luxury properties with terrace for sale Southold, United States

Some properties are simply irreplaceable. This is one of them. Held by a single family for nearly a century, 90 Peconic Avenue carries the kind of history that can't be manufactured - a deep sense of place, of summers lived well, of a waterfront that has remained unchanged while the world around it evolved. Custom built by Reich Eklund in 1985 and thoughtfully maintained, this classic Shelter Island Shingle beach house sits on a level acre along one of the Island's most coveted stretches of waterfront - 190 feet of Silver Beach shoreline, fully bulkheaded, with a private dock and unobstructed sunset views that define the property at every hour. Deceptively generous in scale, the five-bedroom, 3.5-bath residence features an open floor plan with every room oriented toward the water. Two en-suite bedrooms, one on each floor. A full waterside balcony. Two-car attached garage. Full basement with poured concrete foundation. Mature landscaping on all sides for privacy. The expansive side lawn - often mistaken for a separate lot - offers room for an accessory structure. Architectural Renderings available upon request illustrating pool placement and the full potential of this property, making this one of the rare waterfront opportunities with meaningful room to grow. A chance to own a piece of Shelter Island's story.

Rare opportunity to own a charming early-1900s Victorian farmhouse in the historic Heights. Set on a quiet road, this inviting home features an extra-large yard perfect for entertaining and a welcoming wraparound porch ideal for relaxing summer evenings. Inside, the home boasts a spacious living room with a wood-burning fireplace, a gracious parlor, formal dining room, and a first-floor bedroom with a full bath. Upstairs are two additional bedrooms and another full bath. A full basement provides ample storage and utility space. Just a stone’s throw from downtown shopping, restaurants, and all that the Heights has to offer, this is a rare find in one of Shelter Island’s most sought-after neighborhoods.

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.

Set in one of Water Mill South's most coveted locations, this refined estate overlooks 34 acres of protected reserve, offering rare privacy, light, and open views. The 8,600± sq ft traditional residence features 7 bedrooms and 9.5 baths on 1.5 acres of mature, manicured grounds. Outdoors, multiple terraces surround a heated gunite pool, creating a resort-like setting. A separate 1,400± sq ft pool/guest house-with an additional 800± sq ft finished lower level-offers exceptional flexibility for guests, recreation, or work-from-home use. Designed for both gracious entertaining and effortless everyday living, the main level offers a beautifully proportioned formal living room, den, library, bar and dining room, along with a temperature-controlled wine room and powder room. A top-tier chef's kitchen anchors the home and opens seamlessly to a screened porch and sunroom-ideal for indoor-outdoor living. The second floor is highlighted by a serene primary suite, complemented by four spacious ensuite guest bedrooms. The expansive 4,000± sq ft lower level is fully finished and includes a billiards room, private theater, fitness room, golf simulator, and two additional ensuite bedrooms. Thoughtfully constructed and impeccably maintained, this Water Mill South estate delivers scale, privacy, and amenities rarely found in such a prime setting-perfectly suited for both quiet retreats and large-scale entertaining.

Ideally positioned upon a secluded acre within the historic estate section of Southampton Village at 254 Captains Neck Lane, this elegant country house stands as an opportunity amongst the Hamptons' most exclusive offerings. Embodying the timeless coastal sophistication that defines the region, the features begin with a sun-drenched, heated Gunite pool and all-weather tennis court, creating an idyllic pastime enclave. The six-bedroom, five-bathroom wood shingled gambrel-style residence, offering approximately 5,000 square feet of interior living space, has been host to several families during its lifetime, with each one telling the same story: memories and the best of times having been experienced here. A gracious 23 x 30 tray ceilinged living room anchored by a wood-burning fireplace features French doors which open to the terrace and garden, a richly appointed library, and a formal dining room that provides the elegant backdrop for large gatherings and grand soirées. A rarity in many homes, a first-floor primary suite with an adjoining 17 x 15 library/office that serves as a private sanctuary, as well as access to the outdoors. A conveniently located staff bedroom lies adjacent to the well-stocked chef's kitchen, where the finest culinary experiences can be created. The second floor spans over 2000 square feet and offers three beautifully proportioned guest bedrooms and a nearly 1000 sprawling flex space waiting for the next owner's imagination, presenting endless possibilities. This property has convenient access to miles of quiet lanes for strolling (or any other activity) and is located within a short distance to the Atlantic Ocean and Main Street. Upscale boutique shopping, fine dining, and art galleries make for the best of enjoying the ideal seaside lifestyle. This is more than a home, however, and most importantly, a distinguished legacy property that captures the very essence of exceptional Hamptons living.

