40 Winchester St #2, Brookline, MA 02446
Property image
Property image
OFF MARKET

40 Winchester St #2
Brookline, MA 02446

Corey Hill
  • 1 Bed
  • 1 Bath
  • 600 sqft

$424,300

Trulia Estimate
as of Aug 4, 2026
Est. Refi. Payment $2,613/mo*
Refinance Your Home

$424,300

Trulia Estimate
as of Aug 4, 2026
Est. Refi. Payment $2,613/mo*
Refinance Your Home
1 Bed
1 Bath
600 sqft

Local Information

  • Map ViewExplore the area around 40 Winchester St #2.
  • Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Apartment
Year Built
1920
Living Area
600 sqft
Price/Sqft
$707
Parking
None

About this House

This apartment is located at 40 Winchester St #2, Brookline, MA. 40 Winchester St #2 is in the Corey Hill neighborhood in Brookline, MA and in ZIP code 02446. This property has 1 bedroom, 1 bathroom and approximately 600 sqft of floor space. This property was built in 1920.
40 Winchester St #2, Brookline, MA 02446 is a 1 bedroom, 1 bathroom, 600 sqft apartment in Corey Hill, built in 1920. It last sold for $215,000 on Apr 30, 2010. More recently, it was listed as a rental in January 2018 with an asking price of $1,845 per month. That rental listing was removed on May 9, 2018. It is currently off market. The Trulia Estimate is $424,300, with a rent estimate of $2,749/month.

Home Details for 40 Winchester St #2

Interior Features

Heating & Cooling
Heating: Forced AirHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 3

Exterior Features

Exterior Home Features
Roof: Built UpExterior: Brick
Parking & Garage
Parking: None

Property Information

Year Built
Year Built: 1920
Property Type / Style
Property Type: ApartmentArchitecture: Other

Community

Units in Building: 1

Price History for 40 Winchester St #2

DatePriceEventSource
05/09/2018$1,800ListingRemovedAgent Provided
04/18/2018$1,800PriceChange
Agent Provided
01/28/2018$1,845Listed For RentAgent Provided
04/30/2010$215,000Sold
N/A
12/08/1997$70,000Sold
N/A
03/17/1992$41,675Sold
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$3,873
Assessment$392,400
Home facts updated by county records

Comparable Sales for 40 Winchester St #2

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
514-516 Harvard St #B2, Brookline, MA
0.44
Apartment
$317,000
09/05/25
1
1
526
77 Pond Ave #308, Brookline, MA
0.99
Apartment
$450,000
04/28/26
1
1
720
194 A Allston St #2, Boston, MA
0.68
Apartment
$590,000
10/29/25
2
1
935
97 Sewall Ave #5, Brookline, MA
0.49
Apartment
$542,500
06/30/26
1
1
650
20 Saint Paul St #2, Brookline, MA
0.49
Apartment
$400,000
10/14/25
2
1
703
394 Riverway #10, Boston, MA
1.00
Apartment
$445,000
11/14/25
2
1
903
1404 Commonwealth Ave #8, Brighton, MA
0.73
Apartment
$432,000
10/31/25
1
1
653
369 Tappan St #12, Brookline, MA
0.68
Apartment
$500,000
10/17/25
1
1
678
36 Saint Paul St #B, Brookline, MA
0.48
Apartment
$470,000
06/12/26
2
1
-
239 Kelton St #41, Allston, MA
0.58
Apartment
$438,000
06/22/26
2
1
690
Home facts updated by county records

Nearby homes

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Assigned Schools

These are the assigned schools for 40 Winchester St #2.
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.

Neighborhood Overview

Corey Hill
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Corey Hill

At least 48 Trulia users voted on each feature.

  • 100 % Say there are sidewalks

  • 97 % Say it's walkable to grocery stores

  • 96 % Say it's walkable to restaurants

  • 95 % Say it's dog friendly

  • 88 % Say people would walk alone at night

  • 84 % Say streets are well-lit

  • 77 % Say there's wildlife

  • 71 % Say kids play outside

  • 67 % Say there's holiday spirit

  • 62 % Say neighbors are friendly

  • 58 % Say parking is easy

  • 48 % Say they plan to stay for at least 5 years

  • 45 % Say there are community events

  • 45 % Say it's quiet

  • 28 % Say yards are well-kept

  • 22 % Say car is needed

Sourced by Trulia users. Learn more about our methodology.
  • 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
  • Pat B.
    "It's dog friendly...there's lots of parks around to take pets."
    0
    Flag
  • Pat B.
    "The commute is pretty easy. The train is pretty reliable around here so it makes getting to and from the area pretty simple. I wish there were more buses though."
    0
    Flag
  • Pat B.
    "The closeness of the transportation is great. All of the major green lines are very close to Corey Hill and it makes getting around very easy."
    3
    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
  • Tkesav
    "corey hill is near coolidge corner. yoy can see skyline of Boston..close to Trader Joes, Wholefoods, Fenway,."
    0
    Flag

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Apartments for Rent

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Homes for sale near 40 Winchester St #2

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Off Market Homes Near 40 Winchester St #2

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