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207 Middle Line Highway, Southampton
$5,995,000
6 Beds ⋅ 8 Baths ⋅ 936974 MLS
Perfectly positioned in Southampton and just moments from the villages of Water Mill, Bridgehampton, and Sag Harbor Village, this exceptional new construction offers the ultimate in modern Hamptons living. Set on 1.21 private acres backing onto a protected Suffolk County reserve, the property provides both tranquility and convenience. Spanning over 7,000 square feet of living space, the home features 6 bedrooms,7 full bathrooms, and 1 half bath, thoughtfully designed for both comfort and sophisticated entertaining. The main level showcases a dramatic open-concept great room with soaring ceilings, a fireplace, and walls of glass that invite natural light throughout the space. The chef’s kitchen is anchored by a large center island and complemented by a stylish bar area, seamlessly connecting to an elegant dining room with seating for ten and surrounded by glass sliders that open to the outdoor living areas.A first-floor primary suite offers a private retreat complete with a sitting area, gas fireplace, spa-inspired bath, and dual walk-in closets.Upstairs, four en suite guest bedrooms are privately situated opposite an additional primary suite with gas fireplace, all connected by a striking double-height foyer overlooking the main level. The second floor also includes a second laundry room and an expansive balcony lounge deck. The finished lower level adds exceptional living space with an en suite bedroom, media room, gym area,office, and a separate exterior entrance. Outdoor living is equally impressive. A 20' x 40' heated gunite pool is surrounded by classic Hamptons landscaping designed for privacy, while extensive decking creates multiple spaces for relaxing, dining, and entertaining al fresco.This remarkable residence combines modern design, generous living space, and a prime Hamptons location—just minutes from world-class ocean beaches, farm stands, and village amenities. ALSO AVAILABLE FOR RENT.

207 Middle Line Highway, Southampton

445 Glen Court, Cutchogue
$5,925,000
4 Beds ⋅ 5 Baths ⋅ 972084 MLS
Cutchogue Showstopper. Perched atop a 55-foot bluff overlooking the Long Island Sound, this extraordinary Barnes Coy designed waterfront home offers rare architectural pedigree and an unrepeatable setting. Designed by Barnes Coy Architects, the award-winning firm known for some of the East End’s most distinctive modern residences, this 4,200 SF jewel box estate is set within a private neighborhood with its own park and private stairs to the beach. Filled with natural light and premium finishes, the home features polished limestone floors with radiant heat, two primary ensuite bedrooms with ample closet space, smart home technology controlling lights, blinds, temperature, and front gate; solar panels for energy efficiency, and a full-house generator. The lower level with full bath offers flexible space for a media room, gym, office, or guest overflow. An attached two-car garage is also included. Outside, a heated saltwater gunite pool, hot tub, 1000 sf rooftop deck, firepit, and back lawn create an exceptional waterfront setting for entertaining or quiet enjoyment. Enjoy breathtaking sunsets from the rooftop deck or pool, practice yoga with wide water views, or watch seals gather on the rocks below. An outdoor shower with interior and exterior access adds ease after the beach or pool, and there is room to create an outdoor dining and kitchen area. A truly architecturally significant North Fork offering with exceptional water views, spectacular sunsets, privacy, and a setting that simply cannot be recreated.

445 Glen Court, Cutchogue

13 Sleepy Hollow Lane, Dix Hills
$5,899,000
5 Beds ⋅ 6 Baths ⋅ 1054317 MLS
A true one of one in Dix Hills. Perfectly situated mid-block on a tree-lined street in one of the area’s most exclusive and sought-after enclaves, this fully gated, approximately 9,900-square-foot modern masterpiece is set on a magnificent one-acre property within the award-winning Half Hollow Hills School District. Created for the buyer who refuses to compromise, this exceptional residence delivers the scale, privacy, design and resort-style lifestyle rarely found in a single home on Long Island. The interior is equally impressive, offering five bedrooms and five baths surrounded by designer finishes, custom millwork, bespoke cabinetry and dramatic architectural details. A custom white oak staircase with glass railing, linear vents, an integrated whole-home sound system and a whole-house water filtration system further elevate the residence. At the heart of the home is an expansive chef’s kitchen with a fully equipped pantry, designed for both everyday living and large-scale entertaining. Additional spaces include a private office, family room with linear gas fireplace, oversized finished lower level with a temperature-controlled wine room and bonus entertaining space above the three-car garage. Outside, the property transforms into a private resort built to be enjoyed year-round. The oversized heated saltwater pool features a waterfall and expansive spa, while the grounds also offer a sunken fire pit, basketball and sports court, putting green, sunken trampoline, covered outdoor living area, massive outdoor kitchen and an incredible pool house with a full bar, restroom and dedicated hot tub for the cooler months. More than $150,000 in lush, mature landscaping surrounds the property, creating a level of privacy and atmosphere that feels more like a private retreat than a suburban residence. The primary suite opens to its own balcony overlooking the grounds, offering a peaceful escape within an already extraordinary home. Every detail throughout the property was carefully considered, from the craftsmanship and cabinetry to the outdoor entertaining spaces and overall flow. Located a short distance from New York City while offering the space and amenities of a true private estate, this is more than a luxury home. It is a lifestyle, a statement and an opportunity that is exceptionally difficult to replicate. No expense was spared, no detail was overlooked and homes of this caliber simply do not come to market often. There is truly nothing else like it. Call to schedule qualified private showings.

