75 Bailey Rd, Watertown, MA 02472
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Property image
OFF MARKET

75 Bailey Rd
Watertown, MA 02472

  • 4 Beds
  • 3.5 Baths
  • 2,687 sqft (on 0.32 acres)

$1,820,500

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $10,899/mo*
Refinance Your Home

$1,820,500

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $10,899/mo*
Refinance Your Home
4 Beds
3.5 Baths
2,687 sqft
(on 0.32 acres)

Home Value

Trulia Estimate
$1.82M
Since last month
Decreased$47K (-2.5%)
Since last year
Increased$30K (+1.7%)
Since last sale
Increased$809K (+80%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +80% in the last 10 years
MonthEstimated value
2026
August 2026$1.82M
July 2026$1.83M
June 2026$1.87M
May 2026$1.89M
April 2026$1.87M
March 2026$1.85M
February 2026$1.76M
January 2026$1.71M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
22 Stoneleigh Cir, Watertown, MA
0.04
Single-Family Home
$1,126,013
09/15/25
3
1.5
2,298
43 Bailey Rd, Watertown, MA
0.07
Single-Family Home
$2,000,000
09/26/25
5
3
3,750
100 Garfield St, Watertown, MA
0.10
Single-Family Home
$2,050,000
08/21/25
3
3.5
2,701
32 Marcia Rd, Watertown, MA
0.23
Single-Family Home
$1,365,000
06/30/26
4
2.5
2,093
25 Barnard Ave, Watertown, MA
0.27
Single-Family Home
$1,830,000
03/31/26
4
3.5
2,906
68 Barnard Ave, Watertown, MA
0.23
Single-Family Home
$1,350,000
12/08/25
5
4.5
4,537
23 Columbia St, Watertown, MA
0.29
Single-Family Home
$1,900,000
06/09/26
4
3
3,135
122 Garfield St, Watertown, MA
0.12
Single-Family Home
$2,650,000
07/15/26
4
3.5
4,498
22 Adams Ave, Watertown, MA
0.27
Single-Family Home
$1,795,000
09/30/25
5
3
3,000
22 Robbins Rd, Watertown, MA
0.31
Single-Family Home
$1,500,000
09/08/25
3
3
2,626

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
22 Stoneleigh Cir, Watertown, MA 02472
0.04
$1,149,900
3
1.5
2,298
Off Market
43 Bailey Rd, Watertown, MA 02472
0.07
$2,043,600
5
3
3,750
Off Market
19 Stoneleigh Rd, Watertown, MA 02472
0.10
$1,895,000
4
2
2,220
For Sale
11 Stoneleigh Rd, Watertown, MA 02472
0.10
$2,137,800
4
2.5
2,537
Off Market
35 Arden Rd, Watertown, MA 02472
0.09
$1,999,900
4
2
3,561
For Sale
15 Arden Rd, Watertown, MA 02472
0.11
$1,803,700
4
2.5
2,206
Off Market
26 Bailey Rd, Watertown, MA 02472
0.13
$2,589,900
4
3.5
3,243
Off Market
2 Arden Rd, Watertown, MA 02472
0.12
$2,010,200
4
4.5
3,615
Off Market
39 Stearns Rd #39, Watertown, MA 02472
0.13
-
4
1.5
1,686
Off Market
100 Garfield St, Watertown, MA 02472
0.10
$2,085,400
3
3.5
2,701
Off Market
23-25 Stearns Rd, Watertown, MA 02472
0.15
-
4
2
2,532
Off Market
296 Mount Auburn St #6, Watertown, MA 02472
0.16
$730,300
3
1.5
1,934
Off Market

Local Information

  • Map ViewExplore the area around 75 Bailey Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1921
Lot Size
0.32 acres
Living Area
2,687 sqft
Price/Sqft
$678
Parking
Garage

