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For sale
  • $34,000,000

    55 Singletree Rd, Brookline, MA 02467

    7beds
    19,138sqft
    : 
    $227,254/mo
    Get pre-qualified
    Single Family Residence
    Built in 2015
    2.06 Acres Lot
    $31,915,600 Zestimate®
    $1,777/sqft
    $-- HOA

    What's special

    Exceptional materialsCustom craftsmanshipAdjacent to the reservoir
    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.
    15 days
    7,420
    421

    Zillow last checked:

    Listing updated:

    Listed by:

    The Sarkis Team 617-875-4950,

    Douglas Elliman Real Estate - The Sarkis Team 617-875-4950

    Source: MLS PIN,MLS#: 73590483

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 7
      • Bathrooms: 16
      • Full bathrooms: 10
      • 1/2 bathrooms: 6
      Primary bathroom
      • Features: Yes
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Range, Oven, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator, Range Hood, Instant Hot Water
      Features
      • Sauna/Steam/Hot Tub, Wet Bar, Wired for Sound, Elevator
      • Doors: Insulated Doors, French Doors
      • Windows: Insulated Windows
      • Basement: Full,Finished
      • Number of fireplaces: 5
      Interior area
      • Total structure area: 19,138
      • Total interior livable area: 19,138 sqft
      • Finished area above ground: 13,062
      • Finished area below ground: 6,076

      Property

      Parking
      • Total spaces: 8
      • Parking features: Attached, Heated Garage, Workshop in Garage, Garage Faces Side, Oversized, Off Street, Driveway
      • Attached garage spaces: 4
      • Uncovered spaces: 4
      Accessibility
      • Accessibility features: Accessible Entrance
      Features
      • Patio & porch: Deck, Deck - Roof, Patio, Covered
      • Exterior features: Deck, Deck - Roof, Patio, Covered Patio/Deck, Balcony, Pool - Inground Heated, Cabana, Tennis Court(s), Rain Gutters, Hot Tub/Spa, Storage, Professional Landscaping, Sprinkler System, Decorative Lighting, Fenced Yard, City View(s), Garden, Guest House, Stone Wall
      • Has private pool: Yes
      • Pool features: Pool - Inground Heated
      • Has spa: Yes
      • Spa features: Private
      • Fencing: Fenced
      • Has view: Yes
      • View description: City View(s), City
      Lot
      • Size: 2.06 Acres
      Details
      • Additional structures: Cabana, Guest House
      • Parcel number: 43501
      • Zoning: S25

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Contemporary
      • Property subtype: Single Family Residence
      Materials
      • Foundation: Concrete Perimeter
      • Roof: Rubber
      Condition
      • Year built: 2015

      Utilities & green energy

      • Electric: Generator
      • Sewer: Public Sewer
      • Water: Public, Private
      • Utilities for property: for Gas Range
      Green energy
      • Energy efficient items: Thermostat

      Community & HOA

      Community
      • Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station, University
      • Security: Security System
      HOA
      • Has HOA: No
      Location
      • Region: Brookline

      Financial & listing details

      • Price per square foot: $1,777/sqft
      • Tax assessed value: $19,275,300
      • Annual tax amount: $197,379
      • Date on market: 10/15/2026

        Estimated market value

        $31,915,600

        $29.68M - $33.51M

        Not available

        Price history

        DateEventPrice
        10/14/2026Listed for sale$34,000,000+771.8%$1,777/sqft
        Source: MLS PIN #73590483 Report a problem
        7/3/2002Sold$3,900,000+371328.6%$204/sqft
        Source: Public Record Report a problem
        4/30/1993Sold$1,050
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$187,133 +4.1%$18,959,800 +3%
        2024$179,759 +3.4%$18,399,100 +5.6%
        2023$173,766 +2.7%$17,428,900 +5%
        2022$169,143 +8.1%$16,598,900 +4%
        2021$156,412 +7.2%$15,960,400 +3.3%
        2020$145,947 +5.9%$15,444,100 +5%
        2019$137,820 +0.2%$14,708,600 +1.2%
        2018$137,493 +1.5%$14,534,100 +6%
        2017$135,469 +1.9%$13,711,400 +7.4%
        2016$132,984 +14.1%$12,762,400 +16.9%
        2015$116,564 +6%$10,914,200 +13.1%
        2014$109,924 +13.6%$9,650,900 +16.2%
        2013$96,758 +31.6%$8,305,400 +28.8%
        2012$73,497 +27.1%$6,447,100 +26%
        2011$57,825 +3%$5,117,300
        2010$56,137 +2.6%$5,117,300
        2009$54,704 +10.4%$5,117,300 +5.1%
        2008$49,560 +0.4%$4,868,400 -4%
        2007$49,344 +1.8%$5,071,300 -0.1%
        2006$48,473 +12.6%$5,075,700 +20.6%
        2005$43,050 +24%$4,208,200 +28.8%
        2004$34,731 +13.8%$3,267,300 +20%
        2003$30,516 +15.8%$2,722,200 +33.2%
        2002$26,362 +8.8%$2,043,600 +42.6%
        1999$24,237 $1,433,300
        Find assessor info on the county website

        Monthly payment

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        Payment breakdown

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        Climate risks

        Neighborhood: Chestnut Hill

        Getting around

        21 / 100
        Car-Dependent
        41 / 100
        Some Transit
        30 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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