86 Randolph Rd, Brookline, MA 02467
OFF MARKET

$3,992,100

Trulia Estimate
  • 5 Beds
  • 6 Baths
  • 4,658 sqft (on 0.72 acres)

86 Randolph Rd, Brookline, MA 02467

Chestnut Hill
Est. Refi. Payment $25,308/mo*
Refinance Your Home
Currently Off Market - Sold Jan 20, 2010 for $1,825,000

Home Value

Trulia Estimate
$3.99M
Since last month
Decreased$162K (-3.9%)
Since last year
Increased$118K (+3%)
Since last sale
Increased$2M (+118.7%)
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 +35% in the last 10 years
MonthEstimated value
2026
October 2026$3.99M
September 2026$4.09M
August 2026$4.15M
July 2026$4.21M
June 2026$4.27M
May 2026$4.2M
April 2026$4.14M
March 2026$4.14M
February 2026$4.01M
January 2026$3.97M
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
59 Randolph Rd, Brookline, MA
0.08
Single-Family Home
$2,950,000
06/26/26
4
3.5
3,230
460 Heath St, Brookline, MA
0.24
Single-Family Home
$2,900,000
10/05/26
5
3.5
6,196
120 Cabot St, Brookline, MA
0.21
Single-Family Home
$5,700,000
11/25/25
6
7.5
8,849
130 Cabot St, Brookline, MA
0.23
Single-Family Home
$5,700,000
04/23/26
6
8
9,755
76 Norfolk Rd, Brookline, MA
0.21
Single-Family Home
$2,325,000
12/04/25
3
3
2,486
88 Cutler Ln, Brookline, MA
0.42
Single-Family Home
$5,860,000
02/18/26
6
6.5
7,450
335 Heath St, Brookline, MA
0.03
Single-Family Home
$7,650,000
12/11/25
7
8
12,814
98 Spooner Rd, Brookline, MA
0.49
Single-Family Home
$3,300,000
06/15/26
4
4.5
3,628
124 Chestnut Hill Rd, Newton, MA
0.60
Single-Family Home
$5,750,000
08/04/26
5
7.5
7,359
85 Gate House Rd, Newton, MA
0.76
Single-Family Home
$3,855,000
09/24/26
5
5.5
8,000

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
359 Heath St, Brookline, MA 02467
0.02
$3,363,100
6
5
4,900
Off Market
78 Randolph Rd, Brookline, MA 02467
0.03
$5,011,800
5
5
5,170
Off Market
335 Heath St, Brookline, MA 02467
0.03
$7,964,700
7
8
12,814
Off Market
375 Heath St, Brookline, MA 02467
0.04
$3,395,100
4
5
4,098
Off Market
331 Heath St, Brookline, MA 02467
0.04
$3,750,000
3
3.5
3,790
For Sale
79 Randolph Rd, Brookline, MA 02467
0.04
$2,804,800
4
3.5
3,225
Off Market
70 Randolph Rd, Brookline, MA 02467
0.05
$4,545,000
5
4.5
6,000
Off Market
333 Heath St, Brookline, MA 02467
0.06
$5,704,600
5
5
5,170
Off Market
69 Randolph Rd, Brookline, MA 02467
0.06
$4,012,200
6
6.5
6,879
Off Market
329 Heath St, Brookline, MA 02467
0.06
$7,174,500
6
11
7,678
Off Market
385 Heath St, Brookline, MA 02467
0.06
$3,119,700
5
4
3,982
Off Market
42 Jefferson Rd, Brookline, MA 02467
0.07
$4,046,700
5
6
5,658
Off Market
59 Randolph Rd, Brookline, MA 02467
0.08
$2,950,000
4
3.5
3,230
Recently Sold
393 Heath St, Brookline, MA 02467
0.08
$3,382,500
4
4
3,221
Off Market
1014 Boylston St, Brookline, MA 02467
0.09
$16,980,000
7
9.5
13,343
For Sale
324 Heath St, Brookline, MA 02467
0.09
$5,520,300
6
7
5,843
Off Market
36 Jefferson Rd, Brookline, MA 02467
0.09
$3,051,300
3
4
3,773
Off Market
327 Heath St, Brookline, MA 02467
0.09
$6,216,500
4
5
5,819
Off Market
58 Randolph Rd, Brookline, MA 02467
0.09
$3,487,300
4
4
4,845
Off Market
58 Randolph Rd, Chestnut Hill, MA 02467
0.09
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 86 Randolph Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1920
0.72 acre lot
4,658 sqft
$857/sqft

About this House

This elegant Chestnut Hill home has beautiful garden views from almost every room. The lovely detailing includes French doors and windows, 6 fireplaces, 9' ceilings, solarium and butler?s pantry. The property is on 3/4 acre of private grounds with brick walled garden and mature landscaping. The Pre-War Construction qualities and details found here are not to be had in Recent Construction. From this private enclave, Boston is a short commute and its attractions, museums, symphony, only 15 mins.
86 Randolph Rd, Brookline, MA 02467 is a 5 bedroom, 6 bathroom, 4,658 sqft single-family home in Chestnut Hill, built in 1920. It last sold for $1,825,000 on Jan 20, 2010. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,992,100.

Home Details for 86 Randolph Rd

Interior Features

Interior Details
BasementNumber of Rooms: 13
Heating & Cooling
Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: SlateExterior: Brick

Property Information

Year Built
Year Built: 1920Year Updated: 1966
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.72 acres

Price and Tax history

DateEventPrice
Jan 20, 2010
Source: N/A
Sold
$1,825,000
Jul 31, 2009
Source: Agent Provided
ListingRemoved
$2,275,000
Jul 14, 2009
Source: Agent Provided
Listed For Sale
$2,275,000

Market trends in Brookline

Last updated September 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.19M
$50.67KMoM
Sale-to-List Price
98.7%
0.6%MoM
Price per sq ft
$806
$3MoM
Available listings
227
39MoM
Sourced by Trulia Market Trends

Around this home

Neighborhood Overview

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

What Locals Say about Chestnut Hill

This October

Trick-or-Treat Score

Built from what locals say about Chestnut Hill.
  • 91% say there are sidewalks
  • 70% say there's holiday spirit
  • 55% say there are community events
Trulia Trick or TreatStart Ghost Hunt
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 86 Randolph Rd

  • What is 86 Randolph Rd estimated to be worth?
    Trulia's estimated value for 86 Randolph Rd in Brookline, MA is $3,992,100.
  • What is the price history for 86 Randolph Rd?
    86 Randolph Rd in Brookline, MA last sold for $1,825,000 in January 2010.
  • Is Brookline a buyer's or seller's market?
    Brookline is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Brookline?
    The median sale price in Brookline is $1.19M. That is down $50.67K from the prior month.
  • How big is the lot at 86 Randolph Rd?
    The lot at 86 Randolph Rd in Brookline, MA is about 0.72 acres (31,245 sq ft).

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