Five Winchester #202, Brookline, MA 02446
Property image
Property image
OFF MARKET
  • 2 Beds
  • 1 Bath
  • 700 sqft
  • 2 Beds
  • 1 Bath
  • 700 sqft

Five Winchester #202, Brookline, MA 02446

Home Highlights

Property Type
Apartment
Year Built
1910
Living Area
700 sqft

Local Information

  • Map ViewExplore the area around Five Winchester #202.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

LEAD SAFE two bedroom in to-die-for Coolidge Corner location has beautiful era finishes. This meticulously kept apartment with beautiful era finishes is in one of the area's premier buildings. It gets tons of western light, has a BOWED FRONT, high ceilings, hardwood floors, detailed woodwork, gas cooking, and landlord provided air conditioning units, There is FREE common laundry and an exclusive private storage room. GOOGLE the building's address and BE AMAZED at where it is situated in relation to Coolidge Corner, the C line, the Longwood Medical Area as well as all your favorite Brookline shops and restaurants. Heat is included in rent. No Pets. Available for September 18
Five Winchester #202, Brookline, MA 02446 is a 2 bedroom, 1 bathroom, 700 sqft apartment built in 1910. More recently, it was listed as a rental in August 2024 with an asking price of $3,100 per month. That rental listing was removed on September 13, 2024. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate rent is $3,481/month.

Home Details for Five Winchester #202

Property Information

Year Built
Year Built: 1910
Property Type / Style
Property Type: Apartment

Rental Terms, Policies & Fees

Lease Term: Contact For Details

Interior Features

Appliances & Utilities
Dishwasher

Comparable Sales for Five Winchester #202

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
514-516 Harvard St #B2, Brookline, MA
0.52
Apartment
$317,000
09/05/25
1
1
526 sqft
194 A Allston St #2, Boston, MA
0.88
Apartment
$590,000
10/29/25
2
1
935 sqft
394 Riverway #10, Boston, MA
0.92
Apartment
$445,000
11/14/25
2
1
903 sqft
233 Freeman St #4, Brookline, MA
0.30
Apartment
$875,000
06/22/26
4
1.5
-
20 Saint Paul St #2, Brookline, MA
0.43
Apartment
$400,000
10/14/25
2
1
703 sqft
97 Sewall Ave #5, Brookline, MA
0.27
Apartment
$542,500
06/30/26
1
1
650 sqft
77 Pond Ave #308, Brookline, MA
0.96
Apartment
$450,000
04/28/26
1
1
720 sqft
1824 Beacon St #5, Brookline, MA
1.26
Apartment
$1,187,500
10/07/25
2
1
850 sqft
108 Columbia St #1, Brookline, MA
0.60
Apartment
$877,500
04/30/26
2
1.5
1,206 sqft
15 N Beacon St #510, Allston, MA
1.09
Apartment
$537,500
06/05/26
2
1.5
903 sqft
Home facts updated by county records

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Rental Market Trends in Brookline

Last updated Sep 2026
Trulia Rent Estimate$3,481/mo
Average rent
$3.98K
$220MoM
Available listings
1807
View rental market trends in Brookline, MA

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

Price and Tax history

DateEventPrice
Sep 13, 2024
Source: Zillow Rentals
ListingRemoved
$3,100
Aug 17, 2024
Source: Zillow Rentals
Listed For Rent
$3,100
Aug 9, 2024
Source: Zillow Rentals
ListingRemoved
Jul 7, 2024
Source: Zillow Rentals
Listed For Rent
$3,100

Frequently asked questions about Five Winchester #202

  • 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 Five Winchester #202?
    The closest schools to Five Winchester #202 in Brookline, MA are Brookline High School (rated 8/10), Florida Ruffin Ridley School (Pre-K/Elementary/Middle, rated 9/10).

Homes for rent near Five Winchester #202

Skip to last item
Skip to first item

Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
Skip to last item
  • Results are loading
Skip to first item