Top 5 Pricey Sag Harbor Residences

In addition to beautiful waterfront property, Sag Harbor now boasts the Watchcase townhouses and penthouses. Here are 5 of the top priciest properties in and around this historic whaling village.

  • $5,895,000


    Located in the Village of Sag Harbor, this Contemporary beach house has a private dock and a pool. On 1.21 acres, the 3,500-square-foot residence has 4 bedrooms, 3.5 baths and a chef's kitchen.

  • $10,500,000


    This Traditional is sited on 5.27 acres of rolling meadows and overlooks a pond. The 2,500-square-foot new construction has 8 bedrooms and 10.5 baths. Amenities include a movie theater, tennis court and a gym. Outside, enjoy mahogany decks and a Moroccan-style pool pavilion at the gunite pool.

  • $7,250,000

    $7,250,000, Watchcase

    This is the largest penthouse at Watchcase. It has 3 bedrooms, 3.5 baths and exposures that overlook the harbor and village-scape. The 1,364-square-foot roof terrace have panoramic views and wood decking, plus a fire pit. Inside are two fireplaces, tall ceilings and large entertaining spaces. The great room with an open L-shaped kitchen on the main level has a glass solarium, south-facing terrace and two bedrooms.Ddesigner Steven Gambrel has mixed the history of the building and contemporary 21st-century design with details including fumed oak floors, millwork and honed marble surfaces. This includes a garage and an additional parking space.

  • $7,100,000, 22 Vitali Cilli Avenue

    $7,100,000, 22 Vitali Cilli Avenue

    Sited on Upper Sag Harbor Cove, this half-acre property in the historic district includes a waterside pool and a 150-foot dock. The Traditional 4,600-square-foot, 3-story captain's house has 4 bedrooms and 3.5 baths. Amenities include a formal dining room and gourmet kitchen with water views.

  • $6,350,000, Watchcase

    $6,350,000, Watchcase

    This Watchcase penthouse has 3 bedrooms and 4.5 baths. It has waterviews and gets lots of sunlight. The 875-square-foot roof terrace has a powder room and fire pit. The top floor, with a living and dining room, fireplace and master suite, is accesses by a keyed elevator. One floor below, 2 ensuite guest bedrooms are accessed by a separate entrance.

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