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

3 Seaforth Lane, Lloyd Harbor

$1,550,500
4 Beds 5 Baths 1001424 MLS
Welcome to Aspen Run, an exclusive collection of four luxury residences privately positioned in the heart of East Moriches. Thoughtfully designed to blend modern living with the natural beauty of Long Island’s South Shore, Aspen Run offers convenient access to local shopping, dining, marinas, beaches, and major travel routes while maintaining a quiet, estate-like setting. The Rosegrove model offers over 3,200 square feet of curated living space, blending timeless architecture with modern functionality. Designed for both everyday comfort and elevated entertaining, this residence features 4 spacious bedrooms and 4.5 bathrooms, including a generously sized first-floor primary suite designed for privacy and relaxation, as well as an additional private upstairs ensuite. At the center of the home, an expansive open-concept floorplan seamlessly connects the chef’s kitchen, dining area, and great room. The kitchen is complemented by a dedicated scullery-style prep pantry complete with beverage refrigeration, a secondary sink, and additional storage. Anchored by a 42-inch cultured stone fireplace and oversized windows that fill the space with natural light, the adjoining living and dining areas create an effortless flow ideal for both everyday living and large-scale entertaining. A private second-floor study offers additional flexibility for a home office, lounge, or guest accommodations. Set on over 1.3 acres surrounded by mature growth and preserve-backed privacy, the residence offers a rare connection to its natural surroundings. The setting creates a peaceful and secluded atmosphere while remaining just moments from the conveniences and coastal lifestyle that define East Moriches living. Additional highlights include: Grand open-concept living and entertaining spaces Custom chef’s kitchen with additional scullery kitchen Cultured stone fireplace feature wall High ceilings throughout Luxurious primary suite with spa-inspired bath Preserve-backed setting with exceptional privacy Room for future outdoor living amenities, including a pool and entertaining space Discover the balance of luxury, land, and lifestyle at Aspen Run — a rare new construction offering designed for modern Long Island living.

2 N/C Aspen Run, East Moriches

$1,560,000
4 Beds 5 Baths 1001342 MLS
Welcome to Aspen Run, an exclusive collection of four luxury residences privately positioned in the heart of East Moriches. Thoughtfully designed to combine modern living with the natural beauty of Long Island’s South Shore, Aspen Run offers convenient access to local shopping, dining, marinas, beaches, and major travel routes while maintaining a quiet, estate-like setting. The Oakmont model offers over 3,477 square feet of curated living space, blending timeless architecture with modern functionality. Designed for both everyday comfort and elevated entertaining, this residence features 4 spacious bedrooms and 4.5 bathrooms, including a generously sized first floor primary suite designed for privacy and relaxation, and private upstairs ensuite, with laundry on both floors. At the center of the home, an expansive open-concept floorplan connects the chef’s kitchen, dining area, and great room, anchored by a 42" fireplace and oversized windows that invite natural light throughout the space. An oversized private study with a full bath provides additional flexibility for a home office, or even guest accommodations. Set on over 1.5 acres of mature growth and town preserve-backed privacy, the residence offers a rare connection to its surrounding landscape. The setting creates a peaceful and secluded atmosphere while remaining moments from the conveniences and coastal lifestyle that define East Moriches living. Additional highlights include: Grand open-concept living and entertaining spaces Custom chef’s kitchen with oversized center island Walk-in pantry and mudroom functionality Fireplace feature wall High ceilings and expansive glass throughout Luxurious primary suite with spa-inspired bath Preserve-backed setting with exceptional privacy Room for future outdoor living amenities including pool and entertaining space Discover the balance of luxury, land, and lifestyle at Aspen Run — a rare new construction offering designed for modern Long Island living.

