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106 Shore Drive E, Amagansett
$1,499,000
2 Beds ⋅ 1 Baths ⋅ 1058447 MLS
Discover a rare waterfront retreat along the tranquil shoreline of Amagansett’s Napeague Bay. This charming two-bedroom, one-bath beach cottage offers the quintessential Hamptons coastal lifestyle in a peaceful, private cul-de-sac setting. Inside, a full kitchen opens to a comfortable living and dining area, where sliding glass doors lead directly to the deck and frame beautiful water views. Step outside and enjoy the serene bayfront setting, whether relaxing, entertaining, or simply taking in the peaceful surroundings. Napeague Bay is renowned for its windsurfing and kite surfing, making this an exceptional location for those who love life on the water. Boating, Fishing & Clamming Paradise. Ample driveway parking adds convenience, while the location places you approximately six miles from Montauk. A special opportunity to own a true Hamptons beach cottage directly on Napeague Bay. Also a bonus the cottage comes fully furnished.

106 Shore Drive E, Amagansett
2 Gardiner Drive, Amagansett
$3,000,000
3 Beds ⋅ 2 Baths ⋅ 1058764 MLS
Charming Amagansett cottage designed by architect Alfred Schaffer, who used this home as his model and office,reflecting his belief that cozy can be a luxury. Ideally located south of the highway and moments from the beautiful ocean beaches, this inviting 3 bedroom, 2 bath home has been thoughtfully updated throughout, with hardwood floors, wood burning fireplace and central air. A spacious primary suite, added years later, offers a private retreat. The landscaped, fenced yard provides an inviting setting for outdoor living and entertaining, complete with a deck, patio, dining area, outdoor fireplace and shower. Close to Amagansett Village, shops and restaurants. This special Hamptons cottage combines architectural character with modern comfort. "Cozy can be a luxury" Alfred Scheffer

2 Gardiner Drive, Amagansett
49 Gilberts Path, Amagansett
$4,995,000
4 Beds ⋅ 5 Baths ⋅ 1048207 MLS
Set on an expansive 0.79-acre property adjoining a two-acre protected dune preserve, 49 Gilberts Path offers exceptional privacy, space, and effortless access to the best of Amagansett’s Dunes. This bright and open home features four generously sized bedrooms and four-and-a-half baths, including a main-level primary suite with its own private terrace. The airy floor plan faces South toward the ocean and blends first floor living with dining, and outdoor spaces, while multiple terraces overlook the peaceful natural surroundings of the preserve or the sounds of the ocean. At the heart of the home, the chef’s kitchen with high-end appliances flows directly into the dining and living areas, where a wood-burning fireplace creates a warm central gathering space. An additional level offers three bedrooms and a family room, while a built-in sauna provides a private place to relax and recharge. Outside, the unusually generous lot becomes a true Hamptons retreat, with a 20’ x 40’ heated gunite pool and patio, expansive decking, mature landscaping, and the protected dune preserve as a natural backdrop. A rooftop sundeck adds another private outdoor space for enjoying the coastal setting and ocean views. Best of all, private ocean beach access is just two houses away, offering the rare combination of a substantial property, protected natural surroundings, privacy, and immediate proximity to the beach in one of Amagansett’s most desirable Dunes locations.

49 Gilberts Path, Amagansett
250 N Country Road Unit #Single Family, Port Jefferson
$749,000
3 Beds ⋅ 2 Baths ⋅ 1050212 MLS
Welcome to 250 N Country Road, Port Jefferson, NY—a spacious ranch-style home situated on an impressive 20,000-square-foot lot. This inviting residence offers approximately 1,400 square feet of living space, featuring three bedrooms, two full bathrooms, seven rooms, and convenient single-level living. The home includes beautiful wood flooring, central air conditioning, Oil heating, a dedicated laundry room, and a full basement providing excellent storage and additional possibilities. A private driveway and attached two-car garage offer parking for up to five vehicles. Connected to public water and sewer, this property combines comfort, space, and convenience in a desirable Port Jefferson location. The expansive grounds provide outstanding potential for outdoor entertaining, gardening, recreation, or future improvements. Conveniently located near local shopping, dining, schools, transportation, medical facilities, and the attractions of Port Jefferson Village. A wonderful opportunity to own a well-positioned home with generous property and exceptional potential.

250 N Country Road Unit #Single Family, Port Jefferson

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.