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
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# :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, Additional information: Interior Features:Guest Quarters
7 Stearns Point Rd, 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