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$1,495,000
4 Beds ⋅ 3 Baths ⋅ 1000846 MLS
Explore a prime location in Southold, perfect for a beach getaway, featuring the highly sought-after Kenneys Beach—one of the most picturesque beaches on the North Fork. This traditional-style home is built with meticulous attention to detail and quality craftsmanship. Upon entering, you are greeted by a cathedral ceiling that highlights a stunning stone staircase with iron railings. The spacious living room boasts a cozy fireplace and an open floor plan that seamlessly connects to the dining room, which is filled with natural light and provides direct access to the backyard patio. The chef's kitchen is equipped with a center island, granite countertops, custom cabinetry, high-end appliances, and a built-in pantry. The breezeway leading to the side yard offers access to the garage, a full bathroom, and a laundry room. Upstairs, the generous primary bedroom features two walk-in closets and an ensuite bathroom finished in marble, complete with radiant heated flooring. Three additional bedrooms share a full marble bathroom. A dedicated alcove space serves as both an office and a casual lounge. The backyard is a private retreat, ideal for al fresco dining and entertaining, featuring a large patio and mature landscaping. There is ample space to incorporate a pool or lawn games. This residence includes an outdoor shower, a two-car attached garage, and a generator. Conveniently located near all that the East End has to offer, residents can enjoy wineries, farms, local shopping, dining options, and the beautiful landscape the region is known for. This listing includes images that have been digitally altered.

2015 Kenneys Road, Southold
$2,300,000
3 Beds ⋅ 3 Baths ⋅ 1000339 MLS
Heart of Southampton Village Southampton Village gem, just steps from Main Street's renowned dining and boutiques. This elegantly updated 1850 shingle-style 3BR residence blends timeless historic charm with modern Hamptons luxury. Inside, discover a gracious living room with wood-burning fireplace, formal dining room, powder room, and gourmet eat-in kitchen boasting professional stainless appliances. The primary suite impresses with vaulted ceilings, exposed beams, and en-suite bath; two guest bedrooms share a full bath. A light-filled breakfast area overlooks the heated pool, south-facing brick patio, lush English and herb gardens, pool house, and outdoor shower. The versatile pool house/garage features brick floors, 10' ceilings with recessed lighting, and French doors to the pool-ideal for cars, beach gear, bikes, or effortless entertaining. Step out from the kitchen to a dedicated outdoor cooking zone with gas and charcoal grills. Now approved for 400SF first-floor expansion, this home delivers quintessential Southampton living with village convenience and endless appeal.

28 Bowden Square, Southampton
$23,995,000
6 Beds ⋅ 8 Baths ⋅ 999864 MLS
Tucked away at the end of a private cul-de-sac in the heart of Southampton Village, 155 Duck Pond Lane is a rare convergence of land, water, and design—where every moment feels intentionally framed by nature. Set on 1.9 pristine acres backing directly to Wickapogue Pond with sweeping ocean views beyond, this 8,000-square-foot estate offers a lifestyle defined by serenity, privacy, and proximity. Here, mornings begin with soft light reflecting across the water, and evenings end with the rhythmic sound of waves crashing along the nearby shoreline. Completely rebuilt in 2017, the home was designed to embrace its surroundings from every angle. Expansive interiors flow effortlessly across three distinct living rooms, each offering its own atmosphere—from intimate fireside gatherings beside one of three gas fireplaces to open, light-filled spaces ideal for entertaining. Thoughtfully designed for both comfort and flexibility, the residence features six bedrooms, including a junior primary suite on the first floor and a spectacular primary suite on the second floor. The primary retreat is a sanctuary of its own, complete with radiant heated floors and a private sauna, creating a spa-like experience within the home. Every detail has been considered for elevated living—from the temperature-controlled wine cellar to the fully equipped gym, and the convenience of three separate laundry areas. The home seamlessly blends high-end functionality with understated elegance, offering spaces that feel both refined and livable. Step outside, and the property truly comes to life. Impeccably landscaped grounds unfold toward the water, where a heated saltwater gunite pool with spa anchors the outdoor experience. A spacious pool house with its own full bathroom and private patio extends the living space. At the same time, an outdoor kitchen, fire pit, and multiple entertaining areas create a setting built for unforgettable summer nights. An outdoor shower and expansive deck overlook the manicured lawn, Wickapogue Pond, and the Atlantic Ocean beyond—an ever-changing backdrop that defines this extraordinary property. Privately gated and complete with a detached two-car garage, this estate offers both exclusivity and ease—just moments from Southampton’s renowned ocean beaches, boutiques, and dining destinations. 155 Duck Pond Lane is more than a home—it’s a front-row seat to one of the Hamptons’ most coveted landscapes, where pond meets ocean, and every detail is designed to elevate the way you live.

