
140 Dudley St Brookline — Photo 1 of 26
Recent Drop: $100,000
$2,598,000
140 Dudley St, Brookline, MA 02445
Brookline, MA 02445 — Estate Area
Beds
5
Baths
3.5
SqFt
3,738
Style
Single Family
Built
1925
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.
Key facts
It was listed on March 26, 2026. The price has come down from an original $2,940,000 to $2,598,000 across 2 changes, most recently on September 19, 2026. The annual property taxes are $27,619 (2025 tax year). It sits on a 0.33-acre (14,370 sq ft) lot.
Open Houses
Market Value Analysis
* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Brookline, MA.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Gas Water Heater • Range • Dishwasher • Refrigerator • Washer • Dryer
Neighborhood
Public Transportation • Shopping • Park • Walk/Jog Trails • Medical Facility • Bike Path
Geography
Property History
$2,598,000
Was $2,698,000
Sep 19, 2026
MLS® 73492578
$2,698,000
Was $2,940,000
May 2, 2026
MLS® 73492578
$2,940,000
Mar 26, 2026
MLS® 73492578
$3,198,000
Nov 23, 2025
MLS® 73410677
$3,198,000
Jul 29, 2025
MLS® 73410677
Questions about this home
When was 140 Dudley St, Brookline listed?
140 Dudley St, Brookline was listed on March 26, 2026.
Has the price of 140 Dudley St, Brookline changed?
The price has come down from an original $2,940,000 to $2,598,000 across 2 changes, most recently on September 19, 2026.
What are the property taxes for 140 Dudley St, Brookline?
The annual property taxes for 140 Dudley St, Brookline are $27,619 (2025 tax year).
How big is the lot at 140 Dudley St, Brookline?
140 Dudley St, Brookline sits on a 0.33-acre (14,370 sq ft) lot.
What is the status of 140 Dudley St, Brookline?
140 Dudley St, Brookline is actively listed for sale.
Population
22,560
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
Median Household Income
$140K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
Renter-Occupied Homes
47.9%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
New Construction Permits — Norfolk County
1,524 housing units permitted in the last 12 months (+52% vs the prior 12 months) — 1,030 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jul '26)
ADU Potential
Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 3,738 sq ft principal dwelling). Lot size: 14,370 sq ft.
Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.
Listing Agent: Deborah M. Gordon
Listing Office: Coldwell Banker Realty - Brookline
MLS® Number: 73492578









