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987 W Jericho Turnpike, Smithtown
$2,250,000
895825 MLS
Amazing opportunity to purchase a ready to go MRI/Radiology state of the art building. 8k sq ft building with 2 MRI suites plus Ultrasound, Nuclear and Petscan suites. 1200 amp/480 volt electrical service with uninterrupted power battery backup and standby generator. An overabundance of parkin, multiple offices, 2 separate waiting rooms, multiple exam rooms. State of the art safety measures. Radiant heat in ramps in exterior access to the building. This is a plug and go facility ready to take your business to the next level. Tenants lease expires in November. There is room for a second story addition on the newer part of the building, interior work only. space is there.

987 W Jericho Turnpike, Smithtown
4 Nadia Court, Smithtown
$1,900,000
5 Beds ⋅ 5 Baths ⋅ 876809 MLS
Welcome to 4 Nadia Court, a custom-designed 5 bedroom, 4.5 bath masterpiece nestled in one of Smithtown’s most sought-after enclaves. Perfectly positioned near the serene Nissequogue River and adjacent to Arthur H. Kunz Park and Smithtown Landing Golf Course, this home offers a rare blend of natural beauty, convenience, and upscale amenities. The Grand entry leads to everything you are looking for in Luxury living. Crafted for both everyday comfort and high-end entertaining, this property boasts a spectacular backyard oasis featuring a 50x20 heated infinity-edge pool finished in Diamond Brite, highlighted by cascading water features and sleek landscape lighting throughout the grounds. The entire pool system is fully automated and can be controlled remotely via a smartphone app, offering seamless modern convenience. Enter to an impeccably appointed chef’s kitchen with a Wolf built-in natural gas grill, Wolf range and oven, Sub-Zero refrigerator and drawer fridge, Thermador dishwasher, Fisher & Paykel drawer dishwasher, and a third dishwasher, this kitchen also features a Miele built-in cappuccino machine, warming drawer, and wine cooler—everything you need to host in style. The main living areas are enhanced with a Russound multi-room audio system extending to the living room, kitchen, and primary suite. Throughout the home, enjoy 4-zone heating and air conditioning, central vacuum, and designer touches including Hunter Douglas automated window shades. Automobile enthusiasts will appreciate the temperature-controlled garage, complete with its own split HVAC system and a car lift, perfect for storing an additional vehicle. The entire home is protected by a Generac natural gas whole-house generator, offering peace of mind in any season. More amenities include a full gym, sauna, and a custom-designed bar—ideal for relaxing or entertaining guests year-round. With every inch thoughtfully upgraded and no detail overlooked, This home is a rare opportunity to own a truly turn-key luxury residence in the heart of Smithtown.

4 Nadia Court, Smithtown
3 Salt Hay Way, Smithtown
$1,875,000
4 Beds ⋅ 6 Baths ⋅ 1017188 MLS
Welcome to 3 Salt Hay Way, an exceptional custom-built residence where timeless architecture, refined craftsmanship, and resort-inspired living come together in one of Smithtown's most picturesque settings. This extraordinary estate offers a rare blend of privacy, elegance, and everyday luxury. Designed for both grand entertaining and comfortable living, this magnificent residence showcases elegant formal and informal dining areas, a welcoming sitting room, a den anchored by a wood-burning fireplace and custom bar, a private home office, and two beautifully finished lower levels featuring a custom home theater and expansive recreation space. At the heart of the home is a stunning chef's kitchen complemented by a separate prep kitchen, creating the perfect setting for effortless entertaining while keeping the main living spaces pristine. Completing the home are four spacious bedrooms, four full bathrooms, and two half bathrooms, anchored by a luxurious primary suite featuring a spa-inspired bath with a soaking tub, separate water closet, makeup vanity, and an impressive custom walk-in closet. Additional features include exquisite architectural millwork, high-end custom finishes, select smart home technology, a central vacuum system, custom closet systems throughout, a whole-house generator, abundant storage, and an attached two-car garage. The resort-style backyard is equally impressive. Professionally landscaped grounds showcase dramatic landscape lighting, a tranquil Zen garden, an outdoor fireplace, a fully equipped outdoor kitchen with a built-in grill, elegant water features, and a spectacular heated in-ground pool while creating an exceptional setting for entertaining or quiet relaxation. Offering an exceptional combination of luxury, craftsmanship, and thoughtful design, 3 Salt Hay Way is a residence that must be experienced to be fully appreciated.

