79 Winthrop Road, Brookline MA 02445

Brookline, MA 02445 • Beaconsfield
$2,400,000
$2,299,000
Est. $13,843/month
Estimate assumptions

20% down, a 30-year loan at 6.5%, and $200/month estimated insurance.

Includes the supplied property-tax and HOA inputs; missing inputs contribute $0. HOA fees with an unspecified frequency are treated as monthly. PMI and closing costs are excluded.

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5
Beds
2
Baths
3,161
Sq Ft
$727
Price/Sq Ft
0.14
Acres
1922
Year Built
2
Garage Spaces
162
Days on Market
Sale Pending Price Drop -$101,000 Listed May 1, 2026 • MLS# 73511051 Copied! • Updated Oct 12, 2026

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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.

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Recently Sold Nearby

Price & Status History

Market Insights

1
Price Changes
4.2%
Price Range

Property Timeline

📋
Status: Active under contract
Sep 28, 2026
Active → Active Under Contract
⏳
Pending Sale
Sep 28, 2026
Offer accepted, sale pending
↓
Price Reduced
Jul 6, 2026
$2,299,000 $101,000 (-4.21%)
From $2,400,000 to $2,299,000 (-4.2%)
🏠
Listed for Sale
May 1, 2026
$2,400,000
Original listing
Agent: Collin Bray Office: Century 21 Cityside

Tax History

Year Taxes Assessment
2026 $24,212 $2,118,900

Financial Details

Annual Property Tax
$24,212
Tax Year 2026
Assessed Value
$2,118,900

Facts & Features

2 Car Garage

Home Facts

Type Residential Income
Style Multi Family
Year Built 1922
Living Area 3,161 sq ft
Lot Size 0.14 acres
Stories 4
Bedrooms 5
Full Baths 2
Total Rooms 16

Investment Metrics

Units 2
Unit 1 Rent — · N
Unit 2 Rent — · N
Heating None
Cooling None
Flooring Wood
Appliances None
Fireplace None
Fireplaces 2
Basement Full
Laundry None
Features None
Construction None
Architecture None
Roof None
Features None
Pool None
Spa None
Fencing None
Patio/Porch None
Garage Spaces 2
Has Garage Yes
Features None
Total Spaces 2
Electric None
Water Public
Sewer Public Sewer
Gas None
Other For Gas Range

Financial

Annual Tax $24,212
Assessed Value $2,118,900
Fee Includes None
Amenities None
Optional Fee Includes None
Lead Paint Unknown
Seller Disclosures None
Possession None
Accepted Financing None
Structure Type []
Sq Ft Source Public Record
Documents None
County Norfolk
Total market time (incl. prior listings) 164 days

Property Overview

Property Type
Multi Family
Listing Type
Sale Pending
Year Built
1922
Bedrooms
5
Full Bathrooms
2
Living Area
3,161 sq ft
Total Rooms
16
Stories
4
Levels
4

Floor Layout

Interior Features

Flooring: Wood
Appliances:
Interior Features:
Windows:
Basement: Full
Laundry:
Security:

Construction & Materials

Year Built: 1922
Structure Type:
Exterior Materials:
Roof:
Foundation: Concrete Perimeter
Stories: 4

Utilities & Systems

Heating:
Cooling:
Hot Water: Natural Gas
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features:
Patio & Porch:
Fencing:
Other Structures:
Lot Features: Gentle Sloping
Road Surface:

Parking & Garage

Garage Spaces: 2
Total Parking Spaces: 2
Parking Features:

Special Features

Fireplaces: 2
Fireplace Type:
Community Amenities: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Laundromat, Bike Path, Highway Access, House of Worship, Private School, Public School, T-Station, University

Nearby Schools

School information not available for this location.

Monthly Payment Calculator

Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%

Monthly Payment Breakdown

Principal & Interest $0
Property Tax $2,018
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo

Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

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Neighborhood

Beaconsfield

79 Winthrop Road, Brookline MA 02445

Brookline, MA 02445

Listing Information

Listing Agent Collin Bray
Listing Office Century 21 Cityside
Office Phone 617-262-2600
Agent MLS ID BB922621
Office MLS ID BB6400
Listing Data Updated Oct 12, 2026 3:05 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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Steve Novak Real Estate
Steve Novak Real Estate
BMN Boston Powered by SERHANT
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