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$1,250,000
6 Beds 4 Baths 1021652 MLS
Located in the in a highly desirable area of Smithtown sits this well maintained colonial…. Over 4000 sq ft of living area containing 6 true bedrooms, 3.5 bathrooms, a home office, a formal dining room, guest quarters (bedroom, full bath, living room) with a separate entrance, A sizable sitting room ( 18x25) containing a wood burning fire place, a separate living room and a wonderful screened in patio that can be accessed through the kitchen and the sitting room…. The landscaping of the home is just perfect!! Multiple sitting areas make it easy and fun to enjoy and entertain. A two car garage with electric car charging station, large driveway, close proximity to Town, LI Railroad and major highways just adds more value to this home.

10 Burham Drive, Smithtown

$2,499,000
6 Beds 4 Baths 1019623 MLS
Welcome to 301 Old Mill Road, a masterfully crafted custom-built new construction nestled on a private lot backing directly to protected preserve land, offering exceptional privacy in the heart of Saint James. Designed with extraordinary attention to detail, this exceptional 6-bedroom, 4-bath residence blends timeless architecture with refined modern luxury, showcasing soaring ceilings, elegant living spaces, thoughtfully curated finishes, distinctive copper roof accents, and impeccable craftsmanship throughout. Additional highlights include a gourmet chef’s kitchen and an expansive lower level with 9-foot ceilings and egress, offering endless possibilities. Every detail reflects quality, comfort, and thoughtful design, creating a truly one-of-a-kind home that must be experienced in person. Available color upgrade through builder.

301 Old Mill Road, Saint James

$999,999
4 Beds 3 Baths 1017743 MLS
Nestled on a quiet cul-de-sac, this timeless Colonial offers the perfect blend of comfort, elegance, and privacy. Featuring 4 bedrooms and 2.5 baths, the home showcases warm wood flooring, abundant natural light, and a neutral palette throughout. he spacious kitchen is designed for both everyday living and entertaining, offering granite countertops, stainless steel appliances, ample prep space, and a tiered breakfast bar that keeps family and guests connected. Formal dining and living rooms each feature their own fireplace, creating inviting spaces for gatherings and quiet evenings alike. Outside, the private backyard is a true retreat. Backing directly onto parkland, the property enjoys exceptional privacy and features an inground pool surrounded by wrought iron fencing, beautiful paver patios, and multiple seating areas for relaxing or entertaining. Completing the package are a large garage, generous driveway parking, and storybook style curb appeal that makes a wonderful, lasting first impression.

14 Sandpiper Court, Smithtown

$950,000
4 Beds 3 Baths 1017406 MLS
Nestled on a sprawling and picturesque property in the heart of Smithtown, this whole house renovated in year 2022, 4-bedroom, 3-bathroom residence offers the perfect blend of privacy, space, and country-style living and very close the horse trails at Blydenburgh Park and minutes to Routes 347 & 454. Set on beautifully maintained grounds, the property features its own horse stable and equestrian facilities, making it an exceptional opportunity for horse enthusiasts, hobby farmers, or those seeking a peaceful retreat with endless possibilities. The charming home offers spacious living areas filled with natural light, generously sized bedrooms, and a flexible layout designed for comfortable everyday living. Outside, enjoy expansive open spaces, mature trees, and a tranquil setting rarely found on Long Island. A long private driveway provides ample parking and enhances the estate-like feel of the property. Whether you’re looking to enjoy horseback riding on your own property, simply embrace a lifestyle surrounded by nature, this one-of-a-kind Smithtown offering is not to be missed. Property Highlights: * 4 Bedrooms | 3 Full Bathrooms (2 bedroom 1 full bath on the first floor and 2 bedroom with 1 full bath located on the 2nd floor) * Recent updates: Oil Tank Replacement (2025) , Copper Pipes Installed (2026) * Private Horse Stable & Equestrian Facilities * Expansive Grounds with Open Space * Long Private Driveway with Ample Parking * High-end appliances (Wolf 36” six-burner range with pot filler, 42” paneled Sub-Zero refrigerator/freezer, Bosch ultra-quiet dishwasher, Sharp microwave drawer) * Conveniently Located Near the horse trails at Blydenburgh Park and minutes to Routes 347 & 454, easy access to Major Roadways.

