36 Milton Rd, Brookline, MA 02445
Property image
Property image
FOR SALE
NEW - 2 HRS AGO

$1,950,000

  • 4 Beds
  • 2 Baths
  • 2,616 sqft

36 Milton Rd, Brookline, MA 02445

Est. Mortgage $12,101/mo*
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Home Highlights

Multi-Family
Built in 1929
$745/sqft
Garage

Local Information

  • Map ViewExplore the area around 36 Milton Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

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.
Last check for updates: about 3 hours ago
Listing courtesy of Susan and Jen Rothstein Team, (617) 875-2088
Hammond Residential Real Estate, (617) 731-4644
Source: MLS PIN, MLS#73577225
Also Listed on MLS PIN.

Home Details for 36 Milton Rd

Interior Features

Interior Details
Basement: Walk-Out Access,Interior Entry,ConcreteNumber of Rooms: 12
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 2616 Square Feet
Appliances & Utilities
Utilities: for Gas Range, Washer HookupAppliances: Washer, Dryer, Range, Dishwasher, Microwave, RefrigeratorDishwasherDryerLaundry: Washer HookupMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Hot Water,Natural Gas,CommonHas CoolingAir Conditioning: Window Unit(s)Has HeatingHeating Fuel: Hot Water
Fireplace & Spa
Number of Fireplaces: 2Fireplace: Wood BurningHas a FireplaceNo Spa
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Window: Storm Window(s)Door: Storm Door(s)Flooring: Tile, Hardwood, Stone/Ceramic Tile
Levels, Entrance, & Accessibility
Number of Stories: 3Floors: Tile, Hardwood, Stone Ceramic Tile

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Porch, Deck, Patio - EnclosedExterior: Balcony/DeckFoundation: Granite
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 3Has a GarageHas Open ParkingParking Spaces: 5Parking: Paved Drive,Off Street,Paved
Frontage
Road Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2616

Days on Market

Days on Market: <1 day on Trulia

Property Information

Year Built
Year Built: 1929
Property Type / Style
Property Type: Residential IncomeProperty Subtype: 2 Family - 2 Units Up/Down
Building
Construction Materials: FrameDoes Not Include Home Warranty
Property Information
Not Included in Sale: Unit #2 Dining Room Chandelier.Parcel Number: 41118

Price & Status

Price
List Price: $1,950,000Price Per Sqft: $745

Active Status

MLS Status: New

Location

Direction & Address
City: Brookline
School Information
Elementary School: LincolnHigh School: Bhs

Agent Information

Listing Agent
Listing ID: 73577225

Building

Building Area
Building Area: 2616 Square Feet

Community

Community Features: Public Transportation, Shopping, Pool, Park, Walk/Jog Trails, Medical Facility, Bike Path, Conservation Area, Highway Access, Public School, T-StationNot Senior Community

Lot Information

Lot Area: 6743 sqft

Energy

Energy Efficiency Features: Attic Vent Elec.

Rental Terms, Policies & Fees

Rent Includes: Unit 1(Heat, Water, Hot Water, Other (See Remarks))

Miscellaneous

BasementMls Number: 73577225Above Grade Unfinished Area: 2616

Additional Information

Public TransportationShoppingPoolParkWalk/Jog TrailsMedical FacilityBike PathConservation AreaHighway AccessPublic SchoolT-Station

Around this home

What Locals Say about Brookline

At least 422 Trulia users voted on each feature.

