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$2,375,000
5 Beds 4 Baths 1005238 MLS
Set on 2.66 private acres in the coveted Village of Old Field, this stunning 3,550 sq ft contemporary residence offers a rare blend of modern design, comfort, and breathtaking natural beauty. Overlooking Flax Pond with access to Long Island Sound and a private beach, this home captures some of the most spectacular water views on the North Shore. Each evening delivers unobstructed sunsets that transform the sky into a masterpiece. This spacious 5-bedroom, 3.5-bath home is thoughtfully designed for both everyday living and effortless entertaining. Formal living and dining rooms provide timeless elegance, while the open-concept great room and kitchen serve as the heart of the home, filled with natural light and seamless flow. A private office offers the perfect space for work or quiet retreat. The beautifully updated chef’s kitchen is designed for both function and style, featuring quartz countertops, a large center island, a professional-grade range with pot filler, and an oversized window overlooking serene natural surroundings that fills the space with abundant light. A well-appointed wet bar with a dual temperature-controlled wine refrigerator adds an elevated touch for entertaining. The spa-inspired primary bath offers radiant heated floors and a luxurious atmosphere designed for relaxation and comfort. Expansive outdoor living spaces are tailored for entertaining, relaxing, and taking in the surrounding natural beauty. Love where you live—with opportunities for paddle boarding, kayaking, and coastal exploration right from your own private access point. This is more than a home—it’s a unique opportunity to enjoy a tranquil, resort-like lifestyle.

12 Flax Pond Woods Road, E. Setauket

$749,990
3 Beds 2 Baths 1005096 MLS
There is a particular kind of ease that defines living at 355 Woodland Avenue - perennial gardens in full bloom, a semi-inground mineral ionized pool with a custom stone facade catching the afternoon light, a screened porch for evening meals, a fire pit under open sky, and a flat, private acre of manicured lawn that feels like a resort. Come winter, the warmth moves inside: a wood-burning stove crackles in a great room with cathedral ceilings and hand-hewn exposed beams while snow sits quietly on the wraparound porch outside. This custom one-owner log home built in 1985 shows intentionality in every detail - the warm stonework framing the dining area, the natural woodwork throughout, the open floor plan that has hosted decades of gatherings. This is also a Horse property-eligible parcel in a quiet Manorville pocket. Flex spaces include an office ideal for remote work or a creative studio. The layout offers a first-floor bedroom and full bath alongside two additional bedrooms upstairs, a full basement with recreation space and storage, and a thoughtful flow throughout. Recent updates include central air conditioning replaced approximately two years ago, a new above-ground ROTH oil tank, a hot water heater four years old, kitchen appliances updated within the last six years, and a freshly re-stained log exterior. The pool liner and filters are in excellent condition. Set in the Eastport-South Manor school district with 1 acre of level, landscaped, and fully irrigated land - five sprinkler zones plus drip lines for hanging plants — this is a rare opportunity to own a one-of-a-kind log home that is as livable as it is distinctive.

355 Woodland Avenue, Manorville

$19,000,000
6 Beds 7 Baths 997858 MLS
ART. NATURE. PRIVACY. YOURS. Set on seven private acres in the heart of Bridgehampton, this exceptional estate is a rare convergence of art, architecture and nature. Reimagined by acclaimed architect Francis D’Haene for a renowned art collector and internationally recognized fashion designer, the residence was conceived as a living gallery—equally suited to showcasing museum-quality collections and effortless Hamptons living. Dramatic volumes, soaring ceilings, and walls of glass create light-filled interiors that frame sweeping views of the surrounding landscape, tied together by refined finishes throughout. Thoughtfully designed for both intimate living and grand-scale entertaining, the home offers elegant gathering space, comfortable private quarters and every amenity required, including theater, climate-controlled wine cellar, library, office. Resort-inspired grounds include pool and spa, pool house, two pickleball courts, sport court, and expansive lawns, providing exceptional privacy and endless opportunities for recreation and entertaining. Ideally located near The Bridge Golf Club, Foster Memorial Long Beach, Sag Harbor and Southampton Villages, Bridgehampton’s celebrated dining and shopping and renown ocean beaches, this is a truly singular offering—where art, design and lifestyle come together in one of the Hamptons’ most coveted settings.

