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.
Request a professional market analysisPhoto-based condition insights
Overall presentation: average
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About 36 Milton Road
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