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42 Jessup Lane, Westhampton Beach
$4,499,000
4 Beds ⋅ 5 Baths ⋅ 1025877 MLS
Discover an exceptional Hamptons retreat where timeless sophistication meets effortless coastal living. This impeccably crafted residence offers four luxurious bedrooms, four beautifully appointed full baths, and one elegant powder room, all designed with uncompromising attention to detail. From the moment you enter, exquisite custom millwork, intricate moldings, 3 fireplaces, and refined architectural finishes create an atmosphere of understated luxury. Sun-drenched interiors, feature gracious living and entertaining spaces that seamlessly blend classic elegance with modern comfort. The first-floor primary suite is a private sanctuary, featuring a cozy fireplace, an elegant spa-inspired bath, and French doors that open seamlessly to the expansive deck, creating the perfect indoor-outdoor retreat. Beyond the home, a private resort-like setting awaits. An expansive mahogany deck of 2700 square feet overlooks a sparkling heated in-ground pool, providing the perfect backdrop for sophisticated outdoor entertaining, tranquil afternoons, and unforgettable summer evenings. Perfectly positioned within walking distance of both the vibrant village and the area's pristine beaches, this exceptional residence offers the rare opportunity to enjoy the very best of the Hamptons lifestyle. Combining impeccable craftsmanship, premier amenities, and an unrivaled location, this is a home of extraordinary distinction. Room for a tennis court per the Building Department of Westhampton Beach.

42 Jessup Lane, Westhampton Beach

265 Asharoken Avenue, Northport
$4,499,000
6 Beds ⋅ 8 Baths ⋅ 1005967 MLS
Experience luxury coastal living in this breathtaking 3-level Mediterranean-style estate, perfectly positioned on the shores of Northport Bay. Designed for both grand entertaining and intimate relaxation, this home offers 4 ensuite bedrooms, 5.5 bathrooms, and timeless architectural elegance throughout. The third-floor primary suite is a private retreat, featuring a balcony with panoramic water views, a spa-inspired bath with a soaking Jacuzzi tub, steam multi-jet shower, and dual walk-in closets, gas fireplace and home gym. A private elevator provides seamless access to all three levels. The main living area boasts a dramatic great room with 20-foot ceilings and floor-to-ceiling walls of glass that flood the home with natural light. Additional living and formal dining rooms provide versatile spaces for gatherings of any size. The chef’s eat-in kitchen is outfitted with premium Thermador appliances, including a tower refrigerator, freezer, and wine cooler system, as well as a Wolf commercial-grade stove—ideal for both everyday cooking and culinary entertaining. Outdoors, enjoy the heated inground salt water pool with a cascading waterfall, or unwind in the beachside cabana. Completing this remarkable waterfront compound is a charming 2-bedroom, 2-bathroom cottage—perfect for guests, extended family, or a private office. An oversized 3-car garage provides ample space for vehicles and storage. This is coastal Mediterranean luxury at its finest—where every detail is designed to impress and just one hour from NYC.

265 Asharoken Avenue, Northport

83 Montauk Highway, Westhampton
$4,498,000
L2888268 MLS
5 Acre Commercial Highway Business. *Corner Parcel *High Visibility* *Max Lot coverage = 30% *Max Height = 35 *950' road frontage. Zoned Highway Commercial Business. Several permitted uses: Restaurant with take-out free standing business- Appliance and television store (sales & leasing)- Ideal for a bank with on site drive thru- Physical fitness & gym facilities- Medical and dental laboratories- Medical offices for physicans & dentists- Automobile and mobile home dealers- Retail nursery with lawn & garden supply store- Floor covering, paint & wall paper store- Bus passenger transfer & transportation services- Plumbing and heating supplies- Commercial service equipment & supplies. Assisted Living Facility-(Special Exception Use). (Town of Southampton: with a Special Exception Use possible storage facility on 5+ acre parcels).

83 Montauk Highway, Westhampton

118 Two Holes Water Road, East Hampton
$4,495,000
4 Beds ⋅ 4 Baths ⋅ 1053532 MLS
East Hampton 5-Acre Retreat with Pool & Tennis A private five-acre setting, resort-style amenities, and effortless proximity to East Hampton Village come together in this exceptional four-bedroom home, located just 3.5 miles from the Village. With a pool, spa, and tennis court, the property offers a rare sense of privacy without sacrificing convenience. The heart of the home is an oversized gourmet kitchen featuring Carrara marble countertops, two dishwashers, a generous center island, and a separate bar area. The kitchen opens to the dining area and impressive double-height great room, where a wall of glass doors creates a seamless connection to the pool and brings abundant natural light into the home year-round. On the first floor, just off the kitchen, is a private en-suite guest bedroom, with a half bath conveniently located down the hall. The second level features a spacious primary suite with a marble bath and steam shower, along with two additional guest bedrooms and a full bath. The third floor offers a versatile entertainment room or office, complete with a half bath, providing a dedicated space for work, relaxation, or entertaining. The finished basement provides additional living space and is currently configured with a game and TV area, along with a laundry room. The detached garage is divided into two separate spaces, including a fully equipped gym and cabana area with a beverage station, heating, air conditioning, and a fully mirrored wall. A private tennis court sits just beyond the lawn and garage. Surrounded by five acres of tranquil grounds, this property delivers the space and amenities of a private Hamptons retreat while remaining close to the restaurants, beaches, shops, and village life of East Hampton.

