1 Hillside Rd, Brookline, MA 02445
OFF MARKET

$9,085,900

Trulia Estimate
  • 7 Beds
  • 6.5 Baths
  • 9,480 sqft (on 0.92 acres)

1 Hillside Rd, Brookline, MA 02445

Est. Refi. Payment $55,281/mo*
Refinance Your Home
Currently Off Market - Sold Mar 31, 2016 for $6,980,000

Home Value

Trulia Estimate
$9.09M
Since last month
Decreased$44K (-0.5%)
Since last year
Decreased$175K (-1.9%)
Since last sale
Increased$2M (+30.9%)
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 +27% in the last 10 years
MonthEstimated value
2026
November 2026$9.14M
October 2026$9.21M
September 2026$9.18M
August 2026$9.36M
July 2026$9.54M
June 2026$9.45M
May 2026$9.39M
April 2026$9.32M
March 2026$9.3M
February 2026$9.18M
January 2026$8.82M
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
372 Warren St, Brookline, MA
0.05
Single-Family Home
$5,700,000
12/08/25
9
7.5
8,619
80 Dudley St, Brookline, MA
0.24
Single-Family Home
$8,925,000
04/30/26
7
9
7,240
342 Warren St, Brookline, MA
0.07
Single-Family Home
$6,600,000
10/28/26
4
4
5,352
100 Cottage St, Brookline, MA
0.54
Single-Family Home
$5,790,000
12/19/25
6
7.5
9,380
88 Cutler Ln, Brookline, MA
0.52
Single-Family Home
$5,860,000
02/18/26
6
6.5
7,450
371 Walnut St, Brookline, MA
0.54
Single-Family Home
$5,250,000
03/02/26
7
5.5
6,193
382 Lee St, Brookline, MA
0.51
Single-Family Home
$5,500,000
01/16/26
5
5.5
6,841
130 Cabot St, Brookline, MA
0.68
Single-Family Home
$5,700,000
04/23/26
6
8
9,755
469 Walnut St, Brookline, MA
0.32
Single-Family Home
$3,625,000
12/04/25
7
4
6,307
21 Sargent Crossway, Brookline, MA
0.62
Single-Family Home
$7,030,000
04/03/26
5
6.5
5,772

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
145 Lee St, Brookline, MA 02445
0.03
$6,054,300
8
7.5
9,075
Off Market
15 Hillside Rd, Brookline, MA 02445
0.04
-
-
-
-
Off Market
381 Warren St, Brookline, MA 02445
0.05
$23,000,000
6
10.5
16,856
For Sale
125 Lee St, Brookline, MA 02445
0.06
$4,886,000
7
7
7,147
Off Market
182 Lee St, Brookline, MA 02445
0.06
$3,179,000
6
4
2,434
Off Market
190 Dudley St, Brookline, MA 02445
0.07
$3,540,500
5
4
4,042
Off Market
33 Hillside Rd, Brookline, MA 02445
0.07
$9,939,000
9
8
7,902
Off Market
47 Hillside Rd, Brookline, MA 02445
0.07
$9,772,900
5
4
7,900
Off Market
200 Dudley St, Brookline, MA 02445
0.07
$2,501,200
5
3
3,931
Off Market
342 Warren St, Brookline, MA 02445
0.07
$6,600,000
4
4
5,352
Recently Sold
109 Lee St, Brookline, MA 02445
0.07
$5,972,700
6
7
7,296
Off Market
388 Warren St, Brookline, MA 02445
0.08
$5,803,300
8
5.5
6,535
Off Market
178 Dudley St, Brookline, MA 02445
0.08
$3,882,700
6
5
5,379
Off Market
190 Lee St, Brookline, MA 02445
0.09
$4,280,400
4
7
6,000
Off Market
161 Lee St, Brookline, MA 02445
0.09
-
-
-
-
Off Market
Lee St, Chestnut Hill, MA 02467
0.09
-
-
-
-
Off Market
325-327 Warren St, Brookline, MA 02445
0.09
-
-
-
-
Off Market
43 Green Hill Rd, Brookline, MA 02445
0.09
$2,263,400
3
2
1,847
Off Market
97 Lee St, Brookline, MA 02445
0.09
$5,547,900
5
5
7,385
Off Market
170 Dudley St, Brookline, MA 02445
0.09
$2,663,400
6
4
3,460
Off Market

