Active
134 Days on market
79 Winthrop Road Brookline — Photo 1 of 10

79 Winthrop Road Brookline — Photo 1 of 10

Recent Drop: $101,000

$2,400,000
$2,299,000

$2,299,000

79 Winthrop Road, Brookline, MA 02445

Brookline, MA 02445 — Beaconsfield

Investor Analysis

Beds

5

Baths

2

SqFt

3,161

Style

Multi Family

Built

1922

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.

Open Houses

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$727/sqft
Local Avg (Brookline)$833/sqft
13% BelowMarket Average

* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Brookline, MA.

Property Details

Financials

Original Price$2,400,000
Annual Taxes$24,212

Parking

Garage2
Off-Street2

Interior Specifications

Total Rooms16
Fireplaces2
FlooringWood
BasementFull

Climate & Utilities

Heating--
Cooling--
WaterPublic
SewerPublic Sewer

Building & Exterior

Construction--
Roof--
FoundationConcrete Perimeter
ZoningRES

Property & Lot

Acres0.14
SqFt Lot5,981
Lot FeaturesGentle Sloping

Neighborhood

Public Transportation • Shopping • Pool • Tennis Court(s) • Park • Walk/Jog Trails

Geography

Property History

Price Drop
$2,299,000

Was $2,400,000

Jul 6, 2026

MLS® 73511051

Listed
$2,400,000

May 1, 2026

MLS® 73511051

Population

22,560

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$140K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

47.9%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Norfolk County

1,189 housing units permitted in the last 12 months (+21% vs the prior 12 months) — 706 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jun '26)

Full Brookline, MA market report ZIP 02445 market data
Listing Provided By

Listing Agent: Collin Bray

Listing Office: Century 21 Cityside

MLS® Number: 73511051

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