118 Two Holes Water Road, East Hampton

7 S Pond Road, East Hampton
$4,495,000
4 Beds ⋅ 2 Baths ⋅ 1046558 MLS
Waterfront living with a private dock in East Hampton. Set within the desirable Hamptons Waters community, this 2,184-square-foot, four-bedroom, two-bath waterfront retreat offers a relaxed East Hampton lifestyle with captivating water views and a private dock. Natural light fills the open-concept living and dining areas, creating a bright, inviting setting for everyday living and entertaining. Beautifully maintained grounds lead toward the water, while a spacious rear deck with a grilling area provides an ideal setting for alfresco dining and summer gatherings. Additional features include an outdoor shower and a detached 550-square-foot heated two-car garage offering generous parking and storage. The property also offers room for a swimming pool and the ability to add on up to just over 3,500 square feet of total GFA. With its private dock, tranquil waterfront setting, and convenient East Hampton location, this property presents a rare opportunity to enjoy life on the water.

7 S Pond Road, East Hampton

106 Cove Road, Northport
$4,495,000
6 Beds ⋅ 7 Baths ⋅ 1031732 MLS
Set on nearly 2 private acres overlooking the breathtaking waters of Duck Island, this extraordinary new construction estate is a rare opportunity to own one of Northport’s most spectacular waterfront homes. Spanning just under 8,000 square feet of living space, this custom-built masterpiece offers 6 bedrooms, 6.5 baths, and a level of craftsmanship that is evident in every detail. Designed for both everyday living and effortless entertaining, the open floor plan is anchored by a stunning chef’s kitchen featuring premium Sub-Zero refrigerator, Wolf gas stove and Wolf microwave an oversized quartz center island, a walk-in pantry, and uninterrupted panoramic water views that become the backdrop to every gathering. A grand foyer with exceptional custom millwork sets the tone, while coffered ceilings, designer finishes, and a beautiful fireplace create a warm yet elevated atmosphere throughout the home. An elevator provides seamless access to all three levels, adding both convenience and sophistication. The primary suite is a private retreat unlike any other, complete with its own waterfront balcony, elegant tray ceilings, a dedicated makeup area, and an extraordinary custom walk-in closet featuring two center islands and beautifully designed cabinetry. Built with uncompromising quality from top to bottom, this exceptional residence features 10 foot basement ceilings, a 50 year architectural roof, and timeless Tando Beach House shake siding accented by custom Azek trim, creating a striking exterior that is both elegant and built to last. Outside, the resort-style grounds are every bit as impressive. A saltwater pool with a sun shelf overlooks the sparkling waters beyond, creating an outdoor setting that feels more like a five-star resort than a private residence. The sprawling double lot offers exceptional privacy and beautifully landscaped grounds, while a pea gravel driveway approach creates a striking first impression as you arrive. A temperature-controlled three-car garage provides the perfect home for any car collection. As an added bonus, enjoy access to a private beach just minutes away, offering the perfect place to relax, launch a paddle board or kayak, or simply take in Northport's picturesque waterfront lifestyle. Every room has been thoughtfully designed to capture the beauty of its surroundings, making this a home that is as unforgettable as the views themselves. A true Northport showpiece where timeless design, exceptional craftsmanship, and an unparalleled waterfront setting come together to create what can only be only be described as the new crown jewel of Northport!

106 Cove Road, Northport

66 Hillside Drive E, Sag Harbor
$4,495,000
6 Beds ⋅ 8 Baths ⋅ 1027629 MLS
This spectacular new construction home in Sag Harbor, designed by Peter Cook AIA, delivers the best of the Hamptons moments from the water and life in the Village. Just a few houses down from Ninevah bay beach, sited on a clear .35 acre parcel in Sag Harbor Hills, this brand-new home has 6 bedrooms,6 full and 2 half baths, with 4,519 +/- sq. ft. of living space across all 3 levels. Equipped with every luxurious amenity expected in a Hamptons home, including pool, pool house with a fireplace, and a detached 1 car garage. Inside, enjoy open-concept living with great natural light. There is a fabulous gas fireplace in the living room. Outfitted entirely with Viking stainless steel appliances, the kitchen sits at the heart of the home. Ready for everyday luxury living, the spacious lower adds another bedroom and 2 full baths. The two bedrooms upstairs have double vanities and private balconies. Easy indoor-outdoor living is always close at hand with large windows and egress to the covered porch, gunite pool, and pool house. This quiet neighborhood is close to the water and easily access to the exclusive and elevated experiences, shops, and dining in Sag Harbor Village.

66 Hillside Drive E, Sag Harbor

20 Hillside Road, Southampton
$4,495,000
4 Beds ⋅ 5 Baths ⋅ 914642 MLS
Private, Park-Like Estate in Southampton - Welcome to 20 Hillside Road, a serene estate set on over 4 acres of beautifully-manicured grounds. This custom-built home has been meticulously cared for over three decades, and offers an exceptional blend of privacy, tranquility, and natural beauty. Inside, graciously-proportioned rooms, vaulted ceilings, and large windows create a bright, airy ambiance that serves as a canvas for your lifestyle. Step outside to enjoy a suite of resort-like amenities, including a gunite pool with cabana, tennis court, and acres of lush grounds. Just under five miles from the heart of Southampton Village, the property provides easy access to celebrated dining, boutique shops, and world-renowned beaches, while maintaining the sense of retreat that makes it a true haven. Take advantage of this rare opportunity, best appreciated in person. Come and see for yourself!