1 N/C Aspen Run, East Moriches

$2,075,000
7 Beds 5 Baths 995314 MLS
Just 600 feet from the ocean, Casablanca 2.0 is a fully reimagined 7-bedroom, 4.5-bath coastal retreat designed for seamless indoor-outdoor living and exceptional rental performance. Set behind a private, bamboo-lined approach, the home offers a rare blend of privacy, scale, and modern design in one of Fire Island’s most sought-after enclaves. Gut-renovated in 2023 and outfitted with all-new furnishings in 2024, the residence features a sun-drenched open-concept living space with wide-plank flooring, an electric fireplace, and walls of glass that lead to expansive multi-level decking. The chef’s kitchen is thoughtfully appointed with quartz countertops, a large island, custom cabinetry, and premium appliances—perfect for entertaining at scale. Seven well-proportioned bedrooms—all with queen or king accommodations—are designed for both comfort and flexibility. Multiple en-suite layouts, a Jack-and-Jill configuration, and additional flex space allow for effortless hosting while maintaining privacy. Outdoor living is elevated with a heated saltwater pool, rooftop deck, outdoor shower, and newly constructed decking throughout—creating a true resort-style setting ideal for both quiet retreats and vibrant summer gatherings. Built for both lifestyle and longevity, the home features elevated coastal construction, a new roof and siding, two 200-amp electrical panels, two water heaters, and a 9-zone energy-efficient split-system for individualized heating and cooling throughout. Offered fully furnished and turnkey, Casablanca 2.0 is not only a refined beachside escape but a proven high-performing asset with strong seasonal demand and consistent occupancy. A rare opportunity to own a private, design-forward retreat where luxury meets investment in the heart of Fire Island Pines. With strong seasonal demand and a layout optimized for group accommodations, Casablanca 2.0 has demonstrated exceptional rental performance, including high occupancy during peak summer months, consistent 5-star guest experiences, and efficient pricing for larger groups. Offered fully furnished and turnkey, it presents an immediate opportunity for income generation with long-term upside in a supply-constrained, globally recognized destination.

317 Sky Walk, Fire Island Pines

$1,295,000
6 Beds 5 Baths 999623 MLS
Not a single detail of this Wading River estate is missing. From its construction and extension features to its unique interior touches, this home truly has it all. With 6 bedrooms and 5 full baths, it is perfect for multi-generational living. The spacious primary suite along with 2 additional bedroom suites, each have its own full bath and large walk-in closets. A separate flex room provides the perfect spot for a gym or home office. Downstairs, a dedicated space is ideal for guests. Convenience abounds with laundry rooms on every level. The fully finished basement includes a game room and billiard room. Outside, enjoy over an acre of beautifully landscaped property with a fenced-in salt water pool, deck, fruit-bearing specimen trees, and even a personal vineyard. It is the perfect oasis for relaxation and entertainment. The attached 3-car garage offers extra space for vehicles, hobbies, and even more storage. The front porch features a gazebo, lighting, and a built-in sound system. The family room that connects to the porch boasts a fireplace and a brick pizza oven. With so many more interior and exterior features to list...1509 Wading River Manorville Road is a must see!

1509 Wad Riv Mnrvl Road, Wading River

$2,995,000
4 Beds 5 Baths 000103 MLS
Tucked away in the coveted Shinnecock Hills section of Southampton, this newly constructed residence by Hamptons Building Group offers an exceptional blend of modern luxury, effortless functionality and refined Hamptons living. Ideally located less than 10 minutes from the heart of Southampton Village, residents enjoy easy access to the Village's renowned boutiques, celebrated restaurants, and pristine ocean beaches. Set on .22 acres and spanning approximately 3,090 square feet, the home features four ensuite bedrooms, four full bathrooms, and one half bath thoughtfully designed across two impeccably finished levels. A dramatic double-height foyer welcomes you into the sun-drenched main living space, where natural white oak flooring, soaring ceilings, and an oversized stone fireplace create a warm yet sophisticated atmosphere. The open-concept layout seamlessly connects the great room to a beautifully appointed chef's kitchen complete with a substantial center island, premium finishes and an adjoining dining area ideal for both intimate gatherings and large-scale entertaining. The first floor is further complemented by a powder room, mudroom and attached garage for everyday convenience. The primary suite serves as a private retreat, featuring a spa-inspired bath with soaking tub, glass-enclosed shower, and dual vanities. An additional ensuite guest bedroom on the main level offers comfort and privacy for visitors. The fully finished lower level is designed with lifestyle in mind, offering two additional ensuite guest bedrooms, a spacious recreation lounge with wet bar, dedicated fitness room with sauna, oversized double laundry area, additional storage and electrical closet. Outdoors, beautifully landscaped grounds surround a stunning heated salt water gunite pool and expansive stone patio, creating the perfect backdrop for summer entertaining and relaxed coastal living. Offering the rare combination of new construction, luxury amenities, and exceptional value south of $3 million, this is a remarkable opportunity to own a turnkey Hamptons retreat in one of Southampton's most desirable enclaves. Expected completion June 2026!