Set beyond a gated driveway and surrounded by mature landscaping, this recently renovated residence offers over 10,000 sq ft of interior living space across three levels; a scale rarely found in Hampton Bays waterfront homes. The property blends modern upgrades with direct water access, expansive outdoor living, and exceptional privacy, creating a setting well suited for multi-generational living, entertaining, or extended seasonal stays. The main level features a glass conservatory, chef's kitchen with Thermador appliances, a first-floor primary suite with access to the three-season deck, an additional en-suite bedroom, a third bedroom, powder room, and laundry. The second floor includes five bedrooms, highlighted by a secondary suite with two walk-in closets, an en-suite bath, and a private balcony overlooking the water. Two additional full bathrooms support flexible guest use. The lower level offers an 8-seat movie theater, arcade room, and storage areas designed for extended living. A separate two-level accessory apartment includes one bedroom and one bathroom ideal for guests, live-in support, or potential rental income, adding versatility to the property's layout. Outdoor amenities include a gunite heated pool, hot tub, outdoor kitchen, and multiple lounge areas that create a seamless indoor-outdoor environment for dining and gathering. Waterfront features include a boat lift, direct canal access, and open water views from several vantage points. Additional features include a heated 5-car garage, solar panels, Tesla backup battery with dual chargers, and central vacuum. With its combination of interior scale, updated systems, extensive amenities, and waterfront access, this property represents a rare opportunity for expansive Hamptons living in a highly functional and well-connected setting. Montauk Hwy To W. Tiana, Corner House.

Set on 175 feet of private sandy beachfront with a 136' dock, this Shinnecock Bay waterfront residence is designed to highlight its panoramic setting and create a natural flow between interior spaces and the surrounding landscape. Multiple elevations and extensive glasswork frame open bay views from morning through evening, emphasizing light, orientation, and connection to the water. The open-concept main level includes a chef's kitchen with Wolf appliances, pantry, and a wall of glass doors that transition to the full-length mahogany deck, extending the living area directly toward the bay, infinity-edge pool, and spa. The first-floor waterfront primary suite features two walk-in closets, a spa bath with jacuzzi, and private access to the deck. A separate guest suite with private entrance, powder room, mudroom, and attached two-car garage complete the main level. The second floor offers a junior suite with terrace, a dedicated office, and a secondary living area with direct access to the upper full-length deck. Two additional en-suite bedrooms with walk-in closets, a laundry room, and a second powder room provide flexibility and privacy. Both levels include expansive rear decking, maximizing outdoor circulation and enhancing the home's orientation toward the bay. Situated south of the highway, the home is just minutes to marinas, beaches, and area dining, supporting both seasonal and year-round use. Homes offering this combination of substantial water frontage, docking capability, and modern construction are limited, making it a notable opportunity for buyers seeking direct waterfront access. This residence brings a rare alignment of features together in one setting, providing a practical and well-connected entry point to the Hamptons' coastal lifestyle. Rampsture Rd to E. Rampsture Rd to Ludlow Ln.

Experience the perfect blend of comfort, luxury, and waterfront living at 9 Shinnecock Road in East Quogue. Ideally located south of the highway in the desirable Shinnecock Shores community, this custom-built 2010 home offers breathtaking views of Shinnecock Bay & Ponquogue Bridge with exclusive beach rights, all just 82 miles from Manhattan. Spanning 3,569 square feet on a manicured 0.26-acre lot, the cedar-shingled residence features 4+ spacious bedrooms, 4 bathrooms, and refined interior finishes throughout. The open-concept main level includes a welcoming entry foyer designed with a sightline to the open bay, a cozy den with gas fireplace and built-ins, and a living/dining area framed by Andersen windows showcasing uninterrupted bay views. A spacious kitchen is outfitted with GE Monogram stainless steel appliances, granite countertops, dual sinks, a 4-burner convection stovetop, wall oven and microwave, and a generous island with seating for four. The first-floor primary suite offers stunning water views, a walk-in closet, and a spa-like bath with a double vanity, walk-in shower with bench, and rainfall and handheld shower heads. Upstairs, a light-filled loft leads to three additional bedrooms -two with bay front balcony access-and a bonus room. Bathrooms feature double vanities, walk-in showers with rainfall showerheads, and linen closets. Outside, entertain from a waterside deck with a retractable awning, launch kayaks, or swim from the private, 70' bulkhead with built-in ladder, and enjoy the convenient option of mooring your boat in Shinnecock Bay. This meticulously maintained home also includes modern mechanicals such as central HVAC - with separate controls in each bedroom, living room, family room, and den - natural gas fuel, central vacuum, full home security alarm and Ring camera systems, and property irrigation. Additional highlights include LED lighting, an interior sound system, Hunter Douglas custom window shades, a large first-floor laundry room, and partial 1/2 car garage for storage. The property benefits from low HOA dues and access to private community amenities, including a bay beach, private park, and snow removal. Don't miss this opportunity to live on the bay in style and comfort.

This Amagansett beach house is a true work of art, blending timeless design with the natural beauty of its oceanfront setting. Located just moments from the sand and framed by flowering dunes, it immerses you in the sights and sounds of coastal living. Enjoy breathtaking panoramic ocean views from the expansive rooftop deck. The oversized designer kitchen flows seamlessly into a bright, open living space with radiant heat flooring and a fireplace, perfect for entertaining or relaxed gatherings. The entire top floor is dedicated to a private master retreat, complete with its own deck, hot tub, and outdoor shower for the ultimate sanctuary experience. Two additional bedrooms with two full bathrooms are conveniently located on the first floor, providing comfort and privacy for family and guests. Rare for the area, the home also includes an underground garage, offering both security and ease of access. Nestled in a quiet beachfront enclave, this home offers unmatched tranquility, modern luxury, and a front-row seat to the ocean's beauty.