Hill Rd, Middletown, NY Property Records

Orange County, Hamptonburgh Town, Wallkill Town and Mount Hope Town property records for 44 addresses on Hill Rd, Middletown, NY · Last verified August 2026

Hill Rd Highlights

Properties 44
Median Sale Price $345,000
Deeds and Mortgages on File 49
Median Price per Sqft $215
Owner Occupied 82%
Median Annual Tax Bill $8,159
Median Year Built 1967
Median Ownership Tenure 9 years

Properties on Hill Rd

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

3 Hill Rd

3 bd · 2 ba · 1,850 sqft · built 1958 · 2.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$430,000Jan 2024 $7,6982024 Amount on Record May 2020 2 Names on Record Assessor + 2 DocumentsUpdated May 2026

4 Hill Rd

2 bd · 1.5 ba · 960 sqft · built 1957 · 2.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$209,900Dec 2018 $5,8942024 Amount on Record May 2006 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

5 Hill Rd

3 bd · 1 ba · 1,152 sqft · built 1954 · 3 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,1882024 1 Name on Record Owner Occupied AssessorUpdated May 2026

6 Hill Rd

3 bd · 3.5 ba · 2,960 sqft · built 2004 · 4.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$352,980Oct 2015 $10,5192024 Amount on Record Sep 2004 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

8 Hill Rd

3 bd · 1 ba · 924 sqft · built 1955 · 4.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$319,000Apr 2026 $5,7062024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

10 Hill Rd

4 bd · 1.5 ba · 1,696 sqft · built 1956 · 4.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,2092024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

12 Hill Rd

3 bd · 3.5 ba · 2,629 sqft · built 2023 · 3 acres

Last Sale Tax Bill Prior Sale Owner Records
$125,000Jan 2023 $15,1012024 Amount on Record Feb 2022 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

17 Hill Rd

3 bd · 1.5 ba · 1,000 sqft · built 1968 · 4.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,9602024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

19 Hill Rd

4 bd · 2.5 ba · 1,946 sqft · built 2014 · 3.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$352,000Feb 2015 $9,9352024 Amount on Record Feb 2005 2 Names on Record Owner Occupied AssessorUpdated May 2026

21 Hill Rd

2 bd · 1 ba · 1,386 sqft · built 1958 · 0.53 acres

Last Sale Tax Bill Prior Sale Owner Records
$281,000May 2023 $6,2162024 Amount on Record Jan 2022 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

24 Hill Rd

4 bd · 6 ba · 11,645 sqft · built 2009 · 84.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$300,000Jan 2004 $42,5352024 1 Name on Record Assessor + 1 DocumentUpdated May 2026

28 Hill Rd

3 bd · 2.5 ba · 2,646 sqft · built 2004 · 5.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$340,200May 2004 $9,9972024 Amount on Record Apr 2003 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

32 Hill Rd

4 bd · 2 ba · 2,204 sqft · built 1964 · 4.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,2382024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

33 Hill Rd

4 bd · 1.5 ba · 2,048 sqft · built 1967 · 19.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,4682024 1 Name on Record Owner Occupied AssessorUpdated May 2026

34 Hill Rd

4 bd · 2.5 ba · 1,960 sqft · built 1976 · 1.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,1592024 2 Names on Record Owner Occupied AssessorUpdated May 2026

35 Hill Rd

2 bd · 1 ba · 720 sqft · built 1947 · 5.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,7962024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

36 Hill Rd

4 bd · 2.5 ba · 2,318 sqft · built 2002 · 3.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$420,000Oct 2005 $10,1882024 1 Name on Record Owner Occupied AssessorUpdated May 2026

39 Hill Rd

3 bd · 1.5 ba · 1,188 sqft · built 1968 · 0.83 acres

Last Sale Tax Bill Prior Sale Owner Records
$129,500May 1997 $7,1312024 2 Names on Record Owner Occupied AssessorUpdated May 2026

40 Hill Rd

3 bd · 2.5 ba · 1,620 sqft · built 2001 · 1.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$300,000Jun 2005 $8,3722024 Amount on Record Aug 2000 1 Name on Record Owner Occupied AssessorUpdated May 2026

41 Hill Rd

1 bd · 1 ba · 700 sqft · built 1947 · 1.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Dec 2005 $4,3712024 Amount on Record Jan 2004 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

43 Hill Rd

1 bd · 1 ba · 672 sqft · built 1944 · 2.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$65,000Mar 2017 $4,1422024 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

45 Hill Rd

3 bd · 1 ba · 1,340 sqft · built 1966 · 4.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,9842024 1 Name on Record Owner Occupied AssessorUpdated May 2026

47 Hill Rd

2 bd · 2 ba · 2,250 sqft · built 2020 · 9 acres

Last Sale Tax Bill Prior Sale Owner Records
$30,000Aug 2017 $12,8642024 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

52 Hill Rd

4 bd · 2.5 ba · 2,294 sqft · built 2003 · 8.8 acres

Last Sale Tax Bill Prior Sale Owner Records
$700,000Mar 2026 $11,5672024 Amount on Record Aug 2003 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