13 Sleepy Hollow Lane, Dix Hills

559 Dune Road, Westhampton
$5,899,000
4 Beds ⋅ 4 Baths ⋅ 1015502 MLS
Set on an extraordinary 0.93-acre oceanfront parcel with 122 feet of direct Atlantic Ocean frontage, 559 Dune Road presents a rare opportunity to own a private coastal retreat in Westhampton. Offering nearly 3,000 square feet of living space, this four-bedroom, three-bath residence captures panoramic water views with breathtaking sunrises over the ocean and spectacular sunsets across Moriches Bay. The second level is dedicated to open-concept living and designed to maximize the home's unparalleled setting. The living room, dining area, and kitchen flow seamlessly together beneath walls of glass, while three sets of sliding doors open to an expansive oceanside deck overlooking the beach and Atlantic beyond. A partitioned office provides an inspiring workspace framed by endless ocean views. The second floor primary suite offers a commanding ocean view, gas fireplace, direct access to the oceanside deck, and a spacious ensuite bath featuring dual vanities, bidet, and oversized shower with dual shower heads. The first level features three additional bedrooms and a den. Two bedrooms share a hall bath, while a separate guest suite enjoys its own private entrance and ensuite bath, which also serves as a convenient pool bath. Outside, resort-style amenities include a heated, oceanside pool -- complete with full swim lane and diving board -- outdoor shower, expansive decking, and a private walkway leading directly to the ocean beach. A two-car garage and oversized driveway provide ample parking for all. Thoughtfully maintained, the property features solar panels for energy efficiency, a 2019 roof, numerous newer window installations within the last five years, a new pool heater (2025), new pool pump (2026), and a pool liner approximately five years old. Enjoy 559 Dune Road exactly as it is today, renovate and modernize the existing structure, or create a brand-new oceanfront estate. With nearly an acre of land, 122 feet of ocean frontage, and water views in every direction, the potential is indisputable. Own the very best of Westhampton's coveted oceanfront lifestyle today at 559 Dune Road.

559 Dune Road, Westhampton

1240 Majors Path, Southampton
$5,800,000
1007816 MLS
A Rare Hamptons Opportunity Awaits on Majors Path - Three 4+ Acre Lot Sub-Division in Process. Imagine standing on more than 14 acres of pristine Southampton land, where the only limits are the boundaries of your imagination. This 3-lot subdivision (single family residential zoning), offers savvy Buyers and visionary Builders alike, the rare combination of scale, flexibility, and prime positioning . This extraordinary parcel is a compelling blank canvas with tremendous potential for a sprawling private compound, a multi-generational estate, or a strategic development opportunity. Tucked into one of Southampton's most convenient locations, the property delivers the best of both worlds: the quiet privacy of expansive acreage paired with easy access to Southampton Village's celebrated shops, restaurants, and the world-renowned ocean beaches. Accessibility is everything, and this location is second to none. Properties of this scale, and potential, simply do not come along often. The canvas is ready. Make 1240 Majors Path yours.

1240 Majors Path, Southampton

8 Ashwood Court, Southampton
$5,800,000
7 Beds ⋅ 9 Baths ⋅ 978793 MLS
Newly constructed transitional residence set on approximately one acre just moments from Southampton Village. Offering approximately 7,564 +/- square feet across three finished levels, this home combines scale, design, and functionality in a highly desirable setting. A dramatic double-height foyer with 11-foot ceilings and a floating glass staircase creates a striking entry, leading into a sun-filled great room with a marble fireplace and views of the backyard. The open-concept layout is designed for both everyday living and entertaining, featuring a chef’s kitchen with premium appliances, custom cabinetry, marble countertops, and a spacious center island. A pantry, wet bar, and multiple dining areas provide flexibility and convenience. The first level also includes a junior primary suite, mudroom, powder room, and attached two-car garage with radiant heat. The second level features a primary suite with private balcony, walk-in closet, and a spa-style bathroom with soaking tub and dual vanities. Three additional en-suite bedrooms with walk-in closets and a well-appointed laundry room complete the upper level. The finished lower level offers additional living space including a gym with sauna, media room, recreation area, and two guest bedrooms with a full bath. Outdoor amenities include a heated 20 x 40 gunite pool with spa, marble patio, and landscaped grounds designed for privacy. A detached pool house provides additional space with kitchenette, bathroom, laundry, and outdoor shower, ideal for entertaining. Located near Southampton Village shops, restaurants, and ocean beaches, this property offers a complete Hamptons lifestyle.

