AndrewGoldberg
Buy
Property SearchSearch all available MLS listingsSet AlertsGet notified about new listingsNeighborhood GuidesExplore local communities & data
Boston, MA
Newton, MA
Medford, MA
Brookline, MA
Cambridge, MA
Somerville, MA
View All Neighborhoods →
Featured PropertiesBrowse our exclusive local listings
50 Brooks Street
4 Edward Cody Ln
52 Mystic St
View All Featured →
Sell
Home ValuationGet a free, instant estimateMy ListingsBrowse my active market properties
Insights
Resources
ResourcesHelpful guides and tools
About
Meet the AgentMy background and experienceClient StoriesRead reviews from past clients
Contact Me
Buy
Property Search
Set Alerts
Neighborhood Guides
Boston, MA
Back BayBeacon HillSeaport DistrictSouth EndNorth EndSouth BostonFenway-KenmoreCharlestownDorchesterJamaica PlainAllstonRoslindaleWest RoxburyEast BostonMission HillBay VillageBrightonRoxbury
Newton, MA
Medford, MA
Brookline, MA
Cambridge, MA
Somerville, MA
View All Neighborhoods →
Featured Properties
50 Brooks Street
4 Edward Cody Ln
52 Mystic St
View All Featured →
Sell
Home Valuation
My Listings
Insights
Resources
Resources
About
Meet the Agent
Client Stories
Contact Me

Andrew Goldberg

I'm Andrew Goldberg, a Boston real estate advisor specializing in first-time buyers across Greater Boston. I guide you A to Z—from first search to closing day.

Explore

  • Home
  • About
  • Home Search
  • Set Alerts
  • My Active Listings
  • Featured Listings
  • Home Valuation
  • Insights
  • Testimonials
  • Resources
  • Contact
  • Privacy Policy

Contact

  • 10 Lincoln St, Newton, MA, 02461
  • (617) 256-7438
  • andrew@commonwealthstandard.com

Brokerage

Commonwealth Standard Realty Advisors

© 2026 Andrew Goldberg. All rights reserved.
Equal Housing Opportunity. Information deemed reliable but not guaranteed.

  1. Home
  2. Listings
  3. 140 Dudley St, Brookline, MA 02445
Active
153 Days on market
140 Dudley St Brookline — Photo 1 of 26

140 Dudley St Brookline — Photo 1 of 26

Recent Drop: $242,000

$2,940,000
$2,698,000

$2,698,000

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.

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$722/sqft
Local Avg (Brookline)$857/sqft
16% 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
$2,698,000

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

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

1,189 housing units permitted in the last 12 months (+21% vs the prior 12 months) — 706 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jun '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.

Full Brookline, MA market report ZIP 02445 market data
Listing Provided By

Listing Agent: Deborah M. Gordon

Listing Office: Coldwell Banker Realty - Brookline

MLS® Number: 73492578

Related Insights

View All
Brookline Down Payment Grants in the August Market
Real Estate
Aug 21, 2026

Brookline Down Payment Grants in the August Market

Brookline Buyers: MassHousing Limit Hits $205,335
Real Estate
Aug 11, 2026

Brookline Buyers: MassHousing Limit Hits $205,335

Brookline Property Taxes After the 2026 Override
Real Estate
Aug 4, 2026

Brookline Property Taxes After the 2026 Override

Brookline Sellers: The Pricing Trap to Avoid
Real Estate
Jun 12, 2026

Brookline Sellers: The Pricing Trap to Avoid

Brookline’s Price-Per-Square-Foot Mirage Explained
Real Estate
Jun 9, 2026

Brookline’s Price-Per-Square-Foot Mirage Explained

Brookline’s Two-Speed Market: Why May’s Price Surge Signals a Structural Shift
Real Estate
May 15, 2026

Brookline’s Two-Speed Market: Why May’s Price Surge Signals a Structural Shift

Real Estate
Jul 7, 2026

Boston Office Slump: Massachusetts Tax Risk

June's Million-Dollar Map: Where $1M Is a Starter Home vs. a
Real Estate
Jun 26, 2026

June's Million-Dollar Map: Where $1M Is a Starter Home vs. a

View All Insights

Browse More Homes in Brookline

Explore other active listings in the area.

  • 38 Fuller Street
    $3,900,000
    38 Fuller Street
    Brookline, MA
    6 bd5 ba4,060 sqft
  • 128 Dudley St
    $2,500,000
    128 Dudley St
Brookline, MA
5 bd4 ba3,219 sqft
  • 764 Hammond St
    $1,750,000
    764 Hammond St
    Brookline, MA
    4 bd4 ba3,000 sqft
  • 16 Harris St
    $2,700,000
    16 Harris St
    Brookline, MA
    6 bd3 ba4,281 sqft
  • 372 Warren St
    $6,495,000
    372 Warren St
    Brookline, MA
    9 bd9 ba8,619 sqft
  • 52 Clinton Road
    $2,999,000
    52 Clinton Road
    Brookline, MA
    4 bd4 ba3,265 sqft