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$4,988,000
6 Beds 7 Baths 935692 MLS
Modern Luxury to be built in The Gates of Woodbury. Welcome to 7 The Rise, a breathtaking custom-designed residence located in one of Woodbury’s most prestigious and sought-after neighborhoods. Set on a full one-acre property, this custom built masterpiece offers exceptional craftsmanship, refined architectural detail, and a lifestyle of elevated comfort. Inside, you’ll find soaring ceilings, expansive sun-filled living spaces, and 6 spacious en-suite bedrooms, each designed with sophistication and privacy in mind. The heart of the home features meticulously curated custom luxury finishes, from the chef’s kitchen to the spa-inspired baths, creating an atmosphere of effortless elegance throughout. Whether you’re entertaining or enjoying quiet moments at home, the seamless indoor-outdoor flow is unparalleled. The lush, landscaped property showcases a stunning gunite pool, perfect for summer relaxation and gatherings. Additional highlights include a 3-car garage, premium materials, and thoughtfully designed spaces ideal for both everyday living and grand-scale hosting. A rare opportunity to customize a truly extraordinary new construction home by on of Long Island's most distinguished luxury home builders. Located in the award winning Syosset School District.

7 The Rise, Woodbury

$4,980,000
6 Beds 7 Baths 990120 MLS
Is this the Hamptons? It could be—but it’s so much better. Welcome to 1 Pembroke Drive, an extraordinary residence perched at the highest point within the exclusive Legend Beach Club and Marina — a private, gated enclave where North Shore luxury meets coastal serenity. With panoramic views of the Long Island Sound, this completely updated, move-in ready 6-bedroom, 7-bath estate redefines elevated living—quite literally. A private elevator effortlessly connects each level of the home, designed with both elegance and convenience in mind. Inside, refined craftsmanship and thoughtful design converge: a massage room, private gym, billiard room, and temperature-controlled wine cellar offers every amenity imaginable for relaxation and entertainment. Expansive decks and balconies provide front-row seats to breathtaking sunsets, while a pool house and outdoor kitchen frame a private resort-style pool—one of only a select few within the entire community. Set amid the sprawling, meticulously landscaped estate grounds of Legends, residents also enjoy access to a private clubhouse, beach and marina with mooring rights. For the ultimate commuter, reach the city or nearby destinations by boat or seaplane, blending effortless travel with seaside sophistication. Just minutes from Glen Cove’s revitalized downtown and an easy commute to Manhattan, 1 Pembroke Drive offers the best of all worlds

1 Pembroke Drive, Glen Cove

$4,950,000
1029312 MLS
Rare 5.38-Acre Development Opportunity in Sands Point Exceptional land opportunity in the prestigious Village of Sands Point. Situated on 5.38 acres within a 1-acre zoning district, 20 Tibbits Lane offers tremendous potential for builders, developers, investors, or end users seeking a substantial parcel in one of Long Island’s most desirable Gold Coast communities. With its impressive acreage and estate setting, the property offers the opportunity to create a spectacular custom luxury residence or private compound, while builders may explore subdivision and multiple-home development possibilities, subject to Village of Sands Point approvals and all applicable zoning and building requirements. Large parcels of this scale are increasingly difficult to find in Sands Point. Whether envisioned as a magnificent private estate, a long-term land investment, or a luxury residential development, 20 Tibbits Lane represents a rare opportunity to unlock the potential of 5.38 acres in an exceptional location. 5.38 Acres | 1-Acre Zoning | Development Potential | Private Estate Opportunity | Sands Point Village

20 Tibbits Lane, Sands Point

$4,950,000
1024073 MLS
A Once-in-a-Generation Hamptons Bayfront Resort Legacy Estate Looking for the Ultimate Hamptons Bayfront Resort and Waterfront ? Here it is. Presenting an extraordinarily rare, once-in-a-generation Hamptons Bayfront Resort and legacy estate on a spectacular stretch of pristine sandy Bay Beachfront. This exceptionally rare Hamptons Resort property and business opportunity offers six charming cottages with a total of 12 bedrooms, and 6 baths creating the ultimate private retreat, waterfront compound, or income-producing Bayfront business opportunity. A defining feature of this extraordinary offering is the expansive and exceptionally rare private fully equipped with water and electric two dock marina with dockage for up to 10 Boats, plus an additional 4 Jet Skis docks - an unmatched waterfront amenity rarely found in the Hamptons. Enjoy direct access to the open waters of Shinnecock Bay with effortless boating to the Atlantic Ocean. Set on a breathtaking sandy Bayfront Beach with panoramic water views and unforgettable sunrises, this one-of-a-kind waterfront oasis offers endless opportunities for recreation, relaxation, entertaining and business. Whether envisioned as a luxury family estate, boutique waterfront retreat, or premier resort-style business investment, this is a truly irreplaceable offering in one of the Hamptons' most coveted waterfront locations. Rarely does a Hamptons Bayfront business property of this style and scale, flexibility, and boating capacity ever become available.

71 W Tiana Road, Hampton Bays

$4,950,000
5 Beds 7 Baths 1023018 MLS
This contemporary home offers approximately 4890 square feet of living area on 2.03 private waterfront acres with water views, situated on a quiet cul-de-sac. Located in the exclusive Atlantic Yards development, 18 Pine Tree Lane offers an exceptional opportunity to enjoy living in one of Westhampton's premier locations. The open main level welcomes you with a foyer and features four bedrooms, including the primary suite. Each bedroom offers its own bathroom and walk-in closet, and the primary bedroom enjoys beautiful views of the surrounding coastal landscape. The main living area is highlighted by a salon with 20-foot ceilings, a wood-burning fireplace, and arched windows that frame the waterfront setting. A spacious kitchen, TV room, and dining area with glass doors opening to the pool and deck enhance the home's indoor-outdoor living. The second floor features an additional bedroom with a full bath and walk-in closet, a bright dayroom, a half bath, and an interior balcony overlooking the main living area below. The property backs to a scenic bayside landscape and includes a private dock, swimming pool, hot tub, and plenty of outdoor space for relaxing and entertaining.