  • 94 % Say there are sidewalks

  • 90 % Say it's dog friendly

  • 87 % Say it's walkable to restaurants

  • 87 % Say it's walkable to grocery stores

  • 84 % Say people would walk alone at night

  • 81 % Say streets are well-lit

  • 67 % Say kids play outside

  • 60 % Say there's holiday spirit

  • 59 % Say there's wildlife

  • 52 % Say parking is easy

  • 51 % Say they plan to stay for at least 5 years

  • 51 % Say it's quiet

  • 48 % Say neighbors are friendly

  • 40 % Say car is needed

  • 39 % Say yards are well-kept

  • 33 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Very dog friendly "
    0
    Flag
  • Rockygranahan
    "A quick and easy walk to the T. Total commute to downtown Boston from Coolidge Corner ranges between 15-25 minutes consistently."
    0
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  • Kai Hsin Chang
    "Very convenient to do grocery and most people live here use public transportation because there’s no street parking. People who want to do street parking should apply for parking permits."
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    Flag
  • Sydney Reitz
    "Events at the Coolidge corner theatre, Brookline day on Harvard street in Coolidge corner, open holiday meals at the United Parish church"
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    Flag
  • Sydney Reitz
    "The sidewalks and streets are well-maintained even in inclement weather. Traffic is only bad around the Longwood medical area and major streets around rush hour. Pub trans is easy and safe."
    0
    Flag
  • Austin Wozniak
    "Multiple dog friendly, off-leash parks in the community and many great places to walk a dog. The community is very dog friendly. "
    0
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  • Loming1986
    "Only limited (a hand-full) dog parks available, I wish there are more. Many neighbors have dogs and it’s a very dog friendly neighborhood."
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  • Trulia User
    "Clean, safe and quiet. People are very friendly. Access ti public transportation. Love this place very much."
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  • Trulia User
    "The neighborhood is great environment to raise a family. It’s peaceful, clean and quiet. We would love to be here to raise our kids here. "
    0
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  • Trulia User
    "I’v stayed in a hotel in this neighborhood. It is a beautiful area with many shops to explore. Hope to move to this area. "
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  • Trulia User
    "Near everything. Train across the street, restaurants, coffee shops, etc JP is part of Boston. Vibrant community. Diverse. High incomes mixed with low. "
    1
    Flag
  • Trulia User
    "Yes, the area has many dog parks, both on and off leash. Most apartment buildings are dog friendly and neighbors have been very accepting. "
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  • Aliana P.
    "It’s a quick commute to downtown, especially if you live on the D line. Very convenient. It’s also a very walkable area with all stores and necessities close by. "
    1
    Flag
  • Juana B.
    "It’s very safe and great school system!! I been leaving here for 11 years and I love it and my kids too"
    2
    Flag
  • Jiyoung W.
    "Lots of other friendly dog owners, plus lots of little parks and green space for pups to run around (especially Amory Park!). Lots of businesses in the area have dog treat jars too!"
    1
    Flag
  • Adriana P.
    "It seems let friendly. Lots of parks and spaces for dogs to run. I don’t have a dog but I have friends with dogs"
    0
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  • Archana B.
    "Lived here for 5 years. I highly recommend it. It is getting more expensive. Some areas are more family friendly than others. "
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  • Deiabarroso86
    "Very safe, with a lot of stores around.. Beacon Street is a beautiful street and we have the Reservoir nearby, which is a good place for a walk."
    1
    Flag
  • Josie E.
    "The kids walk to school on a tree-lined street and neighbors know each other. A little oasis in the city "
    4
    Flag
  • Caroline
    "Drive to Watertown or take shuttle provided by my place of employment. Easy access to city via C or D green line. "
    0
    Flag
  • Dma333
    "Diverse, safe, close to everything, friendly neighbors, great schools, playgrounds in walking distance"
    0
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  • Steve L.
    "Hancock Village in Chestnut Hill is a good place to live overall. Sometimes the management office puts together special functions like handing out cider doughnuts in the fall, or flowers to plant - both gratis. (And more as well but too much to detail)."
    4
    Flag
  • Dma333
    "Block party in September Close to a great school Playgrounds nearby Diverse community Easy access to many communities "
    1
    Flag
  • Szonja.ruppert
    "Lots of greens, parks, even bags for dogpoop is put to parks. Not many pet shops in walking distance"
    0
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  • Scottcunha311
    "Halloween’s are very popular especially on clark rd. Great location to Cleveland circle and both bu and bc can take train anywhere or easily get a bus there’s no shortsge of things to do"
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  • Jawaher A.
    "Good schools, no stealing, good neighbors, good place to kids to play, not far away from BU university, there is driving school, all government facilities around us, Uber so expensive but it is available all time, there is ice cream shop and Starbucks around us also a lot of restaurants and malls "
    2
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  • Courtney C.
    "Safe and homey - education is good but property tax is rising. Commute is perfect - only ten minute drive away from my work site. "
    0
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  • Luis B.
    "Lots of commerce within walking distance and easier access to the city by public transportation. Also very good public schools"
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  • Magdalene M.
    "Right by the T and walking distance to Fenway! Blue bikes and scooters near by. Lots of ways to go. "
    0
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  • Jawaher A.
    "I love this area coz its safe and beautiful and the neighbors are nice and kind and there is a lot of great people "
    0
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  • Oliver L.
    "I walk to work in the medical area. T stops make getting to the center easy. It is quite possible to live without a car."
    0
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  • Sophie
    "The community center holds a lot of interesting activities like Mahjong, movies, reading, yoga and concerts. Also we have a greeeat library here!"
    0
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  • Kathy U.
    "Many dog parks around the Coolidge corner area. Many off leash areas too. The dog community it big in this neighborhood "
    0
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  • Heli C.
    "The schools are excellent, and neighbors tend to know each other. We are a ‘suburb’ of Boston but also officially a town with numerous distinct village neighborhoods, most of which are walkable to restaurants and amenities. Brookline has a fairly international mix of people, with families from all over the world coming here to study and work at the nearby Harvard teaching hospitals."
    0
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  • Ptetrault
    "It is a safe, welcoming and peaceful neighborhood. Heath is a great school. Close to T trains and buses."
    0
    Flag
  • Pat B.
    "There's some strange people who are around, but they're harmless. There's lots of daycare places, so if someone has a young kid there's lots of options nearby."
    1
    Flag
  • Billy W.
    "There is only one park on this hill, but a short walk can lead you to bigger parks and playgrounds."
    1
    Flag

