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37 Traffic Avenue, Ocean Bay Park
$4,200,000
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

15 Folger Lane, Dix Hills
$4,149,999
6 Beds ⋅ 7 Baths ⋅ 1009869 MLS
BRAND NEW CONSTRUCTION – Move Right In! Welcome to this breathtaking Modern French Chateau, ideally situated in the heart of Dix Hills on a private cul-de-sac off desirable Landview Drive. Built by Dix Hill's most renowned luxury builder, this exceptional 6,750+ sq. ft. estate offers 6 bedrooms, 6.5 baths, and soaring 10-foot ceilings across all three levels. A dramatic two-story entry foyer and grand family room with a floor-to-ceiling fireplace and oversized European windows create an unforgettable first impression. The open-concept floor plan is enhanced by architectural ceiling details, integrated lighting, custom millwork, 10-inch wide-plank hardwood flooring, imported European windows, and 8-foot solid wood interior doors, showcasing impeccable craftsmanship throughout. The designer chef's kitchen is a true showpiece, featuring top-of-the-line Wolf appliances, Sub-Zero refrigerator and freezer, quartz countertops, custom wood cabinetry, and an oversized waterfall-edge island. Complementing the space are a spacious walk-in butler's pantry, custom mudroom with built-in cabinetry, and an elegant walk-through butler's area connecting to the formal dining room, highlighted by a stunning recessed illuminated ceiling and statement chandelier. Designed for seamless indoor-outdoor living, the expansive elevated PVC deck spans the entire rear of the home and is accessible from both the kitchen and dramatic two-story family room. Overlooking the oversized resort-style in-ground saltwater pool with automatic electric cover, it provides the perfect setting for entertaining and relaxation. The first floor also features a private guest suite, ideal for extended family or visitors. The luxurious primary suite serves as a private retreat, complete with an elegant electric fireplace, custom walk-through closet with built-in organizers, and a spa-inspired bath featuring a freestanding soaking tub, oversized glass shower, floating designer vanities, premium fixtures, and custom ambient lighting. Four additional bedrooms each offer private en-suite baths and oversized custom closets, including a spacious junior suite designed for enhanced comfort and privacy. The full walk-out basement provides endless possibilities for additional living and entertainment space. It opens directly to a covered oversized paver patio overlooking the spectacular saltwater pool and beautifully landscaped one-acre property, creating a true resort-like experience. Completing this extraordinary estate are professionally designed grounds featuring lush landscaping, a full in-ground sprinkler system, and a fully fenced perimeter for privacy and convenience. Located within the highly acclaimed Half Hollow Hills School District, this one-of-a-kind residence perfectly blends timeless elegance, modern sophistication, and luxury living at its finest.

15 Folger Lane, Dix Hills

2600 Oregon Road, Mattituck
$4,100,000
3 Beds ⋅ 2 Baths ⋅ 976938 MLS
MAGIC ON OREGON ROAD Romance, Elegance and Timeless beauty over 38 acres on bucolic Oregon Road, you couldn't ask for anything more! 36 acres of DRS land which includes 30 planted acres of grape vines, deer fencing and bird netting, irrigation in place for an additional 2-3 acres of planting and a potential wine tasting area. The updated vintage farmhouse rests on 2 acres of DRI land and features 3 bedrooms, 2 bathrooms, sun drenched open floor plan, eat-in-kitchen, dining area, sitting area with reading nook, living room with a fireplace. Step outside and enjoy lush landscape surrounding the pool, outdoor shower and vineyard views! Surrounded by award winning North Fork wineries, restaurants, farm stands, boating & great shopping.

2600 Oregon Road, Mattituck

627 Dune Road, Westhampton
$4,000,000
5 Beds ⋅ 4 Baths ⋅ 1000678 MLS
This Westhampton oceanfront beach house is an oasis of easy coastal living, set on one of the widest stretches of Dune Road's white sand, jetty-protected beaches. Enjoy the beach life as-is or renovate and reimagine. The open floor plan of the house and multiple sliders to the expansive deck perfectly frame both ocean and bay views. The great room offers an abundance of natural light, beamed high ceilings, and a wood-burning fireplace. The open concept kitchen, adjacent dining area, and oceanfront deck offer both indoor and outdoor dining and entertaining options. First floor accommodations include five well-sized bedrooms and three full bathrooms. Outdoor amenities include ample decking for entertaining, lounging, and admiring the sunset over the bay, outdoor shower, and access to the ocean beach. All within a short distance to Westhampton Beach's restaurants, boutique shopping, Performing Arts Center, newly-renovated Sunset Theater, and weekend farmers' market.

627 Dune Road, Westhampton

80 E Main Street, Huntington
$4,000,000
992804 MLS
Introducing 80 E Main Street in Huntington, a freestanding commercial building situated on a .33-acre lot offering a total of 7,910 square feet, divided into two separate units. The larger 5,390 SF space is fully built out for food use, featuring a 10-foot hood with Ansul system, pizza ovens, front deli counter with display cases, plumbing, and an open retail layout with produce displays and expansive glass windows along East Main Street. This unit also provides direct access to a full basement with high ceilings, a large walk-in refrigerator and freezer, 600 AMP electrical service, and three means of egress. The second unit, totaling 2,520 SF, was previously connected but is now fully separated, offering 14-foot ceilings, clear span column-free space, and an existing auto lift—ideal for automotive or flexible commercial use. The property benefits from excellent visibility with monument signage along a high-traffic corridor seeing over 20,000 vehicles per day. Additional features include 21 designated parking spaces and two curb cuts, making this a highly versatile and accessible investment or owner-user opportunity.

