ML# :873824   BEAUTY AT A GLANCE: Whether you’re looking for a peaceful retreat, a platform to build something meaningful, or a flexible space that blends both — this estate offers the freedom to live your vision. Rooted in history, surrounded by nature, and ready for what’s next, it’s not just a place to own — it’s a place to belong. WHO IT’S MEANT FOR: a) The Private Visionary Your own riverfront retreat, where the world slows and peace of mind catches up. This is for the one seeking privacy without distance — Live in quiet elegance. Relax in the Manor. Ride horseback. Hike through the trees and meadows. Harvest fresh eggs or wildflowers. Host friends...Or don’t. Create and enjoy your own vision. b) The Entrepreneur A brand-scape awaits, already seeded. If you dream in ventures — this is your moment. The estate represents three creative brands in both the virtual and physical world, with operational frameworks, and narrative assets. Explore. Launch a boutique retreat, intimate club, regenerative farm-stay, seasonal experiences, gaming preserve, or immersive wellness escapes and more. Everything you need to thrive is already here. c) The Hybrid Steward Live here. Share here. On your terms. Maybe you only need it part of the year — a few seasons to reconnect and recalibrate. The rest, you rent, lease or activate with purpose: culinary weekends, curated workshops, community supported agriculture, intimate gatherings, accommodations, and more. Monetize without commercialization. Share beauty when you are away. On your terms. CLIFF NOTES: Some places you visit. Others you feel. This estate is the latter — a once-in-a-generation, riverfront sanctuary where heritage whispers, imagination lingers, and the land seems to know your name before you arrive. Just one hour from Manhattan, perched above the Nissequogue River and wrapped in the quiet protection of hundreds of preserved acres, this 23-acre venue is more than a property. It’s a living canvas — for those who seek to create, to retreat, to enjoy a legacy. Location: On Site: Nissequogue River Basin 2 Miles: Historic Smithtown Village, Golf 3 Miles: LI Sound, State Park, Railroad 5 Miles: Wineries, Breweries, Museums 6 Miles: Historic Stonybrook Village 9 Miles: Historic Northport Village 10 Miles: Macarthur Airport 11 Miles: Historic Port Jefferson - Ferry 14 Miles: Historic Huntington Village 15 Miles: Ocean, Fire Island, Casino 35 Miles: Hamptons 44 Miles: JFK and LGA Airports 49 Miles: New York City Within 90 Miles: 130+ Golf Courses The Heart of the Estate: The land rolls gently here, opening into meadows, sheltering within woodlands, winding with trails that pull you toward the river’s edge. The views stretch endlessly across the Nissequogue Basin — golden in the morning, sunset hued at dusk. Anchoring the property is a historic 19th-century residence, flanked by vintage barns and stables, echoing a bygone era. With flexible zoning and agricultural rights, the land welcomes possibility. Opportunities like this are rare— not just for the land itself, but for the freedom it offers. Whether your vision is personal, professional, or somewhere in between, this estate is ready to meet you there. The story has deep roots. Now, it’s simply waiting for your exciting chapter. PRIVATE INQUIRIES WELCOME: Current stewards are open to aligned transitions, insight sharing, and vision continuity.

ML# :921535   Welcome to 7 Riverview Terrace, an exceptional waterfront residence. Every inch of this home reflects modern Long Island luxury, designed for those who appreciate architecture, innovation, and tranquility in perfect harmony. With sweeping views of the Nissequogue River and a sense of privacy that feels worlds away, this home defines the North Shore lifestyle at its highest level. From the moment you enter, you sense the difference. White Brazilian oak flooring, radiant heat, and expansive glass design elements create a space that feels both luxurious and livable. A custom glass-walled wine cellar with matching glass flooring showcases craftsmanship that doubles as art. The chef’s kitchen flows effortlessly into the open living and dining spaces, where walls of glass invite in natural light and breathtaking river views. Whether hosting a dinner party or enjoying a quiet morning, every room feels designed for connection and calm.Technology enhances the experience at every turn with CAT 7 wiring, a Wi-Fi 7 whole-home network, and a high-tech security system complete with integrated cameras, motion sensors, and smart-home automation for lighting, temperature, and entry. This home doesn’t just impress visually it performs intelligently.The grounds were designed for both relaxation and entertainment. A heated in-ground pool, surrounded by Nicoloc pavers, retaining walls, and manicured landscaping, offers a private oasis for year-round enjoyment. Multiple balconies and terraces overlook the water, allowing you to take in the sunset from nearly every angle. The exterior pairs stucco siding with architectural lighting and a three-tab asphalt roof, combining durability with timeless appeal. This home combines privacy, sophistication, and convenience. Residents enjoy easy access to Smithtown Landing Golf Course, Sunken Meadow Beach, Stony Brook Village, and the Long Island Rail Road for quick travel to both NYC and the Hamptons. This is a rare opportunity to own a Long Island waterfront home where every element, design, location, and technology works in harmony to create an extraordinary living experience.

