55 Singletree Rd · Brookline

FOR SALE · MLS #73590483

$34,000,000

beds
7
baths
13
sqft
19,138

55 Singletree Rd

Brookline, MA 02467

LOCATION

Property location

Directions

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55 Singletree Rd, Brookline, MA 02467Open Street View

GPS

Home type
Single Family Residence
Interior living area
19,138 sqft
Year built
2015
Lot size
89,733 sqft (about 2.06 acres)
Parking spaces
8
Price per sqft
$1,777/sqft

About this home

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.

Listed by The Sarkis Team · Douglas Elliman Real Estate - The Sarkis Team
MLS PIN #73590483 · Updated 10/29/2026, 8:21:00 PM ET

Facts & features

Home overview
Property subtype
Single Family Residence
Property category
Residential
MLS status
Active
Bedrooms
7
Full bathrooms
10
Half bathrooms
6
Total bathrooms
13
Total rooms
24
Living area
19,138 sqft
Living area source
Measured
Above grade finished area
13,062 sqft
Below grade finished area
6,076 sqft
Building area
19,138
Building area units
Square Feet
Building area source
Measured
Area includes basement
Yes
Area disclosures
Additional 9k approx of outdoor living space.
Interior & systems
Heating
Central
Heating available
Yes
Cooling
Central Air
Cooling available
Yes
Appliances
Range · Oven · Dishwasher · Microwave · Refrigerator · Freezer · Washer · Dryer · Wine Refrigerator · Range Hood · Instant Hot Water
Interior features
Sauna/Steam/Hot Tub · Wet Bar · Wired for Sound · Elevator
Basement
Full · Finished
Fireplace
Yes
Fireplaces
5
Electrical service
Generator
Security features
Security System
Accessibility
Accessible Entrance
Windows
Insulated Windows
Doors
Insulated Doors · French Doors
Primary bathroom features
Yes

Price & tax details

Current asking price$34,000,000
Original asking price$34,000,000
Listed on2026-10-14
Days on market15
Tax record supplied by MLS
YearProperty taxAssessed value
2026$197,379$19,275,300

These records are supplied by the current listing. Assessed value is not market value; confirm taxes with the local assessor.

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SCHOOLS & EDUCATION

Schools & performance

2026 MA DESE

School names, grades and state-reported measures are listed below.

This listing does not name individual schools. Public school information below is context, not an attendance assignment for this address.

Nearby public schools

Sorted by straight-line distance within the city. These are not attendance boundaries or a guarantee of enrollment.

87DESE percentile

Nearby public school · not assigned

Roland Hayes

Grades PK · K · 1 · 2 · 3 · 4 · 5 · 6 · 7 · 8

Straight-line distance 0.48 km

Progress toward targets 72%

86DESE percentile

Nearby public school · not assigned

John D Runkle

Grades PK · K · 1 · 2 · 3 · 4 · 5 · 6 · 7 · 8

Straight-line distance 1.33 km

Progress toward targets 70%

96DESE percentile

Nearby public school · not assigned

William H Lincoln

Grades K · 1 · 2 · 3 · 4 · 5 · 6 · 7 · 8

Straight-line distance 1.80 km

Progress toward targets 87%

88DESE percentile

Nearby public school · not assigned

Brookline High

Grades 9 · 10 · 11 · 12

Straight-line distance 1.97 km

Progress toward targets 75%

94DESE percentile

Nearby public school · not assigned

Michael Driscoll

Grades PK · K · 1 · 2 · 3 · 4 · 5 · 6 · 7 · 8

Straight-line distance 2.19 km

Progress toward targets 92%

MLS school names do not guarantee attendance. Assignment can vary by school year, grade and admissions policy; confirm with the district before committing.
What do these numbers mean?

DESE accountability percentiles (1–99) compare schools administering similar assessments, using up to two years of indicators. These are not test scores out of 100 or GreatSchools 1–10 ratings. Progress toward targets is a separate state measure. Consider programs, support services and your child’s needs as well.

School names link to available school or district websites.

Information is deemed reliable but is not guaranteed. © 2026 MLS Property Information Network, Inc. All rights reserved.

Listings updated