The agencies at Southold
These agencies offer a selection of luxury properties vente at Southold. Feel free to contact them for personalized assistance.
Waterfront Living on the North Fork- Wake up to breathtaking views of the Peconic Bay, where sunlight dances across the water, birds soar above the neighboring nature preserve, and a tranquil deep-water inlet stretches beyond your deck. This charming beach cottage offers a rare opportunity to experience the very best of North Fork waterfront living. Featuring 3 bedrooms and 2 baths, the home offers a comfortable, open-concept layout connecting the waterside living room, dining room, kitchen, and entertainment areas—perfect for relaxed summer mornings, afternoon gatherings, and memorable evenings with family and friends. Step outside onto the spacious wraparound deck and take in 120 feet of pristine waterfront. Spend your days swimming, kayaking, sunbathing, or simply enjoying the ever-changing beauty of the bay. The property is extremely private and peaceful, yet just steps from the private sandy association beach. A rare and special waterfront retreat, this quintessential cottage captures the effortless beauty of North Fork living—a place where every day feels like summer.
…By Daniel Gale Sotheby's International Realty
Water Island Awaits. A private oceanfront retreat tucked between Fire Island Pines and Davis Park, Water Island is one of Fire Island’s most secluded and distinctive enclaves, with just 48 homes bordering the protected Fire Island National Seashore. Here, the rhythm of the ocean creates a unique sense of remoteness and natural beauty, while New York City remains within easy reach. Set directly along the Atlantic, this remarkable one-bedroom residence is an intimate architectural retreat designed to embrace its natural surroundings. Designed by acclaimed architect Scott Bromley of Bromley Caldari Architects, the Main House draws inspiration from the organic craftsmanship of George Nakashima and Hans Wegner, pairing modernist simplicity with an exceptional warmth of natural materials. Throughout the approximately 1,500-square-foot residence, clear cedar, European oak, mahogany, and other finely crafted woods create a refined yet deeply relaxed coastal aesthetic. Whitewashed clear cedar tongue-and-groove walls are accented with hardwood detailing, while solid wood doors, custom wood veneer cabinetry, and a sculptural custom staircase add layers of craftsmanship throughout the home. The result is architecture that feels both sophisticated and completely at home in its dune setting. The first floor is devoted to a serene private en-suite, with spa-like bathing spaces featuring custom cabinetry, Dale Rogers Ammonite stone countertops, custom cast-concrete sinks, and a seamless connection to the outdoors. A private concrete collaborative outdoor plunge pool is framed by a cedar slatted privacy barrier, creating an intimate place to unwind. Indoor and outdoor overhead rain showers offer the quintessential Fire Island experience, with the two spaces seamlessly connected yet privately separated by an elegant sliding glass door. Upstairs, the home opens dramatically to the landscape. Floor-to-ceiling windows and an expansive ocean-facing glass door blur the boundary between indoors and out. Beneath a dramatic cathedral ceiling, the ocean becomes the defining backdrop, while an oversized Noguchi pendant floats overhead as a sculptural focal point. The chef’s kitchen continues the home’s thoughtful material palette with custom-fabricated wood veneer cabinetry, Caesarstone countertops, and a suite of premium Wolf, Sub-Zero, and Miele appliances. The open living and dining areas flow naturally onto expansive mahogany decks, where the ocean and surrounding dunes become part of everyday life. The Home features a clear cedar clapboard exterior and distinctive wood-framed Reilly windows and doors. A standing-seam Invarimate metal roof completes the exterior, reflecting the same thoughtful craftsmanship and attention to detail found throughout the interiors. Every material was chosen to complement the surrounding landscape while creating a home that feels both refined and deeply connected to its coastal setting. Here, architecture, natural materials, and the beauty of Water Island come together to create an exceptional private retreat. Also offered separately: The adjacent property is also available for purchase under a separate MLS listing (#1052186) 1 West Walk ($3M). Buyers interested in both properties are encouraged to review the separate listing for additional details (#910335) 0 Charach & 1 West Walk ($5.2M).
…By Daniel Gale Sotheby's International Realty
Majestically sited atop a beautifully landscaped bluff overlooking Buzzards Bay, Stony Beach, and Penzance Point, this iconic Woods Hole residence is a rare expression of timeless coastal living. Beloved by the same family for more than 40 years, the home retains an unmistakable sense of authenticity, with hardwood floors throughout, rich wood paneling, and gracious rooms that reflect generations of summers by the sea. The main level offers a kitchen, den, dining room, living room, and a series of inviting porches and outdoor spaces, each designed to capture the extraordinary setting and sweeping water views. A charming waterfront cabana creates a private perch above the bay, while a separate walkway and deck wrap along the seawall, offering yet another remarkable vantage point from which to experience the coastline. Upstairs, five bedrooms and multiple baths provide generous accommodations for family and guests. Surrounded by established landscaping and set high above the water, this extraordinary property embodies the enduring character, beauty, and understated elegance that have long defined Woods Hole.
…By Sotheby's International Realty - Falmouth Brokerage
Sense of place is the initial impression one ascribes of 23 Ocean Street in Manchester-by-the-Sea. This spectacular Contemporary home could easily be sited on the rugged Northern California coast, yet here we are on the refined North Shore of Boston. The property overlooks White Beach, the coastal marshes spreading toward Black Beach and the open Atlantic Ocean. The elevated position above the shoreline ensures privacy and enhances the rhythm of the sea. The great room has cathedral ceilings, fireplace, bookcases and walls of glass that frame the ever-changing views. Sliders lead out to magnificent multi-level decks that provide sublime entertaining spaces. The kitchen features contemporary white cabinetry, high-end appliances (Thermador, SubZero, Meile). The primary suite has luxe bathroom, fireplace and a home office in the tower. How cool! An intimate library, two additional bedrooms, one en-suite rounds out this level. First level bonus room with bath, two car garage & gardens.
…By Annonceur International
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These agencies offer a selection of luxury properties vente at Southold. Feel free to contact them for personalized assistance.