39 Winthrop Rd, Brookline, MA 02445
OFF MARKET

39 Winthrop Rd
Brookline, MA 02445

Aspinwall Hill
  • 3 Beds
  • 4 Baths
  • 2,268 sqft

$2,066,200

Trulia Estimate
as of Jun 3, 2026
Est. Refi. Payment $11,998/mo*

$2,066,200

Trulia Estimate
as of Jun 3, 2026
Est. Refi. Payment $11,998/mo*
3 Beds
4 Baths
2,268 sqft

Local Information

Map showing home location
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Commute Destination

Description

This condo is located at 39 Winthrop Rd, Brookline, MA. 39 Winthrop Rd is in the Aspinwall Hill neighborhood in Brookline, MA and in ZIP code 02445. This property has 3 bedrooms, 4 bathrooms and approximately 2,268 sqft of floor space. This property has a lot size of 5662 sqft and was built in 1910.
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
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 39 Winthrop Rd

Interior Features

Heating & Cooling
Heating: GasAir ConditioningHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 7
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1910
Property Type / Style
Property Type: CondoArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 5662 sqft
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Property Tax and Assessment

Year2025
Tax$16,592
Assessment$1,681,100
Home facts updated by county records

Comparable Sales for 39 Winthrop Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.28
Condo
$1,700,000
04/30/26
3
2.5
1,529
0.14
Condo
$1,590,000
06/05/25
3
5.5
3,496
0.35
Condo
$1,635,000
12/08/25
3
2
1,804
0.16
Condo
$2,600,000
05/01/26
3
3.5
1,837
0.67
Condo
$2,410,000
09/22/25
4
3.5
2,690
0.47
Condo
$2,750,000
09/24/25
5
4.5
3,259
0.12
Condo
$3,900,000
06/23/25
3
3
2,325
0.11
Condo
$3,900,000
06/23/25
3
2.5
3,003
0.15
Condo
$1,850,000
01/30/26
3
2.5
1,850
0.26
Condo
$3,019,999
04/03/26
3
3.5
2,552

Nearby homes

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Assigned Schools

These are the assigned schools for 39 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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Apartments for Rent

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Homes for sale near 39 Winthrop Rd

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Off Market Homes Near 39 Winthrop Rd

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Homes for rent near 39 Winthrop Rd

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39 Winthrop Rd, Brookline, MA 02445 is a 3 bedroom, 4 bathroom, 2,268 sqft condo built in 1910. 39 Winthrop Rd is located in Aspinwall Hill, Brookline. This property is not currently available for sale. The current Trulia Estimate for 39 Winthrop Rd is $2,066,200.