486 Middle Line Highway, Bridgehampton

$899,000
4 Beds 3 Baths 1003559 MLS
Magnificent Baiting Hollow Sanctuary – Custom Gendot-Built Victorian Enjoy unmatched peace and privacy in this stunning 4-bedroom, 2.5-bath Center Hall Victorian, thoughtfully designed by renowned Gendot Builders with no front or rear neighbors. Key Highlights: Flexible Layout: Spacious main level with potential space for a 5th bedroom, home office, or guest room. Interior Features: Soaring 2-story entry foyer, pristine oak hardwood floors throughout, custom woodwork, and a wood-burning mantled fireplace. Gourmet Kitchen: Updated with elegant coffered ceilings, brand-new stainless steel appliances, and high-performance Andersen windows. Exterior & Grounds: Brand-new 40-year architectural roof, 2-car side-entry garage with an oversized driveway, full basement, and a fully fenced, dog-friendly backyard. Prime Location: Minutes from local schools, the historic Cooperage Inn, scenic beaches, and premier golf courses. (Riverhead Town CPF transfer tax applies)

506 Twomey Avenue, Baiting Hollow

$1,999,900
5 Beds 2 Baths 1003602 MLS
Set on approximately 0.47 acres in the Lion Head Beach Association, this well-maintained 5-bedroom, 2-bath hi-ranch offers approximately 2,500 square feet of versatile living space designed for both everyday comfort and effortless entertaining. The main level features vaulted ceilings and hardwood floors, creating a bright, open atmosphere throughout. A thoughtfully designed chef’s kitchen anchors the home, offering ample workspace and a natural gathering point that flows seamlessly into the dining and living areas. An expansive deck, accessible from both the kitchen and the primary bedroom, extends the living space outdoors and provides an ideal setting for relaxing or hosting. The primary suite includes a walk-in closet and direct deck access, enhancing the home’s functional layout. The flexible interior configuration offers potential for accessory living with proper permits. Both bathrooms are upgraded with spa-like elements, including a soaking tub, oversized shower, steam shower, and bidet, while an outdoor shower adds convenience and a resort-style touch. The property’s generous lot size allows for privacy and outdoor enjoyment. As part of the Lion Head Beach Association, the property includes access to a range of amenities such as a private beach, marina with parking, picnic areas, Wi-Fi access, and kayaking opportunities, offering a well-rounded East Hampton lifestyle.

50 Runnymeade Drive, East Hampton

$5,495,000
4 Beds 6 Baths 1002247 MLS
Welcome to 9 Briarsweet Lane, a hidden gem in the heart of exclusive East Hampton. This is a rare opportunity to own over one acre of property that is grandfathered as 100% clearable, offering exceptional potential just moments from East Hampton Village. Perfectly blending privacy, proximity, and property, this exceptional residence is tucked away on a private cul-de-sac and enjoys easy access to the Village's renowned restaurants, boutiques, and world-class beaches. Experience the tranquility of your own private oasis while remaining just minutes from everything East Hampton has to offer. Thoughtfully designed, the home features four bedrooms and six bathrooms, with bedrooms located on both the first and second floors for maximum flexibility and convenience. Spanning more than 6,000 square feet across three levels, the residence offers bright, airy living spaces ideal for both everyday living and entertaining. The main level showcases an open-concept kitchen and great room highlighted by a dramatic two-story wall of windows that floods the home with natural light and frames picturesque views of the 40-foot gunite pool, lush landscaping, and expansive backyard. A separate dining room with a stunning coffered ceiling, along with a serving pantry, provides the perfect setting for effortless entertaining. Completing the first floor are an en suite bedroom, a den, and an additional full bath. The second level features three spacious en suite bedrooms and a generous bonus room or den. Laundry facilities on both levels and an attached two-car garage add to the home's thoughtful design and everyday convenience. The newly finished lower level, complete with 9-foot ceilings and a separate exterior entrance, presents endless possibilities. With a full bathroom already in place, the space is ready to become your dream entertainment area, fitness studio, wine room or spa retreat. The one-acre-plus parcel offers ample room for expansion and future amenities, subject to obtaining the appropriate variances. Opportunities like this are increasingly rare in East Hampton—a property that combines privacy, exceptional acreage, and close proximity to the Village, pristine beaches, the LIRR, and the Hampton Jitney. Don't miss the opportunity to make this extraordinary retreat your home and enjoy the very best of East Hampton living.

9 Briarsweet Lane, East Hampton

$2,495,000
6 Beds 7 Baths 1001943 MLS
A sweeping circular driveway welcomes you to this ultra-private, completely redone high-end sanctuary. The home offers 6 bedrooms and 6.5 designer bathrooms. Just completed full renovation with everything new! Designed with entertainment in mind, the open-concept first floor comprises the open living room w/fireplace, dining area, and chef’s kitchen w/quartz countertops and Thermador appliances. The first floor has four spacious, well-appointed junior suites as well as separate guest wing that includes separate exterior entrance, living area, bedroom, and full bathroom. The entire second floor is dedicated to the primary suite, featuring a spa-like bathroom & private balcony w/commanding views of the estate grounds. The 2 acre property includes an expansive new 3000 sq. ft. TimberTech deck, new heated 20x40 pool w/stadium steps, and a no-maintenance, all-weather tennis/pickleball court. Complete with a massive 2,700 sq. ft. basement containing multiple areas and a 1 car garage.