3 Salt Hay Way, Smithtown
142 Landing Meadow Road, Smithtown
$1,750,000
6 Beds ⋅ 5 Baths ⋅ 936430 MLS
Point of Woods HUGE expanded and renovated 'Farm Ranch' with room for everyone. Full acre private serene property with 6000 square feet of finished living space spread across three levels. 6 bedrooms, 5 full baths, kitchen with high end appliances, ice machine, double dishwasher and SubZero fridge. Huge living room, great room/family room, dedicated sports/bar room. Hundreds of thousands recently invested in the resort style property including freshly marble dusted gunite heated pool/spa, paver patio, trex deck, new circular driveway, outdoor bar, LED landscape lighting. Property is professionally landscaped, fenced and designed for private enjoyment year round! Taxes have been grieved for upcoming tax year. Available for immediate occupancy. Video tour available upon request. *** HOME COMES WITH WARRANTY FROM HOME WARRANTY OF AMERICA ***

142 Landing Meadow Road, Smithtown
10 Kingfisher Drive, Smithtown
$1,700,000
4 Beds ⋅ 3 Baths ⋅ 992177 MLS
This is an incredible custom-built marvel nestled in the desirable Forestwood section of Smithtown. Constructed in 2016, this 4-bedroom, 3-bathroom home offers an impressive 4300 square feet of living space. Upon entering, you'll be greeted by a striking two-story entryway, leading you to a sprawling main floor adorned with radiant heated porcelain tiles. The expansive kitchen is a chef's dream, boasting high-end Thermador appliances, double oven, gas cooking, Cambria Quartz counters, and Medallion gold series cherry cabinets and a large center island. Adjacent to the kitchen is a den with vaulted ceilings and an electric fireplace encased in marble, custom moldings perfect for those cozy nights in. leading the the second floor is a Brazilian cherry custom staircase. Once upstairs, the second floor showcases Brazilian Cherry floors and a spacious primary bedroom equipped with an en suite featuring a Bain Ultra jacuzzi tub, Vale wall hung toilet, and Brizio fixtures. Two walk-in closets provide ample storage, with secret doors revealing additional storage space. For your convenience, a second-floor laundry room with a washing machine and gas dryer is provided. Outside, on over 1/2 an acre, the backyard transforms into a personal resort, featuring a propane heated saltwater custom 24 x 44 rolling lake inground pool with concrete walls and floor with vinyl liner, waterfalls, and a one of a kind outdoor kitchen. The surrounding patios are Travertine and bluestone and the landscaping create a tranquil oasis, perfect for entertaining or relaxation. There are so many special parts of this incredible backyard. The home also offers a three-car garage, with one bay designed to accommodate a future lift for additional vehicle storage. A built-in vacuum system makes car maintenance a breeze. The garage flooring is finished with garage tiles. In the basement, a theater room with surround sound and an electric fireplace provides an ideal space for movie nights. The is also a very large unfinished area of the basement. Located just a half block from Blydenburgh Park, the property is also conveniently close to LIRR, restaurants, and highways. This home is more than a residence - it's a lifestyle. A unique blend of luxury, convenience, and comfort, This is truly a one-of-a-kind property that is better than new.

10 Kingfisher Drive, Smithtown
30 Lone Oak Path, Smithtown
$1,675,000
6 Beds ⋅ 5 Baths ⋅ 906434 MLS
Welcome to 30 Lone Oak Path, a grand haven nestled in the heart of the highly sought hamlet of Smithtown Pines within the Hauppauge School District! This exquisite home offers the possible 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 6 large bedrooms and 5 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 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!

30 Lone Oak Path, Smithtown
25 Yellow Top Lane, Smithtown
$1,600,000
5 Beds ⋅ 3 Baths ⋅ 1010315 MLS
If you appreciate the privacy and security of a gated community, this exceptional home is not to be missed. Built in 2006 and extensively upgraded over the past 13 years, this stunning residence offers approximately 3,600 square feet of beautifully designed living space with 5 bedrooms and 3 full baths. A grand two-story entry foyer welcomes you into a home filled with architectural elegance, including cathedral-vaulted ceilings, tray ceilings, custom moldings, and gleaming hardwood floors throughout. The spacious formal living and dining rooms are ideal for entertaining, while the spectacular chef’s kitchen features a large center island, granite countertops, stainless steel appliances, and a premium Wolf range. The main level includes a versatile guest bedroom or home office, while the expansive lower level provides additional living space with direct access to the backyard. Head upstairs to the luxurious primary suite, featuring two spacious closets and a beautifully appointed primary bath designed for comfort and relaxation. Down the hall, you'll find three additional generously sized bedrooms and a full hall bath, providing ample space for family and guests. Step outside to your own private resort-style retreat. Mature landscaping enhanced with professional lighting surrounds an 18' x 36' heated saltwater freeform pool. Cambridge patios and walkways, an outdoor kitchen, and thoughtfully designed outdoor living spaces create the perfect setting for relaxation and entertaining. Community amenities include pickleball, tennis, basketball courts, and a sport court. The HOA fee is $175 per month, paid quarterly, and covers maintenance of the gated entrance, street lighting, and community recreational facilities. This is a rare opportunity to own a dream home in one of Smithtown’s most desirable gated communities. Luxury, privacy and resort style living await you at 25 YellowTop Lane. Outside kitchen as-is.