About this House

Elegant and classic brick center entrance colonial with a detached 2 car garage set on a lovely landscaped 14,000 square foot corner lot, located in one of Watertown's finest neighborhoods. This beautiful slate roof colonial has hardwood floors throughout with high ceilings, moldings, period details and bright spacious rooms. Front-to-back living room complete with fireplace and French doors opening to a lovely window filled den. Large formal dining room with period details and French door leads to sunny three season porch. Gracious foyer with open staircase to second floor which includes large master bedroom with a full bath, two generously sized corner bedrooms, a large hallway, built in linen cabinet and second full bath. A private stair case leads to the third floor which offers a fourth bedroom, full bath, office/playroom and storage areas. Just steps from the Oakley Country Club; minutes to Boston, Cambridge, public transportation and major highways.
75 Bailey Rd, Watertown, MA 02472 is a 4 bedroom, 4 bathroom, 2,687 sqft single-family home built in 1921. It last sold for $1,010,000 on Jul 27, 2016. It is currently off market. The Trulia Estimate is $1,820,500, with a rent estimate of $6,828/month.

Home Details for 75 Bailey Rd

Interior Features

Interior Details
BasementNumber of Rooms: 7
Heating & Cooling
Heating: Other, GasAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: SlateExterior: Brick
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 1921
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 3

Lot Information

Lot Area: 0.32 acres

Price and Tax history

DateEventPrice
Jul 27, 2016
Source: N/A
Sold
$1,010,000
Jun 7, 2016
Source: Agent Provided
Pending
$899,900
Jun 3, 2016
Source: Agent Provided
Listed For Sale
$899,900
Sep 1, 2000
Source: N/A
Sold
$609,000

Market trends in Watertown

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$773K
$6.92KMoM
Sale-to-List Price
100.1%
Price per sq ft
$536
$1MoM
Available listings
66
17MoM
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Around this home

What Locals Say about Watertown

At least 398 Trulia users voted on each feature.