10 Jeffrey Lane, E. Quogue

$2,990,000
5 Beds 6 Baths 1001373 MLS
Paradise Found on the Long Island Sound!! Welcome to 3172 Sound Avenue, a luxurious Oasis nestled high above the bluffs on the Long Island Sound. This spacious, 5 Bedroom, 6 Bathroom Residence has been completely updated within the past few years and is turn-key, just awaiting its next fortuitous owner! The home is accessed off Sound Avenue by a long, private road, in a pastoral setting with horses roaming free, surrounded by vast, hundreds of acres of Preserved land and Park land. Nearby golf courses include Friar's Head and the Baiting Hollow Club. In addition, the property features an easement with access to the Long Island Sound. Some of the many improvements include a new Architectural 30 year roof, a new Solar System with 52 panels, newly refinished synthetic stucco to the exterior of the home, a new back-up Generac generator, two Tesla charging stations, a new Pentair pool filtration system, (utilizing Ozone and UV to purify the water), updated HVAC with Wi-Fi controls and a new, on-demand hot water heater. For modern convenience, the home also boasts a fully-updated and security serviced elevator serving all three levels. Inside, the Residence includes an expansive wall of windows and glass sliders in the Living Room, showcasing the magnificent blue water and Connecticut Coastline, leading to an outside, wrap-around IPE deck overlooking the dazzling Sound and grounds. The Living Room also features a fireplace, to add an extra touch of ambience and serenity. The atmosphere is light and bright throughout the entire home, an Entertainer's Delight! The Professional Chef's Kitchen features an oversized Island with granite countertops and boasts dual ovens, dual dishwashers, an eight-burner gas stove with pot filler, a beverage cooler, as well as multiple refrigeration units. The spacious Dining Area off the kitchen sports water views and is ideal for hosting festive gatherings. After a wonderful meal, make your way to the Media Room for Movie Night, which features a new short-throw projector and a 120-inch home theater screen. Or, perhaps, the desire is to take a swim in the Indoor Pool, and afterwards enjoy a relaxing and therapeutic steam shower. The Residence features 2 Bedrooms on the Second Floor, one with its own private balcony and deck. There are an additional 3 Bedrooms on the First Floor, including the sumptuous Primary Suite, with its own fireplace and large sitting room with sliders, leading to another wrap-around IPE Deck with a Garden Swing, to take full advantage of the captivating water and sunset views! The Exercise Room is also located on the first floor, with another wall of windows on either side, both Pool-side and Sound-side. The Lower Level with walk-out features a Recreation Room with a Billiard’s table, additional Living Space, Full Bath, Laundry Room and Storage. Lastly, the property boasts new landscaping and is fully-irrigated, with a new pea gravel driveway, new entrance Pillars and a gated entry. This Residence is as smart as it is beautiful, and offers so much more than just luxury--it offers a Coastal Lifestyle that most can only dream about. Embrace the opportunity to make this dream your reality!

3172 Sound Avenue, Baiting Hollow

$1,199,997
6 Beds 3 Baths 1001121 MLS
Welcome to this exceptional Center Hall Colonial located in the prestigious Woodhull Manor section of Mount Sinai. Immaculately maintained and beautifully appointed, this impressive 6-bedroom home offers the perfect combination of elegance, comfort, and resort-style living. Step inside to an inviting open floor plan designed for both everyday living and entertaining. The spacious main level is highlighted by custom crown molding throughout, custom blinds, and stunning built-in cabinetry surrounding the fireplace in the family room, creating a warm and sophisticated gathering space. The primary en-suite serves as a private retreat featuring two walk-in closets, a full bath, and an additional nursery/dressing room, offering incredible flexibility and luxury. Generously sized secondary bedrooms provide ample space and flexibility for use. The fully finished basement with egress window adds even more living space, perfect for a media room, gym, playroom, home office, or guest accommodations. Offering 3,526 sq ft of beautifully designed living space, plus a 772 sq ft basement - totaling 4,298 sq ft, this home provides plenty of room for everyone. Step outside and experience your own private backyard oasis. Professionally landscaped grounds surround the picturesque built-in pool. Surround sound audio with exterior speakers create the ultimate setting for entertaining or relaxing in total serenity. The backyard also features a stone fire pit, wood play-set, Ninja Course, dog run, and in-ground sprinklers for added convenience. Perfectly situated on a dead-end courtyard, off a dead-end street, this home offers exceptional privacy while still being close to local amenities. Enjoy nearby parks, beach club access, and scenic walking trails that make this location truly special. A rare opportunity to own a meticulously cared-for home in one of Mount Sinai’s most sought-after neighborhoods.