25 Yellow Top Lane, Smithtown
6 Magnolia Lane, Smithtown
$1,550,000
4 Beds ⋅ 3 Baths ⋅ 996544 MLS
Welcome to this stately brick Colonial offering timeless character, exceptional space, all set on a quiet double cul-de-sac. This impressive home features a two-story foyer with an oak staircase and tons of natural light. Offering 4 spacious bedrooms and 3 full baths, this home’s large-scale primary suite is complete with walk-in closets and a luxurious en-suite bathroom with radiant heat designed for comfort and privacy. The brightly updated kitchen is designed for cooking with a gas range, all stainless-steel appliances and a large peninsula great for ample workspace or entertainment. The family room has a woodburning fireplace and vaulted ceilings, perfect for gatherings and everyday living. A separate living room features French Doors for privacy and an office nook. The updated full bath on the first floor provides a guest suite option with the living room and an entrance to the back yard for easy access. A large formal dining room provides the ideal setting for hosting holidays and dinner parties with its own built-in bar/butler station. The finished basement has endless possibilities for a recreation room, gym, or guest space. Step outside into a private backyard, paver patio, IGP, IGS, mature plantings and the beautifully designed outdoor entertaining area, perfect for summer gatherings and weekend hosting. Less than 5-minute ride to LIRR. With its striking curb appeal, beautiful landscaping, spacious interior, and premium Village of the Branch location it’s the perfect place to call home.

6 Magnolia Lane, Smithtown
74 Laurel Drive, Smithtown
$1,500,000
5 Beds ⋅ 6 Baths ⋅ 897287 MLS
Welcome to THE PINES, experience exceptional resort-style living in this custom Smithtown home featuring a fully updated exterior with redesigned roofline, 30-year roof, flat fenced backyard, and professional landscaping with an 8-zone sprinkler system. Outdoor living is unmatched with a heated in-ground pool with water slide, six-person hot tub, travertine patios and walkways, Timber Tech deck with ceiling fans, front porch, large storage shed, and a two-car attached garage. Inside, nearly every detail has been updated within the past seven years, showcasing custom moldings, a whole-house water filtration system, four HVAC units with HEPA air scrubbing filters, a smart home system, and Cat 5 networking throughout. The entry features a motorized chandelier, and the formal living room includes a large fish tank with prepaid maintenance through year’s end. The gourmet kitchen offers a large granite island, high-end Thermador gas cooktop, stainless appliances, warming drawer, beverage fridge, custom soft-close cabinetry, display lighting, and a butler’s pantry with extra storage. The formal dining room and family room with a remote-controlled gas fireplace provide elegant entertaining spaces. The primary suite features walk-in closets and a spa-like bath with steam shower, dual sinks, and one-touch Hunter Douglas blinds. Bedroom two is generously sized with ample storage, while the upstairs suite boasts bamboo floors, a jetted tub, bonus room with walk-in closet, and attic access. All bedrooms feature individual heat zones, and two include separate AC controls. A full finished walk-out basement offers 10’ ceilings, a granite wet bar with beverage fridge, full bath, laundry room, and sliding doors to the backyard. A private in-law/guest suite with a separate side entrance includes a kitchen, dining area, bedroom, office, full bath, and its own thermostat and sub-panel. Additional highlights include updated five-zone heating, mini-splits in the basement, multiple electrical sub-panels, and prepaid mosquito treatment for the year. This home perfectly blends comfort, functionality, and luxury for an unparalleled living experience.

74 Laurel Drive, Smithtown
158 Landing Meadow Road, Smithtown
$1,495,000
4 Beds ⋅ 4 Baths ⋅ 814943 MLS
Welcome to 158 Landing Meadow Road! Renovated on 1.2 Acres With Pool and Luxury Finishes! Experience refined living in this fully reimagined 4-bedroom, 3.5-bathroom home, thoughtfully designed with a brand-new primary suite. Every detail has been carefully curated, from the gleaming hardwood floors and elegant marble countertops to the sunlit open-concept living spaces. The expansive primary suite offers a spa-like ensuite and a generous walk-in closet. Outdoors, enjoy a private oasis with a stunning Gunite in-ground pool, all set on a sprawling 1.2-acre flat lot. This is a rare opportunity to own a modern, luxurious home that combines timeless craftsmanship with today’s most sought-after amenities.