18 Pine Tree Lane, Westhampton

$4,950,000
4 Beds 5 Baths 1021784 MLS
LUXURY PROPERTY AUCTION: 17–26 AUGUST. Accepting Competitive Bids. A rare turnkey retreat awaits on 1.25 professionally landscaped acres bordering protected nature preserves in Wainscott. Wide-plank white oak flooring flows beneath a clean, modern aesthetic, while every system, from Lutron lighting to five-zone Sonos audio, can be monitored and controlled remotely. Spa-inspired bathrooms reflect a refined European sensibility, and the chef's kitchen anchors expansive entertaining spaces. Three terraces, including a full-length rooftop deck with a wet bar, frame panoramic sunset views, while a Spanish porcelain terrace surrounds a 20' x 40' gunite pool with integrated spa. More than 150 mature arborvitae complete a setting of total privacy. Executed without compromise, this residence delivers architecture, technology, and lifestyle at the highest level.

5 Bark Court, Wainscott

$4,950,000
7 Beds 6 Baths 983952 MLS
Once only every so often does a property with the most desired amenities in the most desired location become available. 45 Southeast Road is that property. Configured as a compound, this extraordinary offering is centered on a sprawling 7079 sf Colonial surrounded by 2.01 lush acres located at the end of a cul-de-sac, with a heated saltwater pool, tennis court and water views across Hempstead Harbor. Classically configured, the home features 7 Bedrooms on the second floor. Its gathering spaces include a large light-filled living room, cozy den with bar, family room adjoining the chef’s kitchen, generous formal dining room and gym/pool cabana. Extras include a large basement, generous 2-car garage, and full-house back-up generator. Membership to the Harbor Acres Association is available with fee ($685) to residents and offers two tennis courts and a private beach with pier, playground, covered dining and seasonal events.

45 Southeast Road, Sands Point

$4,950,000
937405 MLS
Step into a realm of unparalleled beauty and organic excellence at Farrm Wine Vineyard, a testament to over 35 years of dedication, collaboration, and certified organic farming. Nestled in the heart of Long Island, this piece of heaven on earth has been lovingly nurtured by the visionary Rex and Connie Farr, who have poured their hearts and souls into the land for nearly four decades. More than just a farm or vineyard, Farrm Wine Vineyard represents a harmonious union of nature and human ingenuity, where top organic growers from Long Island and beyond have come together in a spirit of collaboration and shared passion for organic farming. The Farrs, true stewards of the land, have created a sanctuary where rescue livestock roam freely, enriching the soil through their natural composting process guided by Rudolf Steiner's Biodynamic principles. In October of 2025, the Farrm Vineyard received the coveted Demeter Biodynamic certification for the entire 32-acre farm, including the 8 acres of grapes. This certification is a direct result of the Farr's 35 years of biodynamic stewardship. With a deep-rooted commitment to certified organic agriculture, the Farrs employ crop rotation, plant cover crops, and follow organic practices to cultivate a diverse array of organic vegetables and herbs that have graced the tables of local restaurants, green markets, and supermarkets for years. In 2005, a portion of the land was placed into preservation, paving the way for the transformation of 20 acres into a premier vineyard. Today, Farrm Wine Vineyard boasts 8 acres of red wine grapes, including the four quintessential Bordeaux varietals - Cabernet Franc, Merlot, Malbec, and Petit Verdot - thriving in the rich, organic-certified soil. The vineyard's dedication to quality and organic excellence has garnered recognition, with their wines earning acclaim for their exceptional taste and purity. As one of the only certified organic vineyards and one of just two Demeter-certified vineyards in New York State, Farrm Wine Vineyard is a beacon of excellence in the world of organic winemaking. Experience the legacy of Rex and Connie Farr, and immerse yourself in the beauty, craftsmanship, and soulful essence of Farrm Wine Vineyard. This is not just a property; it is a living testament to a lifetime of passion, dedication, and unwavering commitment to the land and its bounty." Farrm Wine was created by Rex and Connie Farr, who practice organic/biodynamic farming methods. No chemicals have been used on the farm since 1985. They became the first certified organic and biodynamically farmed (1990) on Long Island. The vineyard was planted in 2005, with four varieties of Bordeaux grapes: 8.5 acres of Cabernet Franc, Merlot, Malbec, and Petite Verdot. The first wines were made from the 2012 harvest, and then only two bottles were made: Farrm Reserve and Farrm Rose. Our wines reflect the quintessential “terroir”, the taste of the North Fork of Long Island, NY Our production methods follow the principles of Rudolf Steiner. Biodynamics is the PHD of organics. Understanding the relationship between the moon and the tides might help us understand some of these principles. (Please see the diagram attached to the listing.) From pruning to harvest, 220 days, 25 jobs, and a lot of luck. We hope to harvest roughly 3 tons per acre. Hand-picked at their peak of ripeness, the grapes are then taken to our winemaker, where the process of de-stemming, maceration, fermenting, and eventually bottling will take place. Every bottle of wine has a story. The 2022 Vintages are the currently available wines. FARRM WINE RESERVE 2022 A masterpiece of complexity and elegance, this full-bodied Reserve dazzles with a symphony of aromas—bittersweet chocolate, ripe plum, aromatic sage, delicate violets, and a whisper of black pepper. Rich, commanding tannins frame each sip, inviting the bold flavors of lamb, duck, or beef Certified organic/biodynamic grown grapes.

