79 Winthrop Rd, Brookline, MA 02445
FOR SALE

79 Winthrop Rd
Brookline, MA 02445

Aspinwall Hill
  • 5 Beds
  • 2 Baths
  • 3,161 sqft

$2,400,000

Est. Mortgage $13,738/mo*

$2,400,000

Est. Mortgage $13,738/mo*
5 Beds
2 Baths
3,161 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

FIRST TIME in 30+ Years, Washington Square 2-FAMILY, 5,749 SF Gross Square Feet! "Opportunity" to turn this into your future Trophy Brookline Residence. Beautiful hillside VIEWS towards Back Bay & downtown Boston! Unit #2 is a Top Floor 3 Bedroom Duplex & Unit #1 is a large single-level floor through 2 BR+ Office / 1BA. Close to both Driscoll School and Runkle School and only a few blocks to Brookline High School. Top notch Brookline location, walking distance to Washington Square & Brookline Village. Each with bustling Cafes & Restaurants. Walk up the path to Schick Park: Grassy ball field, basketball court & playground.

Home Highlights

Parking
Garage
Outdoor
No Info
HOA
None
Price/Sqft
$759
Listed
8 days ago

Home Details for 79 Winthrop Rd

Interior Features

Interior Details
Basement: FullNumber of Rooms: 16
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 3161 Square Feet
Appliances & Utilities
Utilities: for Gas Range
Fireplace & Spa
Number of Fireplaces: 2Has a FireplaceNo Spa
Windows, Doors, Floors & Walls
Flooring: Wood
Levels, Entrance, & Accessibility
Number of Stories: 4Floors: Wood

Exterior Features

Exterior Home Features
Foundation: Concrete Perimeter
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageParking Spaces: 2Parking: Garage
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 3161

Days on Market

Days on Market: 8

Property Information

Year Built
Year Built: 1922
Property Type / Style
Property Type: Residential IncomeProperty Subtype: Multi Family
Building
Does Not Include Home Warranty
Property Information
Parcel Number: 2100100, 36632

Price & Status

Price
List Price: $2,400,000Price Per Sqft: $759

Active Status

MLS Status: Active

Location

Direction & Address
City: Brookline

Agent Information

Listing Agent
Listing ID: 73511051

Building

Building Area
Building Area: 3161 Square Feet

Community

Community Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Laundromat, Bike Path, Highway Access, House of Worship, Private School, Public School, T-Station, UniversityNot Senior Community

Lot Information

Lot Area: 5981 sqft

Miscellaneous

BasementMls Number: 73511051Above Grade Unfinished Area: 3161

Additional Information

Public TransportationShoppingPoolTennis Court(s)ParkWalk/Jog TrailsMedical FacilityLaundromatBike PathHighway AccessHouse of WorshipPrivate SchoolPublic SchoolT-StationUniversity
Last check for updates: about 1 hour ago
Listing courtesy of Collin Bray, (617) 512-1095
Century 21 Cityside, (617) 262-2600
Source: MLS PIN, MLS#73511051
Also Listed on MLS PIN.

Price History for 79 Winthrop Rd

DatePriceEventSource
05/01/2026$2,400,000Listed For SaleMLS PIN #73511051
11/28/2021ListingRemovedZillow Rental Manager
09/07/2021$2,900Listed For RentZillow Rental Manager
05/28/2020$3,500ListingRemovedAgent Provided
04/27/2020$3,500Listed For RentAgent Provided
01/30/2017$2,400ListingRemovedAgent Provided
07/03/2016$3,400ListingRemovedAgent Provided
06/20/2015$2,550ListingRemovedAgent Provided
06/16/2015$2,550Listed For RentAgent Provided
05/11/2015$2,900ListingRemovedAgent Provided
03/07/2015$2,900Listed For RentAgent Provided
04/08/2014$2,550ListingRemovedAgent Provided
01/13/2014$2,550Listed For RentAgent Provided
05/31/1994$311,000Sold
N/A

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Property Tax and Assessment

Year2025
Tax$20,374
Assessment$2,064,200
Home facts updated by county records

Comparable Sales for 79 Winthrop Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.10
Multi-Family Home
$2,452,000
06/16/25
8
3
3,544
0.20
Multi-Family Home
$2,200,000
02/02/26
5
3
3,978
0.11
Multi-Family Home
$1,800,000
01/13/26
9
4
3,102
0.48
Multi-Family Home
$1,690,000
08/15/25
5
2
2,310
0.52
Multi-Family Home
$1,800,000
10/31/25
5
2
2,252
0.46
Multi-Family Home
$1,800,000
06/13/25
5
2
2,318
0.43
Multi-Family Home
$2,650,000
12/12/25
6
3.5
3,277
0.77
Multi-Family Home
$1,250,000
12/23/25
5
2
2,644
0.29
Multi-Family Home
$2,820,000
12/23/25
7
5
4,171
0.87
Multi-Family Home
$1,255,000
12/02/25
5
3
3,630

Assigned Schools

These are the assigned schools for 79 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. "

LGBTQ Local Legal Protections

Collin Bray, Century 21 Cityside, (617) 262-2600
Agent Phone: (617) 512-1095
The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.
79 Winthrop Rd, Brookline, MA 02445 is a 5 bedroom, 2 bathroom, 3,161 sqft multi-family built in 1922. 79 Winthrop Rd is located in Aspinwall Hill, Brookline. This property is currently available for sale and was listed by MLS PIN on May 1, 2026. The MLS # for this home is MLS# 73511051.