158 Landing Meadow Road, Smithtown
48 River Heights Drive, Smithtown
$1,465,000
5 Beds ⋅ 4 Baths ⋅ 1005485 MLS
Welcome to 48 River Heights Drive where a tree lined street meets a true custom masterpiece in beautiful North Smithtown. This luxurious 4,800 sq ft home offers 5 bedrooms, 4 baths, a private office, and an incredible blend of high-end design, comfort, and functionality. Custom built, expanded, and fully renovated by the current owner, this home features Brazilian cherry and hardwood oak floors, Pella windows and doors, crown molding, a 400 amp electric service, 4-zone HVAC, central vacuum, full security system, indoor/outdoor Sonos audio, and smart wiring throughout. The heart of the home is the impressive 27x27 chef’s eat-in kitchen with custom cherry cabinetry, granite countertops, natural stone backsplash, a massive 13x5 granite island, high-end appliances, 2 dishwashers, 2 sinks, double ovens, and a butler’s pantry with additional refrigerator/freezer, sink, storage, and heated floors. The kitchen flows into a palatial 40x20 great room with a natural gas fireplace, built-ins, oversized sliders, and beautiful views of the backyard oasis. The 900 sq ft primary suite is a true retreat with soaring 13 ft ceilings, a spa-like bath, oversized shower, jacuzzi tub, double granite vanities, and a custom walk-in closet. Additional highlights include a second-floor dream laundry room with 2 washers, 2 gas dryers, granite folding counters, a custom office, spacious bedrooms, custom baths, and a newly finished basement completed in 2025. Set on a flat and private .52-acre property, the backyard is an entertainer’s dream with an in-ground pool, brand-new liner, granite coping, Italian porcelain pavers, sitting wall, gas fire pit, architectural columns, lighting, and beautiful outdoor living space. Located in the Smithtown Central School District and close to beaches, parks, golf, marinas, restaurants, and shops, this turnkey home offers luxury living inside and out.

48 River Heights Drive, Smithtown
628 Meadow Road, Smithtown
$1,450,000
5 Beds ⋅ 4 Baths ⋅ 894965 MLS
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.

628 Meadow Road, Smithtown
3 Kohlsaat Court, Smithtown
$1,450,000
6 Beds ⋅ 5 Baths ⋅ 886887 MLS
3 Kohlsaat Court - New Pictures will be uploaded soon! Welcome to your dream home! Tucked away in a peaceful cul-de-sac, this refined 6-bedroom, 4.5-bath colonial delivers 4,800 sqft of elegance and thoughtful design on a nearly one-acre private lot. Square footage does not include the full basement and the full staircase attic dimensions. Annual taxes are $24,175.62 without STAR. Grieved 2 years ago. Appliances (Oven, Dishwasher, Microwave, Refrigerator, and Hot water Tank (RHEEM Brand) 3 years old). Roof, Central Air (Goodman Brand) and Furnace are Original (1999). Original Built 1999, Original Owner as well! From the soaring 20ft foyer to the gourmet eat-in kitchen with island seating, dry bar, granite countertops, and stainless steel appliances, every detail has been carefully curated for both everyday living and exceptional entertaining. On the functional side, all details have been thought of, including an upstairs laundry room, a walk up attic, and incredibly large bedrooms. This custom designed home is adorned with a sunken family room with a central fireplace, a thoughtfully finished lower level with 9ft ceilings, and rich hardwood floors throughout, which enhance comfort and embellish classic appeal. No gorgeous estate would be complete without a lavish backyard crafted for entertainment and relaxation. You can enjoy a peaceful terrace, inviting deck, and verdant lawn—all backing to tranquil woodland views. Centered in this space is a large in-ground pool surrounded by a brick patio, koi pond, gazebo, and outdoor kitchen, making it the ultimate place for the culmination of gatherings with friends and family, or simply to reset in the tranquility of your own property. With central air, central vacuum, bedroom located on first floor, separate basement entrance, bonus room, whole house generator, ample parking including a three-car garage, carport, close proximity to Main Street, and access to beloved Smithtown schools, this home is a rare offering, a true Colonial. Don’t miss the opportunity to tour – it’s your perfect blend of space, style, and serenity. House Built: August 1999 Roof: 1999 (maintained) Natural Gas Furnace: 1999 (maintained) 4 zones Appliances - 2021 Central Air - 1999 - 2 zones (maintained) Pool: built 2002 Home is sold AS-IS does not mean home is in poor shape

3 Kohlsaat Court, Smithtown
95 Grassy Pond Drive, Smithtown
$1,420,000
4 Beds ⋅ 3 Baths ⋅ 999513 MLS
Welcome to this stunning new construction Colonial located in the highly desirable Smithtown Pines community within the Hauppauge School District. Situated on a flat .50-acre property, this exceptional 4 bedroom, 2.5 bath home offers luxury finishes, soaring ceilings, and an open-concept floor plan perfect for everyday living and entertaining. Step inside to a dramatic curved staircase and impressive 10-foot ceilings throughout the first floor. The designer kitchen features white cabinetry, quartz countertops, GE Cafe/Thor stainless steel appliances, a center island with a beverage refrigerator, and plenty of space to gather. The kitchen seamlessly opens to the dining area with sliders leading to a Trex deck overlooking the backyard. The spacious family room also offers sliders to the yard, creating effortless indoor/outdoor living. A formal living room off the foyer provides flexibility for entertaining or the perfect private home office. The second floor boasts 9-foot ceilings and a luxurious primary en-suite complete with dual sinks, a freestanding soaking tub, oversized shower stall, walk-in closet, and attic access for additional storage. Three additional bedrooms all feature walk-in closets. A second-floor laundry room adds everyday convenience. Additional features include a full, unfinished basement with an egress window, utility area, and a second washer/dryer hookup, an attached 2-car garage, central vacuum, central air with heat pumps, hardwood floors, crown molding throughout, smart thermostats, 200-amp electrical service, in-ground sprinklers, and a septic system. A rare opportunity to own a turnkey new construction home just minutes from shopping, parks, restaurants, and major roadways in one of Smithtown’s most sought-after neighborhoods.