156 Youngs Avenue, Calverton

$4,900,000
6 Beds 6 Baths 1018123 MLS
6 Boxwood Way Is a Grand and Magnificent Custom-Built and Designed Home Nestled in A Quiet Cul-de-Sac On A Private Half Acre. Old World Craftsmanship and Uncompromised Design Envelop You From The Moment You Enter the Two Story Grand Entry Foyer. Fine Finishes and Attention To Detail Are Everywhere! The Thoughtfully Designed Floor Plan Offers Spacious and Luxurious Living. This Exceptional Home Offers 6 Bedrooms Each With An Adjoining Bath Curated with Fine Finishes. Soaring Ceilings With Custom Millwork Add To The Allure And Sophistication Of This Beautiful Home. The Gourmet Eat-In Kitchen with Custom Cabinetry, Stone Countertops, Top Of Line Appliances, is a Chef's Culinary Dream! The Kitchen Seamlessly Connects You To A Cozy Family Room With Gas Fireplace. French Doors From The Kitchen and Family Room Lead Outside To A Private Patio, Perfect For Entertaining. The Lush and Professionally Landscaped Grounds Features a Tranquil Koi Pond with Melodic Waterfalls. Main Floor Also Features A Formal Dining Room, Formal Living Room With Hardwood Floors, Floor to Ceiling Windows, Custom Millwork Accented By Carved Crown Moldings. A Three Car Garage Enhance This Home's Appeal -Additional Parking On Circular and Side Driveways. Ascend To The Second Floor On The Grand Custom Staircase Leading To The Bedrooms. The Expansive Primary Suite Is Luxurious and Elegant. Highlights Include a Large Contemporary Bathroom with Walk-in Shower, Double Vanity and Soaking Tub, His & Hers Walk-In Closets, Gas Fireplace, Sitting Area and Attached Office. Four Additional Bedrooms, All with Adjoining Bathrooms, Enhanced With Fine Finishes Add To The Second Floor. The Lower Level Is Completely Finished and Set Up For Entertainment! A Custom Built Bar, Gym Area, Guest Quarters, Family Room, Washer/Dryer Other Features Include: Central Vacuum, 10 Zone Irrigation, Security System, 4 Zone Gas Heat, 4 Zone AC, 2 Washer/Dryer Conveniently Located To LIRR, Premier Shopping & Dining, Proximity To NYC and Major Highways. Appearance: Diamond

6 Boxwood Way, Manhasset

$4,900,000
6 Beds 5 Baths 1003784 MLS
Enter the wrought iron gates, crowned with classic gas lanterns that cast a warm, welcoming glow and along a private drive, Rolling Meadows reveals itself with the quiet authority of architecture built without haste -a classic brick Georgian residence with stately columns and a slate roof, set amid nine-plus acres of gracious formal gardens and mature specimen trees. Inside, wide plank oak floors create genuine character. A sweeping staircase rises from the entry foyer; the living room and imported Filipino mahogany-paneled library each offer wood-burning marble fireplaces; the formal dining room features a distinct china showcase; and the chef’s kitchen — with its substantial center island and adjoining breakfast room — is designed for both daily living and entertaining. The principal suite is positioned on the main floor, offering exceptional privacy, generous dressing, and a unique ensuite bath. A first-floor guest suite, three additional second floor bedrooms, a substantial bonus room and a three-car attached garage complete the residence. The grounds are as fully realized as the interiors. An Innocenti and Webel pool and dedicated pool house provide an effortless setting for outdoor entertaining. The equestrian facility comprises a seven-stall barn, multiple paddocks and on-site staff quarters. The serious equestrian infrastructure is complemented by a three-car attached garage. There are two additional outdoor garages on the estate. Rolling Meadows is that increasingly rare proposition: a fully equipped country estate where architectural pedigree, equestrian infrastructure, and the warmth of a well-appointed home meet without compromise. A property of this character is best understood in person.

550 Chicken Valley Road, Locust Valley

$4,900,000
895609 MLS
Step into the heart of North Fork wine country with the rare opportunity to own Osprey’s Dominion, an award-winning, fully operational winery and vineyard with a celebrated brand and loyal following. Perfectly positioned along the highly visible Main Road (Route 25) in Peconic, this landmark estate combines prime location, modern facilities, and limitless growth potential. Spanning over 50 acres, the property includes a 4.46-acre winery parcel with development rights intact and an additional 46.36 acres of vineyard with 34.5 acres under vine. The estate features approximately 19,500 square feet across three primary buildings, including a beautifully appointed tasting room with seating for more than sixty guests, cocktail capacity exceeding one hundred, and an expansive outdoor patio overlooking the vines. The winery itself houses a temperature-controlled production facility with fermentation cellar, bottling line, and laboratory, while the barrel and storage building provides over 8,000 square feet of climate-controlled space for aging and inventory. The setting is as breathtaking as it is functional, with panoramic vineyard views, manicured lawns, and a blend of rustic charm and refined elegance that makes the property a sought-after destination for wine enthusiasts, weddings, corporate events, and private celebrations. Outdoor features include a pergola-covered patio bar, gazebo, and multiple gathering spaces designed to enhance the guest experience. The sale includes the Osprey’s Dominion brand, extensive winemaking and agricultural equipment, and existing inventory, ensuring a seamless transition for a new owner. With a loyal customer base, a wine club of hundreds of members, and a certified sustainable harvest underway, the vineyard is positioned for continued success. This is a rare chance to acquire a turnkey winery in one of New York’s most vibrant wine regions. Whether you are an experienced vintner or an investor seeking a marquee North Fork asset, Osprey’s Dominion offers unmatched prestige, proven operations, and boundless potential.

