ML# :3564455 Experience the epitome of coastal living in this meticulously maintained one-level home, nestled in a charming beach community. Renovated in 2012 by Fokine Construction, this stunning residence offers breathtaking water views of Menantic Creek from nearly every room. Inside, you’ll find an open-concept floor plan featuring a vaulted living room with a cozy fireplace, a dining area, and a custom chef’s kitchen. Step outside onto the waterside deck, adorned with mahogany railings and stainless wire, for a serene outdoor retreat. The primary bedroom is a true oasis, complete with two walk-in closets and a luxurious en-suite bathroom. Enjoy the tranquility of the 1.29-acre shared parcel extending into the creek. This quiet enclave offers the perfect blend of luxury and natural beauty, making it an ideal coastal retreat., Additional information: Appearance:Very Good, Green Features:Insulated Doors, Interior Features:Lr/Dr, Location Features:Protected Wetland, Separate Hotwater Heater:no
5 Hagar Rd, Shelter Island, NY, 11964
ML# :3567654 Step into a piece of history with this beautifully restored Tudor home, originally built in 1901. Meticulously maintained and updated with modern amenities, this 6-bedroom, 4.5-bathroom residence offers the perfect blend of classic charm and contemporary comfort. Inside, you’ll find 6 stunning fireplaces, each equipped with heatilators for efficient warmth. The original plaster has been carefully restored, preserving the home’s historic character. New heating and central air conditioning systems ensure year-round comfort, while additional insulation on the second and third floors provides energy efficiency. A chef’s dream, the kitchen has been completely renovated and features a newly added butler’s pantry. Outside, the property boasts a heated 20x50 Gunite pool and hot tub, perfect for entertaining and relaxation. A classic brick patio complements the elegant surroundings, and a deep water dock accommodates multiple boats, making this the ideal waterfront retreat., Additional information: Appearance:Superior, Separate Hotwater Heater:Yes
9 & 7 Westmoreland Dr., Shelter Island, NY, 11964
ML# :811480 A Rare Gem, magnificent Silver Beach waterfront, well maintained Shingle Beach House on a level acre, 100 years of property ownership, 190’ of waterfront, sunsets, dock, full bulkhead, 5 waterview bedrooms (2 en suite) 3.5 baths, full waterside balcony and wrap around waterside deck, great lawn, custom built by Reich Eklund , open floor plan, 2 car attached garage, mature landscaping, full basement with poured concrete foundation
90 Peconic Avenue, Shelter Island, NY, 11964
ML# :3590276 This waterfront home with deep water dock is a boater’s dream. A cozy beach home featuring 3 bedrooms, 2 full baths, a 2 car garage, and outdoor shower, all tucked down a quiet dead-end road, in the sought after Silver Beach area. Enjoy breathtaking sunrises from this spacious yard overlooking West Neck Creek, and a nature preserve. This wonderful home is near the most desirable beaches on Shelter Island., Additional information: Interior Features:Lr/Dr
5 Bay Shore Drive, Shelter Island, NY, 11964
ML# :3543543 Discover a serene sanctuary amidst the natural beauty of Shelter Island. This stunning residence offers breathtaking water views of Miss Annie’s Creek, providing an unparalleled escape from the ordinary. Step onto the property and be captivated by the charm of covered porches and a heated pool, inviting you to relax and soak in the picturesque vistas. Whether you’re enjoying a quiet morning coffee or hosting unforgettable gatherings, this waterfront oasis provides the perfect backdrop for every occasion. Don’t miss this opportunity to own a piece of paradise in Mashomack Preserve., Additional information: Interior Features:Lr/Dr
4 Irene Lane, Shelter Island, NY, 11964
ML# :3577201 Surrounded by preserved land this classic home has an absolutely magnificent setting that includes stunning water views. The open kitchen, breakfast room and family room creates a comfortable bright living area that walks out to a lovely patio overlooking Gardiners Bay . The more formal dining and living room with fireplace also provides amazing views of the water. The spacious primary bedroom with balcony is as dreamy as the view, which is truly incredible. An oversized bath and additional upper-level bedroom complete this private owner’s area. Two main level bedrooms serviced by a full bath will accommodate family and friends beautifully. A two-car garage and studio with a half bath is a great place to set up your game room or home office. A full basement with high ceilings can be finished to incorporate an exercise or workout room. Lush landscaping with charming stone walls on 1.90 acres completes this peaceful location. Finished Square Footage 3420 includes the Studio.
156 Ram Island Drive, Shelter Island, NY, 11964
ML# :812366 Come enjoy this property located in the Silver Beach vicinity. Just a bike ride or stroll to many beautiful beaches and gorgeous sunsets. This home is a wonderful rental with an eat-in-kitchen, living / dining room, and 3 bedrooms. Spend your summer on Shelter Island and make wonderful memories.
26 Ole Buck Run, Shelter Island, NY, 11964
ML# :801164 Situated in a quiet neighborhood, just a 5 minute from West Neck Bay, and Bootlegger Alley Beach. This 4 bedroom, 4.5 bath room home is turnkey and ready for your decorator! The home features 4 ensuite bedrooms with room for King-sized beds. The open floor plans includes a custom modern European kitchen with LP gas range and 8’ island facing a dining and living room with wood burning fireplace. A wall of 8’ tall glass sliding doors open up to an expansive mahogany deck and private yard. The lower level is finished with 9’ ceilings and glass sliding doors opening up to an areaway and OSE with lots of natural light. A separate single car garage with aluminum and glass door has plenty of attic storage! Finished with wide plank European white oak floors, Andersen Windows, Fiber Cement, and Mahogany siding.
8 Tims Trail, Shelter Island, NY, 11964
ML# :810327 Wake up each morning to the sweet sounds of birdsong in this charming 4-bedroom, 2-bath, nestled amongst rolling hills. Located .6 miles from coveted Wades Beach and Mashomack Preserve. This secluded property feels like a private sanctuary, surrounded by lush greenery, blooming trees, and vibrant summer flowers. The open-concept living-dining-kitchen area is perfect for entertaining, with a spacious layout that seamlessly flows onto a wrap around deck overlooking the fenced in yard. The house has a mirror image layout for the lower and upper floors, two bedrooms and one bath upstairs and the same setup on the lower level with each its own entry. Access to Coecles Harbor Marina pool. Seasonal Rates: May $7, 500 June $10K July $15K Aug-LD $17, 500 May-LD $45, 000 MD-LD $40, 000
3 Lakeview Drive, Shelter Island, NY, 11964
ML# :3585239 2025 Rates: June $30, 000, July $60, 000, July-August $125, 000 and August-Labor Day $65, 000. This stunning two-story home sits on 3.44 acres of beautiful lawns and trees, featuring a circular driveway and a double-arched covered porch with bluestone patio. Inside, the foyer opens to a light filled dining room and great room with 10 foot coffered ceilings, exquisite details, and an elegant chef’s kitchen equipped with Crownpoint custom cabinetry and top -of-the-line Wolf and Sub-Zero appliances. French doors lead to a covered porch overlooking the pool and yard. The second floor has 3 bedrooms each with a private bath and 9 foot ceilings. A separate staircase leads to a den with pull out sofa, wet-bar with ref/freezer and it’s own full bath. Additional features include a Gunite heated pool with electric cover, full house generator, alarm system, and two smart tv’s. This home is close proximity to Wades Beach and Mashomack Preserve., Additional information: Appearance:Exquisite, Interior Features:Separate Thermostat
104 S Ferry Rd, Shelter Island, NY, 11964