Bailey Rd, Montgomery, NY Property Records

Orange County and Montgomery Town property records for 75 addresses on Bailey Rd, Montgomery, NY · Last verified August 2026

Bailey Rd Highlights

Properties 75
Median Sale Price $436,500
Deeds and Mortgages on File 87
Median Price per Sqft $250
Owner Occupied 85%
Median Annual Tax Bill $8,377
Median Year Built 1967
Median Ownership Tenure 9 years

Properties on Bailey Rd

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

15 Bailey Rd

3 bd · 2 ba · 1,636 sqft · 1.1 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$222,000Nov 2014 $7,9132024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

21 Bailey Rd

3 bd · 2 ba · 1,956 sqft · 1.97 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$8,8372024 1 Name on Record Owner Occupied AssessorUpdated May 2026

24 Bailey Rd

6 bd · 3 ba · 4,846 sqft · 3.6 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$8,1962024 1 Name on Record Owner Occupied AssessorUpdated May 2026

30 Bailey Rd

4 bd · 2.5 ba · 1,215 sqft · 0.821 acres

Last Sale Tax Bill Prior Sale Owner Records
$260,000Jul 2022 $7,1762024 Amount on Record Aug 2000 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

34 Bailey Rd

3 bd · 1 ba · 988 sqft · 1.2 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,7212024 2 Names on Record Owner Occupied AssessorUpdated May 2026

35 Bailey Rd

3 bd · 2 ba · 1,382 sqft · 1.1 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$7,2462024 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

40 Bailey Rd

5 bd · 2 ba · 1,682 sqft · 1.1 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$630,000Apr 2024 $10,6752024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

49 Bailey Rd

3 bd · 1 ba · 1,824 sqft · 1 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$185,000Jun 2017 $7,3222024 Amount on Record Oct 2016 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

51 Bailey Rd

3 bd · 3 ba · 2,044 sqft · 1 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$312,400Mar 2017 $10,5342024 Amount on Record May 2016 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

53 Bailey Rd

3 bd · 1 ba · 1,452 sqft · 0.969 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$131,000Nov 2000 $8,1302024 2 Names on Record Owner Occupied AssessorUpdated May 2026

54 Bailey Rd

3 bd · 1.5 ba · 1,180 sqft · 1.04 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$190,000Jun 2015 $5,5602024 1 Name on Record Owner Occupied AssessorUpdated May 2026

55 Bailey Rd

3 bd · 2.5 ba · 1,804 sqft · 1.1 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$154,500Jun 1996 $9,2872024 Amount on Record May 1995 1 Name on Record Owner Occupied AssessorUpdated May 2026

57 Bailey Rd

4 bd · 2.5 ba · 2,772 sqft · 2.2 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$13,7712024 1 Name on Record Owner Occupied AssessorUpdated May 2026

59 Bailey Rd

3 bd · 2.5 ba · 1,884 sqft · 1 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$160,000Sep 1998 $9,3472024 1 Name on Record Owner Occupied AssessorUpdated May 2026

60 Bailey Rd

2 bd · 1 ba · 2,103 sqft · 1.09 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$242,000Jul 2005 $8,2482024 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

72 Bailey Rd

3 bd · 3 ba · 1,918 sqft · 1.6 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$259,900Jun 2004 $7,6612024 Amount on Record Aug 1995 2 Names on Record Owner Occupied AssessorUpdated May 2026

75 Bailey Rd

2 bd · 1.5 ba · 1,288 sqft · 0.986 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$7,1462024 2 Names on Record Owner Occupied AssessorUpdated May 2026

79 Bailey Rd

2 bd · 1 ba · 912 sqft · 0.344 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$330,000Jul 2024 $5,5142024 Amount on Record Mar 2021 2 Names on Record Assessor + 2 DocumentsUpdated May 2026

84 Bailey Rd

5 bd · 2 ba · 3,228 sqft · 2.3 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$130,000Jan 2010 $9,7062024 1 Name on Record Owner Occupied AssessorUpdated May 2026

87 Bailey Rd

3 bd · 1 ba · 1,128 sqft · 0.355 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$225,000Dec 2003 $6,1552024 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

89 Bailey Rd

3 bd · 1 ba · 960 sqft · 0.46 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,8602024 1 Name on Record Assessor + 1 DocumentUpdated May 2026

91 Bailey Rd

3 bd · 1 ba · 1,185 sqft · 0.459 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,5472024 1 Name on Record Owner Occupied AssessorUpdated May 2026

93 Bailey Rd

3 bd · 1.5 ba · 1,004 sqft · 0.413 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$325,000Jan 2023 $6,0052024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

95 Bailey Rd

3 bd · 1.5 ba · 1,154 sqft · 0.38 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$400,000Apr 2025 $5,7802024 Amount on Record Jul 2023 1 Name on Record Assessor + 2 DocumentsUpdated May 2026

