79 Winthrop Road, Brookline MA 02445
Brookline, MA 02445 • Beaconsfield
$2,400,000
$2,299,000
Est. $13,843/month
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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
Property History
Market Insights
1
Price Changes
4.2%
Price Range
Property Timeline
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
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 07/06/2026 | ↓ Price Reduced | $2,299,000 | $101,000 | - | From $2,400,000 to $2,299,000 (-4.2%) |
| 05/01/2026 | 🏠 Listed for Sale | $2,400,000 | - | - | Original listing |
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
Bedrooms
5
Full Baths
2
Total Rooms
16
Investment Metrics
Units
2
Unit 1 Rent
— · N
Unit 2 Rent
— · N
Interior
Heating
None
Cooling
None
Flooring
Wood
Appliances
None
Fireplace
None
Fireplaces
2
Basement
Full
Laundry
None
Features
None
Exterior
Construction
None
Architecture
None
Roof
None
Features
None
Pool
None
Spa
None
Fencing
None
Patio/Porch
None
Parking
Garage Spaces
2
Has Garage
Yes
Features
None
Total Spaces
2
Utilities
Electric
None
Water
Public
Sewer
Public Sewer
Gas
None
Other
For Gas Range
Financial
Annual Tax
$24,212
Assessed Value
$2,118,900
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Seller Disclosures
None
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
Sq Ft Source
Public Record
Documents
None
County
Norfolk
Total market time (incl. prior listings)
99 days
Property Overview
Property Type
Multi Family
Listing Type
For Sale
Year Built
1922
Bedrooms
5
Full Bathrooms
2
Living Area
3,161 sq ft
Total Rooms
16
Stories
4
Levels
4
Floor Layout
Interactive room guide
Floor Layout
Finished Area
3,161 sq ft above grade
Display Options
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
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
Heating, Cooling & Utilities
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 District
Brookline School District local
A+
School Safety
2024-25
0.4%
Low
0.3%
Suspensions
0.6%
In-School
0.1%
Emergency
5.1% below state avg
Elementary Schools
10 schools
A+
Michael Driscoll School
0.3 mi
|
#30 of 352
|
Score: 60.1
Improved 10 spots from last year
+1.9 above state avg
567 students
Diverse
Diverse Student Body
Grades PK-08
Torah Academy Inc.
0.4 mi
Grades PK-08
Maimonides School
0.5 mi
Grades K-12
A+
Pierce School
0.6 mi
|
#27 of 352
|
Score: 60.5
Dropped 16 spots from last year
+2.3 above state avg
592 students
Very Diverse
Diverse Student Body
Grades K-08
A
John D Runkle School
0.6 mi
|
#44 of 352
|
Score: 58.0
Dropped 36 spots from last year
-0.2 below state avg
476 students
Diverse
Diverse Student Body
Grades PK-08
A+
William H Lincoln School
0.6 mi
|
#19 of 352
|
Score: 61.4
Improved 25 spots from last year
+3.2 above state avg
494 students
Very Diverse
Rising School
Diverse Student Body
Grades K-08
St. Mary of the Assumption School
0.6 mi
Grades PK-08
A
Florida Ruffin Ridley School
0.7 mi
|
#40 of 352
|
Score: 58.5
Improved 3 spots from last year
+0.3 above state avg
857 students
Diverse
Diverse Student Body
Grades PK-08
A+
Lawrence School
0.9 mi
|
#8 of 352
|
Score: 63.9
Improved 2 spots from last year
+5.7 above state avg
630 students
Diverse
Diverse Student Body
Grades K-08
A
Roland Hayes School
1.1 mi
|
#39 of 352
|
Score: 58.5
Improved 28 spots from last year
+0.3 above state avg
418 students
Diverse
Rising School
Diverse Student Body
Grades PK-08
High Schools
3 schools
JRI Bay Cove School
0.9 mi
Grades 07-12
Beaver Country Day School
2.2 mi
Grades 06-12
A+
Brookline High School
0.5 mi
|
#1 of 346
|
Score: 82.5
Improved 18 spots from last year
+24.3 above state avg
2,181 students
Diverse
21 sports
• 3,004 athletes
Strong AP Program
High Graduation Rate
College Ready Curriculum
Strong Athletics
Grades 09-12
Learn about these ratings
Monthly Payment Calculator
Monthly Payment
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Loan Amount
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After down payment
Total Interest
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Over life of loan
Total Cost
$0
Including down payment
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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
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Current Rate
$0/mo
+0.5% Rate
$0/mo
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Payment Over Time
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
Aug 8, 2026 11:07 PM 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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