Greenport holiday condo

As featured by New York Magazine, the Cliffside Resort entertains the perfect vacation! This 68 unit complex, located directly on the Long Island Sound with incredible sunset views, offers brand new 2 bedroom 2 bathroom luxurious accommodations.
Cliffside Resort Condominiums on the Sound at Greenport, New York, nestled on the bluffs overlooking the Long Island Sound, is reinventing the North Fork! Quaint villages, fine restaurants, and exquisite wineries add to the splendor of the beautiful scenery. Whether staying for a couple of nights, or a couple of weeks, these Greenport waterfront condos can’t be beaten for location, value, and the fantastic attributes our resort complex has to offer.


The amenities of our brand new condos feature two bedrooms, two bathrooms, living rooms, fully equipped kitchenettes, private balconies and decks, flat screen televisions, in-room entertainment systems, individual climate controls, and more!

Enjoy a relaxing day by the heated in-ground Gunite pool, or catch some sun down by the beach. Take a stroll through the village of Greenport, or catch an afternoon wine-tasting throughout the North Fork of Long Island. Grab dinner at one of the area’s famous restaurants, or enjoy the sunset from your private balcony.

For those who’ve longed something different, Cliffside awaits your arrival…