28 Inlet View Drive, Southampton

$2,999,990
4 Beds 5 Baths 999832 MLS
Set along the tranquil shoreline of Reeves Creek with direct access to the Peconic Bay, this newly built waterfront residence offers a rare blend of privacy, design, and coastal sophistication. With approximately 50 feet of waterfront and a private sandy shoreline, the property is designed to embrace seamless indoor-outdoor living in one of the North Fork’s most peaceful settings. Thoughtfully designed with four bedrooms and four-and-a-half baths, the home combines clean architectural lines with warm, refined finishes. Expansive glass openings frame the water from multiple vantage points while inviting natural light fills the open-concept living spaces. Every element was selected to balance modern luxury with long-term durability and comfort. Interior finishes include wide-plank white oak flooring, desert oak cabinetry, quartz surfaces, and a fully integrated Thermador appliance package. The en-suite bathrooms feature oversized porcelain tile, designer vanities, and frameless glass shower enclosures, creating a cohesive, elevated aesthetic throughout the home. Built with both performance and longevity in mind, the residence incorporates high-efficiency two-zone Bosch heat pump systems to meet and exceed NYS standards. The exterior is clad in premium NuCedar composite siding, chosen specifically for its resilience in coastal environments and its ability to maintain its appearance over time. 36 Pine is a rare opportunity to experience modern waterfront living on the North Fork, where timeless design meets effortless access to the bay.

36 Pine Avenue, Aquebogue

$5,995,000
5 Beds 5 Baths 999173 MLS
Welcome to 920 Cedar Point E in Southold, a spectacular 1.4-acre waterfront estate overlooking one of the most breathtaking stretches of the Peconic Bay, complete with a private deeded dock slip just steps from the property. Featuring 200 feet of pristine sugar-sand beachfront, this exceptional setting offers privacy, serenity, all-day sunshine, and the gentle prevailing southwest breezes for which the Peconic Bay is known. As day turns to evening, breathtaking sunsets create an ever-changing display of color across the water before giving way to a starlit night sky. Designed to complement its remarkable surroundings, the cedar-shake residence stretches across the property's 200 feet of waterfront, positioned remarkably close to the Bay while protectively perched approximately 25 feet above sea level. From nearly every vantage point, the home offers a front-row seat to a uniquely nautical backdrop of passing boats, maritime activity, and local wildlife. Inside, the approximately 3,500-square-foot, five-bedroom, four-and-a-half-bath home is light and airy, with wide-plank wood floors and generously scaled living spaces. A more recently added Great Room features soaring, sun-soaked ceilings and is anchored by an oversized fireplace, creating an inviting gathering space with a strong connection to the surrounding landscape. The primary suite is truly one of a kind, extending even closer toward the water's edge and capturing panoramic Bay views from nearly every angle. The spa-like en-suite bathroom is equally captivating, perfectly framed by an ever-changing canvas of sea and sky. Outside, the grounds are meticulously landscaped with mature plantings, sprawling lawns, and specimen trees that create an exceptional sense of privacy. There is ample room for an in-ground pool in multiple locations, as well as significant opportunity for future expansion of the existing residence should additional space be desired. For those seeking that quintessential beachfront North Fork home without sacrificing the convenience of boating on the Peconic Bay, 920 Cedar Point E represents a truly exceptional offering.

920 Cedar Point Drive E, Southold

$2,800,000
4 Beds 5 Baths 998965 MLS
Sleek and thoughtfully executed, this contemporary build, designed by North Fork Modern Home, pairs a strong architectural point of view with a highly functional layout. High ceilings, polished concrete floors, and an expansive chef’s kitchen define the interior, while large openings draw in natural light and frame views of the beautifully composed backyard. The streamlined design is anchored by an open floor plan that connects the primary living, dining, and kitchen spaces, creating an easy flow for both everyday living and entertaining. A separate den and second-floor loft provide welcome separation for work, media, or quiet retreat when needed. Four ensuite bedrooms offer comfort and privacy for both residents and guests. Set on a shy acre with a sandy bay beach at the end of the street, the outdoor spaces are equally compelling, featuring a heated saltwater pool, expansive Ipe decking, and a covered dining area. Three of the four ensuite bedrooms offer direct access to the wraparound porch, which connects seamlessly to the home’s primary outdoor living spaces. The quality of materials and construction is evident throughout, reinforcing both form and function. Continuous poured concrete floors run throughout the home, creating a seamless, uninterrupted finish from room to room with no saddles or transitions. A two-car garage and substantial basement provide additional utility, storage, and flexibility. Located in the heart of Cutchogue, many of the North Fork’s best beaches, restaurants, wineries, and farm stands are just minutes away.