99 Bailey Rd

4 bd · 2.5 ba · 1,620 sqft · 0.669 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$405,000Dec 2021 $8,7572024 Amount on Record Sep 2015 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

103 Bailey Rd

3 bd · 1 ba · 1,248 sqft · 0.536 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$170,000Sep 2015 $6,5802024 Amount on Record Jun 2013 1 Name on Record Owner Occupied AssessorUpdated May 2026

107 Bailey Rd

2 bd · 1 ba · 1,248 sqft · 0.563 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$6,4152024 2 Names on Record Owner Occupied AssessorUpdated May 2026

109 Bailey Rd

4 bd · 2.5 ba · 2,208 sqft · 0.946 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$8,8372024 2 Names on Record Owner Occupied AssessorUpdated May 2026

111 Bailey Rd

3 bd · 2.5 ba · 1,882 sqft · 1 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$445,000Oct 2023 $8,0862024 Amount on Record Feb 2023 1 Name on Record Assessor + 4 DocumentsUpdated May 2026

113 Bailey Rd

3 bd · 2 ba · 1,536 sqft · 2.4 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$525,000Aug 2023 $8,9422024 2 Names on Record Assessor + 3 DocumentsUpdated May 2026

117 Bailey Rd

3 bd · 1.5 ba · 2,634 sqft · 3.1 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$297,500Jun 2010 $8,7922024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

215 Bailey Rd

4 bd · 2 ba · 1,666 sqft · 1.3 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$436,500Dec 2022 $6,8452024 Amount on Record May 2015 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

216 Bailey Rd

2 bd · 3 ba · 3,041 sqft · 1 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$605,000Aug 2023 $10,7292024 —Dec 1995 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

218 Bailey Rd

4 bd · 3.5 ba · 2,708 sqft · 2.2 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$329,000Jun 2003 $13,0352024 Amount on Record Jun 2001 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

230 Bailey Rd

3 bd · 1.5 ba · 1,556 sqft · 2 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$8,2462024 2 Names on Record Owner Occupied AssessorUpdated May 2026

233 Bailey Rd

4 bd · 2.5 ba · 2,236 sqft · 2.9 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$344,500Jul 2011 $8,5852024 1 Name on Record Owner Occupied AssessorUpdated May 2026

236 Bailey Rd

3 bd · 3 ba · 2,730 sqft · 4.7 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$11,4992024 2 Names on Record Owner Occupied AssessorUpdated May 2026

237 Bailey Rd

4 bd · 2.5 ba · 2,404 sqft · 2.3 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$10,2882024 2 Names on Record Owner Occupied AssessorUpdated May 2026

243 Bailey Rd

4 bd · 3 ba · 2,032 sqft · 2.3 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$202,055Oct 2001 $9,9662024 2 Names on Record Owner Occupied AssessorUpdated May 2026

256 Bailey Rd

2 bd · 1 ba · 1,676 sqft · 1.2 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$290,000Feb 2007 $6,8802024 Amount on Record Dec 2006 2 Names on Record Owner Occupied AssessorUpdated May 2026

258 Bailey Rd

3 bd · 2 ba · 1,280 sqft · 1.7 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$6,7452024 1 Name on Record Owner Occupied AssessorUpdated May 2026

279 Bailey Rd

7 bd · 4 ba · 5,776 sqft · 8.6 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—Feb 1995 $15,4922024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

293 Bailey Rd

3 bd · 2.5 ba · 1,948 sqft · 1.81 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$355,000Sep 2004 $8,3772024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

307 Bailey Rd

2 bd · 3.5 ba · 2,172 sqft · 1 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$430,000May 2025 $10,0082024 Amount on Record Jan 2021 1 Name on Record Assessor + 1 DocumentUpdated May 2026

308 Bailey Rd

3 bd · 1 ba · 1,552 sqft · 1.3 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$7,0212024 2 Names on Record Owner Occupied AssessorUpdated May 2026

311 Bailey Rd

4 bd · 2.5 ba · 2,374 sqft · 1.1 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$570,000Mar 2022 $12,9952024 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

317 Bailey Rd

3 bd · 1 ba · 1,477 sqft · 1.3 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$6,4962024 2 Names on Record Owner Occupied AssessorUpdated May 2026

321 Bailey Rd

5 bd · 2 ba · 1,936 sqft · 1.7 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$117,500Aug 2008 $6,9552024 1 Name on Record Assessor + 4 DocumentsUpdated May 2026

324 Bailey Rd

4 bd · 2 ba · 2,012 sqft · 2.8 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$9,2052024 1 Name on Record Owner Occupied AssessorUpdated May 2026

327 Bailey Rd

3 bd · 2.5 ba · 2,227 sqft · 0.702 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$8,3572024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