8 Ashwood Court, Southampton

16 Gould Street, East Hampton
$5,795,000
6 Beds ⋅ 8 Baths ⋅ 1045758 MLS
A refined new-construction residence in the heart of East Hampton Village, 16 Gould Street offers 6 bedrooms, 7.5 baths, and 4,270 square feet of thoughtfully designed living space on 0.36 acres. Built in 2025, by David Alvarado of Damar Construction, the home pairs timelessness with modern amenities and elevated craftsmanship throughout. The main level features nearly 10-foot ceilings, 6" natural white oak floors with French finish, an open foyer with direct sight lines to the covered porch and pool, and a spacious living room with a dimensional paneled wall and built-in TV-ready hookup. At the center of the home is an expansive eat-in kitchen appointed with Sub-Zero and Wolf appliances, including a six-burner natural-gas range with griddle and double ovens, Cove dishwasher, Calacatta Miraggio polished quartz countertops, custom cabinetry, and a large island with seating for ~5. Multiple sliding glass doors open to the rear deck, creating an effortless connection between the kitchen, dining area, and outdoor spaces. A first-floor ensuite bedroom, powder room, and custom mudroom with built-ins complete the level. Upstairs, the private primary suite features floor-to-ceiling windows overlooking the backyard, a sliding glass door to an expansive deck, and an open closet with dedicated his-and-hers sides. The primary bath offers a walk-in shower with both wall-mounted and handheld fixtures. Two additional bedrooms, each with built-in closets, ensuite baths, and access to the rear deck, provide comfortable accommodations for all. The finished lower level adds two additional ensuite bedrooms, both with built-in closet systems and private baths, along with a laundry room, storage, and mechanical rooms. Multiple egress windows and exterior stairs provide direct access to the backyard. Outside, the property is designed for both entertaining and easy summer living, with a heated gunite pool and built-in spa, covered Ipe decking, mature landscaping, newly installed arborvitae, full-property irrigation, and a two-car detached garage with additional storage above. A bluestone walkway leads to the front entrance, while the Belgium-block-lined driveway and gravel parking area provide ample off-street parking. Additional features include Andersen windows and sliding doors, solid wood interior doors, five-zone HVAC, natural-gas heat, central vacuum, speaker and window-shade wiring, a home alarm system, and camera-ready wiring. Just minutes from the best of East Hampton Village, 16 Gould Street offers the appeal of brand-new construction with the space, amenities, and privacy expected of a luxury Hamptons home.

16 Gould Street, East Hampton

3875 Hallock Lane, Mattituck
$5,750,000
5 Beds ⋅ 8 Baths ⋅ 907439 MLS
Welcome to Lion’s Gate on the Sound, a premier waterfront estate set on over 3 private, gated acres along the Long Island Sound in Mattituck. This move-in-ready sanctuary blends timeless architecture with modern luxury, offering unmatched privacy and sweeping coastal views. A newly resurfaced driveway leads through electronic gates to beautifully lit grounds featuring a restored gazebo, lush lawns, and thoughtful landscaping. Inside, the home shines with freshly refinished hardwood floors, custom details, and a reimagined primary suite with spa-like finishes. Smart-home automation, new TVs, and elegant upgrades enhance everyday living. The finished lower level offers a professional gym, billiard room, and custom bar, while the upgraded garage with epoxy floors and smart tech is ideal for car enthusiasts. Outdoors, enjoy a new dining pavilion, full irrigation, and multiple vantage points for stunning sunsets over the Sound. Perfectly located near vineyards, farm stands, and charming village life, Lion’s Gate on the Sound is more than a home, it’s a legacy estate of luxury, seclusion, and natural beauty. Seller working to obtain pool permit.

3875 Hallock Lane, Mattituck

Peconic
$5,700,000
4 Beds ⋅ 3 Baths ⋅ 1024359 MLS
An Exclusive North Fork Bayfront Retreat in an Unrivaled Private Setting Experience the beauty of one of the North Fork’s most coveted private waterfront locations. Perfectly positioned beside protected land, this exceptional property offers sweeping views of Peconic Bay and a picturesque view of the Little Creek inlet its a setting that can never be replicated. Owned by the same family for generations, this remarkable waterfront property presents a once in a lifetime opportunity to own a truly special piece of North Fork history. Wake to breathtaking sunrises, take in the ever changing views of Peconic Bay and the creek inlet, and enjoy the privacy and serenity that make this one of the North Fork’s premier waterfront settings. A legacy property where protected land, spectacular water views, and unmatched privacy come together. Room for pool overlooking tranquil pristine sanctuary and creek. Private. Protected. One of a Kind.

