Union School Rd, Middletown, NY Property Records

Orange County and Crawford Town property records for 65 addresses on Union School Rd, Middletown, NY · Last verified August 2026

Union School Rd Highlights

Properties 65
Median Sale Price $384,000
Deeds and Mortgages on File 65
Median Price per Sqft $243
Owner Occupied 82%
Median Annual Tax Bill $9,643
Median Year Built 1996
Median Ownership Tenure 16 years

Properties on Union School Rd

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

316 Union School Rd

4 bd · 2.5 ba · 2,332 sqft · built 1994 · 3.7 acres

Last Sale Tax Bill Prior Sale Owner Records
$12,1182025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

322 Union School Rd

3 bd · 2.5 ba · 2,340 sqft · built 1988 · 2 acres

Last Sale Tax Bill Prior Sale Owner Records
$600,000Dec 2025 $10,4472024 Amount on Record Sep 2015 2 Names on Record Assessor + 2 DocumentsUpdated Jul 2026

325 Union School Rd

3 bd · 2.5 ba · 2,240 sqft · built 2002 · 6.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$269,000Jun 2002 $11,5022024 Amount on Record Oct 2001 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

332 Union School Rd

3 bd · 2 ba · 1,504 sqft · built 1952 · 3.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,8082024 1 Name on Record Owner Occupied AssessorUpdated May 2026

334 Union School Rd

3 bd · 1.5 ba · 1,056 sqft · built 1976 · 1.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,3692024 2 Names on Record Owner Occupied AssessorUpdated May 2026

337 Union School Rd

2 bd · 2 ba · 2,371 sqft · built 1988 · 5.9 acres

Last Sale Tax Bill Prior Sale Owner Records
$220,000Jul 2017 $8,1902024 Amount on Record Jul 2001 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

338 Union School Rd

3 bd · 2 ba · 1,628 sqft · built 1995 · 1.7 acres

Last Sale Tax Bill Prior Sale Owner Records
$33,500Dec 1994 $7,5072024 1 Name on Record Owner Occupied AssessorUpdated May 2026

343 Union School Rd

2 bd · 1.5 ba · 2,619 sqft · built 1999 · 6.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,7812024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

346 Union School Rd

2 bd · 1 ba · 1,008 sqft · built 1996 · 1.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$220,000May 2021 $5,5422024 Amount on Record Nov 2009 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

349 Union School Rd

3 bd · 2.5 ba · 2,500 sqft · built 2003 · 3.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$310,000Oct 2020 $11,1032024 Amount on Record Mar 2003 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

352 Union School Rd

3 bd · 3.5 ba · 2,347 sqft · built 1994 · 2.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$12,1942024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

353 Union School Rd

3 bd · 2 ba · 1,456 sqft · built 1986 · 3.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$384,000May 2024 $6,0512024 Amount on Record Nov 2017 1 Name on Record Assessor + 1 DocumentUpdated May 2026

356 Union School Rd

4 bd · 2 ba · 1,967 sqft · built 1964 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$116,000Dec 2008 $7,1802024 1 Name on Record Owner Occupied AssessorUpdated May 2026

371 Union School Rd

3 bd · 1 ba · 2,578 sqft · built 1850 · 10 acres

Last Sale Tax Bill Prior Sale Owner Records
$531,652Mar 2026 $9,2882024 Amount on Record Sep 2015 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

388 Union School Rd

7 bd · 2 ba · 1,246 sqft · built 1958 · 2.8 acres

Last Sale Tax Bill Prior Sale Owner Records
$70,000May 2011 $8,2172024 1 Name on Record AssessorUpdated May 2026

391 Union School Rd

3 bd · 1.5 ba · 1,832 sqft · built 1982 · 4.8 acres

Last Sale Tax Bill Prior Sale Owner Records
$334,500Feb 2023 $9,6912024 Amount on Record Jun 2018 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

392 Union School Rd

4 bd · 3 ba · 2,468 sqft · built 1956 · 1.8 acres

Last Sale Tax Bill Prior Sale Owner Records
$335,000Nov 2009 $12,1942024 1 Name on Record Owner Occupied AssessorUpdated May 2026

394 Union School Rd

3 bd · 2.5 ba · 1,598 sqft · built 1957 · 3.9 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,0112024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

395 Union School Rd

3 bd · 1 ba · 1,520 sqft · built 1978 · 4 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,5072024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

400 Union School Rd

3 bd · 2.5 ba · 1,758 sqft · built 2022 · 10 acres

Last Sale Tax Bill Prior Sale Owner Records
$48,000Jun 2016 $11,4482024 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

401 Union School Rd

3 bd · 1.5 ba · 1,321 sqft · built 1977 · 9.9 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,3452024 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

