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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.

More Info

Basic Information

  • Bedrooms7
  • Mls StatusNew
  • Bathroom16
  • Parcel Number 43501

Tax Information

  • Tax Assessed Value $19,275,300
  • Tax Year 2026
  • Taxes$197,379

Parking

  • Parking Spaces8
  • Covered Spaces 4
  • Garage YN Yes
  • Open Parking YN Yes
  • Parking Features
    • Attached
    • Driveway
    • Garage Faces Side
    • Heated Garage
    • Off Street
    • Oversized
    • Workshop in Garage

Rooms

  • Bathrooms Total Decimal 13
  • Full Bath10
  • Half Baths6

Basic Information

  • List Price$34,000,000
  • MLS Number73590483
  • Modification Date10/14/2026
  • Property SubTypeSingle Family Residence

Location

  • Address55 Singletree Road
  • Building Number55
  • CountyNorfolk
  • StateMA
  • StreetSingletree Road
  • TownBrookline
  • Zip02467

Building

  • Attached Garage YN Yes
  • BasementFull, Finished
  • Building Area Units Square Feet
  • Door Features Insulated Doors, French Doors
  • FireplaceYes
  • Fireplaces Total 5
  • FoundationConcrete Perimeter
  • Garage Spaces4
  • Patio And Porch Features Deck, Deck - Roof, Patio, Covered
  • Property StyleContemporary
  • Rooms24
  • Utilities For Gas Range
  • Window Features Insulated Windows
  • Year Built2015
  • Year Built Details Approximate, Renovated Since
  • Year Built Source Builder

Property

  • Acreage2.06
  • Other Structures Cabana, Guest House

Interior

  • Interior Features Sauna/Steam/Hot Tub, Wet Bar, Wired for Sound, Elevator

Exterior

  • Exterior Features
    • Balcony
    • Cabana
    • City View(s)
    • Covered Patio/Deck
    • Deck
    • Deck - Roof
    • Decorative Lighting
    • Fenced Yard
    • Garden
    • Guest House
    • Hot Tub/Spa
    • Patio
    • Pool - Inground Heated
    • Professional Landscaping
    • Rain Gutters
    • Sprinkler System
    • Stone Wall
    • Storage
    • Tennis Court(s)
  • Fencing Fenced
  • RoofRubber

Utilities

  • Cooling Central Air
  • Cooling YN Yes
  • Electric Generator
  • Heat SystemYes
  • Heating Central
  • Sewer Public Sewer
  • Water Source Public, Private

Property Information

  • Square Feet19,138
  • Building Area Source Measured
  • Living Area 19,138
  • Lot Size Square Feet 89,733
  • Lot Size Units Acres
  • Spa YN Yes
  • View YN Yes

Amenities

  • Accessibility Features Accessible Entrance
  • Amenities
    • Bike Path
    • Conservation Area
    • Golf
    • Highway Access
    • House of Worship
    • Laundromat
    • Medical Facility
    • Park
    • Pool
    • Private School
    • Public School
    • Public Transportation
    • Shopping
    • T-Station
    • Tennis Court(s)
    • University
    • Walk/Jog Trails
  • Appliances IncludedRange, Oven, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator, Range Hood, Instant Hot Water
  • Green Energy Efficient Thermostat
  • Pool Features Pool - Inground Heated
  • Pool Private YN Yes
  • Security Features Security System

Other

  • Date Listed10/14/2026
  • Farm Land Area Units Square Feet
  • Spa Features Private
  • View Count1

Map Location

Driving Directions

Listed by The Sarkis Team of Douglas Elliman Real Estate - The Sarkis Team

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