4 Crabapple Court, Mt. Sinai

$2,500,000
4 Beds 3 Baths 988717 MLS
Featured in Architectural Digest, this extraordinary oceanfront residence on Steels Walk in Water Island, designed by acclaimed architect and designer Carl D’Aquino, is one of the most distinctive and architecturally significant properties on all of Fire Island. As co-founder of the internationally celebrated design firm D’Aquino Monaco, D’Aquino is renowned for creating homes that blend modernist architecture with warmth, craftsmanship, and a profound connection to their natural surroundings — a philosophy beautifully realized throughout this remarkable coastal retreat. Comprised of two dramatic octagonal-shaped structures seamlessly joined at the center, the home was thoughtfully conceived to embrace its breathtaking setting, where unobstructed views of the Atlantic Ocean, rolling dunes, and endless sky become part of everyday living. Every angle, sightline, and material was intentionally selected to create a seamless dialogue between architecture and landscape, resulting in a home that feels both visionary and deeply serene. Offering 4 bedrooms and 2.5 baths, the residence blends refined coastal sophistication with a tranquil, resort-like atmosphere. Expansive living spaces are carefully positioned to maximize privacy, natural light, and connection to the outdoors, creating an effortless flow between the interiors and the surrounding decks. Throughout the home, extraordinary craftsmanship and attention to detail elevate every space. The striking clapboard ceilings were meticulously installed piece by piece, creating warmth, texture, and architectural rhythm overhead — a labor-intensive design element that speaks to the level of artistry woven into the home. In the kitchen, custom cabinetry was handcrafted in Brooklyn, then carefully transported to Water Island in sections and thoughtfully assembled in place — a remarkable undertaking that reflects the bespoke nature of the residence and the uncompromising dedication to quality and design. The outdoor spaces are equally exceptional. A sprawling oceanfront deck unfolds toward the dunes and shoreline, offering multiple areas for lounging, dining, and entertaining against the ever-changing backdrop of the Atlantic. The heated pool is framed by sun-washed decking and lush landscaping, while a tranquil waterfall pond and curated gardens create moments of calm and seclusion throughout the property. Tucked above it all, the private second-floor deck off the primary suite offers sweeping ocean views and an unmatched sense of peace — ideal for quiet mornings, sunset cocktails, or stargazing beneath the open sky. Surrounded by nature and designed for complete privacy, this is more than a home — it is a rare coastal sanctuary unlike anything else on Water Island. Celebrated for its architecture, craftsmanship, setting, and atmosphere, this once-in-a-generation offering presents the opportunity to own a truly iconic stretch of Fire Island oceanfront.

1 Steels Walk, Water Island

$3,200,000
3 Beds 2 Baths 992976 MLS
Soundfront! This rare waterfront offering is set on 3.4 bucolic acres and includes private beach access with wide, shallow steps leading to 160 ft. of pristine sugar-white, private sandy beach. A private road and long secluded driveway unveil an incredible property with uninterrupted panoramic views of the sparkling Long Island Sound. The main house features 3 bedrooms plus a loft, 2 full baths, a 2-car garage and a full basement. There are also several additional structures including a workshop - which may be used as a studio, a beach accessory room, a stone shed with a stone fireplace, a pergola, and a gazebo set on a picturesque bluff. Whether you're envisioning lazy afternoons on the beach or evenings entertaining with vibrant sunsets in the distance, this is more than just a home - it's a lifestyle.

995 Red Fox Road, Mattituck

$649,999
4 Beds 2 Baths 997131 MLS
Nestled on just shy of a half-acre in the highly desirable Three Village School District, this one-of-a-kind custom built contemporary offers an incredible opportunity for extended family or multigenerational living. Tucked away off the road with its own private entrance, this home provides a rare blend of privacy, space, and convenience. Built in 1983, this unique residence showcases extensive custom woodwork throughout the entire exterior of the home, creating a distinctive architectural style full of warmth and character. The first floor offers a private entry, spacious living room, formal dining area, eat-in kitchen, two large bedrooms, a full bath, and a mudroom with shared washer and dryer space. The second floor mirrors the layout of the first while showcasing soaring vaulted ceilings, skylights, oversized floor-to-ceiling windows, and sliders that flood the home with natural light. Enjoy an eat-in kitchen, formal living room, two large bedrooms, full bath, and expansive wraparound decks perfect for entertaining or relaxing while overlooking the peaceful surroundings. Conveniently located close to shopping, restaurants, parks, and major roadways, this special property offers the feeling of a private upstate oasis while still being near everything Long Island has to offer.

