37 Randolph Rd

3,430 Sq. Ft.
$773 / Sq. Ft.
3,430
Sq. Ft.
$773
per Sq. Ft.

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...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.

Listing Agent

  1. Elisabeth Preis

    Elisabeth Preis

    Listing Agent

    Compass

    elisabeth@compass.com

    P: (617)-997-1694

Property Details for 37 Randolph Road

Town
Brookline
MLS Area
Chestnut Hill
Area
MA-Brookline-Chestnut Hill, MA-Brookline
Architectural Style
Colonial
Style
Garden, Colonial
Garage Spaces
2
Parking Spaces
2.00
Parking Spaces Total
4
LISTING UPDATED: 06/18/2025 06:23 AM

Property Details for 37 Randolph Road

StatusSold
MLS #73374157
Days on Market2
Taxes$20,906 / year
HOA Fees-
Compass TypeSingle Family
MLS TypeSingle Family / Detached
Year Built1943
CountyNorfolk County
Buyer's Agent Compensation2.5%

Location

Sold By JW Real Estate Services, LLC, Jessica & Sam Group

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Building Information for 37 Randolph Road

Stories-Year Built1943Building Size-Lot Size0.24 AC / 10,507 SF

Payment Calculator

$14,658 per month

30 year fixed, 6.15% Interest

Principal and Interest

$12,916

Property Taxes

$1,742

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 37 Randolph Road

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Tennis Court, Park, Walk/Jog Trails, Medical Facility, Conservation Area, House of Worship, Private School, Public School, T-Station, University
  • Current Financing: Conv. Fixed
  • Living Area: 3430.0
  • Color: Blue
  • SqFt with Basement: Yes
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Water View: No
  • Year Built Details: Approximate
  • Year Built Source: Public Records
Location/School
  • Grade School: Hayes
  • High School: Brookline High
  • Middle School: Hayes
Features
Interior Features
  • Appliances: Gas Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator
  • Basement Features: Full, Partially Finished, Walk Out, Sump Pump
  • Num of Baths: 5.0
  • Num of Full Baths: 4
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 4.50
  • Bathrooms Total Integer: 5
  • FireplaceFeatures: Living Room
  • FireplaceYN: Yes
  • Fireplaces: 1
  • Flooring: Wood, Flooring - Wood, Flooring - Vinyl, Flooring - Stone/Ceramic Tile
  • Interior Features: Lighting - Overhead, Closet, Lighting - Sconce, Bathroom - Full, Bathroom - Tiled With Tub & Shower, Bathroom - With Shower Stall, Office, Entry Hall, Play Room, Bathroom, Foyer
  • Laundry Features: Sink, In Basement
  • Primary Bath: Yes
  • SpaYN: No
Exterior Features
  • Exterior Features: Deck - Composite, Rain Gutters, Garden
  • Exterior Features: Garden Area, Deck - Composite
  • Patio And Porch Features: Deck - Composite
  • Roof Material: Slate
Parking Features
  • Attached Garage: Yes
  • Carport: No
  • Covered Spaces: 2.00
  • Garage: Yes
  • Garage Parking: Attached, Garage Door Opener, Paved Drive, Off-Street, Paved Driveway
  • Open Parking: Yes
  • Parking Features: Attached, Garage Door Opener, Paved Drive, Off-Street, Paved Driveway
  • Parking Features: Off-Street, Paved Driveway
Utilities
  • Cooling: None
  • Cooling: No
  • Electric: 200+ Amp Service
  • Heating: Baseboard, Electric Baseboard, Hot Water, Natural Gas
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Area: 344.5
  • Room Primary Bedroom Features: Bathroom - Full,Closet,Flooring - Wood
  • Room Primary Bedroom Length: 13.0
  • Primary Bedroom Level: Second Floor
  • Room Primary Bedroom Width: 26.5
Bedroom 2
  • Bedroom2 Area: 170.5
  • Bedroom2 Features: Closet,Flooring - Wood,Lighting - Overhead
  • Bedroom2 Length: 15.5
  • Bedroom2 Level: Second
  • Bedroom2 Width: 11.0
Bedroom 3
  • Bedroom3 Area: 172.5
  • Bedroom3 Features: Closet,Flooring - Wood,Lighting - Overhead
  • Bedroom3 Length: 11.5
  • Bedroom3 Level: Second
  • Bedroom3 Width: 15.0
Bedroom 4
  • Bedroom4 Area: 100.0
  • Bedroom4 Features: Closet,Flooring - Wood,Lighting - Sconce
  • Bedroom4 Length: 10.0
  • Bedroom4 Level: Second
  • Bedroom4 Width: 10.0
Bedroom 5
  • Bedroom5 Area: 181.25
  • Bedroom5 Features: Closet,Flooring - Wood,Lighting - Overhead
  • Bedroom5 Length: 14.5
  • Bedroom5 Level: Third
  • Bedroom5 Width: 12.5
Bathroom 1
  • Bathroom1 Area: 21.0
  • Bathroom1 Features: Bathroom - Half,Pedestal Sink
  • Bathroom1 Length: 3.5
  • Bathroom1 Level: First
  • Bathroom1 Width: 6.0
Bathroom 2
  • Bathroom2 Area: 55.25
  • Bathroom2 Features: Bathroom - Full,Bathroom - With Tub & Shower,Flooring - Stone/Ceramic Tile
  • Bathroom2 Length: 8.5
  • Bathroom2 Level: Second
  • Bathroom2 Width: 6.5
Bathroom 3
  • Bathroom3 Area: 28.0
  • Bathroom3 Features: Bathroom - Full,Bathroom - With Tub & Shower
  • Bathroom3 Length: 4.0
  • Bathroom3 Level: Second
  • Bathroom3 Width: 7.0
Dining Room
  • Dining Room Area: 193.75
  • Dining Room Features: Flooring - Wood,Wainscoting,Lighting - Pendant,Decorative Molding
  • Dining Room Length: 15.5
  • Dining Room Level: Main,First
  • Dining Room Width: 12.5
Family Room
  • Family Room Area: 282.0
  • Family Room Features: Flooring - Wood,Balcony / Deck,Exterior Access
  • Family Room Length: 23.5
  • Family Room Level: Main,First
  • Family Room Width: 12.0
Kitchen
  • Kitchen Area: 168.0
  • Kitchen Features: Flooring - Wood,Exterior Access
  • Kitchen Length: 12.0
  • Kitchen Level: Main,First
  • Kitchen Width: 14.0
Laundry
  • Laundry Dimen: 9.5X8.5
Living Room
  • Room Living Room Area: 351.0
  • Room Living Room Features: Flooring - Wood,Decorative Molding
  • Room Living Room Length: 13.0
  • Room Living Room Level: Main,First
  • Room Living Room Width: 27.0
Other Room 1
  • Room Office Area: 162.5
  • Room Office Features: Flooring - Wood,Lighting - Overhead
  • Room Office Length: 13.0
  • Room Office Level: Third
  • Room Office Width: 12.5
Property Information
Property Info
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
  • Road Surface Type: Paved
  • Disclosures: Taxes do not include residential exemption. Public record lists as a four bedroom.
Tax Information
  • Tax ID: 43435
  • Assessments: $2,464,700
  • Book: 27107
  • Tax Year: 2025
  • Zoning: 101
Building / Association Information
Living Characteristics
  • Beds Total: 5
Other Building Characteristics
  • Foundation: Stone
Complex & Association Information
  • Adult Community: No
Market and Agent Information
Sale Info
  • Buyer Broker Comp: 2.5

