Active
191 Days on market
140 Dudley St Brookline — Photo 1 of 26

140 Dudley St Brookline — Photo 1 of 26

Recent Drop: $100,000

$2,698,000
$2,598,000

$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

This Property
Size (SqFt) →Price →
This Property$695/sqft
Local Avg (Brookline)$847/sqft
18% BelowMarket Average

* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Brookline, MA.

Property Details

Financials

Original Price$2,940,000
Annual Taxes$27,619

Parking

Garage2
Off-Street4

Interior Specifications

Total Rooms10
Fireplaces3
FlooringWood, Tile, Carpet, Hardwood
BasementPartial

Climate & Utilities

HeatingHot Water, Natural Gas
CoolingWindow Unit(s)
WaterPublic
SewerPublic Sewer

Building & Exterior

Construction--
RoofSlate
FoundationConcrete Perimeter
ZoningS15

Property & Lot

Acres0.33
SqFt Lot14,370
Lot Features--

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

Price Drop
$2,598,000

Was $2,698,000

Sep 19, 2026

MLS® 73492578

Price Drop
$2,698,000

Was $2,940,000

May 2, 2026

MLS® 73492578

Listed
$2,940,000

Mar 26, 2026

MLS® 73492578

Terminated
$3,198,000

Nov 23, 2025

MLS® 73410677

Listed
$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 Provided By

Listing Agent: Deborah M. Gordon

Listing Office: Coldwell Banker Realty - Brookline

MLS® Number: 73492578