76 Winchester St, Brookline, MA 02446
OFF MARKET

76 Winchester St
Brookline, MA 02446

Corey Hill
  • 2 Beds
  • 2 Baths
  • 2,295 sqft

$2,082,700

Trulia Estimate
as of Jun 7, 2026
Est. Refi. Payment $12,169/mo*
Refinance Your Home

$2,082,700

Trulia Estimate
as of Jun 7, 2026
Est. Refi. Payment $12,169/mo*
Refinance Your Home
2 Beds
2 Baths
2,295 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 76 Winchester St

Interior Features

Heating & Cooling
Heating: Other, OilAir ConditioningHeating Fuel: Other
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 History for 76 Winchester St

DatePriceEventSource
10/30/2017$3,300ListingRemovedAgent Provided
09/21/2017$3,300Listed For RentAgent Provided
03/12/1996$255,000Sold
N/A

Market trends in Brookline

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.42M
Sale-to-List Price
99.0%
Price per sq ft
$809
Available listings
227
28MoM
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Property Tax and Assessment

Year2025
Tax$19,451
Assessment$1,970,700
Home facts updated by county records

Comparable Sales for 76 Winchester St

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
9 Searle Ave, Brookline, MA
0.67
Multi-Family Home
$1,690,000
08/15/25
5
2
2,310
589-591 Washington St, Brookline, MA
0.33
Multi-Family Home
$1,800,000
01/13/26
9
4
3,102
18-20 Cypress St, Brookline, MA
0.64
Multi-Family Home
$1,800,000
06/13/25
5
2
2,318
19-21 Elm St, Brookline, MA
0.76
Multi-Family Home
$1,800,000
10/31/25
5
2
2,252
35-37 Winthrop Rd, Brookline, MA
0.41
Multi-Family Home
$2,452,000
06/16/25
8
3
3,544
28 Verndale St, Brookline, MA
0.36
Multi-Family Home
$2,250,000
12/12/25
8
5
3,342

Nearby homes

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Assigned Schools

These are the assigned schools for 76 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
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Homes for sale near 76 Winchester St

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Off Market Homes Near 76 Winchester St

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Homes for rent near 76 Winchester St

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76 Winchester St, Brookline, MA 02446 is a 2 bedroom, 2 bathroom, 2,295 sqft multi-family built in 1900. 76 Winchester St is located in Corey Hill, Brookline. This property is not currently available for sale. 76 Winchester St was last sold on Mar 12, 1996 for $255,000. The current Trulia Estimate for 76 Winchester St is $2,082,700.