45 Croft Lane, Smithtown

$3,575,000
6 Beds 7 Baths 1014535 MLS
Nestled on two private acres in the Incorporated Village of Nissequogue, this extraordinary estate offers beautifully reimagined living space where luxury, comfort, and timeless design come together. The home underwent a remarkable architectural transformation, completely reimagining the interior and exterior while preserving the character and presence of an established North Shore estate. Every detail was thoughtfully redesigned with an emphasis on exceptional craftsmanship, modern functionality, and elegant living. Rich white oak floors, custom stone surfaces, and exquisite finishes create an atmosphere that is both sophisticated and inviting. Designed for everyday living and exceptional entertaining, the chef’s kitchen features an expansive custom pantry that functions like a second kitchen, built-in wine storage, and a beautifully appointed wet bar. The dramatic great room, highlighted by soaring ceilings and a gas fireplace, serves as the heart of the home, while a separate entertainment room featuring a wood-burning fireplace with easy access to convert to gas provides additional space for gathering and celebrating. Offering six bedrooms and seven baths, including two luxurious suite options with spa-inspired baths, heated floors, generous walk-in closets, and refined finishes, the home provides exceptional flexibility and comfort. A distinctive spiral staircase leads to a charming tower overlooking the estate, creating a truly unique architectural feature. Beautifully integrated infrastructure and modern systems complement the home’s exceptional design, providing the comfort, efficiency, and functionality expected in a residence of this caliber. Outside, a heated saltwater pool with stadium steps and bench seating is surrounded by an expansive paver patio, creating the perfect setting for outdoor entertaining. Mature trees and thoughtfully designed landscaping enhance the privacy and beauty of the level two-acre property. A grandfathered horseshoe driveway with dual Belgian block entrances welcomes you home, a highly sought-after feature in Nissequogue’s renowned horse country. Located less than a mile from two beaches, including one with deeded access, this exceptional property offers a rare opportunity to enjoy luxury North Shore living in one of Long Island’s most renowned communities.

523 Long Beach Road, Nissequogue

$959,990
4 Beds 3 Baths 1015012 MLS
Welcome to this beautifully renovated Splanch. This move-in-ready home has been extensively updated inside and out, offering modern finishes, quality craftsmanship, and exceptional attention to detail throughout. The heart of the home is the brand-new kitchen, featuring new cabinetry, quartz countertops, a subway tile backsplash, stainless steel appliances, and a spacious 7' x 5' center island perfect for entertaining and everyday living. The home offers a versatile floor plan with a welcoming living room, dining room, and a spacious 13' x 20' room with the potential for a 5th bedroom, home office, or recreational space. The 13' x 15' primary bedroom features a brand-new 9.5' x 7' en-suite bathroom complete with a shower. The main bathroom, approximately 9' x 13', has also been completely renovated with beautiful new finishes and fixtures. A convenient half bath is located near the side outside entrance. The second-floor laundry area adds everyday convenience. Additional interior updates include refinished and stained hardwood floors, new interior doors, recessed lighting throughout, and fresh Benjamin Moore paint. Outside, you'll find impressive curb appeal with a new roof, siding, windows, front walkway, front entry door with sidelights, decorative columns, exterior crown molding accents above the windows, and two new garage doors with an opener. Sliding glass doors lead to a covered rear deck, creating the perfect space for outdoor entertaining. Additional improvements include a new central air conditioning system, upgraded electric, in-ground sprinklers, 6-inch gutters in the front, new converters, and an updated shed featuring a new roof, siding, windows, and electric. This truly turnkey home offers the perfect combination of style and comfort.. Just unpack and enjoy! Photos coming soon!!!

3 Barkley Lane, Nesconset

$950,000
4 Beds 3 Baths 1009532 MLS
Welcome to 19 Knoll Lane, Smithtown — Where Comfort Meets Elegance Nestled in the heart of Smithtown, this stunning 4-bedroom, 2.5-bath colonial is the home you've been waiting for. From the moment you step inside, you'll be captivated by the thoughtfully designed layout that perfectly balances everyday living with sophisticated entertaining. The spacious formal living room and formal dining room set the stage for memorable gatherings, while the warm and inviting den offers the perfect retreat for quiet evenings at home. The eat-in kitchen is ideal for casual meals and morning coffee alike. Rest easy knowing you're covered year-round with natural gas heat, central air conditioning, and a security system, ensuring comfort and peace of mind in every season. Step outside and discover your own private paradise. Unwind beneath the charming gazebo, host unforgettable evenings around the built-in fire pit, or simply soak in the tranquility of your beautifully appointed backyard. 19 Knoll Lane isn't just a house — it's the lifestyle you deserve. Don't miss your chance to call this exceptional property home!

