On the Market: 16 Shingle-Style Hamptons Homes That Epitomize Coastal Charm

By Grace Cassidy

The shingle-style home is the signature architectural aesthetic of the Hamptons. Popularized by seaside cottages built in New England in the late 1800s, gorgeously weathered cedar cladding is virtually synonymous with East End coastal charm. Here are 16 shingled homes currently on the market from Remsenburg to Montauk.

33 Lily Pond Lane, East Hampton, New York | $44,500,000

Originally built in 1970, this East Hampton oceanfront mansion spans 7,000 square feet in size on nearly two acres of land. The recently refreshed home offers six bedrooms and eight bathrooms, endless water views, a double-height living room with cathedral ceilings, walls of windows, and stainless-steel appliances in the generous kitchen. The primary suite features a fireplace, ocean views, and an en-suite bathroom with a skylight, soaking tub, separate shower, and generous vanity. A guest house, pool, jacuzzi, sauna, tennis, and basketball courts are included.

111 Dune Road, East Quogue, New York | $17,950,000

Located on the coveted Dune Road in East Quogue, this oceanfront retreat spans nearly 8,000 square feet on 2.4 acres. The property boasts a Har-Tru tennis court, heated gunite pool, 200 feet of ocean frontage, and proximity to preserved bayfront wetlands. Inside, the home has six bedrooms, six full bathrooms, three half-baths, unobstructed ocean views, high ceilings, fireplaces, and a large gourmet kitchen. The primary suite features two walk-in closets, double vanities, a jacuzzi tub, and separate shower. An attached guest house, media room, gym, office, three-car garage, and pool are included.

130 Meeting House Lane, Amagansett, New York | $13,495,000

Found in beautiful Amagansett, this traditional six-bedroom shingled home offers a comfortable and private Hamptons escape. The 7,500-square-foot residence features high ceilings, extensive trim work, wide-plank oak floors, an open-concept living space, and a fully finished lower level. The outdoor space is ideal for entertaining, complete with a heated gunite pool, spa, separate pool house, manicured grounds, and professional landscaping. The gated property is a little more than a half-acre in size with privacy hedging on all four sides.

36 Second Neck Lane, Quogue Village, New York | $12,998,888

This newly built Quogue mansion offers over 10,000 square feet of interior living space on a generous three-acre property along Shinnecock Bay. The shingle-style home offers seven bedrooms, 10 bathrooms, panoramic water views, custom stone chimneys, a home theater, interior sauna, elevator, and 300-bottle wine cellar. An infinity-edge heated pool and hot tub are ideal for entertaining during the summer months, while a private boardwalk leads out to the bay where homeowners can take off for kayaking and paddleboarding.

64 Deep Lane, Amagansett, New York | $12,500,000

Built in 1830, the Windmill House was an operating windmill up until the 1950s, at which point it was converted into a guest house for the Faberge Perfumes founder, Samuel Rubin. Marilyn Monroe and Arthur Miller are perhaps the Windmill House’s most iconic tenants, but Kurt Vonnegut and Terence Stamp also rented the petite two-bedroom, one-bath home. Sited on five private acres of land, owners will have the ability to develop and build up to 20,000 square feet.

49 Jericho Road, East Hampton, New York | $9,995,000

This brand-new home in East Hampton’s coveted Georgica Estates section offers a classic shingled exterior with sleek and modern interiors. Inside 4,400 square feet, the home is host to six bedrooms, six and one-half bathrooms, indoor-outdoor living spaces, a primary kitchen and separate chef’s kitchen, and a luxurious primary suite with a spa-like bathroom and private balcony. The finished lower level boasts built-in wine storage, a recreation space, and access to a lower-level courtyard. The exterior living space is great for relaxing during the summer, complete with a herringbone bluestone patio, outdoor fireplace, automated screened-in porch, built-in barbecue, heated gunite pool, marble in-pool sundeck, pool house with an outdoor shower, and manicured landscaping.

46 Club Lane, Remsenburg, New York | $9,995,000

This Remsenburg estate is a spacious 9,000 square feet on 1.6 acres of waterfront land. With six bedrooms, eight full bathrooms, and three half-bathroom, the residence exudes Hamptons luxury with a classic shingled exterior, double-height entry, comfortable living space, fireplaces, a generous and functional kitchen, endless water views, and a primary suite with a spa-like en-suite bathroom. Enjoy the perfect East End summers on 2,800 square feet of mahogany decking complemented by an outdoor bar, pool, pool house, wraparound beach, and double boat slip. The FEMA-compliant turn-key home also includes 540 feet of bulkhead.

101 Jessup Lane, Westhampton Beach, New York | $8,800,000

This magnificent Westhampton Beach home is a masterpiece in craftsmanship. Sited on 1.25 gated acres and built in 2002, this shingle-style home features a classic Gambrel roof, 30-foot ceilings, a double stairway entry hall, seven fireplaces, formal and informal living spaces, a billiards room, home gym, and sauna. The eat-in kitchen boasts two islands and top-of-the-line appliances. The luxe primary suite has two bathrooms with steam showers, separate walk-in closets, and a turreted seating room with water views. Outdoor living is made simple with a heated pool, generous decking, a bar, and deep-water dock.

