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An extraordinary estate situated in one of Wellesley’s most desirable locations, 35 Cliff Road is an enchanting fusion of traditional elegance and aesthetic vision. From the moment of arrival, the grand architectural elements and thoughtful, understated details set the tone for this unparalleled estate. Available for the first time in 50 years, and only the second time in its history, this turn-of-the century architectural gem is a timeless masterpiece that captures the beauty of a bygone era.

This magnificent 1904 Shingle style residence by renowned Boston architects Chapman and Frazer evokes style and grandeur that has been lost to the modern day. The exquisite stone craftsmanship reaches upward to frame the entryways and porches, creating a dramatic approach to the home.

Sited on a private 1.56 acre parcel in Wellesley Hills, the residence offers large, gracious rooms and period detail, in a wonderful display of color, quality and craftsmanship that prevailed a century ago. The residence boasts a variety of rare woods that set the tone for the warmth and intimacy in even the grandest rooms in the home. The nine-foot ceilings, leaded glass windows and French doors afford abundant natural light into the interior of this south-facing residence. The house offers eight bedrooms, four full baths and two half-baths, and seven fireplaces.

Each room boasts a unique style and personality, bringing depth and character to every corner of the home. Open, double doorways provide an effortless flow between living, dining and entertaining spaces. A stunning palette of wood is paired with detailed flooring, intricate windows, high ceilings, and distinct statement light fixtures—all of which conspire to create a lavish yet classically clean aesthetic.

On the main level, the wide, elegant hallway opens to a large formal living room with pane glass windows and a custom fireplace leading to a bright and welcoming solarium. The library’s warm and enticing beams and extensive woodwork tempt one to sit and ponder its beauty in front of the fireplace. Further down the hall, the formal dining room with a gas fireplace welcomes as you look beyond through French doors to the bright breakfast room encased in large windows bringing nature into prominent view. Passing through a substantial butler’s pantry with extensive storage space and a sink, is the large kitchen, accompanied by a lovely wood stove that brings a sense of warmth and tradition. Designed for family living, the kitchen has abundant counter space and cabinets for the busiest households.

Serving as a grand entrance for the rooms above, the main staircase rises through a series of landings and steps to the second floor, where the master bedroom suite overlooks the back lawn and Wellesley’s tree-filled neighborhoods. The en-suite master bath provides relaxation with a tub and shower while the master bedroom has a formal dressing room closet and wood- burning fireplace. Three other bedrooms on this floor are spacious with large walk-in closets. Several of the residence’s other spacious bedrooms feature en-suite baths and gorgeous views of the surrounding property.

The third floor features a private office, multiple bedrooms and a game/billiards room, providing space for quintessential New England living, playing games, having cocktails, lounging and entertaining.

The house is sited on a large parcel, with verdant lawns blending seamlessly into its natural surroundings of mature trees and plantings, creating a sense of privacy and seclusion - yet the home is only a short and pleasant stroll to the commuter rail line and the amenities of Wellesley and Boston. This house is a treasure, one that may not be available again for another 50 years.

See agent about additional building lot potential.

  • See agent about additional building lot potential.
  • Disclosures – Solarium heat not working
  • Exclusions – All tiles, all artwork, Solarium light, some lighting fixtures excluded, see real estate agent

Property Details

MA2630
Shingle Style
Norfolk
Terry Maitland

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