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Active

79 Winthrop Road

Brookline, MA 02445

$2,299,000
5Bedrooms
2Bathrooms
3,161Square feet
1922Year built

Residential Income · Active · MLS #73511051
Listing Courtesy of Century 21 Cityside | Collin Bray

MLS PIN data

About this home

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.

Property information

Details at a glance

Interior

Rooms
16
Flooring
Wood
Fireplaces
2

Building

Style
Multi Family
Year built
1922
Garage
2
Parking
2
Foundation
Concrete Perimeter

Land & utilities

Lot size
0.14 acres
Water
Public
Sewer
Public Sewer
Zoning
RES

Financial

Annual taxes
$24,212
Assessment year
2026

Listing history

Price and status timeline

No additional public listing history was supplied for this property.

Property value estimate

An informed starting point

Estimated value$2,573,820

Estimated range $2,345,757$2,801,883

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Automated estimates are not appraisals or guarantees of market value.

Comparable sales

Recent properties for context

Recent comparable sales are not available for this property.

Photo insights

Condition signals

Overall presentationbelow average

Generated from listing photography; not a substitute for an inspection.

Local market context

How this home compares in Brookline

MetricThis propertyBrookline
List price$2,299,000$2,895,00021% below local
Price / sq ft$727$62616% above local
Days on market12552140% above local
Explore homes in Brookline

Active city listing statistics from MLS PIN as of September 7, 2026. Asking prices are not completed-sale values.

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Bean Group guidance

Useful next steps

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Common questions

About 79 Winthrop Road

Can I schedule a private showing?

Yes. Request a tour of 79 Winthrop Road and a Bean Group agent will help coordinate an available time with the listing side.

Can you help me evaluate this property?

Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

Are property documents available?

Availability varies by property and source. Request the documents you need and we will help obtain what is available.