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672 Halsey Lane, Water Mill
$24,995,000
9 Beds ⋅ 13 Baths ⋅ 998314 MLS
Beyond a gated approach and long gravel drive, 672 Halsey Lane unfolds as one of Bridgehampton South’s rarest offerings, a true legacy estate where scale, privacy, and setting converge in a way that almost never comes to market. Set on 1.96 manicured acres with an additional 4-acre reserve owned by the property itself, this extraordinary +/-15,000 square foot residence lives against a backdrop of protected open land and neighboring horse farm vistas, creating an atmosphere that feels worlds away while remaining moments from ocean beaches, village dining, and the very best of the Hamptons. With western exposure stretching across the reserve, the home is drenched in golden sunset light every evening, an ever-changing view that defines the property’s unmistakable sense of serenity. Designed for both grand-scale entertaining and intimate everyday living, the estate offers nine bedrooms, eleven full baths, and two half baths across beautifully crafted interiors filled with warmth, volume, and timeless elegance. A dramatic double-height foyer introduces a series of beautifully proportioned living spaces, including a formal living room with fireplace, an inviting den with its own fireplace, a stunning office, and a chef’s kitchen designed as the heart of the home. Throughout the residence, ten fireplaces add character and ambiance, while walls of glass frame sweeping reserve views from nearly every principal room. The second-floor primary suite is its own private retreat, complete with a separate living room, dual fireplaces, private terrace access, and a spa-like bath with radiant heated floors. Equally impressive, the first-floor primary suite offers its own office and seating area, two fireplaces, and radiant heat in the bathroom, perfectly designed for comfort and privacy. Additional amenities rival those found in world-class resorts, including an elevator servicing all levels, a professional gym with sauna and steam shower, movie theater, temperature-controlled wine cellar, and three separate laundry rooms for effortless functionality. Outdoor living is equally compelling. Two expansive rear decks overlook the endless reserve and capture some of the most spectacular sunsets in Bridgehampton. The heated pool and tennis court are positioned within beautifully landscaped grounds, while the fully equipped pool house serves as a destination of its own with a kitchenette, two fireplaces, private laundry, seating lounge, and a sprawling loft space above. Completing the estate is a four-car garage and an unparalleled sense of privacy rarely found south of the highway. Trophy properties are defined not simply by size or amenities, but by the feeling they create and the impossibility of replicating them. 672 Halsey Lane is exactly that, a generational Bridgehampton estate offering land, scale, protected reserve views, and timeless luxury in one of the Hamptons’ most coveted locations.

672 Halsey Lane, Water Mill

635-641 Deerfield Road, Water Mill
$18,500,000
1029386 MLS
Relaunched at a Compelling New Price | Estate Lots in Water Mill A Fresh Opportunity to Build in One of the Hamptons' Most Coveted Locations. Thoughtfully reintroduced to the market at a compelling new price, this exceptional land offering presents one of the rarest opportunities available in Water Mill. Set along one of the Hamptons' most iconic corridors, where expansive skies meet permanently protected farmland, the offering includes four premier shy 2-acre estate lots with R-80 zoning, bordering a remarkable 33-acre protected agricultural reserve. Each buildable homesite offers the ideal canvas for a world-class Hamptons estate, with ample room for a grand custom residence, resort-style pool, pool house, expansive outdoor entertaining areas, and a private tennis or pickleball court, all framed by sweeping preserved farm views that can never be replicated. Bordering protected agricultural land, these estate parcels deliver an extraordinary combination of privacy, open space, and enduring value. Whether creating a legacy residence, a multi-generational compound, or an investment in one of the Hamptons' most sought-after communities, this offering represents a truly exceptional opportunity. Now repositioned for today's market, this is an exceptional opportunity to secure premier Water Mill land at an outstanding value, where timeless Hamptons luxury meets forever-protected views. * This listing includes 794 Head of Pond Road *

635-641 Deerfield Road, Water Mill

408 Old Montauk, Montauk
$18,000,000
3 Beds ⋅ 5 Baths ⋅ L3586218 MLS
Presenting one of the rarest and most majestic Oceanfront offerings in The Hamptons - The Stone House, located at 408 Old Montauk Highway, a coveted Private Oceanfront location with panoramic views throughout including nearby Montauk lighthouse and Block Island. Nestled on 3.2 acres with 178.7ft of Ocean frontage, this exquisite estate offers a majestic main residence drafted by the finest artisans with custom copper handmade windows and masterful stonework with hand carved wood exterior. Consisting of two bedrooms and two and a half baths it sits perched on a nearly 70-ft. vegetative bluff and protected by a rare rock revetment on the Atlantic Ocean. The property also boasts a separate 608 sqft +/- lofted 1-Bath artist's studio with a covered porch overlooking an open meadow. Additionally, a 186 sqft +/- pool house with bath, outdoor shower overlooks a pond-shaped 35 x 15 saltwater pool lined with large stones surrounded with expansive lawns, gardens and the ocean beyond. Originally built in 1912, the home was rebuilt in 1991 by renowned designer Tony Ingrao, whose intention was to preserve the integrity of the original structure but breathe modern conveniences into the living experience. This home is by far the most recognized for its unparalleled exclusivity, by way of location, history, architecture and garden design. Since the 1950s, the house has been occupied by several Hollywood and Entertainment elites, such as Marilyn Monroe, Joe DiMaggio and John Lennon, John F Kennedy & among others, and is cited frequently in Andy Warhol's infamous diaries. Truly a once in a lifetime opportunity to be the steward of one of the most Private, rare and collectible estates in the world., Additional information: Interior Features:Guest Quarters,Marble Bath

