Luxury homes for sale & real estate in Shelter Island Heights, NY

Luxury Home for sale in Shelter Island Heights, NY:

Modern Log Home Retreat with Deeded Water Access & ADU Potential | Greenport, NY Discover a truly distinctive single-family modern log home set within one of Greenport’s most coveted peninsula locations. Built in 2003 and thoughtfully renovated in 2021, this 2,396 sq. ft. residence offers 4 bedrooms, 2 baths, and 9 well-proportioned rooms designed for comfort, privacy, and effortless indoor outdoor living. Soaring, classic log home ceilings anchor the interiors, creating a dramatic yet warm atmosphere throughout. The main living spaces flow seamlessly to a sprawling, fully furnished deck—ideal for entertaining or unwinding in complete tranquility. A newly installed saltwat

Luxury Home for sale in Shelter Island Heights, NY:

Okay, so the first thing, you get out of the car and this farmhouse style has the front porch that actually has room for a side table and chair to have my morning coffee in peace that I have wanted so badly. Then inside, the half bath is right next to the front door, but it's tucked far enough away from the open living room and kitchen that it doesn't feel awkward when all of us are hanging out. The kitchen has the paneled fridge, a real panty closet and open shelves that I have always liked. The kitchen sink is setup where I am staring out to the backyard when I am stuck doing dishes, so good. They even say there is room for a pool. Then the dining room has this full glass slider to the y

Luxury Home for sale in Shelter Island Heights, NY:

Okay, so I went to this house and it actually just works. You come in and there's this built in coat rack with cubbies for shoes (like finally, a spot for beach stuff). The first floor is totally open, living, dining, kitchen are all connected so everyone can hang out while you cook. Off the kitchen there's a porch set up for sitting and eating, and it looks right out to a cute backyard. The mudroom is clutch, storage cabinets, laundry, and a half bath, and a door straight outside. Plus there's a detached garage that's basically your beach gear locker, and the beach is literally a block away. it's just been completely renovated but still feels like Greenport Village, and with the low maint

Luxury Home for sale in Shelter Island Heights, NY:

This home is ideally located just minutes from the heart of Greenport Village, offering quick access to the harbor, Mitchell Park, and the waterfront, shops, restaurants, cafes, galleries, and the LIRR station, making this one of the most convenient locations in the village. The property sits close to marinas, beaches, and ferry service to Shelter Island, and is minutes from the North Fork’s vineyards and farm stands. This desirable location provides the perfect blend of quiet residential living with all of Greenport’s amenities just minutes away.

Luxury Home for sale in Shelter Island Heights, NY:

Welcome to this charming Farmhouse/Colonial in one of Greenport’s most desirable in-town neighborhoods. Just moments from sandy beaches, award-winning restaurants, boutique shops, and the harbor, this home offers the perfect blend of village lifestyle and quiet residential living. Enjoy 4 bedrooms all privately set on the second level, including a spacious primary bedroom with a cozy loft. Sunlight fills the home through classic windows that complement the warmth of wood floors throughout. The inviting first floor features an eat-in kitchen with granite countertops, stainless steel appliances, and a pantry, along with the convenience of a first-floor laundry room. Step outside onto t

Luxury Home for sale in Shelter Island Heights, NY:

Waterfront dream! This 3-bed, 2.5-bath home boasts safe deep-water docking on 50' wide canal. Open floor plan on both levels features two stone fireplaces, primary en-suite, ample storage, and a large open kitchen with breakfast and dining areas. Enjoy large sliders accessing two decks overlooking the waterfront, plus a spacious waterside boat house. Benefit from a brand new bulkhead ramp, floater & decking completed in 2025, new Central Air Compressor 2025. Built by Deck Homes for guaranteed quality!