155 Duck Pond Lane, Southampton
$1,100,000
4 Beds ⋅ 3 Baths ⋅ 994993 MLS
Where does one begin? For those who want it all...coastal lifestyle, nearly 180-year-old detail that cannot be replicated, a home with soul, provenance, & stories, modern comforts, a flexible floor plan, and a property of possibilities. 45 Shore Road offers it, and then some. Constructed in approximately 1848, when shipbuilders & captains dotted this loveliest of streets that meanders along the eastern shoreline of Setauket Harbor, the Hulse House stands as a testament to time and Three Village history. This residence and neighborhood must be experienced in person. Its current stewards have invested significantly: a new innovative/alternative onsite waste treatment septic system (2021), 2-zone gas heat & 2-zone central air (2016 & 2023), a 16kw Generac whole-house generator (2018), upgraded 200amp service, extensive electrical & plumbing upgrades, and smart thermostats. Structural investments include a fully rebuilt wraparound veranda with custom Tennessee Porch Company balusters (2016), a 2010 roof (primary suite portion 2024), partially rebuilt second floor bedroom, bathrooms and kitchen, and extensive grounds improvements. A bygone era carries throughout. Patina'd elements, a whimsical feel, authenticity that cannot be manufactured - from original fixtures, doors, and 9-layer moldings, to a hand-carved marble fireplace mantle & original wide-plank floors that have felt countless steps - the Hulse House is the embodiment of a time when things were built to endure. And so they have. 9' ceilings, beautifully proportioned rooms, chandeliers on ornate medallions, and period architectural windows of impressive scale define the home's character. The parlor is its heart - embossed wallpaper, original moldings, and a hand-carved 1870 marble mantle anchor a space that adapts to dining, living, or the arrangement of your choice. The adjacent living room offers nearly floor-to-ceiling windows with harbor views just across the street. The kitchen, rebuilt in 1999, blends country charm with modern convenience - an upgraded suite of appliances added in 2022, including a 5-burner double-oven gas range and a smart fridge, glass-knobbed cabinetry, delightful millwork, a morning light-filled breakfast nook, a surprisingly generous laundry room that doubles as a walk-in pantry, and access to a breakfast porch. Four true bedrooms offer generous closets for a home of this era. The main-level primary suite features a rebuilt ensuite bath, two walk-in closets, and flexibility for an adjacent (large) nursery, study, or dressing room. The second level offers increasingly better seasonal views of the harbor & original fireplace. The third bedroom, with an original oversized 3-piece window recently uncovered and four low-sill windows, delivers remarkable light & architectural character. Additional second-floor space rounds out the picture as a study, den, or potential conversion to a suite. Magical grounds: an expansive front lawn fringed by an original concrete & inlaid stone wall, pillared entry, white picket fence, & mature plantings overflowing in the most whimsical of ways. The backyard gently inclines toward an iris-fringed patio - part of a century-old squash court - and a cedar-sided carriage house with custom 2024 doors and possibilities abound, plus ample driveway space. Your days are spent harborside. Swans glide by as herons & osprey fish. Dock at Shore Road Marina (1,000'), launch your kayak or picnic - a sandy beach is just 800' away! Revel in skies painted pink & orange at sunset, & an ever-changing harborscape: lush in summer, golden in fall, frozen and vast in winter. Admire the neighborhood's architecture. Seport Deli (500') and its legendary Boone & iced tea, and beloved Elaine's Restaurant (600') are practically neighbors. Port Jefferson Village is 3 min east; world renowned Stony Brook University & Hospital, 10 min west. Zoned for Three Village schools (Setauket Elementary, Gelinas, Ward Melville HS). LOW 3V taxes - only $11,809!

45 Shore Road, Setauket
$1,625,000
4 Beds ⋅ 3 Baths ⋅ 999463 MLS
Orient Village- located on a quiet street in the coveted coastal village of Orient, this beautifully maintained 4-bedroom, 2.5-bath home borders preserved land, offering exceptional privacy and a serene natural setting. A welcoming wide front porch sets the tone before entering the foyer, which opens to a spacious living room with a wood-burning fireplace. The home features a large eat-in kitchen, formal dining room, and a sun-filled sunroom overlooking the backyard and gardens. In addition, the first floor includes a generously sized primary bedroom, an additional guest bedroom, and a full bath, providing convenient main-level living. Upstairs, a large loft area offers flexible space for a home office or family room, along with two additional guest bedrooms, a guest bath, and a bonus room ready for your creative expansion ideas. Additional highlights include gleaming wood floors throughout, a large unfinished basement with abundant storage space, and a two-car garage. Ideally located just moments from the Orient Yacht Club, all village amenities, beaches, and the Jitney, this special property presents a rare opportunity to enjoy relaxed North Fork living in one of the area’s most sought-after communities. This is the very special home you have been waiting for.

1060 Navy Street, Orient
$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
$4,000,000
3 Beds ⋅ 4 Baths ⋅ 997738 MLS
Set on nearly four acres along one of the North Fork’s most coveted stretches of sandy bay beach, this is a rare opportunity to secure an exceptional waterfront property with meaningful upside. The existing three-bedroom, four-bath home offers a solid foundation for renovation or expansion, allowing a new owner to tailor the property to their vision. The grounds are equally compelling. A tennis court is already in place, and the oversized detached three-car garage adds flexibility for storage, studio space, or future accessory use, leaving ample room to site a pool. Centrally located with easy access to the North Fork’s vineyards, farm stands, restaurants, and marinas, the setting strikes a balance between privacy and convenience. Offerings with this combination of land, beach quality, and potential are increasingly rare, presenting a clear opportunity to create a premier waterfront compound.

1480 Old Wood Path, Southold
$4,995,000
5 Beds ⋅ 5 Baths ⋅ 998496 MLS
Introducing The Pond House, a rare 2-acre private estate in the coveted Village of North Haven, moments from Sag Harbor and adjacent to Lovelady Park. Tucked away in a serene, park-like setting, just a short walk to Long Beach, this 5-bedroom, 3 full and 2 half bath residence offers refined living with seamless indoor-outdoor flow. Sun-drenched interiors feature expansive windows, a gracious living room with fireplace, and a thoughtfully designed chef’s kitchen with bar seating for entertaining. The luxurious primary suite offers a fireplace and spa-level bath with steam shower, heated floors, and private water closet. Designed for resort-style living, the grounds showcase a pool, spa, hot tub, outdoor shower, very large bluestone deck and covered kitchen and bar, all surrounded by lush landscaping, koi pond, and tranquil water features including a waterfall. Minutes to Sag Harbor Village and Shelter Island Ferry. Conveniently located near several Hampton towns.

