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59 RandolphBrookline, MA 02467

In Contract

$2,849,000

Smart Buyer Rebate $14,245

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

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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

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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.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. 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, leasing or renting 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, leasing or renting. 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, or as to the accuracy of any of the Images, set forth herein.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.