20 Hillside Road, Southampton

36 Cayuga Street, Ocean Bay Park
$4,495,000
5 Beds ⋅ 7 Baths ⋅ 902281 MLS
Stunning Ocean View 5 BR New Construction With Pool & Gym Situated on an ocean view double lot, one house back from the beach, this ground up new construction home is truly spectacular. With nearly 3,600 interior square feet and 2,680 square feet of mahogany decking, a 30’ swimming pool, panoramic ocean views, and multiple entertaining areas, this home does not disappoint. Enter through the dramatic double height entry foyer and continue upstairs to the spectacular great room with 11’ ceilings, spacious dining area with wet bar, ample living space, and stunning ocean views. The gourmet kitchen features abundant storage, quartz countertops, and top of the line appliances, including a 66” refrigerator and 48” Wolf range. The enviable walk-in pantry and massive 12 foot long island would delight any chef. Flow right out to the dedicated eating deck to enjoy the ocean views while you grill and dine al fresco. The exterior staircase connecting the pool deck level and the great room allows for easy entertaining. All 5 bedrooms in the home feature private en-suite bathrooms and sliding glass doors leading directly to outdoor spaces. In addition to 5 bedrooms, 5 full bathrooms, 2 half bathrooms, and an outdoor shower, the home also features a large den, an office/craft area, and a gym or flex space. The second floor “grand primary” suite has a large walk-in closet, and a spa bathroom with wet room shower & freestanding tub, double vanity, and private water closet. Watch the waves from your king size bed or your private balcony. There is also a “junior primary” suite on the first floor that includes stunning views, a luxurious en-suite bathroom, ample closets, and a king bed. With multiple outdoor spaces to lounge and gather, when it comes to entertaining, there is no shortage of spaces in this home! Whether sunbathing by the pool or relaxing in the shade of the covered deck, the outdoor bar with fridge, sink, and ice maker is sure to come in handy. Just when you thought the views couldn't get any better, head up to the roof deck for a bird's eye view of the beach, bay, and the island. A spacious spot for entertaining, the roof deck comes complete with a massive wet bar, including refrigerator, ice maker, and seating for 8. Luxury appointments throughout include ceramic tile floors, Andersen windows, and zero maintenance New Tech siding.

36 Cayuga Street, Ocean Bay Park

19 Quaquanantuck Lane, Quogue
$4,495,000
5 Beds ⋅ 4 Baths ⋅ 843144 MLS
This is a rare opportunity to acquire a stunning property close to the ocean, brimming with potential. Whether you wish to embrace the charm of the existing home or create your ultimate dream sanctuary, this 1.65+/- acre estate offers nearly endless possibilities. Nestled in the highly desirable Quogue estate section, this property features a 4,366+/- sq ft home with 5 bedrooms and 4 full baths. The expansive lot size and considerable square footage make it a fantastic place to relax or entertain. The well-designed interior spaces are light-filled and full of character. The living room boasts a wood-burning fireplace, cathedral ceiling, two cozy built-in book nooks, and French doors leading to the patio. An adjoining sitting room with built-in bookcases and window seats is perfect for reading or playing games. The original part of the home includes an open kitchen with breakfast bar, an en suite junior primary bedroom, two guest bedrooms, and a bath. A new wing added in 1998 offers a second kitchen, primary suite with spa bath and dressing room, spacious family room, additional guest bedroom, bath, and a screened porch for al fresco dining. The second floor features a loft area ideal for guests. 19 Quaquanantuck Lane is a private, serene setting with ample room for a pool, pool house, and tennis court. All this, within a half-mile to the Quogue shops, market, and the village dock that hosts amazing sunsets. Plus, moments from Dune Road and some of the most breathtaking ocean beaches in the world. This property is a unique opportunity to own a piece of paradise in one of the most sought-after locations within the Quogue estate section.

19 Quaquanantuck Lane, Quogue

2 Ocean Bay Boulevard, Ocean Bay Park
$4,490,000
5 Beds ⋅ 6 Baths ⋅ 1026874 MLS
Incredible New Construction Ocean & Bay View Home with Pool! Welcome to your dream coastal retreat in Ocean Bay Park, Fire Island! This stunning brand new construction bay view home for sale boasts 5 spacious bedrooms, 4 full bathrooms, and 2 half bathrooms across two floors, offering over 3,600 square feet of luxurious living space. Properties of this size and scale are extremely hard to come by on Fire Island. Set back on a massive 11,803 SF lot, this home lives large! The interior is immaculate, featuring top-of-the-line finishes, high ceilings, and an abundance of natural light. With 2 luxurious bedroom suites on the first level, and 2 additional bedrooms as well as the grand owner’s suite on the second floor, this home can accommodate an extended family. The primary bedroom has a wall of glass overlooking the bay, a huge walk in closet, balcony access, and an oversized spa bathroom with freestanding tub, walk in shower, dual sinks, and a separate water closet. The expansive great room is perfect for relaxing and entertaining with soaring 13’7” high ceilings and stunning views of the Great South Bay. The modern gourmet kitchen is a chef's delight, complete with high end appliances, a large center island, and plenty of counter and storage space. Enjoy dining alfresco while looking out over the bay on the large deck with pergola and built in outdoor kitchen, just off of the great room. There are laundry rooms and powder baths on both levels for your convenience. Step outside to your own private oasis, where you'll find a massive 30’ X 18’ heated salt water swimming pool and over 4,000 square feet of decking, including a screened in porch, covered outdoor area, and roof deck with breathtaking 360-degree views from bay to ocean. Enjoy stunning sunsets from the comfort of your own home, with uninterrupted vistas of the water and surrounding natural beauty. Situated across Bay Walk from a public green space, your unobstructed bay views are protected forever. Walk to the beach in 3 minutes or the ferry in just 1 minute! Conveniently located close to restaurants and the market in Ocean Bay Park or a quick bike ride to downtown Ocean Beach. This is an incredible opportunity to own a one-of-a-kind home in one of the most desirable locations on Fire Island. Don't miss out on the chance to make this brand new construction home for sale in Ocean Bay Park your own private paradise! Sold fully furnished. Affordable flood only $2,939/ Year!

