luxury real estate for sale Smithtown, United States

Step back in time with this remarkable all-brick estate built in 1905, gracefully set on 8.95 scenic acres along the river. Rich in old-world character and elegant architectural detail, the residence offers 6 bedrooms, 6.5 baths, a grand ballroom with an impressive stone fireplace, and exquisite custom millwork throughout. An additional 4.5 acres of protected wetlands across the river enhance the property’s privacy and natural beauty.

Welcome to this beautifully maintained Ranch set on .40 acres in Smithtown School District. Featuring 3-bedrooms, a bright living room, formal dining room, den, and an updated kitchen renovated in 2019 with quartz countertops, tile backsplash, stainless steel appliances and an eat-in area overlooking the backyard. The updated full bath with glass stall shower and modern finishes and numerous improvements throughout make this home truly move-in ready. Major upgrades include a Bosch heat pump HVAC system, hybrid heat pump water heater, central air conditioning with HEPA filtration, updated 150-amp electric service, and Nest smart thermostats. Step outside to enjoy the large back deck, paver stone driveway with electric vehicle charger, one-car attached garage with MyQ automatic door opener, and beautifully maintained property with in-ground sprinklers. The owner owned SUNation solar system, paired with the Bosch heat pump HVAC system, provides extremely low utility costs with little to no electric expense for the current owners. With updated interiors and energy-efficient systems, this home offers comfort, convenience, and long-term value.

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

Auction of Swan Manor, Stanford White's masterpiece in NY. 22,000 sq. ft., sea view, 14 bedrooms. Bids from $6 million, bids until September 9. Nissequogue, Long Island Sound, NY

Welcome to 17 Dorfer Lane, a spacious, beautifully maintained Colonial Home on a quiet street in a picturesque Nesconset neighborhood. The Parklike Grounds offer beauty and privacy for the discerning buyer. This four bedroom, two-and-a-half bath home represents a unique opportunity for Multi-Generational Living in a premier setting. Featuring generous living space, this home has an appealing layout consisting of formal dining room with butler’s pantry and living room, and oversized kitchen work space, eating area and den with wood-burning fireplace combine into a lovely great room perfect for entertaining or everyday living. Upstairs is the primary suite featuring a huge bathroom with soaking tub and walk-in shower, and a walk-in closet. Three additional oversized bedrooms and full bath complete the second floor. Basement with outside entrance presents opportunities for multi-generational living. Step out the sliding doors to a priveate and generously proportioned backyard anchored by a large stone patio with wood-burning fireplace and don’t miss a chance to practice your golf swing and putting on your own private practice net and putting green. All this and there is plenty of yard for leftover for other recreational activities.

Set on .61 acres of flat, beautifully landscaped property in the Hamlet of St. James, this well maintained center-hall Colonial combines timeless charm with spacious living and thoughtful recent updates throughout. The formal living room, dining room, and oversized den are filled with warmth and character, featuring wide-plank pine flooring and generous entertaining space. The den is anchored by a charming wood-burning fireplace, creating the perfect setting for cozy evenings and gatherings. The sun-filled kitchen offers oak cabinetry and is centered around a large island, with a bright breakfast area and sliding doors that open to the backyard oasis. The spacious primary suite provides a peaceful retreat with a walk-in closet and a recently renovated spa-like bath featuring an oversized shower and double-sink vanity. Three additional bedrooms offer wall-to-wall carpeting over hardwood flooring and include custom closet systems. Additional highlights include a large unfinished basement ideal for storage or future finishing, recent updates to the roof, central air conditioning, and bathrooms, offering comfort and peace of mind for years to come. Step outside to your private fully fenced resort-style backyard, complete with an inground saltwater pool and paver patio perfect for summer entertaining, relaxing weekends, and outdoor living at its finest. Nearby is local shopping, area beaches, fine dining, and Stony Brook University and Medical Center. Smithtown Schools.

