157 Winthrop Rd #2, Brookline, MA 02445
OFF MARKET

157 Winthrop Rd #2
Brookline, MA 02445

Aspinwall Hill
  • 3 Beds
  • 4.5 Baths
  • 3,361 sqft

$2,515,100

Trulia Estimate
as of Jun 19, 2026
Est. Refi. Payment $12,825/mo*
Refinance Your Home

$2,515,100

Trulia Estimate
as of Jun 19, 2026
Est. Refi. Payment $12,825/mo*
Refinance Your Home
3 Beds
4.5 Baths
3,361 sqft

Local Information

Map showing home location
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Commute Destination

Description

This condo is located at 157 Winthrop Rd #2, Brookline, MA. 157 Winthrop Rd #2 is in the Aspinwall Hill neighborhood in Brookline, MA and in ZIP code 02445. This property has 3 bedrooms, 5 bathrooms and approximately 3,361 sqft of floor space. This property was built in 1890.
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
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 157 Winthrop Rd #2

Interior Features

Interior Details
BasementAtticIn-law unitNumber of Rooms: 8Types of Rooms: Dining Room, Family Room, Laundry Room, Master Bath, Office, Recreation RoomCeiling Fan
Heating & Cooling
Heating: Baseboard, Forced AirAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 4Floors: Hardwood
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceJetted Bath Tub
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Shingle, WoodLawn
Parking & Garage
GarageParking Spaces: 4Parking: Garage Detached, Off Street

Property Information

Year Built
Year Built: 1890
Property Type / Style
Property Type: CondoArchitecture: Other

Community

Units in Building: 1

Building

Pool
Sauna

Price History for 157 Winthrop Rd #2

DatePriceEventSource
01/20/2000$540,000Sold
N/A
11/15/1995$55,000Sold
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$21,989
Assessment$2,227,900
Home facts updated by county records

Homeowner tools

Estimated monthly rent$7,927/mo
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Homes for rent near 157 Winthrop Rd #2

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Comparable Sales for 157 Winthrop Rd #2

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
53 University Rd #2, Brookline, MA
0.04
Condo
$2,100,000
05/08/26
4
3
3,003
6 Claflin Rd #C4, Brookline, MA
0.06
Condo
$1,700,000
08/08/25
3
2.5
2,003
57 University Rd #3, Brookline, MA
0.05
Condo
$3,265,000
05/01/26
4
3.5
2,605
90 Addington Rd #2, Brookline, MA
0.11
Condo
$2,850,000
04/17/26
5
3.5
3,250
195 Winthrop Rd #1, Brookline, MA
0.09
Condo
$1,830,000
03/23/26
3
2
2,229
364-366 Tappan St #4, Brookline, MA
0.21
Condo
$1,840,000
06/27/25
3
2.5
2,252
14 Claflin Rd #3, Brookline, MA
0.07
Condo
$1,325,000
06/11/26
3
2
1,520
59 Addington Rd #3, Brookline, MA
0.14
Condo
$1,649,000
09/26/25
3
2.5
1,467
4 Fairbanks St #2, Brookline, MA
0.17
Condo
$1,399,000
03/27/26
3
2
2,120
38 Garrison Rd #2, Brookline, MA
0.13
Condo
$1,495,000
06/25/25
4
2.5
1,822

Nearby homes

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Assigned Schools

These are the assigned schools for 157 Winthrop Rd #2.
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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
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  • Billy W.
    "There is a leash law, and dog owners must pick up their dog's poop in a bag."
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  • Billy W.
    "It has a public park at the very top of the hill."
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  • Billy W.
    "I can either drive or take public transportation."
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  • 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
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  • Harumi T.
    "It is so nice to live here. "
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Apartments for Rent

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Homes for sale near 157 Winthrop Rd #2

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Off Market Homes Near 157 Winthrop Rd #2

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157 Winthrop Rd #2, Brookline, MA 02445 is a 3 bedroom, 5 bathroom, 3,361 sqft condo built in 1890. 157 Winthrop Rd #2 is located in Aspinwall Hill, Brookline. This property is not currently available for sale. 157 Winthrop Rd #2 was last sold on Jan 20, 2000 for $540,000. The current Trulia Estimate for 157 Winthrop Rd #2 is $2,515,100.