2 Ocean Bay Boulevard, Ocean Bay Park

241 Asharoken Avenue, Asharoken
$4,450,000
7 Beds ⋅ 7 Baths ⋅ L3565784 MLS
Indulge in the ultimate luxury at this magnificent beachfront estate, where superior European craftsmanship meets world-class finishes. Designed by the esteemed architects Keller and Sandgren, AIA, this architectural masterpiece features resplendent granite and marble floors and baths, a gourmet kitchen, and an indoor lap pool. The estate spans over 12,000 in totality with 4 multi level structures, each meticulously crafted for lavish comfort. The main level boasts a family room with a fireplace, a kitchen/bar, and a disco area with a DJ booth-perfect for entertaining. The entry foyer welcomes you with an indoor lap pool, laundry room, bathroom with a sauna, and a playroom or 3-car garage with guest quarters. The 2nd floor offers a grand foyer, a living room with a fireplace, a formal dining room, a chef's kitchen, a great room with a deck, two bedrooms, 1.5 bathrooms, an office, and a den. The 3rd floor features a master bedroom suite with a spa-like bathroom, dressing area, and private deck, while the 4th floor unveils a 'Crow's Nest' study with expansive decking and breathtaking views. Outdoor amenities include a luxurious pool house with a kitchen, bathroom, and dining area, as well as a charming cottage with a guest suite and service quarters. Multiple decks provide a seamless connection to the stunning natural surroundings, making this estate a rare blend of unparalleled luxury and sophisticated comfort-an extraordinary residence for the discerning buyer., Additional information: Interior Features:Lr/Dr,Separate Hotwater Heater:Y

241 Asharoken Avenue, Asharoken

117 Buell Lane, East Hampton
$4,445,000
4 Beds ⋅ 5 Baths ⋅ 1043252 MLS
East Hampton Village Modern Farmhouse. Located in the heart of East Hampton Village, 117 Buell Lane offers refined modern farmhouse living close to Main Beach and Main Street. Clean lines and an effortless open layout set the tone throughout. The kitchen features classic soapstone countertops and a sleek granite island. The main level includes an ensuite bedroom, two additional bedrooms, and a beautifully renovated powder room with a custom vanity. The finished lower level adds more than 800 square feet of newly completed living space, including an ensuite bedroom, bonus room, media den, recreation room, stylish bar, and ample storage. Outdoors, mature landscaping creates a private setting around the heated Gunite pool. Additional features include an enclosed outdoor shower, privacy fencing, irrigation, and a Tesla charger. Turnkey and thoughtfully upgraded throughout, this East Hampton Village residence offers an exceptional opportunity to enjoy effortless Hamptons living.

117 Buell Lane, East Hampton

16 Willowood Court, Westhampton
$4,400,000
7 Beds ⋅ 4 Baths ⋅ 1056685 MLS
A standout offering for those seeking exceptional space in the heart Westhampton. This expansive residence delivers over 5,000 square feet of living space, 7 bedrooms, 3.5 baths, two full kitchens, a heated pool, and a highly versatile layout designed for both everyday living and effortless entertaining. The main level features 4 bedrooms along with generous living and gathering spaces. The fully permitted lower level is arranged around a spacious open-concept living and recreation area with a beautiful second kitchen, creating a comfortable setting for entertaining and extended guest stays. This level also includes 3 additional bedrooms, a full bath, and a separate flexible bonus room ideal for a home theater, game room, recording studio, fitness space, or office. Multiple gathering areas throughout the home provide abundant room for entertaining, overnight guests, extended stays, and private spaces to relax and unwind. Outdoors, the heated pool creates a natural extension of the living space and an inviting setting for warm-weather entertaining. With its exceptional scale, extensive guest accommodations, flexible recreation space, and indoor-outdoor living, this Westhampton home offers a distinctive combination of comfort, versatility, and space to host with ease.

16 Willowood Court, Westhampton

10 Barrett Drive, Hampton Bays
$4,400,000
4 Beds ⋅ 5 Baths ⋅ 961977 MLS
Recently expanded and renovated with a fresh, modern coastal aesthetic by Hyphen & Co., this charming Cape Cod beach house with breathtaking views of the Peconic Bay that span to Robin's Island can be your Hampton's escape! With approx. 120 feet of bulkheading and a sprawling private sandy beach below, this 4-bedroom, 5-bath waterfront home in a private community, is the perfect summer get-away for those looking for an elegant and secluded beach home. The meticulously maintained house is inviting and gracious, with an open floor plan that emphasizes the panoramic water views from the living room, modern chef's kitchen, dining area, and den, with a double-sided stone fireplace. Two guest bedrooms, 2 full bathrooms, and a laundry/mudroom complete the first floor. Upstairs, the primary suite with balcony offers a serene retreat with a luxurious bath, offering double-vanity sinks, walk-in shower, deep soaking tub, and separate water closet. An additional guest bedroom and full bath complete the second floor. A finished and permitted lower level with a recreation space and wine room, along with a two-car garage, are rare for this type of waterfront property and provide exceptional space and amenities. Above the garage, a spacious rec room with stunning views adds even more versatile bonus space. Outside, the new heated gunite pool and spa couldn't be closer to the sparkling waters of Peconic Bay with the sugar sand beach bayside below. Centrally located with ease of access to Southampton and points east, North Fork vineyards and farm stands, and 90 miles from NYC. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.