408 Old Montauk, Montauk

2 B West Water Street, Sag Harbor
$15,500,000
8 Beds ⋅ 10 Baths ⋅ 959203 MLS
Presenting a truly exceptional waterfront offering at 2 West Water Street, Residence B, this remarkable property spans approximately 11,723± sq. ft. of thoughtfully designed interior and exterior living space. Created by J. Bialsky Premier Design & Development in collaboration with award-winning Andre Kikoski Architect, this turnkey residence represents a sophisticated blend of innovative architecture, modern luxury, and effortless waterfront living in the heart of Sag Harbor. Arranged across four elevator-serviced levels, the home features a refined layout with eight beautifully appointed bedroom suites and expansive, light-filled living spaces designed to capture the surrounding harbor views. The entry level offers direct garage access and opens to a welcoming family room that connects seamlessly to a waterfront gym and a covered porch overlooking the dock, creating a tranquil indoor-outdoor lifestyle experience. The second level is dedicated to the serene waterfront primary suite, complete with a spa-inspired bath featuring a soaking tub, a private office, dual closets, and a waterside terrace designed for quiet mornings overlooking the harbor. At the heart of the residence, the third-level great room serves as the main gathering space, showcasing an open-concept kitchen, dining, and living area. Floor-to-ceiling openings lead to an expansive waterfront deck, perfectly positioned to take in sweeping views across Sag Harbor Cove and the village beyond. The rooftop terrace elevates the living experience further, featuring an outdoor kitchen, multiple seating and dining areas, and panoramic vistas in every direction. The generous rooftop footprint also allows for the potential addition of a plunge pool or spa, creating a private retreat above the water. The offering includes private beach access and immediate harbor entry, along with two individual boat slips accommodating vessels up to 50 feet, making this an exceptional opportunity for boating enthusiasts. Seamlessly combining the comfort of modern townhouse living with the rare privilege of direct waterfront access, Residence B stands as a distinctive and highly sought-after Hamptons offering.

2 B West Water Street, Sag Harbor

522 Wickapogue Road, Southampton
$14,695,000
7 Beds ⋅ 10 Baths ⋅ 968892 MLS
Introducing 522 Wickapogue Road, a newly constructed architectural showpiece in the heart of Southampton, where modern design meets the timeless elegance of Hamptons living. Set on one pristine acre with protected farmland vistas and distant Atlantic Ocean views, this exceptional estate offers over 8,800 square feet of meticulously crafted living space across three levels, featuring 7 bedrooms, 8 full baths, and 3 half baths. From the moment you enter, the residence makes a striking impression. Douglas fir Marvin specialty windows frame sweeping views while filling the home with natural light. Throughout the residence, wide-plank 8- and 10-inch white oak flooring creates a warm and sophisticated palette, complemented by thoughtful architectural details and custom craftsmanship at every turn. Each bedroom features custom-built closets, seamlessly blending refined design with everyday functionality. The home offers two extraordinary primary suites, each designed as a private retreat. The main-level primary suite includes a dedicated office or den, a spa-inspired bath with soaking tub and separate shower, and tranquil views across the backyard toward open farmland. Upstairs, the second primary suite is a sanctuary unto itself, complete with a private ocean-view terrace, disappearing ceiling television, boutique-style custom closets, and a dramatic double-sided two-person shower that elevates the bathing experience. At the center of the home lies a stunning chef’s kitchen, defined by exposed wood beams, a statement central island, and top-tier appliances—perfect for both grand entertaining and intimate gatherings. The open floor plan flows seamlessly into expansive living and dining spaces designed to capture light, views, and effortless indoor-outdoor living. The fully finished lower level is designed for both wellness and recreation, featuring a state-of-the-art gym, sauna, steam shower, and large egress windows, along with a generous storage room beneath the oversized two-car garage equipped with lifts. Convenience is paramount, with three laundry stations located throughout the home. Comfort is ensured year-round with a 10-zone climate system, delivering precise temperature control through forced air and central air conditioning across all levels. Outdoors, the property transforms into a private Hamptons resort. A 20 × 42 heated gunite pool with integrated spa anchors the grounds, complemented by a pool house with half bath and outdoor shower. Three Douglas fir pergolas—two attached to the home and one shading the pool terrace—create inviting spaces for relaxation and entertaining. Custom integrated planters enhance the landscape design, while solar panels contribute to the home's modern energy efficiency. 522 Wickapogue Road represents the pinnacle of new construction in Southampton—a rare offering that combines architectural sophistication, cutting-edge amenities, and breathtaking natural surroundings in one of the Hamptons’ most desirable locations.

