HomeBrookline2 Family - 2 Units Up/Down36 Milton Road, Brookline MA 02445
36 Milton Road, Brookline MA 02445 — photo 1 of 311 / 31
$1,950,000
36 Milton Road, Brookline MA 02445
2 units · 4 bd · 2 ba · 2,616 sqft · $975,000/unit
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Signal Score pending — we haven't seeded market rents for this ZIP (02445) yet.

About this property

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.

Property details

Units2
Living area2,616 sqft
Lot size6,743 sqft
Year built1929
Price / sqft$745
CountyNorfolk
MLS #73577225

Listing status

Days on market0 days
Listed onSeptember 15, 2026

Taxes & financials

Annual property tax$16,750
Tax year2027
Assessed value$1,883,000
ZoningT-6
Gross income (actual)$39,000/yr
Net operating income (actual)$24,259/yr
Total actual rent$3,250/mo
Electric expense$3,000/yr
Insurance expense$4,770/yr

Building & lot

Stories3
Total rooms12
Lot size0.15 acres
Garage spaces2
Parking spaces5
ParkingPaved Drive, Off Street, Paved
BasementWalk-Out Access, Interior Entry, Concrete
FoundationGranite
RoofShingle
ConstructionFrame
FlooringTile, Hardwood, Stone/Ceramic Tile

Utilities & systems

HeatingHot Water, Natural Gas, Common
CoolingWindow Unit(s)
SewerPublic Sewer
WaterPublic
Utilitiesfor Gas Range, Washer Hookup
AppliancesWasher, Dryer, Range, Dishwasher, Microwave, Refrigerator

Location

More about investing in Brookline

Listing courtesy of a MLS PIN member office. Listing data © MLS PIN.

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Questions & answers

Auto-generated from the listing data — richer AI answers coming with the live site.

How many units does 36 Milton Road, Brookline MA 02445 have?

It is a 2-unit multi-family property with 2,616 sqft of living area, built in 1929.

How long has 36 Milton Road, Brookline MA 02445 been on the market?

36 Milton Road, Brookline MA 02445 has been listed for 0 days (since September 15, 2026).

What is the price per unit?

At a list price of $1,950,000 across 2 units, that works out to roughly $975,000 per unit.

What are the property taxes on 36 Milton Road, Brookline MA 02445?

Annual property taxes are $16,750 (2027), on an assessed value of $1,883,000.

What is the price per square foot?

At $1,950,000 for 2,616 sqft, that's about $745 per square foot.

Is there parking?

2 garage spaces and 5 total parking spaces (paved drive, off street, paved).

Where is this property located?

36 Milton Road, Brookline MA 02445 is in Brookline, Norfolk County, MA 02445.

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Justin Rollo, Broker Associate at Signal Real Estate
Justin RolloBroker Associate, Signal Real Estate · MA Lic. #9534264

Justin Rollo is a Broker Associate with Signal Real Estate (MA Lic. #9534264) and a lifelong Massachusetts resident. Over 14 years and hundreds of transactions, he has worked investment properties — multi-families and house-hacking — across Greater Boston full-time. Away from real estate, Justin is a proud dad, youth coach and local school-committee member — and a former professional poker player who still loves golf and following local sports.

📞 978-790-4381📍 25 Braintree Hill Park, Suite 200, Braintree, MA 02184
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