In various desirable locales on Long Island’s coveted East End, these luxurious, relaxing vacation properties prove that getting away can be as stylish and satisfying as staying home.

Stylish Summer Serenity South of the Highway

Jenny Landey, Eve Combemale | Sotheby’s International Realty – Bridgehampton Brokerage

Secluded behind mature privet hedges, this quintessential Hamptons estate dates to 1785 and has been thoughtfully renovated and expanded. It consists of an iconic Shingle-style residence offering four bedrooms, a gunite pool with a pool house, a bluestone patio, an alfresco pavilion with a fireplace, a vine-draped pergola sheltering an outdoor kitchen, a Har-Tru tennis court, a reflecting pond, and mature gardens and trees. Mecox Beach is only minutes away, as are the villages of Southampton and Bridgehampton.

Luxurious Hamptons Hideaway

Sandra Liveric | Sotheby’s International Realty – Southampton Brokerage

This 7,500-square-foot, six-bedroom getaway enjoys a peaceful location at the end of a quiet cul-de-sac adjoining verdant town land in Southampton. Highlights include a welcoming living room, an entertaining space and game room with a wet bar, a spacious cook’s kitchen with top-caliber appliances, a butler’s pantry, two dining areas—one with a discreet wine room—an office, a gym, and a sauna. The expansive bluestone terrace overlooking the heated gunite swimming pool and spa includes a covered skylit outdoor kitchen.

Quiet, Light-Filled Oasis

Ann Gegelys  | Sotheby’s International Realty – Bridgehampton Brokerage

In the charming hamlet of North Haven—just minutes from Sag Harbor and its beaches, restaurants, and shops—this delightful Hamptons home is an ideal location for the consummate summertime retreat. Enveloped by flourishing trees and gardens, it offers four restful bedrooms with luxurious en suite baths, a gourmet kitchen with superior appliances, generous dining space, and a light-filled living room with a fireplace. Outdoors, a bluestone terrace accompanies a refreshing gunite swimming pool enveloped by an impossibly lush lawn.

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