101 Winthrop Rd #3, Brookline, MA 02445
OFF MARKET

101 Winthrop Rd #3
Brookline, MA 02445

Aspinwall Hill
  • 3 Beds
  • 2 Baths
  • 1,668 sqft

$1,397,900

Trulia Estimate
as of Jun 30, 2026
Est. Refi. Payment $8,149/mo*
Refinance Your Home

$1,397,900

Trulia Estimate
as of Jun 30, 2026
Est. Refi. Payment $8,149/mo*
Refinance Your Home
3 Beds
2 Baths
1,668 sqft

Local Information

  • Map ViewExplore the area around 101 Winthrop Rd #3.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

3 Bedroom Penthouse with Stunning Private Roof Deck
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 101 Winthrop Rd #3

Interior Features

Heating & Cooling
Heating: Forced AirHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 6
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherExterior: Brick
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 1898
Property Type / Style
Property Type: CondoArchitecture: Row House

Community

Units in Building: 1

Lot Information

Lot Area: 3540 sqft

Price History for 101 Winthrop Rd #3

DatePriceEventSource
04/22/2011$729,000ListingRemovedAgent Provided
10/16/2010$729,000Listed For SaleAgent Provided
08/30/2010$729,000ListingRemovedAgent Provided
07/04/2010$729,000Listed For SaleAgent Provided
06/28/2010$732,500Sold
N/A
04/23/2010$729,000Listed For SaleAgent Provided
06/01/2004$675,000Sold
N/A
06/09/2000$499,900Sold
N/A
02/03/1997$311,000Sold
N/A
11/30/1994$235,000Sold
N/A
10/08/1991$18,000Sold
N/A

Market trends in Brookline

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.42M
$333MoM
Sale-to-List Price
99.9%
0.9%MoM
Price per sq ft
$814
$5MoM
Available listings
238
11MoM
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Property Tax and Assessment

Year2025
Tax$12,754
Assessment$1,292,200
Home facts updated by county records

Comparable Sales for 101 Winthrop Rd #3

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
15 Colbourne Cres #2, Brookline, MA
0.05
Apartment
$830,000
04/24/26
2
2
1,100
93 Centre St #2, Brookline, MA
0.55
Condo
$1,220,000
01/28/26
3
2
1,465
138 Mason Ter #1, Brookline, MA
0.38
Condo
$1,635,000
12/08/25
3
2
1,804
101 Winthrop Rd #1, Brookline, MA
0.00
Condo
$1,380,000
06/09/26
3
2
1,397
59 Auburn St #2, Brookline, MA
0.42
Condo
$1,700,000
04/30/26
3
2.5
1,529
11 Cameron St #1, Brookline, MA
0.61
Condo
$1,149,000
09/30/25
2
2
1,338
4 Fairbanks St #2, Brookline, MA
0.09
Condo
$1,399,000
03/27/26
3
2
2,120
12 Colbourne Cres #1, Brookline, MA
0.03
Condo
$915,000
01/05/26
2
1.5
1,094
626 Washington St #3, Brookline, MA
0.08
Condo
$1,000,000
11/14/25
2
1.5
1,369
1588 Beacon St #2, Brookline, MA
0.20
Condo
$1,145,000
10/08/25
3
2
1,481

Nearby homes

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Assigned Schools

These are the assigned schools for 101 Winthrop Rd #3.
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
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LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 101 Winthrop Rd #3

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Off Market Homes Near 101 Winthrop Rd #3

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101 Winthrop Rd #3, Brookline, MA 02445 is a 3 bedroom, 2 bathroom, 1,668 sqft condo built in 1898. 101 Winthrop Rd #3 is located in Aspinwall Hill, Brookline. This property is not currently available for sale. 101 Winthrop Rd #3 was last sold on Jun 28, 2010 for $732,500. The current Trulia Estimate for 101 Winthrop Rd #3 is $1,397,900.