10 Barrett Drive, Hampton Bays

314.4 North Magee St, Southampton
$4,395,000
7 Beds ⋅ 7 Baths ⋅ 989544 MLS
NEW CONSTRUCTION | SOUTHAMPTON | THE RESERVE AT ROSEWOOD Welcome to The Reserve at Rosewood, an exclusive 4-home subdivision in Southampton developed by the prestigious Hampton's builder Paramount Development Group in collaboration with renowned architect Todd Nagy. This Douglas Elliman/Compass joint co-exclusive listing is positioned on a secluded cul-de-sac bordering a 35-acre Southampton Town preserve, 2.5 miles from downtown Southampton Village delivering an extraordinary sense of privacy, luxury, and refined modern living. Time to add your personal touches to this home during the construction phase. This exceptional custom-built home features approximately 5,000 sq. ft. across three beautifully designed levels with 7 oversized bedrooms, 6 full baths, and 1 half bath. Thoughtfully crafted for both elegant living and effortless entertaining, this home includes an open-concept gourmet kitchen and living area, first and second-floor en-suite bedrooms/baths, hardwood flooring, custom millwork, fireplace, 10-foot ceilings on the main level, soaring second-floor ceilings, and a spectacular lower level with 10-foot ceilings, outside entry and an expansive recreation and lounge space great for entertaining with plenty of room for pool/foosball/ping pong tables/working out. The lower level also offers 2 additional bedrooms with egress windows and 1 bath. Relax from your stone patio or take a swim in your 20 X 40 heated gunite saltwater pool. Room for optional pool house and custom outdoor cooking area. Close to Hampton's beaches, restaurants, shopping and vineyards. (Photos are artist renderings)

314.4 North Magee St, Southampton

25 Ring Neck Road, Remsenburg
$4,379,000
6 Beds ⋅ 6 Baths ⋅ 1046358 MLS
Set on an expansive, beautifully landscaped 1.27-acre property in the heart of Remsenburg, this exceptional 6-bedroom, 5.5-bath estate offers a rare combination of scale, privacy, tranquility, and resort-style outdoor living. Mature landscaping surrounds the property, creating a peaceful and private setting with generous open lawn space ideal for recreation, entertaining, and play. The outdoor amenities are truly exceptional, featuring a gunite pool with spa, expansive patio, extensive wraparound rear decking, inviting front porch, and multiple exits from the home for effortless indoor-outdoor living. A long private driveway leads to a three-car garage and a basketball court for additional recreational amenity. A special addition is a lovely greenhouse for growing fresh herbs and vegetables or whatever you desire. Inside, the spacious 12-room residence is filled with natural light and designed with an emphasis on volume and openness. Numerous windows and high doorways create a bright, airy atmosphere, while dramatic cathedral ceilings add to the sense of scale. Generously proportioned living spaces provide the perfect backdrop for both relaxed, family living and sophisticated entertaining. This home is ready for summer or year-round living, while imagining how you would envision it for your future lifestyle. A truly special Remsenburg property offering privacy, expansive grounds, exceptional outdoor amenities, and a gracious interior in one of the Hamptons most coveted settings. Minutes to The Village of Westhampton Beach.

25 Ring Neck Road, Remsenburg

21 Seafield Lane, Westhampton Beach
$4,350,000
7 Beds ⋅ 7 Baths ⋅ 1044207 MLS
Westhampton Beach Estate Section Located on one of the village's most prestigious lanes, in the heart of Westhampton Beach's estate section, this gracious home is just moments from Main Street. Built in 1930 and expanded in 1994, the seven-bedroom residence pairs beautiful original architectural details with a contemporary sense of space. A welcoming foyer opens to an expansive living room with beamed ceilings and an original marble fireplace, flowing into a distinctive octagonal sunroom and wraparound three-season porch. The main level also features a spacious dining room with bay windows and marble fireplace, connecting to the eat-in kitchen. Upstairs are seven bedrooms, most with en-suite baths, including a separate primary suite with an adjoining office and private staircase. Outside, a large deck provides plenty of room for dining and relaxing, while the gunite pool and surrounding deck create an inviting setting for summer days. A detached two-car garage, originally the property's carriage house, adds to the home's character. With its exceptional location, generous proportions, and original details, this is a rare opportunity to make a classic Westhampton Beach residence your own.

21 Seafield Lane, Westhampton Beach

3525 Paradise Point Road, Southold
$4,299,000
4 Beds ⋅ 3 Baths ⋅ 1053616 MLS
WELCOME TO PARADISE. Commanding 2.38 private acres on the bay in Southold’s coveted Paradise Point, this remarkable waterfront estate possesses the cinematic North Fork presence of a setting from Nelson DeMille’s Plum Island—dramatic, intriguing and entirely unforgettable. With approximately 97 feet of private beach, panoramic views toward Shelter Island and the estate-lined shoreline beyond, plus community boating rights with access to the residents’ boat basin, the property offers exceptional privacy without sacrificing comfort or convenience. Custom built in 1993, the approximately 3,500-square-foot residence offers four bedrooms, three full baths and three levels designed for gracious year-round living. Bold proportions, soaring 20-foot ceilings, walls of glass and a sweeping staircase capture the confident glamour of grand-scale coastal architecture, while abundant natural light and extraordinary water views give the interiors a timeless quality. This is not a conventional beach house; it is a substantial bayfront residence designed to make an impression. The dramatic double-height great room is anchored by a rare natural coral-stone fireplace and opens to more than 1,500 square feet of exterior decking—an exceptional setting for entertaining, dining outdoors or simply watching the light move across the bay. A formal waterside dining room complements the spacious eat-in kitchen, which provides generous counter space and an inviting place for everyday gatherings. The main level also includes pantry and laundry areas, together with a flexible 4th bedroom or den and adjacent full bath—ideal for guests, a private home office or convenient first-floor living. Ascend the sweeping staircase to the waterfront primary suite, a private retreat featuring magnificent bay views, its own waterside terrace, a luxurious full bath and walk-in closet. Two additional bedrooms and another full bath complete the upper level. The finished lower level expands the home’s recreational possibilities with a game or media area, direct access to a waterside terrace and an attached multicar garage. Outside, the expansive, level grounds provide ample room for entertaining, recreation and quiet enjoyment amid beautiful natural surroundings. A private boardwalk leads directly to the sandy beach, where days can be spent swimming, fishing, kayaking, paddleboarding or launching a morning adventure on the bay. Although wonderfully private, the estate is only minutes from Southold Village and the restaurants, vineyards, farm stands, shops, beaches and boating destinations that define North Fork living. Additional amenities include public water, a supplemental well, oil-fired forced-air heat and central air conditioning. Rare acreage, substantial private beach frontage, community boating access and a dramatic waterfront residence come together in one extraordinary Southold offering. Paradise Found.

3525 Paradise Point Road, Southold

3 Seaforth Lane, Lloyd Harbor
$4,290,000
5 Beds ⋅ 5 Baths ⋅ 981869 MLS
BRAND NEW CONSTRUCTION ~ TO BE BUILT. This is an opportunity to customize your exclusive Luxury Residence. This home has an expected completion of early 2027. Local prominent builder, will finish to perfection on this incredible flat 2.67 acre of beautiful property. Thoughtful floorplan incorporated, with proposed residence, offering 5 Bedrooms, Kitchen with high end appliances, quartz countertops, open to Great Room, Office/Bedroom Ensuite on first, Dining Room and Mud Room. Radiant heat in Primary Bath and Mud Room. In addition, this new residence offers; 2 Laundry Rooms one on 1st and 2nd floor, Bonus Room over Garage. The Great Room encompasses a wall of glass overlooking the stunning property, including 4 French doors with additional windows, offering an abundance of natural light. The French doors open to an outside patio with covered porch for multi seasonal enjoyment. Ceilings Height 10 Ft. on First Floor, 9 Foot and Cathedral on Second Floor, 9 Foot Ceiling in Basement. Stunning oversized custom front window with bronze finish for the ultimate curb appeal. 3 Car Garage, side loaded, situated on the left side of the home. Marvin windows, Maibec siding, Azek trim, 5" Oak floors, Rheem CAC, 300 amp underground electrical service, Navien boiler hot water system, Central vac, Thermadore appliance package, LG washer dryer, are some of the many amenities offered. This high-end new construction offers fresh on point, sophisticated design. Mature plantings provide a serene setting. Spectacular setting close to Fort Hill Beach, Town, shops, restaurants, train, CSH library and all the local Village has to offer. Assoc. fee of $2,250. Private Fort Hill and Lloyd Harbor Beach with mooring rights, cabana, tennis and summer camp (fee). (Renderings for marketing purposes only) CSHSD #2

3 Seaforth Lane, Lloyd Harbor

4 The Commons, Cold Spring Hrbr
$4,250,000
5 Beds ⋅ 6 Baths ⋅ 1052087 MLS
A Rare Blend of Privacy, Luxury & Convenience in Cold Spring Harbor Set on two private acres on a quiet cul-de-sac, this exceptional Colonial home offers a truly rare combination: complete privacy and seclusion just four minutes from Cold Spring Harbor train station. While many private estates are located farther from the station, it is unusual to find a property that offers this level of tranquility while remaining so conveniently close to the train, shopping, dining, major roadways, and Huntington Village. Completely rebuilt in 2008 and offering approximately 6,500 square feet, this sophisticated five bedroom, five-and-a-half-bath residence combines generous living spaces with an extraordinary collection of amenities designed for both everyday living and grand-scale entertaining. The spectacular grounds are highlighted by an in-ground heated saltwater gunite swimming pool with waterfalls and LED lighting all controlled by an app, a newly resurfaced championship tennis court with pickleball lines, using the same surface coating found at the US Open, and an expansive outdoor entertaining area. The resort-like setting also features a fully equipped outdoor kitchen with pizza oven, barbecue, sink, dishwasher and refrigerator, a grand outdoor fireplace, and a spacious fire-pit alcove. Inside, the updated kitchen is appointed with Thermador ovens, a Sub-Zero refrigerator, and a new Miele dishwasher. Additional amenities include a private home theater with seating for 10, a wine cellar, a gym with virtual running routes for the treadmill, three fireplaces, and a luxurious primary bathroom with steam shower. Thoughtful architectural details include front and rear staircases, a second-floor laundry room, and a large second-floor bonus room. The home features central air conditioning and heating, each with four zones, along with a central vacuum system and 300-amp electrical service. The attached three-car garage provides ample space for vehicles, storage and level 2 EV charging, while an Eagle Dock Beach (with dues) offers an additional opportunity for enjoying the area's waterfront lifestyle. Located in the highly regarded Cold Spring Harbor School District, the property is a private estate with resort-style amenities, remarkable entertaining spaces, and an exceptionally rare location—secluded in a quiet cul-de-sac, yet minutes from the train.