80 E Main Street, Huntington

19 Cobblestone Court, Centerport
$3,999,999
5 Beds ⋅ 7 Baths ⋅ 1052877 MLS
Commanding water views, exceptional privacy, and more than three acres define this Centerport estate overlooking the harbor and Long Island Sound. Designed in an English Country style, the nearly 8,000 square feet of usable living space unfolds with a sense of scale, from the double-height foyer and 12-foot tray ceilings to multiple fireplaces and expansive rooms oriented toward the water. A richly detailed library creates a more intimate retreat, while the kitchen, generous bedroom suites, and private guest or in-law accommodations support both everyday living and extended stays. Outdoors, the setting becomes the focal point, with a heated in-ground pool and integrated spa, expansive Trex decking, and elevated views across the surrounding landscape. A natural path leads toward the shoreline, adding another connection to the property’s coastal setting. A high-ceiling walk-out lower level, three-car garage with bonus space above, multi-zone HVAC, whole-house generator, and recent gas line complete the offering. Set within the Harborfields School District and convenient to Centerport Harbor, Huntington Village, and Northport Village, this is a substantial North Shore estate shaped by privacy, architecture, and water. Select photos have been virtually staged.

19 Cobblestone Court, Centerport

27 Cedar Lane, Remsenburg
$3,999,999
5 Beds ⋅ 7 Baths ⋅ 1039774 MLS
Welcome to 27 Cedar Lane, an extraordinary Remsenburg estate offering an unparalleled combination of privacy, craftsmanship, and resort-style living. Encompassing over 6,600 square feet total of living space, this stunning 5-bedroom, 6.5-bath cedar shake residence is set on an incredibly private 1.42 acres, meticulously landscaped property and designed for both grand entertaining and relaxed everyday living. A dramatic 20-plus-foot entry foyer sets the tone upon arrival, flowing seamlessly into an impressive living room with soaring ceilings and expansive views of the grounds. Throughout the home, high and cathedral ceilings create an exceptional sense of volume and light, while a propane gas fireplace provides a warm and inviting focal point. Immediately off the the great room is a quiet space for private office or a den with French doors that provide direct access to the spectacular 2,000-plus-square-foot mahogany rear deck, creating an exceptional connection between the indoor and outdoor living spaces. The heart of the home is an expansive chef's kitchen featuring a Garland range and cooktop, Sub-Zero refrigerator, two dishwashers, two sinks, a substantial center island, and a generous eat-in area. Thoughtfully designed for both serious cooking and effortless entertaining, the kitchen connects naturally to the home's expansive living spaces and outdoor entertaining areas. The first-floor primary suite offers a private sanctuary with five closets and an expansive ensuite bathroom featuring radiant heated floors, dual vanities, an oversized shower, and a large soaking tub. Another set of French doors leads directly to the back deck and private stairs to the homes Koi pond and serene water feature. Upstairs, four generously proportioned bedrooms are thoughtfully arranged along a dramatic open catwalk overlooking the foyer and living room, with beautiful views of the rear grounds. All four bedrooms feature new Stark carpeting. Two bedrooms offer private ensuite bathrooms, while the third and fourth bedrooms share a beautifully appointed hallway bathroom, providing comfortable accommodations for family and guests. Outdoor living is nothing short of spectacular. The expansive mahogany rear deck overlooks a private resort-like setting featuring a stunning gunite pool with custom tile accents, integrated bench seating, and a spa. The tranquil koi pond with its cascading waterfall adds another layer of serenity, while mature landscaping surrounds the property in complete privacy. An outdoor kitchen creates the perfect setting for summer entertaining, dining, and poolside gatherings. The property is fully enclosed with a deer fence, complemented by a deer grate at the driveway, allowing the grounds to remain beautifully maintained while preserving the home's extraordinary sense of privacy. Landscape lighting throughout the property and extensive outdoor illumination further enhance the grounds after sunset. Additional features include a beautifully appointed mahogany front deck, base and crown moulding throughout, a 2.5-car garage with electric vehicle charging, remote controlled shades on windows and doors, oil heating, central air conditioning, central vacuum, in-ground irrigation and hardwired Sonos throughout the home. Every aspect of 27 Cedar Lane has been thoughtfully conceived to provide an exceptional Hamptons lifestyle, from the dramatic architectural scale and luxurious primary suite to the expansive mahogany decking and private resort-like grounds. A rare opportunity to own an estate of this caliber in the coveted Remsenburg community, where privacy, sophistication, and effortless indoor-outdoor living come together seamlessly.