Peconic

18910 Middle Road, Cutchogue
$5,699,000
L3547111 MLS
This premium North Fork land comprised of 33 acres, spanning two highly desirable locations, creates a unique acquisition opportunity with development rights intact. Capturing the true essence of the North Fork and nestled in a picturesque location, this property boasts a beautiful vineyard, perfect for wine enthusiasts and investors alike. The vineyard is well established and features a variety of mature grape varietals that thrive with the North Fork's climate and soil conditions. Whether you are a wine connoisseur or aspiring winemaker, this vineyard presents an incredible chance to cultivate and produce your own high-quality wines. In addition to the vineyard, the property features a spacious 2,500 square foot tasting room. This tastefully designed and well-appointed space welcomes visitors with its high ceilings and large windows that provide breathtaking views of the surrounding landscape. The abundance of natural light creates a warm and inviting ambiance, making it the perfect setting for wine tastings, weddings, private events, and gatherings. This offering also includes a a 3,500 square foot fully climate controlled wine cellar with 35' ceilings, 13 fermentation tanks, 30 French Oak barrels and a full bottling line. This property also features a 1,500 square foot retail shop with showcase laboratory and crush pad to give tour-goers the ultimate experience. Overall, this prime land on the North with development rights intact, a beautiful vineyard, and a spacious tasting room offers a unique and enticing package for those looking to enter or expand in the wine industry with excellent potential for growth or as an ideal investment property. BOTH PARCELS CAN BE SUBDIVIDED

18910 Middle Road, Cutchogue

29 Monroe Drive, Montauk
$5,695,000
6 Beds ⋅ 7 Baths ⋅ 1034737 MLS
Exquisite Hither Hills Modern with Ocean Views Situated moments to deeded ocean beach access and set on .45 +/- acres, this newly constructed modern Montauk home spans over 4,5000 +/- sq.ft. of living space with ocean views throughout. The 6-bedroom, 5 full-bath, 2 half-bath home is bathed in natural light and features an open-layout concept seamlessly connecting the expansive state-of-the-art chef's kitchen with center island, breakfast area, dining and living spaces with a fireplace. This level also features a powder room and access through sliding glass doors to the outdoor deck with seating area overlooking the 24x16 inground heated gunite pool with spa, and multiple outdoor patios. The luxurious primary ensuite boasts a spacious walk-in closet, bathroom with a freestanding tub and dual vanities and private access to the backyard and outdoor shower. Three additional ensuite bedrooms and two guest bedrooms that share a full bath complete this level. The 2,000 +/- sq.ft. finished lower level has access to the backyard through double sliding glass doors and a recreation room, powder room and laundry room. Enhancing the homes functionality, 29 Monroe has a control 4 smart system that controls the SONOS sound, LUTRON lighting and HVAC systems throughout. Just a short distance to Montauk village, ocean beaches and renowned restaurants, 29 Monroe is one you don't want to miss! Some images have been digitally altered.

29 Monroe Drive, Montauk

160 Sound Drive, Greenport
$5,695,000
4 Beds ⋅ 5 Baths ⋅ 1012436 MLS
Introducing a stunning waterfront estate on the Long Island Sound, now available for the first time from its original owners. This coastal gem, located in the North Fork, is situated in one of the most sought-after and picturesque areas on the East End. Nestled on nearly 2 acres, this 4,500 sq. ft. residence offers exceptional views and over 200 feet of private waterfront. The spacious open floor plan includes a junior primary ensuite on the first floor, featuring a separate entrance, a wrap-around covered porch, and direct access to the backyard. The gourmet kitchen is designed to capture breathtaking coastal views, boasting custom cabinetry, high-end appliances, beautiful granite countertops, and a spacious island with seating. Al fresco dining is made easy through the breezeway, which leads to the inviting patio and outdoor decks. The living room and dining room, enhanced by a central fireplace, are filled with natural light and feature beautiful wood floors. Tucked behind the fireplace and accessed through sliding barn doors, the home office offers water views and separate access to the yard. Upstairs, the primary bedroom features a balcony and an ensuite bathroom, showcasing stunning views. Additional bedrooms with balconies, a full bathroom, and a bonus space ensure privacy and comfort for guests. An oversized lounge, also with a waterside balcony and fireplace, connects to the kitchen below via a private staircase, creating an ideal space for a quiet retreat. The spacious art studio, built as part of the expansion, has cork flooring and a wall of windows overlooking the outdoor entertaining space, which includes a fully equipped custom kitchen, dining area, stunning pool, and spa amenities. The yard's mature landscaping and expansive lawn create a welcoming atmosphere for gatherings, with curated spaces for relaxation, including Adirondack chairs nestled along the coastline to enjoy the breathtaking sunsets. Additional amenities include an attached garage, greenhouse, a full unfinished basement with side yard access, and a generator. This property is conveniently located near Greenport Village, wineries, farms, and the bucolic landscape that exemplifies the essence of the North Fork region.

