

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 for 59 Randolph
Total Rooms: 10
Bedrooms: 4
Bathrooms: 3Full 1Half
Living Area: 3,230
Lot Size (Acres/SF): 0.3/ 13,213
Lot Features:
Levels:
Total Parking Spaces: 4
Garage Spaces: 2
Parking Features: Attached
Listing ID: 73508323
Postal Code: 02467
Neighborhood: Chestnut Hill
Elementary School District: Roland Hayes
Elementary School Buffer Zone:
High School: Brookline High School
Year Built: 1920
Architectural Style:
Basement: Full
Features for 59 Randolph
Heating: Baseboard, Steam, Natural Gas
Heating Zones:
Fireplaces: 1
Accessibility Features:
Association: False
Association Fee:
Fee Frequency:
Association Fee Includes:
Association Amenities:
Management Type:
Optional Fee:
Optional Fee Includes:
Elevator: False
Cooling: Central Air
Cooling Zones:
Private Pool: False
Pool Features:
Waterfront: False
Waterfront Features:
Pets Allowed:
Entry Level (Floor):
Entry Location:
Complex Complete: False
Total Units in Building:
Owner Occupied Units:
Utilities & Financials for 59 Randolph
Electric:
Water Source: Public
Sewer: Public Sewer
Utility Connections:
Annual Tax: $24,629
Assessed Value: $2,632,300
Tax Year: 2025
Disclosures for 59 Randolph
Disclosures:
Exclusions:
Property Attached: False
Historic District:
Zoning Code: S-10
Zoning Description: SINGLE-FAMILY
Zoning Category: single_family
Zoning FAR:
Zoning Min Lot: 10,000
Lead Paint: Unknown
SqFt Includes Basement: False
Square Feet Disclosures:
Voting Precinct: 15 Located at Fire Station 6 (Rear), 962 Hammond Street
Listing Lifecycle for 59 Randolph
List Date: 2026-04-28
Off Market Date:
Under Agreement Date:
Sold Date:
List Office: Classic Realty
Listing Agent: Holly Kampler
Original List Price: $2,849,000
Sold Price: ()
Square Feet Disclosures:
Last Updated on: 2026-04-29 00:01:35 from: mls-pin
Buyer’s Office:
Buyer’s Agent:



