Bailey Rd, Watertown, MA Property Records

Middlesex County and Watertown City property records for 20 addresses on Bailey Rd, Watertown, MA · Last verified August 2026

Bailey Rd Highlights

Properties 20
Median Sale Price $1,290,000
Deeds and Mortgages on File 27
Median Price per Sqft $494
Owner Occupied 95%
Median Annual Tax Bill $19,522
Median Year Built 1922
Median Ownership Tenure 13 years

Properties on Bailey Rd

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

10 Bailey Rd

6 bd · 4 ba · 4,448 sqft · 0.83 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$21,6142025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

17 Bailey Rd, Apt 1

3 bd · 2 ba · 1,252 sqft · 0.147 acres

Last Sale Tax Bill Prior Sale Owner Records
$725,000Oct 2016 $9,9912025 Amount on Record Oct 2005 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

17 Bailey Rd, Apt 2

2 bd · 1 ba · 1,409 sqft · 0.147 acres

Last Sale Tax Bill Prior Sale Owner Records
$387,500Jun 2011 $6,7042025 Amount on Record Oct 2005 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

19 Bailey Rd

5 bd · 3.5 ba · 3,813 sqft · 0.337 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Aug 2009 $18,9322025 1 Name on Record AssessorUpdated Apr 2026

26 Bailey Rd

5 bd · 3.5 ba · 3,243 sqft · 0.459 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,395,000Jun 2023 $24,3322025 —Dec 2009 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

27 Bailey Rd

4 bd · 3 ba · 2,682 sqft · 0.401 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Aug 2013 $19,5222025 Amount on Record May 1995 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

34 Bailey Rd

3 bd · 2.5 ba · 3,706 sqft · 0.479 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$320,000May 1990 $21,1902025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

42 Bailey Rd

5 bd · 4 ba · 4,950 sqft · 0.537 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$514,000Aug 1991 $28,6882025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

43 Bailey Rd

4 bd · 3 ba · 3,475 sqft · 0.359 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,000,000Sep 2025 $26,4242025 Amount on Record Oct 1992 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

50 Bailey Rd

0.429 acres

Last Sale Tax Bill Prior Sale Owner Records
—Dec 2017 $24,1532025 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Apr 2026

51 Bailey Rd

4 bd · 2 ba · 2,262 sqft · 0.278 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,075,000Dec 2018 $16,8412025 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

59 Bailey Rd

4 bd · 2.5 ba · 2,956 sqft · 0.301 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,060,000Nov 2016 $19,0412025 Amount on Record Oct 1993 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

69 Bailey Rd

3 bd · 2.5 ba · 2,487 sqft · 0.483 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$300,000Dec 2009 $25,2512025 Amount on Record Jul 1993 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

75 Bailey Rd

4 bd · 3 ba · 2,350 sqft · 0.321 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$609,000Sep 2000 $18,1972025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

80 Bailey Rd

4 bd · 1.5 ba · 2,272 sqft · 0.253 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$640,000Jul 2011 $15,4992025 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

86 Bailey Rd

5 bd · 3.5 ba · 4,450 sqft · 0.287 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,290,000Dec 2021 $16,5892025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

89 Bailey Rd

3 bd · 3 ba · 2,206 sqft · 0.282 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$324,000Dec 1990 $17,5572025 Amount on Record Oct 1989 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

90 Bailey Rd

4 bd · 3 ba · 2,242 sqft · 0.233 acres

Last Sale Tax Bill Prior Sale Owner Records
$651,000Aug 2001 $14,2202025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

99 Bailey Rd

5 bd · 3.5 ba · 3,728 sqft · 0.448 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,010,000Aug 2019 $20,7922025 —Apr 2014 2 Names on Record Owner Occupied Assessor + 6 DocumentsUpdated Aug 2026

112 Bailey Rd

6 bd · 3.5 ba · 3,566 sqft · 0.246 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,765,000Aug 2021 $20,5572025 Amount on Record Jul 1990 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

Property Records in Nearby Streets