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

26 Winchester St
Brookline, MA 02446

Corey Hill
  • 1 Bed
  • 1 Bath
  • 3,764 sqft

$2,445,500

Trulia Estimate
as of Jul 31, 2026
Est. Refi. Payment $14,675/mo*
Refinance Your Home

$2,445,500

Trulia Estimate
as of Jul 31, 2026
Est. Refi. Payment $14,675/mo*
Refinance Your Home
1 Bed
1 Bath
3,764 sqft

Local Information

  • Map ViewExplore the area around 26 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
1871
Living Area
3,764 sqft
Price/Sqft
$650

About this House

This multi-family home is located at 26 Winchester St, Brookline, MA. 26 Winchester St is in the Corey Hill neighborhood in Brookline, MA and in ZIP code 02446. This property has 1 bedroom, 1 bathroom and approximately 3,764 sqft of floor space. This property has a lot size of 4791 sqft and was built in 1871.
26 Winchester St, Brookline, MA 02446 is a 1 bedroom, 1 bathroom, 3,764 sqft multi-family in Corey Hill, built in 1871. It last sold for $285,000 on Jul 1, 1991. More recently, it was listed as a rental in August 2018 with an asking price of $2,200 per month. That rental listing was removed on September 13, 2018. It is currently off market. The Trulia Estimate is $2,445,500, with a rent estimate of $2,621/month.

Home Details for 26 Winchester St

Interior Features

Interior Details
BasementNumber of Rooms: 13
Heating & Cooling
Heating: Other, GasHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 3Floors: Hardwood
Appliances & Utilities
DishwasherRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: SlateExterior: Wood

Property Information

Year Built
Year Built: 1871Year Updated: 1976
Property Type / Style
Property Type: Multi FamilyArchitecture: Old Style

Community

Units in Building: 2

Lot Information

Lot Area: 4791 sqft

Additional Information

On Site Laundry Available

Price History for 26 Winchester St

DatePriceEventSource
09/13/2018$2,200ListingRemovedAgent Provided
08/12/2018$2,200Listed For RentAgent Provided
02/11/2017$3,995ListingRemovedAgent Provided
02/10/2017$3,995Listed For RentAgent Provided
07/01/1991$285,000Sold
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
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$20,834
Assessment$2,110,800
Home facts updated by county records

Comparable Sales for 26 Winchester St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
65 Atherton Rd, Brookline, MA
0.16
Multi-Family Home
$2,650,000
12/12/25
6
3.5
3,277
1572 Beacon St, Brookline, MA
0.37
Multi-Family Home
$2,200,000
02/02/26
5
3
3,978
51 Naples Rd, Brookline, MA
0.34
Multi-Family Home
$2,875,000
09/03/25
4
3.5
4,009
589-591 Washington St, Brookline, MA
0.32
Multi-Family Home
$1,800,000
01/13/26
9
4
3,102
5 Fiske Ter, Allston, MA
0.53
Multi-Family Home
$1,250,000
12/23/25
5
2
2,644
77 Park St #1, Brookline, MA
0.21
Multi-Family Home
$1,550,000
06/26/26
2
2
2,250
9 Searle Ave, Brookline, MA
0.56
Multi-Family Home
$1,690,000
08/15/25
5
2
2,310
126 Westbourne Ter, Brookline, MA
0.66
Multi-Family Home
$2,200,000
06/10/26
6
2
4,369
45 Dwight St, Brookline, MA
0.38
Multi-Family Home
$3,350,000
12/12/25
6
3
7,160
85 Naples Rd, Brookline, MA
0.41
Multi-Family Home
$4,000,000
03/02/26
6
2
5,481

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 26 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

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

360 pet-friendly rentals in Brookline, MA

Explore by feature - Garage

73 rentals with a garage in Brookline, MA

Explore by feature - Air Conditioning

551 rentals with air conditioning in Brookline, MA

Explore by feature - Pool

71 rentals with a pool in Brookline, MA

Explore by feature - Washer/dryer

819 rentals with a washer/dryer in Brookline, MA

Explore by feature - Outdoor Space

23 rentals with an outdoor space in Brookline, MA

Homes for sale near 26 Winchester St

Skip to last item
Skip to first item

Off Market Homes Near 26 Winchester St

Skip to last item
Skip to first item