84 Winthrop Rd, Brookline, MA 02445
FOR SALE

84 Winthrop Rd
Brookline, MA 02445

Aspinwall Hill
  • 10 Beds
  • 9 Baths
  • 7,898 sqft

$5,797,999

Est. Mortgage $33,082/mo*

$5,797,999

Est. Mortgage $33,082/mo*
10 Beds
9 Baths
7,898 sqft

Local Information

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

Description

Welcome to 84 Winthrop Rd—an extraordinary two-family residence in the heart of Brookline, offering nearly 8,000 sq. ft. of luxurious living. With 10 bedrooms and 8 and half bathrooms across two expansive homes, this property is designed for both elegance and functionality. Inside, discover chef-inspired kitchens appointed with premium Miele and Viking appliances, custom cabinetry, and sophisticated finishes that set a new standard for multi-family living. Each residence showcases grand open layouts, spa-like baths, and abundant natural light, blending timeless style with modern comfort. Perfect as a trophy investment or multigenerational living, this rare opportunity combines scale, design, and prestige in one of Brookline’s most coveted locations.

Home Highlights

Parking
Garage
Outdoor
No Info
HOA
None
Price/Sqft
$734
Listed
180+ days ago

Home Details for 84 Winthrop Rd

Interior Features

Interior Details
Basement: Finished,Walk-Out Access,Interior Entry,Garage AccessNumber of Rooms: 25
Beds & Baths
Number of Bedrooms: 10Number of Bathrooms: 10Number of Bathrooms (full): 8Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 7898 Square Feet
Appliances & Utilities
Utilities: for Gas Range, for Gas Oven, Icemaker ConnectionAppliances: Disposal, ENERGY STAR Qualified Refrigerator, Wine Refrigerator, ENERGY STAR Qualified Dryer, ENERGY STAR Qualified Dishwasher, ENERGY STAR Qualified Washer, Range Hood, Range, Microwave, Plumbed For Ice MakerDisposalMicrowave
Fireplace & Spa
Number of Fireplaces: 2Has a FireplaceNo Spa
Gas & Electric
Electric: 200+ Amp Service
Windows, Doors, Floors & Walls
Flooring: Tile, Hardwood, Stone / Slate, Wood
Levels, Entrance, & Accessibility
Number of Stories: 4Floors: Tile, Hardwood, Stone Slate, Wood

Exterior Features

Exterior Home Features
Roof: ShingleFencing: FencedExterior: Balcony, Rain Gutters, Sprinkler SystemFoundation: StoneSprinkler System
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageHas Open ParkingParking Spaces: 2Parking: Paved Drive,Off Street
Frontage
Road Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 6298Finished Area (below surface): 1600

Days on Market

Days on Market: 180+

Property Information

Year Built
Year Built: 1900
Property Type / Style
Property Type: Residential IncomeProperty Subtype: 2 Family - 2 Units Up/Down
Building
Construction Materials: Frame, BrickDoes Not Include Home Warranty
Property Information
Parcel Number: B:218 L:0004 S:0000, 37284

Price & Status

Price
List Price: $5,797,999Price Per Sqft: $734

Active Status

MLS Status: Active

Location

Direction & Address
City: Brookline

Agent Information

Listing Agent
Listing ID: 73439005

Building

Building Area
Building Area: 7898 Square Feet

Community

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

Lot Information

Lot Area: 7004 sqft

Miscellaneous

BasementMls Number: 73439005Above Grade Unfinished Area: 6298

Additional Information

Public TransportationShoppingTennis Court(s)ParkWalk/Jog TrailsGolfMedical FacilityLaundromatBike PathHighway AccessHouse of WorshipPrivate SchoolPublic SchoolT-StationUniversity
Last check for updates: about 3 hours ago
Listing courtesy of Jorge Sariego, (617) 704-0921
Serhant, (617) 250-0559
Source: MLS PIN, MLS#73439005
Also Listed on MLS PIN.

Price History for 84 Winthrop Rd

DatePriceEventSource
10/02/2025$5,797,999Listed For SaleMLS PIN #73439005
02/28/2023$2,800,000Sold
MLS PIN #73072203
01/01/2023$3,250,000ListingRemovedMLS PIN #72990755
07/20/2022$3,250,000PriceChange
MLS PIN #72990755
06/24/2022$3,399,000PriceChange
MLS PIN #72990755
06/02/2022$3,499,000Listed For SaleMLS PIN #72990755
12/09/2013$4,600ListingRemovedAgent Provided
08/17/2013$4,600PriceChange
Agent Provided
08/10/2013$4,850PriceChange
Agent Provided
08/08/2013$5,350Listed For RentAgent Provided

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Property Tax and Assessment

Year2025
Tax$26,549
Assessment$2,689,900
Home facts updated by county records

Comparable Sales for 84 Winthrop Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.11
Multi-Family Home
$2,452,000
06/16/25
8
3
3,544
0.27
Multi-Family Home
$2,820,000
12/23/25
7
5
4,171
0.34
Multi-Family Home
$5,400,000
07/08/25
17
8.5
13,328
0.13
Multi-Family Home
$1,800,000
01/13/26
9
4
3,102
0.39
Multi-Family Home
$2,950,000
05/30/25
12
3.5
5,402
0.26
Multi-Family Home
$3,050,000
08/08/25
9
8.5
5,150
0.21
Multi-Family Home
$2,200,000
02/02/26
5
3
3,978
0.56
Multi-Family Home
$3,475,000
11/06/25
8
5
5,682
0.45
Multi-Family Home
$2,650,000
12/12/25
6
3.5
3,277
0.60
Multi-Family Home
$1,900,000
08/08/25
6
3.5
3,895

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

Jorge Sariego, Serhant, (617) 250-0559
Agent Phone: (617) 704-0921
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.
84 Winthrop Rd, Brookline, MA 02445 is a 10 bedroom, 10 bathroom, 7,898 sqft multi-family built in 1900. 84 Winthrop Rd is located in Aspinwall Hill, Brookline. This property is currently available for sale and was listed by MLS PIN on Oct 2, 2025. The MLS # for this home is MLS# 73439005.