44075 Route 25, Peconic

$4,900,000
896328 MLS
Step into the heart of North Fork wine country with the rare opportunity to own Osprey’s Dominion, an award-winning, fully operational winery and vineyard with a celebrated brand and loyal following. Perfectly positioned along the highly visible Main Road (Route 25) in Peconic, this landmark estate combines prime location, modern facilities, and limitless growth potential. Spanning over 50 acres, the property includes a 4.46-acre winery parcel with development rights intact and an additional 46.36 acres of vineyard with 34.5 acres under vine. The estate features approximately 19,500 square feet across three primary buildings, including a beautifully appointed tasting room with seating for more than sixty guests, cocktail capacity exceeding one hundred, and an expansive outdoor patio overlooking the vines. The winery itself houses a temperature-controlled production facility with fermentation cellar, bottling line, and laboratory, while the barrel and storage building provides over 8,000 square feet of climate-controlled space for aging and inventory. The setting is as breathtaking as it is functional, with panoramic vineyard views, manicured lawns, and a blend of rustic charm and refined elegance that makes the property a sought-after destination for wine enthusiasts, weddings, corporate events, and private celebrations. Outdoor features include a pergola-covered patio bar, gazebo, and multiple gathering spaces designed to enhance the guest experience. The sale includes the Osprey’s Dominion brand, extensive winemaking and agricultural equipment, and existing inventory, ensuring a seamless transition for a new owner. With a loyal customer base, a wine club of hundreds of members, and a certified sustainable harvest underway, the vineyard is positioned for continued success. This is a rare chance to acquire a turnkey winery in one of New York’s most vibrant wine regions. Whether you are an experienced vintner or an investor seeking a marquee North Fork asset, Osprey’s Dominion offers unmatched prestige, proven operations, and boundless potential.

44075 Route 25, Peconic

$4,895,000
6 Beds 7 Baths 980917 MLS
Privacy Abounds! Finally the exclusive private setting you have been waiting for. Enjoy this hard to find pristine South of the Highway location. Set on what was one of a nearly 4-acre parcel, is a brand new exceptionally detailed estate & Exceptional value. The remaining nearly three creekfront acres have been purchased by Preservation. The owner of this home buys one acre and enjoys the three additional to the rear eternally preserved. The Hampton's the way it used to be and it's brand new. Located on prestigious Jagger Lane, a quiet tree-lined street founded by one of WH's oldest families, perfect for long summer walks, bicycling, minutes to WHB's newly remade village, and miles of pristine Ocean beaches on Dune Road. The perfect launch pad for summer forays to North Fork wineries, Montauk and more, all while remaining the most convenient Hampton. No long traffic lines to get to your place in the sun. This magnificent home sits high and dry, nicely 22' above sea level requiring no flood insurance whatsoever. Solar Powered Tesla electric, ultra efficient Bosch heat pumps and central air. This is a perfect spot for extended family time and more. This home has too many upgrades to list. But will try.. To start, this home has three exceptionally constructed levels with open floor plan, high ceilings, a two-story grand entry and great room, looking out onto a 44'x 20' Gunite, salt water, heated pool with sun shelf and hot tub, Pentair multicolor lighting and equipment, marble patio, and exceptionally well built, All season pool house with tiled floors, bath, wet bar, patio doors and covered porch for lounging, abutting a 3 acre rear preserve. Bring the reserve Merlot and start enjoying the best of this tranquil setting. To the south is a long driveway, room for 6 to 8 cars, a 2-1/2 car garage with smokey glass insulated doors, epoxy floors, entry into the homes south side mud room, powder room & pantry. The front, rear and lower level entries all have marble patios, Anderson A-series windows & doors. Inside find Select, Rift and Quartered white oak flooring, vaulted ceilings, a grand entryway flowing seamlessly into light filled rooms, French doors to the rear for added light, Floors connect effortlessly with open, beautiful white oak & stainless stairs & railings. No East End home would be complete without a full ensuite Jr. Master on the main floor. Nicely decorated, walk in closet, stackable laundry & bathroom with double sink. Want for nothing! Chef's kitchen is breathtaking, with a waterfall edge Center Island, Sub Zero, Wolf range, wall ovens & microwave, Cove dishwasher, Stainless Farm sink, Kohler fixtures, an abutting light filled Breakfast room with its own door to the rear, and adjacent (dual door) walk in pantry. Dining room flows seamlessly into all rooms with contemporary styled oversized doorways, light filled windows and convenient wet bars. Tastefully furnished with designer dining set and lighting. Living room is warm and accessible with gas fireplace, double doors to the patio and open to the great room and kitchen. Great room has 23' soaring light filled ceilings and awaits your designers touch. Exceptional upper level master suite. Nicely separated by an open breezeway over to laundry room, three additional bedrooms, a bonus room, & well designed ensuite baths. Master/Primary has a raised ceiling, designer bath, two walk-in closets, Ipe deck overlooking rear yard, pool and preserve. Lower level stunner with high ceilings, polished concrete floors, oversized egress windows, double doors to marble patio, walk up to rear yard and pool area. There is a room, near the walk-out doors just below the above breakfast room that is ready for your future Sauna or Wine Room. Also, multiple closets, utility rooms and a trendy full bath. The open living area is your blank canvas. Fitness, Movie or Game room etc. Time to be in for the season.

