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Single family home for sale at 55 Singletree Rd, Chestnut Hill, MA 02467 | MLS# 73590483 | Listing updated on 2026-10-14
Photo 1 of Single family home for sale at 55 Singletree Rd, Chestnut Hill, MA 02467 | MLS# 73590483 | Listing updated on 2026-10-14
Photo 2 of Single family home for sale at 55 Singletree Rd, Chestnut Hill, MA 02467 | MLS# 73590483 | Listing updated on 2026-10-14
Photo 3 of Single family home for sale at 55 Singletree Rd, Chestnut Hill, MA 02467 | MLS# 73590483 | Listing updated on 2026-10-14
Photo 4 of Single family home for sale at 55 Singletree Rd, Chestnut Hill, MA 02467 | MLS# 73590483 | Listing updated on 2026-10-14
36+
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Street View

$34,000,000

Monthly Est:$169,230

  • Beds Icon7 Beds
  • Beds Icon
    16 Baths
  • Beds Icon19,138sqft

55 Singletree Rd, Chestnut Hill, MA 02467

$169,230/moEst:

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  • Single Family Residence

  • Built in 2015

  • $-- HOA

  • 2.06 acres lot

  • $1,777/sq.ft

Description

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.

  • Houzeo last checked: 3 minutes ago
  • Listing updated: October 14, 2026 at 8:34 pm
  • Listing Provided by: The Sarkis Team (617) 875-4950 | Douglas Elliman Real Estate - The Sarkis Team (781) 603-8702
  • Source: MLS Property Information Network-MA | MLS#: 73590483 MLS Property Information Network-MA

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Norfolk County

  • City

    Chestnut Hill

  • Neighborhood

    --

  • Year Built

    2015

  • HOA Fees

    -

  • Finished Area

    19,138 sqft

  • Lot Size

    2.06 acres lot

  • Basement Area

    - sqft

  • MLS Name

    MLS Property Information Network

  • MLS Number

    73590483

  • MLS Status

    New

  • Days on Market

    2

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 7

    Bathrooms: 16

Interior

  • Cooling

    Central Air

  • Appliances

    Range, Oven, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator, Range Hood, Instant Hot Water

  • Sewer

    Public Sewer

  • 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

  • Interior Features

    Sauna/steam/hot Tub, Wet Bar, Wired For Sound, Elevator

  • Heating

    Central

  • Window Features

    Insulated Windows

Construction

  • Year Built

    Year Built: 2015

  • Home type

    Single Family Residence

  • Architectural Style

    Contemporary

  • Foundation Details

    Concrete Perimeter

  • Roof

    Rubber

Utilities & Energy

  • Parking Features

    Attached, Heated Garage, Workshop In Garage, Garage Faces Side, Oversized, Off Street, Driveway

  • Water Source

    Public, Private

  • Pool Features

    Pool Inground Heated

  • Utilities

    For Gas Range

  • Security Features

    Security System

  • Electric

    Generator

  • Basement

    Full, Finished

Other Features

  • 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

  • Disclosures

    Property Was Built In 2 Phases Over Multiple Years. Year Built Is Approximate. Some Photos Virtually Enhanced For Marketing Purposes Only. Buyers To Preform All Due Diligence.

  • Patio And Porch Features

    Deck, Deck Roof, Patio, Covered

Price History

DateEventPrice

10/14/2026

Source: mls_logoMLS Property Information Network-MA #73590483

Listed for Sale

$34,000,000

$1,777/sqft

Nearby Homes

Based on information provided to and compiled by MLS Property Information Network, Inc. covering through Oct 17, 2026, 12:15AM. 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 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 or leasing 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 or leasing. 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. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified. © 2026 MLS Property Information Network, Inc. All Rights Reserved.

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