95 Grassy Pond Drive, Smithtown
41 Landing Meadow Road, Smithtown
$1,380,000
4 Beds ⋅ 5 Baths ⋅ 981494 MLS
Welcome to this exceptional home located in the highly desirable area of North Smithtown, offering the perfect blend of luxury, comfort, and privacy. Situated on a stunning, wooded, and private 1 acre lot, this expansive 3,300 square foot home is filled with natural sunlight and thoughtfully designed for modern and everyday living. Featuring 4 spacious bedrooms and 4.5 bathrooms, including 2 bedrooms conveniently located on the main level which is perfect for guests, multi-generational living, or a home office setup. Radiant heated flooring throughout the main level adds year-round comfort, while the open Floorplan creates a seamless flow ideal for both everyday living and entertaining. At the heart of the home is the updated chef’s kitchen, truly designed to impress. Featuring a Viking 6-burner stovetop, Dacor double wall oven, Sub-Zero refrigerator, cherrywood cabinetry, and a stunning 2x7 center island with gorgeous granite countertops, this kitchen is both functional and elegant. The second floor offers two additional bedrooms, including a spacious primary suite complete with two large closets with custom organizer systems, a private balcony, and a large en-suite bathroom. The second upstairs bedroom also features its own private en-suite bathroom. The full basement offers incredible versatility and is already equipped to become a separate living space. Complete with a full bathroom, outside entrance, home theater surround sound system, game room, and dedicated gym space, this level provides endless possibilities for extended living, entertaining, or multi generational use. Additional premium features include a whole-house water filtration system, central vacuum, 350 amp electric, heating & AC in basement, main floor laundry room, alarm system and a two-car garage with additional attic storage space. Located close to schools, transportation, and shopping, this home offers both convenience and tranquility. With abundant natural light, generous living spaces, and a private wooded setting, this North Smithtown gem truly offers luxury living at its finest.

41 Landing Meadow Road, Smithtown
10 Alpine Court, Smithtown
$1,350,000
6 Beds ⋅ 5 Baths ⋅ 959993 MLS
“Love Island” — the talk of the town for its unmatched privacy and incredible entertaining space — sets the stage for this exquisite Colonial located in the prestigious “The Pines” section of Smithtown on a quiet Cul-de-sac. Offering approximately 3,800 square feet, this exceptional home features 6 bedrooms and 5 bathrooms, ideal for extended family living, an au pair suite, or luxurious guest accommodations with 1st floor bedroom accommodations & full bath on main level with walk in shower for those wishing to avoid stairs. Inside, soaring ceilings, abundant natural light, plantation shutters, and elegant finishes create a refined yet welcoming atmosphere. The spacious primary suite offers a spa-inspired ensuite bath with radiant heated floors, dual vanities, custom cabinetry, skylight, elegant tilework, and a jacuzzi-style soaking tub. Designed for both everyday comfort and entertaining, the home includes 3 full baths, 2 half baths, multi-zone heat and CAC, newer burner, 2018 water heater, and a fully finished basement with CO, half bath, baseboard heat, sump pump, and 60 AMP subpanel. Step outside to your private backyard oasis featuring a sprawling wood deck, stunning paver patios, and a sparkling inground chlorinated pool with solar heating and a brand-new 2025 liner. Lush landscaping and 8-zone sprinklers complete this resort-style retreat. A rare opportunity offering luxury, versatility, exceptional entertaining space. Close to all shopping, major highways and public transportation. Low taxes! Do not miss out on making this your forever home!

10 Alpine Court, Smithtown
5 Poplar Drive, Smithtown
$1,350,000
4 Beds ⋅ 3 Baths ⋅ 955236 MLS
Welcome to this completely renovated and expanded split ranch located in the highly sought- after Smithtown School District. Meticulously rebuilt taken down to the studs, with no detail overlooked. This stunning home offers 4 spacious bedrooms and 3 full bathrooms, including an impressive primary suite with a spa-like ensuite bathroom and 2 oversized closets. Show stopping kitchen, complete with over-sized island Taj Mahal quartzite countertops, brand new GE Cafe Stainless Steel appliances, wine fridge, walk-in pantry closet and white oak herringbone wood floors flowing through the kitchen and dining area perfect for entertaining. A large den and finished basement provide abundant living and recreational space. Outdoors, enjoy a generous backyard with endless potential. Electric has already been run to the shed with a dedicated sub panel, making it pool, gazebo or outdoor kitchen ready. With new roof, siding, plumbing, electric, HVAC, windows, PVC Vinyl fencing and 8 zone In-Ground Sprinklers this home offers peace of mind and luxury of new construction. A rare opportunity to own a truly turn key, high end home in a prime Smithtown location.

