Prospect Hill Rd, Cuddebackville, NY Property Records

Orange County and Deerpark Town property records for 47 addresses on Prospect Hill Rd, Cuddebackville, NY · Last verified October 2026

Prospect Hill Rd Highlights

Properties 47
Median Sale Price $280,000
Deeds and Mortgages on File 31
Median Price per Sqft $144
Owner Occupied 53%
Median Annual Tax Bill $5,994
Median Year Built 1969
Median Ownership Tenure 7 years

Properties on Prospect Hill Rd

Owner names and exact recorded amounts are on file and can be viewed instantly on this page with a free 10-day trial.

19 Prospect Hill Rd

3 bd · 2 ba · 1,792 sqft · built 1992 · 0.68 acres

Last Sale Tax Bill Prior Sale Owner Records
$220,000Oct 2023 $5,5252024 Amount on File Jan 2017 2 Owners on File Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

25 Prospect Hill Rd

868 sqft · built 1976 · 0.61 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,1582024 2 Owners on File Owner Occupied AssessorUpdated May 2026

31 Prospect Hill Rd

4 bd · 2 ba · 1,394 sqft · built 1810 · 3 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,7202024 Owner on File AssessorUpdated Oct 2026

42 Prospect Hill Rd

3 bd · 2 ba · 1,740 sqft · built 1933 · 4 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,2502024 Owner on File AssessorUpdated May 2026

43 Prospect Hill Rd

4 bd · 1 ba · 1,896 sqft · built 1860 · 0.86 acres

Last Sale Tax Bill Prior Sale Owner Records
$280,000Feb 2022 $4,5952024 Amount on File Jun 2015 2 Owners on File Owner Occupied Assessor + 1 DocumentUpdated Oct 2026
Last Sale Tax Bill Prior Sale Owner Records
$9502024 Owner on File AssessorUpdated May 2026
Last Sale Tax Bill Prior Sale Owner Records
$1,2842024 Owner on File AssessorUpdated May 2026

57 Prospect Hill Rd

5 bd · 2 ba · 2,870 sqft · built 1895 · 1.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,0632024 2 Owners on File Owner Occupied Assessor + 1 DocumentUpdated Oct 2026
Last Sale Tax Bill Prior Sale Owner Records
$2572024 Owner on File AssessorUpdated May 2026
Last Sale Tax Bill Prior Sale Owner Records
$1282024 Owner on File AssessorUpdated May 2026

110 Prospect Hill Rd

2 bd · 1 ba · 580 sqft · built 1926 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$20,000Apr 2019 $3,9792024 Owner on File Assessor + 1 DocumentUpdated May 2026

151 Prospect Hill Rd

13 bd · 9 ba · 6,228 sqft · built 1905 · 149 acres

Last Sale Tax Bill Prior Sale Owner Records
$21,5472024 Owner on File AssessorUpdated Oct 2026

160 Prospect Hill Rd

3 bd · 2 ba · 2,140 sqft · built 2006 · 12.9 acres

Last Sale Tax Bill Prior Sale Owner Records
2 Owners on File Owner Occupied Assessor + 1 DocumentUpdated May 2026

169 Prospect Hill Rd, #173

8 bd · 3.5 ba · 3,892 sqft · built 1906 · 43 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,1822024 2 Owners on File AssessorUpdated May 2026
Last Sale Tax Bill Prior Sale Owner Records
$100,000May 2003 Owner on File Owner Occupied AssessorUpdated Feb 2024
Last Sale Tax Bill Prior Sale Owner Records
$32,000Apr 2000 $1,5472024 2 Owners on File Assessor + 1 DocumentUpdated May 2026

280 Prospect Hill Rd

3 bd · 2.5 ba · 1,816 sqft · built 1976 · 4 acres

Last Sale Tax Bill Prior Sale Owner Records
$399,000Feb 2025 $6,1282024 2 Owners on File Assessor + 1 DocumentUpdated May 2026

304 Prospect Hill Rd

3 bd · 1 ba · 1,344 sqft · built 1880 · 2.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,8842024 Owner on File Owner Occupied AssessorUpdated May 2026

310 Prospect Hill Rd

2 bd · 1 ba · 4,896 sqft · built 1920 · 3 acres

Last Sale Tax Bill Prior Sale Owner Records
$132,000Mar 2002 $10,3582024 Owner on File Owner Occupied AssessorUpdated Oct 2026

314 Prospect Hill Rd

3 bd · 2 ba · 1,320 sqft · built 2014 · 2.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$10,000Jun 2026 $6,5332025 Owner on File Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

315 Prospect Hill Rd

4 bd · 2.5 ba · 2,190 sqft · built 2004 · 9 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,6582024 2 Owners on File Owner Occupied AssessorUpdated May 2026

325 Prospect Hill Rd

4 bd · 2.5 ba · 2,488 sqft · built 1969 · 1.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$225,000Jan 2019 $7,5342024 Amount on File Apr 1998 2 Owners on File Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

331 Prospect Hill Rd

3 bd · 2 ba · 1,288 sqft · built 1969 · 2.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,5332024 2 Owners on File Owner Occupied AssessorUpdated May 2026