Classic Colonial home offering spacious, and comfortable living . The expansive living room and beautiful wood floors throughout the home create a warm and inviting atmosphere. The eat-in kitchen flows seamlessly into the den, featuring a cozy wood-burning fireplace—perfect for everyday living and entertaining. The primary bedroom boasts an updated marble en-suite bath, while the additional bathrooms have also been tastefully renovated with quality finishes. In addition there are 3 nicely sized bedrooms on the second floor. The recently remodeled basement features durable luxury vinyl plank flooring and an outside entrance, providing versatile space for recreation, or a home office.. Step outside to enjoy the backyard deck with retractable awning, ideal for relaxing or hosting gatherings. Conveniently located near local shopping, the Long Island Rail Road, area beaches, fine dining, and Stony Brook University, and Stony Brook University Medical Center, this home offers the perfect combination of comfort, and accessibility. Smithtown Schools

238 Woodlawn Avenue, Saint James, NY 11780

Stunning updated Colonial located in the Smithtown School District. Bright, Open & Inviting! Exceptional Home Combines Elegance and Modern Updates. Resort-style Backyard with Heated Pool. Every Detail has been Thoughtfully Designed for Comfort and Enjoyment! This could be Your New Home!!

This Yablonski Built Home is Located In The Village of Nissequogue and is a Well Maintained Center Hall Colonial with Some Renovations, (Kitchen) Done 5 years ago. The Foyer Floor is Original Parquet and the Banister Leading up The Stairs is Quite Impressive. There are 4 Large Bedrooms, Primary Has its Own En-Suite and a Walk In Closet. All Located on the second Floor. There is Also A Half Bath Up There as Well. A Large Kitchen with Tons of Storage and a Sit Down Island and The Perfect Banquet Bar with a Sink and Eating Area with a Fireplace, Where a Wall of Windows Fill The Room With Light. There is Also a Large Dining Room For Gatherings. The Extra Large Living Room Has Many Windows as Well, it Also Has a Window Seat For Curling Up and Reading a Book, Here is Where you Will Find Another Fireplace. To Top it Off The Original Hardwood Floors are Still in Perfect Condition. There is a Large Full Basement That is Unfinished That Can Be Accessed From Inside The Home and The Garage. There are 2 Acres To Do Whatever You Choose To Do. This Home is Located Right Across The Street From The 5th Hole of Nissequogue Golf Club.

Elegant and inviting expanded ranch featuring numerous recent updates and spacious living throughout. Expanded in 2009, the home offers generously sized bedrooms and a layout designed for both comfortable living and entertaining Upon entering, you are welcomed by a spacious formal dining room highlighted by a large picture window that fills the space with natural light. Just beyond, the stunning great room features pegged hardwood flooring, a cozy wood-burning fireplace, and custom built-in bookshelves, creating the perfect gathering space. Recently remodeled in 2024, the kitchen boasts white cabinetry, quartz countertops, stainless steel appliances, and a sunny breakfast nook ideal for casual dining. The private primary suite offers a vaulted ceiling with high hats, a walk-in closet, and its own full bath. Two additional oversized bedrooms share a beautifully maintained full bathroom. Additional features include a partially finished basement, new central air conditioning, a new cesspool, updated heating system, and many new or replaced windows throughout the home. Outside, the fully fenced backyard creates a private retreat complete with an in-ground pool featuring a new liner and new heater — perfect for relaxing or entertaining all summer long. Ideally located near area shopping, fine dining, local beaches, and Stony Brook University and Medical Center. Smithtown Schools

Move Right in to this inviting, expanded Cape Cod home showcasing numerous updates from 2010 to the present. The formal living and dining rooms offer refined elegance with recessed lighting, crown molding, and raised panel detailing. The living room features a charming wood-burning fireplace, while the dining room includes a cozy window seat—perfect for gatherings and everyday comfort. The first floor was completely remodeled in 2010, featuring new sheetrock, insulation, moldings, and main flooring throughout. A first-floor bedroom with nearby full bath provides flexibility and could easily be enclosed to create a private space ideal for multigenerational living. The kitchen is equipped with wood cabinetry and stainless steel appliances, blending style and functionality. Upstairs, you’ll find two generously sized bedrooms with wall-to-wall carpeting, along with a beautifully updated bathroom. The finished basement adds valuable recreational space, perfect for entertaining, and additional storage space. The home is heated by natural gas, adding both convenience and comfort during colder months. Step outside to a backyard retreat featuring a large pavilion, an in-ground heated swimming pool, and a paver patio—ideal for outdoor enjoyment. Recent updates include a new roof, new front and rear pavers, a new driveway, central air conditioning, a remodeled upstairs bathroom, and a new pool liner and filter. Nearby is the local shopping district, fine dining, local beaches and Stony Brook University and Medical Center. Smithtown Schools.