522 Wickapogue Road, Southampton

16 Arbor Path, Amagansett
$11,500,000
8 Beds ⋅ 9 Baths ⋅ 904473 MLS
This refined modern is unparalleled and perfectly positioned on 1.67 acres within the coveted Bell Estate in Amagansett. Arbor Path is a street with few neighbors due to the town purchasing and protecting the remaining 7 lots, significantly increasing the acreage of reserve this property fully benefits from. The setting affords exceptional privacy and a locational advantage to all the east end hot spots. Be just minutes to Amagansett's Main Street, the ocean, and the bay. Meticulous execution, thoughtful design, and noticeable attention to detail throughout this new construction, the results showcase natural light, embrace the surroundings, and seamlessly blur the lines between indoor/outdoor living. The minimal exterior offers clean lines and texture, beginning with its vertical grain clear cedar siding, custom-milled cedar screens and floor-to-ceiling windows and doors. A dramatic architectural overhang at the rear elevation filters the light and adds rhythm to terraces and balconies below. A stunning custom 50' gunite pool with lap lane, spa, and sun shelf anchors the backyard along with a pergola-covered lounge offering welcoming shade on a hot summer's day. Mature native landscaping enhances and surrounds the abundance of exterior living space with over 3,000 square feet of terraces including a covered outdoor kitchen and dining area, bluestone patios, Ipe balconies, and an upper sundeck. Inside, clean lines meet sumptuous and enduring materials. From the second-floor mezzanine one can fully appreciate the impressive main living area. A 20' vertical clear cedar wall defines the dining area, while a double-height window wall brings the outdoors in. A STUV wood-burning fireplace encased in statuary marble is the perfect transition from the great room to the spacious den. Features include 7" wide white oak flooring, 9' interior doors, recessed silo lighting, and a striking steel-and-oak mono-stringer staircase. The home spans approximately 10,000 square feet across three finished levels. Eight ensuite bedrooms include a first-floor primary suite, second-floor primary, and junior primary. All feature walk-in closets, floor-to-ceiling glass sliding doors, and access to private or semi-private outdoor spaces. Spa-caliber bathrooms, with full-height natural stone and marble tile, cedar accents, floating white oak vanities, brushed nickel fixtures, Robern medicine cabinets, freestanding tubs, and integrated custom mirrors with vertical lighting. Natural light continues all day in the fully finished lower level with an east and west facing sliders, plus oversized windows. Here indulge in your own private wellness suite including a mirrored fitness studio with ballet barre, cedar-walled sauna with glass panel, separate steam room, and custom stainless steel Reiki soaking tub. Additional amenities on this level include a modern wine room, wet bar, media space, and expansive recreation lounge. Back on the main level, the kitchen is a work of art and is made to entertain. The Henrybuilt kitchen offers refined aesthetics with exceptional function; an oversized fluted white oak island, statuary marble countertops and backsplash, and integrated Gaggenau appliances, including wine column, induction cooktop, wall ovens, and fridge. A discreet auxiliary kitchen offers matching finishes, Miele and Gaggenau appliances, a gas range with custom steel hood, coffee bar, and utility island. Adjacent mudroom, side entrance, and laundry room add everyday convenience. Engineered and fully equipped for longevity and efficiency, the home features a Lutron RadioRA smart system for app-controlled HVAC, lighting, AV, and pool. All bedrooms and living spaces are AV/media ready. Additional green features include spray foam insulation, whole-home water filtration, a 10kw solar array, and a HERS-rated energy performance build. Set for completion late fall 2025 within Bell Estate in Amagansett. Listing ID: 923878

16 Arbor Path, Amagansett

5055 New Suffolk Road, New Suffolk
$10,250,000
5 Beds ⋅ 6 Baths ⋅ 1004612 MLS
Set on over 5.5 private acres with 200 feet of pristine bay frontage, this exceptional Post-and-Beam residence captures the quiet beauty and understated luxury that define New Suffolk at its best. Built by Burger Construction with an uncompromising focus on craftsmanship and quality, the five-bedroom, five-bath home balances striking architecture with an easy, highly functional livability. A winding driveway leads through bucolic surroundings to the cedar-shingled home, where soaring double-height glass immediately frames sweeping water views and fills the interiors with natural light. Thoughtfully designed living spaces, anchored by two fireplaces, unfold across a sprawling floor plan, with views of the bay from nearly every room and a seamless connection to the surrounding landscape. The grounds offer ample room for luxury amenities, creating the opportunity for a truly world-class compound. A three-car garage with finished studio space above adds further versatility for guests, while the walk-out lower level, with 10-foot ceilings and over 3,300 square feet, offers exceptional utility or flexibility for additional living, recreation, or entertaining space. A full-house generator completes the offering. Rarely do properties of this scale, quality, and setting become available in New Suffolk. A true generational opportunity on one of the North Fork’s most coveted stretches of waterfront.

