HomeBrookline2 Family - 2 Units Up/Down53 Winslow Road, Brookline MA 02446
53 Winslow Road, Brookline MA 02446 — photo 1 of 201 / 20
$4,250,000
53 Winslow Road, Brookline MA 02446
2 units · 6 bd · 6 ba · 4,865 sqft · $2,125,000/unit

SIGNAL SCORE

Condition & value70 / 100
Our read on condition & value vs. the local market, from the listing details — directional, not an appraisal.

About this property

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

Units2
Living area4,865 sqft
Lot size6,268 sqft
Year built2005
Price / sqft$874
CountyNorfolk
MLS #73493346

Listing status

Days on market62 days
Listed onMarch 30, 2026

Taxes & financials

Annual property tax$36,658
Tax year2025
Assessed value$3,714,100
ZoningT-5
Gross income (actual)$87,000/yr
Net operating income (actual)$87,000/yr
Total actual rent$7,250/mo

Building & lot

Stories4
Total rooms12
Lot size0.14 acres
Garage spaces0
Parking spaces4
ParkingPaved Drive, Off Street
BasementFull, Finished
FoundationConcrete Perimeter
RoofShingle
ConstructionFrame
FlooringWood, Carpet

Utilities & systems

SewerPublic Sewer
WaterPublic
Utilitiesfor Gas Range, for Electric Range, for Gas Oven, for Electric Oven, for Electric Dryer

Location

More about Brookline

Listing courtesy of Coldwell Banker Realty - Brookline — Mary Lochner. Listing data © MLS PIN.

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Questions & answers

Auto-generated from the listing data — richer AI answers coming with the live site.

How many units does 53 Winslow Road, Brookline MA 02446 have?

It is a 2-unit multi-family property with 4,865 sqft of living area, built in 2005.

How long has 53 Winslow Road, Brookline MA 02446 been on the market?

53 Winslow Road, Brookline MA 02446 has been listed for 62 days (since March 30, 2026).

What are the property taxes on 53 Winslow Road, Brookline MA 02446?

Annual property taxes are $36,658 (2025), on an assessed value of $3,714,100.

What is the price per square foot?

At $4,250,000 for 4,865 sqft, that's about $874 per square foot.

Is there parking?

4 total parking spaces (paved drive, off street).

Where is this property located?

53 Winslow Road, Brookline MA 02446 is in Brookline, Norfolk County, MA 02446.

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