91 Winthrop Rd, Brookline, MA 02445
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Property image
OFF MARKET

91 Winthrop Rd
Brookline, MA 02445

Aspinwall Hill
  • 3 Beds
  • 2 Baths
  • 1,500 sqft

$1,857,000

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $11,004/mo*
Refinance Your Home

$1,857,000

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $11,004/mo*
Refinance Your Home
3 Beds
2 Baths
1,500 sqft

Home Value

Trulia Estimate
$1.86M
Since last month
Decreased$74K (-3.8%)
Since last year
Increased$86K (+4.8%)
Since last sale
Increased$2M (+187,439,900%)
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 decreased by -10% in the last 10 years
MonthEstimated value
2026
August 2026$1.87M
July 2026$1.95M
June 2026$1.92M
May 2026$1.78M
April 2026$1.83M
March 2026$1.88M
February 2026$1.85M
January 2026$1.87M
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
1865 Beacon St #1A, Brookline, MA
0.74
Apartment
$900,000
11/14/25
3
2
1,226
106 Westbourne Ter #2, Brookline, MA
0.45
Apartment
$3,150,000
10/22/25
3
2
2,044
441 Washington St #5, Brookline, MA
0.40
Apartment
$999,999
06/01/26
3
2
1,541
194 A Allston St #2, Boston, MA
0.73
Apartment
$590,000
10/29/25
2
1
935
230 Washington St, Brighton, MA
1.10
Apartment
$1,192,000
05/29/26
2
1
999
1824 Beacon St #5, Brookline, MA
0.65
Apartment
$1,187,500
10/07/25
2
1
850
106 Westbourne Ter #1, Brookline, MA
0.45
Apartment
$1,650,000
10/22/25
2
2
1,470
49 Harvard Ave #4, Brookline, MA
0.45
Apartment
$974,000
06/15/26
1
1
700
70 Day St, Jamaica Plain, MA
1.51
Apartment
$697,000
05/18/26
3
1
1,000
21 Westbourne Ter #3, Brookline, MA
0.25
Apartment
$580,000
10/30/25
2
1
876
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
12 Colbourne Cres #3, Brookline, MA 02445
0.03
$917,700
2
1
1,137
Off Market
12 Colbourne Cres #1, Brookline, MA 02445
0.03
$915,000
2
1.5
1,094
Recently Sold
8 Colbourne Cres #1, Brookline, MA 02445
0.03
$762,300
2
1
1,002
Off Market
8 Colbourne Cres #3, Brookline, MA 02445
0.03
$1,425,000
2
2
1,453
Recently Sold
89 Winthrop Rd #3, Brookline, MA 02445
0.01
$1,448,000
3
2
1,817
Off Market
101 Winthrop Rd #1, Brookline, MA 02445
0.02
$1,380,000
3
2
1,397
Recently Sold
11 Colbourne Cres #1, Brookline, MA 02445
0.05
$1,227,300
3
2
1,760
Off Market
79 Winthrop Rd, Brookline, MA 02445
0.03
$2,299,000
5
2
3,161
For Sale
21 Colbourne Cres #1, Brookline, MA 02445
0.06
$1,636,400
3
5.5
3,496
Off Market
26 Colbourne Cres #1, Brookline, MA 02445
0.06
$3,494,300
3
2.5
2,541
Off Market
97-103 University Rd, Brookline, MA 02445
0.02
$5,500,000
-
-
-
For Sale
28 Colbourne Cres #U28, Brookline, MA 02445
0.06
$4,021,000
3
2.5
3,003
Off Market

Local Information

  • Map ViewExplore the area around 91 Winthrop Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Apartment
Year Built
1920
Living Area
1,500 sqft
Price/Sqft
$1,238

About this House

Fantastic Washington Square 3 Bedroom/ 2 Bath apartment w/ fantastic views of downtown Boston! Boasting TONS of living space: dining room, eat-in kitchen, living room, and spacious bedrooms! Comes w/ 3 PARKING SPACES INCLUDED
 Gas heating is separate. Washer and Dryer are in the basement and available for purchase.

Call Samantha at Metro Realty today for showing!
91 Winthrop Rd, Brookline, MA 02445 is a 3 bedroom, 2 bathroom, 1,500 sqft apartment in Aspinwall Hill, built in 1920. It last sold for $1 on Nov 4, 1996. More recently, it was listed as a rental in December 2018 with an asking price of $3,200 per month. That rental listing was removed on February 15, 2019. It is currently off market. The Trulia Estimate is $1,857,000, with a rent estimate of $5,021/month.

Home Details for 91 Winthrop Rd

Interior Features

Heating & Cooling
Heating: GasHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 16
Appliances & Utilities
DryerWasher

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Brick

Property Information

Year Built
Year Built: 1920Year Updated: 1974
Property Type / Style
Property Type: ApartmentArchitecture: Other

Community

Units in Building: 2

Lot Information

Lot Area: 5662 sqft

Price and Tax history

DateEventPrice
Feb 15, 2019
Source: Agent Provided
ListingRemoved
$3,200
Dec 14, 2018
Source: Agent Provided
Listed For Rent
$3,200
May 8, 2018
Source: Agent Provided
ListingRemoved
$2,400
Feb 2, 2018
Source: Agent Provided
Listed For Rent
$2,400
Nov 4, 1996
Source: N/A
Sold
$1

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 91 Winthrop Rd

  • What is 91 Winthrop Rd estimated to be worth?
    Trulia's estimated value for 91 Winthrop Rd in Brookline, MA is $1,857,000.
  • What is the price history for 91 Winthrop Rd?
    91 Winthrop Rd in Brookline, MA last sold for $1 in November 1996.
  • 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 91 Winthrop Rd have laundry facilities?
    Yes, 91 Winthrop Rd in Brookline, MA has in-unit laundry.

Explore by feature - Pet Friendly

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Explore by feature - Outdoor Space

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