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Bean Group
Offered at $1,950,000Active
beds
4
baths
2
sq ft
2,616
Built
1929

36 Milton Road

Brookline, MA 02445

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.

Listing last checked: Listing updated:

Listed by Susan And Jen Rothstein Team · Hammond Residential Real Estate · MLS #73577225

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Details at a glance

Interior6 property facts
Rooms
12
Heating
Hot Water, Natural Gas, Common
Cooling
Window Unit(s)
Flooring
Tile, Hardwood, Stone/Ceramic Tile
Basement
Yes · Walk-Out Access, Interior Entry, Concrete
Fireplaces
2
Building6 property facts
Style
2 Family - 2 Units Up/Down
Year built
1929
Garage
2
Parking
5
Foundation
Granite
Roof
Shingle
Land & utilities5 property facts
Lot size
0.15 acres
Water
Public
Sewer
Public Sewer
Pool
Not reported
Zoning
T-6
Financial2 property facts
Annual taxes
$16,750
Assessment year
2027

Location

Estimated monthly cost

Explore costs at the $1,950,000 asking price. Adjust the assumptions to your situation.

Known monthly costs$11,256 / monthAdjust
Principal & interest
$9,860
Property tax
$1,396
Insurance
Not entered
HOA
Not entered

Listing annual taxes: $16,750. Initial monthly tax is one twelfth of that amount. HOA amount was not supplied.

Partial estimate: add insurance, monthly HOA to include those costs. Blank amounts are unknown.

The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.

More property insights

Automated value estimate $2,066,519

Estimated range $1,915,267–$2,217,771.

Automated estimates are not appraisals or guarantees of market value.

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Photo-based condition insights

Overall presentation: average

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About 36 Milton Road

Can I request a private showing?

Request a tour of 36 Milton Road and a Bean Group agent will help coordinate an available time with the listing side.

Can you help me evaluate this property?

Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

Are property documents available?

Availability varies by property and source. Request the documents you need and we will help obtain what is available.