5 Poplar Drive, Smithtown
15 Weatherstone Way, Smithtown
$1,350,000
4 Beds ⋅ 5 Baths ⋅ 911046 MLS
Entertainers delight!! No need to leave home when you have it all. Country club backyard with custom gazebo, inground saltwater heated pool with jacuzzi tub and travertine stone patio surround. A Trex deck overlooks it all. Step inside to find your recently updated kitchen with all top of the line Thermador appliances, quartz countertops, 2 dishwashers, side by side built in refrigerator/freezer, additional 2 drawer refrigerator, Scotsman nugget ice maker, induction range, double wall oven with steam oven, radiant heat floors in kitchen and dinning area. Whole house water softener and filtration system. Living room with built in entertainment wall unit and your very own full size wet bar with tap and beverage refrigerator. Main level master suite with walk in closet and bathroom. An additional bedroom and 1.5 bathrooms complete the main level. 2 more bedrooms, a loft and full bath are on the 2nd floor of this expansive farm ranch. Finished basement with gym/dance room, full bath, family room and home office complete this beautifully appointed home. Nest thermostats, alarm system, sprinklers and much more. Come see for yourself!!

15 Weatherstone Way, Smithtown
21 Fairoaks Lane, Smithtown
$1,300,000
6 Beds ⋅ 3 Baths ⋅ 1017356 MLS
Welcome to this beautifully upgraded and meticulously maintained home in the prestigious Smithtown Pines, offering an impressive blend of comfort and style. The main living area showcases stunning molding work throughout with coffered ceilings and gas fireplace.. cherrywood hardwood flooring in the master bedroom and a hallway bathroom complete with a luxurious jet soaking tub. One of the bedrooms has been smartly converted into a home gym. Throughout the home, you will find thoughtful details like a secret storage shelf in the back bedroom, an Electrolux washer and dryer, a convenient back powder room, and a beautiful jewelry cabinet. As an added bonus, all TVs are included with the home! The lower level features a newly refinished partial basement boasting high-end, all-new Mohawk engineered hardwood flooring, plenty of extra storage, upgraded utility sink with built-in cabinets, and a spare refrigerator that will remain with the property. Step outside into your private, oasis 20X40 HEATED and salted inground swimming pool. surrounded by custom-designed perennial garden beds featuring fresh oregano, thyme, and chives. The outdoor space is perfect for entertaining, complete with a screened-in gazebo with a fan and outdoor lighting and travatine pavers throughout. The property also features a fully redone, nice-sized storage shed equipped with its own electric panel, new shelving, and a new roof. Generac whole house generator. Navien Tankless hot water heating system with w zones. Inground sprinklers w/ 9 zones. Siding and roof is 5 years old, All window treatments are remote Bali Master bedroom is levelor. electric panel in the shed takes care of everything outside, electric vacuum. 200 amp electric service in the garage,Awnings are about 4 years old ($4000) Circular Belgium block drivway high hat lighting; stainless appliances, state of the art, double ovens (Bosch) wine fridge, gas fireplace (heats up the house in 5 min) mud room, laundry room, 6 bedrooms, - window seat, walk in closet with organized closet system. Tub/ shower, master bath, full hallway bath w/ whirlpool tub, Backyard retractable awning w/remote,pool was 6 years ago totally redone, dug up, all new piping, 20x40 and heated hooked up to gas from the house. Gazebo w/fan, nice size shed w/electric Outdoor lighting,

21 Fairoaks Lane, Smithtown
12 Teapot Lane, Smithtown
$1,300,000
4 Beds ⋅ 3 Baths ⋅ 919727 MLS
Welcome Home to This Stunning One of a Kind, Fully Renovated - Inside & Out - Farm Ranch, that Blends Timeless Charm with Modern Sophistication. Situated on a Serene and Expansive Property, this Home has been Meticulously Updated with No Detail Overlooked! Inside find 4++ Bedrooms, 3+ Full Bathrooms and enough space for entertaining your finest guests. Gorgeous Ashwood Wide planked Hardwood Floors Flow Throughout the Open-Concept living Space, Creating a Warm and Inviting Atmosphere. The Cozy Den is the Heart of the Home, with a Wood Burning Fireplace, Crown Moldings and Recessed Lighting. This leads you into the Formal Dining Room with Custom Designed Ammenities that sits along side the Chef's Kitchen which features a custom built in eating area, Viking appliances, custom wood cabinets, and sleek quartz countertops that provide both beauty & durability. But the Details Don't stop there... Unique One of a Kind Designer Pieces throughout this home lead you to the 3 Spacious 1st Floor bedrooms that offer comfort and style, while the luxurious Full Hall Bath and On-suite Bathroom showcase spa-like features with modern tile work and premium fixtures. But be prepared to be Impressed the moment you walk up the stairs into the exceptional 2nd Floor Primary suite - a true sanctuary. This Expansive retreat offers an elevated living experience unlike anything you have seen. With a Custom Built Solid Wood Bed and thoughtfully planned layout including 2 full custom designed dressing rooms, it truly creates a boutique-style experience. But it doesn't stop there, the On-suite Primary Bath is where luxury meets serenity. The entire home redefines luxury. But prepare to be wowed the moment you step outside onto the full acre property ....you can't help but feel the love and attention poured into every inch. Its truly an extension of the home that offers peace and serenity. Offering a Steel Water Fountain, a handcrafted firepit area that offers a perfect gathering spot, Custom Garden Area, and pathways to a wildflower garden that fills the air with color and fragrance and The peaceful Zen area leads you to multiple intimate areas, each with its own personality. But This property is more than landscaped, its taken care at every inch, with new siding, roof, & gutter guards, there's just too many upgrades to mention. This is more than a home- its a rare opportunity to own something truly special!

