59 Randolph Rd

3,230 Sq. Ft.
$882 / Sq. Ft.
3,230
Sq. Ft.
$882
per Sq. Ft.

Description

Ideally situated on an enchanting, tree-lined block in Brookline’s coveted Chestnut Hill, this stately slate-roof Tudor exudes classic elegance. Hardwood floors and exquisite millwork flow from the gracious foyer into an expansive living room with a cozy fireplace and custom built-ins. The luminous formal dining room leads through French doors to a sleek deck—perfect for al fresco dining overlooking lush, manicured grounds. The heart of the home is a bright, chef-inspired kitchen with rosewood cabinetry,...Ideally situated on an enchanting, tree-lined block in Brookline’s coveted Chestnut Hill, this stately slate-roof Tudor exudes classic elegance. Hardwood floors and exquisite millwork flow from the gracious foyer into an expansive living room with a cozy fireplace and custom built-ins. The luminous formal dining room leads through French doors to a sleek deck—perfect for al fresco dining overlooking lush, manicured grounds. The heart of the home is a bright, chef-inspired kitchen with rosewood cabinetry, quartz counters, and a sunny breakfast area. Upstairs, the primary suite serves as a private sanctuary with a spa-like bath and large walk-in closet. A versatile walk-out lower level offers a fourth bedroom (ideal for guests or an au pair), full bath, workout/office space, and a large wine room. Complete with an expansive backyard, this move-in-ready gem is just blocks from the Green Line, premier shopping at "The Street," and acclaimed schools.
  1. Listed by Holly Kampler • Classic Realty
  2. Listed by Jerry Kampler • Classic Realty

Property Details for 59 Randolph Road

Town
Brookline
Area
MA-Brookline
Architectural Style
Tudor
Style
Tudor
Garage Spaces
2
Open Parking Spaces
2.00
Parking Spaces Total
4
LISTING UPDATED: 04/30/2026 07:38 PM

Property Details for 59 Randolph Road

StatusContingent
MLS #73508323
Days on Market2
Taxes$24,629 / year
HOA Fees-
Property TypeSingle Family
MLS TypeSingle Family / Detached
Year Built1920
CountyNorfolk County

Location

Listing Courtesy of Classic Realty, Holly Kampler; Classic Realty, Jerry Kampler
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Building Information for 59 Randolph Road

Stories-Year Built1920Building Size-Lot Size0.30 AC / 13,213 SF

Payment Calculator

$16,399 per month

30 year fixed, 6.46% Interest

Principal and Interest

$14,346

Property Taxes

$2,052

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 59 Randolph Road

General Details
Property Details
  • Building Area Units: Square Feet
  • Living Area: 3230.0
  • SqFt with Basement: No
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Year Built Details: Actual
  • Year Built Source: Public Records
Location/School
  • Grade School: Haynes School
  • High School: Brookline High
  • Neighborhood: Chestnut Hill
Features
Interior Features
  • Appliances: Gas Water Heater
  • Basement Features: Full
  • Num of Baths: 4.0
  • Num of Full Baths: 3
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 3.50
  • Bathrooms Total Integer: 4
  • FireplaceYN: Yes
  • Fireplaces: 1
  • Primary Bath: Yes
  • SpaYN: No
Exterior Features
  • Lot Description: Level
Parking Features
  • Attached Garage: Yes
  • Carport: No
  • Covered Spaces: 2.00
  • Garage: Yes
  • Garage Parking: Attached
  • Parking Features: Attached
Utilities
  • Cooling: Central Air
  • Cooling: Yes
  • Electric: 110 Volts, 200+ Amp Service
  • Heating: Baseboard, Steam, Natural Gas
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Water: Public
Property Information
Property Info
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
Tax Information
  • Tax ID: 43438
  • Assessments: $2,632,300
  • Book: 0
  • Tax Year: 2025
  • Zoning: S-10
Building / Association Information
Living Characteristics
  • Beds Total: 4
Other Building Characteristics
  • Foundation: Concrete Perimeter
Complex & Association Information
  • Adult Community: No

Property History for 59 Randolph Road

DateEvent & SourcePriceAppreciation
Apr 29, 2026

Contingent

MLS PIN #73508323

Apr 28, 2026

Listed (Active)

MLS PIN #73508323

$2,849,000
Oct 28, 2004

Sold (Public Record)

Public Record #153808500

$1,275,000

+8.9% / yr

DateEvent & SourcePrice
04/29/2026

Contingent

MLS PIN #73508323

04/28/2026

Listed (Active)

MLS PIN #73508323

$2,849,000
10/28/2004

Sold (Public Record)

Public Record #153808500

$1,275,000

+8.9% / yr

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

Public Records for 59 Randolph Road

Taxable ValueLand$1,407,900Additions$1,087,400Total$2,495,300
Tax Record2025$24,629 ($2,052 / month)
Home Facts
Beds4Baths3.5Total Finished SqFt2,848 SqFtAbove Grade Finished SqFt2,848 SqFtUnfinished Basement SqFt1,047 SqFtStories2Lot Size13,212 SqFtStyleSingle Family ResidenceYear Built1920Year Renovated1969ZoningS10CountyNORFOLKAPNBROO B:435 L:0008 S:0000Fireplace TypeHas Fireplace

Schools near 59 Randolph Road

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

Brookline High School
Public9 to 12

Brimmer & May School
PrivatePK to 12

Yeshiva Ohr Yisrael High School for Boys
Private9 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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Listing Courtesy of Classic Realty, Holly Kampler; Classic Realty, Jerry Kampler

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.