4 The Commons, Cold Spring Hrbr

25 Jareds Path, Brookhaven
$4,250,000
6 Beds ⋅ 5 Baths ⋅ 1051454 MLS
Brand-new custom estate privately situated on 1.8 beautifully landscaped acres in the Fireplace District of Brookhaven Hamlet, an area celebrated for its rich history, architectural character, and timeless charm. Offering 5,426 square feet of thoughtfully designed living space, this exceptional 6-bedroom, 4.5-bath residence brings a fresh, modern interpretation to its historic surroundings, blending refined craftsmanship, sophisticated finishes, and contemporary functionality with an effortless sense of comfort. At the heart of the home is a beautifully appointed chef’s kitchen featuring striking Taj Mahal leathered quartzite countertops, a walk-in pantry, coffee bar, wine refrigerator, and dedicated serving area, opening seamlessly to the expansive great room with a gas fireplace. Elegant hardwood floors, extensive custom millwork, and thoughtfully designed wall treatments carry throughout the home, adding architectural character and a truly custom feel. The formal dining room is distinguished by coffered ceilings and a timeless sense of sophistication. A first-floor office or guest suite with a private full bath and separate outside entrance provides exceptional flexibility. The spacious primary suite offers a private retreat with dual walk-in closets and a spa-inspired bath featuring a steam shower, soaking tub and radiant floors. Five additional bedrooms are beautifully finished with custom millwork and distinctive wall detailing, giving each room its own sense of character while maintaining a cohesive, elevated design throughout the residence. A dedicated second-floor laundry room adds everyday convenience. Additional appointments include a full basement with outside entrance, 300-amp electrical service, Energy Star construction, propane heat, central air conditioning, surround sound, security cameras, a wired alarm system, Wi-Fi-compatible in-ground sprinkler system, and a climate-controlled three-car garage with 8-foot high-lift doors and wired for EV charging. The resort-inspired grounds are designed for both relaxation and entertaining, centered around a heated 20’ × 45’ saltwater pool with sundeck and two waterfalls, an elegant brick surround, expansive entertaining patio, and circular driveway. The generous property also provides ample space for a future pool house, tennis court, or additional outdoor amenities. Ideally located in Brookhaven Hamlet’s distinctive Fireplace District, near the Great South Bay, local marinas and docks, beaches, parks, and Fire Island ferry service, this exceptional property offers a rare combination of privacy, generous acreage, refined living, and relaxed coastal character — all while remaining convenient to shopping, dining, and major roadways.

25 Jareds Path, Brookhaven

10 Bay View Drive, Hampton Bays
$4,250,000
4 Beds ⋅ 5 Baths ⋅ 1039554 MLS
Set on a peaceful stretch of Shinnecock Bay in Hampton Bays, this sleek new-construction home sits atop one of the area's highest points, offering unobstructed water views from nearly every room. Floor-to-ceiling windows and an open layout create seamless indoor-outdoor living. Three floors, five bedrooms, and four and a half baths, including four en suites — one on the ground floor. Four of the five bedrooms open directly to a deck or garden, with wraparound decks on the second and third floors offering sweeping water views. First and second-floor laundry rooms add everyday convenience. Outside: a heated pool, private dock, and beach access to Shinnecock Bay for boating and kayaking, plus a fire pit and outdoor shower for classic coastal evenings.

10 Bay View Drive, Hampton Bays

169 N Ferry Road, Shelter Island
$4,250,000
4 Beds ⋅ 6 Baths ⋅ 1036842 MLS
There are new homes, and then there is this - a turnkey Bartilucci Construction design-build masterpiece, styled by Heiberg Cummings tucked just outside the heart of Shelter Island Heights. No detail left to chance and no corner cut. What sets this location apart is the rare balance it strikes - total privacy paired with true convenience. The Heights business district, morning coffee, boutique shopping and art galleries are all just a short stroll away, and the North Ferry is a mere 3 minute drive from your door. Inside, soaring cathedral ceilings that draw the eye straight through to the heated gunite pool beyond. The kitchen is a showpiece - custom white oak cabinetry, dramatic Taj Mahal countertops, a butler's pantry with its own sink and refrigerator. The primary suite is a true retreat, with spa inspired finishes in the same white oak and Carrara marble found throughout, anchored by a showstopping Carrara marble vessel sink. Outside, the 20x40 heated gunite pool with bluestone coping sets the stage for long summer days across 1.36 private acres with views toward Chase Creek. This is a home built without compromise, the kind of opportunity that simply doesn't come along often. Easy to view, and not to be missed.