160 Sound Drive, Greenport

1766 Majors Path, Southampton
$5,600,000
6 Beds ⋅ 7 Baths ⋅ 1061138 MLS
SOUTHAMPTON ESTATE WITH POOL AND TENNIS Secluded on four acres in Southampton, this six bedroom estate offers a 6,700+/- sq. ft. home with pool and tennis. This home was renovated and re-designed in 2020. Enter the foyer to open first floor living areas flowing among a living room with fireplace, great room, kitchen with breakfast area and a dining room. On the other side of the foyer is an en-suite bedroom, a laundry room and access to the attached two-car garage with a study and full bath above. The master suite occupies one end of the second floor and features a fireplace in the bedroom, two closets and luxe bath with double vanity, shower and spa tub. The central part of the second floor on either side of a balcony is open to the first floor. At the other end of the second floor are two more en-suite bedrooms with access to a roof deck. There are 2,758+/- sq. ft. in the brand new 2022 renovated finished lower level with includes a guest room, full bath, gym, sauna, wet bar, pool table and large entertaining space with access to the pool and backyard. Outdoors enjoy the spacious deck, patio, pool and spa, and tennis court. Relax and unwind in the peaceful privacy here, or arrive at Southampton Village or ocean beaches in minutes. Bay beaches, Bridgehampton and Sag Harbor are also in easy reach.

1766 Majors Path, Southampton

421 Edge of Woods Road, Water Mill
$5,595,000
5 Beds ⋅ 9 Baths ⋅ 1048083 MLS
Privately set at the end of a long driveway on approximately 2.5 acres in Water Mill, this private Water Mill estate combines scale, privacy and resort-style living with convenient access to Southampton Village, ocean beaches, dining and shopping. Built in 2019, the approximately 7,635-square-foot residence offers 5 bedrooms, 8 full baths and 1 half bath across three finished levels, complemented by two separate pool houses and an oversized 3-car garage. The main level is designed for both everyday living and entertaining, with an expansive gourmet kitchen featuring fully integrated Thermador appliances, oversized paneled refrigeration, wine refrigerator and radiant-heated floors, opening to generous living and dining spaces. Three gas fireplaces add warmth throughout the home. Upstairs, two spacious primary suites each feature private balcony access, dual closets, luxurious baths and radiant-heated floors, joined by two additional bedrooms and a dedicated laundry room. The finished lower level provides substantial additional living space with a large recreation area, fifth bedroom and full bath, ideal for guests, fitness, media or play. Outdoors, the property unfolds into a private Hamptons retreat centered around a heated gunite pool, expansive bluestone patios and multiple areas for lounging, dining and entertaining. Two approximately 370-square-foot accessory pool houses further elevate the setting—one with a full kitchen, lounge, and bath, and the second offering flexible finished space well suited for a home office, gym, yoga studio, art studio or playroom. Additional highlights include an owned rooftop solar system, whole-property fiber-optic Wi-Fi coverage extending to the pool and accessory buildings, bedroom blackout shades, and a dedicated elevator bay designed for future installation. A rare combination of privacy, versatility and Hamptons lifestyle in an exceptional Water Mill setting.

421 Edge of Woods Road, Water Mill

623 Lazy Point Road, Amagansett
$5,500,000
957508 MLS
Set on an extraordinary 5.46 acres of direct bayfront in the coveted Lazy Point enclave of Amagansett, 623 Lazy Point Road presents a truly rare opportunity to own a legacy waterfront holding in one of the Hamptons’ most private and naturally beautiful settings. With sweeping, unobstructed views across the bay and exceptional frontage, the property offers an unmatched sense of scale, serenity, and possibility. The expansive acreage allows for the creation of a substantial estate while still preserving open vistas, privacy, and the tranquil character that defines Lazy Point. Gentle coastal breezes, luminous sunsets, and ever changing water views form the daily backdrop, creating a setting that feels both timeless and secluded. This premier bayfront parcel is ideally positioned for a custom residence designed to maximize light, views, and indoor-outdoor living, with ample room for waterfront amenities and resort style grounds. Located moments from ocean beaches, Amagansett Village, and the best of East Hampton, yet removed from through traffic and crowds, Lazy Point remains one of the area’s most discreet and tightly held waterfront communities. Includes permitting approval. An offering of this scale, frontage, and location is exceptionally rare—an opportunity to build a generational Hamptons estate on one of Amagansett’s most prized stretches of bayfront.

623 Lazy Point Road, Amagansett

58 Country Club Drive, Southampton
$5,500,000
8 Beds ⋅ 8 Baths ⋅ 869717 MLS
Introducing a breathtaking masterpiece nestled in the heart of Southampton’s coveted East End. This brand-new custom estate spans an impressive 7,485 square feet on a lush half-acre, drenched in natural light and designed to enchant at every turn. With 8 luxurious bedrooms and 8.5 opulent baths, every corner of this home radiates timeless sophistication. The bespoke kitchen is a culinary dream, seamlessly flowing into expansive living and entertaining spaces. A private gym and a sleek recreational area elevate everyday living. Step outside to a resort-style oasis featuring a shimmering Gunite saltwater pool and Jacuzzi—your personal sanctuary under the Hamptons sun. Just minutes from pristine beaches and the charm of village life, this residence offers an alluring blend of serenity and splendor. Prepare to fall in love with the pinnacle of East End luxury. Additional interior highlights include a refined living/dining area with elegance.