1895 Pequash Avenue, Cutchogue

$2,350,000
5 Beds 5 Baths 998983 MLS
5 bed/4.5 bath contemporary colonial with soaring ceilings on a pristine full acre with gunite pool, professional tennis court with lighting and tremendous recently built paver patio, outdoor BBQ area and sun deck around the pool. Larger model on the more desirable side of the street with flat properties. Huge main living spaces including double height living room, tremendous formal dining room and sunken family room with fireplace. Large bedroom with attached full bath on the first floor. Newer exterior including Andersen 400 Series Windows, siding and gutters. Recent full custom kitchen with high-end Thermador stainless steel appliances, large double mitered Taj Mahal stone island and countertops, pantry and wet bar/coffee area. Tremendous primary suite with two walk-in closets and large bath with double sink, steam shower and soaking tub. Three additional bedrooms on second floor each with a walk-in closet. Recent updates include new central air units for first floor, hot water storage tank and new pool filter. Prime mid-block location on Melville's most sought after street surrounded by multi-million dollars homes. Half Hollow Hills schools. Available for Summer 2026 occupancy.

16 Cabriolet Lane, Melville

$1,499,900
5 Beds 5 Baths 998692 MLS
5-bedroom, 4.5-bath expanded colonial on a private 1-acre lot in Dix Hills, Half Hollow Hills schools. In-ground pool, hot tub, multi-level cedar deck, finished walk-out basement, owned roof-mounted solar, attached carport, central air, and a professionally landscaped yard that backs to mature woods. A marble checkerboard foyer with sweeping curved staircase makes the first impression. The formal dining room, sun-drenched living room with custom built-ins, and hardwood floors flow across the main level. The primary suite is a true retreat — vaulted cathedral ceiling, full brick fireplace wall, walk-in closet, and spa en-suite with jetted tub, skylights, dual vanity, and separate shower. A second oversized en-suite with cherry hardwoods, vaulted ceiling, and private sitting area adds flexibility for guests or extended family. The finished walk-out basement lives like its own resort: granite wet bar seating six, sprawling lounge, marble-floor gym, cedar sauna, hot-tub room, and renovated full bath with frameless glass shower. Outside, a multi-thousand-square-foot stamped-paver patio with stone balustrades wraps the rear and steps down to the in-ground pool, cedar deck, and hot tub. Minutes to the LIE, Northern State, Dix Hills Park, golf, shopping, and dining. Built 1967.

25 Lisa Drive, Dix Hills

$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

$2,499,000
4 Beds 5 Baths 997259 MLS
Luxury abounds in the exclusive community of Southampton Pines. This 600 acre natural setting is home to a few hundred luxury estates surrounded by lush greenery. This Magnificent Brick Estate is Situated On 1.4 Ac. Enter into Grand Foyer, Gourmet Kitchen W/ Center Island, Full Bar, Formal Lr W/ Fp, Dining Room, Den, Double sized Office. Master Suite W/ Fp & Master Bath, Upper Level Loft Living Area, 3 Addl. Bedrooms W/ Balconies, 2 Laundry Rooms, Bluestone Patio, Outdoor Cooking, Putting Green, Ig Pool With 12X12 Spa & Waterfalls, Finished Basement with Movie Theater & Gym. Multi Zone Heating & CAC, Three Car Garage. Close to All East End Attractions. WHB Village, Dune Road Beaches, Golf Courses & East End Vineyards., Opportunity Knocks - This home is value priced and needs a little TLC - the time is right to own this magnificent estate and make it your own. Owner ready for his next chapter.

9 Kate Court, E. Quogue

$2,250,000
4 Beds 5 Baths 990099 MLS
Newly built and beautifully enhanced with many expensive 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

