Grand Single Family abutting Oakley Country Club. Five to Six bedrooms, Wide entry hall, Formal Dining Room with elegant paneling, large Formal Living room with Fireplace and walk out brick covered patio. Eat- in Kitchen, Butlers Pantry and 1/2 bath complete first floor. Second Floor, has a full bath and four to five bedrooms, Third floor has a full bath and an additional living room/ Homework room and bedroom. Outstanding location on quiet side street of stately homes with manicured yards. Easy access to Cambridge/ Boston or 128. With almost a half acre of grounds (.45 AC), this home is a private oasis in a lovely convenient neighborhood. Renovate/ Restore/Expand?? Have a lovely five bedroom residence with easy access to all. Best Neighborhood. Bring your Ideas and Contractor! House is SOLD AS IS.
Single-familyProperty Type
1913Year Built
0.45 acresLot Size
$484Est. Price/Sq.Ft.
2 garage spacesParking
Listed by Thomas Kennedy• Gibson Sotheby's International Realty
Home needs extensive work verging on a gut rehab. Bones look good. Lot is surrounded by large trees and is very shady.
7 years ago• May not reflect the current state of the home
Terence Egan
Redfin Associate agent
Sale history for 99 Bailey Rd
Date
Event
Price
MLS PIN #72510285
Aug 27, 2019
Sold
$1,010,000
$300/sq ft
Jul 9, 2019
Pending
—
Jul 9, 2019
Listed
$1,200,000
$357/sq ft
Jul 8, 2019
Sold
$1,010,000
$300/sq ft
Jul 2, 2019
Pending
—
Jun 18, 2019
Contingent
—
May 31, 2019
Listed
$1,200,000
$357/sq ft
Year
Property tax
Land + Additions
Assessment*
2026
$21,717 (+4.4%)
$864,800 + $915,300
$1,780,100
2025
$20,792 (+7.2%)
$864,800 + $915,300
$1,780,100
2024
$19,392 (−2.0%)
$836,500 + $820,900
$1,657,400
2023
$19,785 (+7.3%)
$749,900 + $707,000
$1,456,900
2022
$18,441 (+44.4%)
$684,800 + $707,000
$1,391,800
2021
$12,772 (−9.8%)
$580,800 + $461,800
$1,042,600
2020
$14,160 (+3.3%)
$563,500 + $602,900
$1,166,400
2019
$13,713 (+0.1%)
$537,500 + $527,200
$1,064,700
2018
$13,695 (+1.3%)
$537,500 + $479,200
$1,016,700
2017
$13,521 (+1.5%)
$494,200 + $479,200
$973,400
2016
$13,316 (−5.6%)
$494,200 + $479,200
$973,400
2015
$14,110 (+0.5%)
$459,600 + $479,200
$938,800
2014
$14,044 (+1.9%)
$459,600 + $479,200
$938,800
2013
$13,782 (+2.7%)
$459,600 + $479,200
$938,800
2012
$13,422 (+10.0%)
$452,900 + $479,200
$932,100
2011
$12,205 (+1.6%)
$452,900 + $423,900
$876,800
2010
$12,015 (+0.7%)
$476,300 + $426,400
$902,700
2009
$11,927
$567,000 + $407,400
$974,400
Tax history for 99 Bailey Rd
Year
Property tax
Land + Additions
Assessment*
2026
$21,717 (+4.4%)
$864,800 + $915,300
$1,780,100
2025
$20,792 (+7.2%)
$864,800 + $915,300
$1,780,100
2024
$19,392 (−2.0%)
$836,500 + $820,900
$1,657,400
2023
$19,785 (+7.3%)
$749,900 + $707,000
$1,456,900
2022
$18,441 (+44.4%)
$684,800 + $707,000
$1,391,800
2021
$12,772 (−9.8%)
$580,800 + $461,800
$1,042,600
2020
$14,160 (+3.3%)
$563,500 + $602,900
$1,166,400
2019
$13,713 (+0.1%)
$537,500 + $527,200
$1,064,700
2018
$13,695 (+1.3%)
$537,500 + $479,200
$1,016,700
2017
$13,521 (+1.5%)
$494,200 + $479,200
$973,400
2016
$13,316 (−5.6%)
$494,200 + $479,200
$973,400
2015
$14,110 (+0.5%)
$459,600 + $479,200
$938,800
2014
$14,044 (+1.9%)
$459,600 + $479,200
$938,800
2013
$13,782 (+2.7%)
$459,600 + $479,200
$938,800
2012
$13,422 (+10.0%)
$452,900 + $479,200
$932,100
2011
$12,205 (+1.6%)
$452,900 + $423,900
$876,800
2010
$12,015 (+0.7%)
$476,300 + $426,400
$902,700
2009
$11,927
$567,000 + $407,400
$974,400
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Beds
5
Baths
3.5
Stories
3
Lot width
—
Lot depth
—
Lot size
0.45 Acres
Year renovated
—
Sq. Ft.
3,728
Year built
1913
Style
Single Family Residential
County
Middlesex County
APN
1858694S
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 30, 2026.
Property details
Parking
Parking Information
Has Garage
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 4
Parking Features: Detached, Off Street
Interior
Bathroom Information
# of Bathrooms (Full): 2
# of Bathrooms (Half): 1
Basement Information
Basement: Full, Concrete, Unfinished
Fireplace Information
Has Fireplace
# of Fireplaces (Total): 1
Interior Features
# of Rooms (Total): 14
Flooring: Wood
Exterior
Building Information
Building Area (Total): 3,362
Foundation Details: Stone
Year Built Source: Public Records
Year Built Details: Approximate
Exterior Features
Patio And Porch Features: Covered
Exterior Features: Covered Patio/Deck
Property Information
PropertySubType: Single Family Residence
Lot Information
Lot Size (Acres): 0.45
Financial
Tax Information
Tax Annual Amount: $13,713
Tax Year: 2019
Utilities
Utility Information
Sewer: Public Sewer
Water Source: Public
Heating & Cooling
Has Heating
Heating: Baseboard, Oil, Natural Gas
Location
Location Information
Directions: GPS
UnparsedAddress: 99 Bailey Rd, Watertown MA 02472
Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Golf
Public facts
Beds: 5
Baths: 3.5
Sq. Ft.: 3,728
Stories: 3.0
Lot Size: 0.45 acres
Style: Single Family Residential
Year Built: 1913
Year Renovated: —
County: Middlesex County
APN: 1858694S
Home facts updated by county records on Jul 30, 2026
Other
Listing Information
StandardStatus: Closed
Around this home
Schools
Hosmer Elementary School
Public PreK-5 • Assigned • 0.4mi
7/10
Watertown Middle School
Public 6-8 • Assigned • 1.0mi
7/10
Watertown High School
Public 9-12 • Assigned • 1.1mi
6/10
Provided by GreatSchools
Lifestyle
Provided by Walk Score and Local Logic
Local insights from Redfin agents
Watertown's urban-suburban feeling paired with its proximity to Cambridge & Boston have caused it to rapidly transform into a destination for home buyers. Historically a manufacturing city, it has changed into a restaurant, shopping, and biotech hub...
with a completely built-out residential landscape.