69 Jagger Lane, Westhampton

$4,888,888
6 Beds 7 Baths 978425 MLS
Discover one of North Syosset’s most exceptional new construction residences. Privately situated at the end of a cul-de-sac, backing untouched preserve and surrounded by nearly two secluded acres, this home offers a rare combination of privacy, architectural scale, and modern luxury. Offering approximately 10,800 total square feet, including a full finished basement, with 7,800 square feet above grade, every detail has been thoughtfully designed for both everyday living and grand entertaining. Features include: • 6 Bedrooms • 6.5 Bathrooms • Full Finished Basement • Multiple Laundry Rooms • 4-Car Garage At the heart of the home is a spectacular sun-filled great room, thoughtfully designed for both elegant entertaining and comfortable every day living, with peaceful views of the surrounding natural landscape. A rare opportunity to own a newly constructed home in one of Long Island’s most sought-after communities. Proof of funds required

541 Split Rock Road, Syosset

$4,859,000
6 Beds 9 Baths 894800 MLS
Luxury New Construction at its finest! Located in coveted Nassau Point and situated on nearly two verdant acres, this stately 8,500+ sq. ft. home features three-levels of meticulously crafted living space. The impressive entry foyer immediately sets the tone for grandeur with front to back living room doors, tasteful herringbone oak floors, 10' ceilings, custom mill work and views beyond of the patio through a wall of glistering glass. The lavish designer kitchen showcases a 9' island, Sub-Zero & Wolf appliances, 2 Bosch dishwashers, 3 wine fridges, and a 7x14 cleverly hidden walk-in pantry. Adjacent to this open floor plan is the dining area and the great room with statement gas burning fireplace and floor to ceiling windows and doors accessing over 1,000 square feet of covered and uncovered stone patios. There are six ensuite bedrooms all with radiant heated bathrooms including 2 Primary suites. One is conveniently located in a separate wing on the first floor and the second is located upstairs - boasting a spa-like bathroom and a private 400 square ft. covered terrace. The sun-drenched lower level offers walk-out access to the rear property including an outdoor shower and 18x36 saltwater pool. There is also ample room for tennis courts. The lower level serves as a cabana area with a recreational room and beverage center, gym area, sauna and bonus rooms providing the ideal space for a home theater and wine cellar. Additional features include a whole house generator, a 30X60 stand up attic plus a 3 car garage. This is more than a home - it is a lifestyle. Enjoy multiple expansive sandy beaches just a stone's throw away and all the North Fork is so well known for - vineyards, world class dining, boating, farms and more.

3360 Wunneweta Road, Cutchogue

$4,829,000
5 Beds 4 Baths 1016783 MLS
Welcome to this picture-perfect Colonial, beautifully set on a manicured property in the heart of the Village of Plandome. A charming front porch provides the perfect introduction to this elegant 5-bedroom, 4 bath residence, thoughtfully designed for both comfortable everyday living and effortless entertaining. A stunning double sided fireplace connects the formal living room and expansive family room, creating warm and inviting spaces for everyday living and entertaining. The renovated chef's kitchen features a dramatic 10-foot quartz island, concrete perimeter countertops offering abundant workspace, premium stainless-steel appliances and quality finishes. A formal dining room and mudroom with radiant heated floors complete the main level. A luxurious primary suite serves as a private retreat, complete with a spa-inspired bath, multiple walk-in closets, an adjoining office or fitness room and a private balcony overlooking the backyard. Four additional bedrooms, 2 full baths and laundry room complete the space. Outside, the expansive private backyard is a true oasis, featuring a sparkling in-ground pool, two patios and mature landscaping that creates a serene, resort-like atmosphere. This inviting retreat offers ample space for outdoor dining, lounging, and enjoying warm summer days. Combining timeless colonial charm with modern amenities and exceptional outdoor living, this special Plandome Village home offers the perfect blend of elegance, comfort, and privacy. With close proximity to Plandome Train Station parking and the Plandome Field & Marine tennis courts & beach/mooring (available with additional fees), and the Village Green.

77 Brookside Drive, Manhasset

$4,800,000
1029196 MLS
LOCATED ON ONE OF NASSAU COUNTY'S MOST RECOGNIZED COMMERCIAL CORRIDORS, 220 OLD COUNTRY ROAD PRESENTS A RARE VALUE-ADD INVESTMENT OPPORTUNITY IN THE HEART OF MINEOLA. THIS WELL-MAINTAINED 13,000-SQUARE-FOOT POFESSIONAL OFFICE BUILDING COMBINES STABLE-IN-PLACE INCOME WITH SUBSTANTIAL UPSIDE THROUGH LEASE ROLLOVER AND THE LEASE-UP OF MULTIPLE VACANT SUITES. THE BUILDING HAS BENEFITED FROM SEVERAL MAJOR CAPITAL IMPROVEMENTS, INCLUDING TWO RECENTLY INSTALLED ROOFTOP HVAC UNITS AND A NATURAL GAS BOILER APPROX 6 YEARS OLD, REDUCING NEAR-TERM CAPITAL EXPENDITURE REQUIREMENTS. THE SECONG FLOOR, COMMON AREAS, AND RESTROOMS WERE RENOVATED APPROXIMATELY EIGHT YEARS AGO, CREATING A MODERN AND PROFESSIONAL ENVIRONMENT FOR TENANTS AND VISITORS ALIKE. THE PROPERTY IS FURTHER ENHANCED BY ITS SOLID BRICK EXTERIOR, PROVIDING LONG-TERM DURABILITY AND LOW MAINTENANCE OWNERSHIP. SITUATED ALONG HEAVILY TRAVELED OLD COUNTRY ROAD, THE PROPERTY ENJOYS EXCEPTIONAL VISIBITY AND CONVENIENT ACCESS TO MINEOLA, GARDEN CITY, MAJOR HIGHWAYS, THE LONG ISLAND RAIL ROAD, NASSAU COUNTY OFFICES, NYU LANGONE HOSPITAL-LONG ISLAND, AND NUMEROUS LEGAL, MEDICAL, AND PROFESSIONAL BUSINESSES. THE CENTRAL LOCATION MAKES IT AN ATTRACTIVE DESTINATION FOR A WIDE VARIETY OF OFFICE USERS.

