53 Winslow Rd #B, Brookline, MA 02446
Property image
Property image
OFF MARKET
  • 3 Beds
  • 3 Baths
  • 2,215 sqft

53 Winslow Rd #B, Brookline, MA 02446

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

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
91 Thorndike St, Brookline, MA
0.34
Apartment
$3,200,000
08/24/26
5
2
2,229
106 Westbourne Ter #2, Brookline, MA
0.98
Apartment
$3,150,000
10/22/25
3
2
2,044
15 N Beacon St #510, Allston, MA
0.84
Apartment
$537,500
06/05/26
2
1.5
903
106 Chester St #3, Allston, MA
0.42
-
-
-
3
2
1,117
323 Saint Paul St #2, Brookline, MA
0.31
Apartment
$1,440,000
04/30/26
4
1
1,330
20 Tufts St, Cambridge, MA
0.72
Apartment
$1,315,000
07/09/26
1
1
1,380
139-155 Brookline St #155-2, Cambridge, MA
1.11
Apartment
$1,020,000
09/22/25
2
2
1,369
194 A Allston St #2, Boston, MA
0.85
Apartment
$590,000
10/29/25
2
1
935
441 Washington St #5, Brookline, MA
1.01
Apartment
$999,999
06/01/26
3
2
1,541
11 Ellsworth Ave #2, Cambridge, MA
1.75
Apartment
$3,200,000
05/29/26
3
4
2,624
Home facts updated by county records

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
36 Osborne Rd #1, Brookline, MA 02446
0.02
$3,239,000
4
4
4,069
Recently Sold
37 Osborne Rd, Brookline, MA 02446
0.05
$3,541,600
6
3.5
3,853
Off Market
11 Abbottsford Rd, Brookline, MA 02446
0.07
$2,621,500
8
4.5
4,720
Recently Sold
189 Babcock St #3, Brookline, MA 02446
0.07
$1,929,100
3
3
1,910
Off Market
189 Babcock St #1, Brookline, MA 02446
0.07
$1,715,800
2
3
1,788
Off Market
189 Babcock St #2, Brookline, MA 02446
0.07
$1,809,500
3
3
1,877
Off Market
31 Winslow Rd #3, Brookline, MA 02446
0.05
$585,700
2
1
670
Off Market
183 Babcock St #1, Brookline, MA 02446
0.08
$1,284,900
3
2
1,530
Off Market
53 Crowninshield Rd, Brookline, MA 02446
0.09
$4,436,700
5
4.5
4,016
Off Market
21 Crowninshield Rd #21, Brookline, MA 02446
0.08
$2,349,000
4
3.5
1,897
For Sale
151 Babcock St #151, Brookline, MA 02446
0.13
-
4
3.5
2,886
Off Market
157 Babcock St #2, Brookline, MA 02446
0.13
$2,390,000
3
2.5
2,833
Recently Sold

Local Information

  • Map ViewExplore the area around 53 Winslow Rd #B.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Apartment
Built in 2004
2,215 sqft
Garage

About this House

Brookline... Winslow Rd... The quiet residential section of Brookline is minutes to Coolidge Corner, C & B Lines, parks, schools, and restaurants. This 2005 Construction Duplex 2215 sq. foot 3-bed/2.5-bath Duplex features hardwood floors, two gas fireplaces, entertainment-sized living & dining room with a flexible layout. Beautifully renovated open chef's kitchen with granite counters, maple cabinets, stainless steel appliances, gas cooking, and a large island. Large bedrooms with great closet space. Private Garden. Washer/Dryer in Unit. Central Air. Two Parking Spaces Included! Utilities are not included. Pet Friendly.
53 Winslow Rd #B, Brookline, MA 02446 is a 3 bedroom, 3 bathroom, 2,215 sqft apartment built in 2004. More recently, it was listed as a rental in May 2022 with an asking price of $5,500 per month. That rental listing was removed on May 16, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate rent is $5,422/month.