179 Gnarled Hollow Road, E. Setauket

$5,995,000
5 Beds 6 Baths 910335 MLS
Water Island Awaits. Two Iconic Buildings. One Majestic View. Location- Tucked between Fire Island Pines and Davis Park lies Water Island. With only 48 homes adjacent to the protected Fire Island National Seashore; Water Island creates a unique sense of remoteness and natural beauty — a true retreat for those seeking to unwind in quiet luxury. This secluded estate offers 200 feet of unobstructed Atlantic Ocean frontage; rare privacy and direct access to pristine beaches, all within an easy commute from New York City. Inspiration- A masterpiece of coastal design, this home has earned a place in the pages of several premier luxury publications. Designed by the legendary Scott Bromley of Bromley Caldari Architects with influence drawn from the craftsmanship and philosophies of George Nakashima and Hans Wegner, this expansive retreat is a study in balance — where modernist clarity meets organic warmth. The design embraces a sense of quiet luxury drawn from these iconic places: the barefoot elegance of Parrot Cay, the raw natural beauty of Big Sur, and the sculpted minimalism of Amangiri. Main House- The One-Bedroom Main House, a private and reimagined sanctuary for the Owners, sits nestled in the dunes. Inside, a warm composition of cedar and teak woods, white walls, and diffused light creates a tranquil atmosphere. The first floor serves as a serene sleeping suite, where spa-like bathing spaces are seamlessly integrated into the flow of everyday living. Above, the second floor opens fully to the landscape with expansive floor-to-ceiling windows and sliding glass doors that dissolve the boundary between indoors and out. Here, the Atlantic Ocean becomes both backdrop and focal point — a constant, calming presence, framed by architecture that gives it space to breathe. The dramatic cathedral ceiling in the main living space is punctuated by an oversized Noguchi hanging globe lighting fixture. Discover an airy chef’s kitchen where clean lines meet organic textures. Showcasing handcrafted wood cabinetry paired with caesarstone countertops – blending modern comforts like Sub-Zero, Wolf and Miele appliances. Oriented toward the coastline, the main living and dining spaces maintain a constant connection to the ocean, making it an integral part of the home’s daily life. Guest House- A meandering path through the sand joins the main house with the four-bedroom four bath guesthouse on the adjacent lot, a relaxed social hub featuring a bar, sun decks, an outdoor kitchen, and a pool — all designed to encourage barefoot living and effortless hospitality. From the moment you step inside the guest quarters you are enveloped by the integration of architectural elements – cool stainless steel, warm-toned woods, and white walls and ceilings – creating a layered, modern aesthetic. This interplay of textures brings depth and sophistication, blending functionality with high design for a space that feels both curated and comfortably livable. Details: 0 Charach & 1 West Walk Water Island, Fire Island, NY Two Structures on two adjacent lots (Total lot area - 10,000 sqft.) Connected by a Stone Path between the two Main House - 1 Bed 1.5 Bath Residence (Approx. 2,100 sqft.) 7.5’ x 5’ Custom Concrete Collaborative Panel Jacuzzi Guest House - 4 Bed 4 Full Bath Residence (Approx. 1,500 sqft.) 25’ x 9’ Custom Gunite Pool Outdoor Kitchen w/ Weber Gas Grill; Under Counter Refrigerator & Ice Maker Exterior: Clear Cedar 1X6 Clapboard Exterior Siding Mahogany and Cedar Clad Decks with Ipe hardwood trim accents Reilly double insulated, wind-borne debris rated Windows & Doors ‘Invarimate’ Contrarian Stainless Steel Roof System Interiors: Gothic European Oak Wood Floors White Washed 1X6 Clear Cedar Tongue & Groove Walls w/ Ipe hardwood trim accents Custom Designed Wood Veneer Cabinetry Caesarstone Kitchen Countertops Custom Ammonite Stone Bathroom Countertops Custom Teak Wood Sink Vessels

Charach & 1 West Walk, Water Island

$1,750,000
995710 MLS
144 Damascus Road offers a truly exceptional opportunity to acquire a preserved agricultural parcel in one of the most desirable enclaves of the East End. 5.05 acres of exquisitely maintained farm preserve, protected by sold development rights and an agricultural overlay, this bucolic property has been organically maintained for over thirty years. Located at the end of a quiet dead end road and adjacent to protected land, this five plus acre parcel is ideally suited for farming, equestrian use, orchard, boutique agriculture, open pasture, or specialty crops in Southampton Town’s chic hamlet of East Quogue. Open sky, natural beauty and just minutes away from the ocean, the village, and everything the Hamptons Has to offer. Seller in the process of pursuit of permit for work force housing with a barn structure or ‘barndominium’.