ML# :906434   Welcome to 30 Lone Oak Path, a grand haven nestled in the heart of the highly sought hamlet of Smithtown Pines. This exquisite home offers the opportunity for multi-generational living, it is an expansive and distinctively designed custom-built 6500 plus square foot home sits on a one plus-acre lot. Open the double front doors and step into an exquisite open concept first floor grand entry foyer featuring soaring ceilings, and great natural light. The custom kitchen cabinets with LED undermount lighting and stainless-steel appliances are sure to delight any culinary enthusiast. You will be amazed by the expansive living room, dining room, and custom marble fireplace. This stunning home boasts a generous count of 8 large bedrooms and 6 luxurious baths, with the convenience of first-floor laundry, where comfort meets convenience at every turn.This flowing design offers cathedral ceilings, and oversized picture windows with retractable blinds that make this home a symphony of space and light. The wood-burning custom marble fireplace and designer staircase add a touch of elegance while the two dining areas one with a second staircase that leads to the game room are perfect for hosting large gatherings. This home showcases a grandiose primary suite with separate sitting room, fireplace, oversized primary bedroom with barn door sliders and soaring vaulted ceilings, walk in closet, and a spa-like ensuite bathroom. Across the hall, you will find a second primary suite complete with an ensuite bath that is perfect for hosting guests. This home also includes a fully finished basement with a separate entrance, in-law suite with two bedrooms and full bath. Drive up and park on your oversized circular driveway with a two-car garage with additional built in storage closet. . Step outside to discover a private oasis complete with an in-ground pool with new liner, custom-built pool house, and a large patio that sits under a retractable awning. The fenced backyard is an entertainer’s dream, offering a sauna, fire pit, and ample room for outdoor festivities. Complete with separate guest quarters for visitors, an expansive backyard with room to add a tennis court, recreation area or any amenities that you can imagine! This is a rare find and must be seen to be appreciated!

ML# :901347   Welcome to 48 River Heights Dr., a true masterpiece located in beautiful North Smithtown! This luxurious home has been custom-designed, built, and renovated in 2007 and 2025 by the current owner. Luxury and functionality depict this beloved home. This home is turnkey ready and waiting for you to make your cherished memories in this very special home!(5) Bedroom (4) Bath & Office4, 800 SF - IG Pool - Flat 0.52 Acres Chef’s Kitchen (2 dishwashers), Butler’s Pantry, Great Room, Dining Room, Master Bedroom Suite, Laundry Room (2 washers 2 dryers), Office, (3) Custom Baths, Cedar Closet, Newly finished Basement, Hardwood floors throughout, ALL BRAND NEW!! (2025):Brand new driveway with Belgian block apron and edgingPool liner, granite slab pool coping, 24x24 Italian porcelain pavers surrounding pool and walkways, granite slab and cultured stone sitting wall, (3) pier mount lighting fixtures, granite slab gas fire pit, and granite slab stepsFinished basement: wall-to-wall carpet

ML# :886033   Welcome to 40 Friendly Rd. A home that redefines style, comfort, and convenience. This turn-key, fully renovated property combined luxury and functionality flawlessly.The exterior showcases a perfect blend of brick, Azek facade and oversized Andersen windows exuding a modern yet timeless appeal. As you step inside, you are greeted by a two-story entry foyer with a grand chandelier and monorail/glass floating staircase. The open floor layouts on both floors provide a seamless flow from room to room, making it perfect for both entertaining and everyday living. The kitchen is a chef’s dream, featuring custom 3/4 solid white oak and black glass cabinets, custom quartz hood, Viking appliances with a 6-burner stove, and a double island set up. The hidden walk-in butler’s pantry offers plenty of storage and adds a touch of luxury. Kitchen flows into a vaulted ceiling family room with a large concrete fireplace which leads to an oversized Trex deck perfect for outdoor entertaining. The property boasts five bedrooms and three and a half well-appointed bathrooms. Custom millwork throughout with 9 wide plank wood flooring, 6 base moldings and a large wet bar on the first level.The home is equipped with a tankless Navien system and a York HVAC system, ensuring optimal comfort all year round. The meticulously landscaped outdoor area with 9 sprinkler zones and new sod provides a tranquil retreat, perfect for enjoying the outdoors.This home is located close to 347 allowing easy access to all local amenities. Whether you are looking for recreation, shopping centers or dining options, you’ll find it all within easy reach.