5055 New Suffolk Road, New Suffolk

35 Springwood Way, East Hampton
$9,995,000
8 Beds ⋅ 8 Baths ⋅ 926648 MLS
Newly completed and design-driven, this waterfront home makes a bold statement in modern coastal living on a private acre with 140 feet of frontage. Thoughtfully conceived and beautifully furnished, it blends architectural sophistication with effortless Hamptons style. A dramatic double-height foyer opens to sun-filled living and dining spaces framed by walls of glass overlooking the water. The imported German kitchen is a showcase of precision craftsmanship, offering extensive integrated storage, custom inserts, and sleek modern finishes. Two gracious bedroom suites anchor the main level, including a junior suite with private patio, spa-like bath with air-jet tub, and built-in Toto. Throughout the home, engineered wide-plank flooring, European-style closets, and designer lighting create a curated, contemporary aesthetic. The expansive primary suite and three additional bedrooms open to a broad waterside terrace with sweeping views. The primary bath rivals any five-star spa and features a gas fireplace and large custom walk-in closet, while a second laundry room adds everyday convenience. The finished lower level extends the living space with a gym, two guest bedrooms, a wine room, and ample storage-including a dedicated outdoor-furniture entrance. A heated garage provides year-round convenience and comfort, with easy access to the main level. Integrated Sonos sound throughout the home enhances both everyday living and entertaining. The property is professionally landscaped to enhance privacy and natural beauty. Expansive decks, multiple patios, and a generous lawn provide the perfect setting for water-view entertaining. Furnished with new, high-end pieces curated by a professional designer. Laundry rooms are located on both the first and second floors. Just minutes from East Hampton Village and ocean beaches, this residence embodies the ideal balance of modern luxury and coastal serenity-a turnkey waterfront retreat in one of the Hamptons' most sought-after settings.

35 Springwood Way, East Hampton

43 Old Main Road, Quogue
$9,500,000
5 Beds ⋅ 6 Baths ⋅ 1003881 MLS
Positioned along one of Quogue's most tranquil waterfront settings, 43 Old Main Road presents a rare opportunity to own an exceptional Hamptons retreat. Thoughtfully designed by Austin Patterson Disston Architects to maximize picturesque water views and seamless indoor-outdoor living, this sophisticated residence blends timeless coastal elegance with modern comfort across a beautifully curated layout. The first floor welcomes you with warm pine flooring, a gracious foyer, powder room, coat closet, and functional mudroom hallway. Designed for both effortless entertaining and everyday living, the chef's kitchen serves as the centerpiece of the home, appointed with marble countertops, a large center island with white oak accents, walk-in pantry, wainscoted ceilings, Thermador range and ovens, dishwasher, and water filtration system. The kitchen flows seamlessly into the dining area and spacious living room with a gas fireplace, creating inviting spaces for gathering year-round. Privately situated on the main level, the primary suite offers a peaceful escape with tranquil water views and a beautifully finished en-suite bath. A spacious laundry room with sink, full cabana bath with direct access to the pool area, and attached two-car garage complete the home's thoughtfully designed infrastructure. Upstairs, pine flooring continues throughout a well-appointed second level featuring two guest bedrooms with a shared hall bath, an additional guest suite with private en-suite bath, and another charming guest bedroom accompanied by a nearby half bath. Above the garage, a substantial unfinished bonus room offers endless potential for additional living space, a media room, gym, or extra bedroom. A spacious secondary den and living area with built-in desk, barn doors, and a mahogany balcony overlooking the water provides the perfect retreat for relaxation or entertaining, complemented by an additional powder room. Outside, the property transforms into a private waterfront oasis surrounded by lush mature landscaping. Designed for resort-style living, the grounds feature a bluestone patio, covered porch, gunite saltwater pool with new heater and hot tub, private dock, and ample room for tennis. Offering a rare combination of privacy, luxury, and timeless waterfront living, 43 Old Main Road stands among Quogue's most exceptional waterfront offerings. some photos have been digitally enhanced

43 Old Main Road, Quogue

5 Michaels Way, Westhampton Beach
$8,500,000
7 Beds ⋅ 11 Baths ⋅ 926441 MLS
Nestled in the picturesque community of Westhampton Beach, this stunning seven-bedroom home combines luxurious living with the charm of coastal life. As you enter, you're greeted by an elegant foyer that leads to expansive, open living spaces filled with natural light. The gourmet kitchen features high-end appliances, a large center island, and custom cabinetry, perfect for entertaining. Adjacent to the kitchen, the spacious dining area flows seamlessly into a welcoming living room with a cozy fireplace and panoramic views of the beautiful yard. Step outside to discover a private oasis, complete with a swimming pool, an outdoor kitchen, and ample seating areas, ideal for summer gatherings or quiet evenings. Each of the seven bedrooms is generously sized, offering plenty of space, with each including a full bathroom. The primary suite is a true retreat, featuring a luxurious en-suite bathroom and two large custom closets. Located just moments from the vibrant town center, you'll have quick access to boutique shops, fine dining, and vibrant local events. Enjoy the best of both worlds with world-class golf courses nearby and pristine beaches just a short trip away, making this home not only a beautiful residence but also a perfect gateway to the ultimate beach lifestyle. Don't miss this rare opportunity to own a slice of paradise in Westhampton Beach!

