53 Valley Rd, Brookline, MA 02467
OFF MARKET

$4,850,500

Trulia Estimate
  • 4 Beds
  • 7 Baths
  • 4,094 sqft (on 0.39 acres)

53 Valley Rd, Brookline, MA 02467

Chestnut Hill
Est. Refi. Payment $28,838/mo*
Refinance Your Home
Currently Off Market - Sold May 29, 2008 for $3,355,000

Home Value

Trulia Estimate
$4.85M
Since last month
Decreased$62K (-1.2%)
Since last year
Increased$44K (+0.9%)
Since last sale
Increased$2M (+45.9%)
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 +62% in the last 10 years
MonthEstimated value
2026
August 2026$4.89M
August 2026$4.85M
July 2026$4.96M
June 2026$4.9M
May 2026$5M
April 2026$4.86M
March 2026$4.88M
February 2026$4.81M
January 2026$4.63M
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
98 Spooner Rd, Brookline, MA
0.19
Single-Family Home
$3,300,000
06/15/26
4
4.5
3,628
167 Willard Rd, Brookline, MA
0.30
Single-Family Home
$3,400,000
09/23/25
4
3.5
3,298
3 Cleveland Rd, Brookline, MA
0.34
Single-Family Home
$4,600,000
05/04/26
5
6.5
4,300
59 Randolph Rd, Brookline, MA
0.33
Single-Family Home
$2,950,000
06/26/26
4
3.5
3,230
46 Malia Ter, Newton, MA
0.28
Single-Family Home
$3,036,350
10/06/25
5
4.5
3,909
8 Penniman Rd, Brookline, MA
0.53
Single-Family Home
$3,085,000
04/29/26
6
5.5
3,907
520 Clinton Rd, Brookline, MA
0.27
Single-Family Home
$2,394,900
08/21/26
4
3.5
2,996
35 Jefferson Rd, Brookline, MA
0.29
Single-Family Home
$2,245,000
09/08/25
5
3.5
3,634
76 Norfolk Rd, Brookline, MA
0.27
Single-Family Home
$2,325,000
12/04/25
3
3
2,486
23 Crafts Rd, Brookline, MA
0.20
Single-Family Home
$5,100,000
10/03/25
7
8
7,140

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
96 Crafts Rd, Brookline, MA 02467
0.13
$5,593,600
6
4.5
6,313
Off Market
23 Crafts Rd, Brookline, MA 02467
0.20
$5,261,700
7
8
7,140
Off Market
218 Reservoir Rd, Brookline, MA 02467
0.16
$1,877,000
5
2.5
2,522
Off Market
10 Spooner Rd, Brookline, MA 02467
0.21
$6,031,500
6
6.5
7,285
Off Market
195 Middlesex Rd, Brookline, MA 02467
0.20
$5,213,100
6
5
5,822
Off Market
37 Circuit Rd, Brookline, MA 02467
0.23
$4,811,900
6
5.5
5,382
Off Market
98 Spooner Rd, Brookline, MA 02467
0.19
$3,300,000
4
4.5
3,628
Recently Sold
1014 Boylston St, Brookline, MA 02467
0.24
$16,980,000
7
9.5
13,343
For Sale
19 Crafts Rd, Brookline, MA 02467
0.25
$4,547,400
5
5.5
6,995
Off Market
213 Reservoir Rd #1, Brookline, MA 02467
0.19
$770,700
2
1
1,051
Off Market
5 Jefferson Rd, Brookline, MA 02467
0.27
$3,204,900
3
4
4,543
Off Market
215 Crafts Rd #2, Brookline, MA 02467
0.20
$749,900
2
1
930
For Sale

Local Information

  • Map ViewExplore the area around 53 Valley 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
2007
Lot Size
0.39 acres
Living Area
4,094 sqft
Price/Sqft
$1,185
Parking
Garage

About this House

Chestnut Hill.Georgian Colonial style residence designed by renowned Architect JAN GLEYSTEEN.QUALITY is exemplified throughout this home.The well designed floor plan offers 9ft 6 ceilings on 1st floor & 9 ft ceilings on the 2nd floor,5 bedrooms,5.5 bathrooms,and a laundry rm.State of the art Kitchen & Breakfast Room.Gorgeous Master Suite w/sep dressing rm. Exquisite finish detail throughout.Gracious formal & inviting sun-filled areas for everyday living.Irrigation system.Lg GARAGE.400 amp ele
53 Valley Rd, Brookline, MA 02467 is a 4 bedroom, 7 bathroom, 4,094 sqft single-family home in Chestnut Hill, built in 2007. It last sold for $3,355,000 on May 29, 2008. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $4,850,500, with a rent estimate of $5,915/month.

Home Details for 53 Valley Rd

Interior Features

Interior Details
BasementNumber of Rooms: 11
Heating & Cooling
Heating: GasAir ConditioningHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 2007Year Updated: 2013
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.39 acres

Price and Tax history

DateEventPrice
May 29, 2008
Source: N/A
Sold
$3,355,000
Sep 18, 2006
Source: N/A
Sold
$1,270,750

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 53 Valley Rd

  • What is 53 Valley Rd estimated to be worth?
    Trulia's estimated value for 53 Valley Rd in Brookline, MA is $4,850,500.
  • What is the price history for 53 Valley Rd?
    53 Valley Rd in Brookline, MA last sold for $3,355,000 in May 2008.
  • 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 53 Valley Rd?
    The lot at 53 Valley Rd in Brookline, MA is about 0.39 acres (16,988 sq ft).
  • Does 53 Valley Rd have a garage?
    Yes, 53 Valley Rd in Brookline, MA has a garage.

Explore by feature - Pet Friendly

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Explore by feature - Garage

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Explore by feature - Pool

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Explore by feature - Outdoor Space

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Apartments for Rent

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Off Market Homes Near 53 Valley Rd

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