375 Bailey Rd

3 bd · 1.5 ba · 1,947 sqft · 2.5 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$6,5852024 1 Name on Record Owner Occupied AssessorUpdated May 2026

377 Bailey Rd

5 bd · 4 ba · 3,432 sqft · 1.8 acres

Last Sale Tax Bill Prior Sale Owner Records
$325,900Mar 2014 $9,7932024 2 Names on Record AssessorUpdated May 2026

378 Bailey Rd

4 bd · 2.5 ba · 2,946 sqft · 1.2 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$14,4312024 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

379 Bailey Rd

3 bd · 1 ba · 1,212 sqft · 0.879 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$411,000Mar 2025 $5,6942024 Amount on Record May 2024 2 Names on Record Assessor + 3 DocumentsUpdated May 2026

380 Bailey Rd

5 bd · 2.5 ba · 2,132 sqft · 1.57 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$105,000Aug 2017 $7,4952024 2 Names on Record Owner Occupied AssessorUpdated May 2026

381 Bailey Rd

3 bd · 1 ba · 1,580 sqft · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$175,100Feb 2017 $8,5422024 Amount on Record Jul 2014 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

382 Bailey Rd

4 bd · 3 ba · 2,549 sqft · 4.67 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$629,382Jul 2023 $12,8102024 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

383 Bailey Rd

3 bd · 2.5 ba · 2,572 sqft · 1.4 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$10,7832024 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

384 Bailey Rd

4 bd · 3 ba · 2,549 sqft · 3.99 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$410,000Feb 2019 $12,8102024 Amount on Record Aug 2017 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

386 Bailey Rd

4 bd · 2.5 ba · 2,552 sqft · 0.849 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$355,900May 2017 $12,2892024 2 Names on Record Owner Occupied AssessorUpdated May 2026

387 Bailey Rd

1 bd · 1 ba · 1,391 sqft · 2.5 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$219,000Jan 2007 $6,0302024 —Dec 1994 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

388 Bailey Rd

4 bd · 2.5 ba · 2,552 sqft · 0.786 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$369,500Oct 2017 $12,0092024 1 Name on Record Owner Occupied Assessor + 5 DocumentsUpdated May 2026

390 Bailey Rd

4 bd · 2.5 ba · 2,454 sqft · 0.777 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$520,000Sep 2022 $12,5102024 Amount on Record Jun 2017 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

391 Bailey Rd

2 bd · 1 ba · 1,112 sqft · 0.321 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$230,000Mar 2020 $6,5552024 Amount on Record Aug 2019 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

392 Bailey Rd

4 bd · 2.5 ba · 2,454 sqft · 0.79 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$388,440Sep 2017 $12,9232024 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated May 2026

393 Bailey Rd

4 bd · 3.5 ba · 3,258 sqft · 1.2 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$10,8582024 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

394 Bailey Rd

4 bd · 3 ba · 2,168 sqft · 0.795 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$580,000May 2025 $10,1582024 Amount on Record Sep 2017 1 Name on Record AssessorUpdated May 2026

396 Bailey Rd

4 bd · 3.5 ba · 3,153 sqft · 3.99 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$280,000May 2019 $14,1112024 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

398 Bailey Rd

4 bd · 2.5 ba · 2,560 sqft · 7.3 acres

Last Sale Tax Bill Prior Sale Owner Records
$407,500Oct 2019 $11,8092024 Amount on Record Aug 2018 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

400 Bailey Rd

4 bd · 3 ba · 2,196 sqft · 7.3 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$9,7732024 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

402 Bailey Rd

9 bd · 4 ba · 4,020 sqft · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$140,000Mar 2010 $7,7912024 Amount on Record Dec 2009 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

405 Bailey Rd

3 bd · 1.5 ba · 1,680 sqft · 2.5 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
1 Name on Record AssessorUpdated May 2026

408 Bailey Rd

3 bd · 1.5 ba · 1,348 sqft · 0.396 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$6,5052024 1 Name on Record Owner Occupied AssessorUpdated May 2026

410 Bailey Rd

3 bd · 1.5 ba · 1,394 sqft · 0.23 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$6,0532024 1 Name on Record Owner Occupied AssessorUpdated May 2026

411 Bailey Rd

3 bd · 1 ba · 1,800 sqft · 1 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$291,000Nov 2006 $7,2562024 —Oct 1995 1 Name on Record Owner Occupied AssessorUpdated May 2026

Wildfire Risk on Bailey Rd

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

Wildfire Risk to HomesLow
this street's cells rank at the 20th percentile of exposed land nationally · 55th in New York
Wildfire LikelihoodLow — about 1 in 4,560 per year
ExposureDirect
12 of 14 cells directly exposed · 14 adjoin burnable vegetation

Property Records in Nearby Streets