36 Milton Road, Brookline MA 02445
Brookline, MA 02445
$1,950,000
Est. $11,456/month
Estimate assumptions
20% down, a 30-year loan at 6.5%, and $200/month estimated insurance.
Includes the supplied property-tax and HOA inputs; missing inputs contribute $0. HOA fees with an unspecified frequency are treated as monthly. PMI and closing costs are excluded.
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About this home
A rare opportunity to own a beautifully maintained traditional two-family home on a desirable, tree-lined residential street. Offering exceptional flexibility for multigenerational living, an owner-occupant seeking rental income, or an investment property, this inviting home combines classic character with thoughtful updates. Both spacious apartments feature welcoming entry halls, living rooms with fireplace, sunrooms, elegant dining rooms with double china cabinets, renovated kitchens with granite countertops, tile floors and stainless-steel appliances, two bedrooms, and a full hall bathroom. The second-floor residence offers exciting expansion potential in the walk-up attic. Glowing natural woodwork, hardwood floors and custom cabinetry add warmth and timeless appeal throughout. Outdoor living includes a welcoming front porch, second-floor deck, and patio in a backyard. A spacious basement with extensive storage and laundry, along with a two-car garage and wide driveway, offers exceptional convenience for parking and storage. Ideally located near the Brookline Hills T, Brookline High School, Lincoln School, Brookline Reservoir, parks, cafés, markets, and shops, with easy access to the Longwood Medical Area and Downtown Boston. An active neighborhood association further enhances this vibrant and welcoming community.
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Recently Sold Nearby
Property History
Property Timeline
Listed for Sale
Sep 15, 2026
$1,950,000
Original listing
Agent: Susan and Jen Rothstein Team
Office: Hammond Residential Real Estate
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 09/15/2026 | 🏠 Listed for Sale | $1,950,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2027 | $16,750 | $1,883,000 |
Financial Details
Annual Property Tax
$16,750
Tax Year 2027
Assessed Value
$1,883,000
Facts & Features
2 Car Garage
Home Facts
Type
Residential Income
Style
2 Family - 2 Units Up/Down
Year Built
1929
Living Area
2,616 sq ft
Lot Size
0.15 acres
Stories
3
Bedrooms
4
Full Baths
2
Total Rooms
12
Investment Metrics
Units
2
Unit 1 Rent
$3,250/mo · N
Unit 2 Rent
— · N
Total Monthly Rent
$3,250/mo
Gross Income
$39,000
Net Operating Income
$24,259
Operating Expenses
$14,741
Water/Sewer Expense
$983
Electric Expense
$3,000
Insurance Expense
$4,770
Cap Rate
1.24%
Interior
Heating
Hot Water, Natural Gas, Common
Cooling
Window Unit(s)
Flooring
Tile, Hardwood, Stone/ceramic Tile
Appliances
Washer, Dryer, Range, Dishwasher, Microwave, Refrigerator
Fireplace
Wood Burning
Fireplaces
2
Basement
Walk-out Access, Interior Entry, Concrete
Laundry
Washer Hookup
Features
Storage, Laundry Room, Crown Molding, Upgraded Cabinets, Upgraded Countertops, Bathroom With Tub & Shower, Stone/granite/solid Counters, Living Room, Dining Room, Kitchen, Sunroom
Exterior
Construction
Frame
Architecture
None
Roof
Shingle
Features
Balcony/deck
Pool
None
Spa
None
Fencing
None
Patio/Porch
Porch, Deck, Patio - Enclosed
Parking
Garage Spaces
2
Has Garage
Yes
Features
Paved Drive, Off Street, Paved
Total Spaces
5
Utilities
Electric
Circuit Breakers
Water
Public
Sewer
Public Sewer
Gas
None
Other
For Gas Range, Washer Hookup
Financial
Annual Tax
$16,750
Assessed Value
$1,883,000
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Lead Paint
Unknown
Seller Disclosures
Unit #2 Is Owner Occupied- No Rental Income. Unit #1 Is Vacant. Recent Rent For Unit #1 Was $3, 250/mo. Common Laundry In Basement. Custom Radiator Covers Included. Fy2027 Tax Estimate Includes Residential Exemption. Gross Expense Per Sellers Fy25 Tax Report. Call Agent For Appt. No Public Open House
Exclusions
Unit #2 Dining Room Chandelier.