220 Old Country Road, Mineola

$4,800,000
4 Beds 5 Baths 1024341 MLS
Welcome to 28 Whitney Circle, a breathtaking custom brick Colonial built in 2013 to the highest standards of modern engineering and timeless luxury. Nestled in Glen Cove’s exclusive Whitney Estates, this younger estate offers majestic water views of the Long Island Sound and perfectly balances master craftsmanship with turn-key modern convenience. Pass through the magnificent, bespoke Mexican wrought-iron entry doors into a grand foyer that sets a tone of true elegance. Throughout the sweeping living spaces, your eyes will be drawn to the intricate, hand-crafted Pakistani plasterwork and soaring ceilings. The home features gleaming, exquisite Brazilian Rosewood flooring that flows effortlessly from room to room, bathed in natural light pouring through premium Andersen windows. The gourmet chef's kitchen is anchored by hand-selected granite countertops and top-of-the-line appliances. Step outside into your ultra-private backyard oasis, complete with a resort-style private saltwater pool, perfect for summer entertaining against the backdrop of coastal breezes. Equipped with a private elevator and unparalleled architectural integrity, this Gold Coast sanctuary offers an unmatched modern lifestyle of privacy and sophistication.

28 Whitney Circle, Glen Cove

$4,800,000
5 Beds 4 Baths 1007669 MLS
Held by a single family for nearly a century, 90 Peconic Avenue carries the kind of history that can't be manufactured - a deep sense of place, of summers lived well, of a waterfront that has remained unchanged while the world around it evolved. Custom built by Reich Eklund in 1985 and thoughtfully maintained, this classic Shelter Island shingled beach house sits on a level acre along one of the Island's most coveted stretches of waterfront -190 feet of Silver Beach shoreline, fully bulkheaded, with a private dock and unobstructed sunset views that define the property at every hour. Deceptively generous in scale, the five-bedroom, 3.5-bath residence features an open floor plan with every room oriented toward the water. two en-suite bedrooms, one on each floor. A full waterside balcony. Two-car attached garage. Full basement with poured concrete foundation. Mature landscaping on all sides for privacy. The expansive side lawn is often mistaken for a separate lot and offers room for an accessory structure. Architectural Renderings available upon request illustrating pool placement and the full potential of this property, making this one of the rare waterfront opportunities with meaningful room to grow. A chance to own a piece of Shelter Island's story.

90 Peconic Avenue, Shelter Island

$4,799,000
4 Beds 5 Baths 1013267 MLS
Nestled On A Private Harborfront Setting In The Coveted Strongs Neck Enclave Of Setauket, This Exceptional Custom Residence Offers The Perfect Blend Of Timeless Coastal Elegance, Modern Luxury, And Breathtaking Water Views of Port Jefferson Harbor And The Long Island Sound. Rebuilt And Meticulously Renovated In 2022, This Home Spans Approximately 5600 Square Feet And Showcases Superior Craftmanship, Sophisticated Finishes, And An Effortless Indoor-Outdoor Lifestyle. A Grand Entry Introduces Beautifully Appointed Living Spaces Highlighted By Soaring 10 Foot Ceilings On First Floor, 9 Foot Ceilings On Second Floor, Custom Coffered And Tray Ceilings, And Abundant Natural Light Throughout. The Gourmet Chef's Kitchen With Quartz Countertops And A 14 Ft. Island Serves As The Heart Of The Home, Complemented By A Full Walk-In Pantry And Seamless Flow To Formal And Informal Entertaining Areas. This Residence Features 4 Spacious Bedroom En-Suites And 4.5 Luxurious Bathrooms, Including A Stunning Primary Suite With Spa-Inspired Bath And Radiant Heated Floors. Thoughtfully Designed For Modern Living, The Home Offers Both First And Second Floor Laundry Rooms, Providing Convenience And Flexibility For Family And Guests Alike. Additional Expansion Opportunities Abound With An Unfinished Third Floor Of Approximately 850 SF, Complete With A Full Staircase, And Access To A Spectacular Widows Walk Offering Panoramic Harbor Views. The Lower Level Encompasses Impressive 12 Ft Ceilings, Outside Entrance, And Additional Unfinished Space Ready For Customization. Outside, Resort-Style Amenities Create A Private Waterfront Retreat. Enjoy The Saltwater Pool, Deck, And Professionally Landscaped Grounds. There Is A Full-House Generator, New Cesspools And Drywells, And Premium Lead-Coated Copper Gutters And Leaders. Enhancing The Property's Exceptional Waterfront Appeal Is An APPROVED NYSDEC PERMIT For A Private DEEP WATER Dock Accommodating A 40 Foot Boat. This Offers A Rare Opportunity With 40 Feet Of Water Frontage And Direct Water Access To Enjoy Boating, Kayaking, Paddleboarding, And The Unparalleled Lifestyle That Accompanies Direct Harborfront Living. Situated On A Private Cul-De-Sac And A Prized Harborfront Parcel With Captivating Water Views And A Serene Coastal Atmosphere, This Remarkable Property Presents A Rare Opportunity To Own A Luxury Waterfront Residence In One Of Long Island's Most Prestigious And Sought-After Communities!

