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7 Beds
16 Baths
19,138 sqft

$34,000,000

55 Singletree Rd, Brookline MA, 02467

Price per sqft$1,776.57
Built in2015
Property size19,138 sqft
Property typeResidential

Overview

Active

New

Listed Oct 14, 2026

Updated 3h ago

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.

$226,203/mo

Est. mortgage payment based on a $34,000,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
73590483

Interior Features

Bedrooms
7
Bathrooms
16
Fireplace
Yes
Cooling
Yes
Heating
Yes
Basement
Yes

Exterior Features

Lot Size
2.06 Acres

Other Property Details

Taxes
$197,379
Tax Frequency
Annually
Garage
Yes
View
Yes
Pool
Yes
55+/Senior Community
No

This listing is provided by The Sarkis Team with Douglas Elliman Real Estate - The Sarkis Team

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Data last updated 8:41 PM UTC, 10/14/2026

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