19 Knoll Lane, Smithtown

$2,049,000
4 Beds 4 Baths 1014240 MLS
Exceptional Custom Estate in the Heart of St. James Proper, Situated on 1 Acre of Meticulously Maintained & Landscaped Property with a Resort Style Bucolic Yard. A Covered Front Porch leads into a Double Height Entry Foyer. Offering Four Bedrooms, Four Full Baths, a Family Room with Wood Burning Fireplace, Hardwood Floors, Built-ins & Custom Millwork Throughout. Private Den, First Floor Full Bath, Primary Ensuite with Two Walkin Closets, Propane Fireplace, Private Balcony & Custom Private Bath with Shower, Whirlpool Tub, Bidet & More. Three Additional Bedrooms on Second Floor & Brand-New Full Bathroom. Finished Basement 9' Ceilings with Custom Millwork, Outside Entrance, Custom Bar, Office, Full Bath, Movie Theatre & Much More. Bucolic Rear Yard Encompasses a Double Height Paver Patio, Outdoor Kitchen, Rear Awning, 35x35' Saltwater Heated Inground Pool with Waterfall, Covered Entertainment Area, Tennis Court with Pickleball & Basketball. Rear Stadium Lighting, Built-in Fireplace, Elevated Gazebo, Two Car Detached Garage & Rear Pool House Area. Four Car Garage Total. 400 Amp Electric. Two Zones CAC, two 275 Gallon Oil Tank in Basement. Central Vacuum, Low Line Septic, Built-in Fishtank. Mature Landscaping, Landscape Lighting, Architectural Roof, Pool Table & Much More. Must See to Appreciate. All information to be verified independently by Buyer/Agent. Inquire About CO's.

67 Sunny Road, Saint James

$799,000
4 Beds 2 Baths 1013005 MLS
Welcome To 10 Curlin Lane, A Completely Gut-Renovated 4 Bedroom 2 Full Bathroom Colonial Offering The Perfect Blend Of Modern Design, Comfort, And Convenience In The Heart Of St. James. This Stunning Home Has Been Thoughtfully Redesigned From Top To Bottom With Today’s Buyer In Mind. The Brand-New Kitchen Showcases Elegant White Maple Cabinetry With Crown Moulding And Custom Lighting, Sleek Quartz Countertops, A Custom Tile Backsplash, And Stainless Steel Appliances—Creating A Clean, Sophisticated Space Ideal For Both Everyday Living And Entertaining. Throughout The Home, You’ll Find A Seamless Combination Of Large-Format Tile And Rich Hardwood Flooring, Complemented By Recessed LED Lighting That Enhances The Bright, Open Feel. Both Full Bathrooms Have Been Beautifully Customized With Custom Tile And Quartz Finishes, Delivering A Spa-Like Experience. Major Upgrades Provide Peace Of Mind, Including A New Roof, Cedar Shake Vinyl Siding, Windows, 200 Amp Electric Service And New Heating And Cooling HVAC Systems. Additional Conveniences Include A Stackable Washer/Dryer And Flexible First-Floor Bedroom With Generous Closet Space—Perfect For Guests, Home Office Use, Or Multi-Generational Living, And A Finished Lower Level For Playroom, Media Room, Or Creative Space. Step Outside Through Sliding Doors Off The Dining Area To A Convenient Patio And Fully Fenced Quarter-Acre Backyard With Shed, Offering Ample Space For Outdoor Gatherings, Recreation, Or Future Enhancements. A Single-Car Garage Completes The Package. Ideally Located Less Than A Mile From The St. James LIRR Station And Just Minutes From Shopping, Top Tier Dining, And All The Amenities Of The Smith Haven Mall, This Home Delivers Both Lifestyle And Location. A True Turnkey Opportunity—Simply Unpack And Enjoy.

10 Curlin Lane, Saint James

$649,000
3 Beds 2 Baths 1012238 MLS
Welcome to this beautiful, totally renovated expanded Cape offering the perfect blend of style, comfort, and functionality! This move-in-ready home features 4 spacious bedrooms, 2 full bathrooms, and a bright, open layout filled with natural light. The updated interior showcases modern finishes throughout, making it easy to simply drop your bags and move right in. Enjoy a full basement with outside entrance, providing endless possibilities for additional living space, storage, or recreation. Outside, you’ll find a detached 2-car garage, a beautiful, oversized side yard perfect for entertaining, gardening, or relaxing, and plenty of outdoor space to enjoy. A true turnkey home, don’t miss this incredible opportunity! Just unpack and start making memories...

