53 Winthrop Rd, Brookline, MA 02445
OFF MARKET

53 Winthrop Rd
Brookline, MA 02445

Aspinwall Hill
  • 4 Beds
  • 4 Baths
  • 1,955 sqft

$1,908,100

Trulia Estimate
as of May 28, 2026
Est. Refi. Payment $11,175/mo*

$1,908,100

Trulia Estimate
as of May 28, 2026
Est. Refi. Payment $11,175/mo*
4 Beds
4 Baths
1,955 sqft

Local Information

Map showing home location
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Commute Destination

Description

This condo is located at 53 Winthrop Rd, Brookline, MA. 53 Winthrop Rd is in the Aspinwall Hill neighborhood in Brookline, MA and in ZIP code 02445. This property has 4 bedrooms, 4 bathrooms and approximately 1,955 sqft of floor space. This property was built in 1924.
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
No Info
Outdoor
Porch
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 53 Winthrop Rd

Interior Features

Interior Details
BasementNumber of Rooms: 10Types of Rooms: Walk In Closet, Dining Room, Family Room, Laundry Room, Master Bath, Mud Room
Heating & Cooling
Heating: Baseboard, GasAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 3Floors: Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: SlateExterior: Stucco, BrickGardenPorch
Parking & Garage
Parking: Off Street

Property Information

Year Built
Year Built: 1924Year Updated: 1998
Property Type / Style
Property Type: CondoArchitecture: Craftsman

Community

Units in Building: 2

Building

Pool
Sauna

Price History for 53 Winthrop Rd

DatePriceEventSource
12/01/2004$790,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$16,108
Assessment$1,632,000
Home facts updated by county records

Comparable Sales for 53 Winthrop Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.15
Condo
$2,600,000
05/01/26
3
3.5
1,837
0.15
Condo
$1,850,000
01/30/26
3
2.5
1,850
0.12
Condo
$1,399,000
03/27/26
3
2
2,120
0.22
Condo
$1,800,000
05/30/25
4
3
2,724
0.19
Condo
$3,265,000
05/01/26
4
3.5
2,605
0.37
Condo
$1,495,000
06/25/25
4
2.5
1,822
0.12
Condo
$1,160,000
06/16/25
3
1.5
1,165
0.18
Condo
$1,100,000
11/03/25
3
1.5
1,338
0.28
Condo
$2,150,000
02/03/26
4
4
2,925
0.20
Condo
$2,100,000
05/08/26
4
3
3,003

Nearby homes

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Assigned Schools

These are the assigned schools for 53 Winthrop Rd.
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. "

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Homes for sale near 53 Winthrop Rd

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Off Market Homes Near 53 Winthrop Rd

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Homes for rent near 53 Winthrop Rd

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53 Winthrop Rd, Brookline, MA 02445 is a 4 bedroom, 4 bathroom, 1,955 sqft condo built in 1924. 53 Winthrop Rd is located in Aspinwall Hill, Brookline. This property is not currently available for sale. 53 Winthrop Rd was last sold on Dec 1, 2004 for $790,000. The current Trulia Estimate for 53 Winthrop Rd is $1,908,100.