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
House Color
Light Gray
Sq Ft Source
Public Record
Documents
None
County
Norfolk
Property Overview
Property Type
2 Family - 2 Units Up/Down
Listing Type
For Sale
Year Built
1929
Bedrooms
4
Full Bathrooms
2
Living Area
2,616 sq ft
Total Rooms
12
Stories
3
Levels
3
Floor Layout
Interactive room guide
Floor Layout
Finished Area
2,616 sq ft above grade
Display Options
Outdoor Areas
Patio & porchPorch, Deck, Patio - Enclosed
Room Markers
OOffice (1)
KKitchen (1)
BRBedroom (5)
BABathroom (4)
DDining (1)
LLiving (2)
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:
Tile, Hardwood, Stone/Ceramic Tile
Appliances:
Washer, Dryer, Range, Dishwasher, Microwave, Refrigerator
Interior Features:
Storage, Laundry Room, Crown Molding, Upgraded Cabinets, Upgraded Countertops, Bathroom With Tub & Shower, Stone/Granite/Solid Counters, Living Room, Dining Room, Kitchen, Sunroom
Windows:
Storm Window(s)
Basement:
Walk-Out Access, Interior Entry, Concrete
Laundry:
Washer Hookup
Security:
Construction & Materials
Year Built:
1929
Structure Type:
Exterior Materials:
Frame
Roof:
Shingle
Foundation:
Granite
Stories:
3
Heating, Cooling & Utilities
Heating:
Hot Water, Natural Gas, Common
Heating Zones:
1
Cooling:
Window Unit(s)
Hot Water:
Natural Gas
Water Source:
Public
Sewer:
Public Sewer
Energy Features:
Attic Vent Elec.
Exterior & Lot
Exterior Features:
Balcony/Deck
Patio & Porch:
Porch, Deck, Patio - Enclosed
Fencing:
Other Structures:
Lot Features:
Road Surface:
Parking & Garage
Garage Spaces:
2
Total Parking Spaces:
5
Parking Features:
Paved Drive, Off Street, Paved
Special Features
Fireplaces:
2
Fireplace Type:
Wood Burning
Community Amenities:
Public Transportation, Shopping, Pool, Park, Walk/Jog Trails, Medical Facility, Bike Path, Conservation Area, Highway Access, Public School, T-Station
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
A+
William H Lincoln School
< 0.1 mi
|
#20 of 352
|
Score: 61.1
Improved 24 spots from last year
+2.9 above state avg
463 students
Very Diverse
Rising School
Diverse Student Body
Grades K-08
Maimonides School
0.1 mi
Grades K-12
A+
Pierce School
0.5 mi
|
#29 of 352
|
Score: 60.4
Dropped 18 spots from last year
+2.2 above state avg
587 students
Very Diverse
Diverse Student Body
Strong Attendance
Grades K-08
St. Mary of the Assumption School
0.6 mi
Grades PK-08
A
John D Runkle School
0.8 mi
|
#44 of 352
|
Score: 58.2
Dropped 36 spots from last year
+0 above state avg
476 students
Diverse
Diverse Student Body
Grades PK-08
Torah Academy Inc.
0.9 mi
Grades PK-08
A+
Michael Driscoll School
0.9 mi
|
#28 of 352
|
Score: 60.5
Improved 12 spots from last year
+2.3 above state avg
554 students
Diverse
Diverse Student Body
Grades PK-08
A+
Lawrence School
1.0 mi
|
#9 of 352
|
Score: 64.0
Improved 1 spots from last year
+5.8 above state avg
624 students
Diverse
Diverse Student Body
Strong Attendance
Grades K-08
The Park School
1.0 mi
Grades PK-09
A
Roland Hayes School
1.0 mi
|
#40 of 352
|
Score: 58.5
Improved 27 spots from last year
+0.3 above state avg
423 students
Diverse
Rising School
Diverse Student Body
Grades PK-08
High Schools
3 schools
JRI Bay Cove School
1.4 mi
Grades 07-12
Beaver Country Day School
2.1 mi
Grades 06-12
A+
Brookline High School
0.2 mi
|
#2 of 346
|
Score: 82.5
Improved 17 spots from last year
+24.3 above state avg
2,147 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
$1,396
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
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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
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Neighborhood
36 Milton Road, Brookline MA 02445
Brookline, MA 02445
Listing Information
Listing Agent
Susan and Jen Rothstein Team
Listing Office
Hammond Residential Real Estate
Office Phone
617-731-4644
Agent MLS ID
TM321984
Office MLS ID
AN3108
Listing Data Updated
Sep 15, 2026 11:00 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
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