44 Elizabeth Avenue, Smithtown

$1,150,000
5 Beds 3 Baths 1011636 MLS
Nestled on 2.5 private acres in the picturesque Village of Nissequogue, this beautifully remodeled Colonial offers a rare opportunity to enjoy peaceful country-style living with seasonal water views of the Nissequogue River in one of Long Island’s most sought-after communities. This well-maintained home features numerous updates, including a newer roof, siding, driveway, eat-in kitchen, and hardwood flooring throughout the first floor. The interior was freshly painted in March 2026, creating a bright and welcoming atmosphere. The spacious den is highlighted by a cozy wood-burning fireplace with a stove insert, perfect for relaxing on cooler evenings. Updated bathrooms add modern comfort, while the full basement and attached two-car garage provide ample storage and functionality. Enjoy tranquil outdoor living from the rear patio, where partial river views can be appreciated during the summer months. The backyard is surrounded by mature trees, offering privacy, serenity, and a peaceful natural setting. Ideally located near local beaches, hiking and nature trails, fine dining, shopping, and Stony Brook University and Medical Center. This exceptional property combines scenic beauty, modern updates, and convenient access to area amenities. Smithtown Schools

451 River Road, Nissequogue

$1,890,000
4 Beds 3 Baths 1008414 MLS
Welcome to this one-of-a-kind custom estate-quality residence rebuilt in 2018 by a professional contractor as his personal home with attention to detail and premium materials throughout. Situated on a private 1-acre property, this exceptional 4-bedroom, 2 1/2 bath home welcomes you with a striking stone façade and dramatic arched entryway that sets the tone for the extraordinary craftsmanship found throughout. Features include oak hardwood floors, solid hardwood interior doors, custom millwork, marble and tile mosaics, a custom detached 2-car garage with handcrafted garage doors built by the homeowner and features its own electrical panel. The fully finished basement includes an outside entrance, laundry area and epoxy flooring. The large, open kitchen includes custom cabinetry, granite countertops, stainless steel appliances, and custom designed tile work. A breathtaking handcrafted marble fireplace with carved lion statuary serves as the centerpiece of the home and features a heat-circulating system with dedicated venting to the primary suite above. Built with 2x6 construction and blown-in insulation for exceptional energy efficiency, the home was also strategically positioned above grade to promote superior drainage. Smart home features include remote thermostat controls with separate zones in each bedroom and an automatic leak-detection water shutoff system. Extending the living space outdoors, a covered patio overlooks the private grounds and is already pre-wired for cable and has a water line in place, providing a seamless opportunity to create the outdoor kitchen and entertainment area of your dreams. From the handcrafted architectural details to the thoughtful engineering and modern conveniences, no expense was spared in creating this truly exceptional residence. A rare opportunity to own a luxury home unlike anything else on the market.

225 Old Willets Path, Smithtown

$1,699,000
4 Beds 8 Baths 1008427 MLS
Built in 2010 by Quality Features Inc. to a specification meaningfully above the base community standard, this is a 4,610-square-foot colonial on three above-grade levels with a full walk-out basement, three-car attached garage, and a build quality that is visible in every room: oak, marble, and porcelain floors throughout; custom millwork and moldings on every level; Wolf appliances and granite counters in the kitchen; three gas fireplaces, including one anchoring the Lynx outdoor kitchen on the rear terrace; a whole-house generator sized for a home this large; and a residential three-stop elevator serving all levels. The home is fully ADA-compliant and handicapped accessible, engineered into the original build from the foundation up, not retrofitted as an afterthought. The entry foyer establishes the scale immediately — two-story ceiling, custom staircase, hardwood flooring, millwork that carries through the entire main level. The kitchen is organized around Wolf cooking equipment, Sub-Zero-class refrigeration, granite counters, and custom cabinetry built to ceiling height. The rear of the house opens to the pond from the kitchen and main living areas — the sightline was designed deliberately, so the view is part of the daily experience of the home, not reserved for the terrace. Two gas fireplaces on the upper levels; the third anchors the outdoor Lynx kitchen, which turns the rear terrace into a four-season entertaining space with the pond as a backdrop. The lower level is a finished, walk-out floor in its own right. It houses an endless pool and resistance swim system, a dedicated spa room, and a full bathroom — with natural light, grade-level access to the rear yard, and direct sightlines to the pond. This is not a converted storage space. It is a fourth functional level with a specific purpose. Four bedrooms, seven full baths and one half bath. Every bedroom has a private bath. The primary suite is pond-facing on the upper floor. Ten total rooms. The three-stop elevator eliminates the vertical movement problem that makes most three-story homes harder to live in than they look on paper — groceries, luggage, laundry, and daily circulation across levels all become straightforward. The accessible design and flexible floor plan make this home genuinely adaptable across any configuration of use. Hamlet Estates is a gated community of approximately 85 homes with 24-hour guard-staffed entry, a 9,300-square-foot clubhouse, resort-style pool and spa, lighted tennis courts, full fitness center, basketball court, bocce, playground, lakeside putting green, and two community lakes with paddle boats. The pond this home sits on is one of them — a community amenity that 38 Hamlet Woods has exclusive proximity to. HOA common charges apply.

