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.
This home has been viewed 2 times
Last Checked: September 20th, 2026 at 6:48am (Source: MLS PIN #73577225)
Gross Income: $39,000
Gross Expenses: $31,491
Net Income Calc: $7,509
Annual Expenses for 36 Milton Road, Brookline MA 02445
Total Gross Expenses (Calculated)$31,491/year
APOD AvailableNo
Heating
Electricity
Water
Gas
Insurance
Sewer
Trash Removal
Repair & Maintenance
Management
Miscellaneous
Real Estate Tax16750
Annual Income & Unit Breakdown for 36 Milton Road, Brookline MA 02445
Total Gross Income (Calculated)$39,000
Unit 1
Rental Income$0
LeaseN
Bedrooms2
Bathrooms2 Full
Floor1
Levels in Unit1
Rent IncludesHeat
Unit 2
Rental Income$0
LeaseN
Bedrooms2
Bathrooms2 Full
Floor2
Levels in Unit1
Rent IncludesHeat
General Information for 36 Milton Road, Brookline MA 02445
Listing ID73577225
Property TypeMulti Family / 2 Family
Price1950000 ($745.41/SqFt)
Style2 Family - 2 Units Up/down
CityBrookline
CountyNorfolk
Neighborhood(s)Brookline Hills (Brookline) v1
Approximate Living Area Total2616
Approximate Lot Size (Acres)0.15
Total Parking7 (2 Garage)
Garage Parking2
Year Built1929
Year Built SourcePublic Records
Year Built DetailsActual
WaterPublic
SewerPublic Sewer
Electric220 Volts
Hot Water
Roof MaterialAsphalt/fiberglass Shingles
BasementFull
Construction MaterialsFrame
Lot Features
Foundation Description
Accessible Features
Outdoor SpaceCovered
ZoningT-6
Water Views
Water Views Features
Waterfront0
Waterfront Features
Terms
Disclosures for 36 Milton Road, Brookline MA 02445
Lead PaintNone
UFFI
Living Area Includes BasementNo
Living Area Disclosure
Building Area SourcePublic Records
ExclusionsWasher
Financial Data SourceEstimated
Total Gross Expenses By Broker
Total Gross Income By Broker
Total Net Income By Broker
Short Sale / Forclosure (Bank Owned)
Compensation Based On
Financial Information for 36 Milton Road, Brookline MA 02445
Real Estate Taxes16750
Tax Year2027
Assessed Value$1,883,000
Financial Data SourceEstimated
Total Gross Expenses By Broker
BostonRealEstate.com Gross Expenses
Total Gross Income By Broker
BostonRealEstate.com Gross Income
Total Net Income By Broker
BostonRealEstate.com Gross NOI
CAP Rate (based on Broker info)
Location Information for 36 Milton Road, Brookline MA 02445
Elementary SchoolLincoln
High SchoolBhs
Neighborhood(s)Brookline Hills (Brookline) v1
Area AmenitiesWalk/jog Trails
Contact Information for 36 Milton Road, Brookline MA 02445