27 Cedar Lane, Remsenburg

191 Candlewood Path, Dix Hills
$3,999,999
7 Beds ⋅ 8 Baths ⋅ 1023243 MLS
A To-Be-Built French Chateau Masterpiece by Splendid Properties NY LLC Visionary Design Meets Unmatched Luxury. Proudly brought to the market by Splendid Properties NY LLC, a premier custom builder boasting over 30 years of elite experience in crafting exceptional luxury homes, this spectacular "to-be-built" estate redefines modern opulence. Spanning an impressive 7,471 square feet of meticulously planned architectural perfection, this custom French Chateau sits majestically on a sprawling, highly private 1.8-acre lot in the prestigious enclave of Dix Hills. The Main Level: Features an incredibly open layout highlighted by a spectacular two-story Foyer and a magnificent double-height Great Room that is completely open to the level above, capturing an abundance of natural light. Gourmet Chef's Kitchen: Equipped with a massive central island (10"-4"), a dedicated walk-in pantry, and a walk-through Butler's Pantry leading directly to the formal Dining Room. Grand Living Spaces: A formal Living Room and an expansive Great Room anchored by a cozy fireplace, offering direct fluid access to the rear patio and portico. Main-Floor Guest Accommodations: A private Study / Guest Ensuite featuring its own full bathroom, perfect for long-term guests or a quiet home office. Conveniences: A massive 3-car garage entering into a spacious mudroom/laundry area. The Upper Level: Continues the theme of airy sophistication, ensuring that even the secondary bedrooms and transitional spaces maintain high, soaring ceiling lines. The true crown jewel of this level is the unrivaled Primary Bedroom Suite: Palatial Footprint: A massive bedroom chamber designed for total relaxation, boasting private double-door entry out to its own private Terrace #1 overlooking the lush 1.8-acre grounds. Dual Custom Closets: Complete with separate, oversized "His" and "Her" Walk-In Closets, offering an abundance of high-end wardrobe space. Spa-Like Primary Bath: A lavish, five-piece sanctuary featuring a freestanding soaking tub, an extra-large custom shower, dual independent vanities, a private linen closet, and an enclosed water closet. Laundry Room will also be on 2nd level for easy access. The Lower Level: Unlike standard basements, the fully finished lower level is built with impressive ceiling clearance, 1.5 Baths, transforming it into a grand, natural extension of the main living quarters rather than an afterthought. Expanding the livable space significantly, the fully finished basement provides an elite canvas for customization—whether you envision a private home theater, a wine cellar, a state-of-the-art home gym, or a billiards lounge. Every inch of this home is rooted in structural perfection, engineered with premium materials, foundation reinforcement, and intricate framing methods outlined across the building specifications in building plans.

191 Candlewood Path, Dix Hills

83 Hampton Road, Sag Harbor
$3,999,999
3 Beds ⋅ 3 Baths ⋅ 998170 MLS
Unrivaled Bayfront Beauty Perched on a rare triple-sized .34-acre lot, this stunning waterfront residence offers a front-row seat to the best of Noyac Bay. Rebuilt to the highest standards following Hurricane Sandy, this FEMA-compliant home blends peace of mind with an extraordinary coastal lifestyle, featuring nearly 100 feet of newly bulk headed bay front. From the moment you arrive, the home's meticulous care and sophisticated design are evident. The interior is defined by an airy, sun-drenched ambiance, highlighted by impressive double-height ceilings create an immediate sense of scale and light. A top-of-the-line chef's kitchen equipped for high-end entertaining. A generous living area anchored by a classic wood-burning fireplace, perfect for cool evenings by the water. There is a convenient first-floor bedroom and full bath, complemented by two additional spacious bedrooms on the second level. Ability to add a fourth bedroom with in the current floorplan. Many additional upgrades. The exterior of the property is a private playground for water enthusiasts. Designed for a seamless indoor-outdoor lifestyle, the grounds include: a massive deck off the back of the home serves as an outdoor living room with unobstructed views across the bay. Positioned to capture both golden sunrises and vibrant sunsets, providing a shifting kaleidoscope of color throughout the day. An expansive lush lawn leads directly to your private bulkhead, where you can moor your boat and launch water toys directly into Noyac Bay.

83 Hampton Road, Sag Harbor

1073 Westminster Avenue, Dix Hills
$3,999,888
6 Beds ⋅ 6 Baths ⋅ 1059313 MLS
Welcome to 1073 Westminster Avenue — a statement of modern luxury in the heart of Dix Hills. Thoughtfully designed and meticulously crafted, this exceptional new-construction estate combines striking architecture, sophisticated interiors, and resort-inspired living on approximately one acre in the highly sought-after Half Hollow Hills School District. From the moment you arrive, the dramatic exterior, expansive driveway, and beautifully landscaped grounds create an unforgettable first impression. Step inside to soaring ceilings, an impressive double-height entry, wide-plank white oak flooring, and a light-filled open layout where every detail has been carefully considered. At the center of the home is a spectacular designer chef’s kitchen, featuring custom cabinetry, an oversized statement island, premium Thermador appliances, and seamless flow into the home’s dramatic entertaining spaces. Oversized windows and doors fill the interiors with natural light. At the same time, custom millwork, designer lighting, built-ins, glass railings, and curated wall treatments give the home the feel of a professionally designed luxury residence. The living and entertaining areas balance grand scale with warmth, creating spaces equally suited for intimate evenings or impressive gatherings. The private bedroom suites continue the home’s refined aesthetic, while spa-inspired bathrooms showcase striking tilework, contemporary fixtures, and exceptional attention to detail. Outside, the expansive property provides the setting for true estate-style living, with beautifully finished grounds and abundant space for entertaining, recreation and relaxation. 1073 Westminster Avenue is more than new construction — it is a completely realized luxury residence where architecture, design and craftsmanship come together. A rare opportunity to own one of Dix Hills’ most impressive new homes.

1073 Westminster Avenue, Dix Hills

190A South Country Road, Remsenburg
$3,999,000
5 Beds ⋅ 6 Baths ⋅ 986892 MLS
Remsenburg New Construction features 5 bedrooms, 6 designer baths, dining room w/wet bar, living room w/fireplace, professional kitchen w/quartz counters & Thermador appliance package, 2 laundry rooms, 2 car garage w/separate staircase to bonus room. Home includes full automation w/Lutron lighting & Elan smart home system. Additional 2000 sq. ft unfinished basement with multiple egress windows, 9' ceilings, and separate outside entrance - perfect for future expansion. The 4200 sq. ft. Post Modern is set on 1 acre of manicured, private grounds which include a covered bluestone patio, extensive landscaping, and a heated saltwater gunite pool w/sundeck. Meticulous craftsmanship and attention to detail throughout. Delivery date September 2026.

