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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.

More Info

Basic Information

  • Bedrooms4
  • Mls StatusUnder Agreement
  • Bathroom4
  • Contingency Pending P&S
  • Lot Features Level
  • Parcel Number 43438

Tax Information

  • Tax Assessed Value $2,632,300
  • Tax Year 2025
  • Taxes$24,629

School Information

  • High School Brookline High
  • Elementary SchoolHaynes School
  • High SchoolBrookline

Parking

  • Parking Spaces4
  • Covered Spaces 2
  • Garage YN Yes
  • Parking Features Attached

Rooms

  • Bathrooms Total Decimal 3.5
  • Full Bath3
  • Half Baths1

Basic Information

  • List Price$2,849,000
  • MLS Number73508323
  • Modification Date05/07/2026
  • Property SubTypeSingle Family Residence
  • PurchaseContractDate04/29/2026
  • Virtual TourView Tour

Location

  • SubdivisionChestnut Hill
  • Address59 Randolph
  • Building Number59
  • CountyNorfolk
  • StateMA
  • StreetRandolph
  • TownBrookline
  • Zip02467

Building

  • Attached Garage YN Yes
  • BasementFull
  • Building Area Units Square Feet
  • FireplaceYes
  • Fireplaces Total 1
  • FoundationConcrete Perimeter
  • Garage Spaces2
  • Property StyleTudor
  • Rooms10
  • Year Built1920
  • Year Built Details Actual
  • Year Built Source Public Records

Property

  • Acreage0.3

Utilities

  • Cooling Central Air
  • Cooling YN Yes
  • Electric 110 Volts,200+ Amp Service
  • Heat SystemYes
  • Heating Baseboard, Steam, Natural Gas
  • Sewer Public Sewer
  • Water Source Public

Property Information

  • Square Feet3,230
  • Building Area Source Owner
  • Living Area 3,230
  • Lot Size Square Feet 13,213
  • Lot Size Units Acres

Amenities

  • Appliances IncludedGas Water Heater

Legal

  • ZoningS-10

Other

  • Date Listed04/28/2026
  • Farm Land Area Units Square Feet
  • View Count3

Map Location

Driving Directions

Listed by Holly Kampler of Classic Realty

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