144 DAMASCUS Road, E. Quogue

$2,375,000
987619 MLS
Rare 17.4-Acre Estate in Orient, NY With a 2.5 Acre & 3 acre single and separate residential building lots separated by 11.9 acres of development rights sold land. This exceptional property offers a unique opportunity to own a versatile, three-part estate in the coveted hamlet of Orient, NY, boasting approximately 20,209 square feet of interior space across multiple structures. Situated in a picturesque North Fork setting, the estate perfectly blends agricultural functionality, equestrian potential, and two opportunities to build a new residence on the 3 acre parcel and/or build a new residence on the 2.5 acre lot or convert an existing 4,578 sq. ft. barn to a residence, with existing architectural plans. Parcel 1 (2.5 Acres – Residential Use) The property's entrance on the main road leads into a thoughtfully arranged 2.5-acre parcel featuring four distinctive buildings. This parcel is also setback form the Main Road by approximately 250 feet. • 1,485 sq. ft. Storage Building: • 4,578 sq. ft. Multi-Use Building: Recently renovated, featuring new Anderson doors and windows, framed interior ready for customization, and a spacious second-floor loft spanning the building’s full width with architectural plans in place to convert to a residence I• 5,015 sq. ft. Concrete Block Storage Building: Impressively designed with 25-foot cathedral ceilings, metal shelving, and a durable concrete slab floor for heavy-duty storage. • A Quaint Cottage Storage Building Parcel 2 (11.9 Acres – Development Rights Sold) Dedicated to equestrian excellence, this fully fenced and tree-lined 11.9-acre area includes: • 6,615 sq. ft. Former Indoor Riding Arena: With expansive 30-foot ceilings, suitable for equestrian training or adaptable for various agricultural uses. • 5,015 sq. ft. Stable Facility: Professionally designed with 20 spacious horse stalls. • Four Paddocks and Riding Area: Enhancing the property’s equestrian appeal with ample space for grazing, riding, and training horses. Parcel 3 (3 Acres – Residential Building Lot) Elevated above the property, this picturesque 3-acre residential lot offers panoramic views over the equestrian estate and stunning vistas of the Long Island Sound. The perfect canvas for a home or a private estate compound. The property is located less than a mile from Narrow River Marina, a perfect destination to keep a powerboat or a sailboat. In addition, there is access to Hallock Bay and Hallock Bay Beach. Additional Features & Potential Uses Electricity services each building, supplemented by generators to ensure uninterrupted lighting and water supply. Beyond equestrian pursuits, this property's potential spans broadly across agricultural uses—including vineyards, cattle farming, organic produce, or other livestock operations. The expansive layout ensures flexibility to match your vision and lifestyle. This Orient property is truly a rare find, combining extensive acreage, practical infrastructure, stunning views, and unlimited possibilities. A prestigious offering on the North Fork—ready to become your ideal agricultural and multi-residential sanctuary.

29525 Main, Orient

$2,250,000
4 Beds 4 Baths 973460 MLS
Build your dream home on this exceptional waterfront lot offering unobstructed, forever views and breathtaking sunsets over the pristine waters of the sound. With plans already in place, you can break ground on your custom home without delay. Nestled in one of the most sought-after locations on the North Fork, this property offers the perfect blend of privacy and convenience—just minutes from local vineyards, farm stands, dining, beaches, and marinas. Set in a serene and scenic location, this property offers direct access to miles of beach for peaceful walks along the shore, and is just moments from the tranquil Goldsmith Inlet, perfect for kayaking, paddleboarding, or simply enjoying nature at its finest. Whether you’re looking for a peaceful weekend retreat or a full-time coastal haven, this rare opportunity delivers it all. A one-of-a-kind acre-and-a-half property situated on a 40-foot-high bluff above the Long Island Sound, with clear views of the Connecticut shoreline and gorgeous northwest sunsets! Hidden off North Road (County Road 48) in Peconic, access is via a mile-long private road. This is the final piece of a six-lot subdivision. Delivering a powerful feeling of privacy, in a totally natural setting! Truly a MUST SEE for the individual searching for solitude, privacy, and relaxation! Full Building Permits Approved. Price listed is for vacant lot only including permits to build, which can be modified. Come see this extraordinary location and design your dream home!

4760 Blue Horizon Bluffs, Peconic

$2,195,000
4 Beds 4 Baths 900582 MLS
Two acres of waterfront with beach, ramp and bulkhead.Mediterranean Style home, beautifully situated on Carlls River. Guest Cottage and garden shed with sliders patio and water view. (works for car collector storage too) Gracious home boasting beautiful botanical gardens and landscaping. Designer kitchen and bathrooms, custom cabinetry, and woodwork abounds. Hand painted Turret stairway to Juliet balcony overlooking living room, and 2 additional bedrooms, one with Balcony to Sunset views. Trees and gardens create idyllic setting. Inviting guest cottage with full bath and wrap around decks taking advantage of 203' waterfront with sandy beach. The potting shed can also be repurposed as car storage for the car collector, and kept as is for the avid gardener, boater or fisherman.