ML# :P1439479   Last Home To Be Built In This Cul-de-sac. Rendering/Photo Shown Conveys Craftsmanship of Homes Previously Built. Taxes Are Not Known At This Time. Features Include Hardwood Floors, Granite Kitchen Countertops, Choice Of Cabinets With Dove-Tail Draws & Soft Touch Close, 2 Zone Central Air Conditioning, Colonial Base Moldings & So Much More. Some Optional Features Include Venting Out For Stove, A Fireplace, Tray Ceiling Primary Suite, Shadow-box Molding-- Builder Will Build To Suit- Close Distance To Long Island Railroad, Highways, Shopping And More. No Models Available To Show- Purchaser To Pay Customary Builders Fees. Prices Are Subject To Change-, Additional information: Appearance:To BeBuilt

ML# :894965   Discover refined living in this stunning new 3, 800 sq. ft. Center Hall Colonial, set on nearly an acre in the desirable Smithtown School District. This home blends timeless design with modern luxury—featuring 6-inch hardwood floors, double spray foam insulation, and exceptional craftsmanship throughout. The chef’s kitchen offers an 8-foot island, custom cabinetry, and top-of-the-line Kohler fixtures, opening to spacious living, dining, and den areas. Expansive 4-panel folding doors lead to two rear decks for seamless indoor-outdoor living. Upstairs, enjoy three large bedrooms a junior suite and a luxurious primary suite. Additional highlights include a finished basement, two-car garage, in-ground sprinklers, paver driveway, and meticulous landscaping. A perfect balance of elegance, efficiency, and comfort awaits at 628 Meadow Road.

ML# :P1439480   Serene Location! To Be Built. Please Note That Rendering/Photo Shown Conveys Craftsmanship of Homes Previously Built. Taxes Are Not Known At This Time. Features Include Hardwood Floors, Granite Kitchen Countertops, Choice Of Cabinets With Dove-Tail Draws & Soft Touch Close, 2 Zone Central Air Conditioning, Colonial Base Moldings & So Much More. Some Optional Features Include Venting Out For Stove, A Fireplace, Tray Ceiling Primary Suite, Shadow-box Molding-- Builder Will Build To Suit- Close Distance To Long Island Railroad, Highways, Shopping And More. No Models Available To View- Purchaser To Pay Customary Builders Fees. Prices Are Subject To Change-, Additional information: Appearance:Tbb, Separate Hotwater Heater:Y

ML# :915379   Welcome to 109 Oakside Dr., your dream equestrian retreat, set on 2 scenic acres in the heart of Smithtown. This updated 4-bed, 3.5-bath ranch blends easy single-level living with true equestrian amenities. An eat-in kitchen with granite counters and stainless appliances opens to a spacious family room anchored by a stone fireplace. Throughout the home you’ll find hardwood floors, custom millwork, and recessed lighting.The private main bedroom offers direct access to a low-maintenance Azek deck overlooking a serene backyard with outdoor fireplace, waterfall, and koi pond. A finished basement adds flexible recreation/storage space.For horse enthusiasts: a meticulously maintained barn with 4 heated stalls, tack room, washroom, and hayloft; plus a PVC-fenced paddock with lighting and irrigation for year-round care.Move-in ready and thoughtfully appointed—an exceptional property where comfort, convenience, and equestrian living come together.

ML# :933632   Perched atop a scenic hill in one of Smithtown’s most prestigious enclaves, this architecturally distinctive ranch-style home offers an unmatched combination of total privacy, eco-conscious design, and serene natural beauty. Located within the award-winning Smithtown School District and surrounded by lush woodlands near the Nissequogue River, this exceptional home is a true retreat for those who value tranquility, style, and effortless indoor-outdoor living. From the moment you arrive, the home’s striking exterior, expansive setting, and custom design features signal that this is no ordinary residence. Inside, the open-concept layout is both inviting and impressive, with a peaceful, zen vibe and a bridge over a one-of-a-kind custom koi pond. Soaring vaulted ceilings and radiant heated floors run through the main living areas. Walls of oversized sliding glass doors flood the interior with natural light and seamlessly connect the indoors to a sprawling Trex deck—perfect for entertaining on any scale. Cleverly hidden solar panels provide electricity at almost no monthly cost. At the heart of the home lies a beautifully appointed, modern kitchen featuring quartz countertops, an oversized center island, and sleek custom cabinetry. The space flows effortlessly into the expansive great room, creating a bright and airy living experience that feels both refined and relaxed. A two-sided fireplace enhances both the living and dining rooms. Step outside and discover a true entertainer’s dream: a brand-new resort-style pool with a shallow sun bed lounge area, custom stone fire pit, and a vast deck ideal for hosting gatherings or simply enjoying peaceful mornings. A thoughtfully designed lower level includes a private guest suite with its own full bath and separate above-grade entrance—ideal for extended stays or multi-generational living. A fully equipped gym completes the lower level, with a ton of closets for storage. Propane generator. Unique in every sense, this residence is a rare find—a perfectly curated blend of modern comfort and natural serenity.