37 Randolph Rd, Brookline, MA 02467
OFF MARKET

37 Randolph Rd
Brookline, MA 02467

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

$2,721,800

Trulia Estimate
as of May 10, 2026
Est. Refi. Payment $15,547/mo*
Refinance Your Home

$2,721,800

Trulia Estimate
as of May 10, 2026
Est. Refi. Payment $15,547/mo*
Refinance Your Home
5 Beds
4.5 Baths
3,430 sqft

Homes for sale near 37 Randolph Rd

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Apartments for Rent

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Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from June 18, 2025

Home Highlights

Parking
2 Car Garage
Outdoor
Deck
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
106 days ago

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
Last check for updates: about 16 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

Price History for 37 Randolph Rd

DatePriceEventSource
06/17/2025$2,650,000Sold
MLS PIN #73374157
05/14/2025$2,499,000Listed For SaleMLS PIN #73374157
10/01/2009$1,383,000Sold
N/A
06/19/2009$1,475,000PriceChange
Agent Provided
05/16/2009$1,550,000Listed For SaleAgent Provided
10/21/2004$1,325,000Sold
N/A
08/29/1991$485,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$24,327
Assessment$2,464,700
Home facts updated by county records

Comparable Sales for 37 Randolph Rd

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
401 Heath St, Brookline, MA
0.05
Single-Family Home
$2,750,000
06/11/25
5
3.5
3,819
409 Heath St, Brookline, MA
0.04
Single-Family Home
$3,475,000
06/06/25
5
3.5
3,500
170 Reservoir Rd, Brookline, MA
0.52
Single-Family Home
$2,850,000
06/05/25
5
3
3,146
76 Norfolk Rd, Brookline, MA
0.12
Single-Family Home
$2,325,000
12/04/25
3
3
2,486
533 Hammond St, Newton, MA
0.39
Single-Family Home
$3,550,000
06/20/25
5
5.5
5,772
811 Hammond St, Brookline, MA
0.52
Single-Family Home
$2,345,000
06/10/25
4
3.5
3,205
530 Clinton Rd, Brookline, MA
0.56
Single-Family Home
$3,250,000
07/15/25
6
3.5
4,033
167 Willard Rd, Brookline, MA
0.64
Single-Family Home
$3,400,000
09/23/25
4
3.5
3,298

Assigned Schools

These are the assigned schools for 37 Randolph Rd.
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

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

What Locals Say about Chestnut Hill

At least 40 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 streets are well-lit

  • 70 % Say yards are well-kept

  • 70 % Say there's holiday spirit

  • 65 % Say people would walk alone at night

  • 65 % Say parking is easy

  • 63 % Say it's walkable to restaurants

  • 63 % Say kids play outside

  • 61 % Say it's quiet

  • 57 % Say there's wildlife

  • 55 % Say there are community events

  • 54 % Say it's walkable to grocery stores

  • 44 % Say neighbors are friendly

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.

Homes for rent near 37 Randolph Rd

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Off Market Homes Near 37 Randolph Rd

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37 Randolph Rd, Brookline, MA 02467 is a 5 bedroom, 5 bathroom, 3,430 sqft single-family home built in 1943. 37 Randolph Rd is located in Chestnut Hill, Brookline. This property is not currently available for sale. 37 Randolph Rd was last sold on Jun 17, 2025 for $2,650,000 (6% higher than the asking price of $2,499,000). The current Trulia Estimate for 37 Randolph Rd is $2,721,800.