50 Cedar Lane, Babylon

$1,745,000
3 Beds 3 Baths 982422 MLS
Welcome to the sleepy hamlet of Laurel on the edges of Jamesport and Mattituck! Deeded Beach! This craftsman style custom designed and built Hamptons style classic is everything you're hoping for! Beautiful and thoughtful detail throughout this fine home. Ten-foot ceilings, hardwood floors, crown mouldings, an outdoor shower and a fantastic screened in porch just off of the great room for 3 season enjoyment. Experience Nature at your doorstep with pond views. Very close to 2 gorgeous bay beaches. Veteran's Park is very close by with bay beach access and playground . Lovely great room with center island kitchen and open floor plan with wood burning fireplace! Elegant primary bedroom with upper deck for outdoor open-air privacy, with state-of-the-art en suite bath. Additional bedroom and bath and 2 designated office library spaces. Main level bedroom with full bath. Full basement and attached 2 car garage. This home is in like new condition and ready for the discerning buyer. Come and see for yourself and be pleasantly surprised!!! Enjoy all the North Fork offers, vineyards, craft breweries, beaches, boating, and many farm to table restaurants, farms and farmstands and golf courses!

360 Masters Road, Laurel

$3,695,000
6 Beds 6 Baths 978356 MLS
Rising along one of the most prestigious stretches of shoreline in Asharoken, this extraordinary waterfront estate represents the largest and most significant residential offerings in the area. Set on approximately 3.43 private, gated acres with an impressive 400 feet of direct sandy beachfront along the Long Island Sound, the property offers exceptional scale, privacy, and uninterrupted water views near Northport Harbor. Encompassing approximately 12,000 square feet, this custom residence is designed for both grand scale entertaining and everyday living. Expansive, light filled interiors feature soaring ceilings, oversized rooms, and walls of glass that capture panoramic waterfront views from nearly every vantage point. Each bedroom is positioned to take full advantage of the coastal setting, offering a private retreat with sweeping water vistas. Per FEMA maps, the residence is located in Zone X with Elevation Certificate on file. Buyer to obtain independent flood determination. The home features 6 bedrooms and 6 bathrooms, along with two full kitchens, including a chef’s kitchen with direct outdoor access for seamless indoor outdoor flow. A butler’s kitchen further enhances convenience and entertaining capabilities. Resort style amenities include a saltwater indoor pool, private indoor racquetball court, and a marble spa-style bath. Additional highlights include separate guest quarters and a full length mahogany deck overlooking the harbor, ideal for enjoying sunrise and sunset views. The exterior grounds are equally impressive, featuring custom hardscape with a covered patio, fireplace, and expansive entertaining areas. The property’s 400 feet of private beachfront provides direct water access and a rare sense of seclusion. Modern upgrades include a whole-house generator and a private solar farm. A rare opportunity to own a premier waterfront estate on Long Island’s North Shore, offering a unique combination of size, setting, and lifestyle with convenient access to Manhattan.

33 Beach Road, Northport

$4,500,000
5 Beds 3 Baths 977357 MLS
Introducing a rare oceanfront masterpiece in the coveted enclave of Ocean Bay Park on Fire Island, ideally positioned along the border of Point O’ Woods. This custom-built home offers an exceptional level of privacy, complete with semi-private beach access via a dedicated walkway. Designed to capture the essence of coastal living, the home showcases unobstructed, panoramic views of the Atlantic Ocean and the Great South Bay from nearly every vantage point. A stunning roof deck crowns the property, delivering breathtaking 360-degree water views—perfect for sunrise coffees, sunset cocktails, and stargazing under the open sky. Whether you’re relaxing beside the pool or enjoying the serenity of your own stretch of beach, the natural beauty surrounding you is unparalleled. Watch dolphins glide by, whales breach in the distance, and waves roll endlessly to shore—all from the comfort of your private retreat. Seamlessly blending indoor and outdoor living, this one-of-a-kind residence offers tranquility, exclusivity, and an elevated Fire Island lifestyle in one of its most desirable communities.