$1,499,000
5 Beds 5 Baths 995450 MLS
Welcome to a truly exceptional luxury residence, where refined design, expansive living spaces, and advanced smart home technology come together to create a one-of-a-kind lifestyle experience on one of the most sought-after blocks in the area. Designed with both grand-scale entertaining & everyday comfort in mind, this home offers an expansive open-concept 1st floor with seamless flow between multiple living and gathering spaces. From the moment you enter, you are greeted by custom mudroom-style built-ins and a thoughtfully designed layout that opens into a series of beautifully connected living environments. The main level showcases 9.5-inch wide-plank real natural white oak hardwood flooring throughout. The home features three distinct first-floor living areas, allowing for effortless entertaining and flexible living. The primary family room with custom built-ins flows seamlessly into a secondary fireplace living room anchored by a natural gas fireplace and striking quartz feature wall. A spectacular sunroom serves as a true showpiece, offering panoramic windows, soaring ceilings, custom wood slat detailing, and built-in seating—all overlooking the backyard & flooding the home with natural light. At the center of the home is a chef’s kitchen built to the highest standards, designed for both functionality and statement appeal. A dramatic oversized quartz waterfall island with seating for six anchors the space and incorporates a built-in Miele grill & deep fryer, ideal for elevated entertaining. The kitchen is further appointed with a commercial-grade Wolf oven, additional Miele wall oven, built-in Miele coffee and espresso system, Sub-Zero glass refrigerator with Sub-Zero drawer freezers & Cove dishwasher. Brand-new custom cabinetry, a full walk-in pantry, & a butler’s pantry with matching finishes complete this exceptional culinary space. The first floor is thoughtfully designed to accommodate multi-generational living & private guest accommodations. The primary suite offers a private retreat featuring a dedicated sitting room with direct access to the backyard, a spacious walk-in closet & a luxurious en-suite bathroom with radiant heated flooring. In addition, the first level includes a second large bedroom with a brand-new en-suite full bathroom, providing both privacy & convenience. Upstairs, the home continues with real natural hardwood flooring throughout the entire second floor, including a second impressive primary suite with vaulted ceilings, expansive closet space including a walk-in closet, & a newly completed oversized en-suite bath. Additional bedrooms are generously sized, many featuring vaulted ceilings and backyard views, along with a full hallway bathroom. Outdoor living is equally impressive, offering a true resort-style backyard designed for entertaining & relaxation. The expansive main yard features a stunning L-shaped saltwater pool w/ all new equipment & a natural gas heater, surrounded by mature privacy landscaping and generous lawn space. A covered, convertible patio extends the living space outdoors, creating a seamless indoor-outdoor experience ideal for gatherings and events. In addition to the main yard, the property offers a separate oversized side yard, fully fenced & exceptionally private, featuring both patio & grass areas—a highly versatile outdoor space perfect for additional entertaining & recreation. The exterior is further enhanced by in-ground sprinkler systems, custom landscape lighting, two storage sheds & a secondary gated service access area. Built for modern luxury living, the home is fully equipped with fiber-optic backbone wiring throughout and a 5-zone HVAC system with fully integrated smart WiFi controls. Additional features include a formal dining area with custom built-in serving cabinetry and seating, extensive built-in storage throughout, two full-length attic storage areas, a custom 2 car garage, & full generator hookup. Solar Panels are Owned & EV Charger installed.

88 Pace Drive S, West Islip

$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

$2,295,000
6 Beds 5 Baths 994017 MLS
Experience the ultimate in coastal living with this extraordinary waterfront compound, privately nestled in the sought-after Holiday Beach community. This rare offering features a spacious main residence, a fully renovated guest cottage, plus a 56 Foot Harbor Master Boat which can be used to generate an AirBnb income and has two bedrooms, two bathrooms a kitchen and so much more! The main house welcomes you with a flowing layout that includes a dramatic great room, formal living room, elegant dining area, and a bright eat-in kitchen. The expansive primary bedroom boasts its own private terrace with stunning water views, while two additional bedrooms, a dedicated home office with its own bathroom, 2.5 more baths, and a full laundry room complete the interior. Step outside onto multiple levels of decks that offer panoramic views and unforgettable sunrises over the water. The guest cottage is a retreat in itself, beautifully renovated with vaulted ceilings and sophisticated finishes. It features a large ensuite primary bedroom with a generously sized walk-in closet, a versatile second bedroom/loft, and an open-concept family room with a cozy fireplace and dining area. The high-end eat-in kitchen is a chef’s dream, outfitted with sleek stone countertops, custom Ciuffo cabinetry, and premium stainless steel appliances. The cottage also includes its own laundry area and private garage. Outdoor living is just as impressive, with a stylish cabana with shower, a cold plunge pool or tub, and expansive decking that invites relaxation and entertaining. A deepwater dock extends 150 feet and includes water and electric, offering easy access to the inlet and bay for boating enthusiasts. Additional features include ductless air conditioning, central vacuum system, and deeded beach rights to Holiday Beach. Located just minutes from the Hamptons, this exceptional property provides easy access to world-class shopping, dining, and pristine beaches, all while offering the privacy and tranquility of a waterfront sanctuary. Call today for a private showing.