Property History for 37 Randolph Road

DateEvent & SourcePriceAppreciation
Jun 17, 2025

Sold

MLS PIN #73374157

$2,650,000—
May 16, 2025

Under Agreement

MLS PIN #73374157

—
May 16, 2025

Contingent

MLS PIN #73374157

—
May 14, 2025

Listed (Active)

MLS PIN #73374157

$2,499,000—
Oct 1, 2009

Sold (Public Record)

Public Record #276795031

$1,383,000

+0.9% / yr

Oct 1, 2009

Sold

MLS PIN #70913627

$1,383,000—
Jul 31, 2009

Under Agreement

MLS PIN #70913627

—
Jul 31, 2009

Contingent

MLS PIN #70913627

—
May 5, 2009

Listed (Active)

MLS PIN #70913627

$1,550,000—
Oct 21, 2004

Sold (Public Record)

Public Record #153808423

$1,325,000

+7.9% / yr

Oct 20, 2004

Sold

MLS PIN #70045746

$1,318,500—
Jun 14, 2004

Under Agreement

MLS PIN #70045746

—
Jun 14, 2004

Contingent

MLS PIN #70045746

—
Jun 7, 2004

Listed (Active)

MLS PIN #70045746

$1,375,000—
Aug 29, 1991

Sold (Public Record)

Public Record #88320135

$485,000—
DateEvent & SourcePrice
06/17/2025

Sold

MLS PIN #73374157

$2,650,000
05/16/2025

Under Agreement

MLS PIN #73374157

—
05/16/2025

Contingent

MLS PIN #73374157

—
05/14/2025

Listed (Active)

MLS PIN #73374157

$2,499,000
10/01/2009

Sold (Public Record)

Public Record #276795031

$1,383,000

+0.9% / yr

10/01/2009

Sold

MLS PIN #70913627

$1,383,000
07/31/2009

Under Agreement

MLS PIN #70913627

—
07/31/2009

Contingent

MLS PIN #70913627

—
05/05/2009

Listed (Active)

MLS PIN #70913627

$1,550,000
10/21/2004

Sold (Public Record)

Public Record #153808423

$1,325,000

+7.9% / yr

10/20/2004

Sold

MLS PIN #70045746

$1,318,500
06/14/2004

Under Agreement

MLS PIN #70045746

—
06/14/2004

Contingent

MLS PIN #70045746

—
06/07/2004

Listed (Active)

MLS PIN #70045746

$1,375,000
08/29/1991

Sold (Public Record)

Public Record #88320135

$485,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 37 Randolph Road

Taxable ValueLand$1,311,600Additions$1,153,100Total$2,464,700
Tax Record2025$24,327 ($2,027 / month)
Home Facts
Beds4Baths4.5Total Finished SqFt3,071 SqFtAbove Grade Finished SqFt3,071 SqFtUnfinished Basement SqFt1,370 SqFtStories2Lot Size10,507 SqFtStyleSingle Family ResidenceYear Built1943Year Renovated1967ZoningS10CountyNORFOLKAPNBROO B:435 L:0004 S:0000Fireplace TypeHas Fireplace

Schools near 37 Randolph Road

This home is within Brookline School District.
Rating
School
Type
Grades
Distance
Public - K to 8
Public - 9 to 12
Private - PK to 12
Private - 8 to 12
Rating
School
Distance
Roland Hayes School
PublicK to 8

Brookline High School
Public9 to 12

Brimmer & May School
PrivatePK to 12

Yeshiva Ohr Yisrael High School for Boys
Private8 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, 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., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.