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.
Single-familyProperty Type
1920Year Built
0.3 acresLot Size
$913Price/Sq.Ft.
2 garage spacesParking
Listed by Holly Kampler• Classic Realty
Listed by Jerry Kampler• Classic Realty
Bought with Rachel Goldman• MGS Group Real Estate LTD
Est. $6,156 per month, based on comparable rentals
Sale and tax history for 59 Randolph
Sale History
Tax History
Date
Event
Price
MLS PIN #73508323
Jun 26, 2026
Sold
$2,950,000
$913/sq ft
Apr 30, 2026
Contingent
—
Apr 28, 2026
Listed
$2,849,000
$882/sq ft
MLS PIN #70058809
Oct 28, 2004
Sold
$1,275,000
$395/sq ft
Jul 12, 2004
Listing Removed
—
Jul 6, 2004
Listed
$1,250,000
$387/sq ft
WONDERFUL FAMILY NEIGHBORHOOD - LARGE ENTERTAINMENT-SIZE LIVING ROOM. MOVE-IN CONDITION. 3 YEAR OLD CHERRY KITCHEN,LOWER LEVEL AU PAIR WITH BATH. DECK OVERLOOKING GROUNDS. LARGE MASTER WITH RECENT BATH.
MLS PIN #50498117
Sep 12, 1998
Sold
$756,500
$234/sq ft
May 28, 1998
Listing Removed
—
May 5, 1998
Listed
$780,000
$241/sq ft
WONDERFUL CHESTNUT HILL NEIGHBORHOOD.CHARMING HOME WIT H LARGE LIVING ROOM.BASEMENT ROOM WITH SEPARATE ENTRAN CE TAXES TO NOT REFLECT RESIDENTIAL EXEMPTIONNAMED EXC LUSIONS TO CONTRACT, SEE BROKER.
Public Records
Sep 15, 1975
Sold
$88,000
$27/sq ft
Year
Property tax
Land + Additions
Assessment*
2023
$22,471 (+2.7%)
$1,128,300 + $1,125,600
$2,253,900
2022
$21,873 (+8.1%)
$1,074,500 + $1,072,000
$2,146,500
2021
$20,227 (+9.4%)
$1,033,200 + $1,030,800
$2,064,000
2020
$18,497 (+5.9%)
$939,200 + $1,018,200
$1,957,400
2019
$17,468 (+0.2%)
$894,500 + $969,700
$1,864,200
2018
$17,437 (+1.5%)
$968,100 + $875,100
$1,843,200
2017
$17,180 (+1.5%)
$913,300 + $825,600
$1,738,900
2016
$16,934 (+4.4%)
$853,500 + $771,600
$1,625,100
2015
$16,221 (+4.7%)
$797,700 + $721,100
$1,518,800
2014
$15,497 (+0.7%)
$725,100 + $635,500
$1,360,600
2013
$15,390 (+2.2%)
$704,000 + $617,000
$1,321,000
2012
$15,059 (+4.7%)
$704,000 + $617,000
$1,321,000
2011
$14,384 (+3.0%)
$690,800 + $582,100
$1,272,900
2010
$13,964 (+3.2%)
$690,800 + $582,100
$1,272,900
2009
$13,525
$683,100 + $582,100
$1,265,200
Public record
Public record
Permits
Beds
4
Baths
3.5
Stories
2
Lot width
—
Lot depth
—
Lot size
0.3 Acres
Year renovated
1969
Sq. Ft.
2,848
Year built
1920
Style
Single Family Residential
County
Norfolk County
APN
43438
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 21, 2023.
Aug 24, 2023 • Final
Residential electrical
Install a new electrical outlet for a car charger in a garage.
Electrical
Ev charger
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.
Home facts updated by county records on Jul 20, 2023
Other
Listing Information
StandardStatus: Closed
Around this home
Schools
Roland Hayes School
Public PreK-8 • Assigned • 0.6mi
9/10
Brookline High School
Public 9-12 • Assigned • 1.6mi
8/10
Provided by GreatSchools
Local insights from Redfin agents
Brookline will continue to be a Seller's market for the foreseeable future, driven by restrictive zoning laws that have limited increases in housing production and a stable population with relatively low turnover. This has resulted in a massive...
supply/demand imbalance that is unlikely to change.