169 Winchester St #T2, Brookline, MA 02446
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OFF MARKET

169 Winchester St #T2
Brookline, MA 02446

  • 4 Beds
  • 2 Baths
4 Beds
2 Baths

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
85 Brainerd Rd #7, Allston, MA
0.24
Apartment
$1,100,000
05/08/26
3
2
-
106 Westbourne Ter #2, Brookline, MA
0.40
Apartment
$3,150,000
10/22/25
3
2
2,044
108 Columbia St #1, Brookline, MA
0.12
Apartment
$877,500
04/30/26
2
1.5
1,206
106 Westbourne Ter #1, Brookline, MA
0.40
Apartment
$1,650,000
10/22/25
2
2
1,470
3 Woodstock Ave, Brighton, MA
0.38
Apartment
$760,000
08/26/25
6
2.5
1,800
239 Kelton St #41, Allston, MA
0.29
Apartment
$438,000
06/22/26
2
1
690
106 Chester St #3, Allston, MA
0.66
-
-
-
3
2
1,117
1269 Commonwealth Ave #2, Allston, MA
0.35
Apartment
$494,000
08/14/25
2
1
815
1515 Commonwealth Ave #806, Brighton, MA
0.58
Apartment
$1,349,000
12/16/25
2
2
1,057
12 Bellvista Rd #4, Brighton, MA
0.38
Apartment
$465,000
07/27/26
2
1
972
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
2 Thorndike St #2, Brookline, MA 02446
0.03
-
5
5.5
3,880
Off Market
197-199 Winchester St, Brookline, MA 02446
0.07
-
6
2
3,726
Off Market
199 Winchester St #199, Brookline, MA 02446
0.07
-
4
3.5
2,696
Off Market
219 Mason Ter #219, Brookline, MA 02446
0.07
-
4
2.5
2,471
Off Market
200 Winchester St #1, Brookline, MA 02446
0.08
$1,650,000
3
3
2,820
Recently Sold
50 Russell St #1, Brookline, MA 02446
0.08
$2,245,200
4
3.5
2,600
Off Market
138 Winchester St #138, Brookline, MA 02446
0.08
-
3
3.5
2,691
Off Market
236 Mason Ter, Brookline, MA 02446
0.09
$3,215,000
4
3.5
3,002
Recently Sold
42 Russell St, Brookline, MA 02446
0.10
$2,807,000
5
3
3,412
Off Market
197 Mason Ter, Brookline, MA 02446
0.10
$3,104,700
4
3.5
2,480
Off Market
32 Columbia St #1, Brookline, MA 02446
0.10
$1,995,000
3
3
2,047
Recently Sold
32 Columbia St, Brookline, MA 02446
0.10
$1,995,000
3
3
2,063
Recently Sold

Local Information

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Commute Destination

Home Highlights

Property Type
Apartment

About this House

This apartment is located at 169 Winchester St #T2, Brookline, MA. 169 Winchester St #T2 is in Brookline, MA and in ZIP code 02446. This property has 4 bedrooms and 2 bathrooms.
169 Winchester St #T2, Brookline, MA 02446 is a 4 bedroom, 2 bathroom apartment. More recently, it was listed as a rental in February 2019 with an asking price of $3,700 per month. That rental listing was removed on March 28, 2019. It is currently off market. The Trulia Estimate rent is $5,796/month.

Home Details for 169 Winchester St #T2

Interior Features

Heating & Cooling
Heating: OtherHeating Fuel: Other
Interior Details
Types of Rooms: Dining Room
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Hardwood

Property Information

Property Type / Style
Property Type: Apartment

Exterior Features

Parking & Garage
Parking: Off Street

Additional Information

On Site Laundry Available

Price and Tax history

DateEventPrice
Mar 28, 2019
Source: Agent Provided
ListingRemoved
$3,700
Feb 28, 2019
Source: Agent Provided
Listed For Rent
$3,700

Market trends in Brookline

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.22M
$182KMoM
Sale-to-List Price
99.7%
0.2%MoM
Price per sq ft
$816
$19MoM
Available listings
216
37MoM
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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.
  • Rockygranahan
    "A quick and easy walk to the T. Total commute to downtown Boston from Coolidge Corner ranges between 15-25 minutes consistently."
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  • 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."
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  • Sydney Reitz
    "Events at the Coolidge corner theatre, Brookline day on Harvard street in Coolidge corner, open holiday meals at the United Parish church"
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  • 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."
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  • 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. "
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  • 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."
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  • Trulia User
    "Clean, safe and quiet. People are very friendly. Access ti public transportation. Love this place very much."
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  • 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. "
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  • 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. "
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  • 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. "
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  • 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. "
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  • 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
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  • 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
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  • 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"
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  • Archana B.
    "Lived here for 5 years. I highly recommend it. It is getting more expensive. Some areas are more family friendly than others. "
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  • 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. "
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  • Dma333
    "Diverse, safe, close to everything, friendly neighbors, great schools, playgrounds in walking distance"
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  • 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
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  • 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"
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  • 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"
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  • 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
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  • 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. "
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  • Luis B.
    "Lots of commerce within walking distance and easier access to the city by public transportation. Also very good public schools"
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  • Magdalene M.
    "Right by the T and walking distance to Fenway! Blue bikes and scooters near by. Lots of ways to go. "
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  • 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 "
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  • 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."
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  • Sophie
    "The community center holds a lot of interesting activities like Mahjong, movies, reading, yoga and concerts. Also we have a greeeat library here!"
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  • Kathy U.
    "Many dog parks around the Coolidge corner area. Many off leash areas too. The dog community it big in this neighborhood "
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  • 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."
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  • Ptetrault
    "It is a safe, welcoming and peaceful neighborhood. Heath is a great school. Close to T trains and buses."
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  • Pat B.
    "It's dog friendly...there's lots of parks around to take pets."
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    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

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Apartments for Rent

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Explore by feature - Pet Friendly

342 pet-friendly rentals in Brookline, MA

Explore by feature - Garage

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Homes for sale near 169 Winchester St #T2

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Off Market Homes Near 169 Winchester St #T2

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Frequently asked questions about 169 Winchester St #T2

  • Is Brookline a buyer's or seller's market?
    Brookline is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Brookline?
    The median sale price in Brookline is $1.22M. That is down $182K 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 169 Winchester St #T2?
    The closest schools to 169 Winchester St #T2 in Brookline, MA are Brookline High School (rated 8/10), Florida Ruffin Ridley School (Pre-K/Elementary/Middle, rated 9/10), Michael Driscoll School (Elementary/Middle, rated 9/10).
  • Does 169 Winchester St #T2 have laundry facilities?
    Yes, 169 Winchester St #T2 in Brookline, MA has laundry facilities.
  • Does 169 Winchester St #T2 have parking?
    Yes, 169 Winchester St #T2 in Brookline, MA has on-site parking.