58 Country Club Drive, Southampton

18 Smith Lane, Jamesport
$5,499,000
13 Beds ⋅ 7 Baths ⋅ 1029909 MLS
LISTING IS FOR 6 HOMES AND .77 VACANT LAND! seller financing available! An exceptional opportunity to own a one-of-a-kind waterfront estate featuring 6 income-producing residences plus an adjoining nearly one-acre buildable lot, offering tremendous potential to expand the rental portfolio or create a spectacular multigenerational compound. The property includes two Bayfront homes—one offering 4 bedrooms and 3 bathrooms, the other has 3 bedrooms and 1.5 bathrooms—along with four additional houses, including two 2-bedroom houses and two 1-bedroom houses. The adjacent buildable parcel presents endless possibilities, whether for a custom waterfront residence, additional income-producing opportunities, or the ultimate private estate. A rare investment with multiple revenue streams, redevelopment potential, and breathtaking waterfront setting. Please do not go on the property without a scheduled appointment.

18 Smith Lane, Jamesport

652 Noyack Path, Water Mill
$5,499,000
7 Beds ⋅ 6 Baths ⋅ 1029122 MLS
Fields in the Foreground, A Legacy Behind the Gate Set beyond a private gate, this stunning estate offers expansive acreage and breathtaking farm field vistas, creating a rare retreat in the heart of Water Mill. Thoughtfully designed for both gracious entertaining and quiet relaxation, this six-bedroom, six-bathroom home is filled with natural light and beautifully appointed spaces. A grand double-height foyer welcomes you into an open and airy layout, where the great room with soaring ceiling and a fireplace flows seamlessly into the gourmet kitchen. Outfitted with top-tier Wolf and Sub-Zero appliances, a spacious center island with a second sink, quartz countertops, and a dedicated coffee station, this kitchen is both stylish and functional. A chic entertainer's bar, complete with a sink, dishwasher, refrigerator, ice maker, and wine cooler, enhances the home's effortless flow. The first floor features a private wing with the expansive primary suite, offering a spa-like bath with an air tub, radiant heated floors, and a loft space perfect for an office or library. Three additional first-floor bedroom optons provide comfortable accommodations for guests. Upstairs, two more ensuite bedrooms open to multiple decks overlooking the scenic farmland. The fully finished lower level offers endless possibilities, including an entertainment/TV area, gym, cedar wine storage, full bath, and private guest quarters. An oversized heated garage accommodates three vehicles, and a whole-home generator ensures uninterrupted comfort. Outside, discover a true Hamptons oasis, where a heated swimming pool with a brick patio is surrounded by lush English-style gardens and striking art sculptures. The outdoor kitchen is a chef's dream, featuring a brick pizza oven imported from Italy, a bar with hot/cold running water, two refrigerators, a smoker grill, and a two-burner stove with granite countertops. A water feature seating area and a two-season firepit with seating for 10+ complete the multiple outdoor entertaining spaces. Surrounded by horse pastures and scenic farm fields, this exceptional retreat blends luxury, privacy, and natural beauty, offering the ultimate Hamptons lifestyle.

652 Noyack Path, Water Mill

9 Millfarm Lane, Water Mill
$5,495,000
4 Beds ⋅ 6 Baths ⋅ 1060873 MLS
Millfarm Lane on Reserve Perfectly positioned on Millfarm Lane, one of Water Mill's most desired and consistently appreciating locations, this classic Hamptons traditional home captures the absolute best of Hamptons living. Positioned on a pristine 0.73-acre lot, abutting a 20+ acre forever-protected agricultural reserve. The home's layout is perfectly aligned with a highly coveted southeastern backyard exposure, bathing the primary living spaces in brilliant natural light and guaranteeing maximum, unobstructed sun across the pool during peak summer months. Ready for immediate luxury living today and for generations to come, the home offers 6,530 +/- SF of total living space (including the unfinished lower level with egress that awaits your imagination), 4 bedrooms, 5.5 baths, a fireplace, an attached 2-car garage, and a heated saltwater gunite pool. Thoughtfully expanded and renovated since 2019, the turnkey home is highlighted by 9' ceilings, high-end moldings, and easy indoor-outdoor living and entertaining spaces. Pocket doors connect the spacious living room, which is equally suited as a study, to an inviting gathering room with a wood-burning fireplace and glass doors opening onto the stunning grounds. At the heart of the home, the eat-in kitchen includes a breakfast area, a central island with seating for 4, granite and quartz countertops, and a 5-burner Thermador gas cooktop. The adjoining dining room and outdoor patio offer easy options for dining indoors or out. On the main level, a wing for everyday living can be accessed from the interior and the side entrance, leading to an oversized mudroom with a pantry and nearby storage closets. The well-appointed laundry room offers stone counters, cabinetry, a barn sink, and a desk alcove, while a powder room is directly accessible from the patio. A convenient first-floor junior primary suite includes a walk-in closet and a bath with radiant-heated floors, a shower, and a double vanity. A dedicated staircase leads to a bright media and billiards room with a wet bar, wine and beverage fridge, and full bath. An adjoining attic provides additional storage, and an oversized 2-car garage accommodates fitness, storage, and parking. Upstairs, the primary suite enjoys views across the agricultural reserve and a sunlit bath with a double vanity, shower, and freestanding tub. Two spacious guest bedrooms complete the floor, each with a private bath, one ensuite. Outside, tall privet hedges frame the fully manicured grounds, accented with specimen plantings and landscape lighting. Adding to the classic Hamptons feeling, two expansive bluestone patios connect the home to a heated 20'x40' gunite saltwater pool, and a broad lawn provides room for outdoor gatherings, complemented by a storage shed and a productive vegetable garden. Just 1 mile from the Hampton Jitney, 1.5 miles from Water Mill Square, and 2 miles from Southampton Village, the home puts ocean beaches, boutiques, and fine dining within easy reach in one of the East End's strongest-performing real estate corridors. Broker/Owner.