Home Details for 53 Winslow Rd #B

Interior Features

Heating & Cooling
Heating: Heat Pump, GasHeating Fuel: Heat Pump
Interior Details
Types of Rooms: Walk In Closet, Dining Room
Appliances & Utilities
DryerWasher
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Hardwood

Property Information

Year Built
Year Built: 2004
Property Type / Style
Property Type: ApartmentArchitecture: Other

Exterior Features

Exterior Home Features
Exterior: Other
Parking & Garage
GarageParking: Garage Detached, Off Street

Price and Tax history

DateEventPrice
May 16, 2022
Source: Zillow Rental Manager
ListingRemoved
May 11, 2022
Source: Zillow Rental Manager
Listed For Rent
$5,500
Jul 30, 2020
Source: Agent Provided
ListingRemoved
$5,500
May 14, 2020
Source: Agent Provided
PriceChange
$5,500
Price decreased by 7%
Mar 7, 2020
Source: Agent Provided
PriceChange
$5,900
Price decreased by 1%

Market trends in Brookline

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.24M
$23.33KMoM
Sale-to-List Price
99.3%
0.4%MoM
Price per sq ft
$811
$6MoM
Available listings
186
30MoM

Around this home

What Locals Say about Brookline

At least 422 Trulia users voted on each feature.

  • 94 % Say there are sidewalks

  • 90 % Say it's dog friendly

  • 87 % Say it's walkable to restaurants

  • 87 % Say it's walkable to grocery stores

  • 84 % Say people would walk alone at night

  • 81 % Say streets are well-lit

  • 67 % Say kids play outside

  • 60 % Say there's holiday spirit

  • 59 % Say there's wildlife

  • 52 % Say parking is easy

  • 51 % Say they plan to stay for at least 5 years

  • 51 % Say it's quiet

  • 48 % Say neighbors are friendly

  • 40 % Say car is needed

  • 39 % Say yards are well-kept

  • 33 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Very dog friendly "
    0
    Flag
  • Rockygranahan
    "A quick and easy walk to the T. Total commute to downtown Boston from Coolidge Corner ranges between 15-25 minutes consistently."
    0
    Flag
  • Kai Hsin Chang
    "Very convenient to do grocery and most people live here use public transportation because there’s no street parking. People who want to do street parking should apply for parking permits."
    0
    Flag
  • Sydney Reitz
    "Events at the Coolidge corner theatre, Brookline day on Harvard street in Coolidge corner, open holiday meals at the United Parish church"
    0
    Flag
  • Sydney Reitz
    "The sidewalks and streets are well-maintained even in inclement weather. Traffic is only bad around the Longwood medical area and major streets around rush hour. Pub trans is easy and safe."
    0
    Flag
  • Austin Wozniak
    "Multiple dog friendly, off-leash parks in the community and many great places to walk a dog. The community is very dog friendly. "
    0
    Flag
  • Loming1986
    "Only limited (a hand-full) dog parks available, I wish there are more. Many neighbors have dogs and it’s a very dog friendly neighborhood."
    0
    Flag
  • Trulia User
    "Clean, safe and quiet. People are very friendly. Access ti public transportation. Love this place very much."
    0
    Flag
  • Trulia User
    "The neighborhood is great environment to raise a family. It’s peaceful, clean and quiet. We would love to be here to raise our kids here. "
    0
    Flag
  • Trulia User
    "I’v stayed in a hotel in this neighborhood. It is a beautiful area with many shops to explore. Hope to move to this area. "
    0
    Flag
  • Trulia User
    "Near everything. Train across the street, restaurants, coffee shops, etc JP is part of Boston. Vibrant community. Diverse. High incomes mixed with low. "
    1
    Flag
  • Trulia User
    "Yes, the area has many dog parks, both on and off leash. Most apartment buildings are dog friendly and neighbors have been very accepting. "
    0
    Flag
  • Aliana P.
    "It’s a quick commute to downtown, especially if you live on the D line. Very convenient. It’s also a very walkable area with all stores and necessities close by. "
    1
    Flag
  • Juana B.
    "It’s very safe and great school system!! I been leaving here for 11 years and I love it and my kids too"
    2
    Flag
  • Jiyoung W.
    "Lots of other friendly dog owners, plus lots of little parks and green space for pups to run around (especially Amory Park!). Lots of businesses in the area have dog treat jars too!"
    1
    Flag
  • Adriana P.
    "It seems let friendly. Lots of parks and spaces for dogs to run. I don’t have a dog but I have friends with dogs"
    0
    Flag
  • Archana B.
    "Lived here for 5 years. I highly recommend it. It is getting more expensive. Some areas are more family friendly than others. "
    0
    Flag
  • Deiabarroso86
    "Very safe, with a lot of stores around.. Beacon Street is a beautiful street and we have the Reservoir nearby, which is a good place for a walk."
    1
    Flag
  • Josie E.
    "The kids walk to school on a tree-lined street and neighbors know each other. A little oasis in the city "
    4
    Flag
  • Caroline
    "Drive to Watertown or take shuttle provided by my place of employment. Easy access to city via C or D green line. "
    0
    Flag
  • Dma333
    "Diverse, safe, close to everything, friendly neighbors, great schools, playgrounds in walking distance"
    0
    Flag
  • Steve L.
    "Hancock Village in Chestnut Hill is a good place to live overall. Sometimes the management office puts together special functions like handing out cider doughnuts in the fall, or flowers to plant - both gratis. (And more as well but too much to detail)."
    4
    Flag
  • Dma333
    "Block party in September Close to a great school Playgrounds nearby Diverse community Easy access to many communities "
    1
    Flag
  • Szonja.ruppert
    "Lots of greens, parks, even bags for dogpoop is put to parks. Not many pet shops in walking distance"
    0
    Flag
  • Scottcunha311
    "Halloween’s are very popular especially on clark rd. Great location to Cleveland circle and both bu and bc can take train anywhere or easily get a bus there’s no shortsge of things to do"
    0
    Flag
  • Jawaher A.
    "Good schools, no stealing, good neighbors, good place to kids to play, not far away from BU university, there is driving school, all government facilities around us, Uber so expensive but it is available all time, there is ice cream shop and Starbucks around us also a lot of restaurants and malls "
    2
    Flag
  • Courtney C.
    "Safe and homey - education is good but property tax is rising. Commute is perfect - only ten minute drive away from my work site. "
    0
    Flag
  • Luis B.
    "Lots of commerce within walking distance and easier access to the city by public transportation. Also very good public schools"
    0
    Flag
  • Magdalene M.
    "Right by the T and walking distance to Fenway! Blue bikes and scooters near by. Lots of ways to go. "
    0
    Flag
  • Jawaher A.
    "I love this area coz its safe and beautiful and the neighbors are nice and kind and there is a lot of great people "
    0
    Flag
  • Oliver L.
    "I walk to work in the medical area. T stops make getting to the center easy. It is quite possible to live without a car."
    0
    Flag
  • Sophie
    "The community center holds a lot of interesting activities like Mahjong, movies, reading, yoga and concerts. Also we have a greeeat library here!"
    0
    Flag
  • Kathy U.
    "Many dog parks around the Coolidge corner area. Many off leash areas too. The dog community it big in this neighborhood "
    0
    Flag
  • Heli C.
    "The schools are excellent, and neighbors tend to know each other. We are a ‘suburb’ of Boston but also officially a town with numerous distinct village neighborhoods, most of which are walkable to restaurants and amenities. Brookline has a fairly international mix of people, with families from all over the world coming here to study and work at the nearby Harvard teaching hospitals."
    0
    Flag
  • Ptetrault
    "It is a safe, welcoming and peaceful neighborhood. Heath is a great school. Close to T trains and buses."
    0
    Flag
  • Pat B.
    "There's some strange people who are around, but they're harmless. There's lots of daycare places, so if someone has a young kid there's lots of options nearby."
    1
    Flag
  • Billy W.
    "There is only one park on this hill, but a short walk can lead you to bigger parks and playgrounds."
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 53 Winslow Rd #B

