Waterfront Living on Upper Sag Harbor Cove

18 VITALI CILLI AVE, Sag Harbor, NY

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Rental Price(s): MD-LD (05/25/26 - 09/07/26): $225,000 | July/August-LD (07/01/26 - 09/07/26): $195,000 | Winter (10/01/25 - 04/30/26): $52,500

  • 0.50

    acres +/-
  • 4

    bedrooms
  • 3,570

    square feet +/-
  • 3F

    bathrooms

Positioned along Upper Sag Harbor Cove, this waterfront residence offers a seamless blend of classic design and modern comfort with 4 bedrooms, 3 bathrooms, and 3,570 SF+/- of living space across 0.50 acres+/-. Featuring a private dock, heated gunite pool, and a 2-car attached garage, the home is ideally situated on a private road just moments from Sag Harbor Village, delivering the ultimate setting for relaxed coastal living. Inside, the home exudes warmth and character with high ceilings, exposed wood beams, and abundant natural light. The kitchen is equipped with Viking appliances, granite countertops, and custom cabinetry. The first level is designed for easy entertaining, boasting a double-height entry foyer, open-concept living room, and a sunlit dining room that comfortably seats 8, all featuring incredible water views.


A media room/flex fourth bedroom with a pool table, a cozy den, a functional mudroom complete the first floor. Upstairs, the primary suite serves as a private retreat with expansive bay views, a spacious walk-in closet, and a luxe bath with a soaking tub and walk-in shower. Two additional guest bedrooms ensure privacy and comfort for visitors. Outside, the heated gunite pool, spacious patio, and multiple seating areas create the perfect setting for alfresco dining and waterfront relaxation. With a private dock offering easy bay access and a location just moments from Sag Harbor Village, this property presents the quintessential Sag Harbor lifestyle.


Experience waterfront living at its finest in Sag Harbor, where classic design meets laid-back luxury.


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Samuel Kelly

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Meggie Gallo

Bespoke Real Estate
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