5 Sold Coastal Estates from Old Greenwich to Fire Island

Steps from the shoreline in Old Greenwich, this generous residence balances beachside ease with everyday convenience. Inside, soaring cathedral ceilings lift an open, light floorplan designed for gathering, while two fireplaces add warmth and definition. The custom kitchen is conceived as a true “cook’s kitchen,” anchoring a layout that’s equally suited to quiet mornings and lively entertaining. A first-floor bedroom and extra full bath create flexible space for guests or an in-law setup, complemented by two primary suites. With 6 bedrooms and 4.1 baths, the home offers room to spread out without losing a sense of cohesion. Comfort features include CAC, gas everything, a steam shower, and a whirlpool. A two-car garage, a non-shared driveway, and a location not in a flood zone round out the practical details for smooth daily living.

Price: $3,495,000 (Sold)

Along the water’s edge on Fire Island, One Atlantic Walk unfolds as a rare, nearly one-acre waterfront compound in the exclusive Water Island community, stretching from the Great South Bay to the Atlantic Ocean. Three distinct structures—The Ocean House, Pool House, and Bay House—create a true estate setting designed for unhurried, bay-to-ocean living. Arrival is part of the ritual: a private 250′ dock awaits, complete with an included 25′ Steiger Craft boat, while a private boardwalk connects the property’s full sweep of shoreline. Inside, the layout offers 4 bedrooms and 5 full baths, along with guest quarters and a dedicated fitness room. A lap pool adds an easy rhythm to days shaped by sun, salt air, and the simple luxury of moving between bay and ocean at your own pace.

Size: – sf

Price: $3,400,000 (Sold)

Along the water’s edge in the heart of Water Island, this rare retreat—designed by renowned architect Paul Rudolph—unfolds across over 2 private acres with two beautifully designed homes. Modern coastal living is framed by the untouched beauty of Fire Island, with outdoor spaces that feel composed for long, unhurried days. A 36’ x 18’ pool sits among lush gardens, while expansive decks extend the living experience into the landscape. By the bay, a private dock is connected by a scenic boardwalk, creating an easy rhythm between garden paths, sun-warmed gathering spots, and the shoreline beyond. It’s a setting made for quiet mornings, salt air, and serene summer living that feels both considered and completely at ease.

Price: $2,500,000 (Sold)

Along the water’s edge on exclusive Water Island, 1 Atlantic Ocean Walk is a storied oceanfront retreat once owned by famed designer Perry Ellis. Perched atop the dunes, the beach chalet is protected by the National Seashore and framed by sweeping views of the Atlantic Ocean and Great South Bay. Inside, the four-bedroom layout is described as an iconic expression of timeless coastal elegance—an easy, unforced setting for long days shaped by salt air and shifting light. Outdoors, a private 200’ dock extends the home’s relationship with the water, inviting quiet mornings and sunlit afternoons spent at the shoreline. With a serene sense of remove and proximity “just moments from NYC,” life here reads like a classic seaside escape with a rare, enduring pedigree.

Price: $2,300,000 (Sold)

Steps from the shoreline in Saltaire, this rare ocean-side Midway offering unfolds across an oversized 80’ x 85’ four-lot property. Custom-built in 1972 by the original owner, the beach home balances relaxed proportions with a layout designed for gathering: open living and dining areas, abundant natural light, and spacious bedrooms that make extended stays feel effortless. Upstairs, a second-floor deck captures ocean views, setting the tone for quiet mornings and salt-air evenings. With four bedrooms and 2.5 baths, the residence is ready to be enjoyed as-is, while also presenting a clear canvas for those who want to reimagine a Fire Island retreat around its generous footprint and coveted setting—where the day naturally begins and ends with the ocean close by.

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Price: $1,500,000 (Sold)