53 Old Neck Road S, Center Moriches

$1,599,000
4 Beds 5 Baths 985093 MLS
Tucked down a private, gated flag lot in the bustling hamlet of Hampton Bays, 3 Quail Run offers unparalleled seclusion and the quintessential Hamptons lifestyle. This sprawling, single-level estate spans a shy acre and features a 2,300-square-foot main residence alongside a brand-new, 557-square-foot legal accessory dwelling unit—a rare find that provides incredible flexibility for extended family or high-end rental income. The main house opens into a light-filled living room characterized by coffered ceilings and an airy, open-plan kitchen and dining area designed for effortless entertaining. Sliders lead to the first of the home’s four private decks. A cozy den anchored by a high-efficiency EPA fireplace offers a quiet retreat with sliders to second deck enjoying views of the verdant backyard. A thoughtfully placed full bath and laundry area complete this wing of the home. Down the bedroom gallery, the primary suite serves as a true sanctuary, boasting an ensuite bath with a rain /body jet shower, and private deck #3 for morning coffee. Two additional guest bedrooms, a full bath, and a versatile bonus room—perfect for a home office or creative studio—provide ample space for all. For those seeking even more room, the sprawling, partially finished full basement features 7.5-foot ceilings throughout, a full bath, and heavy-duty infrastructure including two 275-gallon oil tanks, and plenty of storage. The detached apartment, completed in 2024, is finished with sophisticated custom quartz countertops, premium cabinetry, a walk-in shower, and its own washer/dryer. Climate-controlled by two split units and featuring a private balcony, this secondary home is a masterclass in modern design. The outdoor grounds are a resort-style oasis, fully protected by eight-foot deer fencing and centered around a 20x40 heated saltwater pool with a new 2022 liner. A massive 1,000-square-foot brick patio and a dramatic wood burning stove create the ultimate setting for summer evenings under the stars. This property is as smart as it is beautiful, featuring a new 2024 roof, fresh paint throughout, a two-car garage, as well as a nine-zone irrigation system and comprehensive CCTV security, every detail has been considered. Located just a stone’s throw from the pristine West Landing Beach and the area’s premier waterfront dining, 3 Quail Run is a hidden gem that perfectly balances the quiet of a private retreat with the vibrant energy of Hampton Bays.

3 Quail Run, Hampton Bays

$1,999,999
5 Beds 5 Baths 992489 MLS
Welcome to this spacious 5-bedroom, 5-bath Colonial set on 1.70 acres in the desirable Head of the Harbor section of Saint James. This 4,788 sq ft home features a functional layout with a first-floor bedroom and full bath, formal dining room, living room, and an open kitchen with granite countertops, center island, and eat-in area leading to a large family room with fireplace. The second level includes a primary suite with walk-in closets and a private bath, along with additional generously sized bedrooms. Additional highlights include hardwood flooring, crown molding, high ceilings, central air, and natural gas heating. The full finished basement offers additional living space with a lavatory. Exterior features include a 3-car garage, private driveway, and an in-ground pool. Conveniently located near major roadways, shopping, and Smithtown schools.

2 Deepwells Lane, Saint James

$3,595,000
5 Beds 5 Baths 992423 MLS
Welcome to an exceptional waterfront estate set along the coveted shores of Moriches Bay, where refined coastal living meets breathtaking natural beauty. This striking post-modern residence offers a rare combination of privacy, elegance, and effortless indoor-outdoor flow, designed to capture the essence of life on the water. From the moment you arrive, the home reveals uninterrupted panoramic bay views paired with thoughtfully curated architectural details. Sunrises and sunsets become part of your daily rhythm, enjoyed from nearly every room or from your own private sandy beach. With direct water access, spend your days exploring by jet ski or boating to Fire Island right from your backyard. Spanning over five bedrooms and four and a half baths, the interior showcases soaring cathedral ceilings, expansive walls of glass, and an abundance of natural light throughout. The primary suite serves as a peaceful retreat, complete with a private balcony overlooking the water. A sleek, modern kitchen with brand-new quartz countertops anchors the home, while generous guest quarters with an open layout and screened sunroom provide ideal space for hosting. Designed for both relaxation and entertaining, the home offers an array of lifestyle amenities including two fireplaces, a full gym, sauna, and tanning room. The layout seamlessly transitions between formal entertaining spaces and comfortable everyday living. Outdoors, enjoy a newly lined in-ground pool, updated pavers, and multiple areas for dining and lounging, all set against the stunning bayfront backdrop. An expansive deck and lower patio create the perfect setting for gatherings, while a newly built dock with two slips accommodates your boat or watercraft with ease. This is a rare offering, an extraordinary waterfront property that embodies sophistication, comfort, and the very best of Long Island coastal living.

