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.
Multi-familyProperty Type
1929Year Built
6,743 sq ftLot Size
$745Price/Sq.Ft.
2 garage spacesParking
Listed by Susan and Jen Rothstein Team• Hammond Residential Real Estate
The Greater Point, located between Brookline Village and Coolidge Corner, is a residential and commercial Brookline neighborhood with a walkable main street and a classic streetcar-suburb feel. The neighborhood’s character concentrates around the Beacon Street and Harvard Street junction, where marquee lights, sidewalk patios, and small storefronts set a steady, urban rhythm. Coolidge Corner Theatre, Brookline Booksmith, and Kupel’s Bakery act as local pillars with long-running community pull. Brick apartment blocks and triple-deckers mix with tidy side streets and pocket gardens. The Green Line’s Coolidge Corner stop threads daily errands into the streetscape. Nearby parks and the Emerald Necklace paths add a leafy counterpoint to the retail corridors.
Provided by Walk Score and Local Logic
Offer insights
36 Milton Rd · $1,950,000
$1.97M and above
75% chance or better to win
Why $1.97M+ is a strong offer
DAYS ON MARKET
29 days
The average home goes pending in 32 days.
SALE-TO-LIST
97.5%
Most homes are selling 2% below list price.
About offer insights
Property details
Interior
Exterior
Finance
Kitchen
Bathroom
Bedroom
Living
Dining
Interior features
12 total rooms
Storage
Laundry room
Crown molding
Upgraded cabinets and countertops
Bathroom with tub and shower
Stone/granite/solid counters
Living room
Dining room
Kitchen
Sunroom
Storm door(s)
Storm window(s)
Bathrooms
2 full bathrooms
Kitchen
Range
Dishwasher
Microwave
Refrigerator
Laundry & utility
Washer hookup
Washer
Dryer
Flooring
Tile
Hardwood
Stone/ceramic tile
Heating & cooling
Hot water heating (natural gas, common)
Window cooling units
Circuit breaker electrical panel
Exterior features
Porch
Deck
Enclosed patio
Balcony/deck
Public road frontage
Home design
2-family, up/down configuration
3 stories
Light gray exterior
Parking
2-car garage
2 covered parking spaces
3 open parking spaces
Paved drive and off-street paved parking
Total 5 parking spaces
Construction
Frame construction
Granite foundation
Shingle roof
Built (year from public records)
Utilities
Public water
Public sewer
Gas available for range
Circuit breakers (electric)
HOA & community
Community features include public transportation, shopping, pool, park, walk/jog trails, medical facility, bike path, conservation area, highway access, public school access, and T-station
Other
Property total building area reported as 2,616
Attic vent electrical noted for energy efficiency
Heat zones: 1
Unit #2 dining room chandelier excluded
Electricity and solar
View estimated energy costs and solar savings for this home
Install or repair plumbing including a backflow preventer and a water heater.
Plumbing
Water heater
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.
Local insights from Redfin agents
Brookline will continue to be a Seller's market for the foreseeable future, driven by restrictive zoning laws that have limited increases in housing production and a stable population with relatively low turnover. This has resulted in a massive...
supply/demand imbalance that is unlikely to change.