157 Winthrop Rd #2, Brookline, MA 02445
OFF MARKET

$2,494,400

Trulia Estimate
  • 3 Beds
  • 4.5 Baths
  • 3,361 sqft

157 Winthrop Rd #2, Brookline, MA 02445

Aspinwall Hill
Est. Refi. Payment $14,808/mo*
Refinance Your Home
Currently Off Market - Sold Jan 20, 2000 for $540,000

Home Value

Trulia Estimate
$2.49M
Since last month
Decreased$21K (-0.8%)
Since last year
Increased$204K (+8.9%)
Since last sale
Increased$2M (+362.5%)
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$2.5M
August 2026$2.48M
July 2026$2.52M
June 2026$2.51M
May 2026$2.51M
April 2026$2.48M
March 2026$2.44M
February 2026$2.33M
January 2026$2.27M
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
53 University Rd #2, Brookline, MA
0.04
Condo
$2,100,000
05/08/26
4
3
3,003
57 University Rd #3, Brookline, MA
0.05
Condo
$3,265,000
05/01/26
4
3.5
2,605
90 Addington Rd #1, Brookline, MA
0.11
Condo
$2,649,000
06/25/26
5
4
3,392
90 Addington Rd #2, Brookline, MA
0.11
Condo
$2,850,000
04/17/26
5
3.5
3,250
195 Winthrop Rd #1, Brookline, MA
0.09
Condo
$1,830,000
03/23/26
3
2
2,229
14 Claflin Rd #3, Brookline, MA
0.07
Condo
$1,325,000
06/11/26
3
2
1,520
59 Addington Rd #3, Brookline, MA
0.14
Condo
$1,649,000
09/26/25
3
2.5
1,467
4 Fairbanks St #2, Brookline, MA
0.17
Condo
$1,399,000
03/27/26
3
2
2,120
45 Addington Rd #1, Brookline, MA
0.11
Condo
$1,515,000
10/01/25
3
2
1,650
757 Washington St #1, Brookline, MA
0.25
Condo
$2,750,000
09/24/25
5
4.5
3,259

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
41 University Rd #3, Brookline, MA 02445
0.02
-
3
3.5
2,302
Off Market
41 University Rd #1, Brookline, MA 02445
0.02
-
3
3.5
2,180
Off Market
41 University Rd #2, Brookline, MA 02445
0.02
-
3
3.5
2,180
Off Market
149 Winthrop Rd #5, Brookline, MA 02445
0.01
$833,400
2
1
1,038
Off Market
149 Winthrop Rd #2, Brookline, MA 02445
0.02
$527,100
2
1
740
Off Market
175 Winthrop Rd #3, Brookline, MA 02445
0.04
$1,665,400
5
2.5
2,650
Off Market
177 Winthrop Rd #3, Brookline, MA 02445
0.05
$1,583,500
4
2
1,672
Off Market
181 Winthrop Rd, Brookline, MA 02445
0.05
-
10
12
7,392
Off Market
47 University Rd, Brookline, MA 02445
0.03
$2,676,700
8
4
3,530
Off Market
40 University Rd #2, Brookline, MA 02445
0.04
$2,596,700
4
3.5
2,965
Off Market
15 University Rd #32, Brookline, MA 02445
0.06
-
1
1
490
Off Market
15-17 University Rd #A, Brookline, MA 02445
0.06
-
1
1
407
Off Market

Local Information

  • Map ViewExplore the area around 157 Winthrop Rd #2.
  • Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Condo
Year Built
1890
Living Area
3,361 sqft
Price/Sqft
$742
Parking
Garage

About this House

This condo is located at 157 Winthrop Rd #2, Brookline, MA. 157 Winthrop Rd #2 is in the Aspinwall Hill neighborhood in Brookline, MA and in ZIP code 02445. This property has 3 bedrooms, 5 bathrooms and approximately 3,361 sqft of floor space. This property was built in 1890.
157 Winthrop Rd #2, Brookline, MA 02445 is a 3 bedroom, 5 bathroom, 3,361 sqft condo in Aspinwall Hill, built in 1890. It last sold for $540,000 on Jan 20, 2000. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,494,400, with a rent estimate of $7,927/month.

Home Details for 157 Winthrop Rd #2

Interior Features

Interior Details
BasementAtticIn-law unitNumber of Rooms: 8Types of Rooms: Dining Room, Family Room, Laundry Room, Master Bath, Office, Recreation RoomCeiling Fan
Heating & Cooling
Heating: Baseboard, Forced AirAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 4Floors: Hardwood
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceJetted Bath Tub
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Shingle, WoodLawn
Parking & Garage
GarageParking Spaces: 4Parking: Garage Detached, Off Street

Property Information

Year Built
Year Built: 1890
Property Type / Style
Property Type: CondoArchitecture: Other

Community

Units in Building: 1

Building

Pool
Sauna

Price and Tax history

DateEventPrice
Jan 20, 2000
Source: N/A
Sold
$540,000
Nov 15, 1995
Source: N/A
Sold
$55,000

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

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

Aspinwall Hill
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Aspinwall Hill

  • Magdalene M.
    "Right by the T and walking distance to Fenway! Blue bikes and scooters near by. Lots of ways to go. "
    0
    Flag
  • Billy W.
    "There is a leash law, and dog owners must pick up their dog's poop in a bag."
    0
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  • Billy W.
    "It has a public park at the very top of the hill."
    0
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  • Billy W.
    "I can either drive or take public transportation."
    0
    Flag
  • Billy W.
    "There is only one park on this hill, but a short walk can lead you to bigger parks and playgrounds."
    1
    Flag
  • Jessicalmartin
    "Beautiful and quiet streets, shops, near to the T. Gorgeous in the snow! A really lovely place to live, I’ve been here about 3 years so far. "
    0
    Flag
  • Harumi T.
    "It is so nice to live here. "
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LGBTQ Local Legal Protections

Frequently asked questions about 157 Winthrop Rd #2

  • What is 157 Winthrop Rd #2 estimated to be worth?
    Trulia's estimated value for 157 Winthrop Rd #2 in Brookline, MA is $2,494,400.
  • What is the price history for 157 Winthrop Rd #2?
    157 Winthrop Rd #2 in Brookline, MA last sold for $540,000 in January 2000.
  • 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.
  • Does 157 Winthrop Rd #2 have air conditioning?
    Yes, 157 Winthrop Rd #2 in Brookline, MA has air conditioning.
  • Does 157 Winthrop Rd #2 have laundry facilities?
    Yes, 157 Winthrop Rd #2 in Brookline, MA has in-unit laundry.

Explore by feature - Pet Friendly

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Apartments for Rent

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Off Market Homes Near 157 Winthrop Rd #2

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