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

Steeped in the history of Orient, this exceptional Craftsman-style residence occupies a remarkable setting along historic Main Road, once known as King’s Highway, directly across from the entrance to Orient Beach State Park. Originally purchased by a member of the pioneering Latham farming family, the home was thoughtfully expanded in the 1920s with the addition of its signature wide front porch and interior improvements. In 1938, the family donated the land across the street that would become the entrance to today’s Orient Beach State Park, forever connecting this property to one of the North Fork’s most treasured destinations. Architecturally, the home showcases timeless Craftsman character with distinctive three part windows across the front facade, each crowned with elegant lozenge paned transoms. The welcoming front entrance, framed by classic sidelights, opens to interiors where original woodwork, period doors, and handcrafted details remain beautifully intact. Modern updates to the large country kitchen, bathrooms, natural gas heating, and central air provide today’s comforts while preserving the home’s historic integrity. The property’s story extends beyond the main residence. A historic building from the famed Orient Point Inn, a resort established in 1672, was relocated to the backyard in the early twentieth century. Once serving as the inn’s men’s rooms and kitchen building, it now anchors the grounds as a fascinating reminder of Orient’s maritime heritage. Life here is defined by both history and location. Relax on the expansive front porch where seasonal water views, cool coastal breezes, and the distant sound of ferry horns create an unmistakable North Fork atmosphere. The original wood-burning fireplace, gracious front and rear staircases, and oversized country kitchen invite gatherings both large and small. Protected open space bordering one side of the property, paired with a classic neighboring farmhouse and historic barn on the other, preserves the peaceful character that has defined Orient for generations. Just moments away are Orient Beach State Park, Duryea’s Marina and Restaurant, the Cross Sound Ferry, and Orient Point County Park with its iconic lighthouse. Whether exploring by bicycle, spending the day on the beach, or simply enjoying the quiet rhythm of this waterfront community with some of the best fishing off of Plum Gut, every day feels connected to the rich history and natural beauty that make Orient one of Long Island’s most treasured destinations. This is more than a historic home. It is an opportunity to become the next steward of a property that has helped shape the story of Orient for generations d

In Water Mill, where pastoral landscapes and understated elegance define the setting, 1366 Scuttle Hole Road offers a refined expression of Hamptons living-private, beautifully composed, and designed for the way summers on the East End are meant to unfold. A classic gambrel silhouette and cedar-shingled façade establish the residence's timeless architectural character. Originally built in 2012 and comprehensively renovated in 2017, the home balances traditional Hamptons vernacular with a sophisticated, contemporary sensibility. Sunlight moves effortlessly through gracious interiors conceived for both intimate living and elegant entertaining, while a natural connection to the surrounding grounds brings the outdoors into nearly every aspect of the home. Approximately 4,600 square feet of above-grade living space is complemented by an expansive finished lower level, creating a residence of exceptional scale without sacrificing warmth or intimacy. Generously proportioned bedrooms provide private retreats for family and guests, while multiple living and entertaining spaces allow the house to transition seamlessly from quiet weekends to a full summer residence. Beyond the interiors, the property reveals itself as a private resort. Manicured lawns and mature landscaping create a secluded setting around the heated swimming pool, with generous outdoor spaces designed for long lunches, sunset cocktails and effortless summer entertaining. Most notably, the estate has just been elevated by the completion of a brand-new tennis and pickleball court, introducing an exceptional recreational amenity and completing the property's transformation into a true Hamptons compound. Days here have their own rhythm: morning coffee overlooking the grounds, afternoons alternating between the pool and the court, and evenings entertaining beneath the open sky. The location offers an equally compelling balance. Bridgehampton, Southampton, Sag Harbor and Water Mill are all within easy reach, placing celebrated restaurants, boutiques, farm stands, equestrian destinations and the Atlantic Ocean just minutes away-while at home, the property remains decidedly private. 1366 Scuttle Hole Road is more than a Hamptons residence. It is a beautifully realized private retreat-timeless in architecture, effortless in atmosphere, and newly complete with tennis and pickleball for an exceptional expression of summer living in Water Mill.

Introducing a breathtaking East Hampton contemporary sanctuary tucked away at 147 Old Northwest Road. A blend of Modernist stature and Post Modern flourish, this 7-bedroom published architectural gem sprawls across 7178 square feet on a lush 7-acre gated estate, providing unmatched seclusion and serenity. Adjacent to a 46-acre forever green reserve, this sophisticated oasis redefines opulent living, offering a glimpse into the future of luxury by updating a classic Hamptons design that will never go out of style. Upon entering, natural light floods the living spaces through oversized windows and skylights, illuminating the manicured landscaping outside. The foyer leads to a living room with soaring ceilings, a dramatic domed skylight, and an oversized fireplace, creating an intimate ambiance for gatherings. The main level also features a spacious kitchen, formal dining room, solarium, cozy media room, and an opulent master suite with a fireplace, sauna, and private outdoor decks. The second floor boasts two en-suite guest bedrooms connected by a 40' long walkway, while the finished lower level offers a well-appointed library/office, separate gym, and a game room plus three additional guest bedrooms, each with their own exterior entrance. Outdoors, a stunning Modernist pool pavilion, 50' X 20' gunite pool, jacuzzi, all-weather tennis court, and luxe outdoor kitchen set the stage for lavish entertainment amongst mature plantings and specimen trees. A two-car garage and storage space complete this bucolic retreat. Room for pickleball. Nestled in seclusion yet minutes from the coveted villages of East Hampton and Sag Harbor, this residence embodies an alluring blend of modernist sophistication and tranquil natural beauty, the ultimate in luxurious contemporary Hamptons living.