340 Prospect Hill Rd

3 bd · 2 ba · 4,664 sqft · built 1965 · 27.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$12,2642024 2 Owners on File AssessorUpdated May 2026

343 Prospect Hill Rd

3 bd · 1.5 ba · 1,834 sqft · built 1968 · 2.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,1862024 2 Owners on File Owner Occupied AssessorUpdated May 2026

353 Prospect Hill Rd

2 bd · 2.5 ba · 1,576 sqft · built 1976 · 2.8 acres

Last Sale Tax Bill Prior Sale Owner Records
$166,000May 2020 $5,8012024 Amount on File Jan 2019 Owner on File Owner Occupied Assessor + 2 DocumentsUpdated May 2026
Last Sale Tax Bill Prior Sale Owner Records
$1,0522024 Owner on File Assessor + 1 DocumentUpdated May 2026

399 Prospect Hill Rd

4 bd · 1 ba · 1,342 sqft · built 1860 · 0.719 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,0632024 2 Owners on File Owner Occupied AssessorUpdated May 2026

411 Prospect Hill Rd

3 bd · 1.5 ba · 2,048 sqft · built 1982 · 5.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,1502024 Owner on File Owner Occupied AssessorUpdated May 2026

440 Prospect Hill Rd

3 bd · 2 ba · 1,748 sqft · built 2000 · 3.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$235,000Feb 2018 $7,1562024 Amount on File Jan 2009 Owner on File Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026
Last Sale Tax Bill Prior Sale Owner Records
$168,000Apr 2004 $1,6432024 2 Owners on File Assessor + 1 DocumentUpdated May 2026

471 Prospect Hill Rd

3 bd · 3 ba · 1,904 sqft · built 2004 · 2.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$275,000Oct 2020 $7,9322024 Amount on File Oct 2005 Owner on File Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026
Last Sale Tax Bill Prior Sale Owner Records
$132,200Dec 2009 $1,5472024 Amount on File Dec 1999 2 Owners on File Assessor + 1 DocumentUpdated Oct 2026

496 Prospect Hill Rd

2 bd · 2 ba · 1,232 sqft · built 1997 · 1.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$135,000Nov 2016 $6,5142024 Amount on File Jun 1998 Owner on File Owner Occupied AssessorUpdated Oct 2026

499 Prospect Hill Rd

4 bd · 1.5 ba · 3,264 sqft · built 1928 · 2.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,1102024 2 Owners on File Owner Occupied Assessor + 1 DocumentUpdated May 2026

505 Prospect Hill Rd

3 bd · 2 ba · 1,616 sqft · built 1958 · 2 acres

Last Sale Tax Bill Prior Sale Owner Records
$149,450May 2018 $6,7062024 Amount on File May 2017 Owner on File Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

507 Prospect Hill Rd

3 bd · 2 ba · 1,728 sqft · built 1991 · 4 acres

Last Sale Tax Bill Prior Sale Owner Records
$450,000Aug 2024 $7,2392024 Amount on File Aug 2014 Owner on File Assessor + 2 DocumentsUpdated Aug 2026

509 Prospect Hill Rd

3 bd · 2.5 ba · 1,560 sqft · built 1991 · 23.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$166,000Jan 1999 $7,7462024 Owner on File Owner Occupied AssessorUpdated Oct 2026

511 Prospect Hill Rd

2 bd · 2.5 ba · 1,765 sqft · built 1919 · 1.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$125,000Jan 2016 $5,4292024 Amount on File Sep 2007 2 Owners on File Owner Occupied AssessorUpdated Oct 2026

524 Prospect Hill Rd

5 bd · 1 ba · 1,596 sqft · built 1911 · 49 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,9942024 2 Owners on File AssessorUpdated Oct 2026

529 Prospect Hill Rd

7 bd · 3.5 ba · 4,364 sqft · built 1922 · 2.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$602,000Oct 2025 $9,5302024 Amount on File Aug 2005 2 Owners on File Assessor + 2 DocumentsUpdated Oct 2026

530 Prospect Hill Rd

3 bd · 2 ba · 1,600 sqft · built 1985 · 8 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,9572024 Owner on File Owner Occupied AssessorUpdated May 2026
Last Sale Tax Bill Prior Sale Owner Records
$5,0572024 2 Owners on File AssessorUpdated May 2026

534 Prospect Hill Rd

3 bd · 2 ba · 1,241 sqft · built 1972 · 169 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,1132024 2 Owners on File AssessorUpdated May 2026

542 Prospect Hill Rd

2 bd · 1 ba · 960 sqft · built 1978 · 0.91 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,1342024 Owner on File AssessorUpdated May 2026
Last Sale Tax Bill Prior Sale Owner Records
$602,000Oct 2025 $1,7132024 —Sep 1994 2 Owners on File Assessor + 2 DocumentsUpdated Oct 2026

553 Prospect Hill Rd

3 bd · 2 ba · 2,004 sqft · built 1969 · 5.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$265,000Mar 2006 $6,6162024 Amount on File Sep 2004 Owner on File Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

Property Records in Nearby Streets