · 1.5 ba · 1,384 sqft · built 1958 · 0.413 acres

Last Sale Tax Bill Prior Sale Owner Records
$206,500Jun 2017 $6,5682024 Amount on Record Nov 2013 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

8 Hillcrest Dr

4 bd · 2 ba · 1,280 sqft · built 1960 · 0.386 acres

Last Sale Tax Bill Prior Sale Owner Records
$260,000Sep 2019 $6,5232024 Amount on Record Sep 2018 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

9 Hillcrest Dr

4 bd · 1.5 ba · 1,645 sqft · built 1959 · 0.413 acres

Last Sale Tax Bill Prior Sale Owner Records
$95,745Aug 1998 $6,4782024 2 Names on Record Owner Occupied AssessorUpdated May 2026

10 Hillcrest Dr

3 bd · 1.5 ba · 1,800 sqft · built 1960 · 1.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,7182024 1 Name on Record Owner Occupied AssessorUpdated May 2026

11 Hillcrest Dr

7 bd · 4 ba · 3,997 sqft · built 1955 · 0.413 acres

Last Sale Tax Bill Prior Sale Owner Records
$210,000Oct 2001 $8,0032024 1 Name on Record Owner Occupied AssessorUpdated May 2026

12 Hillcrest Dr

3 bd · 1.5 ba · 1,152 sqft · built 1960 · 0.404 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,6192024 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

13 Hillcrest Dr

5 bd · 5 ba · 1,920 sqft · built 1960 · 0.72 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,2752024 1 Name on Record AssessorUpdated May 2026

14 Hillcrest Dr

3 bd · 1.5 ba · 1,548 sqft · built 1960 · 0.415 acres

Last Sale Tax Bill Prior Sale Owner Records
$164,800Aug 2014 $5,6982024 1 Name on Record Owner Occupied AssessorUpdated May 2026

15 Hillcrest Dr

2 bd · 1 ba · 960 sqft · built 1962 · 0.702 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,2432024 1 Name on Record Assessor + 1 DocumentUpdated May 2026

16 Hillcrest Dr

3 bd · 1.5 ba · 1,152 sqft · built 1960 · 0.461 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,8182024 1 Name on Record Owner Occupied AssessorUpdated May 2026

17 Hillcrest Dr

3 bd · 1.5 ba · 1,488 sqft · built 1964 · 0.399 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,8932024 1 Name on Record Owner Occupied AssessorUpdated May 2026

18 Hillcrest Dr

3 bd · 1.5 ba · 1,496 sqft · built 1963 · 0.353 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,4282024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

19 Hillcrest Dr

3 bd · 2.5 ba · 2,564 sqft · built 1960 · 0.413 acres

Last Sale Tax Bill Prior Sale Owner Records
$259,793Mar 2007 $7,5132024 Amount on Record Sep 1999 2 Names on Record Owner Occupied AssessorUpdated May 2026

21 Hillcrest Dr

5 bd · 1.5 ba · 2,360 sqft · built 1959 · 0.472 acres

Last Sale Tax Bill Prior Sale Owner Records
$52,500Dec 2000 $6,1932024 2 Names on Record Owner Occupied AssessorUpdated May 2026

23 Hillcrest Dr

3 bd · 1.5 ba · 1,196 sqft · built 1960 · 1.02 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,0632024 2 Names on Record Owner Occupied AssessorUpdated May 2026

Wildfire Risk on Hillcrest Dr

Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020

Wildfire RiskLow
this street's cells rank above 4% of the US · above 5% of New York
Wildfire LikelihoodLess than 1 in 10,000 per year
ExposureDirect
1 of 3 cells directly exposed · 3 adjoin burnable vegetation

Property Records in Nearby Streets