405 Union School Rd

3 bd · 2.5 ba · 1,977 sqft · built 1993 · 2.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$254,400Dec 2012 $7,6892024 Amount on Record Dec 2004 1 Name on Record Owner Occupied AssessorUpdated May 2026

408 Union School Rd

3 bd · 2 ba · 1,742 sqft · built 1987 · 4.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$213,325Apr 2016 $9,1452024 Amount on Record Jan 2001 1 Name on Record Owner Occupied AssessorUpdated May 2026

416 Union School Rd

3 bd · 2 ba · 1,392 sqft · built 1984 · 1.8 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,8702024 2 Names on Record Owner Occupied AssessorUpdated May 2026

418 Union School Rd

4 bd · 2.5 ba · 2,288 sqft · built 1997 · 1.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$29,000Sep 1995 $9,5092024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

420 Union School Rd

3 bd · 1 ba · 1,000 sqft · built 1992 · 4.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,8982024 1 Name on Record Assessor + 1 DocumentUpdated May 2026

430 Union School Rd

3 bd · 3.5 ba · 1,834 sqft · built 1991 · 1.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$395,000Jun 2021 $8,5632024 Amount on Record May 2007 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

431 Union School Rd

3 bd · 1.5 ba · 1,656 sqft · built 1999 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$168,540Dec 2016 $6,2882024 —Feb 1999 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

434 Union School Rd

4 bd · 3 ba · 2,292 sqft · built 1997 · 2.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$345,000Jul 2004 $11,5112024 2 Names on Record Owner Occupied AssessorUpdated May 2026

437 Union School Rd

128 sqft · built 1972 · 6.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$140,000Mar 2026 $4,3842024 Amount on Record Nov 2024 1 Name on Record Assessor + 1 DocumentUpdated Jul 2026

441 Union School Rd

4 bd · 2.5 ba · 2,224 sqft · built 1980 · 3.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,7262024 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

444 Union School Rd

3 bd · 2.5 ba · 2,262 sqft · built 1999 · 2.8 acres

Last Sale Tax Bill Prior Sale Owner Records
$174,700Dec 1998 $10,0372024 2 Names on Record Owner Occupied AssessorUpdated May 2026

445 Union School Rd

3 bd · 1.5 ba · 1,296 sqft · built 1975 · 2.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$316,000Jun 2021 $7,5622024 Amount on Record Sep 2014 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

447 Union School Rd

3 bd · 1.5 ba · 1,334 sqft · built 1974 · 2.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,7332024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

449 Union School Rd

3 bd · 2 ba · 1,144 sqft · built 1997 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$25,475Apr 1997 $7,1712024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

450 Union School Rd

2 bd · 2 ba · 2,822 sqft · built 1870 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$43,000Nov 1997 $10,0282024 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

451 Union School Rd

2 bd · 3.5 ba · 2,198 sqft · built 1999 · 1.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$27,950Jun 1997 $10,6922024 2 Names on Record Owner Occupied AssessorUpdated May 2026

455 Union School Rd

3 bd · 2.5 ba · 2,831 sqft · built 1997 · 1.8 acres

Last Sale Tax Bill Prior Sale Owner Records
$269,000Jul 2013 $10,2552024 Amount on Record Oct 2001 2 Names on Record Owner Occupied AssessorUpdated May 2026

457 Union School Rd

3 bd · 2 ba · 1,289 sqft · built 1997 · 2.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$29,950Apr 1997 $6,9702024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

463 Union School Rd

3 bd · 3 ba · 1,932 sqft · built 1997 · 2.9 acres

Last Sale Tax Bill Prior Sale Owner Records
$221,900Aug 2012 $7,7352024 Amount on Record Jan 1998 1 Name on Record Owner Occupied AssessorUpdated May 2026

464 Union School Rd

3 bd · 2 ba · 3,894 sqft · built 2001 · 5.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$365,000Apr 2016 $17,4032024 Amount on Record Oct 1998 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

467 Union School Rd

3 bd · 2.5 ba · 1,890 sqft · built 1998 · 3.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$335,000Nov 2019 $9,9952024 Amount on Record Oct 2018 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

471 Union School Rd

3 bd · 2 ba · 2,568 sqft · built 1997 · 1.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$29,950Aug 1997 $9,6432024 2 Names on Record AssessorUpdated May 2026

475 Union School Rd

4 bd · 2.5 ba · 2,262 sqft · built 2000 · 5.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$194,777Mar 2000 $10,0992025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

