37 Randolph Rd, Brookline, MA 02467
Property image
Property image
OFF MARKET

37 Randolph Rd
Brookline, MA 02467

Chestnut Hill
  • 5 Beds
  • 4.5 Baths
  • 3,430 sqft

$3,090,700

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $18,239/mo*
Refinance Your Home

$3,090,700

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $18,239/mo*
Refinance Your Home
5 Beds
4.5 Baths
3,430 sqft

Home Value

Trulia Estimate
$3.09M
Since last month
Increased$384K (+14.1%)
Since last year
Increased$441K (+16.6%)
Since last sale
Increased$457K (+17.2%)
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 +69% in the last 10 years
MonthEstimated value
2026
August 2026$3.11M
July 2026$2.72M
June 2026$2.72M
May 2026$2.71M
March 2026$2.66M
February 2026$2.68M
January 2026$2.64M
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
35 Jefferson Rd, Brookline, MA
0.06
Single-Family Home
$2,245,000
09/08/25
5
3.5
3,634
59 Randolph Rd, Brookline, MA
0.05
Single-Family Home
$2,950,000
06/26/26
4
3.5
3,230
98 Spooner Rd, Brookline, MA
0.47
Single-Family Home
$3,300,000
06/15/26
4
4.5
3,628
76 Norfolk Rd, Brookline, MA
0.12
Single-Family Home
$2,325,000
12/04/25
3
3
2,486
520 Clinton Rd, Brookline, MA
0.60
Single-Family Home
$2,394,900
08/21/26
4
3.5
2,996
167 Willard Rd, Brookline, MA
0.64
Single-Family Home
$3,400,000
09/23/25
4
3.5
3,298
25 Chestnut Hill Rd, Newton, MA
0.71
Single-Family Home
$2,200,000
07/29/26
4
3.5
2,800
46 Malia Ter, Newton, MA
0.48
Single-Family Home
$3,036,350
10/06/25
5
4.5
3,909
401 Clinton Rd, Brookline, MA
0.86
Single-Family Home
$2,200,000
06/15/26
5
3.5
3,463
17 Glenland Rd, Chestnut Hill, MA
0.65
Single-Family Home
$3,170,000
06/01/26
5
4.5
5,798

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
409 Heath St, Brookline, MA 02467
0.04
$3,576,500
5
3.5
3,500
Off Market
401 Heath St, Brookline, MA 02467
0.05
$2,655,600
5
3.5
3,819
Off Market
59 Randolph Rd, Brookline, MA 02467
0.05
$2,950,000
4
3.5
3,230
Recently Sold
35 Jefferson Rd, Brookline, MA 02467
0.06
$2,325,400
5
3.5
3,634
Off Market
460 Heath St, Brookline, MA 02467
0.11
$2,999,000
5
3.5
6,196
For Sale
476 Heath St, Brookline, MA 02467
0.12
$4,033,200
7
5.5
6,130
Off Market
42 Jefferson Rd, Brookline, MA 02467
0.08
$4,156,400
5
6
5,658
Off Market
5 Jefferson Rd, Brookline, MA 02467
0.09
$3,016,400
3
4
4,543
Off Market
76 Norfolk Rd, Brookline, MA 02467
0.12
$2,325,000
3
3
2,486
Recently Sold
1014 Boylston St, Brookline, MA 02467
0.13
$16,980,000
7
9.5
13,343
For Sale
19 Crafts Rd, Brookline, MA 02467
0.14
$4,555,500
5
5.5
6,995
Off Market

Local Information

  • Map ViewExplore the area around 37 Randolph 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
1943
Living Area
3,430 sqft
Price/Sqft
$901
Parking
2 Car Garage

About this House

Ideally situated on an enchanting tree-lined block in Brookline's Chestnut Hill, this stately slate-roof, cedar-clad Colonial exudes classic architectural elegance. High ceilings, hardwood floors and exquisite millwork distinguish the main level living spaces, from the gracious entry foyer and expansive living room with a fireplace and built-in bookshelves to the luminous formal dining room. The bright, inviting eat-in kitchen offers views of a lush, generously proportioned backyard. French doors off the living room lead to a fabulous family room with access to a sleek modern deck perfect for al fresco dining. Upstairs, the second level offers four bedrooms and three full baths, including a grand primary suite. Versatile third floor with fifth bedroom, bath, and office. Wonderful semi-finished walkout lower level with play room, laundry, room, and storage. 200 amp electrical. Premier location near first-class shopping and dining, public and private schools, and the Green Line.
37 Randolph Rd, Brookline, MA 02467 is a 5 bedroom, 5 bathroom, 3,430 sqft single-family home in Chestnut Hill, built in 1943. It last sold for $2,650,000 on Jun 17, 2025 (6% above the $2,499,000 asking price). It is currently off market. The Trulia Estimate is $3,090,700, with a rent estimate of $7,974/month.
Last check for updates: about 24 hours ago
Listed by Elisabeth Preis, (617) 997-1694
Compass, (617) 752-6845
Bought with: Jessica & Sam Group, (508) 615-1207, JW Real Estate Services, LLC, (508) 615-1207
Source: MLS PIN, MLS#73374157

