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68 Fresh Pond Road, Amagansett
$7,275,000
6 Beds ⋅ 10 Baths ⋅ 893280 MLS
Modern Luxury in the Heart of Amagansett Set on 2.44 acres of beautifully landscaped grounds, the home offers exceptional privacy and is ideally located across from South Fork Country Club-just moments from ocean beaches, shops, restaurants, and convenient transportation options. Spanning approximately 6,000 square feet across three levels, the home features 6 bedrooms, 7 full bathrooms, and 3 half baths. Light-filled interiors include multiple outdoor decks, a dramatic gallery space, and an open-concept kitchen and dining area with granite countertops and premium appliances by Viking, Miele, and Bosch. The main living room features a fireplace and adjacent office. The fully finished lower level offers an exceptional suite of amenities, including a gallery, home theater, wine room, game room, state-of-the-art gym, sauna, massage room (or optional sixth bedroom), and more. Outdoors, enjoy a luxurious lifestyle with a fully equipped kitchen for al fresco dining, a heated gunite saltwater pool with spa, pool house with fireplace, and a detached studio ideal for yoga, meditation, or fitness. Additional features include an all-weather tennis/basketball court, tennis shed, two outdoor showers, and an attached two-car garage. A rare opportunity in a prime Amagansett location-close to the South Fork Country Club, LIRR, the Jitney, local farmers market, and the vibrant village and beaches of Amagansett.

68 Fresh Pond Road, Amagansett

256 Main Street, Amagansett
$5,508,000
2 Beds ⋅ 3 Baths ⋅ 904799 MLS
Perfectly positioned between the Amagansett Square and cherished Farmer's Market there exists a magical property, hidden south of the highway, just off Main Street. Down a long driveway and behind mature privet is where to discover this sweet retreat. You are greeted with bursts of color courtesy of robust Hydrangea, mature perennial gardens, and the cooling shade from a mature cherry tree; affording a calming prelude as you approach the front door. Inside, this Carriage house offers effortless one story living with 1717 sq. ft. of interior living space affording 2 large en suite bedrooms, a grand open main gathering room w/ fireplace, kitchen with pantry, laundry room and a half bath for guests. Outside on this stunning .75-acre parcel enjoy a spacious lawn, mature trees providing shaded areas, lush landscaping, the large sunbathed deck surrounding a gunite pool, a detached garage and a tool shed. Did I mention the location is ideal? You name it...it's a moment away. This is 256 Main Street in Amagansett, NY. Welcome home.

256 Main Street, Amagansett

8 Ocean Lane, Amagansett
$5,200,000
4 Beds ⋅ 3 Baths ⋅ 973972 MLS
Set approximately 300 feet from the residents only path to the ocean beach, this four bedroom, three bath renovated dunes home captures light, space, and ease in a location that rarely becomes available. South facing and open in feel, the house is designed with a clean, modern aesthetic and effortless indoor outdoor flow. The main level is centered around a bright kitchen stone counter tops with high-end stainless steel appliances and abundant storage. The living space extends the full depth of the home, offering dual seating areas and a striking double sided wood burning fireplace that connects to the dining area. Expansive glass doors lead directly to the pool and outdoor entertaining spaces. A first floor guest bedroom with its own exterior access and adjacent bath with glass-enclosed shower adds flexibility. Upstairs, the primary suite overlooks the pool and includes a fireplace, custom closets, built-in window seating, and a thoughtfully detailed bath with marble vanity, double sinks, tailored tilework, glass shower, and deep soaking tub. Two additional guest bedrooms share a well appointed bath. Decking wraps around three sides of the exterior, creating multiple areas for dining and lounging around the heated gunite pool with bluestone surround. An outdoor shower, dedicated surfboard and bicycle storage, and mature landscaping enhance both function and privacy. With ocean access within sight and the sound of waves close at hand, this is a rare Dunes offering.

8 Ocean Lane, Amagansett

37 Gilberts Path, Amagansett
$4,500,000
4 Beds ⋅ 5 Baths ⋅ 937220 MLS
Telemark Builders just completed a meticulous renovation of this four-bedroom, four-and-a-half-bath two story home just down the block from your own private ocean beach access. This modern beach house exudes sophistication through a lens of timeless craftsmanship and precision. Designed for those who appreciate architecture, proportion, and material integrity, the home offers an exceptional balance of elegance and ease. Inside, every element has been reconsidered with purpose. With two bedrooms downstairs and two up, by way of a custom bullnose staircase each bedroom is ensuite including a first floor primary. Every bathroom is crisp and white, balanced with wood accents. Throughout the home one will find whitewashed oak floors, a great room, anchored by a bluestone-clad wood-burning fireplace, flowing seamlessly to the thoughtfully designed chef's kitchen with breakfast bar island, stylish natural wood cabinets, stone countertops ,Thermador oven and Sub Zero refrigerator. The large wrap around deck with plenty of room for dining, relaxing and entertaining overlooks a 2.5-acre preserve with soothing views. All this with private ocean access nearby, the property is enveloped in quiet natural beauty-private, poised, and minutes from Amagansett and Montauk.