169 N Ferry Road, Shelter Island

1640 Grandview Drive, Orient
$4,250,000
4 Beds ⋅ 5 Baths ⋅ 1007919 MLS
Orient, North Fork - For buyers ready to trade city noise for salt air, open sky, and space to truly exhale, 1640 Grand View Drive in Orient offers the kind of North Fork escape that feels both elevated and completely livable. Set above the shoreline with sweeping, cinematic views over Long Island Sound, this Nantucket-inspired coastal estate combines privacy, scale, craftsmanship, and direct waterfront beauty in one rare offering. With approximately 130 feet of private beach and more than 5,000 square feet of upscale, finely crafted living space, the home is designed around what city life often lacks: light, quiet, room to gather, room to work, and a constant connection to nature. From nearly every living area, the setting frames wide-open views of water, sky, and shoreline, creating an everyday backdrop that feels more like a retreat than a residence. A spacious covered porch entry opens to a gracious foyer and sets the tone for the home’s relaxed coastal character. The dramatic living room, with soaring vaulted ceilings, clerestory windows, and expansive Long Island Sound views, is made for both slow weekends and effortless entertaining. It is the kind of room that can host a holiday dinner, a laid-back summer gathering, or a quiet night in with multiple fireplaces, a record playing, and the water just beyond the glass. The large dining room offers an elegant setting for dinners with friends and family, while the immaculate kitchen with breakfast area overlooks the lush landscape of this private coastal retreat. The open-plan family room, complete with a gas fireplace, flows naturally to the waterside terrace, blurring the line between indoors and out. Morning coffee, golden-hour cocktails, long summer lunches, and late-night conversations all find their place here, with the Sound as the view. The main level includes a thoughtfully designed owner’s suite with fireplace, sunroom/sitting room, and serene private spaces that make the most of the home’s waterfront orientation. A dedicated home office with private en suite bath adds the flexibility modern buyers want, whether used as a true work-from-home setup, creative studio, guest suite, or potentially a fifth bedroom. Upstairs, the home continues to offer room for everyone and everything: a large sitting room, billiard/family room, sewing or craft room, junior owner’s suite with full bath, and two additional bedrooms connected by a Jack-and-Jill bath. The layout is ideal for hosting weekend guests, extended family, or friends escaping the city or a hectic life for beach days, dinners outside, and slower mornings. Immaculate and exceptionally well-maintained, the estate includes a wine cellar, full-house generator, outdoor shower, and many quality details throughout. The grounds also offer room for a waterside pool (permits required), adding the possibility of creating a full resort-style experience at home. For buyers looking for a more grounded way to live without sacrificing style, comfort, or design, 1640 Grand View Drive offers a rare balance: sophisticated coastal architecture, true privacy, direct beach access, and the natural beauty of the North Fork. It is a place to host, recharge, work remotely, spend summers, or simply step into a quieter rhythm of life.

1640 Grandview Drive, Orient

78 Meeting House Road, Westhampton Beach
$4,250,000
6 Beds ⋅ 9 Baths ⋅ 1000400 MLS
This stunning new construction estate, South of the Highway in Westhampton Beach, offers an unparalleled blend of luxury and sophisticated design. Spanning three levels of living space with 10-foot ceilings on the first floor, the home opens with a grand foyer leading to a spacious living room and a gourmet chef’s kitchen equipped with a premium Thermador appliance package, dual dishwashers, and dedicated refrigeration drawers. The main level features a formal dining room, a junior suite with its own private patio, a mudroom area, and a convenient pool bath. The second level is a sanctuary of comfort, anchored by a magnificent primary suite featuring a sitting room with a wet bar, a laundry room, a master suite with a fireplace, a custom closet, and a private balcony. The upper floor is completed by four additional ensuite bedrooms, a second laundry room, and a versatile sitting room with a custom wet bar. The finished lower level is designed for ultimate entertainment, featuring a state-of-the-art movie theater, a recreation area with a wet bar, and an additional guest bedroom with a full bath. Set on professionally landscaped grounds, the outdoor oasis features a 20x40 heated saltwater Gunite pool with a custom swim shelf, a covered deck for alfresco dining, and a custom BBQ station. A geothermal heating and cooling system powers this environmentally conscious home and includes a two-car garage. Experience the pinnacle of Hamptons living just moments from Village shops and world-class beaches. This home is designed for both luxury and functionality, offering the perfect space for living and entertaining.

78 Meeting House Road, Westhampton Beach

56875 Route 48, Greenport
$4,250,000
3 Beds ⋅ 2 Baths ⋅ 923793 MLS
Exceptional soundfront offering combining a beautifully maintained waterfront residence with a rare, separately buildable adjacent lot—creating a unique opportunity for legacy ownership or future development. The existing home sits on .75 acres with direct, no-bluff access to the Sound and showcases sweeping 180-degree panoramic water views. This 3-bedroom, 2-bath residence features a waterside gunite pool and an open-concept interior with modern finishes, designed for effortless indoor-outdoor living and year-round enjoyment. Expansive windows fill the home with natural light while capturing stunning sunsets over the water. Included in the offering is an additional .80-acre unimproved soundfront parcel, providing exceptional flexibility—whether to create a multi-generational compound, expand the existing footprint, or develop a second residence for investment or resale. Ideally located in Greenport near beaches, shops, and acclaimed dining, this rare dual-parcel property delivers a compelling blend of coastal lifestyle, privacy, and long-term value.

56875 Route 48, Greenport

59 Gale Avenue, Seaview
$4,200,000
3 Beds ⋅ 2 Baths ⋅ 1024784 MLS
Rare opportunity to own an oceanfront home with a pool in Seaview. This thoughtfully designed single-level residence offers 3 bedrooms and 2 full bathrooms, with a layout that maximizes the surrounding scenery. Large glass sliders on the ocean side open to a spacious front deck with sweeping water views, while sliders on the rear of the home lead to the private pool area. Positioned on the back side of the home, the pool enjoys a unique design feature that allows for direct sightlines through the house to the ocean, creating a seamless connection between the outdoor living spaces. Whether you're relaxing on the oceanfront deck or enjoying the pool, the home is designed to make the most of its exceptional setting. With one-level living, stunning ocean views, and the rare combination of oceanfront location and private pool, this Seaview property presents an exceptional opportunity in one of Fire Island's most sought-after communities.

59 Gale Avenue, Seaview

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.

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