190A South Country Road, Remsenburg

141A N Ferry Road, Shelter Island
$3,999,000
4 Beds ⋅ 7 Baths ⋅ 930022 MLS
Welcome to this exceptional custom-built home nestled on 1.1 secluded acres, offering the perfect blend of luxury, comfort and privacy. Hidden at the end of a long driveway, the main house boasts 3 bedrooms and 3.5 bathrooms. The 1st floor main suite features include double doors that open to a private deck, a WIC and an expansive master bathroom equipped with a spa style rain shower. To add to the resort feel, the house is equipped with radiant flooring in all rooms and levels, a two story great room with an indoor/outdoor stone fireplace and a Chef's kitchen with custom-built cabinetry and granite counters. Large sliding doors lead you onto a wrap-around, mahogany deck with views of greenery and a stunning gunite pool. Upon leaving the main house, you will find every car lover's dream. A large barn style 4-car garage with ample height for additional car lifts. The 2nd floor features a 1 BR, 1 Bath apartment, full kitchen and an open floor plan living room/dining room.

141A N Ferry Road, Shelter Island

5A/5B Jessup Lane, Quogue
$3,995,500
5 Beds ⋅ 7 Baths ⋅ 989861 MLS
Historic Estate in the Village Quogue. Welcome to a rare opportunity to own two homes on an extraordinary compound offering privacy, elegance, and unparalleled charm. Each house has its very own private pool with pool house creating an idyllic retreat for extended family and guests. The Main House exudes warmth and comfort with three spacious bedrooms and three full bathrooms. A Sun-filled Living room with a fireplace provides the perfect gathering space. A thoughtfully designed and updated Chef’s kitchen with high end appliances. Ideal for everyday living and entertaining. Discover timeless elegance in the meticulously restored two bedroom and two full bathroom Barn situated behind the main house. This architectural gem blends rustic charm with modern luxury creating a serene and stylish escape. Whether you are lounging by one of the private pools, strolling through the vibrant organic gardens, or enjoying the charm of Quogue Village just moments away this one of a kind compound offers the best of Hamptons living. Quogue Taxes. Quogue Village School. Quogue Village Ocean Beach. Close to the Jitney.

5A/5B Jessup Lane, Quogue

54 Rampasture Road, Hampton Bays
$3,995,000
6 Beds ⋅ 6 Baths ⋅ 1046981 MLS
Waterfront 1.1 Acres New Construction Experience modern waterfront living at 54 Rampasture Road, a newly constructed six-bedroom residence set on approximately 1.1 acres along Tiana Bay. Offering more than 140 feet of shoreline, the property combines striking contemporary architecture, refined interiors and a seamless connection to the water. Walls of glass fill the main living spaces with natural light and frame views across the grounds toward the bay. The open-concept kitchen serves as the centerpiece of the home, featuring custom natural-oak and contrasting dark cabinetry, dramatic stone surfaces, an oversized waterfall island and direct access to the outdoor entertaining areas. The adjoining dining and living spaces open to an expansive rear terrace, heated pool and beautifully landscaped lawn, creating an effortless setting for entertaining and everyday waterfront living. The home offers six bedrooms, five full bathrooms and one powder room across three finished levels. The primary suite provides a private retreat with a dramatic bedroom and spa-inspired bath, while the additional bedrooms and bathrooms are finished with a sophisticated mix of stone, wood and designer fixtures. A spacious finished lower level provides flexible room for recreation, media, fitness and guests. Outside, the pool, terraces and multiple gathering areas are surrounded by mature trees and thoughtfully designed landscaping, providing privacy while maintaining views toward Tiana Bay. With potential for a permitted dock and direct access to the bay, 54 Rampasture Road presents a rare opportunity to own a newly built waterfront retreat in the Hamptons.

54 Rampasture Road, Hampton Bays

59 Isle Of Wight Road, East Hampton
$3,995,000
3 Beds ⋅ 2 Baths ⋅ 1041229 MLS
The serenity and beauty of this unique waterfront property is incomparable. Offered for the first time in nearly 50 years, this house is situated in the coveted Lions Head Beach community, featuring sweeping views of Hog Creek from the expansive back deck and from nearly every room. Set on 0.69 acres, this three bedroom two (newly renovated) bathroom residence is bordered by a natural wooded lot owned by the East Hampton Land Reserve, as well as the land directly across the creek, preventing any future development and insuring lasting privacy. There is a water side, heated 20' x 40' gunite pool, and direct access to Hog Creek from the backyard for launching kayaks, paddle boards and small watercraft. The change of colors reflecting on the creek as seen from the back deck is breathtaking, watching the swans and egrets pass by. And the spa-like outdoor shower offers another joyful aspect of outdoor summer living. The open expanse of the great room, dining area and kitchen is ideal for entertaining. And during cooler months, enjoy the warmth of the Vermont Castings wood-burning fireplace, inset into the custom stone wall. The house is moments away from the gated resident-only parking area for the Gardiner Bay beach where there are picnic tables and benches for residents, and to especially enjoy a cocktail watching the sun set over the Long Island Sound. Another exclusive amenity is the private marina for fishing, cruising and sailboats with quick access to the majestic open waters of Gardiner Bay. With potential for expansion and additions, properties of this caliber of unobstructed water views are most uncommon and possibly come along once in a generation. This is a rare opportunity to live and embrace the quintessential peaceful and tranquil Hamptons lifestyle.