Market trends in Brookline

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.24M
$23.33KMoM
Sale-to-List Price
99.3%
0.4%MoM
Price per sq ft
$811
$6MoM
Available listings
186
30MoM

Home Value

Trulia Estimate
$1.91M
Since last month
Increased$18K (+0.9%)
Since last year
Increased$75K (+4.1%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +32% in the last 10 years
MonthEstimated value
2026
September 2026$1.91M
August 2026$1.85M
July 2026$1.89M
June 2026$1.93M
May 2026$1.91M
April 2026$1.86M
March 2026$1.87M
February 2026$1.8M
January 2026$1.79M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
19-21 Elm St, Brookline, MA
0.29
Multi-Family Home
$1,800,000
10/31/25
5
2
2,252
9 E Milton Rd, Brookline, MA
0.11
Multi-Family Home
$999,999
04/30/26
8
3
3,898
675 Chestnut Hill Ave, Brookline, MA
0.84
Multi-Family Home
$1,700,000
01/28/26
4
2
1,920
1572 Beacon St, Brookline, MA
0.78
Multi-Family Home
$2,200,000
02/02/26
5
3
3,978
155-157 Hillside St, Roxbury Crossing, MA
1.08
Multi-Family Home
$1,362,000
11/19/25
4
2
2,622
589-591 Washington St, Brookline, MA
0.64
Multi-Family Home
$1,800,000
01/13/26
9
4
3,102
255 Tappan St, Brookline, MA
0.58
Multi-Family Home
$2,820,000
12/23/25
7
5
4,171
106 Brook St, Brookline, MA
0.69
Multi-Family Home
$2,125,000
04/13/26
5
3.5
2,540
126 Westbourne Ter, Brookline, MA
1.08
Multi-Family Home
$2,200,000
06/10/26
6
2
4,369

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
16 Kennard Rd, Brookline, MA 02445
0.03
$2,000,000
8
5
5,076
Recently Sold
22 Kennard Rd, Brookline, MA 02445
0.04
$2,992,700
6
3.5
4,678
Off Market
18 Cushing Rd, Brookline, MA 02445
0.06
$1,351,000
2
2
1,230
Recently Sold
18 Milton Rd, Brookline, MA 02445
0.05
$1,971,500
6
3.5
3,895
Off Market
428 Boylston St, Brookline, MA 02445
0.07
$1,295,000
3
2
1,748
For Sale
299 Walnut St #1, Brookline, MA 02445
0.09
$2,558,600
4
4.5
3,055
Off Market
157 Cypress St #2, Brookline, MA 02445
0.08
$1,795,000
4
3.5
2,075
Recently Sold
153 Cypress St, Brookline, MA 02445
0.08
$2,405,600
6
3
3,158
Off Market
8 Clark Ct, Brookline, MA 02445
0.12
$2,568,600
4
2.5
2,405
Off Market
53 Brington Rd, Brookline, MA 02445
0.09
$2,078,500
4
2
2,106
Off Market
15 Clark Ct, Brookline, MA 02445
0.13
$2,315,400
4
3.5
2,168
Off Market

Price and Tax history

DateEventPrice
Sep 15, 2026
Source: MLS PIN #73577225
Listed For Sale
$1,950,000

LGBTQ Local Legal Protections

Susan and Jen Rothstein Team, Hammond Residential Real Estate, (617) 731-4644
Agent Phone: (617) 875-2088
The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.

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Frequently asked questions about 36 Milton Rd

  • What is the estimated monthly payment for 36 Milton Rd?
    Based on a $1,950,000 list price with 20% down at today's rates, the estimated monthly payment for 36 Milton Rd in Brookline, MA is approximately $12,364 (about $10,631 principal & interest, $1,658 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 36 Milton Rd compare to homes in Brookline?
    36 Milton Rd in Brookline, MA is listed at $1,950,000, about 57% above the $1.24M median sale price in Brookline.
  • What do residents say about Brookline?
    Residents describe Brookline, MA as pedestrian-friendly, dog-friendly, and walkable to restaurants. See homes for sale in Brookline, MA.
  • What are the closest schools to 36 Milton Rd?
    The closest schools to 36 Milton Rd in Brookline, MA are Brookline High School (rated 8/10), William H Lincoln School (Elementary/Middle, rated 9/10).
  • Does 36 Milton Rd have air conditioning?
    Yes, 36 Milton Rd in Brookline, MA has air conditioning.
  • Does 36 Milton Rd have a pool?
    Yes, 36 Milton Rd in Brookline, MA has a pool.
36 Milton Rd, Brookline, MA 02445 is a 4 bedroom, 2 bathroom, 2,616 sqft multi-family built in 1929. This property is currently available for sale and was listed by MLS PIN on Sep 15, 2026. The MLS # for this home is MLS# 73577225.