12 Teapot Lane, Smithtown
109 Oakside Drive, Smithtown
$1,300,000
4 Beds ⋅ 4 Baths ⋅ 915379 MLS
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.

109 Oakside Drive, Smithtown
322 Rose Lane, Smithtown
$1,290,000
4 Beds ⋅ 4 Baths ⋅ 1002176 MLS
Looking for that "wow" factor? Welcome to this beautiful, totally custom 4bed/3.5bath home complete with all the bells and whistles! From the moment you walk in you'll be impressed by the thoughtfully selected design elements from the two-story foyer, statement-making millwork and trim, the stunning recently remodeled (2024) Chef's kitchen, recently updated designer bathrooms and so much more. With a large family room, a second living room open from the kitchen (potential 5th bed?) and a third hang out area just outside the primary suite the versatile layout of this home makes it the perfect space for day to day living yet ideal for entertaining friends and family. Into cars? The attached 4-car tandem garage complete with heat, CAC and storage cabinets is something special. The features list here is quite extensive including brand new drinking water reverse osmosis system, 6-zone audio system, laundry room on second floor, solar panels for low electric bills, connection for a generator, 6 zones of heat, 4 zones of CAC, flat and private 1/2 acre property with large patio and pool (gift), 9 zones of in ground sprinklers, central vac, finished basement (2025), low taxes and more. A complete detailed list of all of the features and updates is available. Hauppauge schools!

322 Rose Lane, Smithtown
109 Shirley Court, Smithtown
$1,288,000
3 Beds ⋅ 4 Baths ⋅ 1010163 MLS
A rare opportunity to own this exceptional 3 bedroom, 4 bath Ranch situated on a beautifully landscaped property in the coveted Smithtown Pines neighborhood. Meticulously renovated throughout, this turnkey home showcases refined craftsmanship, spacious sun filled interiors, and an effortless flow designed for everyday living and elegant entertaining. The kitchen serves as the heart of the home and features quartz countertops, a center island, stainless steel appliances, and ample cabinetry, providing both style and functionality. Updated bathrooms throughout the home offer modern finishes and a clean, refreshed feel. The fully finished basement provides a versatile living space, ideal for recreation, media, home office, additional bedrooms, or extended guest accommodations. The spectacular outdoor setting is truly a standout feature. A heated free form in ground pool with a cascading waterfall is surrounded by lush landscaping, extensive landscape lighting, and multiple areas for relaxation and gathering. The impressive gazebo is equipped with a built in kitchen, TV and cozy fireplace, creating the perfect setting for entertaining guests or enjoying quiet evenings at home. Every detail has been thoughtfully designed to provide a private vacation like retreat right in your own backyard. Meticulously maintained and move-in ready, this exceptional property offers the perfect combination of sophisticated indoor living and unparalleled outdoor amenities in one of Smithtown's most desirable neighborhoods. Just unpack and start enjoying the lifestyle you deserve.

109 Shirley Court, Smithtown
37 Pine Ridge Drive, Smithtown
$1,275,000
4 Beds ⋅ 4 Baths ⋅ 998348 MLS
Impeccably maintained and lovingly cared for, this DIAMOND oversized ranch is located in the coveted Smithtown Pines! This 4 bedroom, 3 1/2 bath home has beautiful hard wood floors with radiant heat (10 zones), soaring ceilings in many of the rooms, 2 fireplaces, one gas and one wood burning, CAC with 2 systems and 2 zones, in ground sprinklers, alarm system, natural gas service including a direct line for the BBQ. This home also features remote control upper windows, an expansive loft and additional attics on 2nd floor with endless possibilities!! Plenty of storage here with several custom closets, finished basement w/ den area, office, cedar closet, full bathroom with steam shower, and workshop areas. What a tranquil and serene setting this exceptional home has! Enjoy the park-like property and sprawling lush green lawn, offering the perfect blend of elegance, comfort, and meticulous attention to detail.