9 Millfarm Lane, Water Mill

2136 Deerfield Road, Sag Harbor
$5,495,000
8 Beds ⋅ 9 Baths ⋅ 1057392 MLS
4.3 Acre Gated Compound in Sag Harbor Property Highlights at a Glance Residence: 8,750 ± sq. ft. main home featuring 8 bedrooms and 8.5 bathrooms. Grounds: 4 private acres with a regal double-gated brick and cobblestone circular driveway. Outdoor Oasis: 3,000 sq. ft. travertine stone patio surrounding a heated gunite pool and attached spa. Pool Pavilion: 1,700 sq. ft. newly renovated pavilion with 20 ft. cedar ceilings, wrap-around covered stone patios, a custom built-in bar, and an outdoor fire pit. Lower Level & Extras: 3,000 sq. ft. finished basement with marble floors, a gym area, and a 2-car detached garage with a loft/art studio. Architectural Elegance & Interior Finishes Step through the double front doors into a grand, double-height entry framed by soaring two-story windows. The interior showcases exquisite craftsmanship, including Brazilian cherry wide-plank floors, 7 ft. doors, and 10 ft. ceilings throughout. The Chef's Kitchen: A true modern masterpiece featuring a center island with a waterfall countertop, exclusive Miele and Viking appliances, and an informal breakfast area under a 25 ft. octagonal-pitched ceiling. Living & Dining: An open-plan great room with a striking stone fireplace flows seamlessly into the formal dining room, which also features a cozy fireplace. Main-Level Master Retreat: Enjoy vaulted ceilings, a private sitting area, spacious his-and-hers closets, and a spa-like bathroom complete with stone floors, 20 ft. ceilings, double-stacked windows, a soaking tub, and a seamless glass steam shower. Upper Level & Guest Spaces: Five additional en-suite bedrooms, a dedicated media room with reclining chairs and a drop-ceiling projection screen, a first-level maid's suite, a private den, and a separate office. An A-List Entertaining Oasis Designed for ultimate privacy and high-end hosting, walls of French glass doors open to a breathtaking outdoor setting. Whether you are hosting an intimate gathering on the covered stone patios, mixing drinks at the custom back-pool bar, or gathering around the fire pit under the stars, this property defines the pinnacle of Hamptons luxury. Ready to experience this breathtaking Sag Harbor compound for yourself?

2136 Deerfield Road, Sag Harbor

956 Millstone Road, Sag Harbor
$5,495,000
6 Beds ⋅ 5 Baths ⋅ 1053019 MLS
Masterfully Renovated & Perfected Sag Harbor Sanctuary Exclusively Offered at $5,495,000 A rare opportunity to own a special Hamptons home designed for effortless indoor-outdoor living. In a resort caliber setting for entertaining or quiet enjoyment. You won’t want to miss this special home located in Sag Harbor, just moments from the pristine ocean and bay beaches. Set on just under 2 acres, this impeccably renovated 6-bedroom, 4.5 bath residence offers approximately 4,000+ sq. ft. of living space, with the luxury of a lushly landscaped and beautifully designed yard, Every detail has been thoughtfully created from the beautifully designed interior to the inviting outdoor living space with an oversized inground pool, an outside bar and very large outdoor deck, outdoor shower, fish pond, fire pit area, and much more. All furniture on the back deck will be included in the sale. Whether enjoyed as a full-time residence, an elegant weekend escape, or a premier luxury rental investment, this turnkey property offers exceptional lifestyle appeal and outstanding income potential. Just recently totally redone interior is move-in ready and impeccably finished, this exceptional home embodies the very best of Hamptons luxury living. House includes a 3 car garage with lots of extras, and a lower level (partially finished) with a wine cellar, a laundry with top of the line commercial washer and dryer and a pool table. Once you get here you will not want to leave. Don’t miss this one. It has it all!

