156 Winchester St, Brookline, MA 02446
OFF MARKET

156 Winchester St
Brookline, MA 02446

Corey Hill
  • 3 Beds
  • 1 Bath
  • 1,500 sqft

$2,967,100

Trulia Estimate
as of Aug 4, 2026
Est. Refi. Payment $17,819/mo*
Refinance Your Home

$2,967,100

Trulia Estimate
as of Aug 4, 2026
Est. Refi. Payment $17,819/mo*
Refinance Your Home
3 Beds
1 Bath
1,500 sqft

Local Information

  • Map ViewExplore the area around 156 Winchester St.
  • Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Apartment
Year Built
1900
Living Area
1,500 sqft
Price/Sqft
$1,978

About this House

(RLNE2898988)
156 Winchester St, Brookline, MA 02446 is a 3 bedroom, 1 bathroom, 1,500 sqft apartment in Corey Hill, built in 1900. It last sold for $1,215,000 on Sep 21, 2012. More recently, it was listed as a rental in October 2017 with an asking price of $3,200 per month. That rental listing was removed on November 1, 2017. It is currently off market. The Trulia Estimate is $2,967,100, with a rent estimate of $4,394/month.

Home Details for 156 Winchester St

Interior Features

Heating & Cooling
Heating: Other, OilHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 10
Appliances & Utilities
Dishwasher

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1900Year Updated: 1979
Property Type / Style
Property Type: ApartmentArchitecture: Old Style

Community

Units in Building: 1

Lot Information

Lot Area: 9147 sqft

Additional Information

On Site Laundry Available

Price History for 156 Winchester St

DatePriceEventSource
11/01/2017$3,200ListingRemovedAgent Provided
10/02/2017$3,200Listed For RentAgent Provided
08/23/2017$3,200ListingRemovedAgent Provided
07/24/2017$3,200PriceChange
Agent Provided
06/05/2017$3,500PriceChange
Agent Provided
04/25/2017$6,000PriceChange
Agent Provided
03/23/2017$3,400Listed For RentAgent Provided
02/18/2017$3,400ListingRemovedAgent Provided
01/15/2017$3,400Listed For RentAgent Provided
09/21/2012$1,215,000Sold
N/A
07/11/2012$1,295,000Listed For SaleAgent Provided
05/13/2012$2,400ListingRemovedAgent Provided
03/16/2012$2,400Listed For RentAgent Provided
11/21/2011$1,225,000ListingRemovedAgent Provided
11/04/2011$1,225,000PriceChange
Agent Provided
10/21/2011$1,265,000PriceChange
Agent Provided
09/08/2011$1,295,000Listed For SaleAgent Provided
07/01/1994$450,000Sold
N/A
12/09/1991$384,000Sold
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$24,981
Assessment$2,531,000
Home facts updated by county records

Comparable Sales for 156 Winchester St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
230 Washington St, Brighton, MA
0.96
Apartment
$1,192,000
05/29/26
2
1
999
194 A Allston St #2, Boston, MA
0.42
Apartment
$590,000
10/29/25
2
1
935
1865 Beacon St #1A, Brookline, MA
0.98
Apartment
$900,000
11/14/25
3
2
1,226
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
0.15
Apartment
$877,500
04/30/26
2
1.5
1,206
1824 Beacon St #5, Brookline, MA
0.86
Apartment
$1,187,500
10/07/25
2
1
850
514-516 Harvard St #B2, Brookline, MA
0.27
Apartment
$317,000
09/05/25
1
1
526
106 Westbourne Ter #1, Brookline, MA
0.40
Apartment
$1,650,000
10/22/25
2
2
1,470
21 Westbourne Ter #3, Brookline, MA
0.36
Apartment
$580,000
10/30/25
2
1
876
15 N Beacon St #510, Allston, MA
0.76
Apartment
$537,500
06/05/26
2
1.5
903
Home facts updated by county records

Nearby homes

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Assigned Schools

These are the assigned schools for 156 Winchester St.
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

LGBTQ Local Legal Protections

Apartments for Rent

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Explore by feature - Pet Friendly

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Homes for sale near 156 Winchester St

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Off Market Homes Near 156 Winchester St

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