76 Winchester St, Brookline, MA 02446
Property image
Property image
OFF MARKET

$2,037,100

Trulia Estimate
  • 2 Beds
  • 2 Baths
  • 2,295 sqft

76 Winchester St, Brookline, MA 02446

Corey Hill
Est. Refi. Payment $12,172/mo*
Refinance Your Home
Currently Off Market - Sold Mar 12, 1996 for $255,000

Home Value

Trulia Estimate
$2.04M
Since last month
Decreased$19K (-0.9%)
Since last year
Increased$166K (+8.8%)
Since last sale
Increased$2M (+706.3%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +35% in the last 10 years
MonthEstimated value
2026
August 2026$2.06M
July 2026$2.07M
June 2026$2.08M
May 2026$2.08M
April 2026$2.03M
March 2026$2.01M
February 2026$1.94M
January 2026$1.93M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
65 Atherton Rd, Brookline, MA
0.03
Multi-Family Home
$2,650,000
12/12/25
6
3.5
3,277
5 Fiske Ter, Allston, MA
0.42
Multi-Family Home
$1,250,000
12/23/25
5
2
2,644
51 Naples Rd, Brookline, MA
0.29
Multi-Family Home
$2,875,000
09/03/25
4
3.5
4,009
1572 Beacon St, Brookline, MA
0.33
Multi-Family Home
$2,200,000
02/02/26
5
3
3,978
77 Park St #1, Brookline, MA
0.32
Multi-Family Home
$1,550,000
06/26/26
2
2
2,250
589-591 Washington St, Brookline, MA
0.33
Multi-Family Home
$1,800,000
01/13/26
9
4
3,102
19-21 Elm St, Brookline, MA
0.76
Multi-Family Home
$1,800,000
10/31/25
5
2
2,252
227 Summit Ave #E203, Brookline, MA
0.41
Multi-Family Home
$1,075,000
07/24/26
2
2
1,306
126 Westbourne Ter, Brookline, MA
0.56
Multi-Family Home
$2,200,000
06/10/26
6
2
4,369
28 Verndale St, Brookline, MA
0.36
Multi-Family Home
$2,250,000
12/12/25
8
5
3,342

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
65 Atherton Rd, Brookline, MA 02446
0.03
$2,650,000
6
3.5
3,277
Recently Sold
62 Atherton Rd #2, Brookline, MA 02446
0.04
$2,072,800
4
2
2,222
Off Market
151 Mason Ter #A, Brookline, MA 02446
0.05
-
4
5
3,745
Off Market
151 Mason Ter #2, Brookline, MA 02446
0.05
-
4
3.5
2,704
Off Market
106 Winchester St #2, Brookline, MA 02446
0.06
$825,400
2
1
1,165
Off Market
66 Winchester St #101, Brookline, MA 02446
0.03
$1,463,200
3
2
1,719
Off Market
66 Winchester St #203, Brookline, MA 02446
0.03
$1,132,700
2
2
1,236
Off Market
99 Winchester St #4, Brookline, MA 02446
0.06
$2,833,900
3
2.5
2,174
Off Market
66 Winchester St #PHB, Brookline, MA 02446
0.03
-
2
2
1,311
Off Market
103 Winchester St #1, Brookline, MA 02446
0.07
$1,555,600
3
2.5
1,734
Off Market
105 Winchester St #3, Brookline, MA 02446
0.07
$1,716,700
3
2
1,750
Off Market
148 Mason Ter #2, Brookline, MA 02446
0.07
$2,218,300
4
2.5
2,276
Off Market

Local Information

  • Map ViewExplore the area around 76 Winchester St.
  • Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Multi-Family
Year Built
1900
Living Area
2,295 sqft
Price/Sqft
$888

About this House

ASTONISHING 2 BED GEM~

Brookline Massachusetts is a wonderful and unique mixture of busy streets - upscale shops - village pubs - large estates - gracious apartment buildings and rolling countryside. It is home for legions of scientific and academic professionals who work at nearby medical centers in Boston. Brookline is home to major retail centers that are alive with pedestrian- oriented shopping areas that are populated with a variety of shops. Here you will find antique stores, book stores, fresh fruit and vegetable markets, delis, restaurants, and coffee shops. The "C" Branch of the Boston MBTA subway Green Line runs through the neighborhood along Beacon st. The "D" Branch also runs through Brookline.
76 Winchester St, Brookline, MA 02446 is a 2 bedroom, 2 bathroom, 2,295 sqft multi-family in Corey Hill, built in 1900. It last sold for $255,000 on Mar 12, 1996. More recently, it was listed as a rental in September 2017 with an asking price of $3,300 per month. That rental listing was removed on October 30, 2017. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,037,100, with a rent estimate of $3,938/month.

Home Details for 76 Winchester St

Interior Features

Heating & Cooling
Heating: OilAir ConditioningHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 7
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1900Year Updated: 1978
Property Type / Style
Property Type: Multi FamilyArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 4791 sqft

Price and Tax history

DateEventPrice
Oct 30, 2017
Source: Agent Provided
ListingRemoved
$3,300
Sep 21, 2017
Source: Agent Provided
Listed For Rent
$3,300
Mar 12, 1996
Source: N/A
Sold
$255,000

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

Around this home

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
    "Very dog friendly "
    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
  • 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

Frequently asked questions about 76 Winchester St

  • What is 76 Winchester St estimated to be worth?
    Trulia's estimated value for 76 Winchester St in Brookline, MA is $2,037,100.
  • What is the price history for 76 Winchester St?
    76 Winchester St in Brookline, MA last sold for $255,000 in March 1996.
  • 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.

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Off Market Homes Near 76 Winchester St

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