5 Michaels Way, Westhampton Beach

100 Narrow Lane, Southampton
$6,995,000
6 Beds ⋅ 9 Baths ⋅ 939794 MLS
Experience refined coastal living in this newly built traditional residence located in the heart of Southampton Village. Set on a meticulously landscaped 0.52 acre property south of the highway, this sophisticated estate offers 6 bedrooms, 7 full baths, and 2 half baths across 6,000 sq. ft. of impeccably crafted living space. A dramatic double-height foyer welcomes you inside, revealing a thoughtfully curated floor plan that seamlessly blends comfort and style. Sun-filled living and family rooms flow effortlessly into the dining area, creating an ideal backdrop for everyday living and elegant entertaining. At the center of the home, the gourmet chef's kitchen showcases elevated design and premier functionality. Featuring a stunning Taj Mahal quartzite island, a six-burner Wolf range, built-in cappuccino machine, and an exceptional suite of professional-grade appliances, it opens directly to an expansive patio-perfectly designed for effortless indoor-outdoor gatherings. The first level includes a versatile junior primary suite, equally suited as a home office or guest quarters. Upstairs, the serene primary suite offers a private retreat with a spacious walk-in closet and a spa-inspired bath complete with double vanity and freestanding soaking tub. Three additional en-suite bedrooms, each generously scaled and filled with natural light, complete the second level. The fully finished lower level expands the possibilities with an en-suite bedroom, recreation lounge, custom wine display, and a flexible bonus room ideal for a home theater or gym. Outside, luxury continues with a pristine 20' x 40' heated Gunite pool with spa, surrounded by a custom Kasha sandblasted marble patio. A beautifully appointed pool house, outdoor shower, and fully fenced, lushly landscaped yard-maintained by a comprehensive irrigation system-create a resort-caliber outdoor oasis. Additional features include a two-car garage and ample on-site parking. Perfectly positioned just minutes from world-renowned beaches, village boutiques, and Southampton's celebrated dining scene, this exceptional new construction offers the ultimate Hamptons lifestyle.

100 Narrow Lane, Southampton

1750 Hobart Road, Southold
$6,850,000
5 Beds ⋅ 5 Baths ⋅ 946886 MLS
Welcome to a stunning, one-of-a-kind, luxury modern waterfront home in the highly sought-after hamlet of Southold. This custom, newly constructed, residence is perfectly oriented West on Town Creek. Featuring 160’ of waterfront and expansive views of Peconic Bay, it includes a private 6 x 20' dock and an 82’ Trex catwalk. Constructed with every attention to detail, the home includes maximum structural integrity, energy efficiency and elevated finishes throughout. The sleek open-concept design encompasses approximately 4,500 square feet of living space. The light-filled residence showcases curated architectural features, ranging from floor-to-ceiling glass, floating staircases, bluestone and covered patio, water-view balcony, and a walk-out lower terrace. The Modern custom kitchen is adorned with ceiling-high cabinetry, Thermador appliances, marble countertops and porcelain inlay backsplash. The adjoining great room is anchored by a stunning gas fireplace surrounded by textured porcelain and this main level also includes an office, dining room and junior en-suite offering private access to the water, saline heated pool. An upper level primary en-suite includes a private balcony and three additional spacious bedrooms, luxury baths, laundry and unfinished bonus space. The lower level offers 2,000 square feet for new owners to reimagine and personalize. The offering is complete with Founders Landing Beach, wineries, farm to table dining and a vibrant North Fork atmosphere.

1750 Hobart Road, Southold

41 Seafield Lane, Westhampton Beach
$6,495,000
8 Beds ⋅ 8 Baths ⋅ 1032578 MLS
FIRST SHOWINGS AUG 7TH. Traditional Hamptons Living, Reborn: Behind gated, hedge-lined entry on 1.88 acres, this +/-5,000 SF classic Hamptons residence has undergone a comprehensive, designer-led renovation. Coffered and beamed ceilings, lattice-paned windows, and built-in cabinetry are lovingly preserved throughout. The renovated eat-in kitchen features professional-grade appliances, honed stone counters, and a center island, alongside a butler's pantry with wine storage and wet bar. A 34-foot fireplaced living room and octagonal fireplaced dining room anchor the main level. Upstairs: 7 bedrooms, including a primary suite with sitting room and new en suite bath with soaking tub in the original bay window. Separate garage with gym and guest suite. Outside: 40+ ft wraparound porch with signature rotunda, gunite pool and spa, pool cabana with billiards and wet bar, sauna, and a private golf green. Moments to Main Street, Rogers Beach, and the Performing Arts Center. 90 minutes to NYC, 8 to Gabreski. A rare offering.

