55 Singletree Rd

Brookline, MA02467

There are exceptional homes, and then there are properties conceived on an entirely different scale. 55 Singletree is the latter. Perched atop more than two private acres in Brookline, this extraordinary estate represents years of vision, craftsmanship, and investment 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, remarkably situated just minutes from Boston. The property’s elevated setting creates an extraordinary sense of seclusion while capturing 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 tranquility, expansive outdoor spaces invite both gathering and escape, and a private tennis and sports court creates a level of recreation rarely found within such close proximity to the city. Inside, the experience is equally remarkable. Monumental in scale yet intimate in feeling, the residence was created to accommodate extraordinary entertaining and everyday family life with equal ease. Spaces unfold with the refinement of a world-class boutique hotel—considered sightlines, exceptional materials, custom craftsmanship, and moments of discovery throughout—while retaining the warmth and livability of a true family home. Yet what distinguishes 55 Singletree cannot be reduced to a list of amenities. It is the totality of what has been created: the years required to realize it, the caliber of craftsmanship throughout, the privacy of more than two acres, and the seamless relationship between architecture, landscape, recreation, and views—all within one of Greater Boston’s most coveted residential communities. An estate of this scale and caliber would be extraordinarily difficult to replicate. 55 Singletree represents a singular opportunity: a private residential experience of remarkable scope, sophistication, and proximity to Boston.

Listing courtesy of The Sarkis Team of Douglas Elliman Real Estate - The Sarkis Team



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Last checked 2026-10-14 08:45 PM UTC