38 Hamlet Woods Drive, Saint James

$1,626,000
5 Beds 3 Baths 1010107 MLS
Nestled at the end of a private long drive shared with only 2 other homes and Not directly on Landing, this magnificent custom brick home offering Luxurious living space on a private 1.2 acre setting. features include a dramatic two-story grand entry foyer with two staircases, soaring vaulted ceilings, gourmet chef's kitchen with cherry cabinetry, granite countertops and Viking appliances, especially including Sub-Zero refrigerator, hardwood floors throughout entire house. Master suite with radiant heated floors, spa-inspired primary suite, and beautiful views of preserved land, Designed for elegant entertaining and comfortable living with vaulted veiling and extra-large windows. Three high ceiling attached car garage with potential for double car lift storage. The full basement features high ceilings and a separate outside entrance, offering excellent potential for recreation, home office, gym, workshop or future finished living space. This exceptional residence combines timeless architecture, privacy. quite and premium craftsmanship.

589 Landing Avenue, Smithtown

$6,400,000
5 Beds 10 Baths 000034 MLS
Waterfront – Set along 243’ of pristine Long Island Sound frontage, this extraordinary waterfront estate offers a truly rare combination of sweeping unobstructed water views, direct access to a sandy beach, and beautifully manicured level grounds with no high bluff — creating an unparalleled coastal setting rarely found on the North Shore. Privately nestled at the end of a private cul-de-sac on 2 lush acres, this over 7,000 square foot custom residence plus an unbelievable entertainment lower level is surrounded by magnificent specimen plantings, manicured gardens, and expansive Ipe Brazilian walnut decking designed to embrace the breathtaking waterfront backdrop from every angle. Nearly every room captures stunning water views, creating a seamless connection to the shoreline while filling the home with natural light and tranquility. Custom built with uncompromising quality and craftsmanship, the residence showcases high-end custom finishes, exquisite detailed moldings, elegant designer touches, and only the finest materials and systems throughout. Sophisticated yet inviting, the home offers an exceptional blend of refined luxury and relaxed coastal living. Every detail has been thoughtfully curated with no expense spared. Designed for both grand-scale entertaining and intimate everyday living, the property offers exceptional indoor and outdoor gathering spaces where unforgettable memories are waiting to be made. Enjoy breathtaking sunsets over the Long Island Sound with unobstructed views stretching to Connecticut, all from the privacy of your own extraordinary waterfront retreat. Ideally located approximately 60 miles from Manhattan and moments from fine dining, shopping, marinas, Stony Brook University, and Stony Brook University Hospital, the property offers a rare blend of private coastal living and everyday convenience A true private oasis, this remarkable estate offers the feeling of being worlds away while enjoying the beauty, serenity, and prestige of luxury waterfront living at its absolute finest.

