This classic brick Colonial, set on one of Brookline’s most coveted streets near the Brookline Reservoir, offers stunning views and exceptional spaces for both family living and entertaining. This 5-bedroom, 3.5-bath home features a front-to-back living room with a gas fireplace, a gracious dining room with its own fireplace, and an eat-in kitchen that opens to a covered deck and patio—perfect for entertaining. The main level also includes a private home office, a powder room, and a sun-filled, oversized family room with direct access to a second patio. Upstairs on the 2nd and 3rd levels are five bedrooms and an additional home office, including a spacious primary suite with an ensuite bath, walk-in closet, and private deck. The lower level offers a dedicated exercise area, laundry room, abundant storage, and an attached two-car garage. Ideally located near The Street, Wegmans, Longwood Medical Area, public transportation, and Boston.
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| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 05/02/2026 | ↓ Price Reduced | $2,698,000 | $242,000 | - | From $2,940,000 to $2,698,000 (-8.2%) |
| 03/26/2026 | 🏠 Listed for Sale | $2,940,000 | - | - | Original listing |
| Year | Taxes | Assessment |
|---|---|---|
| 2025 | $27,619 | $2,798,300 |
Estate Area
140 Dudley St, Brookline MA 02445
Brookline, MA 02445
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