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!
Property Details
Price:
$4,250,000
MLS #:
73493346
Status:
Active Under Contract
Beds:
6
Baths:
5
Type:
Multi Family
Subtype:
2 Family – 2 Units Up/Down
Neighborhood:
coolidgecorner
Listed Date:
Mar 30, 2026
Finished Sq Ft:
4,865
Total Sq Ft:
4,865
Lot Size:
6,268 sqft / 0.14 acres (approx)
Year Built:
2005
Units:
2
See this Listing
Schools
Elementary School:
K-8 Florida Ruffin Ridley
High School:
Brookline High
Interior
Above Grade Finished Area
3775
Bathrooms
4 Full Bathrooms, 2 Half Bathrooms
Below Grade Finished Area
1090
Fireplaces Total
2
Flooring
Wood, Carpet
Laundry Features
Electric Dryer Hookup
Levels
4
Exterior
Community Features
Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Bike Path, Highway Access, Public School, T-Station, University
Construction Materials
Frame
Exterior Features
Balcony
Open Parking Spaces
4
Open Parking YN
1
Parking Features
Paved Drive, Off Street
Parking Spots
4
Parking Total
4
Patio And Porch Features
Deck
Roof
Shingle
Stories
4
Window Features
Insulated Windows
Financial
Tax Year
2025
Taxes
$36,658
Map
Community
- Address53 Winslow Road Brookline MA
- CityBrookline
- CountyNorfolk
- Zip Code02446
Subdivisions in Brookline
Market Summary
Current real estate data for Multi Family in Brookline as of May 13, 2026
15
Multi Family Listed
60
Avg DOM
652
Avg $ / SqFt
$3,379,133
Avg List Price
Property Summary
- 53 Winslow Road Brookline MA is a Multi Family for sale in Brookline, MA, 02446. It is listed for $4,250,000 To schedule a showing of MLS#73493346 at 53 Winslow Road in Brookline, MA, contact your Cornerstone Real Estate agent at 617-238-7400.
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Courtesy of Coldwell Banker Realty – Brookline. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
53 Winslow Road
Brookline, MA