3 Artist Colony Lane, Southampton, New York | $7,950,000

Built by architect Arthur Fraser as his personal residence, this renovated shingle-style Southampton home spans 6,600 square feet with six bedrooms, six full bathrooms, and two half-bathrooms across three levels. A double-height entry, hardwood floors, large windows, fireplaces, and a functional chef’s kitchen with designer appliances come together to create a seamless and luxurious living experience. The second-floor primary suite is complemented by an en-suite bathroom with dual vanities, a clawfoot soaking tub, and a glass-enclosed shower. Enjoy outdoor living and entertaining on a bluestone patio with a nearby heated gunite pool, spa, tennis court, and impeccable landscaping with specimen trees.

68 Ellen Court, Bridgehampton, New York | $7,775,000

This stylish Bridgehampton home is sited on 2.3 private acres south of the highway. The 4,115-square-foot home is host to four bedrooms and four bathrooms, hardwood floors, a functional kitchen, beamed ceilings, and fireplaces. The pool is surrounded by a bluestone patio, complemented by a nearby pool house. Residents enjoy close proximity to three ocean beaches.

16 Wills Point Road, Montauk, New York | $7,495,000

Sited on 1.38 acres in Montauk’s Culloden Point with nearby access to a 174-acre nature preserve and ocean beaches, this shingle-style home is a comfortable East End retreat. The 6,000-square-foot residence features five bedrooms, eight and one-half bathrooms, 10-foot cathedral ceilings, a double-height great room, and a generous chef’s kitchen. The second-floor primary suite offers water views, a private deck, gas fireplace, wet bar, walk-in closets, and a double en-suite bathroom. The exterior living space features a heated marble-dusted gunite saltwater pool, landscaped lawn, pergola-covered deck, and patio. Above the two-car garage is an art studio or bonus room.

104 Narod Boulevard, Water Mill, New York | $6,850,000

Located south of the highway in a waterfront community, this Water Mill retreat spans a comfortable 5,000 square feet with five bedrooms and five and one-half bathrooms. Multiple fireplaces, a well-equipped kitchen, formal dining room, and finished lower level with outdoor access are all included in this shingle-style home. French doors lead to the outdoor space, where residents will enjoy spending time on the deck, swimming in the heated gunite pool, sitting around the wood-burning fireplace, and taking advantage of the deeded access to Mecox Bay.

39 Old Country Road, Water Mill, New York | $6,500,000

Buyers searching for a truly turn-key experience can look no further than this 7,000-square-foot shingled Water Mill home on over an acre of land. The purchase price includes all the home’s contents plus a 1971 Land Rover—the perfect beach cruiser for Hamptons adventures. The six-bedroom, five-and-a-half-bathroom home showcases hardwood floors, multiple fireplaces, a generous kitchen with designer appliances, and large windows that bring lots of natural light indoors. Outdoors, a gunite pool, Har-Tru tennis court, and covered deck make entertaining during the warm summer months simple.

9 Briar Lane, Shinnecock Hills, Southampton, New York | $5,500,000

Built in 1910, this renovated Shinnecock Hills home offers century-old charm with contemporary conveniences. The 5,000-square-foot shingled home features five bedrooms, five full bathrooms, and two half-bathrooms on over two acres of land in the Art Village enclave, just a short drive from Southampton Village. For ultimate privacy, the property is gated with hedging and manicured landscaping. High ceilings, original details, a chef’s kitchen, heated gunite pool, and a covered porch are all included.

11 Club Lane, Quogue Village, New York | $5,500,000

Found on nearly two acres of land in Quogue Village, this unique shingle-style home dates back to the 1890s. Inside 3,290 square feet is four bedrooms, three and one-half bathrooms, hardwood floors, fireplaces, and access to the tower from the home’s original construction. Residents will enjoy growing fruits and vegetables in the garden, dining al fresco on the brick patio, swimming in the heated gunite pool, and taking in the panoramic views of the Field Club’s greens. The property has permission from the zoning board to add a 1,500-square-foot guest home.

113 Sebonac Road, Tuckahoe, Southampton, New York | $4,150,000

This shingle-style home overlooks the 15th and 16th holes of Southampton Golf Club, making it an ideal retreat for golf enthusiasts. The 4,085-square-foot residence offers five bedrooms, five and one-half bathrooms, a mahogany front porch, stone fireplace in the great room, chef’s kitchen, and pocket doors in the living room. A spa-like bathroom complements the primary suite, complete with dual vanities, a generous shower, soaking tub, and two walk-in closets. The finished lower level features a media room with a wet bar and full bathroom, great for entertaining. Head outdoors and enjoy meals under the covered living area, relax on the bluestone patio, and cool off in the heated gunite pool.