36 Winthrop Rd, Brookline, MA 02445
OFF MARKET

$2,968,200

Trulia Estimate
  • 3 Beds
  • 4 Baths
  • 2,630 sqft

36 Winthrop Rd, Brookline, MA 02445

Aspinwall Hill
Est. Refi. Payment $18,396/mo*
Refinance Your Home
Currently Off Market - Sold Aug 15, 2008 for $1,475,000

Home Value

Trulia Estimate
$2.97M
Since last month
Decreased$51K (-1.7%)
Since last year
Increased$108K (+3.8%)
Since last sale
Increased$1M (+100.4%)
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 +46% in the last 10 years
MonthEstimated value
2026
September 2026$2.96M
August 2026$2.97M
July 2026$3.01M
June 2026$2.96M
May 2026$3.05M
April 2026$2.98M
March 2026$3.12M
February 2026$2.88M
January 2026$2.95M
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
0.08
Condo
$1,350,000
08/07/26
3
2
2,012
0.23
Condo
$3,019,999
04/03/26
3
3.5
2,552
0.18
Condo
$1,850,000
01/30/26
3
2.5
1,850
0.18
Condo
$2,600,000
05/01/26
3
3.5
1,837
0.17
Condo
$1,399,000
03/27/26
3
2
2,120
0.24
Condo
$2,150,000
02/03/26
4
4
2,925
0.24
Condo
$1,750,000
01/29/26
3
2.5
1,757
0.17
Condo
$1,430,000
07/30/26
3
2
1,696
0.23
Condo
$3,100,000
04/30/26
4
4
2,610
0.24
Condo
$3,265,000
05/01/26
4
3.5
2,605

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
0.03
-
8
3
3,544
Off Market
0.05
$1,666,800
3
1.5
1,946
Off Market
0.05
-
4
2.5
2,237
Off Market
0.07
$2,000,100
3
2.5
2,848
Off Market
0.10
$1,964,800
4
2
2,890
Off Market
0.10
$1,555,400
2
1.5
1,400
Off Market
0.10
$1,083,600
3
2
1,296
Off Market
0.08
$1,350,000
3
2
2,012
Recently Sold
0.10
-
3
2
1,490
Off Market
0.10
-
2
1
1,290
Off Market
0.08
$1,750,000
5
3.5
2,460
For Sale
0.09
$2,086,900
2
1
1,104
Off Market

Local Information

  • Map ViewExplore the area around 36 Winthrop Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Condo
Built in 2002
2,630 sqft
$1,129/sqft
Garage

About this House

Spectacular residence at Winthrop Crossing! Richly detailed with many luxury amenities and appointments including an in-house elevator. Stunning family room with fireplace and custom built-ins, gourmet kitchen with wolf appliances, granite countertops and oversized island overlooking fenced yard with patio. Stunning master suite with fireplace, two additional family bedrooms, 3-1/2 baths, laundry room, wood floors, finished lower level, and direct entry two car garage.
36 Winthrop Rd, Brookline, MA 02445 is a 3 bedroom, 4 bathroom, 2,630 sqft condo in Aspinwall Hill, built in 2002. It last sold for $1,475,000 on Aug 15, 2008. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,968,200, with a rent estimate of $7,644/month.

Home Details for 36 Winthrop Rd

Interior Features

Interior Details
BasementNumber of Rooms: 8
Heating & Cooling
Heating: Forced AirAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 2002
Property Type / Style
Property Type: CondoArchitecture: Other

Community

Units in Building: 1

Price and Tax history

DateEventPrice
Aug 15, 2008
Source: N/A
Sold
$1,475,000

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

Around this home

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

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. "
  • Billy W.
    "There is a leash law, and dog owners must pick up their dog's poop in a bag."
  • Billy W.
    "It has a public park at the very top of the hill."
  • Billy W.
    "I can either drive or take public transportation."
  • Billy W.
    "There is only one park on this hill, but a short walk can lead you to bigger parks and playgrounds."
  • 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. "
  • Harumi T.
    "It is so nice to live here. "

LGBTQ Local Legal Protections

Frequently asked questions about 36 Winthrop Rd

  • What is 36 Winthrop Rd estimated to be worth?
    Trulia's estimated value for 36 Winthrop Rd in Brookline, MA is $2,968,200.
  • What is the price history for 36 Winthrop Rd?
    36 Winthrop Rd in Brookline, MA last sold for $1,475,000 in August 2008.
  • 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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