263 Ferry Road, Sag Harbor
$1,300,000
3 Beds ⋅ 3 Baths ⋅ 993100 MLS
Nestled between green farm fields and the lapping waves of Flanders Bay, 56 Lagoon Court West is near to the best of everything the North Fork has to offer. Upon entering the home, you are greeted by double height ceilings hinting at the spaciousness of the rest of the home. Flowing through the formal dining room to the rear of the home, the brand new eat in kitchen and living room with gas fireplace overlooking the backyard is the perfect space to entertain no matter the season. A first floor combination laundry and mudroom is a convenient utility space and offers additional access to the rear yard. A full bathroom and den complete the first floor. The second floor consists of a spacious primary ensuite bedroom and 2 additional bedrooms with shared guest bathroom. Looking for a flex space? A bonus room above the 2 car garage provides just that! Storage abounds with a full basement and multitude of closets throughout. Outside, an abundance of plantings including lilacs, hydrangeas, hostas, and Lilly of the Valley grace the front and backyard. The 20x40 vinyl lined pool is perfect for lazy summer days when you are not out on the boat via your 2 deeded boat slips just down the street or at the Waterview Terrace neighborhood beach. This well cared for home is an excellent opportunity to find your North Fork paradise.

56 Lagoon Court W, South Jamesport
$1,199,999
4 Beds ⋅ 2 Baths ⋅ 997037 MLS
The Big Fish- A classic Ocean Beach home that was renovated over the winter of 2024. All new appliances, new roof over the porch and rear extension, all new electrical wiring, new posts under house, new stringers, new subfloor and new finish floor in the living room, kitchen and dining room areas. The entire interior was also painted and both the 1st floor and 2nd floor are now insulated. Upstairs you will find 3 bedrooms and one half bath. The main floor has a screened in porch with sitting area, living room with a new electric fireplace, dining room, kitchen, full bathroom and an additional bedroom with a king bed. Centrally located with a 4 minute walk to the beach and a 2 minute walk to town.

291 Cottage Walk, Ocean Beach
$1,299,000
4 Beds ⋅ 2 Baths ⋅ 993662 MLS
A very large home with over 2,200 square feet and 4 oversized bedrooms, this property already has a heated saltwater pool permit and all new furniture. Designer-owned and just received a brand new renovation, new natural gas connected, this exceptional North Fork retreat seamlessly blends modern sophistication with timeless coastal charm. Perfectly positioned across from pristine protected land and a scenic golf course, the home offers tranquility, privacy, and effortless access to the very best of Cutchogue living. If you love golf, you are steps to Cedars Golf Club and can play every day. Ideally located just moments from the charming Cutchogue center, enjoy a 2 minute walk to town, local shops, restaurants, North Fork Country Club, and the Hampton Jitney with direct service to Manhattan. Spend your days biking to nearby New Suffolk, renowned North Fork beaches, acclaimed vineyards, Wickham's farm stand, and waterfront dining. Just 85 miles from Manhattan, and perfect location with no need for a car. Steps to the Historic Cutchogue Village Green and Peconic Community School. Bathed in natural light, the thoughtfully designed interior features new hardwood floors throughout and an open, airy floor plan ideal for both relaxed living and elegant entertaining. The spacious first-floor primary suite is a true sanctuary, complete with a spa-inspired en-suite bath featuring a brand new soaking tub and refined designer finishes. A second guest bedroom on the main level offers flexibility for visitors or home office use. The home contains all brand new solid wood doors, hardware, nice lighting and fixtures. At the heart of the home is a stunning brand new chef’s kitchen appointed with premium stainless steel appliances, dishwasher drawers, deep porcelain sink, and an inviting eat-in dining area highlighted by a Serena & Lily chandelier. The oversized living room with a sleek modern electric fireplace flows effortlessly into the separate dining area, creating the perfect setting for gatherings year-round. Upstairs, two generously sized bedrooms with a brand new beautifully appointed en-suite bath, offering comfort and privacy for guests. Outside, professionally landscaped grounds bloom with lush flowers and mature plantings, while the covered porch provides the perfect backdrop for alfresco dining and summer evenings. The expansive backyard features room for a 16x32 heated saltwater pool, creating a true resort-like atmosphere. The Pool permit is already secured and can be installed this year. Additional highlights include a very large and dry basement that can be finished, oversized two-car garage, and new furnishings available separately for a completely turnkey experience. Whether seeking an upscale summer escape, luxurious year-round residence, or exceptional investment opportunity, this move-in-ready home embodies the very best of North Fork living.

440 Cases Lane, Cutchogue
$4,695,000
6 Beds ⋅ 7 Baths ⋅ 996405 MLS
Southampton New Construction, Set on 1.48 acres in Southampton, this newly constructed residence blends timeless transitional design with modern livability. Offering 6 bedrooms and 6 and a half bathrooms, the home is thoughtfully designed with clean lines, neutral finishes, and a natural, understated elegance. The main level centers around a gourmet chef's kitchen that flows effortlessly into open living and dining spaces, creating an ideal environment for both everyday living and entertaining. Each bedroom has a private en-suite and the Jr primary is located on the first floor. A fully finished lower level adds flexibility for recreation, wellness, or private guest accommodation. Outdoors, the property is framed by expansive grounds and a heated pool, offering a private and serene setting. A move-in-ready home that captures the essence of Hamptons living. Close to all, Southampton Main Street, and exclusive ocean beaches.

