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ActiveListed 5 days ago

$34,000,000

55 Singletree Rd, Brookline, MA 02467

7
beds
13
baths
19,138
sqft
Lot sizeThe land that comes with the home, as reported to the MLS.
2.06 acres
Year builtThe year the building was originally built, as reported by the listing agent.
2015
On the marketDays since the home was listed. New listings tend to move fastest.
5 days ago
Property type
Single Family Residence
Price per sqftList price divided by interior living area — handy for comparing homes of different sizes.
$1,777
ParkingSpaces that come with the home, as reported to the MLS.
8 spaces
Annual taxesLast annual property tax bill reported to the MLS. A new owner's bill can differ.
$197,379

What’s Special

  • Heated Garage
  • Central Air
  • Deck
  • City View(s)
  • Elevator
  • Pool - Inground Heated

There are exceptional homes, and then there are properties conceived on an entirely different scale. 55 Singletree is the latter. Perched atop a secluded hill on more than two private acres in Brookline, adjacent to the reservoir, this extraordinary estate offers a rare sense of privacy and tranquility just minutes from Boston. Its elevated position and naturally sheltered setting create remarkable seclusion, with no neighboring homes overlooking the pool or private outdoor spaces. Years of vision, craftsmanship, and investment have been brought to life through an extensive two-phase construction project by Thoughtforms, one of New England’s most respected custom home builders. The result is not simply a residence, but a world unto itself—an estate with the scale and experience of a private resort. The property's commanding elevation captures views toward the Boston skyline, culminating at a rooftop terrace overlooking the city. Across the grounds, architecture and landscape have been conceived as one experience. Water features introduce movement and serenity, expansive outdoor spaces invite both gathering and escape, and a private tennis and sports court creates a level of recreation rarely found so close to the city. Inside, monumental scale meets intimate refinement, with exceptional materials, custom craftsmanship, and thoughtfully designed spaces equally suited for grand entertaining and everyday family life. An estate of this scale, caliber, and extraordinary privacy would be exceptionally difficult to replicate today. 55 Singletree represents a singular opportunity: a secluded residential sanctuary offering remarkable sophistication, recreation, and proximity to Boston.

Listing courtesy of The Sarkis Team, Douglas Elliman Real Estate - The Sarkis Team · MLS PIN #73590483

Facts & Features

Status
Active
Active status flag
Active
Bedrooms
7
Bathrooms
10 full, 6 half
Living area
19,138 sqft

Interior

4
  • Sauna/Steam/Hot Tub
  • Wet Bar
  • Wired for Sound
  • Elevator

Exterior

19
  • Deck
  • Deck - Roof
  • Patio
  • Covered Patio/Deck
  • Balcony
  • Pool - Inground Heated
  • Cabana
  • Tennis Court(s)
  • Rain Gutters

Parking

7
  • Attached
  • Heated Garage
  • Workshop in Garage
  • Garage Faces Side
  • Oversized
  • Off Street
  • Driveway

Heating

1
  • Central

Cooling

1
  • Central Air

Appliances

11
  • Range
  • Oven
  • Dishwasher
  • Microwave
  • Refrigerator
  • Freezer
  • Washer
  • Dryer
  • Wine Refrigerator

MLS PIN #73590483 · Listed October 14, 2026

Location

55 Singletree Rd, Brookline · All Brookline homes

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.

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Listing courtesy of Kevin Benzinger, Boston Realty Advisors · MLS PIN #73592434

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Listing courtesy of Jeremy Freid, 128 CRE · MLS PIN #73556620

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.