5 New York Retreats from West Village to the Hamptons

In the heart of Bridgehampton, this five-star estate is conceived for resort-style living with an unmistakably social spirit. Expansive open living spaces set the tone, where soaring ceilings and walls of glass blur the line between indoors and out, creating an easy rhythm for both grand-scale entertaining and everyday luxury. A state-of-the-art chef’s kitchen anchors the main level with premium appliances, bespoke cabinetry, and an oversized zebra wood island—equally suited to elegant dinners and casual gatherings. Throughout, the residence is masterfully designed to feel effortless even at full capacity, with a layout that invites conversation and flow. Furnishings by Brazilian design firm Environment add a considered, design-forward layer to the experience. Day to night, the home is built to host beautifully and live comfortably.

Set in the charming beach town of Hampton Bays, this ranch-style residence pairs an open-concept living space with updated, modern ease. Inside, two bedrooms and an updated bathroom are complemented by the everyday convenience of a washer/dryer. Outdoors, an oversized, fully fenced yard is framed by mature hedges for privacy, with an expansive deck that sets the scene for long summer afternoons. A large in-ground pool with surrounding decking anchors the backyard, while ample parking keeps arrivals effortless. For guests or extended stays, a private, separate pool house adds an additional bedroom, living area, office space, a second kitchen, and a second washer/dryer—creating a true compound-like feel. Lawn maintenance is included, with pool care handled by the tenant. Moments from ocean beaches, the town center, train station, and Jitney stop, daily life stays connected and distinctly coastal.

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On Greenwich Street in the West Village, this mint-condition townhouse pairs period character with modern convenience through an exquisite renovation by Architectural Digest AD100 designer Stephen Gambrel. Spanning five levels, the residence presents a handsome brick façade with hallmarks of its Greek Revival style. An elevated stoop sets a gracious approach, leading to welcoming double doors crowned by a transom above. Inside, the home’s rare and coveted balance of historic detail and updated ease shapes a daily rhythm that feels both refined and effortless—classic proportions and architectural presence, thoughtfully brought into the present. From the street’s storied atmosphere to the sense of arrival at the entry, it’s a townhouse experience defined by craft, continuity, and quiet confidence.

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Set on 12 private acres just minutes from Roscoe, Callicoon, and Jeffersonville, this updated country contemporary balances modern comfort with a distinctly rural sense of calm. Built in 2017 and enhanced by the current owners, it unfolds with a bright, open plan—soaring ceilings, wood floors, and walls of windows that keep the landscape in constant view. The chef’s kitchen centers daily life with granite countertops, cherry cabinetry, stainless steel appliances, a propane cooktop, and a raised oven, opening to an easy eat-in space. Above, a second-level balcony overlooks the great room, creating natural nooks for reading and lingering conversation. The primary suite includes a private office, while additional bedrooms welcome family and guests. A finished lower level adds a media area, pool table, workout space, bath, and workshop, with porches, a back deck, hot tub, fenced yard, and open acreage extending the day outdoors.

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Beyond a gated entry on an acre in Southampton, this artists’ private compound balances location and privacy, with easy access to the Shinnecock Hills U.S. Golf Open in June 2026 and just minutes to Ocean Beach and Southampton Village. Inside, large, art-filled living spaces set an expressive tone, joined by five bedrooms and four-and-a-half baths. The south-facing yard is designed for long, sunlit days, unfolding into a sculpture garden and rolling lawn. Outdoor living is equally considered, with an oversized heated pool, hot tub, netted cabana, outdoor kitchen, outdoor shower, and expansive decking for entertaining. When it’s time to retreat, there’s an office for workdays, a finished lower level with entertainment area, laundry, and a full bath, plus a second-floor studio apartment with private entry for guests.

Price: Contact for pricing