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37-foot entrance gallery 37-foot entrance gallery
One of the Upper East Side's most expensive residences isn't coming from newcomers like 20 East End Avenue or 180 East 88th Street, but rather a coveted pre-war J.E.R Carpenter building at 4 East 66th Street (845 Fifth Avenue). Two years after originally listing the third-floor residence, the motivated seller, socialite Shafi Roepers, swapped brokers and slashed $10M off the price, according to TRD. Now $55M, this renovated 13-room residence boasts classic 1920's architectural details with a super luxurious, modern-day touch. 4 East 66th Street, built in 1920, stands 11 stories tall and is primely located across the street from Central Park.
4-east-66-street-3-Fl-living Living area of the recently re-listed home at 4 East 66th Street. All listing photos via Brown Harris Stevens

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4 East 66th Street
4 East 66th Street Park/Fifth Ave. to 79th St.
For $55M, you can bet that the lucky resident of this home will have a private elevator landing, a 37-foot entrance gallery, entertaining rooms with 12' ceilings, and a living room and library with wood burning fireplaces, oversized windows, and Central Park views. And, in true Fifth Avenue fashion, there is a grand scale formal dining room with yet another wood burning fireplace and a charming Juliet balcony.
4-east-66-street-3-Fl-dining Grand-scale dining room
4-east-66-street-3-Fl-library-1 Library
4-east-66-street-3-Fl-library-2
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The full-floor residence contains a pristine marble and stainless eat-in kitchen designed for functionality and comfort with multiple workspaces, a cozy banquet, lots of storage, and a large pantry. The kitchen is also equipped with two Viking refrigerators and freezers (because one just isn't enough), a 6-burner Wolf range with griddle, a wine cooler, and two dishwashers. Just beyond the kitchen lies a laundry room, more storage, a staff room with a full bathroom, and a study/playroom with an additional bathroom.
The four bedrooms of the home are ideally located to overlook the tree-lined East 66th Street. Each secondary bedroom has a private en-suite and closet space. Situated on the northeast corner, the master bedroom features a wood burning fireplace, two master baths, two dressing rooms, and a sitting room.
Additional perks of the residence include the building's pet-friendly policy, white-glove services, private storage, and even an emergency generator.
4-east-66-street-3-Fl-kitchen Kitchen
4-east-66-street-3-Fl-bedroom Bedroom
4-east-66-street-3-Fl-bath Bath
4-east-66-street-3-Fl-floorplan Floorplan of third-floor residence
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Content Specialist Sandra Herrera Sandra Herrera is a writer, editor, and graphic designer based in Brooklyn, NY.