116 Winthrop Rd, Brookline, MA 02445
654O591ddf41eab04
654O591ddf420bcfa
OFF MARKET

116 Winthrop Rd
Brookline, MA 02445

Aspinwall Hill
  • 3 Beds
  • 1 Bath
  • 9,999 sqft

$4,453,300

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $26,402/mo*
Refinance Your Home

$4,453,300

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $26,402/mo*
Refinance Your Home
3 Beds
1 Bath
9,999 sqft

Home Value

Trulia Estimate
$4.45M
Since last month
Increased$372K (+9.1%)
Since last year
Increased$905K (+25.5%)
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 +236% in the last 10 years
MonthEstimated value
2026
August 2026$4.45M
July 2026$4.08M
June 2026$4.35M
May 2026$4.31M
April 2026$4.2M
March 2026$4.44M
February 2026$4.23M
January 2026$4.37M
2025
2024
2023
2022
2021
2020
2019

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
1572 Beacon St, Brookline, MA
0.22
Multi-Family Home
$2,200,000
02/02/26
5
3
3,978
77 Park St #1, Brookline, MA
0.47
Multi-Family Home
$1,550,000
06/26/26
2
2
2,250
255 Tappan St, Brookline, MA
0.21
Multi-Family Home
$2,820,000
12/23/25
7
5
4,171
126 Westbourne Ter, Brookline, MA
0.50
Multi-Family Home
$2,200,000
06/10/26
6
2
4,369
589-591 Washington St, Brookline, MA
0.18
Multi-Family Home
$1,800,000
01/13/26
9
4
3,102
227 Summit Ave #E203, Brookline, MA
0.47
Multi-Family Home
$1,075,000
07/24/26
2
2
1,306
235-237 Corey Rd, Brighton, MA
0.57
Multi-Family Home
$1,200,000
08/27/25
5
2
2,808
19-21 Elm St, Brookline, MA
0.56
Multi-Family Home
$1,800,000
10/31/25
5
2
2,252
65 Atherton Rd, Brookline, MA
0.49
Multi-Family Home
$2,650,000
12/12/25
6
3.5
3,277
85 Naples Rd, Brookline, MA
0.86
Multi-Family Home
$4,000,000
03/02/26
6
2
5,481

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
111 Winthrop Rd #4, Brookline, MA 02445
0.03
$1,627,700
3
2
1,369
Off Market
111 Winthrop Rd #1, Brookline, MA 02445
0.03
$807,100
2
1
1,025
Off Market
111 Winthrop Rd #3, Brookline, MA 02445
0.03
$1,294,200
3
2
1,351
Off Market
111 Winthrop Rd #2, Brookline, MA 02445
0.03
$1,305,300
2
2
1,271
Off Market
119 Winthrop Rd #6C, Brookline, MA 02445
0.04
$1,325,000
3
2
1,600
Off Market
11 Colbourne Cres #1, Brookline, MA 02445
0.03
$1,227,300
3
2
1,760
Off Market
127 Winthrop Rd #12A, Brookline, MA 02445
0.05
$867,000
3
1
1,324
Off Market
101 Winthrop Rd #1, Brookline, MA 02445
0.04
$1,380,000
3
2
1,397
Recently Sold
8 Colbourne Cres #3, Brookline, MA 02445
0.04
$1,425,000
2
2
1,453
Recently Sold
8 Colbourne Cres #1, Brookline, MA 02445
0.04
$762,300
2
1
1,002
Off Market
12 Colbourne Cres #3, Brookline, MA 02445
0.04
$917,700
2
1
1,137
Off Market
12 Colbourne Cres #1, Brookline, MA 02445
0.04
$915,000
2
1.5
1,094
Recently Sold

Local Information

  • Map ViewExplore the area around 116 Winthrop Rd.
  • Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Multi-Family
Living Area
9,999 sqft
Price/Sqft
$445

About this House

This multi-family home is located at 116 Winthrop Rd, Brookline, MA. 116 Winthrop Rd is in the Aspinwall Hill neighborhood in Brookline, MA and in ZIP code 02445. This property has 3 bedrooms, 1 bathroom and approximately 9,999 sqft of floor space.
116 Winthrop Rd, Brookline, MA 02445 is a 3 bedroom, 1 bathroom, 9,999 sqft multi-family in Aspinwall Hill. More recently, it was listed as a rental in April 2019 with an asking price of $3,150 per month. That rental listing was removed on October 30, 2019. It is currently off market. The Trulia Estimate is $4,453,300, with a rent estimate of $3,161/month.

Home Details for 116 Winthrop Rd

Interior Features

Heating & Cooling
Heating: Forced AirHeating Fuel: Forced Air
Interior Details
Types of Rooms: Pantry
Appliances & Utilities
Refrigerator
Levels, Entrance, & Accessibility
Floors: Hardwood

Property Information

Property Type / Style
Property Type: Multi Family

Exterior Features

Parking & Garage
Parking: Off Street

Community

Units in Building: 1

Price and Tax history

DateEventPrice
Oct 30, 2019
Source: Agent Provided
ListingRemoved
$3,200
Jul 19, 2019
Source: Agent Provided
PriceChange
$3,200
Price decreased by 3%
Jun 23, 2019
Source: Agent Provided
PriceChange
$3,300
Price increased by 18%
Jun 8, 2019
Source: Agent Provided
PriceChange
$2,800
Price decreased by 7%
May 17, 2019
Source: Agent Provided
PriceChange
$3,000
Price decreased by 9%

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 116 Winthrop Rd

  • What is 116 Winthrop Rd estimated to be worth?
    Trulia's estimated value for 116 Winthrop Rd in Brookline, MA is $4,453,300.
  • 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.
  • What are the closest schools to 116 Winthrop Rd?
    The closest schools to 116 Winthrop Rd in Brookline, MA are Brookline High School (rated 8/10), John D Runkle School (Pre-K/Elementary/Middle, rated 8/10), Michael Driscoll School (Elementary/Middle, rated 9/10).
  • Does 116 Winthrop Rd have parking?
    Yes, 116 Winthrop Rd in Brookline, MA has on-site parking.

Explore by feature - Pet Friendly

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Explore by feature - Outdoor Space

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Apartments for Rent

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Off Market Homes Near 116 Winthrop Rd

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