2 Family - 2 Units Up/Down at 36 Milton Road, Brookline MA 02445, Brookline
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31 photos

$1,950,000

36 Milton Road, Brookline MA 02445
Brookline, MA 02445
Listed by Susan and Jen Rothstein Team
Bedrooms
4
Bathrooms
2
Living area
2,616 sqft
Year built
1929

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.

Highlights

Fireplace

Property details

MLS #
73577225
Property type
2 Family - 2 Units Up/Down
Subdivision
N/A
Status
Active
Days on market
10
On market date
September 15, 2026
Stories
3
Total bathrooms
2
Garage spaces
2
Parking spaces
5
Lot size
0.15 acres
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Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
William H Lincoln
0.1 mi away · Grades 0-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
471
Student:teacher ratio
9.8:1
District
Brookline
Middle
James P Timilty Middle
1.88 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
205
Student:teacher ratio
8.2:1
District
Boston
High
Brookline High
0.25 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
2,087
Student:teacher ratio
10.9:1
District
Brookline

Walkability

Blended score for Brookline's center: EPA's National Walkability Index (street network, transit, land-use mix) combined with nearby-amenity density. 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

92
Highly walkable
out of 100
EPA National Walkability Index
17.3 / 20 -- Most walkable
Nearby-amenity density
100 / 100
Restaurants & cafes20
Grocery stores15
Parks20
Schools20
Transit stops20
Pharmacies8

Market position

How this listing compares to current activity in Brookline, from live MLS data.

On the market 10 days -- 86 fewer days than Brookline's current average of 96 days.
For reference, the median list price across 791 active listings in Brookline right now is $9,500.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$11,893/mo
$390,000 down
$1,560,000 loan
Principal & interest$10,118
Property tax (est.)$1,625
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated 7 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.