64 Winchester St, Brookline, MA 02446
OFF MARKET

$1,148,800

Trulia Estimate
  • 2 Beds
  • 2 Baths

64 Winchester St, Brookline, MA 02446

Corey Hill
Est. Refi. Payment $6,878/mo*
Refinance Your Home

Home Value

Trulia Estimate
$1.15M
Since last month
Decreased$6K (-0.5%)
Since last year
Increased$118K (+11.4%)
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 +17% in the last 10 years
MonthEstimated value
2026
August 2026$1.15M
August 2026$1.14M
July 2026$1.15M
June 2026$1.1M
May 2026$1.06M
April 2026$1.31M
March 2026$1.19M
February 2026$1.17M
January 2026$1.16M
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
77 Park St #1, Brookline, MA
0.29
Multi-Family Home
$1,550,000
06/26/26
2
2
2,250
227 Summit Ave #E203, Brookline, MA
0.43
Multi-Family Home
$1,075,000
07/24/26
2
2
1,306
65 Atherton Rd, Brookline, MA
0.06
Multi-Family Home
$2,650,000
12/12/25
6
3.5
3,277
28 Dwight St, Brookline, MA
0.40
Multi-Family Home
$1,500,000
04/16/26
3
3
2,000
85 Naples Rd, Brookline, MA
0.38
Multi-Family Home
$4,000,000
03/02/26
6
2
5,481
5 Fiske Ter, Allston, MA
0.45
Multi-Family Home
$1,250,000
12/23/25
5
2
2,644
1572 Beacon St, Brookline, MA
0.33
Multi-Family Home
$2,200,000
02/02/26
5
3
3,978
45 Dwight St, Brookline, MA
0.40
Multi-Family Home
$3,350,000
12/12/25
6
3
7,160
126 Westbourne Ter, Brookline, MA
0.59
Multi-Family Home
$2,200,000
06/10/26
6
2
4,369
589-591 Washington St, Brookline, MA
0.32
Multi-Family Home
$1,800,000
01/13/26
9
4
3,102

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
66 Winchester St #101, Brookline, MA 02446
0.02
$1,463,200
3
2
1,719
Off Market
66 Winchester St #203, Brookline, MA 02446
0.02
$1,138,800
2
2
1,236
Off Market
50 Winchester St #413, Brookline, MA 02446
0.02
$1,500,000
3
2.5
1,242
Recently Sold
66 Winchester St #PHB, Brookline, MA 02446
0.01
-
2
2
1,311
Off Market
49 Winchester St #2, Brookline, MA 02446
0.05
$1,250,000
3
2
1,377
Recently Sold
50 Winchester St #201, Brookline, MA 02446
0.02
$897,600
1
1
1,020
Off Market
47 Winchester St #2, Brookline, MA 02446
0.06
$1,122,000
3
2
1,310
Off Market
65 Atherton Rd, Brookline, MA 02446
0.06
$2,650,000
6
3.5
3,277
Recently Sold
40 Winchester St #8, Brookline, MA 02446
0.05
$439,000
1
1
447
For Sale
38 Winchester St #4, Brookline, MA 02446
0.05
$565,000
1
1
763
Recently Sold
62 Atherton Rd #2, Brookline, MA 02446
0.06
$2,081,300
4
2
2,222
Off Market
36 Winchester St #6, Brookline, MA 02446
0.06
$393,800
1
1
410
Off Market

Local Information

  • Map ViewExplore the area around 64 Winchester St.
  • Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Multi-Family

About this House

WONDERFUL 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.
64 Winchester St, Brookline, MA 02446 is a 2 bedroom, 2 bathroom multi-family in Corey Hill. More recently, it was listed as a rental in October 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 $1,148,800, with a rent estimate of $4,080/month.

Home Details for 64 Winchester St

Property Information

Property Type / Style
Property Type: Multi Family

Price and Tax history

DateEventPrice
Oct 30, 2017
Source: Agent Provided
ListingRemoved
$3,300
Oct 2, 2017
Source: Agent Provided
Listed For Rent
$3,300

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 64 Winchester St

  • What is 64 Winchester St estimated to be worth?
    Trulia's estimated value for 64 Winchester St in Brookline, MA is $1,148,800.
  • 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 the Corey Hill neighborhood?
    Residents describe the Corey Hill neighborhood in Brookline, MA as pedestrian-friendly, walkable to grocery stores, and walkable to restaurants. See recently sold homes in Corey Hill, Brookline.

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