14 Ridge Road, Southampton
$3,450,000
5 Beds ⋅ 4 Baths ⋅ 995842 MLS
Quintessential North Fork Beach House!! Perched high above with breathtaking views of the Long Island Sound, this stunning custom-built home offers the perfect blend of luxury, comfort, and location. Just across the street from the shores of Kenney’s Beach, this 2009-built residence features 5 spacious bedrooms and 3.5 beautifully appointed baths, including a serene first-floor primary suite. Set on nearly a full acre, the property is an entertainer’s dream with a heated saltwater pool, outdoor shower, and a screened-in porch ideal for summer evenings. The home also boasts a 3-car garage, whole-house sound system, security system, elevator, and a full irrigation system that keeps the grounds lush and green. Gorgeous landscaping with landscape lighting throughout. High-end construction materials and thoughtful design elevate the entire living experience, with 8-foot ceilings in the basement offering the perfect opportunity to create a media room or home gym. Enjoy spectacular sunsets, unbeatable beach access, and the potential to easily add a pool house—water and electric are already in place. This is coastal living at its finest.

790 N Sea Drive, Southold
$1,849,000
4 Beds ⋅ 3 Baths ⋅ 942025 MLS
Greenport Gem - Renovated American Square. Gated and Nestled Behind Tall Hedges for Privacy on a Large Corner Lot with Room for Pool, You Will Find This Fully Restored (2012) and Gently Lived-In Stately 1930's Classic. The Original Woodwork, Doors and Flooring are Preserved Throughout the Home. Take a Step Back in Time but With All the Modern Conveniences (including Central Airconditioning). Close to the 4th, 5th and 6th Street Bay Beaches and Parks, Village Shops and Restaurants and NYC Bus and Train. See Photos or Attachment for Floor Plan.

1025 9th Street, Greenport
$2,250,000
4 Beds ⋅ 5 Baths ⋅ 990099 MLS
Newly built and beautifully enhanced with approx. $300K in upgrades since purchase, 1665 Glenn Road offers a turnkey North Fork retreat with thoughtful upgrades, elevated finishes, and exceptional indoor-outdoor living. Set on a .52-acre lot in Southold, this 4-bedroom, 4.5-bath home spans approximately 3,248 square feet and features a desirable layout with a first-floor ensuite primary bedroom and three second-floor ensuite guest rooms. The interior is designed for both comfort and entertaining, with a two-sided gas fireplace, quartz kitchen countertops, Bosch and XO appliances, dimmer lighting throughout, electric shades in key living areas, ceiling fans in all bedrooms, and a first-floor laundry room. Home includes 7 built-in TVs, a 98-inch Sony screen and home theater with blackout shades, creating an impressive entertainment space. Since purchasing, the owner has elevated the property, including full front and rear landscaping, new lawns, extensive plantings, 73 trees, a new front walkway and steps, a rear sprinkler system, outdoor accent lighting, and a limestone patio surrounding the pool. The exterior is anchored by an 18x36 gated heated saltwater pool with a 500-gallon inground propane tank for the pool heater, a rear porch, dog run, retaining wall, and roof deck with water views. Additional features include a Sonos music system inside and out, alarm system, 2-car attached garage with shelving, additional refrigerator, and electric car hookup. Ideally located in Southold, this move-in-ready home combines new construction ease with substantial post-purchase improvements already completed.

1665 Glenn Road, Southold
$2,300,000
5 Beds ⋅ 5 Baths ⋅ 994272 MLS
Clad in cedar and built with meticulous attention to craftsmanship, this brand-new custom home sits proudly on a generous 0.59 acres, just moments from downtown Cutchogue. Timeless in design, the heart of the home is a striking open-concept kitchen with beautiful cabinetry, an oversized island, and seamless flow into a light-filled dining area overlooking the expansive backyard. The living room, anchored by a fireplace, features custom millwork and opens to a covered bluestone porch, creating an easy connection between indoor and outdoor living. First-floor highlights include a large primary suite with an ensuite bath and large closet, an additional ensuite guest bedroom and a laundry room. Upstairs, a spacious second primary ensuite and two additional ensuite guest bedrooms sit across from a very large recreation room, perfect for movies, gym or office. A two-car garage with heated floors adds both function and flexibility, while the full-height basement with egress offers future expansion potential. Located in the heart of the North Fork, just minutes from golf, farm stands, wineries, restaurants, schools, and many of the region’s most sought-after amenities.

26745 Main Road, Cutchogue
$16,999,000
7 Beds ⋅ 7 Baths ⋅ 886217 MLS
Set along the coveted shores of Dune Road in Quogue, this extraordinary oceanfront estate spans 1.4 acres of pristine coastal property, offering a rare blend of relaxed elegance and modern refinement. Thoughtfully renovated, the residence is designed to capture the essence of effortless Hamptons living with seamless indoor-outdoor flow and breathtaking views of the Atlantic Ocean. At the heart of the home, an expansive deck just off the kitchen creates the ultimate setting for al fresco dining and entertaining, where ocean breezes and panoramic vistas elevate every moment. The first floor is anchored by a luxurious primary suite, complete with a private walkway leading to an upper deck overlooking the Atlantic—your own serene retreat above the shoreline. This level also features a welcoming den with a wood-burning fireplace, along with three generously sized bedrooms and two full baths, all thoughtfully designed for comfort and style. The lower level provides an ideal space for guests, offering an ensuite bedroom, two additional bedrooms, a full bath, and a second den—perfect for relaxed gatherings or extended stays. Outdoors, the property transforms into a true summer oasis. A newly renovated heated gunite pool is perfectly positioned between the main residence and an amenity-rich pool house, creating a private resort-like setting. After a day at the beach, unwind poolside or retreat to the pool house, which features a spacious den, changing rooms, a kitchenette, and two full baths.Completing this exceptional offering is a private putting green, adding yet another layer of leisure to this remarkable coastal escape. A rare opportunity to own a premier oceanfront estate in one of the Hamptons’ most sought-after locations—where luxury, tranquility, and timeless coastal beauty converge.

