140 Dudley St, Brookline MA 02445
Brookline, MA 02445 • Estate Area
$2,940,000
$2,698,000
Est. $16,144/month
About this home
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.
View in the App
Save this property, schedule tours instantly, and get alerts when the price drops
Scan with phone
Public Records & Permits
Log in to view assessor & tax records, ownership history, and recent building permits for this property.
BMN Estimate
Get the number an algorithm can't give you
A free agent CMA factors in condition, upgrades, and the street — the things comps alone can't see.
Recently Sold Nearby
Property History
Market Insights
1
Price Changes
8.2%
Price Range
Property Timeline
Price Reduced
May 2, 2026
$2,698,000
$242,000
(-8.23%)
From $2,940,000 to $2,698,000 (-8.2%)
Listed for Sale
Mar 26, 2026
$2,940,000
Original listing
Agent: Deborah M. Gordon
Office: Coldwell Banker Realty - Brookline
| 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 |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2025 | $27,619 | $2,798,300 |
Financial Details
Annual Property Tax
$27,619
Tax Year 2025
Assessed Value
$2,798,300
Facts & Features
2 Car Garage
Home Facts
Type
Residential
Style
Single Family Residence
Year Built
1925
Living Area
3,738 sq ft
Lot Size
0.33 acres
Bedrooms
5
Full Baths
3
Half Baths
1
Total Rooms
10
Interior
Heating
Hot Water, Natural Gas
Cooling
Window Unit(s)
Flooring
Wood, Tile, Carpet, Hardwood
Appliances
Gas Water Heater, Range, Dishwasher, Refrigerator, Washer, Dryer
Fireplace
None
Fireplaces
3
Basement
Partial
Laundry
None
Features
None
Exterior
Construction
None
Architecture
Colonial
Roof
Slate
Features
Deck, Patio, Covered Patio/deck
Pool
None
Spa
None
Fencing
None
Patio/Porch
Deck, Patio, Covered
Parking
Garage Spaces
2
Has Garage
Yes
Features
Attached, Paved Drive
Total Spaces
4
Utilities
Electric
None
Water
Public
Sewer
Public Sewer
Gas
None
Other
For Gas Range
Financial
Annual Tax
$27,619
Assessed Value
$2,798,300
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Seller Disclosures
The Adjacent Property At 128 Dudley Street Is Also For Sale.
Exclusions
Light Fixtures In The Entry Foyer And Dining Room.
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
Sq Ft Source
Measured
Documents
None
County
Norfolk
Total market time (incl. prior listings)
79 days
Property Overview
Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1925
Bedrooms
5
Full Bathrooms
3
Half Bathrooms
1
Living Area
3,738 sq ft
Total Rooms
10
Floor Layout
Interactive room guide
Floor Layout
Finished Area
3,738 sq ft above grade
FeaturesYes
Display Options
Outdoor Areas
Patio & porchDeck, Patio, Covered
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Wood, Tile, Carpet, Hardwood
Appliances:
Gas Water Heater, Range, Dishwasher, Refrigerator, Washer, Dryer
Interior Features:
Windows:
Basement:
Partial
Laundry:
Security:
Construction & Materials
Style:
Colonial
Year Built:
1925
Structure Type:
Exterior Materials:
Roof:
Slate
Foundation:
Concrete Perimeter
Heating, Cooling & Utilities
Heating:
Hot Water, Natural Gas
Cooling:
Window Unit(s)
Hot Water:
Water Source:
Public
Sewer:
Public Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Deck, Patio, Covered Patio/Deck
Patio & Porch:
Deck, Patio, Covered
Fencing:
Other Structures:
Lot Features:
Road Surface:
Parking & Garage
Garage Spaces:
2
Garage Type:
Attached
Total Parking Spaces:
4
Parking Features:
Attached, Paved Drive
Special Features
Fireplaces:
3
Fireplace Type:
Community Amenities:
Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Bike Path, House of Worship, Private School
Nearby Schools
School District
Brookline School District local
A+
School Safety
2024-25
0.4%
Low
0.3%
Suspensions
0.6%
In-School
0.1%
Emergency
5.1% below state avg
Elementary Schools
10 schools
Maimonides School
0.5 mi
Grades K-12
A+
William H Lincoln School
0.5 mi
|
#19 of 352
|
Score: 61.4
Improved 25 spots from last year
+3.2 above state avg
494 students
Very Diverse
Rising School
Diverse Student Body
Grades K-08
A
Roland Hayes School
0.6 mi
|
#39 of 352
|
Score: 58.5
Improved 28 spots from last year
+0.3 above state avg
418 students
Diverse
Rising School
Diverse Student Body
Grades PK-08
The Park School
0.6 mi
Grades PK-09
A
John D Runkle School
0.7 mi
|
#44 of 352
|
Score: 58.0
Dropped 36 spots from last year
-0.2 below state avg
476 students
Diverse
Diverse Student Body
Grades PK-08
Torah Academy Inc.
1.0 mi
Grades PK-08
A+
Michael Driscoll School
1.1 mi
|
#30 of 352
|
Score: 60.1
Improved 10 spots from last year
+1.9 above state avg
567 students
Diverse
Diverse Student Body
Grades PK-08
A+
Pierce School
1.1 mi
|
#27 of 352
|
Score: 60.5
Dropped 16 spots from last year
+2.3 above state avg
592 students
Very Diverse
Diverse Student Body
Grades K-08
St. Mary of the Assumption School
1.2 mi
Grades PK-08
Dexter Southfield, Inc.
1.2 mi
Grades PK-12
High Schools
3 schools
Beaver Country Day School
1.5 mi
Grades 06-12
JRI Bay Cove School
1.8 mi
Grades 07-12
A+
Brookline High School
0.7 mi
|
#1 of 346
|
Score: 82.5
Improved 18 spots from last year
+24.3 above state avg
2,181 students
Diverse
21 sports
• 3,004 athletes
Strong AP Program
High Graduation Rate
College Ready Curriculum
Strong Athletics
Grades 09-12
Learn about these ratings
Monthly Payment Calculator
Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%
Monthly Payment Breakdown
Principal & Interest
$0
Property Tax
$2,302
Homeowners Insurance
$200
PMI (if <20% down)
$0
Loan Summary
Total of 360 payments
$0
Total principal paid
$0
Total interest paid
$0
Rate Impact
-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo
Payment Over Time
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.
Location
Loading map...
Neighborhood
Estate Area
140 Dudley St, Brookline MA 02445
Brookline, MA 02445
Listing Information
Listing Agent
Deborah M. Gordon
Listing Office
Coldwell Banker Realty - Brookline
Office Phone
617-731-2447
Agent MLS ID
BB904203
Office MLS ID
AN6199
Listing Data Updated
Jun 13, 2026 3:05 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
Contact Us
Ask about this property — free, no obligation.
Similar Homes for Sale
Comparable Properties
Customize Comparable Search
Finding comparable properties...
Loading market insights for Brookline.