Experience serene Hamptons living in this turnkey contemporary retreat, ideally set on a quiet lane just behind Wainscott Village. Sun-filled and thoughtfully designed, the residence offers approximately 2,500 square feet of stylish living space on 0.52 acres, blending modern architecture with a relaxed coastal living and seamless indoor-outdoor flow. At the heart of the home, a dramatic living room showcases soaring 20-foot ceilings, expansive window walls, and skylights that bathe the space with southern light. Warm 7.5" DuChateau Sirocco hardwood floors and a sleek fireplace anchor the open layout, which flows naturally into the kitchen and outdoor entertaining areas-perfect for both everyday living and hosting with ease. The main level also features two generously sized bedrooms, a recently renovated windowed bathroom, and abundant storage. The upper level is dedicated to a serene primary suite, offering bright exposures, two large closets, and a spa-like renovated en-suite bath complete with a soaking tub, jacuzzi, and separate shower. A fully finished lower level provides additional flexibility for guests, recreation, or storage, and includes a full bathroom, steam shower, and a laundry room. Outdoors, enjoy resort-style amenities with a 20' x 40' heated pool and expansive deck designed for summer lounging, alfresco dining, and entertaining. Private and tranquil, yet moments from ocean beaches, vineyards, golf, and renowned dining, the home offers easy access to Sag Harbor, Bridgehampton, and East Hampton Village. A refined yet relaxed Wainscott escape-perfect for year-round living or an idyllic Hamptons getaway.

Set on nearly two acres south of the highway, this exceptional Wainscott estate is a study in scale, proportion and understated elegance. Spanning more than 16,000 square feet, the residence is both impressive and inviting, with beautifully composed interiors, generous proportions and an easy flow throughout. The home features eight bedrooms, ten full and three half baths, gracious formal and informal living areas, a library, media room, gym and four fireplaces. Outside, expansive terraces and covered porches overlook a 50-foot heated gunite pool and spa, pool house and sunken Har-Tru tennis court, creating a private setting designed for both relaxing and entertaining. A rare Hamptons offering combining exceptional quality, impressive scale and a coveted Wainscott location.

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.

Welcome to Greystone, a masterpiece of modern architecture. Bordered by a protected wildlife area, this 4500 sf smart home offers peace and privacy. The main level features an open living room, dining area and kitchen, den, office, half bath, laundry room and primary bedroom suite. Two ensuite bedrooms and a rooftop deck comprise the upper level. The lower level affords access to the backyard and has finished space for a gym or home office as well as a rough-in for a full bath. The kitchen boasts a 10' x 4' island and large walk-in pantry and is well appointed with Wolf and Sub-Zero appliances. An expansive white limestone wrap-around deck and spacious lawn---with an irrigation system---are perfect for relaxing or entertaining. The attached two-car garage is heated. White oak radiant-heated flooring complements the oak Unilux windows and exterior doors. Interior pocket doors and custom cabinetry continue the sleek contemporary look. Kitchen and bathroom countertops are quartzite, some with waterfall edging. Bathrooms feature limestone floors and unique tadelakt plaster walls. Designed with energy efficiency in mind, Greystone uses a geothermal system for heating and cooling. Smart home technology includes programmable LED lighting, motorized shades, security system, and wiring for audio and AI systems. A whole-house generator connects automatically during power outages.

Welcome to 18 Orchard Heights Road, a charming modified saltbox colonial located at the end of a cul-de-sac in a desirable neighborhood. This home offers exceptional convenience, located just minutes from the boutique shops and historic charm of downtown Essex, with quick access to the vast amenities, dining, and shoreline conveniences of neighboring Old Saybrook. Inside, the home features a light-filled, functional layout designed for seamless main-level living including a first-floor primary suite, dedicated laundry space, and a recently updated kitchen with quartz countertops, stainless appliances, and ample cabinetry. A spacious family room opens to a private deck, located at the rear of the property. The second floor boasts two more bedrooms and a full bath with an additional 600 square feet (per tax card) of unfinished space, presenting an incredible opportunity to create a second primary suite, home office, play area, or bonus room tailored to your needs. Combining timeless character, thoughtful updates, and an unbeatable location near the best of the Lower Connecticut River Valley, 18 Orchard Heights Road is ready to welcome its next owners home.