381 Clinton Rd, Brookline, MA 02445
OFF MARKET

$2,452,900

Trulia Estimate
  • 6 Beds
  • 4 Baths
  • 2,930 sqft

381 Clinton Rd, Brookline, MA 02445

Chestnut Hill
Est. Refi. Payment $14,615/mo*
Refinance Your Home

Home Value

Trulia Estimate
$2.45M
Since last month
Decreased$21K (-0.8%)
Since last year
Decreased$309K (-11.2%)
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 +42% in the last 10 years
MonthEstimated value
2026
August 2026$2.45M
July 2026$2.47M
June 2026$2.5M
May 2026$2.58M
April 2026$2.54M
March 2026$2.54M
February 2026$2.47M
January 2026$2.39M
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
401 Clinton Rd, Brookline, MA
0.04
Single-Family Home
$2,200,000
06/15/26
5
3.5
3,463
8 Penniman Rd, Brookline, MA
0.04
Single-Family Home
$3,085,000
04/29/26
6
5.5
3,907
520 Clinton Rd, Brookline, MA
0.31
Single-Family Home
$2,394,900
08/21/26
4
3.5
2,996
167 Willard Rd, Brookline, MA
0.29
Single-Family Home
$3,400,000
09/23/25
4
3.5
3,298
333 Clark Rd, Brookline, MA
0.46
Single-Family Home
$2,487,000
12/11/25
5
3.5
3,100
3 Cleveland Rd, Brookline, MA
0.22
Single-Family Home
$4,600,000
05/04/26
5
6.5
4,300
43 Druce St, Brookline, MA
0.34
Single-Family Home
$3,285,000
05/14/26
5
4.5
3,658
22 Windsor Rd, Brookline, MA
0.52
Single-Family Home
$2,050,000
03/31/26
5
3.5
2,845
323 Clark Rd, Brookline, MA
0.49
Single-Family Home
$2,995,000
03/04/26
5
4.5
3,370
189 Clinton Rd, Brookline, MA
0.44
Single-Family Home
$3,318,000
04/23/26
6
4
4,633

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
401 Clinton Rd, Brookline, MA 02445
0.04
$2,200,000
5
3.5
3,463
Recently Sold
8 Penniman Rd, Brookline, MA 02445
0.04
$3,085,000
6
5.5
3,907
Recently Sold
32 Taylor Crossway, Brookline, MA 02445
0.08
$3,696,000
6
4
4,453
Off Market
60 Willard Rd, Brookline, MA 02445
0.10
$4,430,600
7
3.5
4,820
Off Market
357 Clinton Rd, Brookline, MA 02445
0.06
-
6
4
3,577
Off Market
44 Penniman Rd, Brookline, MA 02445
0.11
$4,738,500
5
4.5
5,706
Off Market
47 Penniman Rd, Brookline, MA 02445
0.13
$3,179,600
6
3.5
3,141
Off Market
473 Chestnut Hill Ave, Brookline, MA 02445
0.11
-
6
4.5
5,662
Off Market
237 Dean Rd, Brookline, MA 02445
0.16
$4,377,100
5
3.5
4,414
Off Market
2400 Beacon St #406, Chestnut Hill, MA 02467
0.18
$1,216,800
2
2
1,213
Off Market
2400 Beacon St #514, Chestnut Hill, MA 02467
0.18
$1,478,300
2
2.5
1,450
Off Market
2400 Beacon St #112, Chestnut Hill, MA 02467
0.18
$1,349,000
2
2
1,347
Recently Sold

Local Information

  • Map ViewExplore the area around 381 Clinton Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1930
Living Area
2,930 sqft
Price/Sqft
$837

About this House

This single-family home is located at 381 Clinton Rd, Brookline, MA. 381 Clinton Rd is in the Chestnut Hill neighborhood in Brookline, MA and in ZIP code 02445. This property has 6 bedrooms, 4 bathrooms and approximately 2,930 sqft of floor space. This property has a lot size of 9147 sqft and was built in 1930.
381 Clinton Rd, Brookline, MA 02445 is a 6 bedroom, 4 bathroom, 2,930 sqft single-family home in Chestnut Hill, built in 1930. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,452,900, with a rent estimate of $7,849/month.

Home Details for 381 Clinton Rd

Interior Features

Interior Details
BasementNumber of Rooms: 10
Heating & Cooling
Heating: GasHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: SlateExterior: Brick

Property Information

Year Built
Year Built: 1930Year Updated: 1974
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 9147 sqft

Price and Tax history

YearProperty taxTax assessment
2025
$20,371
$2,063,900
Home facts updated by county records

Market trends in Brookline

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.22M
$182KMoM
Sale-to-List Price
99.7%
0.2%MoM
Price per sq ft
$816
$19MoM
Available listings
216
37MoM

Around this home

Neighborhood Overview

Chestnut Hill
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Chestnut Hill

At least 41 Trulia users voted on each feature.

  • 91 % Say there are sidewalks

  • 86 % Say it's dog friendly

  • 81 % Say car is needed

  • 73 % Say they plan to stay for at least 5 years

  • 71 % Say yards are well-kept

  • 71 % Say streets are well-lit

  • 70 % Say there's holiday spirit

  • 66 % Say parking is easy

  • 66 % Say people would walk alone at night

  • 63 % Say it's walkable to restaurants

  • 63 % Say kids play outside

  • 62 % Say it's quiet

  • 57 % Say there's wildlife

  • 55 % Say there are community events

  • 53 % Say it's walkable to grocery stores

  • 44 % Say neighbors are friendly

Sourced by Trulia users. Learn more about our methodology.
  • 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
  • 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
  • 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
  • Fish r.
    "Lovely neighborhood that's close to anything and everything -- shopping, restaurants, movies, doctors, gyms, public transportation, Soule recreation center & golf course, etc. Very safe, with lots of places to go for peaceful walks. I have lived here for nearly two decades and love it."
    5
    Flag
  • Jacquizieff
    "It an a upscale and snobby neighborhood where people don’t talk to each other. We never see kids and kids make no friends in the neighborhood. Clean safe closet To Boston. Nothing around. No walking distance to anything. Supermarket and gas is over priced. "
    0
    Flag
  • Robert B.
    "Wooded neighborhood surrounded by open space on 3 sides - farm stand and parks nearby. Safe, easy commute, great schools."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 381 Clinton Rd

  • What is 381 Clinton Rd estimated to be worth?
    Trulia's estimated value for 381 Clinton Rd in Brookline, MA is $2,452,900.
  • 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 $1.22M. That is down $182K from the prior month.
  • What do residents say about the Chestnut Hill neighborhood?
    Residents describe the Chestnut Hill neighborhood in Brookline, MA as pedestrian-friendly, dog-friendly, and established. See recently sold homes in Chestnut Hill, Brookline.
  • How big is the lot at 381 Clinton Rd?
    The lot at 381 Clinton Rd in Brookline, MA is about 0.21 acres (9,147 sq ft).

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Apartments for Rent

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Off Market Homes Near 381 Clinton Rd

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