  • 91 % Say there are sidewalks

  • 88 % Say it's dog friendly

  • 81 % Say parking is easy

  • 77 % Say it's walkable to restaurants

  • 76 % Say people would walk alone at night

  • 74 % Say streets are well-lit

  • 69 % Say car is needed

  • 69 % Say there's holiday spirit

  • 65 % Say it's walkable to grocery stores

  • 61 % Say kids play outside

  • 59 % Say yards are well-kept

  • 56 % Say neighbors are friendly

  • 56 % Say it's quiet

  • 49 % Say there's wildlife

  • 46 % Say they plan to stay for at least 5 years

  • 29 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Joetacheck
    "Everyone is in bed by 9pm. It’s eerily quiet at night. I hardly ever see my neighbors. Not even the ones that live in my apartment. "
    0
    Flag
  • Tirson.pena
    "Watertown is a good town to live in , very safe and clean a friendly community. There a lot of activities and events that happen every year "
    0
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  • Trisha Timpug
    "I’ve lived in Watertown for four years on and off. I absolutely love it! The neighborhood is clean, friendly, and safe. Lots of hidden gems in the neighborhood for restaurants. The biking trail is perfect for my dogs. Watertown will always have a special place in my heart."
    0
    Flag
  • Maryam Akbari
    "I live in this area for more than 20 years and I am and my family safe, and Watertown is Multicultural and the all restaurants from different culture are here, you can meet people from all unique backgrounds and cultures, these are all the reasons "
    0
    Flag
  • Trulia User
    "It’s a beautiful area full of seasonal activities and nice people. I love all the businesses and eateries. "
    0
    Flag
  • Trulia User
    "Lots of local shops, arsenal yards is a nice area to go and the paths along the river are nice spaces to visit. "
    0
    Flag
  • Mike S
    "We live near great walking paths so it’s convenient for dog owners. There are no dog parks in this neighborhood. "
    0
    Flag
  • Trulia User
    "I hardly have a hall mile to drive to work and most days it takes 15-20 minutes. Most days I could walk quicker, but I’m super lazy so I don’t."
    1
    Flag
  • Trulia User
    "there are a lot of parks and a couple dog parks nearby. there are also lots of rabbits to chase. there's great night life for dogs and plenty of options for coffee. lots of good workspaces for dogs that telecommute "
    3
    Flag
  • Trulia User
    "I don't have a dog but there are large yards and lots of parks for dog walkers. and bunnies which i think dogs probably like"
    0
    Flag
  • Alicia B.
    "plenty of parks and sidewalks to walkand play with your dog. plenty of other dogs in the neighborhood and people are friendly with your dogs"
    2
    Flag
  • Donna C.
    "Sense of community and safety old town feel I’m most neighborhoods, small businesses still airing the area "
    0
    Flag
  • Michelle D.
    "I’ve grown up here and love it. Easy proximity to the city but with kore space! Lots of families and dogs!"
    0
    Flag
  • Kenia M.
    "Loved this place, looking for apartment, quiet city, lovely peoples, just love and live here for many years "
    0
    Flag
  • Alicia B.
    "lots of dogs, common areas and walking paths. many dog owners in the neighborhood who pick up after their dogs"
    0
    Flag
  • Annette
    "This neighborhood is great. We watch out for each other like a little family. Everyone is super friendly and easy to talk to. "
    0
    Flag
  • Taylorcassamas F.
    "nice parks getting to be a little crowded. sleepy little town turning into Cambridge. increase in local traffic as results."
    0
    Flag
  • Alia B.
    "Great community. Safe area for families and children. Many public transportation routes including express busses to boston."
    0
    Flag
  • Annetta J. W.
    "I've lived in this neighborhood for a handful of months, it's quiet, and people are kind. We feel safe, people have been helpful as well as kind. "
    0
    Flag
  • Natalia
    "Neighbors helping each other with snow removal. People are respectful and quiet for the most part. A lot of people walking their dogs or out with their kids....great place to live!"
    1
    Flag
  • Aliza P.
    "It’s great, tons of nice and friendly people! Good schools. I think it’s perfect for a new family. There are places to show within half mile, walking distance."
    0
    Flag
  • Tina P.
    "Love the feel of the neighborhood. Close to Boston. Also close to plenty of stores and restaurants and shops, but far enough away from downtown to still have a neighborhood feel. very safe feel. definitely love all of the older homes"
    8
    Flag
  • Ilana Z.
    "easy access to downtown Boston and other parts of the city and surrounding areas. weekend buses can be scarce sometimes so plan ahead."
    0
    Flag
  • AnaH
    "It’s a great place to live , family environment, clean neighborhood and several parks and good restaurants around. "
    0
    Flag
  • Joe E.
    "Springer and summer time events like fairs and things like that on the Weekends are very attractive. I used to live on Arlington street Watertown where there are many things to do: go to gym, ride a bike, playing soccer, walk around the park, and many other things. "
    0
    Flag
  • Monica
    "Lots of public transit and family friendly. There are many young families which make this a good place to raise young children. "
    0
    Flag
  • Paul p.
    "The dog park , dogs walking around the neighborhood with out being leashed not going out too when it can jump the gates Or the fences themselves m going after other dogs or other people in the neighborhood "
    1
    Flag
  • Flomostudio
    "Beautiful homes. Great stores. Cafes and bakeries. Quiet, safe, perfect and close to Harvard square and T line "
    0
    Flag
  • Katie B.
    "Greek festival every summer, Armenian festival, all the food festivals are great and highlight all this great neighborhood has to offer "
    0
    Flag
  • Yudith0214
    "my neighborhood has very good access to public transportation is a very nice, clean and quite and very good for you to walk your dog, friendly neighbors."
    1
    Flag
  • David S.
    "East watertown is centrally located between two bus lines, easy to get to Harvard, lots of shopping, parks, and good family neighborhood "
    0
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Homes for sale near 75 Bailey Rd

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Off Market Homes Near 75 Bailey Rd

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Frequently asked questions about 75 Bailey Rd

  • What is 75 Bailey Rd estimated to be worth?
    Trulia's estimated value for 75 Bailey Rd in Watertown, MA is $1,820,500.
  • What is the price history for 75 Bailey Rd?
    75 Bailey Rd in Watertown, MA last sold for $1,010,000 in July 2016.
  • Is Watertown a buyer's or seller's market?
    Watertown is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Watertown?
    The median sale price in Watertown is $773K. That is down $6.92K from the prior month.
  • How big is the lot at 75 Bailey Rd?
    The lot at 75 Bailey Rd in Watertown, MA is about 0.32 acres (14,012 sq ft).
  • Does 75 Bailey Rd have a garage?
    Yes, 75 Bailey Rd in Watertown, MA has a garage.