59 Isle Of Wight Road, East Hampton

38 Landing Meadow Road, Smithtown
$3,995,000
7 Beds ⋅ 6 Baths ⋅ 1022766 MLS
Welcome to 38 Landing Meadow Road, Smithtown. Nestled on almost 23 picturesque and serene waterfront acres overlooking the renowned Nissequogue River this is a truly extraordinary North Shore retreat. Driving down the long private driveway your senses are alive to the possibilities of what is to appear. Surrounded by breathtaking natural beauty, the property includes agricultural land adjoining approx. 60 acres of protected preserve, creating an unmatched sense of privacy and tranquility. Wide open vistas, emerald lawns, magnificent mature trees and the grand nature of this idyllic scene are unmatched. Barns, stables, paddock, workshops, and multiple outbuildings provide endless possibilities for equestrian pursuits, farming, recreation, or creating your own private compound or purpose. This timeless Manor House built in 1828 offers nearly 6,000 square feet of living space, featuring 7 stately and spacious bedrooms and 6 bathrooms. The magnificent Estate is highlighted on the first floor by a warm and opening center hall with access to the rear property and patio, a formal living room, grand den with fireplace and the first floor is side property, den or library with a fireplace, truly formal dining room with a fireplace, an inviting eat-in kitchen designed for everyday living and entertaining and butlers pantry, family room or bedroom with a wet bar and two bathrooms. The charm and character of all of the rooms with so many original details of fireplace mantles and surrounds, stair mouldings and hardwood floors take you to another time. Besides the grand Manor home the property outside has an antique barn of approx. 7,500 square feet which offers the possibility of future use, and a caretakers suite inside. Also on the property is a “bank” barn with four 12x14’ horse stalls, a tack room and hayloft. Besides this barn is another smaller barn also with four 12x12’ horse stalls. On the grand 20 acre land preserve is extensive paddock and other fenced areas. Conveniently located near parks, golf clubs, beaches, wineries, charming villages, museums, and fine dining, this exceptional estate offers a rare opportunity to experience waterfront living at its finest. Walking in to this one-of-a-kind Estate you feel that 38 Landing Meadow Road Smithtown is a rare opportunity where history, nature and endless potential come together. Since the property adjoins multiple land preserve woodlands it ensures a forever-preserved backdrop and an exceptional North Shore lifestyle in which this legacy Estate can be yours and protected.

38 Landing Meadow Road, Smithtown

55 Lewis Walk, Cherry Grove
$3,995,000
4 Beds ⋅ 4 Baths ⋅ 1021398 MLS
We are proud to introduce Crest House, one of Cherry Grove's most extraordinary oceanfront estates. Commanding 120 feet of direct Atlantic Ocean frontage on a rare double lot spanning 0.37 acres. Built in 2012 and maintained with meticulous attention to detail, this 7,130 square foot post-and-beam residence rises three stories above the dunes and delivers an unmatched Fire Island living experience. Four bedrooms, three full baths, a powder room, soaring vaulted ceilings, three fireplaces, and a fully furnished interior make this a true turn-key retreat. The open-plan main level flows seamlessly into over 4,700 square feet of outdoor living - expansive decks, a heated pool, covered porch, and private courtyard - all framed by endless ocean views. Central air, forced air heat, and four zones of climate control ensure comfort in every season. Car-free Cherry Grove offers the rarest combination of privacy and community on the East End. Exit the ferry and enter a world where you're surrounded by nothing but the sounds of the ocean and the breeze. Properties of this caliber - this size, this position, this craftsmanship - simply do not come to market often.

55 Lewis Walk, Cherry Grove

61 Lower 7 Ponds Road, Water Mill
$3,995,000
4 Beds ⋅ 4 Baths ⋅ L3586103 MLS
Water Mill on the Pond - Almost 9 Acres 61 Lower Seven Ponds Road, a hidden gem in the heart of Water Mill where luxury living meets unspoiled natural beauty. Set on nearly 9 acres of lush, parklike grounds, this extraordinary estate offers a rare combination of serenity, space, and potential in one of the Hamptons' most sought-after enclaves. The main residence blends timeless charm with endless opportunity. Currently featuring generous living areas, a luminous solarium that invites nature indoors, sunroom, den, and a sauna. The home also includes three unfinished rooms above the garage-offering the potential to expand the total living space to approximately 6,000 square feet. Whether you're dreaming of additional bedrooms, a gym, an artist's studio, or a home theater, the possibilities are as expansive as the landscape itself. Adding to the allure, an adorable, fully renovated guest cottage sits gracefully on the property. Ideal for hosting guests, or as a private workspace, the cottage complements the main home while offering its own stylish retreat. Outdoors, the estate is a true recreational paradise. Wide open lawns are framed by mature trees and landscaping, providing both seclusion and elegance. Nature lovers and sports enthusiasts alike will be captivated by the setting-whether it's boating, archery, fishing, or hunting, the property is tailored to a range of outdoor passions. In warmer months, enjoy bird watching by day and tranquil sunsets over the western-facing pond by evening. In the winter, the landscape transforms into your personal ice-skating haven. This exceptional Water Mill offering is more than just a residence-it's a lifestyle. Whether you're seeking a peaceful escape, a legacy compound, or a canvas to bring your architectural vision to life, 61 Lower Seven Ponds Road delivers the ultimate in Hamptons living. Architectural rendering shown is for illustrative purposes only, designed by Christopher Arelt, Architect, AIA. Nautilus Architects. Additional information about this design/ build opportunity available.