479 Union School Rd

3 bd · 2.5 ba · 2,614 sqft · built 1999 · 4 acres

Last Sale Tax Bill Prior Sale Owner Records
$32,500Sep 1997 $13,7222024 Amount on Record — 2 Names on Record Owner Occupied AssessorUpdated May 2026

482 Union School Rd

3 bd · 2.5 ba · 1,762 sqft · built 1998 · 5 acres

Last Sale Tax Bill Prior Sale Owner Records
$65,000Mar 1997 $8,5362024 1 Name on Record Owner Occupied AssessorUpdated May 2026

483 Union School Rd

3 bd · 2 ba · 2,709 sqft · built 1998 · 3.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$295,000Apr 2013 $10,7062024 Amount on Record Sep 1997 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

486 Union School Rd

2 bd · 1 ba · 1,177 sqft · built 1820 · 6.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,6692024 1 Name on Record AssessorUpdated May 2026
Last Sale Tax Bill Prior Sale Owner Records
$30,000Sep 1997 $1,3382024 1 Name on Record AssessorUpdated May 2026

489 Union School Rd

2 bd · 1 ba · 1,916 sqft · built 1890 · 2 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,1602024 1 Name on Record Owner Occupied AssessorUpdated May 2026

495 Union School Rd

2 bd · 1 ba · 1,318 sqft · built 2019 · 72.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Aug 2011 $12,5212024 2 Names on Record AssessorUpdated May 2026

502 Union School Rd

3 bd · 4 ba · 3,378 sqft · built 2007 · 3.8 acres

Last Sale Tax Bill Prior Sale Owner Records
$225,000May 2009 $13,0952024 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

505 Union School Rd

4 bd · 2.5 ba · 2,500 sqft · built 1998 · 4.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$38,000Apr 1998 $10,7472024 2 Names on Record Owner Occupied AssessorUpdated May 2026

507 Union School Rd

6 bd · 4 ba · 4,681 sqft · built 2002 · 8.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$250,000Mar 2010 $19,3372024 Amount on Record Nov 2001 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

509 Union School Rd

10.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$48,500Nov 2001 $1,9842024 2 Names on Record AssessorUpdated May 2026

510 Union School Rd

6 bd · 2 ba · 2,310 sqft · built 1843 · 30.9 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Oct 1997 $10,6322024 2 Names on Record Owner Occupied AssessorUpdated May 2026

519 Union School Rd

3 bd · 3.5 ba · 3,108 sqft · built 2007 · 23.2 acres

Last Sale Tax Bill Prior Sale Owner Records
$450,000Aug 2010 $15,7832024 Amount on Record May 2010 1 Name on Record Owner Occupied AssessorUpdated May 2026

520 Union School Rd

4 bd · 3.5 ba · 4,191 sqft · built 2001 · 7.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$85,000May 1998 $21,9222024 2 Names on Record Owner Occupied AssessorUpdated May 2026

526 Union School Rd

3 bd · 3.5 ba · 3,293 sqft · built 1999 · 10.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$825,000Aug 2006 $18,2882024 Amount on Record Jun 1999 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

534 Union School Rd

6 bd · 4 ba · 3,514 sqft · built 2005 · 7.6 acres

Last Sale Tax Bill Prior Sale Owner Records
$510,000Dec 2017 $18,8372024 Amount on Record Jun 2007 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

536 Union School Rd

2 bd · 1 ba · 1,536 sqft · built 1981 · 103 acres

Last Sale Tax Bill Prior Sale Owner Records
$11,2222024 1 Name on Record AssessorUpdated May 2026

537 Union School Rd

3 bd · 2.5 ba · 2,128 sqft · built 2003 · 10.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$49,500Apr 1999 $13,9142024 2 Names on Record Owner Occupied AssessorUpdated May 2026

542 Union School Rd

4 bd · 3 ba · 2,520 sqft · built 2011 · 9.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$779,900Nov 2021 $16,1892024 Amount on Record Mar 2016 1 Name on Record Assessor + 3 DocumentsUpdated May 2026
Last Sale Tax Bill Prior Sale Owner Records
$479,900Dec 2004 $16,0072024 Amount on Record Oct 2003 1 Name on Record Owner Occupied AssessorUpdated May 2026

570 Union School Rd

6 bd · 2.5 ba · 4,416 sqft · built 1834 · 24 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,700,000Nov 2015 $18,9782024 Amount on Record Oct 2003 1 Name on Record Owner Occupied AssessorUpdated May 2026

Wildfire Risk on Union School Rd

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

Wildfire RiskLow
this street's cells rank above 26% of the US · above 76% of New York
Wildfire LikelihoodAbout 1 in 2,890 per year
ExposureDirect
21 of 25 cells directly exposed · 25 adjoin burnable vegetation

Property Records in Nearby Streets