7 Preston Lane, E. Setauket

$4,799,000
6 Beds 6 Baths 828641 MLS
Just completed and eagerly awaiting her new owner. No detail has been spared in this thoughtfully designed and superbly executed home. The workmanship and finishes throughout the house exude that creative combination of modern and classic. Encompassing 4815 square feet of quality living space are 6 bedrooms and 5 1/2 baths including two primary bedroom options on both the main and second level. The focus of the main level is the true great room, high ceilinged, flooded with light, yet cozied when you simply want an evening nestled by the masonry fireplace. All ultimately leading into the sensational kitchen with serious custom workmanship, stone countertops and top of the line Thermidor Appliances. No need for a formal dining room? It easily becomes a private den or singular office space. Baths with custom tile have that spa like feel A spacious butler's pantry with coffee bar is just off of the kitchen. On the upper level, in addition to one of two primary bedrooms and two additional ensuite bedrooms, there is a spacious multi use open loft/den with a balcony overlooking the gunite pool with spa. The lower level is finished with ample light and easy outdoor access, providing a spacious recreation area for those hanging out days or the more studious gym/yoga activity, Outdoor landscape is being completed and will be fully realized as the next few weeks bring spring. In addition to the gunite pool and spa, the welcome surprise is the fully packed chef's quality outdoor kitchen and the man made pond is a hidden gem of natural beauty. The quiet street is a cul de sac with no thru traffic, nestled in the convenient yet peaceful Village Fringe location minutes from Ocean beaches and Village excitement, or simply when you need to zip into town for provisions and then readily return home to your private sanctuary.

46 Towhee Trail, East Hampton

$4,795,999
11 Beds 14 Baths 1016829 MLS
A truly extraordinary opportunity to create one of Brookville's most distinguished private estates. Nestled on an expansive 15-acre parcel in the prestigious Village of Old Brookville, this remarkable property offers an unparalleled setting on one of the area's most coveted and desirable streets. Plans envision a magnificent 22,000-square-foot luxury residence thoughtfully designed to blend timeless elegance with modern sophistication. Surrounded by mature landscaping and serene natural beauty, the estate offers exceptional privacy while remaining conveniently located near renowned schools, country clubs, fine dining, and major transportation routes. A picturesque private pond serves as the centerpiece of the grounds, creating a tranquil and captivating backdrop for the future residence. The vast acreage presents limitless possibilities for world-class amenities, including formal gardens, resort-style outdoor living spaces, recreational facilities, and equestrian pursuits. Rarely does an offering of this caliber become available—a unique chance to build a legacy estate tailored to your vision in one of Long Island's most exclusive enclaves. An exceptional canvas upon which to create a truly iconic residence

1 Penny Pond Court, Old Brookville

$4,795,999
1016857 MLS
A truly extraordinary opportunity to create one of Brookville's most distinguished private estates. Nestled on an expansive 15-acre parcel in the prestigious Village of Old Brookville, this remarkable property offers an unparalleled setting on one of the area's most coveted and desirable streets. Plans envision a magnificent 22,000-square-foot luxury residence thoughtfully designed to blend timeless elegance with modern sophistication. Surrounded by mature landscaping and serene natural beauty, the estate offers exceptional privacy while remaining conveniently located near renowned schools, country clubs, fine dining, and major transportation routes. A picturesque private pond serves as the centerpiece of the grounds, creating a tranquil and captivating backdrop for the future residence. The vast acreage presents limitless possibilities for world-class amenities, including formal gardens, resort-style outdoor living spaces, recreational facilities, and equestrian pursuits. Rarely does an offering of this caliber become available—a unique chance to build a legacy estate tailored to your vision in one of Long Island's most exclusive enclaves. An exceptional canvas upon which to create a truly iconic residence.

1 Penny Pond Court, Old Brookville

$4,790,000
7 Beds 7 Baths 1002487 MLS
Privately set behind a long driveway in the prestigious Village of Kings Point, this exceptional one-acre contemporary estate offers refined luxury, modern design, and serene Manhasset Bay water views. With approximately 6,900 square feet of living space, the residence features 7 bedrooms, 6.5 bathrooms, a 4-car garage, and a massive open basement with endless potential. A dramatic double-height entry foyer welcomes you with direct water views and abundant natural light. The main level offers an open, seamless layout connecting the chef’s kitchen, dining area, living room with fireplace, family room, laundry room, and one bedroom. Expansive windows, skylights, and high-quality glass elements create a bright, airy atmosphere while capturing beautiful views from multiple angles. At the heart of the home is a showpiece chef’s kitchen, where sleek European design meets exceptional performance. Custom cabinetry by renowned German brand Leicht is paired with state-of-the-art Gaggenau appliances, delivering elegance, precision, and professional-grade functionality. The home has undergone a comprehensive top-to-bottom transformation, including brand-new electrical and plumbing systems, newly installed windows, and a six-zone air conditioning system for year-round comfort and efficiency. The second-floor primary suite is a private retreat, featuring direct water views, a private balcony, a large walk-in closet, bespoke wardrobe cabinetry, a spacious sitting room, and a luxurious primary bathroom. Additional walk-in closets are finished with imported stone-texture doors, adding understated sophistication throughout. The exterior is clad in premium natural timber siding by Spain’s Parklex Prodema, creating a warm architectural aesthetic with exceptional durability and low-maintenance performance. The front of the property enjoys tranquil Manhasset Bay views, while the rear opens to a private, forest-like setting. The landscaped grounds are adorned with a curated collection of mature and rare plantings, including Japanese maple, cherry blossom trees, cedar, and other valuable species, creating a dynamic, seasonally evolving garden. A rare offering in one of Long Island’s most coveted North Shore enclaves, this Kings Point estate delivers privacy, luxury, water views, and exceptional modern living.