11 Convent Lane, Center Moriches

$1,899,000
5 Beds 5 Baths 982302 MLS
Welcome to Pines Living with Proven Income Potential. Private and thoughtfully designed, this exceptional 5-bedroom, 4-bath Fire Island Pines retreat offers the perfect blend of luxury, space, and income potential. Ideally located just moments from the harbor, beach, and Pines’ vibrant dining and nightlife, the home is set back from the boardwalk, creating a rare sense of privacy and seclusion. Spanning multiple levels, the home features a bright and open upper-level living space with sweeping Great South Bay views, a spacious living room, and a dining area accommodating up to 12 guests. The modern kitchen is fully equipped with updated appliances and designed for effortless entertaining. Multiple decks provide seamless indoor-outdoor living, including a front deck with bay views and a private rear deck overlooking the pool. The property offers five well-appointed bedrooms, including three en-suite bedrooms with king and queen layouts, plus additional guest accommodations providing flexibility and comfort for larger groups. A separate-entry pool-level suite adds an extra layer of privacy ideal for guests. Outdoor living is centered around a heated saltwater pool surrounded by an oversized deck, lounge areas, and an outdoor shower—perfect for relaxing or entertaining after a day at the beach. Additional features include central air conditioning, Sonos sound system throughout, high-speed internet, and a strong history of seasonal rental demand. A rare opportunity to own a turnkey property in one of Fire Island Pines’ most desirable and private settings.

287 Bay Walk, Fire Island Pines

$2,595,000
5 Beds 5 Baths 989909 MLS
Experience refined Hamptons living in this beautifully renovated Colonial, ideally located south of the highway in the Village of Westhampton Beach. Set on nearly half an acre, this turnkey residence blends timeless style with modern upgrades, offering the perfect retreat for both year-round living and summer escapes. This spacious two-story home features 5 generously sized bedrooms and 5 full bathrooms, including a convenient first-floor junior primary suite. The thoughtfully designed interior boasts an eat-in kitchen with sleek quartz countertops, stainless steel appliances, and high-end finishes. Hardwood flooring flows seamlessly across the home, complemented by bright living and dining areas ideal for entertaining. A finished lower level adds valuable flexible space for recreation or a home office. Comfort is ensured year-round with hydronic heating, three-zone climate control, and central air conditioning. Outdoors, enjoy your private backyard oasis, complete with a heated 20x40 in-ground pool, patio with firepit, covered porch, and outdoor shower -perfect for relaxing after a day at the beach. The fully fenced property also includes an irrigation system, attached garage, and ample driveway parking. Located within the Westhampton Beach School District and available for summer 2026 occupancy, this exceptional offering combines location, luxury, and lifestyle.

7 Mortimer Street, Westhampton Beach

$4,650,000
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

$2,995,000
4 Beds 5 Baths 984475 MLS
CHIC, SLEEK, AND COMPLETELY UNIQUE - This industrial chic modern hits every box. Open concept living, radiant heated concrete floors throughout. A floating fireplace and walls of glass bringing the outdoors straight into the everyday. The living space spills out to the private heated Gunite saltwater pool, expansive patio and outdoor shower - creating an indoor-outdoor flow that feels polished, relaxed, and spa-like. A covered patio provides space for al-fresco dining. With 4 bedrooms, 4.5 baths, a dedicated laundry room, and parking for 5 cars between the garage and carport, this property delivers an elevated design, completely unique to the North Fork on every level. Stroll to restaurants, farm stands, and into town. Easy in and out to NYC and surrounded by beaches and renowned vineyards!