37 Gilberts Path, Amagansett

25 Gardiner Drive, Amagansett
$3,500,750
4 Beds ⋅ 4 Baths ⋅ 852067 MLS
Tucked away in the quiet dunes of Amagansett on a double lot, only steps from the ocean, this thoughtfully designed 1757 square foot home offers a rare opportunity to enjoy both comfort and potential in an exceptional location. The main living area has an open floorplan, combining the kitchen, dining room, and living room with brick fireplace into a bright, seamless space. This home has four bedrooms and three and half bathrooms. The primary suite features high ceilings, a walk in closet, a private balcony and a generous ensuite bath with open stone shower. A large ensuite bedroom is also upstairs adjacent to an open office/tv area. The main level has two bedrooms, one with direct access to a full bathroom making it a perfect guest space or alternate primary. Outside there is a covered deck area with room for a large dining table and bbq, and an expansive sunny deck accessed through the living room. Set on a generous 0.46-acre lot, the property allows room for a pool and future expansion. All this and a full basement which is a rare commodity in the Dunes. There is even a one car garage. A rare offering in one of the Hamptons' most desirable oceanside communities.

25 Gardiner Drive, Amagansett

41 Deerfield Lane, Amagansett
$2,885,000
4 Beds ⋅ 3 Baths ⋅ 971341 MLS
Rare Opportunity to Own a True Amagansett Dunes Beach House This two-story home, just eight houses from community ocean beach access, sits in the heart of the Amagansett Dunes and captures the spirit of the original beach-house lifestyle that made this enclave so iconic. Built in 1972, this retro contemporary reflects an era when Dunes living was effortlessly cool, relaxed, and deeply connected to the beach. Ready for its next chapter, the home presents a remarkable opportunity to reimagine and personalize a classic Amagansett property in an exceptional location. The upside-down layout places four bedrooms and two full baths on the first floor, including an ensuite bedroom that can serve as a primary. Upstairs, the open living space has a relaxed California contemporary feel, with high ceilings, a brick fireplace in the living area, and an L-shaped layout that defines the living and dining areas. The dining area provides access to the eat-in kitchen with a breakfast area, and a powder room is conveniently located off the main living space. Sliding glass doors from the living room, dining area, and kitchen all open to the outdoor deck, creating an easy flow for evening barbecues, relaxing after the beach, and summer nights spent listening to the waves in the distance. Additional features include a full basement and an outdoor shower hookup for rinsing off after a day on the sand. Opportunities like this rarely come to market in the Dunes. Reimagine and personalize this special home while enjoying the beach lifestyle that has long drawn artists, creatives, and longtime locals to this beloved stretch of Amagansett.

41 Deerfield Lane, Amagansett

278 Cranberry Hole Road, Amagansett
$2,400,000
4 Beds ⋅ 4 Baths ⋅ 922763 MLS
Bordered by 100's of acres of protected land, this authentic beach house is found in a location that defines the east end. A 1980's Contemporary surrounded by nature's best and affording a locational advantage to appreciate. Be only five minutes to the Amagansett Square, the Atlantic Ocean or Gardiners Bay, ten minutes to Montauk and seconds to nostalgic Hampton's roadside dining destinations. Set on 1.4 acres, this spacious home offers a total of 4 bedrooms and 4 bathrooms within its 2,796 sq. ft. of interior living space, a 20 x 40 pool, and a 936 sq. ft. detached garage. A preeminent opportunity in The Promised Land of Amagansett. Enjoy as is, renovate or start over and be the next to stake your claim on Cranberry Hole Road.