40 Dune Road, Quogue
$2,695,000
3 Beds ⋅ 2 Baths ⋅ 994603 MLS
3 Bedroom Sag Harbor Waterfront w/ Dock & Panoramic Bay Views LIfe on the water! Immaculately maintained waterfront home in Noyac with a private dock and sweeping panoramic views across Noyac Bay to Shelter Island and the North Fork-an exceptional and increasingly rare offering in today's Hamptons market. This 3-bedroom, 2-bath residence offers approximately 1,600+/- sq. ft. of living space and a layout that is move-in ready, while also presenting clear opportunity to update, expand, or reimagine over time (subject to permits). The true value lies in the setting-open water vistas in multiple directions, expansive sky, and ever-changing light that define the waterfront experience. Enjoy direct access to the bay from your dock-perfect for boating, kayaking, or paddleboarding-and return home to sunsets. Located just moments from Sag Harbor Village shops, restaurants, and marinas, this property offers a rare balance of privacy and convenience. With existing dock infrastructure and this level of water access becoming increasingly difficult to replicate, it represents a compelling opportunity for both lifestyle and long-term value.

100 Crescent Street, Sag Harbor
$2,895,000
5 Beds ⋅ 6 Baths ⋅ 990263 MLS
North Fork living, refined. Welcome to Wildberry. A newly constructed residence where design, light, and landscape converge - set against sweeping, sunset vineyard views and crafted for effortless indoor-outdoor living. From the moment you enter, the home reveals a quiet sophistication, with natural light pouring through thoughtfully placed openings, creating a sense of calm and connection to its surroundings. Luxury finishes have been selected and wired for full smart home capability. Intuitively designed for both everyday living and elevated entertaining. Offering 5 bedrooms and 5 full bathrooms and one half bathroom, the layout balances scale and comfort, providing a private retreat while accommodating guests with ease. Featuring two primary en-suite bedrooms on both the first and second floors, three guest bedrooms and a full cabana-style bathroom in the walk-out basement for pool party guests. Salt water pool is 18x36 and surrounded by patio with outdoor kitchen. This is a home that lives as beautifully as it presents - timeless, intentional, and distinctly North Fork. Home is expected to be completed July 2026, photo is artist rendering, landscape design is rendering not actual, additional photography and information coming soon.

1135 Wildberry Lane, Southold
$15,995,000
8 Beds ⋅ 12 Baths ⋅ 991792 MLS
This unique offering unites a just-completed resort-style residence with full ownership of an adjacent 18±-acre protected agricultural reserve - together composing nearly 19 acres in coveted Water Mill, where architecture, nature, and lifestyle align in a way that is truly rare.    Built by one of the Hamptons' most respected builders and refined by an award-winning Manhattan design firm, this extraordinary residence sets a new standard for Hamptons living. Set along a private access road, the property offers sweeping open-field reserve views that feel worlds away - yet convenient to farm stands, village shops, restaurants, and world-class beaches.    The reserve at 460 Edge of Woods Road serves as the estate's extended backyard - a dreamscape for pursuing new interests or lifelong passions. An early-stage concept envisions a winery with production buildings and a central tasting court surrounded by vineyard plantings. Equestrians will recognize the hallmarks of Hamptons horse country in the sweeping eastern lawn, ideal for riding trails, arenas, and paddocks. The reserve also lends itself to a sun-drenched orchard or sweeping field of wildflowers - open land to cultivate, preserve, or simply enjoy.    Spanning just shy of 10,000 square feet across three impeccably finished levels served by a private elevator, the residence offers eight bedrooms, ten full baths, and two half baths - balancing grand-scale entertaining with intimate serenity. A dramatic double-height foyer floods the entrance with light, while exquisite millwork and graceful architectural detail set a warm, welcoming tone throughout.    The living room features oak ceiling beams and a double-sided fireplace opening to an inviting den. Glass doors line the rear of the home, where landscaped grounds give way to sweeping reserve views beyond. The custom kitchen is anchored by a spacious center island, natural stone countertops, a Wolf range, integrated Sub-Zero refrigeration, a glass wine column, beverage drawers, and a butler's pantry. Guests may dine formally in the oak-paneled dining room, enjoy casual meals in the sunlit breakfast room, or gather beneath covered outdoor areas. A generously scaled junior primary suite with soaking tub and double vanities offers a true secondary retreat. Thoughtful service spaces - including a package room, laundry, half bath, and cabana bath - complete the main level.    The second-floor primary suite serves as a resplendent sanctuary crowned by a soaring cathedral ceiling and anchored by a breathtaking picture window looking out to the natural world beyond. A marble-surround fireplace, dual walk-in closets, and a luxuriously finished bath with radiant-heated floors, soaking tub, elegant vanities, and rainfall shower complete this singular haven. Four additional guest bedrooms offer ensuite baths, volume ceilings, and walk-in closets. A gracious upper-level terrace with its own fireplace overlooks the property and reserve - an ideal setting for evenings under the stars.    The lower level offers eleven-foot ceilings and private indulgence: a sleek wet bar, golf simulator, home theater, recreation area, and a glass-walled gym opening onto a wellness terrace for yoga or meditation. A cedar-lined sauna, steam shower, two ensuite guest bedrooms, and a half bath complete this remarkable level.    Outside, a fully equipped outdoor kitchen, pergola, 20-by-50-foot heated gunite pool and spa, bluestone patio fireplace, and a north/south-facing all-weather tennis court compose resort-style grounds built for effortless living and celebration. Don't miss this complete and compelling opportunity in coveted Water Mill.

