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.
This home has been viewed 7 times
Last Checked: October 19th, 2026 at 6:08am (Source: MLS PIN #73590483)
Garage Parking
Green Features
Air Conditioning
Lead Paint Free
Accessible Features
General Information for 55 Singletree Rd, Brookline MA 02467
Listing ID73590483
Property TypeSingle Family / Detached
Price$34,000,000 ($1,776.57/SqFt)
StyleColonial
CityBrookline
CountyNorfolk
Neighborhood(s)Chestnut Hill (Brookline / Newton / Boston), Woodland Heath (Brookline) v1
Garage Parking4
ZoningS25
Year Built2015
Year Built SourceBuilder
Year Built DetailsApproximate,Renovated Since
Handicap Access / Features1
Interior Features for 55 Singletree Rd, Brookline MA 02467
Approximate Living Area Total19138
Living Area Includes BasementYes
Rooms24
Bedrooms7
Primary En Suite BathroomYes
BasementFull
Cooling1, Split
Fireplaces
AppliancesRange
Flooring
Electric220 Volts
Exterior Features for 55 Singletree Rd, Brookline MA 02467
Approximate Lot Size (Acres)2.06
Approximate Lot Size (Square Feet)89733
Total Parking12 (4 Garage)
Garage Parking4
WaterPublic,private
SewerPublic Sewer
Lot Features
Parking Features1
Exterior FeaturesPorch
Foundation Materials
Construction Materials
Road Frontage Type
Patio & PorchCovered
Roof MaterialAsphalt/fiberglass Shingles
Utility Connections110 Volts
Water Views
Water Views Features
Waterfront0
Waterfront Features
Pool FeaturesAssociation
Horse Permitted0
Horse Amenities
Disclosures for 55 Singletree Rd, Brookline MA 02467
Lead PaintNone
UFFI
Living Area Includes BasementYes
Living Area Disclosure
Building Area SourceMeasured
Special Listing Conditions
ExclusionsAll Tenant Possessions
Compensation Based On
Financial Information for 55 Singletree Rd, Brookline MA 02467
Association Fee
Association Fee Frequency
Association Fee Includes
Real Estate Tax197379
Tax Year2026
Assessed Value$19,275,300
Location Information for 55 Singletree Rd, Brookline MA 02467
Neighborhood(s)Chestnut Hill (Brookline / Newton / Boston), Woodland Heath (Brookline) v1
Area AmenitiesWalk/jog Trails
Contact Information for 55 Singletree Rd, Brookline MA 02467
Agent
Name: The Sarkis Team
Office
Name: Douglas Elliman Real Estate - The Sarkis Team