61 Lower 7 Ponds Road, Water Mill

22 Summer Drive, Southampton
$3,975,000
4 Beds ⋅ 4 Baths ⋅ 1025348 MLS
Discover a pristine home in Southampton that embodies modern design and decor, exuding both luxury and comfort. Upon arrival, high ceilings and a wall of windows greet you, filling the space with natural light and showcasing views of the beautifully landscaped backyard. The spacious living room features a gas fireplace complemented by built-in shelving, while the gourmet kitchen and open dining area create a generous open floor plan, perfect for hosting and celebrating. For more intimate gatherings, the step-down lounge offers privacy while maintaining connectivity with the main floor. The primary suite, located on the main floor, includes a spa-inspired bathroom and ample closet space. Upstairs, across the catwalk, you'll find a second junior ensuite and two additional bedrooms. Additional bonus space can be personalized as a gym, office, or library. The outdoor area is designed for entertaining, complete with a heated gunite pool, a deck with a pergola, an outdoor kitchen, and a side yard. This home is conveniently located near Southampton Village, providing a variety of dining and shopping options, along with easy access to beautiful ocean beaches, golf courses, and equestrian fields.

22 Summer Drive, Southampton

158 E Shore Road, Huntington Bay
$3,960,000
6 Beds ⋅ 7 Baths ⋅ 968618 MLS
Timeless Coastal Elegance Meets Modern Luxury. Step into the charm of a bygone era with this exquisite 1917 Georgian manor, perched gracefully on a cove with breathtaking, panoramic views of Huntington Harbor. From the first light of dawn to the golden hues of sunset, the scenery from nearly every room in this stately home is nothing short of spectacular. Meticulously updated in 2025, this estate effortlessly blends historic craftsmanship with contemporary comforts. Recent enhancements include a fresh coat of paint inside and out, a state-of-the-art 7-zone central air conditioning system, refinished hardwood floors, upgraded electrical and plumbing systems, and a brand-new gas boiler and hot water heater. The primary suite is a serene retreat, complete with its own private porch, a coffee bar to savor quiet mornings, spacious walk-in closets, and separate his-and-hers bathrooms featuring a steam shower and a luxurious jetted tub. Set on 2.6 acres of beautifully landscaped grounds with 400 feet of prime waterfront, this residence offers both tranquility and grandeur. Relax by the gunite inground pool or stroll through the manicured gardens, all while being part of the exclusive Incorporated Village of Huntington Bay. This is more than a home—it's a masterpiece of timeless elegance, thoughtfully restored for modern living. Come and experience life at the water's edge!

158 E Shore Road, Huntington Bay

111 Merchants Path, Sagaponack
$3,950,000
6 Beds ⋅ 7 Baths ⋅ 1030309 MLS
Sagaponack Oasis on 2 Acres Set on a beautiful 2-acre property, highlighted by mature trees, this 6 bedroom, 6 full and one 1/2 bath Sagaponack North property offers room for all within 4,000 sq ft of living space. This residence is surrounded by absolute tranquility. A backyard that is all about serenity, offering a large patio for entertaining, a 20x40 pool, hot tub and an outdoor shower. Inside, you are greeted by the sunlit great room, 20' ceilings, a wood burning fireplace and open interiors anchored by its modern kitchen. The first-floor primary bedroom opens directly to the backyard oasis. The first floor also offers three guest rooms, a powder room and a bonus studio apartment. A second primary bedroom suite can be found on the second floor. Downstairs, the lower level provides an additional 780sq ft living space. Here you will also find the laundry and ample room for storage. Located moments from vineyards, farm stands, ocean beaches and all that Bridgehampton Village and Sag harbor Village have to offer

111 Merchants Path, Sagaponack

5 Tiziana Court, Dix Hills
$3,950,000
6 Beds ⋅ 7 Baths ⋅ 1021347 MLS
Welcome to Lot 5 in the prestigious Tiziana Estates where you can customize your dream home! This lot is the largest in the community and sits on 1.66 Acres in the flag-lot for absolute privacy. This home can have a grand 2 story entrance with a beautiful front door coming off of a covered porch, 9 - 12’ ceilings in living spaces, a 10’ basement ceiling with steel I-beams for versatile finishes, and a seamless blend of elegance and functionality. Home will follow the look and feel of Lot 1 and Lot 2 with your own specifications. The basement will be at least 3000 square feet and will have an outside entrance. Make this space your own as well. Don't forget about the 3 car garage! Every car lovers dream! Energy-efficient features include a Combi Navian Boiler (6 showers can be running at the same time and never run out of hot water), hydronic forced hot air, spray foam insulation, and Andersen 400 Series windows—the exterior dazzles with James Hardie siding, cultured stone accents, and GAF shingles. At Tiziana Estates, buyers can customize finishes and details to create their dream home. Excellent, trust-worthy, local builders. Don’t miss this exceptional opportunity—schedule your tour today! Taxes are estimated. Estimated time to build will be a year. Right now you can see Lot 2 as a model home.

