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