20 Winthrop Rd, Brookline, MA 02445
OFF MARKET

20 Winthrop Rd
Brookline, MA 02445

Aspinwall Hill
  • 4 Beds
  • 2.5 Baths
  • 2,489 sqft

$2,658,500

Trulia Estimate
as of May 30, 2026
Est. Refi. Payment $15,430/mo*

$2,658,500

Trulia Estimate
as of May 30, 2026
Est. Refi. Payment $15,430/mo*
4 Beds
2.5 Baths
2,489 sqft

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

This single-family home is located at 20 Winthrop Rd, Brookline, MA. 20 Winthrop Rd is in the Aspinwall Hill neighborhood in Brookline, MA and in ZIP code 02445. This property has 4 bedrooms, 3 bathrooms and approximately 2,489 sqft of floor space. This property has a lot size of 4844 sqft and was built in 1935.
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
Porch, Patio, Deck
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 20 Winthrop Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 9Types of Rooms: Dining Room, Family Room, Laundry Room, Master Bath, OfficeCeiling Fan
Heating & Cooling
Heating: Radiant, GasHeating Fuel: Radiant
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: MetalGardenPatioPorch
Parking & Garage
GarageParking Spaces: 3Parking: Garage Detached, Off Street

Property Information

Year Built
Year Built: 1935Year Updated: 1973
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 4844 sqft

Price History for 20 Winthrop Rd

DatePriceEventSource
05/22/2017$2,300ListingRemovedAgent Provided
02/17/2017$2,300Listed For RentAgent Provided
06/06/1994$427,500Sold
N/A
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Property Tax and Assessment

Year2025
Tax$22,401
Assessment$2,269,600
Home facts updated by county records

Comparable Sales for 20 Winthrop Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.19
Single-Family Home
$2,125,000
07/02/25
4
2.5
2,607
0.13
Single-Family Home
$2,385,000
12/17/25
4
3
2,286
0.22
Single-Family Home
$3,019,999
04/03/26
4
3
3,422
0.20
Single-Family Home
$2,050,500
01/15/26
6
3.5
2,104
0.37
Single-Family Home
$2,445,000
05/12/26
4
2
2,383
0.28
Single-Family Home
$2,500,000
07/24/25
4
2.5
2,789
0.24
Single-Family Home
$2,970,000
06/11/25
5
3
2,676
0.32
Single-Family Home
$2,650,000
01/07/26
4
2
2,600
0.33
Single-Family Home
$2,850,000
04/08/26
4
2.5
3,377
0.33
Single-Family Home
$3,525,000
08/05/25
5
2.5
3,315

Nearby homes

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Assigned Schools

These are the assigned schools for 20 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 20 Winthrop Rd

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Off Market Homes Near 20 Winthrop Rd

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Homes for rent near 20 Winthrop Rd

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20 Winthrop Rd, Brookline, MA 02445 is a 4 bedroom, 3 bathroom, 2,489 sqft single-family home built in 1935. 20 Winthrop Rd is located in Aspinwall Hill, Brookline. This property is not currently available for sale. 20 Winthrop Rd was last sold on Jun 6, 1994 for $427,500. The current Trulia Estimate for 20 Winthrop Rd is $2,658,500.