This charming 3 bedroom, 2 full bath ranch has been lovingly maintained and offers comfortable living with a warm, inviting feel throughout. Hardwood floors extend throughout the home while the den with a wood burning fireplace creates the perfect space to relax or gather with guests. Additional highlights include central air conditioning, oil heat, and a full basement offering generous space for recreation, hobbies, and storage. Conveniently located less than a mile from the LIRR and close to a variety of shopping, dining, and everyday conveniences, this home offers both comfort and accessibility in one appealing package.

Welcome to this custom built, one-of-a-kind home nestled on a beautiful 1 acre property in the Hauppauge School District. Thoughtfully designed and meticulously maintained, this 29 year young residence offers exceptional space, flexibility and quality craftsmanship throughout. The main residence features 3 bedrooms and 2.5 baths, including a luxurious first floor primary suite with soaring cathedral ceilings, generous closet space and a private en-suite bath. The main level also offers the convenience of a laundry room, an inviting layout ideal for everyday living and entertaining, and a spacious foyer. Upstairs includes an open upper landing overlooking the main living area, two additional bedrooms and a full bathroom. The legal, family-use accessory apartment offers its own private entrance and dedicated parking, complete with oversized egress windows that fill the space with natural light. Featuring a full kitchen and comfortable living quarters, it provides the perfect setup for extended family and guests. Outdoor living is just as impressive, with a multi-level Trex deck overlooking an expansive, manicured backyard with in-ground sprinkler system, and plenty of room to enjoy the privacy of a full acre. Three garages provide abundant parking and storage space. This truly unique property combines timeless design, modern convenience and incredible versatility all in desirable Hauppauge. A rare opportunity not to be missed! Oh! And the icing on the cake? It's a HORSE PROPERTY! As per Town of Islip code section 12-27(1), this property is zoned for up to two horses, ponies or equine livestock.

Beautifully maintained and thoughtfully updated Hi-Ranch located in the highly sought-after Commack School District. Lovingly cared for by its long-time owners, this home showcases timeless, high-quality finishes and exceptional craftsmanship throughout. The spacious layout offers generously sized rooms designed for comfortable everyday living and entertaining. The upper level has hardwood floors throughout. The eat in kitchen is equipped with a classic choice of cabinets, counters and JennAir appliances. The oversized two-car garage provides not only ample parking but also abundant space for a workshop, hobby area, or creative storage solutions. Step outside to enjoy the expansive backyard, perfect for relaxing, dining, or hosting gatherings. Set on a wide, tree-lined interior street, this home offers a peaceful neighborhood setting while remaining conveniently located. Multiple Long Island Rail Road stations are just a short 10-minute drive away, making commuting a breeze.

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 family and friends in these pleasant surroundings. Soundview Haven will captivate the most discerning buyer with its luxurious amenities, breathtaking water views and tranquility.

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.

Welcome to this impeccably maintained 3 bedroom, 2 bath ranch situated on an oversized, fully fenced corner lot in the heart of Kings Park. This is a home where pride of ownership is evident from the moment you arrive. Inside, you'll find a bright and functional layout drenched in sunlight, hardwood floors, solid windows, healthy sized bedrooms and a deck right off of the kitchen allowing for true inside/out living. One of the best features, a 3/4-finished basement providing additional living space with lots of potential. This beautiful home sits on an oversized corner lot with plenty of green space and the forementioned deck have you ready for whatever outdoor activities you can imagine. With an attached garage and oversized driveway, there is no shortage of parking available. Not many homes have been consistently maintained with exceptional care as this one has, so If you're looking for a property ready to enjoy from day one without headaches, this is one you won't want to miss.