369 E Shore Road, Great Neck

$4,750,000
5 Beds 8 Baths 1009662 MLS
Located in the heart of Westhampton Beach Village, this extraordinary 9,500-square-foot estate is set on 1.20 beautifully landscaped acres, offering a rare blend of historic grandeur, modern comfort, and the quintessential Hamptons lifestyle. Rich in character and timeless elegance, the residence is introduced by a grand foyer that immediately sets the tone for the home's impressive scale. Beyond, an oversized historic ballroom serves as the centerpiece of the estate, featuring soaring ceilings, a wood-burning fireplace, floor-to-ceiling windows, and custom built-in bookshelves. Originally dating to the 1800s, this remarkable space is steeped in history and craftsmanship, with rich walnut millwork and architectural details that make it truly exceptional. Evoking the glamour and sophistication of the Great Gatsby style, the ballroom is an extraordinary setting designed for unforgettable entertaining and effortlessly accommodating everything from intimate gatherings and elegant dinner parties to grand-scale celebrations and lavish soirees. The main level offers a spacious living area, billiard room, full bath, an additional living space complete with a kitchenette and bar and a bedroom with en suite bath. An oversized formal dining room and separate breakfast area provide exceptional settings for hosting, while the den/great room, anchored by a wood-burning fireplace, creates a warm and inviting retreat. The chef's kitchen is appointed with granite countertops, maple cabinetry, an induction oven, and stainless-steel appliances. A laundry room and powder room complete the first floor. The second level is thoughtfully arranged into two distinct wings. The west wing guest quarters feature an own foyer leading to a full bath, sitting area, and bedroom. This wing also includes an office opening to an own balcony overlooking the beautifully manicured grounds, along with a sitting room, full bath, additional bedroom, and balcony access. The main second-floor wing showcases an expansive primary suite designed as an inclusive sanctuary, featuring a spacious sitting room, wood-burning fireplace, walk-in closet, spa-inspired bath, and a dramatic spiral staircase leading to a lofted retreat. An additional office completes this wing. A second primary suite offers its own sitting area and en suite bath, providing luxurious accommodations for all. Blending timeless Hamptons elegance, architectural character, and exceptional scale for both grand entertaining and private living, this distinguished estate presents a rare opportunity to own one of the area's most unique residences. Nestled among mature specimen trees and picturesque landscaping, the property also features a 20' x 40' in-ground pool, creating a tranquil resort-like setting for relaxation and entertaining. Set within one of Westhampton Beach’s most desirable locations, moments from renowned beaches, acclaimed dining, and boutique shopping, the property embodies the very best of Hamptons living.

45 Beach Lane, Westhampton Beach

$4,750,000
4 Beds 3 Baths 995659 MLS
688 Dune Road offers a rare bayfront setting in Westhampton Dunes with some of the most sought after views along Dune Road. From the moment you enter, open water vistas take center stage, with sunsets that become part of the everyday experience. This 4 bedroom, 3 bathroom home is offered turnkey and ready for immediate enjoyment. The chef's kitchen has been renovated and stands apart, featuring Wolf, Sub Zero, and Miele appliances, electric cabinetry, custom temperature controlled wine storage, and clean, modern finishes. Outdoor living is thoughtfully designed. The spacious deck includes a covered dining area with an overhead electric heater and retractable sun shades, creating a setting that works from day into evening. The gunite double edge infinity pool is positioned to blend into the bay, giving a seamless connection to the water. Ocean beach access is located directly across the street, offering the convenience of both bayfront and ocean enjoyment in one setting. A rare bayfront offering defined by its views, setting, and ease of use.

688 Dune Road, Westhampton Dunes

$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

$4,750,000
8 Beds 9 Baths L3526074 MLS
Elegance Meets Modern Comfort in This Waterfront Compound Estate Elegance meets modern comfort at this waterfront compound, Discover a glimpse into another era at this rare western-facing waterfront estate that effortlessly marries the sophistication of the Victorian era with the luxury of modern living. Tucked away in the charming town of Center Moriches, this majestic property spans 6.3 acres and boasts an impressive 415 feet of new bulkhead with a deep water dock. A landmark in its own right, this estate was built in the 1890s by Captain Joseph Hastings and includes a 6,000+ square foot main house, private saltwater pool, hot tub, and pool house, a newly rebuilt carriage house, with 1800 square feet which has two bedrooms and three baths. This unique, gated estate compound offers, magnificent sprawling grounds with mature specimen plantings. Fully restored and updated in 2004 with modern conveniences, the main house features six bedrooms, each with water views, Five full bathrooms, five fireplaces, a formal dining room, living room, parlor, chef's kitchen, and an enclosed sunroom that brings in the sounds of summer. There is a second-story mahogany sun deck overlooking Senix Creek affording stunning views. A Redwood paneled pool house overlooks the 30' x 50' salt water gunite pool surrounded by patios and high hedges allowing for complete privacy. Not to be overlooked, there is a separate two-story carriage house that hosts two bedrooms, three bathrooms, a living room, a den a dining room, and a kitchen, plus a two-bay garage. Just 60 miles from Midtown Manhattan, this rare offering awaits beyond a gated entrance and a 1,000' long estate driveway. Do not miss this opportunity to own a piece of history. it is truly an Oasis of Tranquility., Additional information: Appearance:great,Interior Features:Guest Quarters

104 Union Avenue, Center Moriches

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