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$5,797,999

84 Winthrop Rd, Brookline MA 02445
Brookline, MA 02445
Listed by Jorge Sariego
Bedrooms
10
Bathrooms
8.2
Living area
7,898 sqft
Year built
1900

About this home

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.

Highlights

Fireplace

Property details

MLS #
73439005
Property type
2 Family - 2 Units Up/Down
Subdivision
N/A
Status
Active
Days on market
N/A
On market date
N/A
Stories
4
Garage spaces
2
Lot size
0.16 acres
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Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
Michael Driscoll
0.35 mi away · Grades 0-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
454
Student:teacher ratio
11.1:1
District
Brookline
Middle
James P Timilty Middle
2.12 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
205
Student:teacher ratio
8.2:1
District
Boston
High
Brookline High
0.32 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
2,087
Student:teacher ratio
10.9:1
District
Brookline

Mortgage calculator

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Est. monthly payment
$35,066/mo
$1,159,600 down
$4,638,399 loan
Principal & interest$30,085
Property tax (est.)$4,832
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated February 8, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.