6 Pheasant Run, Nissequogue

$2,650,000
6 Beds 6 Baths 999556 MLS
SELLER MOTIVATED! Welcome to this exceptional new construction estate nestled on 2 private acres in the heart of Nissequogue, one of Long Island’s most prestigious Gold Coast communities. This stunning residence offers exclusive beach access and is conveniently located just 3 miles from the Saint James and Smithtown LIRR stations, providing easy access to New York City. Designed with timeless elegance and modern sophistication, this custom-built home features a sun-drenched open floor plan with soaring ceilings, oversized windows, wide-plank white oak flooring, graceful arched doorways, and two gas fireplaces adorned with custom stonework. The gourmet chef’s kitchen is the centerpiece of the home, showcasing custom cabinetry, premium Thermador appliances, an oversized center island, a butler’s pantry, and a formal dining room complete with dual wine refrigerators perfect for entertaining on any scale. Offering 6 bedrooms and 5.5 bathrooms, including luxurious primary suites on both the main and upper levels, every detail has been thoughtfully curated with elevated designer finishes. Each bathroom offers its own distinctive character, featuring custom vanities, exquisite tile selections, elegant stonework, and beautifully designed walk-in showers that create a spa-like experience. Designer lighting and crystal-inspired hardware add warmth, sophistication, and refined detail throughout. The grand upstairs primary suite boasts vaulted ceilings, dual walk-in closets, and a spa-inspired bath featuring a soaking tub and oversized glass-enclosed shower. Additional amenities include a full basement, 2.5-car garage, and a private tree-lined setting surrounded by protected nature preserves. A rare opportunity to own a remarkable luxury residence that seamlessly blends modern design, superior craftsmanship, and the tranquility of North Shore living.

9 Wilderness Road, Nissequogue

$10,800,000
5 Beds 8 Baths 996747 MLS
The great statesman, Daniel Webster, (January 18, 1782-October 24 1852) famously remarked, “Long Island Sound is our American Mediterranean.” Indeed, it is. Summerwind. This waterfront enclave, nestled along a uniquely picturesque stretch of Long Island Sound, boasts epic sunrise and sunset views. With architecture and design by world-renowned CetraRuddy Architects, the carefully curated plan demonstrates timeless elegance and understated luxury. The exterior, clad in white stucco and trimmed in fossilized Atlantic shell stone, is complemented by a striking clay tile roof; a design painstakingly supervised by Ludowici’s renowned Master color specialists. Double 11-foot-tall iron entry doors open into the 50-foot-long entrance hall; its intricately carved, painted wood ceilings, soaring to a height of 24-feet, make an indelible first impression. The antique black and white marble and European smoked oak herringbone floors throughout exude Old World charm, and the hand-forged iron balusters and intricately hand-carved rails of the staircase add a touch of whimsy. Entertaining is a delight in the banquet-sized dining room, where a 17th-century Louis XIII limestone mantel takes center stage, complemented by a wet bar, wine refrigeration, and seating for up to 24 guests. The kitchen is the heart of the home and a chef's dream, featuring a raised fireplace hearth finished with 300-year-old French clay tiles, ideal for wood-fired cooking. The expansive custom cabinetry with brass Waterworks hardware provides abundant storage, with a suite of top-of-the-line Wolf and Sub-Zero appliances. The library boasts a dazzling 1920s Baccarat chandelier and a wood-burning fireplace framed by a meticulously carved stone mantel from Orvieto, Italy, circa 1710. The sunken music room, framed by an entire wall of windows, overlooks Long Island Sound, offering the best interior perch for the most epic golden sunsets. The south-facing Moroccan-themed conservatory is bathed in sunlight from the early morning until mid-afternoon, making for very satisfied plants overwintering in this warm, happy space. By evening, the soft glow of a Murano fixture circa 1940 transforms the room into a moody gathering place. Each of five bedrooms offers en suite baths and outdoor space overlooking the breathtaking Long Island Sound. (Two of the five bedrooms have wood-burning fireplaces). An extraordinarily appointed lounge, inspired by Ralph Lauren’s legendary Polo Bar, defines the lower level of the home. Additional amenities here include a soundproof screening room, full wet bar, a professionally audio-tuned listening lounge for vinyl buffs, fitness room with traditional and infrared sauna, expansive laundry room, 3-car garage, and another en suite bedroom, ensuring every need is met in this exceptional home. The grounds of this very private property include a treillaged rose garden, a stone fire pit, Italian wrought iron day beds, a full outdoor kitchen by Hestan, and a private beach with retractable access stairs. Situated equidistant between Long Beach and Short Beach on Long Island's tony North Shore, any and all aquatic activities are readily available, including nearby docking and mooring rights. Other featured local attractions include the beloved Saint James General Store (a fixture on the National Register of Historic Places), Harmony Vineyards, Avalon Nature Preserve, canoeing and kayaking on the Nissequogue River, equestrian facilities, a private golf club, and boating on Long Island Sound. Broker/Owner.