460 Edge Of Woods Road, Water Mill
$975,000
5 Beds ⋅ 4 Baths ⋅ 992170 MLS
LOCATION, LOCATION, LOCATION! Nestled in highly sought-after North Miller Place—just minutes from Cedar Beach on the Long Island Sound, local shopping, and major roadways—this spectacular, contractor's-own custom estate is a rare masterpiece of high-end craftsmanship and design. UNPARALLELED MULTI-GENERATIONAL POTENTIAL! This exceptionally rare property offers two entirely separate living spaces under one roof, making it ideal for multi-family living, extended guests, or potential accessory/guest quarters (with proper permits). Designed for total independence, the home features two separate basements, two natural gas burners, two electric panels, two meters, and two separate laundry rooms. The Main Residence: Features a sun-drenched, open layout with a wainscoted foyer, formal living and dining spaces, a massive second-floor bonus room/office, and a cozy step-down family room with a brick fireplace. The gourmet chef’s kitchen boasts custom cabinetry, premium quartz countertops, a center island, and high-end stainless steel appliances. Retreat to a luxury primary suite complete with a rustic barn door, custom spa-bath, and a massive walk-in closet. The Private Wing/Extension: Connected via elegant French doors off the main dining room, this separate wing offers a living room with its own fireplace, a jaw-dropping octagonal formal dining room with tray ceilings, a large bedroom, a premium full bath with double vanity, and a dedicated custom staircase leading to its own full, walkout basement with sliding glass doors and full egress windows. Premium Upgrades Throughout: Gleaming hardwoods, luxury vinyl wide-plank flooring, Andersen windows, multi-zone central A/C, central vacuum system, stunning custom moldings/trim work, and a two-car side-entry garage. The Backyard Oasis: Set on a meticulously landscaped, ultra-private lot that backs to a quiet wooded buffer. The park-like grounds feature mature shade trees, lush perennial gardens, and a massive custom concrete patio perfect for summer entertaining. Top-tier quality, unmatched flexibility, and a premier North Shore location—opportunities this unique and thoughtfully executed rarely hit the market. Schedule your private tour today before it's gone!

283 Pipe Stave Hollow Road, Miller Place
$1,399,000
3 Beds ⋅ 3 Baths ⋅ 992544 MLS
Welcome to this spacious traditional home in the desirable Quiogue Hamlet of Westhampton Beach. Set on just under half an acre, this property offers the perfect blend of comfort , functionality, and classic appeal on a quiet flag lot. Inside you will find three generously sized bedrooms and two and a half baths, With a kitchen and dining space great for entertaining leads to a cozy den that provides the perfect spot to relax and a seperate living room great for a reading nook. Laundry /mud room conveniently off the kitchen and side entrance. Adjacent properties, MLS#992577 and MLS#992470 , are also listed for sale, presenting a potential opportunity for expansion or investment.

533 Montauk Highway, Westhampton Beach
$3,389,000
5 Beds ⋅ 7 Baths ⋅ 991599 MLS
10 Fox Meadow is arguably the best value in LLoyd Harbor offering over 9800sft of finished space under heat/air on one of the most desirable streets offering very low taxes. Nestled on a sprawling, open, and level 2 acre property, 10 Fox Meadow Lane offers the perfect blend of modern luxury and timeless traditional appeal. This beautifully renovated 1989-built home features a thoughtful two-level-inspired floor plan with soaring vaulted ceilings that create an airy and expansive feel throughout. At the heart of the property is a stunning newly renovated indoor pool pavilion—completely renovated in April 2026—complete with a pellet stove fireplace, a new bathroom, and a luxurious steam shower, making it ideal for year-round enjoyment. Extensively updated with high-end finishes, including a gourmet kitchen featuring Thermador appliances and quartz countertops, a finished basement with a movie theatre, gym, and wine room, and numerous thoughtful upgrades such as new Anderson windows, a whole-house generator, and a heated three-car garage with premium garage tech storage, this home delivers comfort, style, and functionality in equal measure. With five bedrooms, seven bathrooms (including five brand-new ones), and an impressive array of indoor and outdoor living spaces, 10 Fox Meadow Lane is a true private retreat that seamlessly combines contemporary amenities with classic charm. Low taxes and close proximity to Lloyd Harbor School round out this offering. Lloyd Harbor offers private beaches, boat ramps, summer camp, private police force and close proximity to Caumsett State Park and Target Rock Preserve.

10 Fox Meadow Lane, Lloyd Harbor
$5,999,000
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
$7,795,000
6 Beds ⋅ 7 Baths ⋅ 990599 MLS
Perfectly appointed this gorgeous modern traditional is a rare offering in the gated waterfront community of West Banks, North Haven just minutes from Sag Harbor Village . Beautifully manicured, and surrounded by a 20 acre reserve this property ensures the utmost privacy and serenity . Newly renovated this residence is sited on 1.27+/- acres and offers 6 bedrooms and 5 and 2 1/2 baths across 5500 +/- sf of beautifully designed living spaces. On arrival, your captivated by soaring double height ceilings and an open floor plan spanning the whole first level. Architecturally designed, the living room and fireplace hearth flow into a perfectly designed chef's kitchen with a large center island, Sub Zero and Wolf appliances and granite counters for entertaining. A gorgeous Great room with southern light cascading in features an oversized jewel fireplace, a full wet bar and entertainment area with a wide expanse of glass Nanawall doors for indoor-outdoor living at its best. Glass panels enclose a dedicated wine room off setting the curated ambiance in this living area. Anchoring this level is a plush primary suite opening out to a covered porch and lush gardens and is the perfect addition. Your second level features a large primary suite with wide views and decking overlooking this stunning property, a designer bath and grand custom closet. The open modern landing flows to an additional guest en-suite and 2 additional bedrooms thoughtfully completing this seamless design. The finished lower-level offers a designated theater area , a fully-equipped professional gym and game area for all to enjoy. Your outdoor living is perfection with a pool house cabana and en-suite large studio , a full outdoor kitchen with bar and all amenities and outdoor shower enhancing this sublime experience. The lush landscape design features beautiful mature plantings and many sun drenched entertaining areas with expansive stone patios surrounding the salt water, gunite infinity pool and spa. The rich beauty of this estate property has been thoughtfully cultivated with timeless charm and care. West Banks offers a newly installed AI system for safe gate monitoring , and a live in caretaker who is there for any and all of your concierge living needs. Surrounding this community is Love Lady nature sanctuary , a 10 acre park with walking paths and trails . Additional amenities are just steps away, and include a private community beach with gorgeous westerly sunsets, deep water dock, and community tennis . A designated property mooring is also part of this wonderful offering . This very special property is just minutes to shops, renowned restaurants and marinas in Sag Harbor Village. Truly a World Class Hampton's property!

