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!
| Units | 2 |
| Living area | 4,865 sqft |
| Lot size | 6,268 sqft |
| Year built | 2005 |
| Price / sqft | $874 |
| County | Norfolk |
| MLS # | 73493346 |
| Days on market | 62 days |
| Listed on | March 30, 2026 |
| Annual property tax | $36,658 |
| Tax year | 2025 |
| Assessed value | $3,714,100 |
| Zoning | T-5 |
| Gross income (actual) | $87,000/yr |
| Net operating income (actual) | $87,000/yr |
| Total actual rent | $7,250/mo |
| Stories | 4 |
| Total rooms | 12 |
| Lot size | 0.14 acres |
| Garage spaces | 0 |
| Parking spaces | 4 |
| Parking | Paved Drive, Off Street |
| Basement | Full, Finished |
| Foundation | Concrete Perimeter |
| Roof | Shingle |
| Construction | Frame |
| Flooring | Wood, Carpet |
| Sewer | Public Sewer |
| Water | Public |
| Utilities | for Gas Range, for Electric Range, for Gas Oven, for Electric Oven, for Electric Dryer |
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Listing courtesy of Coldwell Banker Realty - Brookline — Mary Lochner. Listing data © MLS PIN.
Auto-generated from the listing data — richer AI answers coming with the live site.
It is a 2-unit multi-family property with 4,865 sqft of living area, built in 2005.
53 Winslow Road, Brookline MA 02446 has been listed for 62 days (since March 30, 2026).
At a list price of $4,250,000 across 2 units, that works out to roughly $2,125,000 per unit.
Annual property taxes are $36,658 (2025), on an assessed value of $3,714,100.
At $4,250,000 for 4,865 sqft, that's about $874 per square foot.
4 total parking spaces (paved drive, off street).
53 Winslow Road, Brookline MA 02446 is in Brookline, Norfolk County, MA 02446.