There’s nothing more quintessentially Hamptons than a classic shingle-style home. Cedar shingles, hydrangeas in bloom, and that unmistakable sense of summer—these houses define the East End look in the best way. The shingles might be classic, but the appeal never gets old.

7 Fourteen Hills Court – Sag Harbor, NY

This classic Hamptons shingle-style home sits on nearly three acres with bay views from room to room. The porch is made for slow mornings, the pool gets all the afternoon light, and the layout flows easily from one space to the next.

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107 Quogue Street – Village of Quogue, NY

One of the original Quogue summer “cottages,” this 1881 shingle-style estate has the kind of presence you can’t fake. Set behind tall hedges on over an acre and a half, it’s full of character—from the stained glass windows to the expansive front porch to the sunroom that looks out over the gardens.

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36 Chase Court – Bridgehampton, NY

Set on a quiet cul-de-sac in Bridgehampton, this shingle-style home has floor-to-ceiling windows and a layout that’s easy to live in. There’s a library, a gym, a wine cellar. Out back, a terrace looks over the reserve.

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245 Mill Road – Village of Westhampton Beach, NY

This new build in Westhampton Beach puts a modern spin on classic Hamptons style. With seven bedrooms, a gunite pool, and plenty of space for indoor and outdoor living, it offers all the essentials for summer in the Hamptons.

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