956 Millstone Road, Sag Harbor

9 Briarsweet Lane, East Hampton
$5,495,000
4 Beds ⋅ 6 Baths ⋅ 1002247 MLS
HIDDEN GEM! RARE 1+ ACRE FULLY CLEARABLE EAST HAMPTON ESTATE 6,013 SF | 4 BEDROOMS | 6 BATHS | 40' GUNITE POOL | PRIVATE CUL-DE-SAC A rare opportunity to own over one acre of fully clearable property in East Hampton, privately situated on a quiet cul-de-sac just minutes from East Hampton Village. Offering an exceptional combination of privacy, space and proximity, this 6,013-square-foot residence features three levels of living and an expansive outdoor setting ideal for both relaxed living and entertaining. Built in 2017, the four-bedroom, six-bath home showcases a dramatic two-story great room with a wall of windows overlooking the 40-foot gunite pool and beautifully landscaped grounds. The open-concept main level includes a well-appointed kitchen with breakfast nook, spacious great room, separate dining room with coffered ceiling, serving pantry and laundry. The main level also features an en-suite bedroom, den and full bath, offering flexibility for guests or extended family, along with convenient access to the two-car garage. Upstairs, three additional en-suite bedrooms provide privacy and comfort, while a large den offers versatile space for an office, lounge or guest area. A second laundry room adds everyday convenience. The finished lower level, with 9-foot ceilings, a full bath and separate exterior entrance, provides exceptional flexibility for a media room, gym, recreation area, wine room or additional entertaining space. Outside, enjoy the privacy of the expansive grounds and a resort-style 40-foot gunite pool. With over one acre of fully clearable property, the estate offers a rare opportunity to enjoy significant land in a prime East Hampton location while providing excellent long-term investment potential. Just minutes from the restaurants, boutiques and beaches of East Hampton Village, 9 Briarsweet Lane offers a distinctive combination of substantial living space, privacy, acreage and proximity—making it an exceptional lifestyle property and a great investment in one of the Hamptons' most sought-after locations.

9 Briarsweet Lane, East Hampton

1366 Scuttle Hole Road, Water Mill
$5,495,000
5 Beds ⋅ 6 Baths ⋅ 961068 MLS
Bridgehampton Gambrel with Private Pickel & Padel Court The Ultimate Hamptons Lifestyle. This beautifully landscaped Gambrel sits on a private 1+/- acre lot, offering 5,000+/- sq. ft. of luxury living space and a brand-new private Piakcel/Padel court. The home features a dramatic double-height living room, a gourmet chef's kitchen, and five spacious bedrooms, including a grand upstairs master suite and two convenient first-floor guest rooms. Outdoor Paradise. Designed for resort-style living, the grounds feature a pristine pool, an expansive entertaining deck, and professional-grade Padel facilities-all framed by lush, mature landscaping for ultimate privacy. Unbeatable Location. Ideally situated just minutes from the vibrant villages of Bridgehampton, Southampton, and Sag Harbor, and within easy reach of world-renowned ocean beaches.

1366 Scuttle Hole Road, Water Mill

373 Dune Road, Westhampton Beach
$5,399,000
4 Beds ⋅ 4 Baths ⋅ 998516 MLS
An opportunity like this rarely comes along — especially on prime oceanfront in the coveted enclave of Westhampton Beach. The exceptional elevation of this property captures breathtaking ocean views from the main living spaces and expansive decks, while also offering stunning bay sunset views — the perfect balance of sunrise to sunset living. Enjoy this beach retreat as it is today or create your own custom oasis in one of the most desirable locations the Hamptons has to offer. This beautifully maintained home features four renovated en-suite bedrooms, an open-concept kitchen designed for effortless entertaining, a newly renovated chef’s kitchen, and a second-floor loft providing additional privacy and flexibility. High ceilings, a wood-burning fireplace, and unobstructed views lead directly to your own private beach access. Additional highlights include a 2+ car garage with over 10-foot ceiling height on the lower level, offering exceptional storage and versatility. A treasured property held by the same family for decades.

373 Dune Road, Westhampton Beach

1000 Sound Drive, Greenport
$5,350,000
5 Beds ⋅ 5 Baths ⋅ 1059750 MLS
Perfectly positioned on a bluff overlooking the Long Island Sound, this Nantucket-style cedar-shingled home captures sweeping water views and spectacular sunsets from nearly every vantage point. Multiple waterside decks and balconies make the most of the setting, while a heated pool, outdoor kitchen, and stairs to a private beach create an exceptional environment for summer living and entertaining. Inside, beautifully appointed living spaces include en-suite bedrooms on both the first and second floors, offering flexibility for owners and guests alike. A finished lower level with a private theater provides additional space for recreation. Less than a mile from the heart of Greenport Village, this exceptional waterfront property combines coastal beauty, privacy, and proximity to one of the North Fork’s most desirable destinations.

1000 Sound Drive, Greenport

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