50 Bailey Rd, Watertown, MA 02472
50BaileyENTR
50BaileyKIT
OFF MARKET

$2,066,200

Trulia Estimate
  • 3 Beds
  • 1 Bath
  • 1,150 sqft (on 0.43 acres)

50 Bailey Rd, Watertown, MA 02472

Est. Refi. Payment $12,856/mo*
Refinance Your Home

Home Value

Trulia Estimate
$2.07M
Since last month
Decreased$11K (-0.5%)
Since last year
Increased$172K (+9%)
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 +39% in the last 10 years
MonthEstimated value
2026
September 2026$2.07M
August 2026$2.08M
July 2026$2.08M
June 2026$2.13M
May 2026$2.13M
April 2026$2.14M
March 2026$2.11M
February 2026$2.01M
January 2026$1.99M
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
10 Stoneleigh Cir, Watertown, MA
0.10
Single-Family Home
$1,300,000
09/21/26
4
2.5
3,089
60 Standish Rd, Watertown, MA
0.41
Single-Family Home
$1,010,000
09/10/26
2
1
1,413
43 Bailey Rd, Watertown, MA
0.03
Single-Family Home
$2,000,000
09/26/25
5
3
3,750
214 Palfrey St, Watertown, MA
0.73
Single-Family Home
$410,000
12/19/25
3
1
1,134
37 George St, Watertown, MA
0.62
Single-Family Home
$950,000
06/03/26
3
2
1,643
23 Columbia St, Watertown, MA
0.24
Single-Family Home
$1,900,000
06/09/26
4
3
3,135
14 Royal St, Watertown, MA
0.60
Single-Family Home
$615,000
12/16/25
3
1
1,560
32 Marcia Rd, Watertown, MA
0.28
Single-Family Home
$1,365,000
06/30/26
4
2.5
2,093
25 Barnard Ave, Watertown, MA
0.21
Single-Family Home
$1,830,000
03/31/26
4
3.5
2,906
22 Adams Ave, Watertown, MA
0.29
Single-Family Home
$1,795,000
09/30/25
5
3
3,000

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
26 Bailey Rd, Watertown, MA 02472
0.06
$2,540,200
4
3.5
3,243
Off Market
43 Bailey Rd, Watertown, MA 02472
0.03
$2,041,300
5
3
3,750
Off Market
11 Stoneleigh Rd, Watertown, MA 02472
0.07
$2,090,100
4
2.5
2,537
Off Market
19 Garfield St, Watertown, MA 02472
0.10
$2,417,600
6
5.5
6,274
Off Market
45 Bates Rd #45, Watertown, MA 02472
0.11
$1,111,800
3
2.5
1,870
Off Market
296 Mount Auburn St #6, Watertown, MA 02472
0.11
$733,300
3
1.5
1,934
Off Market
43 Bates Rd #43, Watertown, MA 02472
0.11
$1,126,200
3
2
1,667
Off Market
282 Mount Auburn St #282, Watertown, MA 02472
0.12
$811,000
2
2
1,577
Recently Sold
19 Stoneleigh Rd, Watertown, MA 02472
0.09
$1,895,000
4
2
2,220
For Sale
55 Bates Rd #B, Watertown, MA 02472
0.12
$795,000
3
1.5
1,350
For Sale
22 Stoneleigh Cir, Watertown, MA 02472
0.10
$1,148,700
3
1.5
2,298
Off Market
10 Stoneleigh Cir, Watertown, MA 02472
0.10
$1,300,000
4
2.5
3,089
Recently Sold

Local Information

  • Map ViewExplore the area around 50 Bailey Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1898
0.43 acre lot
1,150 sqft
$1,797/sqft
Garage

About this House

This absolutely charming carriage house is nestled in the middle of gardens in the historic East Watertown, right down the hill from Oakley Country Club, 1 block from #71 bus to Cambridge, Harvard Square, Downtown. Enjoy single family living with a large eat-in-kitchen, living room, 3 beds, 1 bathroom, laundry provided in basement, off-street parking. The entire unit has been freshly painted, hardwood floors throughout, newer windows, newly updated bathroom. Plenty of outdoor space available for entertaining or gardening. Pets are welcome! Up front costs: First, last, security, full fee (4 months).

(RLNE3426819)
50 Bailey Rd, Watertown, MA 02472 is a 3 bedroom, 1 bathroom, 1,150 sqft single-family home built in 1898. More recently, it was listed as a rental in July 2017 with an asking price of $2,800 per month. That rental listing was removed on August 3, 2017. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,066,200, with a rent estimate of $3,392/month.

Home Details for 50 Bailey Rd

Interior Features

Interior Details
BasementIn-law unitTypes of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Mud Room, Office, Pantry, Recreation Room, Workshop, Sun Room
Levels, Entrance, & Accessibility
Stories: 3Floors: Hardwood
Appliances & Utilities
Cable ReadyWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: SlateDeckExterior: BrickGardenLawnPatio
Parking & Garage
GarageParking: Garage Detached, Off Street

Property Information

Year Built
Year Built: 1898Year Updated: 1978
Property Type / Style
Property Type: Single Family HomeArchitecture: Queen Anne / Victorian

Building

Levels, Entrance, & Accessibility
Disabled Access

Community

Units in Building: 3

Lot Information

Lot Area: 0.43 acres

Price and Tax history

DateEventPrice
Aug 3, 2017
Source: Agent Provided
ListingRemoved
$2,800
Jul 25, 2017
Source: Agent Provided
Listed For Rent
$2,800
May 19, 2017
Source: Agent Provided
ListingRemoved
$1,649,000
May 19, 2017
Source: Agent Provided
Pending
$1,649,000
May 10, 2017
Source: Agent Provided
Listed For Sale
$1,649,000

Market trends in Watertown

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$770K
$3KMoM
Sale-to-List Price
—
Price per sq ft
$526
$10MoM
Available listings
59
7MoM

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. "
    1
    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
    Flag
  • 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
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 50 Bailey Rd

  • What is 50 Bailey Rd estimated to be worth?
    Trulia's estimated value for 50 Bailey Rd in Watertown, MA is $2,066,200.
  • 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 $770K. That is down $3K from the prior month.
  • What do residents say about Watertown?
    Residents describe Watertown, MA as pedestrian-friendly, dog-friendly, and easy to park in. See recently sold homes in Watertown, MA.
  • Does 50 Bailey Rd have laundry facilities?
    Yes, 50 Bailey Rd in Watertown, MA has laundry facilities.
  • How big is the lot at 50 Bailey Rd?
    The lot at 50 Bailey Rd in Watertown, MA is about 0.43 acres (18,712 sq ft).

Explore by feature - Pet Friendly

97 pet-friendly rentals in Watertown, MA

Explore by feature - Garage

24 rentals with a garage in Watertown, MA

Explore by feature - Air Conditioning

132 rentals with air conditioning in Watertown, MA

Explore by feature - Pool

16 rentals with a pool in Watertown, MA

Explore by feature - Washer/dryer

201 rentals with a washer/dryer in Watertown, MA

Explore by feature - Outdoor Space

25 rentals with an outdoor space in Watertown, MA

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 50 Bailey Rd

Skip to last item
Skip to first item

Homes for sale near 50 Bailey Rd

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item