Welcome to 523 Long Beach Rd, Nissequogue, a luxurious home with over 8500 sq. ft. of living space, including 6 bedrooms, 5.5 baths, and a 3-car garage. Enjoy top-of-the-line appliances in the kitchen, custom trim work, and applied molding detail throughout. Entertain guests in the formal dining room or cozy living room. The master suite features his and her walk-in closets, a soaking tub, and a 84 Vanity. State-of-the-art speakers and custom lighting in the kitchen and living areas create the perfect ambiance. The exterior features Azek sheet panels and Hardi Artisan siding, roof over patio leading to a beautiful in-ground heated pool. Too much to list. Ask for full amenities sheet! *** Floor plans do not show 850 sq ft 3 car garage being built***

Welcome to 16 Sussex Lane, a beautifully renovated, move-in ready home located in the Incorporated Village of Lake Grove. This exceptional residence features four spacious bedrooms and three full bathrooms, a charming country kitchen, three newly renovated baths, a warm and inviting family room with a beautiful fireplace, and a versatile bonus room perfect for a home office, playroom, or guest space. No detail has been overlooked, and the owners have spared no expense in updating this home. Recent improvements include a brand-new roof, new leaders and gutters, new electrical outlets throughout, fresh interior paint, and countless additional upgrades Step outside to an entertainer's dream backyard featuring a spacious deck, elegant pavers, and a heated pool—perfect for relaxing or entertaining. This meticulously maintained home truly has too many upgrades to list and must be seen to be fully appreciated.

Nestled on a quiet cul-de-sac in the conveniently located M Section, this beautifully maintained Cambridge style Colonial, built in 1965, sits on a spacious .4 acre lot, featuring meticulously maintained grounds that offer both privacy and tranquility. This 3 bedroom, 2 1/2 bath home offers many of the most desired features including, but not limited to, a bright and inviting eat in kitchen with two large sky lights and access to the laundry room and garage, a dining room with space to entertain any large gathering, a comfortable family room for tv watching or relaxing and an additional bonus room to use as a space for guests, an office or a quiet library. The home is complimented by beautiful hardwood floors, CAC, walk up attic space, a 200 amp electrical panel, a generator hookup and 2 large backyard gazebos for outdoor living and enjoyment, to list a few. One of the special features of this home and very rare for this neighborhood, is a FULL BASEMENT, with a custom wet bar, cedar wall, ample storage and a great space for entertaining. This home has so much to offer. Located in the award winning Three Village School District and moments away from Stony Brook University Hospital, LIRR, Stony Brook Village, shopping, restaurants, kayaking, biking, parks and beaches. This is one you won’t want to miss!

Welcome to this magnificent custom Colonial nestled at the end of a private cul-de-sac in Lake Grove. Set on an expansive .62-acre property, and this exceptional home blends elegance, comfort, and resort-style living. A grand entry foyer with marble floors, soaring vaulted ceilings and custom moldings, welcomes you into the beautifully appointed sun-filled interiors. The spacious gourmet kitchen features cherry cabinetry, granite countertops, center island, premium stainless-steel appliances and sliding glass doors that opens seamlessly to the outdoor deck creating an easy transition to a private backyard setting ideal for relaxing, entertaining, or enjoying the natural surroundings. This stunning residence offers 4 bedrooms, 2.5 baths, including an oversized first-floor primary en-suite with private deck access, spa-like bath, and generous out-fitted closets. The decorative staircase leads to the second level featuring 3 bedrooms and a full bath. Additional highlights include hardwood floors, fireplace, full basement with outside entrance, and a 3-car attached garage. Step outside to your private backyard oasis featuring custom pavers, deck, gazebo, and an in-ground pool (as is), all backing serene Pine Barrens Preserve for ultimate privacy. A rare opportunity to own an extraordinary home in a premier cul-de-sac location.