INNOVATE
Real Estate
No photos available for this listing

$4,250,000

53 Winslow Road, Brookline MA 02446
Brookline, MA 02446
Listed by Mary Lochner
Bedrooms
6
Bathrooms
4.2
Living area
4,865 sqft
Year built
2005

About this home

Welcome to this stunning Coolidge Corner two family constructed in 2005. Each unit has two levels with 3 bedrooms, 2.5 baths and boasts over 2300+ SF each of interior living space. Main level for each offers a sprawling, open floor plan with a beautiful dual sided gas fireplace as a contemporary centerpiece + main focal point. The elegant dining area flows into a spacious kitchen with custom maple cabinets, stainless steel appliances (gas stove, dishwasher, refrigerator, vent hood), center island complimented by sleek black granite countertops. Impressive primary bedroom suite with large closet + ensuite spa like bath. Two additional bedrooms with ample closet space. Upper unit has spacious outdoor deck. Additional highlights include high ceilings, central air conditioning, gas heating and 4 parking. Located near bustling Coolidge Corner shops, restaurants, cinema and Trader Joe’s. Easy access to train to universities, Longwood Medical area + downtown Boston!

Highlights

Fireplace

Property details

MLS #
73493346
Property type
2 Family - 2 Units Up/Down
Subdivision
N/A
Status
Active
Days on market
N/A
On market date
March 30, 2026
Stories
4
Garage spaces
N/A
Lot size
0.14 acres

Location

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Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
Florida Ruffin Ridley School
0.38 mi away · Grades -1-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
830
Student:teacher ratio
11.4:1
District
Brookline
Middle
Putnam Avenue Upper School
1.24 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
262
Student:teacher ratio
7.5:1
District
Cambridge
High
Brighton High
1.21 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
360
Student:teacher ratio
7.7:1
District
Boston

Mortgage calculator

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Est. monthly payment
$25,744/mo
$850,000 down
$3,400,000 loan
Principal & interest$22,052
Property tax (est.)$3,542
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated June 1, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.