5 Tiziana Court, Dix Hills

10 Pine Path, Port Jefferson
$3,950,000
8 Beds ⋅ 5 Baths ⋅ 843812 MLS
Nestled along the pristine shores of Port Jefferson Harbor, “The Cottage” a 5,800 square foot English Country Estate set on 3.85 lush waterfront acres with 530 feet of private beachfront is now for sale. Built circa 1906 as the private residence of Ralph Peters, former President of the Long Island Rail Road, the Estate has been preserved and restored as a master class in timeless early American craftsmanship and modern luxury. Step inside and be transported; this is not merely a home, but a living gallery. A reverent celebration of form and function, where flawless millwork and stained glass accents evoke a period era of workmanship. Diamond-pane windows framed with hand-finished grilles wrap the facade and invite natural light showcasing curated interiors filled with original artwork and antique furnishings. The heart of the residence is an awe-inspiring open concept grand room, crowned by a two-story atrium and 360-degree mezzanine. A massive central fireplace anchors the open concept space while the wrap around enclosed porch offers sweeping first-floor vistas of the Harbor, providing an unforgettable sensory experience. A dedicated first-floor study and formal dining room, each with their own fireplace, create a balance of intimacy and grandeur. The primary suite is an oasis featuring a resort-style full marble bath with oversized soaking tub. The home’s upper level, which includes a formal office and has a dedicated stairwell, offers additional bedrooms and bath, bringing the total for the house to eight bedrooms and four and a half baths. The homes lower level includes a changing room with dual showers, water closet, washer/dryer and direct outdoor access perfect for beach days. Aproned in cobblestone, the long private driveway, auto court and full roundabout provide access to a multi-level and terraced property that includes large sun deck and pergola overlooking the beach. A detached two-car garage complements a property designed and engineered with infrastructure and sustainability in mind. Retaining walls, terraces, patios, walkways and planters are constructed with the finest natural stone, cobblestone, crushed stone, slate and timber. A park-like property adorned in natural, mature perennials and blooming shrubs. A singular North Shore landmark in luxury, where history and heritage meet horizon on the bluffs of Belle Terre.

10 Pine Path, Port Jefferson

36 Shinnecock Road, E. Quogue
$3,900,000
4 Beds ⋅ 5 Baths ⋅ 1054434 MLS
Welcome to waterfront living in Shinnecock Shores, where water views from every room, boating, and effortless entertaining come together in this beautifully appointed 4-bedroom, 4.5-bath home. Built with quality and longevity in mind, the residence features 2x6 construction, Z-board sheathing, Andersen A-Series windows, #1-grade oak flooring, 9-foot ceilings on the first floor, 8-foot ceilings upstairs, natural gas heating, a Navien on-demand hot water system, gas fireplace, 200-amp electrical service, a full basement, and an attached 2-car garage. At the heart of the home, the beautifully equipped kitchen features premium Thermador and Miele appliances, including a 6-burner range, creating a space equally suited to everyday living and entertaining. The spacious primary suite offers a private ensuite bath, while thoughtfully designed living areas showcase water views from every room and abundant natural light. Outside, expansive Ipe decking creates an inviting setting for dining, entertaining, or simply relaxing by the water. A rooftop deck provides another exceptional vantage point for enjoying the surrounding bay views, while freshly stained cedar shakes enhance the home’s classic coastal character. An outdoor shower is perfect after a day on the water or at the beach. For boating enthusiasts, the property offers a marine-grade bulkhead, approximately 15 years old, accommodations for a boat up to approximately 35 feet, and a jet ski lift—putting the Shinnecock Shores boating lifestyle right in your backyard. Three-zone systems provide year-round comfort. More than a waterfront home, this is a property designed around life on the water. Wake up to water views, bring your boat and jet skis, entertain on the expansive Ipe deck, enjoy evenings by the gas fireplace, and take in panoramic bay views from the rooftop deck. Make this exceptional Shinnecock Shores retreat your own. Some images have been AI altered. Originals are furnished upon request.

36 Shinnecock Road, E. Quogue

4 Woods End Road, Dix Hills
$3,900,000
6 Beds ⋅ 7 Baths ⋅ 1034137 MLS
BRAND NEW CONSTRUCTION- to be completed in October. Welcome to this breathtaking Modern French Chateau, ideally situated in the heart of Dix Hills. Built by renowned luxury builder, this exceptional 9371 sq.ft. estate offers 6 bedrooms, 7 baths, including fully finished Basement and 800 sq.ft of 3 car garage. A dramatic 22-foot front-to-back foyer sets the tone, while 10-foot ceilings throughout enhance the home's scale and flow. The chef's kitchen features premium Thermador appliances, custom oak cabinetry, a Miele coffee station, oversized island, and a fully equipped butler's pantry-designed for seamless everyday living and entertaining. Expansive 12-foot bifold doors open to a covered patio and a sprawling backyard with endless potential for a resort-style setting. The layout includes a private first-floor guest suite with separate entrance. Upstairs, the secluded primary suite offers fully customized oversized closet, and a spa-like bath. all bedrooms feature en-suite baths, with additional conveniences including a second-floor laundry room. A full walk-out basement with 10-foot ceilings and direct backyard access provides incredible flexibility for recreation or wellness space. Additional highlights include Gas stove, European windows, spray foam insulation, custom millwork and vanities, integrated speaker system, central vacuum. This exceptional home offers the perfect blend of design, function, and luxury in one of Dix Hills' most desirable locations.

4 Woods End Road, Dix Hills

46975 Main Road, Southold
$3,899,000
992332 MLS
A rare opportunity to create a truly bespoke North Fork lifestyle or equestrian estate in the heart of Southold’s celebrated agricultural landscape. Privately set across 45.54 acres, the offering includes 43.7 acres of preserved agricultural land and a separate 1.84-acre residential parcel with development rights intact-an exceptional setting to create a distinctive residence overlooking your own vineyard, with expansive acreage offering tremendous potential for horses and equestrian pursuits. Twenty-five acres of mature vines are complemented by apple, peach and nectarine orchards, berries, and cultivated vegetables, with irrigation and agricultural equipment included. A meticulously maintained 3,600-square-foot Morton building with refrigeration provides valuable infrastructure and potential flexibility for agricultural or equestrian use. Completely secluded, with sweeping pastoral views and beautiful sunsets, this extraordinary property offers the rare freedom to ride, cultivate, entertain, and create a private farm-to-table country lifestyle entirely your own.

