237 Winchester St #1, Brookline, MA 02446
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OFF MARKET

237 Winchester St #1
Brookline, MA 02446

  • 3 Beds
  • 2 Baths
  • 1,562 sqft

$1,380,300

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $8,315/mo*
Refinance Your Home

$1,380,300

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $8,315/mo*
Refinance Your Home
3 Beds
2 Baths
1,562 sqft

Local Information

  • Map ViewExplore the area around 237 Winchester St #1.
  • Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Townhouse
Living Area
1,562 sqft
Price/Sqft
$884
Parking
Attached Garage

About this House

This elegant floor-through three bedroom, two full bathroom condominium is set in a fantastic Brookline location close to Coolidge Corner. The beautifully renovated home offers bright and spacious living room, dining room, oversized Kitchen and bedrooms. Other features include: wood burning fireplace, high ceilings, energy star brand new appliances, marble counters, custom cabinetry, breakfast bar. There is a laundry area on the lower level along with a large, private storage area and access to the garage and parking- One car in the garage. and one guest parking in the driveway (not assigned). This home is located near many local shops, parks, schools, restaurants, Green line B & C, MA Pike, Rts 9 & 128. Pet restrictions may apply.

Rent Fee Includes: Water, Sewerage Disposal, Refuse Removal, Snow Removal, Recreational Facilities, Grounds Maintenance, Extra Storage, Air Conditioning, Laundry Facilities; Exclusive Washer/Dryer in Basement with interior access. one car garage ; one guest parking in the paved driveway
237 Winchester St #1, Brookline, MA 02446 is a 3 bedroom, 2 bathroom, 1,562 sqft townhouse. It last sold for $886,500 on Jul 26, 2017 (12,213% above the $7,200 asking price). More recently, it was listed as a rental in May 2026 with an asking price of $7,200 per month. That rental listing was removed on July 9, 2026. It is currently off market. The Trulia Estimate is $1,380,300, with a rent estimate of $5,162/month.

Home Details for 237 Winchester St #1

Property Information

Property Type / Style
Property Type: Townhouse

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Interior Features

Appliances & Utilities
DishwasherDryerWasher
Heating & Cooling
Air ConditioningCooling System: Air Conditioner, Central Air
Levels, Entrance, & Accessibility
Floors: Hardwood

Exterior Features

Parking & Garage
Parking: Attached Off Street, On Site

Price History for 237 Winchester St #1

DatePriceEventSource
07/09/2026$7,200ListingRemovedZillow Rentals
05/23/2026$7,200Listed For RentZillow Rentals
05/27/2025$6,800ListingRemovedZillow Rentals
05/04/2025$6,800Listed For RentZillow Rentals
09/06/2023ListingRemovedZillow Rentals
08/21/2023$6,300Listed For RentZillow Rentals
11/09/2019$5,500ListingRemovedAgent Provided
10/31/2019$5,500Listed For RentAgent Provided
09/17/2019$5,600ListingRemovedAgent Provided
09/16/2019$5,600PriceChange
Agent Provided
09/05/2019$5,800Listed For RentAgent Provided
07/26/2017$886,500Sold
N/A
05/27/2017$899,000PendingAgent Provided
05/17/2017$899,000Listed For SaleAgent Provided
06/22/2004$530,000Sold
N/A
10/22/1996$170,000Sold
N/A

Market trends in Brookline

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.4M
$16.67KMoM
Sale-to-List Price
99.9%
Price per sq ft
$796
$17MoM
Available listings
253
15MoM
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Property Tax and Assessment

Year2025
Tax$11,814
Assessment$1,197,000
Home facts updated by county records

Comparable Sales for 237 Winchester St #1

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
85 Brainerd Rd #TH7, Boston, MA
0.10
Townhouse
$1,100,000
05/08/26
3
2.5
1,900
1304 Commonwealth Ave #5, Allston, MA
0.18
Townhouse
$1,070,000
05/15/26
3
2.5
1,985
107 Centre St #A, Brookline, MA
0.36
Townhouse
$1,510,000
01/15/26
3
2
1,726
101 Summit Ave #D, Brookline, MA
0.29
Townhouse
$1,825,000
07/31/26
3
2.5
1,640
194-194 Allston St #A, Allston, MA
0.22
Townhouse
$599,000
10/31/25
2
1
935
201 Washington St #2, Brighton, MA
0.71
Townhouse
$1,300,000
09/03/25
3
2
1,347
188 Mason Ter #188, Brookline, MA
0.26
Townhouse
$2,475,000
12/15/25
4
3.5
2,585
186 Mason Ter #186, Brookline, MA
0.26
Townhouse
$2,600,000
12/09/25
4
3.5
2,504
19 Harris St #2, Brookline, MA
0.78
Townhouse
$1,250,000
10/17/25
3
3
1,531
48 Regent Cir, Brookline, MA
0.70
Townhouse
$1,550,000
07/27/26
3
2.5
1,929

Nearby homes

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Assigned Schools

These are the assigned schools for 237 Winchester St #1.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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."
    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
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  • Ptetrault
    "It is a safe, welcoming and peaceful neighborhood. Heath is a great school. Close to T trains and buses."
    0
    Flag
  • Pat B.
    "It's dog friendly...there's lots of parks around to take pets."
    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

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Apartments for Rent

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Explore by feature - Pet Friendly

321 pet-friendly rentals in Brookline, MA

Explore by feature - Garage

70 rentals with a garage in Brookline, MA

Explore by feature - Air Conditioning

534 rentals with air conditioning in Brookline, MA

Explore by feature - Pool

68 rentals with a pool in Brookline, MA

Explore by feature - Washer/dryer

779 rentals with a washer/dryer in Brookline, MA

Explore by feature - Outdoor Space

24 rentals with an outdoor space in Brookline, MA

Homes for sale near 237 Winchester St #1

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Off Market Homes Near 237 Winchester St #1

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Frequently asked questions about 237 Winchester St #1

  • What is 237 Winchester St #1 estimated to be worth?
    Trulia's estimated value for 237 Winchester St #1 in Brookline, MA is $1,380,300.
  • What is the price history for 237 Winchester St #1?
    237 Winchester St #1 in Brookline, MA last sold for $886,500 in July 2017.
  • 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 $1.4M. That is down $16.67K from the prior month.
  • Does 237 Winchester St #1 have air conditioning?
    Yes, 237 Winchester St #1 in Brookline, MA has air conditioning.
  • Does 237 Winchester St #1 have laundry facilities?
    Yes, 237 Winchester St #1 in Brookline, MA has in-unit laundry.