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

$2,879,600

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 2,342 sqft

164 Winchester St, Brookline, MA 02446

Corey Hill
Est. Refi. Payment $17,618/mo*
Refinance Your Home
Currently Off Market - Sold May 4, 2021 for $1,480,350

Home Value

Trulia Estimate
$2.88M
Since last month
Decreased$32K (-1.1%)
Since last year
Increased$374K (+14.9%)
Since last sale
Increased$1M (+94.5%)
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 +53% in the last 10 years
MonthEstimated value
2026
August 2026$2.88M
August 2026$2.87M
July 2026$2.91M
June 2026$2.86M
May 2026$2.8M
April 2026$2.72M
March 2026$2.73M
February 2026$2.68M
January 2026$2.58M
2025
2024
2023
2020

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
0.26
Apartment
$3,200,000
08/24/26
5
2
2,229
0.39
Apartment
$3,150,000
10/22/25
3
2
2,044
0.97
Apartment
$900,000
11/14/25
3
2
1,226
0.95
Apartment
$1,192,000
05/29/26
2
1
999
0.41
Apartment
$590,000
10/29/25
2
1
935
0.39
Apartment
$1,650,000
10/22/25
2
2
1,470
0.75
Apartment
$537,500
06/05/26
2
1.5
903
0.85
Apartment
$1,187,500
10/07/25
2
1
850
0.68
Apartment
$999,999
06/01/26
3
2
1,541
0.26
Apartment
$1,100,000
05/08/26
3
2
-
Home facts updated by county records

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
0.04
-
4
2.5
2,471
Off Market
0.06
$3,084,700
4
3.5
2,480
Off Market
0.07
$3,215,000
4
3.5
3,002
Recently Sold
0.05
-
3
3.5
2,691
Off Market
0.04
-
5
5.5
3,880
Off Market
0.09
$2,475,000
4
3.5
2,585
Recently Sold
0.10
$2,600,000
4
3.5
2,504
Recently Sold
0.08
$2,295,000
4
2.5
2,571
For Sale
0.12
-
5
4.5
3,800
Off Market
0.12
-
4
3.5
2,725
Off Market
0.09
$1,650,000
3
3
2,820
Recently Sold
0.10
$1,726,700
2
2
1,669
Off Market

Local Information

  • Map ViewExplore the area around 164 Winchester St.
  • Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Apartment
Built in 1890
2,342 sqft
$1,230/sqft

About this House

This spacious six bedroom apartment is great for potential roommates.
This apartment has hardwood floors, a private bathroom in one of the rooms and a tiled kitchen.
Located in Corey Hill, close to Packards Corner, you can head down Thorndike Street onto Harvard Avenue to have access to many small businesses providing food, gas and other services.

Parking is available Off-Street
Parking is also available for Renting
Pet Cat is OK
164 Winchester St, Brookline, MA 02446 is a 3 bedroom, 2 bathroom, 2,342 sqft apartment in Corey Hill, built in 1890. It last sold for $1,480,350 on May 4, 2021. More recently, it was listed as a rental in November 2017 with an asking price of $5,800 per month. That rental listing was removed on December 7, 2017. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,879,600, with a rent estimate of $4,592/month.

Home Details for 164 Winchester St

Interior Features

Interior Details
BasementNumber of Rooms: 9
Heating & Cooling
Heating: GasAir ConditioningHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 3
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1890Year Updated: 1967
Property Type / Style
Property Type: ApartmentArchitecture: Old Style

Community

Units in Building: 1

Lot Information

Lot Area: 8712 sqft

Price and Tax history

DateEventPrice
May 4, 2021
Source: N/A
Sold
$1,480,350
Dec 7, 2017
Source: Agent Provided
ListingRemoved
$5,800
Nov 7, 2017
Source: Agent Provided
Listed For Rent
$5,800

Market trends in Brookline

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.24M
$23.33K
MoM
Sale-to-List Price
99.3%
0.4%
MoM
Price per sq ft
$811
$6
MoM
Available listings
186
30
MoM

Neighborhood Overview

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 "
  • 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. "
  • Pat B.
    "It's dog friendly...there's lots of parks around to take pets."
  • 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."
  • 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."
  • 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."
  • Tkesav
    "corey hill is near coolidge corner. yoy can see skyline of Boston..close to Trader Joes, Wholefoods, Fenway,."

LGBTQ Local Legal Protections

Frequently asked questions about 164 Winchester St

  • What is 164 Winchester St estimated to be worth?
    Trulia's estimated value for 164 Winchester St in Brookline, MA is $2,879,600.
  • What is the price history for 164 Winchester St?
    164 Winchester St in Brookline, MA last sold for $1,480,350 in May 2021.
  • Is Brookline a buyer's or seller's market?
    Brookline is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Brookline?
    The median sale price in Brookline is $1.24M. That is up $23.33K from the prior month.

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