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.
Property Details
Price:
$2,849,000
MLS #:
73508323
Status:
Active
Beds:
4
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
Chestnut Hill
Listed Date:
Apr 28, 2026
Finished Sq Ft:
3,230
Total Sq Ft:
3,230
Lot Size:
13,213 sqft / 0.30 acres (approx)
Year Built:
1920
See this Listing
Schools
Elementary School:
Haynes School
High School:
Brookline High
Interior
Above Grade Finished Area
3230
Appliances
Gas Water Heater
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Fireplaces Total
1
Heating
Baseboard, Steam, Natural Gas
Exterior
Architectural Style
Tudor
Attached Garage YN
1
Covered Spaces
2
Garage Spaces
2
Lot Features
Level
Open Parking Spaces
2
Parking Features
Attached
Parking Spots
4
Parking Total
4
Financial
Tax Year
2025
Taxes
$24,629
Map
Community
- Address59 Randolph Brookline MA
- SubdivisionChestnut Hill
- CityBrookline
- CountyNorfolk
- Zip Code02467
Subdivisions in Brookline
Market Summary
Current real estate data for Single Family in Brookline as of Apr 28, 2026
90
Single Family Listed
83
Avg DOM
884
Avg $ / SqFt
$4,261,970
Avg List Price
Property Summary
- Located in the Chestnut Hill subdivision, 59 Randolph Brookline MA is a Single Family for sale in Brookline, MA, 02467. It is listed for $2,849,000 and features 4 beds, 4 baths, and has approximately 3,230 square feet of living space, and was originally constructed in 1920. The current price per square foot is $882. The average price per square foot for Single Family listings in Brookline is $884. The average listing price for Single Family in Brookline is $4,261,970. To schedule a showing of MLS#73508323 at 59 Randolph in Brookline, MA, contact your Cornerstone Real Estate agent at 617-238-7400.
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Courtesy of Classic Realty. 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.
59 Randolph
Brookline, MA