54 Hill Rd

3 bd · 2.5 ba · 1,776 sqft · built 1973 · 0.539 acres

Last Sale Tax Bill Prior Sale Owner Records
$278,500Dec 2017 $8,8802024 Amount on Record Mar 2014 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

60 Hill Rd

3 bd · 1.5 ba · 1,738 sqft · built 1972 · 2.9 acres

Last Sale Tax Bill Prior Sale Owner Records
$345,000Sep 2020 $8,0962024 Amount on Record Aug 2012 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

72 Hill Rd

3 bd · 2 ba · 2,052 sqft · built 1972 · 0.48 acres

Last Sale Tax Bill Prior Sale Owner Records
$465,000Apr 2025 $9,0592024 Amount on Record Oct 2022 1 Name on Record Assessor + 1 DocumentUpdated May 2026

73 Hill Rd

4 bd · 2.5 ba · 2,590 sqft · built 2006 · 5.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$290,000Jun 2015 $11,2592024 Amount on Record Apr 2009 2 Names on Record Owner Occupied AssessorUpdated May 2026

96 Hill Rd

4 bd · 3 ba · 3,512 sqft · built 2005 · 9.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$126,000Jan 1999 $12,4302024 2 Names on Record Owner Occupied AssessorUpdated May 2026

140 Hill Rd

2 bd · 2 ba · 1,852 sqft · built 1949 · 28 acres

Last Sale Tax Bill Prior Sale Owner Records
$65,000Jul 1998 $7,8702024 1 Name on Record Owner Occupied AssessorUpdated May 2026

141 Hill Rd

4 bd · 3.5 ba · 3,312 sqft · built 1997 · 5.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$340,000Aug 2023 $13,8572024 Amount on Record Dec 2022 2 Names on Record Assessor + 2 DocumentsUpdated May 2026

145 Hill Rd

4 bd · 2.5 ba · 2,288 sqft · built 2002 · 1.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$20,700Oct 1999 $11,0112024 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

305 Hill Rd

3 bd · 2.5 ba · 2,206 sqft · built 1986 · 4.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$11,5482024 2 Names on Record Owner Occupied AssessorUpdated May 2026

321 Hill Rd

4 bd · 4 ba · 5,833 sqft · built 2003 · 48.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$150,000Aug 1996 $34,1742024 1 Name on Record Owner Occupied AssessorUpdated May 2026

350/358 Hill Rd

11 bd · 5 ba · 5,119 sqft · built 1918 · 37.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$310,000Jul 2000 $14,7802024 1 Name on Record AssessorUpdated May 2026

395 Hill Rd

3 bd · 2.5 ba · 2,264 sqft · built 1959 · 4.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$185,000Jul 1999 $10,6522024 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

415 Hill Rd

3 bd · 2 ba · 1,560 sqft · built 1920 · 1.7 acres

Last Sale Tax Bill Prior Sale Owner Records
$245,000Oct 2018 $4,7802024 Amount on Record Jun 2003 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

418 Hill Rd

3 bd · 1.5 ba · 1,440 sqft · built 1948 · 1.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,2202024 2 Names on Record Assessor + 2 DocumentsUpdated Aug 2026

423 Hill Rd

3 bd · 2 ba · 1,596 sqft · built 1953 · 0.9 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,5272024 2 Names on Record Owner Occupied AssessorUpdated May 2026

424 Hill Rd

3 bd · 1.5 ba · 1,508 sqft · built 1942 · 1.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$120,000Sep 2018 $6,7182024 Amount on Record Nov 2006 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

429 Hill Rd

3 bd · 1.5 ba · 1,271 sqft · built 1950 · 0.8 acres

Last Sale Tax Bill Prior Sale Owner Records
$325,000Dec 2022 $5,2822024 Amount on Record Jul 2017 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

430 Hill Rd

2 bd · 1.5 ba · 1,738 sqft · built 1942 · 1.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$375,000May 2024 $6,4082024 1 Name on Record Assessor + 2 DocumentsUpdated May 2026

437 Hill Rd

4 bd · 2.5 ba · 2,065 sqft · built 1955 · 0.7 acres

Last Sale Tax Bill Prior Sale Owner Records
$445,000Nov 2024 $7,1312024 Amount on Record Jan 2017 2 Names on Record Assessor + 1 DocumentUpdated May 2026

440 Hill Rd

2 bd · 1.5 ba · 1,396 sqft · built 1960 · 0.8 acres

Last Sale Tax Bill Prior Sale Owner Records
$250,000Apr 2004 $7,4042024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

Wildfire Risk on Hill Rd

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

Wildfire RiskLow
this street's cells rank above 29% of the US · above 80% of New York
Wildfire LikelihoodAbout 1 in 2,703 per year
ExposureDirect
21 of 24 cells directly exposed · 24 adjoin burnable vegetation

Property Records in Nearby Streets