Nissequogue

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

2 Deepwells Lane, Saint James

$6,750,000
6 Beds 10 Baths 990237 MLS
Soundview Haven is nestled on 11.2 Acres of verdant lawn, lush plantings and mature trees in the picturesque Incorporated Village of Nissequogue. Perfectly positioned on the property with magical views of the Long Island Sound and 322 feet of beachfront, this exceptional estate creates its own secluded enclave-ideal for those seeking privacy and tranquility. The gated entrance opens to a long bluestone drive that leads to this exquisite Hamptons shingled styled residence with fine architectural details and remarkable craftsmanship. Measuring more than 9000 square feet, this custom residence features a grand entrance hall with a spiral staircase, fine millwork and wood flooring throughout. Additional spaces include formal living room and dining room, butler's pantry, great room with soaring ceiling and floor to ceiling stone fireplace, Chef's kitchen with gathering Island and top of the line appliances, breakfast room, movie theater, conservatory with stone fireplace, 6 bedrooms, 7 full baths, 3 half baths, 2 laundry rooms, and 3 car garage that can accommodate lifts. The finished lower level offers additional space for recreation, a gym, and has an entrance to the outside. Professionally landscaped outdoor areas include Laykold tennis court, sparkling heated inground pool and spa, outdoor kitchen, firepit, cabana, slate patio and walkways. Smart home integration and a Briggs and Straton generator provide convenience and safety. Relax in this peaceful setting, stroll down to your beachfront and enjoy a swim, or delight in entertaining guests in these pleasant surroundings. Soundview Haven will captivate the most discerning buyer with its luxurious amenities, breathtaking water views and tranquility.

697 Short Beach Road, Nissequogue

$725,000
5 Beds 3 Baths 984398 MLS
Welcome to 20 Veronica Court, Smithtown — a spacious ranch-style home nestled on a quiet cul-de-sac in a desirable residential setting. This 5-bedroom, 3-bathroom ranch offers comfortable single-level living with additional space to grow. The primary bedroom features a private en-suite bathroom and direct access to its own secluded deck — the perfect spot to enjoy your morning coffee or unwind in the evening. The home also boasts a second deck off the kitchen, ideal for outdoor dining and entertaining in the backyard. A full basement expands the home’s versatility, complete with an additional bedroom and bathroom, providing excellent potential for extended living space, guests, or recreational use. The property offers solid bones and a functional layout, while presenting a great opportunity for buyers to add their personal touches and updates to make it truly their own. Located on a peaceful cul-de-sac, this home combines privacy, convenience, and potential — all within close proximity to shopping, dining, parks, and major roadways.

20 Veronica Court, Smithtown

$1,250,000
5 Beds 4 Baths 975603 MLS
Welcome to this stately and impressive Colonial, ideally situated in one of Smithtown's most sought after and picturesque neighborhoods. This exceptional property offers a rare opportunity to create a custom luxury home in a truly premier setting. Boasting generous living space the home features a traditional and functional layout with a spacious Living Room, Dining Room, and inviting Den-perfect for everyday living and entertaining. The Kitchen with its Brazilian granite countertops offers generous space and serves as the perfect canvas to design the heart of your dream home. A beautiful feature of the home is a 280 ft expansive SunRoom extension, complete with hot tub, providing a unique space to unwind and relax all year long while overlooking the yard. Upstairs are 5 well appointed bedrooms including the Primary Bedroom with a huge ensuite full bathroom as well as an additional 1/2 bath. The backyard features a newly renovated 20x40 inground pool with new liner and all new coping (1 year old), and approx 3 year old filter, trex decking for low maintenance outdoor living, a beautiful pavillion to entertain under, and a gazebo. A 2 car garage, a young roof, an above ground 550 gallon oil tank, a 4 zone in-ground sprinklers, a tranquil rock waterfall, lightning rods and an expansive stone wall all around the front of the property. With its grand scale, coveted Smithtown location and proximity to the water, this is a rare find for someone to create a truly exceptional home in a prestigious neighborhood.

