152 Winthrop Rd #2, Brookline, MA 02445
Property image
Property image
OFF MARKET

$2,410,400

Trulia Estimate
  • 4 Beds
  • 4 Baths
  • 3,437 sqft

152 Winthrop Rd #2, Brookline, MA 02445

Aspinwall Hill
Est. Refi. Payment $14,388/mo*
Refinance Your Home
Currently Off Market - Sold Jun 23, 2017 for $1,870,000

Home Value

Trulia Estimate
$2.41M
Since last month
Decreased$32K (-1.3%)
Since last year
Increased$124K (+5.4%)
Since last sale
Increased$538K (+28.8%)
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 +141% in the last 10 years
MonthEstimated value
2026
August 2026$2.41M
July 2026$2.44M
June 2026$2.43M
May 2026$2.45M
April 2026$2.4M
March 2026$2.38M
February 2026$2.31M
January 2026$2.25M
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
0.05
Condo
$2,100,000
05/08/26
4
3
3,003
90 Addington Rd #1, Brookline, MA
0.09
Condo
$2,649,000
06/25/26
5
4
3,392
90 Addington Rd #2, Brookline, MA
0.09
Condo
$2,850,000
04/17/26
5
3.5
3,250
57 University Rd #3, Brookline, MA
0.06
Condo
$3,265,000
05/01/26
4
3.5
2,605
114 Lancaster Ter #2, Brookline, MA
0.29
Condo
$1,880,000
06/05/26
6
3.5
3,494
179 Rawson Rd #2, Brookline, MA
0.12
Condo
$1,550,000
09/01/25
6
2
3,377
87 Greenough St #2, Brookline, MA
0.44
Condo
$2,150,000
02/03/26
4
4
2,925
195 Winthrop Rd #1, Brookline, MA
0.11
Condo
$1,830,000
03/23/26
3
2
2,229
757 Washington St #1, Brookline, MA
0.28
Condo
$2,750,000
09/24/25
5
4.5
3,259
9 Bartlett Cres #1, Brookline, MA
0.35
Condo
$2,135,000
08/04/26
4
2.5
2,612

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
24 Addington Rd #3, Brookline, MA 02445
0.05
$1,092,900
2
2
1,324
Off Market
146 Winthrop Rd #B, Brookline, MA 02445
0.01
$1,852,600
4
3
2,724
Off Market
42 Addington Rd #1, Brookline, MA 02445
0.07
$1,537,400
3
2.5
2,075
Off Market
16 Addington Rd #23, Brookline, MA 02445
0.05
$875,200
2
2
1,311
Off Market
41 Addington Rd #1, Brookline, MA 02445
0.07
$1,465,000
3
2
1,663
Off Market
16 Addington Rd #35, Brookline, MA 02445
0.05
$539,900
1
1
643
Off Market
16 Addington Rd #26, Brookline, MA 02445
0.05
$826,000
2
2
1,100
Off Market
45 Addington Rd #1, Brookline, MA 02445
0.08
$1,570,700
3
2
1,650
Off Market
45 Addington Rd #2, Brookline, MA 02445
0.08
$841,800
2
1
945
Off Market
20 Claflin Rd #A, Brookline, MA 02445
0.07
$410,000
1
1
557
Recently Sold
56 Addington Rd, Brookline, MA 02445
0.08
$2,618,100
8
4
3,624
Off Market
14 Claflin Rd #3, Brookline, MA 02445
0.06
$1,325,000
3
2
1,520
Recently Sold

Local Information

  • Map ViewExplore the area around 152 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
1900
Living Area
3,437 sqft
Price/Sqft
$701

About this House

Ultra-spacious, super-sunny Wash Sq 4BR/4BA upper duplex has it all - a great SF alternative! Gut renovated in 2013, it offers exceptional living space + 3 decks, exclusive-use backyard & 2 off-street parking. Private entrance w/ marble foyer is the entre to nearly 3500sf of open concept living space with expansive rooms, lovely contemporary architectural details, cherry hardwood flooring, and windows galore. Grand chefs kitchen has a Subzero, two wall ovens and Gaggenau Professional Series five-burner stove perfect for entertaining & family living. Wide open kitchen, dining and living room + a sizable family/play room and bath compete the main floor. Marble baths throughout, and elegant master suite features a large walk-in closet, office nook, and en-suite bath with steam shower. The home has 2 FPs, surround sound wiring, 3 zones of heating/cooling & plenty of in-unit/bsmt storage. Walk to T, parks, shops & restaurants of Wash Sq, Driscoll, BHS, easy access to Longwood Medical.
152 Winthrop Rd #2, Brookline, MA 02445 is a 4 bedroom, 4 bathroom, 3,437 sqft condo in Aspinwall Hill, built in 1900. It last sold for $1,870,000 on Jun 23, 2017. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,410,400, with a rent estimate of $7,975/month.

Home Details for 152 Winthrop Rd #2

Interior Features

Interior Details
BasementAtticNumber of Rooms: 8Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Master Bath, Office
Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood
Parking & Garage
Parking Space: 1Parking: Off Street

Property Information

Year Built
Year Built: 1900
Property Type / Style
Property Type: Condo

Community

Units in Building: 1

Price and Tax history

DateEventPrice
Jun 23, 2017
Source: N/A
Sold
$1,870,000
May 2, 2017
Source: Agent Provided
Pending
$1,795,000
Apr 26, 2017
Source: Agent Provided
Listed For Sale
$1,795,000
Dec 15, 2015
Source: N/A
Sold
$960,300
Sep 24, 2014
Source: N/A
Sold
$1,510,000

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
    Flag
  • Billy W.
    "It has a public park at the very top of the hill."
    0
    Flag
  • 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. "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 152 Winthrop Rd #2

  • What is 152 Winthrop Rd #2 estimated to be worth?
    Trulia's estimated value for 152 Winthrop Rd #2 in Brookline, MA is $2,410,400.
  • What is the price history for 152 Winthrop Rd #2?
    152 Winthrop Rd #2 in Brookline, MA last sold for $1,870,000 in June 2017.
  • 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 152 Winthrop Rd #2 have air conditioning?
    Yes, 152 Winthrop Rd #2 in Brookline, MA has air conditioning.
  • Does 152 Winthrop Rd #2 have laundry facilities?
    Yes, 152 Winthrop Rd #2 in Brookline, MA has in-unit laundry.

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