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.
Listed by Jerry Kampler
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Classic Realty
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617-230-3131
Listed by Holly Kampler
·
Classic Realty
Last updated April 30, 2026
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Source: MLSPin #73508323
Listing Facts
TypeSingle-family
NeighborhoodWoodland Heath
Bedrooms4
Bathrooms4
Days on Prevu2
Taxes$24,629/year
Size3,230 sqft
Price per sqft$882
Amenities
Air Conditioning
Parking
Location
Mortgage Calculator
Listing History
04/30/2026
Status changed to In Contract
$2,849,000
04/28/2026
Listed by Classic Realty
$2,849,000
Property Details for 59 Randolph
Exterior
Construction
Year Built: 1920
Year Built Details: Actual
Architectural Style: Tudor
Measurements
Building Area Total: 3,230
Building Area Units: Square Feet
Lot Features: Level
Lot Size Acres: 0.30
Lot Size Area: 0
Lot Size Square Feet: 13,213
Lot Size Units: Acres
Financial
Taxes
Parcel Number: 43438
Tax Annual Amount: $24,629.00
Tax Assessed Value: $2,632,300.00
Tax Year: 2025
Interior
Features
Appliances: Gas Water Heater
Fireplace: Yes
Fireplaces Total: 1
Measurements
Living Area: 3,230
Living Area Source: Owner
Rooms
Basement: Full
Bathrooms Full: 3
Bathrooms Half: 1
Bathrooms Total Integer: 4
Bedrooms Total: 4
Rooms Total: 10
Other
Location
Subdivision Name: Chestnut Hill
Parking
Parking
Attached Garage: Yes
Covered Spaces: 2
Garage Spaces: 2
Garage: Yes
Open Parking Spaces: 2
Parking Features: Attached
Parking Total: 4
Schools
Elementary School
Elementary School: Haynes School
High School
High School: Brookline High
Utilities
Equipment
Cooling: Central Air
Has Cooling: Yes
Electric: 110 Volts, 200+ Amp Service
Heating: Baseboard, Steam, Natural Gas
Has Heating: Yes
Sewer: Public Sewer
Water Source: Public
Frequently Asked Questions
How many bedrooms and bathrooms does this single-family home have?
There are 4 bedrooms and 4 bathrooms in this single-family home at 59 Randolph.
What schools are nearby to 59 Randolph?
Nearby schools include the Haynes School Elementary School and Brookline High.
Does this single-family home have parking?
Yes, there are 2 parking spaces available for 59 Randolph.
What are the annual taxes for 59 Randolph?
Annual taxes for this single-family home are estimated at $24,629.
How does 59 Randolph compare to other single-family homes in Woodland Heath?
This single-family home is listed 70% below the average price for single-family homes in Woodland Heath and has been on the market for 66 less days than the typical home in this area.
What is the square footage on this single-family home?
According to the MLS, this listing is 3,230 sqft.
59 Randolph is a 4-bedroom, 4-bath single-family home for sale in Brookline MA 02467. On Prevu for 2 days at $2,849,000. This residence features 3,230 square feet of living space, located in Norfolk County. The median listing price for single-family homes in this area is $8,422,000. Nearby schools include Haynes School Elementary School and Brookline High. The home offers air conditioning and parking. Explore more single-family home listings in Norfolk County.
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