Homes with a View for Sale in Shelter Island, NY

Home with View for sale in Shelter Island, NY:

Presenting a rare waterfront property in Greenport, for the serious boater. This remarkable home features over 150 feet of waterfront on protected Stirling Harbor, offering the deep water dock space you've been waiting for. The luxury floating dock can easily accommodate oversized vessels, making it ideal for large yachts. Less than 3 years old, it has both 85 feet and 30 feet deep-water sides and is fully serviced with 200 amps of power and internet. Plenty of space for multiple boats, kayaks and friends to pull up waterside. Stirling Harbor offers big-boat access with an 8 foot maintained channel and calm water protection. Also perfect for quick runs to Gardiners Bay and Shelter Island. T

Home with View for sale in Shelter Island, NY:

Charming Village Colonial in the Heart of Greenport! Nestled on one of Greenport’s most sought-after streets, this beautifully maintained Colonial blends historic charm with modern comfort. Featuring approximately 1,800 sq ft of living space, this home offers 5 bedrooms, 2 full baths, and inviting living areas filled with natural light. The updated kitchen boasts stainless-steel appliances, stone countertops, and custom cabinetry perfect for entertaining or everyday living. Enjoy a seamless flow from the dining area to the cozy living room, complete with original details and hardwood floors throughout. The home also includes a full basement, private driveway, and a detached garage for

Home with View for sale in Shelter Island, NY:

Wake up to endless views of the Peconic Bay — sunlight glimmering off the water, birds gliding over the nearby nature preserve, and the calm rhythm of the deep-water inlet just beyond your deck. This sweet beach cottage captures everything that makes summer on the North Fork unforgettable. With 3 comfortable bedrooms, 2 baths, and an open, easy-flow layout connecting the living, dining, kitchen, and entertainment nook, it’s made for barefoot mornings and breezy afternoons with friends. Step outside to a spacious wraparound deck and 130 feet of pristine waterfront — perfect for soaking in the sun, launching a kayak, or simply taking in the view. Secluded yet steps to the pr

Home with View for sale in Shelter Island, NY:

Location, location sits this sun-filled post modern masterpiece an exceptional new construction home in one of Greenport’s most sought-after communities deeded beach access to cleaves point estate with boat slips . Offering approximately 5,200 sq ft of luxury living, this residence showcases quality work, custom moldings, custom paint and light fixtures, state-of-the-art baths, and soaring ceilings throughout. The home features four spacious bedrooms complete with en suites, including a first-floor suite and an additional upper-level primary. A custom staircase, wide-plank hardwood floors, and an open floor plan lead to the gourmet eat in kitchen with Miele appliances, sleek quartz co

Home with View for sale in Shelter Island, NY:

Waterfront! Experience the luxury of North Fork living in this bright and airy coastal condo. Located in the coveted Cleaves Point Development known for it's ideal location, picturesque views, and incredible amenities, this 2 bedroom 2.5 bath unit also includes a waterside deck, second floor balcony, full basement, attic and garage! The first floor features a seamless open floor plan including a dining area with glass sliders to the front balcony, kitchen with large center island and breakfast bar, sundrenched living area with sliders to the rear deck, and a convenient powder room. The second floor boasts two bedrooms, two full baths and a balcony with panoramic views off of the primary bed

Home with View for sale in Shelter Island, NY:

Discover this meticulously renovated 3-bedroom, 2-bath corner property in charming Greenport, offering captivating water views and an expansive, beautifully landscaped garden. The elevated rear garden is a true sanctuary, featuring mature trees and a spacious patio that perfectly frames the picturesque Sterling Harbor, alive with sailboats and fishing vessels. A generous side garden, formerly an additional lot, provides exceptional privacy and ample space for a future pool or extensive landscaping, complementing the existing one-car garage. This restored home has been thoughtfully rebuilt, showcasing its original pine flooring and classic front porch. The inviting lower level boasts an open