41 Seafield Lane, Westhampton Beach

101 Jessup Lane, Westhampton Beach
$6,495,000
7 Beds ⋅ 9 Baths ⋅ 953584 MLS
Westhampton Beach Waterfront Estate w/Dock Welcome to 101 Jessup Lane, a breathtaking waterfront estate set on 1.3 acres in the heart of Westhampton Beach. Offering over 8,000 square feet of finely crafted living space, this 7-bedroom, 8-bathroom residence blends timeless Hamptons elegance with modern luxury. Ideally positioned along the water with a private dock, the home is ideal for boating enthusiasts and those drawn to serene coastal living. Panoramic water views fill the expansive interiors, where multiple living spaces, each warmed by one of seven fireplaces, create a seamless indoor-outdoor lifestyle. Outdoors, a private oasis awaits with a heated pool & spa, lush landscaping, and multiple areas for relaxing and entertaining. Though tucked away in a quiet, private setting, the home is just a short stroll to the beach and ocean, offering the rare balance of privacy and seaside access. An attached three-car garage adds everyday convenience, while the thoughtfully designed floor plan accommodates everything from grand gatherings to quiet retreats or elegant everyday living. Whether enjoyed year-round or as a luxurious seasonal escape, 101 Jessup Lane presents a rare opportunity to own one of Westhampton Beach's premier waterfront estates. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.

101 Jessup Lane, Westhampton Beach

580 Basin Road, Southold
$5,750,000
4 Beds ⋅ 4 Baths ⋅ 1048493 MLS
Extraordinary North Fork Bayfront Estate on a Private Peninsula on Paradise Point, Southold- Welcome to one of Southold's most exceptional waterfront offerings, a spectacular bayfront estate set on a private 1.6-acre peninsula within the coveted Paradise Point community. Surrounded by water on three sides and boasting an extraordinary 335 feet of Bayfront shoreline and private dock in a protected boat basin, this remarkable property captures sweeping panoramic views across Southold Bay to Shelter Island and beyond. Approached by a circular drive framed by mature specimen plantings and meticulously landscaped grounds, the residence immediately impresses with its timeless Nantucket-inspired architecture and commanding waterfront presence. Encompassing approximately 5,100 square feet, the home offers 4 bedrooms and 3.5 baths thoughtfully designed to maximize light, space, and breathtaking water vistas from nearly every room. A grand two-story foyer welcomes you with a dramatic sightline through the home to the open bay beyond. Soaring ceilings, expansive living spaces, and walls of windows create an atmosphere of elegance and tranquility. The open-concept main level features a gracious living room with a wood-burning fireplace, a waterfront sitting room with a gas fireplace, and an office alcove. The expansive chef's kitchen is designed for both entertaining and daily living, featuring stainless steel appliances, granite countertops, and captivating views of the bay and heated waterside pool. Casual dining overlooks the water, while the formal dining room enjoys picturesque views of the protected boat basin. The first floor also includes a bayside en-suite primary bedroom, laundry room, and powder room. Upstairs, the luxurious primary suite and private sitting room offer unrivaled views over the boat basin and open bay. Two additional oversized guest bedrooms, each with water views, share a full bath, while the open landing provides yet another spectacular vantage point. Additional amenities include an elevator to all three level, whole house generator, spacious walkout basement ready for customization, 2-car garage and a heated waterfront pool. Rarely does a property combine such privacy, waterfront frontage, boating access, and panoramic views in one extraordinary setting. This is a once-in-a-generation opportunity to own a signature North Fork estate with dock and waterside pool. A truly exceptional waterfront retreat unlike any other.

580 Basin Road, Southold

44 Buell Lane, East Hampton
$5,495,000
5 Beds ⋅ 4 Baths ⋅ 918849 MLS
This elegant East Hampton Village home (circa 1870) underwent a gut renovation in 2023 under the acute eyes of architect Mark Zeff. Today, the home provides all modern amenities with special touches from years gone by. The large front porch welcomes you, the foyer offers a beautiful staircase with period detailing. Next is a spacious living room with original details and a fireplace, an enclosed sunroom overlooking the grounds offers a peaceful retreat. The gourmet kitchen is a chef's dream. A first-floor primary en-suite with walk through closet. On the second floor is another en-suite and three additional guest rooms with a full bathroom. The finished lower level offers additional spaces like a full bath, TV room, and office space. The heated gunite 13 x 40 pool is located next to a 13 x 7 spa overlooking the garden and pool house. Amenities include central air and beautifully finished pool house. Conveniently located close to the village restaurants and stores. Also, 1.26 miles to Main Beach.

44 Buell Lane, East Hampton

7225 Nassau Point Road, Cutchogue
$5,100,000
5 Beds ⋅ 4 Baths ⋅ 991036 MLS
Waterfront Living, Surrounded By The Bay Perfectly positioned on the water with sweeping views in every direction, this 5-bedroom, 4-bathroom home offers a rare sense of being completely surrounded by the bay-almost as if you're floating on the water. Spanning 4,085 sq ft, the open floor plan is ideal for everyday living and entertaining. The home offers two outdoor spaces: a spacious patio just off the living room, ideal for dining and entertaining, and a waterside deck with a sandy area at the shoreline. Situated on nearly an acre, the property provides ample room for a pool. Oversized primary suite with attached office and custom closets. Generously sized bedrooms and a well-designed layout maximize space and light. A strong waterfront offering with excellent indoor-outdoor flow and expansive views. The photos are virtually staged.