278 Cranberry Hole Road, Amagansett

251 Town Lane, Amagansett
$2,000,000
3 Beds ⋅ 4 Baths ⋅ 919569 MLS
Prime Amagansett Opportunity on Nearly 3 Acres Set on nearly three acres in one of Amagansett's most desirable hamlets, this rare offering presents multiple paths forward - whether reimagining the existing three-bedroom, three and a half bath contemporary residence or creating something entirely new. Being sold "As-Is" this home offers good bones and character: a vaulted-ceiling living area with fireplace, a solarium-style room, a country kitchen, and an oversized one-car garage. Outdoors, a private, decked pool area feels tucked away from view, offering peaceful seclusion. While the home and pool are being offered strictly as is, the property itself allows for far more. With a maximum clearing allowance of 25,625± square feet, there is room to expand the residence, add thoughtful outdoor living spaces, or ultimately build a modern Hamptons compound that takes full advantage of the setting. The location underscores the appeal - just minutes from Amagansett Village with its shops, cafés, Balsam Farm Stand, and train station, and a short drive to Atlantic Avenue and Indian Wells beaches. Surrounded by natural preserves and coastal landscapes, the property captures the ease of Amagansett living while also offering quick access to East Hampton Village and Montauk. Rare in both scale and flexibility, this property invites visionaries to restore, reinvent, or reimagine - rewarding whichever path you choose.

251 Town Lane, Amagansett

1926 Montauk Highway, Amagansett
$1,200,000
3 Beds ⋅ 2 Baths ⋅ 914702 MLS
Nestled south of the highway in the coveted Napeague Dunes, this 3-bedroom, 2-bath A-frame beach house offers the perfect blend of comfort, character, and potential. Just a few blocks from the beach, with a semi-private path leading directly to ocean access, this home is your gateway to classic coastal living. The main level features an open-concept floor plan ideal for relaxed living and entertaining, with plenty of potential to customize the home the way you would want it, with a full bathroom and a bedroom offering convenience and flexibility. Upstairs, the home opens up with soaring ceilings and dramatic floor-to-ceiling windows that bring in natural light and potential views of Napeague Harbor. Two additional bedrooms and a second full bath provide space for guests, while the cozy den with a wood-burning stove offers the perfect spot to unwind after a day in the sun. Enjoy outdoor living with front and rear decks that invite the ocean breeze. Whether you're looking to renovate, expand, or simply personalize, this home is filled with opportunity. Centrally located between Amagansett and Montauk, you're minutes from world-class dining, boutique shopping, and some of the most beautiful beaches on the East End. This is a rare opportunity to own a beachside escape in one of the most desirable locations on the South Fork.

1926 Montauk Highway, Amagansett

2004 Montauk Highway Unit #1817, Amagansett
$440,000
1 Beds ⋅ 1 Baths ⋅ L3572299 MLS
OCEANFRONT TENNIS COOP, Newly renovated & fully furnished one bedroom overlooks the ocean and is located in the highly desirable Ocean Colony Beach and Tennis Club. Private back deck and smell the saltwater, or make your way down to the pristine white sand beach and enjoy easy living at its finest. Fantastic opportunity for the savvy investor or someone seeking an oceanfront getaway. The Ocean Colony Beach and Tennis Club has two tennis courts and a beautiful heated pool. Located close to The Lobster Roll and Clam Bar, only minutes to both Amagansett and Montauk villages, as well as surf beaches. This unit has a strong rental history that can be rented to cover your maintenance when not in use. Pets are not allowed at this seasonal facility. Property/Facility is not open usually for 2 months of January and February.

2004 Montauk Highway Unit #1817, Amagansett

2136 Montauk Highway Unit #112, Amagansett
$349,000
1 Baths ⋅ 875394 MLS
Welcome to the serene oasis at 2136 Montauk Hwy, Amagansett, NY, 11930, where the comfort of a cozy interior meets the breathtaking beauty of an oceanfront location. This studio co-op offers a unique blend of tranquility and convenience, making it an ideal choice for a personal retreat or a savvy rental investment. As you step into the studio, you'll find a well-designed space with two queen beds and a full bathroom, ensuring comfort for all occupants. The kitchen is fully equipped, ready to inspire culinary creativity. The property's location is a highlight, situated within an oceanfront complex that opens its doors from May to October. The Ocean Vista is a sight to behold, offering a daily dose of natural beauty and a tranquil atmosphere. But the amenities don't stop at the ocean view. The complex also boasts a tennis court and an indoor pool, providing year-round recreation options. An office on site ensures all your needs and inquiries are promptly attended to. When it comes to dining and entertainment, the location couldn't be better. The property is within walking distance to Goldbergs and other popular restaurants, offering a variety of culinary experiences. This property is more than just a place to live; it's a lifestyle. It's about waking up to the sound of the waves, enjoying a game of tennis, taking a refreshing swim in the pool, and ending the day with a beachfront dinner. It's about the simple pleasures that make life worth living. So, if you're looking for a property that combines comfort, convenience, and a touch of luxury, 2136 Montauk Hwy might just be the place for you. Don't miss out on this opportunity to experience the oceanfront lifestyle you've always dreamed of.

2136 Montauk Highway Unit #112, Amagansett

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.