ML# :3592958
10 Sunshine Rd Unit B, 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.
5 Bay Shore 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.
104 S Ferry Rd, 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.
156 Ram Island Drive, Shelter Island, NY, 11964
ML# :3569658 Step into timeless elegance with this iconic single-family residence with an option for an owner-occupied 5-bedroom bed & breakfast (B&B) license. Originally constructed in 1902 and beautifully reimagined to meet modern standards. Nestled in the serene Shelter Island Heights, 7 Stearns Point Road offers an exquisite blend of historic charm and contemporary luxury. This expansive property sits on a 0.70- acre parcel, equipped with 5, 838 +/- sq. ft. of living space, plus a spacious basement level adding 2, 588 +/- sq. ft. The property features 7 ensuite bedrooms complemented by 2 large living rooms and a well-appointed kitchen. Recent renovations have expanded the living space to include an extension with 2 additional bedrooms, a stunning double-height Great Room, as well as a state-of-the-art gym/yoga studio. Enjoy the beautiful backyard with a heated 40x18 in-ground Gunite pool, perfect for relaxing after a day exploring the nearby Crescent Beach and Sunset Beach which is moments away. The property also includes a full liquor license, which enhances its appeal as a premier vacation destination. The spacious basement areas provide ample storage and laundry facilities, ensuring convenience. A wonderful investment opportunity for an owner-occupied 5-bedroom bed and breakfast. The property also includes 2 driveways. Key Features: - Historic property built in 1902, fully renovated - 9 bedrooms and 9 bathrooms, including recent additions - Option for an owner-occupied 5 Bedroom bed and breakfast - Two driveways - Heated 40x18 in-ground Gunite pool - State-of-the-art gym/yoga studio - Full-height basements for storage and laundry - Walking distance to Crescent Beach & Sunset Beach - Full liquor license
7 Stearns Point 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.
9 & 7 Westmoreland Dr., Shelter Island, NY, 11964
ML# :3566661 Welcome to this stunning Ranch nestled in the serene and sought-after neighborhood of Silver Beach on an impressive .87 acre lot with beach rights. This meticulously maintained residence offers a perfect blend of modern comfort and timeless elegance. Upon entering, you’re greeted by an inviting living room accentuated by gleaming hardwood floors. The spacious living area seamlessly connects to the chef-inspired kitchen, complete with sleek stainless steel appliances, granite countertops, and ample cabinetry - an ideal setting for culinary enthusiasts and entertaining guests. Just off the dining area is a sunken enclosed sun room, insulated for all seasons. This tranquil area provides ample natural light and generous space for another living space or dining area. Two of the exterior walls are made up with floor to ceiling windows. Allowing for one to be completely surrounded by nature. Another key highlight of this home is its captivating outdoor space. The private backyard is perfect for relaxation or gatherings, with a well-manicured garden and a charming lounge area - an ideal spot for al fresco dining or enjoying the picturesque views.
42 Brander Parkway, Shelter Island, NY, 11964
ML# :3565240 Nestled amidst rolling lawns, woods, and a stocked pond, this serene 5.5-acre property offers the ultimate in privacy and tranquility. A 1, 000-foot private driveway leads you to this expansive estate, where endless possibilities await. The property features a spacious artist’s studio with a wall of windows on the first floor and a separate apartment above, providing ample space for both work and living. Enjoy the elegant elevated in-ground pool, offering stunning views of the surrounding natural beauty. Conveniently located less than a mile from South Ferry and a short distance to Wades Beach and Mashomack Preserve, this property offers the perfect blend of seclusion and accessibility.
72 S Ferry Rd, Shelter Island, NY, 11964
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.
5 Hagar Rd, Shelter Island, NY, 11964
ML# :3563528 Discover this inviting Ranch-style home just blocks from the sandy shores of Bootlegger’s Alley beach and breathtaking sunsets. Inside, you’ll find an open-concept floor plan featuring a country kitchen, dining area, living room, and den, perfect for both everyday living and entertaining guests. Cozy up by the wood-burning fireplace or relax on the spacious deck overlooking serene views and glimpses of Westmoreland Mill Pond. Enjoy refreshing summer days in the Gunite in-ground pool with patio surround. This home offers the perfect combination of comfort and outdoor leisure, making it ideal for enjoying island life.
1 Rebel Rd, Shelter Island, NY, 11964