37 Traffic Avenue, Ocean Bay Park

$4,750,000
5 Beds 7 Baths 954369 MLS
Water Views Across Centerport Harbor & the Long Island Sound — A Rare Offering. Tucked at the end of a secluded court on over three pristine acres, this English Country–inspired estate is a statement of privacy, scale, and timeless design, positioned to capture sweeping water views from every vantage point along the rear of the home. A rare natural path leads to the shoreline, offering effortless access for hiking, beach enjoyment, and a lifestyle that seamlessly blends luxury with nature. Built in 1998 with intention and precision, the home offers approximately 6,900 sq ft of above-grade living space, complemented by a walk-out lower level with finished areas and expansive space for recreation, wellness, or guest use, bringing total usable space to nearly 8,000 sq ft. Inside, 5 bedrooms and 5 full baths plus 2 half baths are thoughtfully designed, with oversized rooms and 12-foot tray ceilings that enhance both scale and elegance. A dramatic double-height foyer introduces sun-drenched living spaces, refined finishes, multiple fireplaces, and seamless indoor-outdoor flow, while the chef’s kitchen with granite countertops and stainless-steel appliances anchors the home with both function and style. Outside, the grounds deliver a true resort experience with a heated in-ground pool, integrated spa, Diamond Blue finish, updated equipment, and an expansive Trex deck—all set against a backdrop of elevated water views and complete privacy. Additional features include a high-ceiling walk-out lower level with a full bath, a three-car garage with bonus space above, and a private in-law or guest suite with its own entrance, while recent upgrades such as multi-zone HVAC, a 26kW whole-house Generac generator, and a new gas line ensure modern efficiency. Located just minutes from Centerport Harbor, Huntington and Northport Villages, and within the Harborfields School District, this is more than a home—it is a private estate defined by craftsmanship, elegance, and a lifestyle few can access. Private Path to endless Sunsets.

19 Cobblestone Court, Centerport

$3,195,000
6 Beds 6 Baths 971817 MLS
UNDER CONSTRUCTION - IN PHASE 1 - PROPERTY IS CURRENTLY BEING CLEARED FOR EXCAVATION - Discover an exceptional new construction in the beloved Pebble Beach Farms of East Marion. This stunning modern farmhouse build is thoughtfully designed with an open living space through generous quarters encompassing six bedrooms, five and half bathrooms and dedicated entertaining space inside and out. The design incorporates sought out features such as first floor bedroom with ensuite bath, large double shower with soaking tub in the master bedroom, a rear balcony off of the master bedroom overlooking the rear preserve and covered rear patio. A bright open concept layout highlights a chef’s kitchen with island, pantry and high end appliances with additional amenities including natural hardwood throughout, central air, smart thermostat technology, a finished walk out basement and detached one car garage across 4,175 sqft of interior living space. Outside, enjoy a lush landscaped yard with in ground vinyl heated pool backing the communities preserved land for plenty of privacy and tranquility. Pebble Beach Farms offers exclusive access to its own private beach, tennis courts, basketball, bocce ball and pickle ball in its own community park. In close proximity is the famed Kontokosta Vineyard, Islands End Golf Club and seconds from Greenport Village. East Marion is one of the North Fork’s best-kept secrets offering privacy, charm, and easy access to everything you love about the Northfork. Claim your Northfork getaway now for opportunities to still customize finishes, features, textiles and colors.

345 The Strand, East Marion

$2,949,000
6 Beds 8 Baths 965009 MLS
Privately set on a lush one-acre parcel in Shinnecock Hills, this exceptional 6-bedroom, 7.5-bath estate offers the perfect balance of luxury, privacy, and convenience just minutes from Southampton Village and Hampton Bays. Designed for effortless indoor-outdoor living, the property features a heated saltwater gunite pool, expansive bluestone patio, and beautifully landscaped grounds ideal for entertaining. Thoughtfully appointed interiors include spacious ensuite bedrooms, a state-of-the-art gym, steam shower, home theater, wine cellar, and premium finishes throughout, creating a true resort-style retreat. Surrounded by renowned ocean and bay beaches, marinas, and acclaimed dining, this turnkey residence also presents exceptional income-producing potential, making it an outstanding opportunity as both a luxury Hamptons getaway and a high-performing investment property.

89 Old Canoe Place Road, Hampton Bays

$2,850,000
921027 MLS
An extraordinary offering of 4.1 private acres in the coveted East Hampton Village Fringe. This partially cleared parcel is already zoned for a single-family residence, presenting a rare and immediate opportunity to craft a bespoke Hamptons estate within a serene, mature landscape. The property’s natural canopy and existing open clearings create a harmonious balance of privacy and possibility. Envision a custom-designed residence complemented by expansive terraces, a resort-style pool, pool house, and tennis court (subject to Town approvals) — all thoughtfully positioned to maximize light, scale, and seclusion. Perfectly situated less than two miles from Newtown Lane and Main Beach, and moments from Guild Hall and LongHouse Reserve, this exceptional homesite offers the rare luxury of acreage, discretion, and proximity — an unparalleled canvas for creating a refined Hamptons retreat.

154 Oakview Highway, East Hampton

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