  • Is Brookline a buyer's or seller's market?
    Brookline is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Brookline?
    The median sale price in Brookline is $1.24M. That is up $23.33K from the prior month.
  • What do residents say about Brookline?
    Residents describe Brookline, MA as pedestrian-friendly, dog-friendly, and walkable to restaurants. See recently sold homes in Brookline, MA.
  • What are the closest schools to 53 Winslow Rd #B?
    The closest schools to 53 Winslow Rd #B in Brookline, MA are Brookline High School (rated 8/10), Florida Ruffin Ridley School (Pre-K/Elementary/Middle, rated 9/10).
  • Does 53 Winslow Rd #B have laundry facilities?
    Yes, 53 Winslow Rd #B in Brookline, MA has in-unit laundry.

Explore by feature - Pet Friendly

242 pet-friendly rentals in Brookline, MA

Explore by feature - Garage

55 rentals with a garage in Brookline, MA

Explore by feature - Air Conditioning

461 rentals with air conditioning in Brookline, MA

Explore by feature - Pool

47 rentals with a pool in Brookline, MA

Explore by feature - Washer/dryer

703 rentals with a washer/dryer in Brookline, MA

Explore by feature - Outdoor Space

17 rentals with an outdoor space in Brookline, MA

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 53 Winslow Rd #B

Skip to last item
Skip to first item

Homes for sale near 53 Winslow Rd #B

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