79 Winthrop Road Brookline — Photo 1 of 10
Recent Drop: $101,000
$2,299,000
79 Winthrop Road, Brookline, MA 02445
Brookline, MA 02445 — Beaconsfield
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.
Key facts
It was listed on May 1, 2026. The price has come down from an original $2,400,000 to $2,299,000, most recently on July 6, 2026. The annual property taxes are $24,212 (2026 tax year). It sits on a 0.14-acre (5,981 sq ft) lot.
No longer available to tour
Market Value Analysis
* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Brookline, MA.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Neighborhood
Public Transportation • Shopping • Pool • Tennis Court(s) • Park • Walk/Jog Trails
Geography
Property History
$2,299,000
Was $2,400,000
Jul 6, 2026
MLS® 73511051
$2,400,000
May 1, 2026
MLS® 73511051
Questions about this home
When was 79 Winthrop Road, Brookline listed?
79 Winthrop Road, Brookline was listed on May 1, 2026.
Has the price of 79 Winthrop Road, Brookline changed?
The price has come down from an original $2,400,000 to $2,299,000, most recently on July 6, 2026.
What are the property taxes for 79 Winthrop Road, Brookline?
The annual property taxes for 79 Winthrop Road, Brookline are $24,212 (2026 tax year).
How big is the lot at 79 Winthrop Road, Brookline?
79 Winthrop Road, Brookline sits on a 0.14-acre (5,981 sq ft) lot.
What is the status of 79 Winthrop Road, Brookline?
79 Winthrop Road, Brookline is under contract, and the MLS still lists it as active.
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
1,524 housing units permitted in the last 12 months (+52% vs the prior 12 months) — 1,030 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jul '26)
Listing Agent: Collin Bray
Listing Office: Century 21 Cityside
MLS® Number: 73511051
No longer available to tour
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