7225 Nassau Point Road, Cutchogue

29 Maple Avenue, East Moriches
$5,000,000
941183 MLS ⋅ Swezey's Hart Cove Marina BLDG.
Established full-service marina known as Swezey’s Hart Cove Marina offering a rare opportunity on Long Island’s South Shore. Situated on approximately 4.83 waterfront acres with direct access to Moriches Bay and minutes to the ocean inlet. Property Features: ~90 protected boat slips, valet rack storage (approx. 78 boats), travel lift, forklifts, and full marine service equipment, boat repair shop with multiple bays, marine retail/tackle component, 4-bedroom residence plus additional cabin on site Turnkey marina operation with established customer base, multiple income streams, and strong upside potential. Ideal for marina operators and investors. Rare offering in a high-demand boating market with limited inventory. All equipment included.

29 Maple Avenue, East Moriches

56 Middle Pond Road, Southampton
$4,995,000
4 Beds ⋅ 4 Baths ⋅ 1003862 MLS
Set on 0.63 acres with waterside pool and 110Ft of bulkhead, this prime waterfront is located south of the highway in the heart of Southampton. This exceptional property has been fully renovated inside and out to creating a sophisticated new offering. Relax while enjoying sunrise to sunset overlooking on Shinnecock Bay. The light-filled, open-concept layout seamlessly blends indoor and outdoor living. The home is highlighted by refined new finishes throughout, including a stunning custom chef’s kitchen with an oversized island seating eight, flowing effortlessly into the expansive dining area and great room—ideal for entertaining. The great room features a fireplace and dramatic wall-to-wall sliding glass doors that open to expansive decking, creating a true waterfront retreat. An additional den offers flexible living and entertaining space. The first floor includes a newly designed junior suite with a stylish private bath, a sun-drenched screened porch leading to a beautiful mahogany deck, as well as a dedicated office, laundry area, and full bath with easy access to the backyard. Upstairs, a spacious landing with tranquil water views opens to a balcony overlooking the grounds. The primary suite is a luxurious sanctuary with a spa-inspired bath, soaking tub, and oversized closet. Two additional guest bedrooms share a beautifully appointed bath and lounge area with a private balcony, offering comfort and privacy for guests. Outside, the property boasts 110 feet of private bulkhead with docking capability for boating and waterfront recreation. A heated pool, expansive decking, outdoor shower, and generous lawn complete this exceptional outdoor lifestyle. Ideally located south of the highway, just minutes from ocean beaches and the shops and restaurants of Southampton Village, this waterfront property delivers the best of Hamptons living.

56 Middle Pond Road, Southampton

405 Dune Road, Westhampton Beach
$4,595,000
5 Beds ⋅ 4 Baths ⋅ 1034573 MLS
WESTHAMPTON BEACH OCEANFRONT- FIRST TIME OFFERED! Experience beachfront living in this exceptional 5-bedroom, 4-bathroom oceanfront home with 85' of direct ocean frontage and bay access. Designed to maximize breathtaking ocean views and effortless beachside living, this spacious residence offers the perfect blend of comfort, style, and location. The oversized living area is the heart of the home, featuring cathedral ceiling, a fireplace and panoramic ocean views. The kitchen, appointed with stainless steel appliances, flows seamlessly into the dining area, creating an ideal space for entertaining. Relax on the expansive oceanfront deck and enjoy the soothing sound of the waves. Additional features include a flex room for a gym, den or office, hardwood floors, ceiling fans, skylights that fill the home with natural light, an enclosed outdoor shower and a one-car garage for added convenience and storage. Located just moments from the Village of Westhampton Beach, you'll enjoy easy access to shopping, restaurants, the theater, and all the amenities this coastal community has to offer. Whether you're seeking a private beachfront retreat, a year-round residence, or an exceptional investment opportunity, this remarkable oceanfront property offers an unparalleled lifestyle.