1 Fox Crossing, Sag Harbor
$11,995,000
8 Beds ⋅ 12 Baths ⋅ 986783 MLS
Built by one of the Hamptons' most respected builders and refined by an award-winning Manhattan design firm, this masterfully crafted, just-completed residence sets a new standard for Hamptons living. Set along a private access road, the property offers sweeping open-field reserve views that feel worlds away — yet convenient to farm stands, village shops, restaurants, and world-class beaches. Spanning nearly 10,000 square feet across three impeccably finished levels served by a private elevator, the estate offers eight bedrooms, ten full baths, and two half baths — striking an ideal balance between grand-scale entertaining and intimate serenity. A dramatic double-height foyer floods the entrance with natural light, while exquisite millwork and graceful architectural detail set a warm, welcoming tone throughout. The living room features oak ceiling beams and a finely finished double-sided fireplace that opens to an inviting den. Glass doors line the rear of the home, where the beautifully landscaped grounds give way to sweeping views of the broad, open fields of the reserve beyond. At the heart of the home, the custom kitchen is anchored by a spacious center island, hand-selected natural stone countertops, a Wolf range, integrated Sub-Zero refrigeration, a glass wine column, beverage drawers, and a handsome butler's pantry. Guests may dine formally in the oak-paneled dining room, enjoy casual meals in the sunlit breakfast room, or gather beneath one of several covered outdoor areas. The generously scaled junior primary suite with a soaking tub and double vanities is a true secondary retreat. Thoughtful service spaces — including a secure package room, laundry room, half bath, and full cabana bath — complete the main level. The second-floor primary suite serves as a resplendent sanctuary crowned by a soaring cathedral ceiling and anchored by a breathtaking picture window looking out to the natural world beyond. A gas fireplace framed by a striking marble surround, dual walk-in closets, and a luxuriously finished bath with radiant-heated floors, a freestanding soaking tub, elegantly detailed vanities, and a glass-enclosed rainfall shower complete this singular haven. Four additional guest bedrooms each offer beautifully finished ensuite baths, volume ceilings, walk-in closets, and laundry access. A gracious upper-level terrace with its own fireplace overlooks the property and 18 acre reserve — an ideal setting for evenings under the stars. The lower level continues the home's elevated aesthetic with eleven-foot ceilings and a world of private indulgence: a sleek wet bar, golf simulator, state-of-the-art home theater, light-filled recreation area, and glass-walled gym. The gym opens directly onto a serene wellness terrace suited for yoga or meditation, with walk-out access to the backyard. A cedar-lined sauna and a full bath featuring a steam shower complete the spa experience, while two ensuite guest bedrooms and an additional half bath round out this remarkable level. Outside, the resort-style grounds invite effortless living and celebration. A fully equipped outdoor kitchen sets the stage for picturesque al fresco dining beneath the pergola. Spend days lounging beside the 20-by-50-foot heated gunite pool and spa, enjoying the outdoor shower, or unwinding by the bluestone patio fireplace. And for the tennis enthusiast, a north/south-facing all-weather tennis court stands ready to serve. Don't miss this complete and compelling opportunity in coveted Water Mill. This exceptional estate may also be purchased together with the adjacent agricultural reserve. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.

