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

101 Winthrop Rd #2
Brookline, MA 02445

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

$1,301,600

Trulia Estimate
as of Jul 23, 2026
Est. Refi. Payment $7,749/mo*

$1,301,600

Trulia Estimate
as of Jul 23, 2026
Est. Refi. Payment $7,749/mo*
3 Beds
2 Baths
1,668 sqft

Local Information

  • Map ViewExplore the area around 101 Winthrop Rd #2.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Condo
Year Built
1898
Living Area
1,668 sqft
Price/Sqft
$780

About this House

Massive three bedroom two bath condo on Winthrop Street in Brookline's Washington Square available for October 1! This beautiful unit has much to be desired! Features include: Gleaming hardwood floors throughout, Completely updated kitchen with all the bells and whistle's, large dining room for formal gatherings, massive living room, Two good size bedrooms, large master bedroom with master bath, tons of natural sunlight, one car parking included, laundry in unit, hot water included, central heat and air conditioning, and more
Unit may be available furnished upon discussion. Don't miss out on this fantastic home right outside of Washington Square on a beautiful tree-lined streets!
101 Winthrop Rd #2, Brookline, MA 02445 is a 3 bedroom, 2 bathroom, 1,668 sqft condo in Aspinwall Hill, built in 1898. It last sold for $642,600 on Aug 20, 2010. More recently, it was listed as a rental in September 2020 with an asking price of $4,900 per month. That rental listing was removed on November 1, 2020. It is currently off market. The Trulia Estimate is $1,301,600, with a rent estimate of $5,050/month.

Home Details for 101 Winthrop Rd #2

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: OtherHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 6
Appliances & Utilities
DisposalDryerMicrowaveRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: Built UpExterior: Brick
Parking & Garage
Parking Space: 1Parking: None

Property Information

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

Community

Units in Building: 1

Additional Information

Intercom

Building

Fitness & Sports
Tennis Court

Price History for 101 Winthrop Rd #2

DatePriceEventSource
11/01/2020$4,900ListingRemovedAgent Provided
09/03/2020$4,900Listed For RentAgent Provided
08/20/2010$642,600Sold
N/A
07/07/2010$699,000Listed For SaleAgent Provided
11/07/2009$665,000ListingRemovedAgent Provided
08/29/2009$665,000PriceChange
Agent Provided
06/19/2009$679,000PriceChange
Agent Provided
03/18/2009$689,000PriceChange
Agent Provided
11/22/2008$699,000PriceChange
Agent Provided
10/04/2008$735,000PriceChange
Agent Provided
09/20/2008$749,000Listed For SaleAgent Provided
09/02/1987$190,000Sold
N/A

Market trends in Brookline

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.4M
$16.67K
MoM
Sale-to-List Price
99.9%
Price per sq ft
$796
$17
MoM
Available listings
253
15
MoM
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Property Tax and Assessment

Year2025
Tax$11,045
Assessment$1,119,000
Home facts updated by county records

Comparable Sales for 101 Winthrop Rd #2

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.00
Condo
$1,380,000
06/09/26
3
2
1,397
0.05
Apartment
$830,000
04/24/26
2
2
1,100
0.09
Condo
$1,399,000
03/27/26
3
2
2,120
0.03
Condo
$915,000
01/05/26
2
1.5
1,094
0.08
Condo
$1,000,000
11/14/25
2
1.5
1,369
0.20
Condo
$1,145,000
10/08/25
3
2
1,481
0.21
Condo
$1,135,000
06/24/26
3
1.5
1,470
0.18
Condo
$1,325,000
06/11/26
3
2
1,520
0.18
Condo
$1,515,000
10/01/25
3
2
1,650
0.27
Condo
$920,000
08/13/25
3
2
1,243

Nearby homes

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Assigned Schools

These are the assigned schools for 101 Winthrop Rd #2.
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

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Off Market Homes Near 101 Winthrop Rd #2

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