46975 Main Road, Southold

2 Bayview Avenue, Shelter Island Heights
$3,895,000
4 Beds ⋅ 7 Baths ⋅ 1059229 MLS
Welcome to 2 Bayview Ave, a stunning modern home nestled in the serene, walkable streets of Shelter Island Heights, NY. This corner lot property boasts an expansive acre of bucolic land, offering a tranquil escape. The exterior of the home features large front and back porches with ample overhangs for three season comfort. Mahogany decking, porcelain tiles, integrated speakers and overhead fans enhance the enjoyment of picturesque surroundings. The raised backyard is a very private sanctuary of its own with a 16 x 40 gunite pool, a cozy cabana and lush greenery, creating an oasis for relaxation or entertaining. Step inside to a spacious open floor plan accentuated by 10-foot ceilings and a stunning 15ft x 20ft custom window wall that bathes the home in natural southern light. Wide-plank light oak flooring and a cohesive palette of contrasting trim elements evoke a Nordic design language throughout. The custom kitchen is a chef's dream, complete with an oversized quartz island, copious storage, a Thermador appliance suite, and a convenient walk-in pantry. The home is designed for comfortable everyday living and effortless entertaining. Down a windowed hall and separated from the entertaining areas of the home, the primary suite on the main level is a haven of comfort, featuring a large walk-in closet and a luxurious bathroom with double sinks on a floating vanity, a private toilet room and multi-fixture wet room. The main level also houses a convenient laundry room, a powder room, extra closets and a versatile bonus space with its own rear-patio entrance and an attached full bathroom. Upstairs, a cozy, windowed loft space overlooks the main living area. A bright hall joins three additional en-suite bedrooms, including a junior primary suite. Each bath boasts fine fixtures and marble work. The finished lower level provides valuable additional space for recreation, a home gym, media room or overflowing living with a full bathroom and walk-out level access to a private covered patio offers endless potential for customization. The property also includes a 3-car garage – a true rarity in Shelter Island Heights – elegantly situated below the sightlines of the home’s main living areas, thus preserving views of the beautifully landscaped surroundings. A secondary driveway that serves the garage features custom board-formed retaining walls, exquisite plantings and warm landscape lighting that add to the property's striking visual impression. 2 Bayview Ave. is more than just a home; it's a lifestyle. It's a place where modern luxury meets the tranquility of nature.

2 Bayview Avenue, Shelter Island Heights

244 N Sea Mecox Road, Southampton
$3,895,000
6 Beds ⋅ 9 Baths ⋅ 1002643 MLS
Welcome to your brand-new Hamptons oasis, just completed and ideally located less than two miles from the Village of Southampton and just minutes from world-class ocean beaches. This thoughtfully designed residence by renowned Architect, Ryan Kesner, offers six bedrooms, seven full and two half bathrooms, and nearly 6,000 square feet of luxurious living space across three meticulously finished levels. Enter through a grand foyer and immediately appreciate the craftsmanship and attention to detail evident throughout. The first floor features an open and airy layout highlighted by a formal dining room, great room, and living room with a propane fireplace. The chef's kitchen is equipped with top-of-the-line appliances and is complemented by a butler's pantry. Additional first-floor amenities include a primary ensuite bedroom, powder room, full bath, and a laundry/mudroom providing access to the attached two-car garage. Three sliding glass doors open to the beautifully landscaped backyard, bringing natural light into the interior while revealing a 20' x 40' heated gunite pool that serves as the focal point of the outdoor living space, seamlessly blending indoor and outdoor living. Upstairs, the expansive primary suite features a fireplace, dual walk-in closets and vanities, a soaking tub, and a private balcony overlooking the grounds-providing a covered terrace below on the poolside patio. Three additional ensuite bedrooms and a versatile bonus space as well as a second laundry room complete this level. The finished lower level is designed for relaxation and recreation, offering a sixth ensuite bedroom, gym, an additional powder room and large media or game room. With its exceptional attention to detail, refined finishes, and ideal proximity to Southampton Village, 244 North Sea Mecox embodies the pinnacle of modern Hamptons luxury living.

244 N Sea Mecox Road, Southampton

1 Acorn Path, Quogue
$3,895,000
3 Beds ⋅ 3 Baths ⋅ 909935 MLS
QUOGUE VILLAGE SOUTH. This sun-filled contemporary home situated on a private 1 +/- acre was meticulously renovated in 2021. A thoughtfully designed floor plan provides 3,500 +/- square feet of open living space, 3 bedrooms, 3 baths and a den. The dramatic open-concept layout is highlighted by expansive skylights that fill the home with natural light. The first floor features a living room with fireplace, a stylish dining area, a sleek eat-in kitchen and comfortable family room, all seamlessly integrated. Walls of sliding glass doors connect the interior to an expansive multi-level wood deck surrounding a heated gunite pool, providing a relaxing indoor-outdoor lifestyle. The first floor also includes two separate bedroom wings; a tranquil primary suite and an additional guest suite with a full bath and adjacent den. Upstairs, a private loft-style bedroom suite features its own deck overlooking the pool, offering an ideal retreat for guests. Additional amenities are a full unfinished basement, a two-car garage, and mature landscaping. Enjoy close proximity to Quogue Village shops, dining and beach - making this a perfect year-round residence or weekend escape.

1 Acorn Path, 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.

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