2050 Depot Lane, Cutchogue

$1,875,000
9 Beds 5 Baths 944725 MLS
Step into timeless elegance with this stately 9 bedroom 4.5 bath Federal Style home encompassing over 5,646 square feet of living space. Built in 1890, this grand home is steeped in rich history- once owned by George Macy, the famed tea importer. This architectural gem showcases classic period details including four fireplaces, intricate woodwork and moldings, high ceilings, and generously proportioned rooms. The gracious formal living and dining room are ideal for inside entertaining, while a specious deck allows for fabulous outdoor entertaining. This home sits on an expansive 1.4 acre lot and includes a 3-car detached garage, mature landscaping, and a commanding presence that reflects its storied past. With nine spacious bedrooms and four and a half baths, this is a rare opportunity to own a piece of history in an area known for it's prestigious homes and legacy properties.

35 S Penataquit Avenue, Bay Shore

$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

$2,800,000
5 Beds 5 Baths 977439 MLS
Located in the desirable Harborview area of Shelter Island, this modern farmhouse blends luxury, comfort, and coastal living. Just 0.2 miles from a private waterfront association, enjoy easy access to kayaking and the beach. Set on a beautifully landscaped half acre, the home is designed for seamless indoor-outdoor living. The open-concept interior is flooded with natural light, featuring a chef’s kitchen that flows effortlessly to the dining and living areas, highlighting views of the backyard oasis. Outside, relax in the heated pool, outdoor shower, or firepit lounge, or entertain on the spacious deck with retractable awning and covered dining area. With five generous bedrooms, including primary suites on both the first and second floors, the home accommodates guests in style. The upstairs suite features a gas fireplace and covered balcony. The fully finished lower level includes a media room with theater seating, a versatile den or gym with yard access, and a fifth bedroom with a large hall bath. Step inside and start enjoying the best of Shelter Island living.

12 Terry Dr., Shelter Island

$12,500,000
5 Beds 5 Baths 979475 MLS
“The Point” | Bellport Village “The Point” | Bellport Village A rare waterfront estate where privacy, history, and refined luxury converge. Reached by a private road and winding stone drive, this exceptional 3.37-acre property unfolds along the Great South Bay, offering a serene and secluded setting within the coveted enclave of Bellport Village. The 5-bedroom, 5-bath residence blends timeless architecture with modern comfort. A vaulted living room with original beams, mahogany archways, and fireplace anchors the home, framed by sweeping water views. A sunlit south-facing sunroom opens to manicured gardens, expansive lawn, and waterside pool and spa, creating a seamless indoor-outdoor experience. The primary suite is a tranquil retreat with bay views, a walk-in closet, and a spa-like bath with radiant heated stone floors, soaking tub, and glass-enclosed shower. Additional en-suite bedrooms, a media room, gym, and dedicated office provide both comfort and flexibility. The eat-in kitchen, dining room with window seating, and breakfast nook all capture the surrounding landscape and light. Outdoors, the estate is equally compelling—Har-Tru tennis, a gunite pool, sandy beach frontage, deep-water dock, and multiple outbuildings. Lush grounds, curated sculpture, and a boulder-lined seawall enhance both beauty and privacy. A 7-car garage completes the offering. Moments from Bellport Village amenities—including private beach access, country club, and a vibrant arts scene—and just 53 miles from NYC. A legacy property of rare distinction A rare waterfront estate where privacy, history, and refined luxury converge. Reached by a private road and winding stone drive, this exceptional 3.37-acre property unfolds along the Great South Bay, offering a serene and secluded setting within the coveted enclave of Bellport Village. The 5-bedroom, 5-bath residence blends timeless architecture with modern comfort. A vaulted living room with original beams, mahogany archways, and fireplace anchors the home, framed by sweeping water views. A sunlit south-facing sunroom opens to manicured gardens, expansive lawn, and waterside pool and spa, creating a seamless indoor-outdoor experience. The primary suite is a tranquil retreat with bay views, a walk-in closet, and a spa-like bath with radiant heated stone floors, soaking tub, and glass-enclosed shower. Additional en-suite bedrooms, a media room, gym, and dedicated office provide both comfort and flexibility. The eat-in kitchen, dining room with window seating, and breakfast nook all capture the surrounding landscape and light. Outdoors, the estate is equally compelling—Har-Tru tennis, a gunite pool, sandy beach frontage, deep-water dock, and multiple outbuildings. Lush grounds, curated sculpture, and a boulder-lined seawall enhance both beauty and privacy. A 7-car garage completes the offering. Moments from Bellport Village amenities—including private beach access, country club, and a vibrant arts scene—and just 53 miles from NYC. A legacy property of rare distinction

16 Point Road, Bellport Village

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