450 Seven Ponds Towd Road, Water Mill
$3,999,999
6 Beds ⋅ 7 Baths ⋅ 979851 MLS
Modern Elegance in Sag Harbor Village Discover an exquisite blend of traditional Hamptons elegance and modern craftsmanship in this beautiful new construction located in the renowned Sag Harbor Village and nearby beaches. This 4,500 sqft. brand-new custom home features six bedrooms on three thoughtfully designed levels. Nestled on a serene .30-acre lot, this architectural gem redefines Hamptons living. Step through the grand entrance into an ideal open layout, where soaring double-height ceilings and expansive glass windows and doors bathe the interiors in natural light. A uniquely designed staircase with glass railings makes a striking statement, seamlessly connecting the home’s thoughtfully designed levels. At the heart of the home, the stunning chef’s kitchen boasts Wolf appliances, a Sub-Zero fridge/freezer, and a Bosch dishwasher, complemented by quartz countertops. A separate butler’s pantry with a full-size sink, custom cabinetry, and additional prep space ensures effortless entertaining. The living room features a dramatic wood-burning fireplace with Calacatta marble, creating a warm yet refined ambiance. A wet bar with quartz countertops, and wine fridge enhances the space, perfect for hosting. French doors open to a lovely garden area, and a powder room and en-suite junior suite complete the first level. Retreat upstairs to the primary suite, an oasis of tranquility with vaulted ceilings, custom walk in closets, a stunning bathroom and a private balcony overlooking the pool. This level boasts two additional en-suite bedrooms with ultimate privacy and natural light. As you transition to the finished lower level, you will notice a design that is focused on both relaxation and recreation. Embracing a modern aesthetic; large format porcelain tiles and white marble span the entire floor. Witness two more generous bedrooms, two bathrooms, and an entertainment space with a gas fireplace. No stone was left unturned as this level is complete with a built-in entertainment bar with quartz countertops and wine cooler, as well as a versatile additional space that offers endless possibilities as a gym, office, or playroom with direct access to the yard and pool. Outside, an elegant covered veranda flows seamlessly into the heated Gunite pool, setting the stage for unforgettable gatherings. Designed for all-season enjoyment, this back yard boasts an electric fireplace, ceiling fans, and custom louvre shutters. A BBQ area enhances the outdoor dining experience, while an outdoor shower adds a touch of resort-style luxury. For added flexibility, an oversized detached garage could be converted to a pool house. As an added bonus, the property is equipped with four-zone heating and cooling, and a state-of-the-art security system with Google Nest cameras and thermostats. Do not miss your chance to experience the pinnacle of Hamptons living at this Sag Harbor Village retreat.

278 Hampton Street, Sag Harbor
$2,795,000
4 Beds ⋅ 4 Baths ⋅ 982783 MLS
Discover the epitome of luxury living in this brand-new, beautifully furnished, turnkey home. Ready for immediate move-in, this 3,600 sq. ft. masterpiece features a classic Hamptons style. On the first level you will witness an open floor plan with natural light, a chef's kitchen with a center island breakfast bar, a great room with a fireplace, and formal living and dining rooms. Upstairs, enjoy a primary suite with a walk-in closet and spa bath, plus a junior-suite, and two guest bedrooms. Outdoors, a heated saltwater pool with lush surroundings awaits. Located in the heart of East Hampton along Three Mile Harbor, with waterfront access through the Nature Conservancy, and close proximity to hot spots such as EHP Resort & Marina, Si SI, Sunset Harbor, Bostwicks, and Maidstone Beach, this exceptional East Hampton home is your ultimate summer retreat. Book your stay today and experience the finest in Hamptons living.

4 Squaw Road, East Hampton
$4,995,000
4 Beds ⋅ 5 Baths ⋅ 987428 MLS
Welcome to 532 Blank Lane—an elegant and fully renovated retreat nestled in the heart of Water Mill. Set on 1.5 acres of lush, wooded grounds, this timeless shingle-style home offers 3,500 square feet above grade, plus a finished lower level designed for entertaining and relaxation. Fully reimagined in 2023, the home underwent a complete transformation—new roof, wiring, insulation, electric, plumbing, kitchen, bathrooms, and more—blending classic architecture with today’s modern finishes. Natural light pours in through oversized windows and vaulted ceilings, illuminating crisp interiors and wide-open living spaces. Two original wood-burning fireplaces anchor the main-level living and family rooms with warmth and character. The open-concept kitchen features quartz waterfall counters, custom cabinetry, stainless steel appliances, and a seamless flow into the dining area and vaulted great room—perfect for both intimate dinners and lively gatherings. With four bedrooms in total—two on the main level and two upstairs with a bonus room—and 2 full baths on the second floor plus a full and half bath on the main level, the layout is ideal for both privacy and comfort. A dedicated home office offers flexibility for remote work or quiet study. Downstairs, the finished lower level expands the footprint of the home, featuring a spacious entertainment lounge and a fully equipped movie theater—an unbeatable amenity for cozy nights and summer screenings alike. Step outside to your sun-soaked backyard oasis, where a recently resurfaced pool (just five years ago) sits surrounded by an expansive bluestone patio. Whether hosting guests, lounging poolside, or enjoying serene evenings under the stars, this private setting delivers the full Hamptons lifestyle. Move-in ready with a newer roof (2023), top-of-the-line finishes, and every modern comfort—532 Blank Lane is a rare Water Mill opportunity that combines scale, style, and soul.

532 Blank Lane, Water Mill
$6,995,000
5 Beds ⋅ 4 Baths ⋅ 987218 MLS
A rare and compelling offering along coveted Dune Road, this exceptional Quogue Village estate presents the best of both oceanfront and bayfront living. Originally built in 1966 and inspired by classic French barn architecture, the home spans approx. 5,100 square feet of light-filled interiors, blending timeless architectural character with modern comfort. Set amidst the dunes with direct access to a pristine ocean beach, the property also features a private dock on the Quogue Canal-offering an uncommon dual-waterfront lifestyle ideal for boating, paddleboarding, or simply enjoying the tranquility of the bay. The residence is rich in charm and scale, highlighted by a dramatic two-story living room with walls of glass, reclaimed wood beams, and a striking fireplace. Generous entertaining spaces include a formal dining area, an inviting den, and a well-appointed chef's kitchen with custom cabinetry and premium appliances. The home offers five bedrooms and four baths, including a spacious primary suite with sweeping bay views, a walk-in closet, and a spa-like bath. A separate guest wing provides privacy and flexibility, with beautifully appointed accommodations overlooking the main living space. Outdoors, a heated 20' x 40' gunite pool is set within an expansive deck, complemented by lush natural landscaping, an outdoor shower, and a private walkway to the ocean. Located just moments from the heart of Quogue Village and approx. 90 minutes from New York City, this is a rare opportunity to own a true Hamptons retreat-where ocean, bay, and lifestyle converge. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.

162 Dune Road, Quogue

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.