156 Dean Rd, Brookline, MA 02445
OFF MARKET

$4,892,900

Trulia Estimate
  • 7 Beds
  • 6 Baths
  • 5,774 sqft (on 0.41 acres)

156 Dean Rd, Brookline, MA 02445

Fisher Hill
Est. Refi. Payment $29,130/mo*
Refinance Your Home
Currently Off Market - Sold Oct 28, 2009 for $2,320,000

Home Value

Trulia Estimate
$4.89M
Since last month
Decreased$16K (-0.3%)
Since last year
Increased$135K (+2.8%)
Since last sale
Increased$3M (+112.2%)
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 +65% in the last 10 years
MonthEstimated value
2026
August 2026$4.92M
July 2026$4.94M
June 2026$4.96M
May 2026$5.03M
April 2026$4.97M
March 2026$4.99M
February 2026$4.82M
January 2026$4.65M
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
8 Penniman Rd, Brookline, MA
0.20
Single-Family Home
$3,085,000
04/29/26
6
5.5
3,907
282 Buckminster Rd, Brookline, MA
0.14
Single-Family Home
$4,100,000
04/27/26
6
4.5
5,058
43 Druce St, Brookline, MA
0.14
Single-Family Home
$3,285,000
05/14/26
5
4.5
3,658
278 Clinton Rd, Brookline, MA
0.10
Single-Family Home
$6,700,000
06/24/26
5
6.5
6,658
189 Clinton Rd, Brookline, MA
0.25
Single-Family Home
$3,318,000
04/23/26
6
4
4,633
9 Downing Rd, Brookline, MA
0.61
Single-Family Home
$2,480,000
05/06/26
8
5
5,803
401 Clinton Rd, Brookline, MA
0.25
Single-Family Home
$2,200,000
06/15/26
5
3.5
3,463
34 Hyslop Rd, Brookline, MA
0.22
Single-Family Home
$4,125,000
05/28/26
5
4.5
4,001
333 Clark Rd, Brookline, MA
0.29
Single-Family Home
$2,487,000
12/11/25
5
3.5
3,100
323 Clark Rd, Brookline, MA
0.31
Single-Family Home
$2,995,000
03/04/26
5
4.5
3,370

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
355 Buckminster Rd, Brookline, MA 02445
0.06
$9,500,000
7
7
9,500
For Sale
9 Willard Rd, Brookline, MA 02445
0.06
$2,950,000
-
-
-
For Sale
540 Chestnut Hill Ave, Brookline, MA 02445
0.13
$4,250,000
5
4.5
6,419
For Sale
247 Fisher Ave, Brookline, MA 02445
0.08
$3,007,100
5
3.5
5,235
Off Market
282 Buckminster Rd, Brookline, MA 02445
0.14
$4,100,000
6
4.5
5,058
Recently Sold
43 Druce St, Brookline, MA 02445
0.14
$3,285,000
5
4.5
3,658
Recently Sold
278 Clinton Rd, Brookline, MA 02445
0.10
$6,700,000
5
6.5
6,658
Recently Sold
292 Clinton Rd, Brookline, MA 02445
0.10
$3,700,000
6
4.5
4,350
For Sale
12 Druce St, Brookline, MA 02445
0.14
$3,316,700
7
4.5
4,749
Off Market
473 Chestnut Hill Ave, Brookline, MA 02445
0.12
$3,330,500
6
4.5
5,662
Off Market
289 Clinton Rd, Brookline, MA 02445
0.13
$2,769,300
5
3.5
2,992
Off Market
96 Dean Rd, Brookline, MA 02445
0.16
$4,117,700
6
4.5
5,106
Off Market

Local Information

  • Map ViewExplore the area around 156 Dean 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
1920
Lot Size
0.41 acres
Living Area
5,774 sqft
Price/Sqft
$847

About this House

Elegant & stately yet wonderfully warm, this 14 room Georgian Colonial on Fisher Hill has been beautifully maintained. Gracious rooms,museum quality details and multiple fireplaces. 3-car garage. New Heating system and upgraded 400 amp electrical service. Convenient to public transportation and Washington Square.
156 Dean Rd, Brookline, MA 02445 is a 7 bedroom, 6 bathroom, 5,774 sqft single-family home in Fisher Hill, built in 1920. It last sold for $2,320,000 on Oct 28, 2009. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $4,892,900, with a rent estimate of $7,749/month.

Home Details for 156 Dean Rd

Interior Features

Heating & Cooling
Heating: GasHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 3
Interior Details
Number of Rooms: 14
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: SlateExterior: Brick

Property Information

Year Built
Year Built: 1920Year Updated: 1968
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.41 acres

Price and Tax history

DateEventPrice
Oct 28, 2009
Source: N/A
Sold
$2,320,000
Jun 30, 2009
Source: Agent Provided
ListingRemoved
$2,699,000
Jun 27, 2009
Source: Agent Provided
PriceChange
$2,699,000
Price decreased by 7%
May 16, 2009
Source: Agent Provided
Listed For Sale
$2,899,000
Jun 23, 1992
Source: N/A
Sold
$850,000

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

View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

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

What Locals Say about Fisher Hill

At least 3 Trulia users voted on each feature.

  • 100 % Say people would walk alone at night

  • 100 % Say parking is easy

  • 88 % Say streets are well-lit

  • 80 % Say there are sidewalks

  • 75 % Say there's wildlife

  • 71 % Say it's walkable to grocery stores

  • 71 % Say yards are well-kept

  • 60 % Say it's dog friendly

  • 60 % Say it's walkable to restaurants

  • 60 % Say kids play outside

  • 56 % Say car is needed

  • 52 % Say neighbors are friendly

  • 50 % Say there's holiday spirit

  • 50 % Say they plan to stay for at least 5 years

  • 44 % Say it's quiet

  • 33 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • 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

LGBTQ Local Legal Protections

Frequently asked questions about 156 Dean Rd

  • What is 156 Dean Rd estimated to be worth?
    Trulia's estimated value for 156 Dean Rd in Brookline, MA is $4,892,900.
  • What is the price history for 156 Dean Rd?
    156 Dean Rd in Brookline, MA last sold for $2,320,000 in October 2009.
  • 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.
  • How big is the lot at 156 Dean Rd?
    The lot at 156 Dean Rd in Brookline, MA is about 0.41 acres (17,970 sq ft).

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Apartments for Rent

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Off Market Homes Near 156 Dean Rd

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