luxury houses with reception room for sale Shelter Island, United States

A rare opportunity to own an early 20th-century Adirondack-style cottage in Greenport, ideally situated just 0.12 miles from a beautiful Sound beach and only one mile from the heart of Greenport Village. This charming cottage showcases many of the home’s original details starting with a screened-in front porch spanning the full width of the façade, creating a welcoming indoor/outdoor retreat. Inside, the open floor plan includes a living/dining room with a wood-burning stove, an eat-in kitchen, full bath, laundry, and access to a rear deck. The second floor offers a cozy loft-style bedroom. Two additional accessory structures — each equipped with electricity and water, and one including a bedroom — offer flexible space for guests, a home office, studio, or creative workspace. Surrounded by trees creating privacy and offering open vineyard views, this distinctive cottage compound captures the relaxed character and timeless appeal of the North Fork.

Located in the sought-after Orient by the Sea community, this charming ranch is just .3 miles from the Association Sound Beach. The .437-acre property includes a spacious fenced backyard with mature specimen trees and three sheds. Interior highlights include an exposed-beam living room ceiling, solid hardwood doors and cabinets, oak and tile floors, a wood-burning stove, and an updated kitchen. Enjoy one floor living in this well-built home.

Extraordinary North Fork Bayfront Estate on a Private Peninsula on Paradise Point, Southold- Welcome to one of Southold's most exceptional waterfront offerings, a spectacular bayfront estate set on a private 1.6-acre peninsula within the coveted Paradise Point community. Surrounded by water on three sides and boasting an extraordinary 335 feet of Bayfront shoreline and private dock in a protected boat basin, this remarkable property captures sweeping panoramic views across Southold Bay to Shelter Island and beyond. Approached by a circular drive framed by mature specimen plantings and meticulously landscaped grounds, the residence immediately impresses with its timeless Nantucket-inspired architecture and commanding waterfront presence. Encompassing approximately 5,100 square feet, the home offers 4 bedrooms and 3.5 baths thoughtfully designed to maximize light, space, and breathtaking water vistas from nearly every room. A grand two-story foyer welcomes you with a dramatic sightline through the home to the open bay beyond. Soaring ceilings, expansive living spaces, and walls of windows create an atmosphere of elegance and tranquility. The open-concept main level features a gracious living room with a wood-burning fireplace, a waterfront sitting room with a gas fireplace, and an office alcove. The expansive chef's kitchen is designed for both entertaining and daily living, featuring stainless steel appliances, granite countertops, and captivating views of the bay and heated waterside pool. Casual dining overlooks the water, while the formal dining room enjoys picturesque views of the protected boat basin. The first floor also includes a bayside en-suite primary bedroom, laundry room, and powder room. Upstairs, the luxurious primary suite and private sitting room offer unrivaled views over the boat basin and open bay. Two additional oversized guest bedrooms, each with water views, share a full bath, while the open landing provides yet another spectacular vantage point. Additional amenities include an elevator to all three level, whole house generator, spacious walkout basement ready for customization, 2-car garage and a heated waterfront pool. Rarely does a property combine such privacy, waterfront frontage, boating access, and panoramic views in one extraordinary setting. This is a once-in-a-generation opportunity to own a signature North Fork estate with dock and waterside pool. A truly exceptional waterfront retreat unlike any other.

Presenting a rare opportunity in the tiny village of New Suffolk. This slice of paradise is situated on the easterly side of West Creek along Grathwohl Road. This move in ready home is an oasis, consisting of the main house, beautifully appointed inground pool, pool house, outdoor kitchen and offered with this amazing property is a private guest cottage that can be used as overflow for family and friends or as an income generator. In the main house, you will find high end finishes and a true chefs kitchen (Wolf, Sub Zero etc). A finished game room below, three bedrooms on the second floor including the primary suite. The guest house, also tastefully cozy with two bedrooms, one on the main level, another on the second. Living room, eat-in kitchen, laundry and dry basement. Together, this offering represents in many ways the essence of the North Fork with its beauty, privacy and location. This is an exceptional opportunity.

Welcome to your North Fork escape in the charming hamlet of New Suffolk. Tucked away on a quiet property surrounded by mature trees, this spacious 5-bedroom, 3-bath home offers the perfect blend of privacy, comfort, and coastal living. Start your mornings with a beach visit, spend the afternoon boating or fishing on the bay, then enjoy dinner at one of the North Fork's celebrated restaurants or visit nearby wineries and farm stands. Everything you love about the East End is just minutes away. Inside, the home is warm, comfortable, and filled with natural light. The eat-in kitchen is the heart of the home, perfect for gathering and preparing delicious meals. A first-floor bedroom and full bath, provide flexibility for guests, a home office, or first-floor living. Upstairs, the spacious primary suite features a private bath and walk-in closet, while three additional bedrooms and full bath offer plenty of room for all. Outside, the expansive backyard is a peaceful retreat. Surrounded by mature landscaping for exceptional privacy, there is plenty of room to relax, entertain, play, or simply enjoy the quiet setting. Whether you're looking for a year-round residence or the perfect weekend getaway, this is your opportunity to enjoy the best of North Fork living in one of its most sought-after seaside communities.

Your Year-Round Beach Home Awaits in Cornfield Point Welcome to your opportunity to own a year-round home in Cornfield Point, one of Connecticut's most desirable beach communities. Ideally located just steps from the beach. This move-in-ready home offers the perfect combination of comfort, coastal living, and breathtaking water views. The home features 3 bedrooms and 1 full bath, along with a bright living room showcasing stunning water views. The kitchen is equipped with new appliances, while the convenient laundry area includes all appliances. Recent improvements include a new boiler and hot water heater, providing added comfort and peace of mind. Enjoy the coastal lifestyle from the enclosed breezeway, which offers beautiful water views, or relax on the remodeled upper deck-perfect for morning coffee, entertaining, or taking in the surrounding scenery. A spacious one-car garage provides excellent storage and convenience. As a member of the Cornfield Point Beach Association, you'll enjoy an array of amenities, including a private beach, basketball court, tennis court, clubhouse, and private boat ramp. Whether you're looking for a year-round residence, weekend getaway, or a place to enjoy the best of shoreline living, this community offers an exceptional lifestyle.

This immaculately maintained and beautifully decorated townhouse at The Courtyards is located just a short distance from Southampton Village, its restaurants, shops, and renowned ocean beaches. The first floor features a bright and open living room, dining area, updated kitchen, full bath, and sliders leading to a private patio with space for outdoor dining, lounging, and a hot tub for relaxing and rewinding. Upstairs, the spacious primary suite includes a large bath with shower and Jacuzzi tub plus a walk-in closet, along with two additional spacious bedrooms and a full bath. The fully finished lower level offers an infrared sauna, exercise area, sectional sofa for relaxing and watching TV, and laundry room. The condo includes a one car garage. The Courtyards community features a heated pool, cabana with changing room, and playground.

An exceptional chance to own a 62-room hotel in the heart of Southampton, ideally located just minutes from world-class shops, renowned restaurants, and pristine ocean beaches. This well-maintained property offers a full suite of guest amenities, including a spacious pool, bar, and tennis courts-making it a sought-after destination for visitors year-round. Approved redevelopment plans are in place and ready for finalization, offering significant upside potential for investors or hospitality operators looking to reimagine and elevate the experience. This includes a spa, a 72-seat restaurant / bar, and 60 hotel rooms. Whether you're expanding a portfolio or launching a flagship property, this is a rare opportunity to invest in one of the Hamptons' most iconic and high-demand locations.