Fall’s the time for sweaters, apple cider, and scenic drives to enjoy fall foliage. In locales from West Coast to East, these estates offer private showings, allowing for appreciation of autumn’s colors without leaving home.
The Crane Estate
Woods Hole, Massachusetts | John Weyand, Sotheby’s International Realty – Falmouth Brokerage
Perched on Nantucket Sound’s Juniper Point, this historic eight-bedroom residence has been updated and augmented with every desirable modern amenity. It offers 7,500 square feet of timeless living space on three levels and enjoys 380 feet of frontage on the water and a sandy beach. The striking lighthouse-like tower provides guest living quarters, a full kitchen, a window-wrapped aerie, and a wraparound deck for surveying all the sights on land and sea, including the swaths of trees, sporting New England’s legendary fall hues.
Oldfield Farm
Greenwich, Connecticut | Joseph Barbieri, Sotheby’s International Realty – Greenwich Brokerage
One of the most significant estates in Greenwich, 18.39-acre Oldfield Farm is a peerless property featuring a majestic 14,956-square-foot manor, a pool, tennis courts, and equestrian facilities. The dazzling landscaping provides year-round color: woodland perennials, herb gardens, flowering plants, and an array of mature trees, from maple and ash to dogwood, willow, cherry, and pear. The grounds have been configured to create a variety of enchanting outdoor living spaces with views of paddocks, the captivating foliage, and sunsets.
The Highlands Estate
Yorkville, California | Todd Sheppard, Sotheby’s International Realty – Wine Country – East Napa Street Brokerage
Awash in the autumnal tones of mature trees, vineyards, fruit and olive orchards, and rolling golden hills, this classically charming 7,000-square-foot residence estate accommodates every need with six bedrooms, a chef’s kitchen, a formal dining room, a study, a great room, a gym, a billiards room, a wine cellar, a theater with stadium seating, wraparound porches, spacious decks, and a swimming pool. The 21.59-acre property also includes a pond and a delightful party barn.
Central Park West Penthouse
New York, New York | Kathryn Steinberg, Sotheby’s International Realty – East Side Manhattan Brokerage
The pièce de resistance of this one-of-a-kind penthouse is its wraparound terrace, designed for appreciation of views that encompass the southern skyline, the Hudson River, and ever-changing foliage of Central Park. Other highlights include a living room with a vaulted ceiling, a wood-burning fireplace, and a set of arched windows facing the park; a dining room; a study; a library; a French country–inspired eat-in kitchen; a restful owner’s suite; and two bedrooms, a gym, ample closet space, and a bath on the upper level.
Classic Style on the Waterfront
Water Mill, New York | Pat Petrillo & Dawn Petrillo, Sotheby’s International Realty – Southampton Brokerage
This delightful Shingle-style home and its charming one-bedroom guesthouse are nestled amid tall colorful trees on the banks of Mill Pond, an 85-acre lake perfect for sailing, kayaking, canoeing, and fishing. The home features a light-flooded living room with a fireplace, a formal dining room, a large eat-in kitchen, an adjoining family room with a fireplace, a sunroom, and five lovely bedrooms. The three-acre property also offers an oversized two-car garage, gardens, a swimming pool, and two private docks.
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