2 Three Pond Road, Smithtown

$2,599,000
6 Beds 8 Baths 952372 MLS
Paradise on the Nissequogue River with 65 feet of waterfront, ideal for canoeing, kayaking, and serene relaxation. This impressive 5,500+ sq ft contemporary with traditional accents offers 15 rooms and two fully separate living quarters, each with its own basement—perfect for extended or multi-generational living. Both residences feature updated granite eat-in kitchens with wood cabinetry and stainless-steel appliances, formal dining rooms, living and sitting rooms, and spacious primary suites with baths. Additional living space includes two additional bedrooms and a full bath, plus a lower-level spacious guest suite, entertainment rooms, abundant storage, and outside separate entrance (OSE) with its own designated parking. Set on 1.09 beautifully landscaped acres with specimen trees, brick patios, decks and exterior lighting, a spectacular salt water heated gunite in-ground pool (approx. 43’ x 25’) with waterfall, spa, lighting, and natural rock diving board—perfectly positioned to capture sweeping river views. Enjoy evenings by the wood-burning fire pit, surrounded by nautical wildlife and breathtaking sunsets. Located in the highly sought-after Smithtown community, close to fine dining, boutique shopping, theatre, mall, Caleb Smith Preserve, Sunken Meadow Park, beaches, golf, and Smithtown schools. Smithtown offers a blend of tranquil suburban life, historic charm and easy access to parkways and the LIRR/NYC. Additional Features: 2-car garage, North Wing: electric heat exchanger, CAC, heat/AC, South Wing: 3 mini-splits, 5-ton compressor, oil burner, forced hot air/CAC, 60-panel solar system (shared by both wings), In-ground sprinklers, Central vacuum, Two propane tanks, Two fireplaces (one gas, one wood-burning), Two separate hot water heaters, Additional electric panels, Laundry room with slop sink and storage, Brick patio with built-in BBQ

2 Riverview Terrace, Smithtown

$1,699,543
4 Beds 3 Baths 919240 MLS
Set on 2.36 private acres in the Village of Nissequogue, 704 Short Beach Road offers an exceptional combination of privacy, space and indoor-outdoor living. This distinctive 3,043-square-foot Colonial features an inground pool and separate Pool House, creating a setting equally suited to everyday living and entertaining. Inside, the 20' x 15' kitchen features granite countertops, a center island, Wolf gas burner, two Sub-Zero refrigerators and double ovens. The formal dining room, expansive living room and den provide generous gathering spaces, complemented by fireplaces, built-ins and a wet bar. Multiple rooms open directly to the pool area, creating a natural connection between the home's interior and its private outdoor setting. The second-floor primary suite provides separation from the main-level bedrooms, while the Pool House extends the property's versatility with its own living room, kitchenette, full bath and loft area. Mature surroundings and 2.36 acres provide privacy and room to enjoy the property throughout the seasons. A distinctive Nissequogue property offering substantial grounds, flexible living spaces and an exceptional outdoor setting. Schedule your private showing of 704 Short Beach Road.

704 Short Beach Road, Nissequogue

$3,499,000
6 Beds 7 Baths 894314 MLS
** Starting Fall 2026 ** Brand New Waterfront 6000 sq ft Modern Barn Home on 2acre Lot, *PRE-CONSTRUCTION PRICE* 6 Bdrm 6.5 Bath,2 acre lot, 10ft Ceilings w 8'ft Interior Doors,2x4 2x6 Framing, Oversized Andersen400 Windows,Exterior Doors, 5/8 sheetrock, Energy Star Insulation, interior soundproofing. Pre wired A/V, alarm, cameras, Wi-Fi. Custom Kitchen Cabinetry & Bath Vanities. Kohler Bath Fixtures, Frameless Bath Enclosures, Marble & Porcelain Tile baths, Marble and Quartz Countertops. Hi End Appliances. 6" White Oak Floors Herring Bone Patterns, 2 Fireplaces, Modern LED Lighting, Designer Moulding & Trim Package. Fully Finished Garage, finished Basement. Emtek Hardware throughout, Central Vac. Smart Home Technology with PDA controlled Thermostats. Bosch Heat Pump System with 85 gallon electric Hot water tank, in ground 500gal propane tank,Designer Landscape Package w/ Privacy Trees ,Specimen Trees, 600 Perennials, boxwoods, Sod Lawn, IGS, Trex Dock w/ launching pad, 20' x 40' Gunite Heated Pool with Masonry Patios ,walkways and aprons.

326 Nissequogue River Road, Nissequogue

$1,499,000
4 Beds 4 Baths LP1439480 MLS
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

2 Vistas Circle, Smithtown

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