Local Information

  • Map ViewExplore the area around 1 Hillside Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1900
0.92 acre lot
9,480 sqft
$958/sqft
Garage

About this House

Inspired by an Italian chalet, this 7 bedroom masterpiece located in the prestigious Estate area of Brookline offers spacious bedrooms throughout with luxe modern comforts and amenities. Enter the grand foyer adorned with meticulously hand-carved crown moldings, custom wrought iron railings, and imported marble and 1"x3" herringbone floors. Stately master bedroom suite embellished with lavish marble onyx bath, his her walk-in closets, and private balcony. Chef's kitchen tastefully boasts ceramic tile flooring from Spain, custom cabinetry, and state-of-the-art appliances. A sweeping marble island opens to a light-filled dining are overlooking sprawling landscaped grounds. Expansive family room features one of five unique and distinctive fireplaces. A large carriage house, glassed-in gym, playroom, and dance studio complete this magnificent property. Minutes from downtown Boston, the neighborhood offers the serenity of Chestnut Hill Reservoir complete with 1.5 mile walking path.
1 Hillside Rd, Brookline, MA 02445 is a 7 bedroom, 7 bathroom, 9,480 sqft single-family home built in 1900. It last sold for $6,980,000 on Mar 31, 2016. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $9,085,900.

Home Details for 1 Hillside Rd

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Interior Details
Number of Rooms: 15
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Stucco
Parking & Garage
GarageParking Spaces: 10Parking: Garage Attached

Property Information

Year Built
Year Built: 1900Year Updated: 2007
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.92 acres

Price and Tax history

DateEventPrice
Mar 31, 2016
Source: N/A
Sold
$6,980,000
Feb 18, 2016
Source: Agent Provided
Pending
$7,350,000
Nov 18, 2015
Source: Agent Provided
PendingToActive
$7,350,000
Oct 25, 2015
Source: Agent Provided
Pending
$7,350,000
May 7, 2015
Source: Agent Provided
Listed For Sale
$7,350,000

Market trends in Brookline

Last updated October 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.25M
$65.53KMoM
Sale-to-List Price
98.1%
0.6%MoM
Price per sq ft
$797
$8MoM
Available listings
223
4MoM
Sourced by Trulia Market Trends

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
    Flag
  • 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."
    0
    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"
    0
    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
    Flag
  • 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."
    0
    Flag
  • Trulia User
    "Clean, safe and quiet. People are very friendly. Access ti public transportation. Love this place very much."
    0
    Flag
  • 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
    Flag
  • 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. "
    0
    Flag
  • 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. "
    0
    Flag
  • 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
    Flag
  • Archana B.
    "Lived here for 5 years. I highly recommend it. It is getting more expensive. Some areas are more family friendly than others. "
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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"
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • Luis B.
    "Lots of commerce within walking distance and easier access to the city by public transportation. Also very good public schools"
    0
    Flag
  • Magdalene M.
    "Right by the T and walking distance to Fenway! Blue bikes and scooters near by. Lots of ways to go. "
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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

LGBTQ Local Legal Protections

Frequently asked questions about 1 Hillside Rd

  • What is 1 Hillside Rd estimated to be worth?
    Trulia's estimated value for 1 Hillside Rd in Brookline, MA is $9,085,900.
  • What is the price history for 1 Hillside Rd?
    1 Hillside Rd in Brookline, MA last sold for $6,980,000 in March 2016.
  • Is Brookline a buyer's or seller's market?
    Brookline is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Brookline?
    The median sale price in Brookline is $1.25M. That is up $65.53K from the prior month.
  • Does 1 Hillside Rd have air conditioning?
    Yes, 1 Hillside Rd in Brookline, MA has air conditioning.
  • How big is the lot at 1 Hillside Rd?
    The lot at 1 Hillside Rd in Brookline, MA is about 0.92 acres (40,075 sq ft).

Explore by feature - Pet Friendly

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Apartments for Rent

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Off Market Homes Near 1 Hillside Rd

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Homes for sale near 1 Hillside Rd

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