Home Details for 37 Randolph Rd

Interior Features

Interior Details
Basement: Full,Partially Finished,Walk-Out Access,Sump PumpNumber of Rooms: 11Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Living Room, Office
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3430 Square Feet
Appliances & Utilities
Appliances: Gas Water Heater, Range, Dishwasher, Disposal, Microwave, RefrigeratorDishwasherDisposalLaundry: Sink,In BasementMicrowaveRefrigerator
Heating & Cooling
Heating: Baseboard,Electric Baseboard,Hot Water,Natural GasNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Living RoomHas a FireplaceNo Spa
Gas & Electric
Electric: 200+ Amp Service
Windows, Doors, Floors & Walls
Flooring: Wood, Flooring - Wood, Flooring - Vinyl, Flooring - Stone/Ceramic Tile
Levels, Entrance, & Accessibility
Floors: Wood, Flooring Wood, Flooring Vinyl, Flooring Stone Ceramic Tile

Exterior Features

Exterior Home Features
Roof: SlatePatio / Porch: Deck - CompositeExterior: Deck - Composite, Rain Gutters, GardenFoundation: StoneGarden
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 4Parking: Attached,Garage Door Opener,Paved Drive,Off Street,Paved
Frontage
Road Frontage: PublicRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 3071Finished Area (below surface): 359

Property Information

Year Built
Year Built: 1943
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Not Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: 43435

Price & Status

Price
List Price: $2,499,000
Status Change & Dates
Off Market Date: Fri May 16 2025

Active Status

MLS Status: Sold

Location

Direction & Address
City: Brookline
School Information
Elementary School: HayesJr High / Middle School: HayesHigh School: Brookline High

Building

Building Area
Building Area: 3430 Square Feet

Community

Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Conservation Area, House of Worship, Private School, Public School, T-Station, UniversityNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 10507 sqft

Miscellaneous

BasementMls Number: 73374157Above Grade Unfinished Area: 3071

Additional Information

Public TransportationShoppingTennis Court(s)ParkWalk/Jog TrailsMedical FacilityConservation AreaHouse of WorshipPrivate SchoolPublic SchoolT-StationUniversity

Price and Tax history

DateEventPrice
Jun 17, 2025
Source: MLS PIN #73374157
Sold
$2,650,000
May 14, 2025
Source: MLS PIN #73374157
Listed For Sale
$2,499,000
Oct 1, 2009
Source: N/A
Sold
$1,383,000
Jun 19, 2009
Source: Agent Provided
PriceChange
$1,475,000
Price decreased by 5%
May 16, 2009
Source: Agent Provided
Listed For Sale
$1,550,000

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

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

The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.

Frequently asked questions about 37 Randolph Rd

  • What is 37 Randolph Rd estimated to be worth?
    Trulia's estimated value for 37 Randolph Rd in Brookline, MA is $3,090,700.
  • What is the price history for 37 Randolph Rd?
    37 Randolph Rd in Brookline, MA last sold for $2,650,000 in June 2025.
  • 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.
  • Does 37 Randolph Rd have laundry facilities?
    Yes, 37 Randolph Rd in Brookline, MA has laundry facilities.
  • How big is the lot at 37 Randolph Rd?
    The lot at 37 Randolph Rd in Brookline, MA is about 0.24 acres (10,507 sq ft).

Explore by feature - Pet Friendly

305 pet-friendly rentals in Brookline, MA

Explore by feature - Garage

71 rentals with a garage in Brookline, MA

Explore by feature - Air Conditioning

556 rentals with air conditioning in Brookline, MA

Explore by feature - Pool

66 rentals with a pool in Brookline, MA

Explore by feature - Washer/dryer

861 rentals with a washer/dryer in Brookline, MA

Explore by feature - Outdoor Space

19 rentals with an outdoor space in Brookline, MA

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 37 Randolph Rd

Skip to last item
Skip to first item

Homes for sale near 37 Randolph Rd

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item