405 Dune Road, Westhampton Beach

11 Owls Nest Lane, East Hampton
$4,595,000
8 Beds ⋅ 6 Baths ⋅ 980998 MLS
Set on 1.52+\- acres down a charming, quiet cul-de-sac at the fringe of East Hampton Village, this exceptional residence offers a rare combination of scale, privacy, and refined Hamptons living. Spanning approximately 4,650+\- square feet-with an additional 2,300+\- square feet of beautifully finished lower level-the home features 8 bedrooms and 6 bathrooms, thoughtfully designed for both relaxed living and effortless entertaining. A grand entrance welcomes you into an expansive open-concept living and dining area, highlighted by soaring ceilings, a fireplace, and walls of glass doors that frame picturesque views of the lush grounds. The eat-in kitchen flows seamlessly into a tranquil screened-in porch, creating the perfect setting for indoor-outdoor dining. The first-floor primary suite is a private retreat, complete with a spacious sitting room or library featuring a wood-burning fireplace, dramatic double-height ceilings, and direct access to the backyard. The upper level features a total of five well-appointed rooms, including an en suite junior master with a walk-in closet, and an additional ensuite guest bedroom. The finished lower level offers exceptional versatility, including a large recreation room that doubles as the eighth bedroom, complete with a full bath and double sliding doors leading to a secluded bluestone patio. The back grounds of the property have been extensively enhanced with all-new landscaping, a newly installed bluestone patio, and an inviting 18x40 swimming pool with a new liner. A firepit and multiple gathering areas provide ideal spaces for relaxation and entertaining, complemented by the convenience of a two-car garage. Adding to the sense of tranquility, a large reserve sits directly across the street, ensuring lasting privacy. Residents also enjoy access to two community tennis courts, now thoughtfully updated with pickleball markings. This is a rare opportunity to own a spacious and beautifully updated home in one of East Hampton's most desirable and peaceful settings, all with proximity to the Village.

11 Owls Nest Lane, East Hampton

152 South Road, Westhampton
$4,395,000
6 Beds ⋅ 7 Baths ⋅ 1015255 MLS
There's something special about brand-new construction in Westhampton - the ease of knowing every finish, every space, and every detail was thoughtfully designed for the way people truly want to live today. At 152 South Road, that feeling is immediate. Set on approximately 0.7 acres just moments from Main Street and the area's famed ocean beaches, this beautifully crafted 6-bedroom, 6.5-bath residence offers 4,499 +/- square feet of refined yet effortless Hamptons living. From the moment you enter, wide plank white oak floors, soaring 9-foot ceilings, and sun-filled interiors create a warm, sophisticated atmosphere that feels both elevated and inviting. The heart of the home is the stunning open-concept kitchen and living space - designed for gathering after long beach days, summer dinners with friends, and quiet mornings before the house wakes up. Outfitted with quartz countertops, premium Thermador appliances, and anchored by a beautiful fireplace, the space flows naturally from indoors to out. A private study off the living room offers a peaceful retreat for work or reading, while an additional upstairs den provides flexible space for guests, media, or relaxation. Each of the six bedrooms is en-suite with its own walk-in closet, creating a sense of privacy and comfort throughout the home. Thoughtful craftsmanship and timeless finishes carry through every room. Outside, the experience becomes quintessential Hamptons living. A covered back porch overlooks the expansive patio, outdoor kitchen, and beautiful heated gunite pool - perfect for long summer afternoons, evening entertaining, and weekends that never feel long enough. The heated 2-car garage and generous property size complete this exceptional offering. Modern, elegant, and perfectly located near the vibrant charm of Westhampton Beach Village, 152 South Road is more than a new home - it's the backdrop for the lifestyle people dream about when they imagine summers in the Hamptons.

152 South Road, Westhampton

5 Dupont Court, Dix Hills
$4,295,000
6 Beds ⋅ 6 Baths ⋅ 999585 MLS
Custom-built Dix Hills masterpiece built in 2023 by renowned local builder under the supervision and design direction of the current owner. Featuring approximately 6000 square feet of living space on a private, flat one-acre parcel on a quiet dead-end street. 6 beds/4.55 baths including a totally separate in-law apartment with full kitchen, pantry and bedroom with walk-in closet. An amazing floor plan flows seamlessly into a true chef's kitchen with top of the line custom in-set cabinetry, Thermador appliances, Miele coffee machine, double mitered island, two sinks, beverage cooler, climate controlled wine cooler, pebble ice machine and a walk-in pantry with custom storage for efficient and organized living. Full wet bar with custom cabinetry/shelving and a second climate controlled wine cooler. Extensive millwork details throughout including a double-height paneled entry foyer, mudroom with built-ins, custom ceilings, paneled hallways, etc. Wide-plank white oak flooring throughout. Vaulted family room with exposed beams, stone slab fireplace and patio doors to covered porch and amazing views of the backyard oasis. Primary suite with vaulted ceiling, fireplace, two walk-in closets and a spa-like bathroom that will blow you away! Custom cabinetry/storage, makeup vanity, walk-in shower with bench, air-jetted soaking tub and two separate water closets with smart toilets and sinks. Second floor is completed with three additional bedrooms including a junior suite and a laundry chute. Two unfinished walk-up attics with stairs and full height ceilings and a full unfinished basement with outside entrance and egress windows creates endless possibilities. The backyard was designed with every possible amenity including a 22x44 pool/spa, pool house/cabana, outdoor shower, outdoor kitchen with pizza oven, grille, fridge and sink, covered porch with masonry fireplace, speakers and outdoor TV, thousands of square feet of pavers, PVC fence, privacy trees, room to play and so much more! Smart home wiring, cameras and speakers throughout the house. Gas heating, cooking and hot water. Great taxes. Available for Summer 2026 occupancy.

5 Dupont Court, Dix Hills

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