37 Pine Ridge Drive, Smithtown
99 Shirley Court, Smithtown
$1,270,000
5 Beds ⋅ 5 Baths ⋅ 977996 MLS
Nestled in the highly desirable Smithtown Pines, this one-of-a-kind home offers a unique layout that's perfect for multigenerational living or for those seeking a spacious, versatile design. With five bedrooms and 4.5 baths, including two primary ensuites, this home offers exceptional accommodations - it's like getting two houses in one! The main home features a large living room that leads to an open dining room and eat-in kitchen. The kitchen is equipped with a center island and Silestone countertops, offering both functionality and style. Just a few steps up, the oversized primary ensuite (15'1" x 30'11") awaits, complete with a full bathroom and the convenience of an in-suite washer and dryer. You will also find two additional bedrooms with a full hall bathroom. The secondary living space area boasts an open floor plan, which includes a cozy living room with a fireplace, dining room, summer kitchen, separate laundry area, and full bathroom. Upstairs, two bedrooms provide private retreats, one with its own ensuite bathroom and dual closets. Set on a private 0.53-acre lot, the backyard is perfect for entertaining. It features a paver patio, an expansive deck with a screened gazebo, and an inviting inground pool. Plus, the property backs the local Park, ensuring complete privacy in a serene setting. Enjoy proximity to Blydenburgh Park and the Town of Smithtown beaches, where outdoor recreation is just moments away. 99 Shirley Ct presents a rare opportunity in the Pines- a perfect blend of elegance, functionality, and tranquility. Whether you need two separate living areas or one large home, this house can accommodate. Don't miss this thoughtfully crafted, one-of-a-kind home!,

99 Shirley Court, Smithtown
73 Redan Drive, Smithtown
$1,269,000
4 Beds ⋅ 4 Baths ⋅ 1002127 MLS
Welcome to this beautifully Updated Custom-built Colonial w/ 3,500 sq ft of elegant living space in the gated community of Stonebridge Estates in Smithtown. IF YOU ARE A GOLF ENTHUSIAST, this is the right home for you. It will be a Vacation-at-home all year long! Featuring a grand entry foyer with soaring 20-foot cathedral ceilings, this spacious residence has a beautiful view of the Golf Course and offers a Resort-style Lifestyle w/ exceptional indoor and outdoor living. This is the largest Colonial Model in the community and features an open-concept w/ 4 Spacious bedrooms, each w/ a walk-in closet, and 4 bathrooms. The main level includes a formal living room, a formal dining room, a spacious first-floor bedroom with a walk-in closet, a full bath, and an open chef’s kitchen complete w/ stainless steel appliances, granite countertops, and built-in cabinetry. The Great Family room w/ gas fireplace and Double Sliding Glass Doors leading to a newly updated Paved Patio overlooking the golf course, creating an ideal setting for entertaining & outdoor relaxation. Ultra-high privacy fencing has been installed on both sides of the property for added seclusion. The second level features a private primary suite w/ dual walk-in closets and custom California Closets, a spacious primary bath w/ double sinks and a Jacuzzi tub, plus two additional oversized bedrooms w/ walk-in closets and a full bathroom. Additional upgrades include: Brand-new CAC units, two new air handlers, a new washer and dryer, a new central vacuum system & a new hot water heater. The lower level offers: A Finished Basement, w/ approximately 1,800 sq ft of Extra Living and entertaining space, featuring multiple bonus rooms, a full bathroom, extensive storage, and an oversized Custom-built Bar area with granite countertops and new appliances, including a refrigerator, dishwasher & convection oven. Residents of Stonebridge Estates enjoy access to resort-style amenities, including a heated saltwater pool, tennis court, pickleball courts, pool house, card room, gym, and beautifully maintained grounds. Conveniently located near great restaurants, shopping, private beaches, the LIRR, major highways, & right next to Beautiful Blydenburgh Park, perfect for Hiking trails, fishing, kayaking, dog parks, and year-round outdoor recreation. A rare opportunity to own one of the premier golf course homes on Long Island. This exceptional property combines luxury, privacy, space, and lifestyle in one of Smithtown’s most desirable gated communities.

73 Redan Drive, Smithtown
54 Sandy Hollow Drive, Smithtown
$1,260,000
5 Beds ⋅ 4 Baths ⋅ 1005651 MLS
Welcome to 54 Sandy Hollow, a beautifully maintained Brookfield Colonial located within the highly regarded Commack School District. This spacious home offers 5 bedrooms and 3.5 baths, featuring an open and versatile floor plan designed for both everyday living and entertaining. The heart of the home is the impressive kitchen, complete with a large eat-in area, expansive granite island, abundant cabinetry, and soaring ceilings that create a bright and inviting atmosphere. The flexible layout includes two primary suites—one conveniently located on the main level and another on the second floor—providing excellent options for extended living arrangements or guest accommodations. A partially finished basement offers additional living space, storage, and endless possibilities to suit your needs. The attached two-car garage adds convenience and functionality. Step outside to your own private backyard retreat, featuring a heated gunite in-ground swimming pool, generous outdoor living space, and mature landscaping that provides exceptional privacy. Perfect for relaxation or entertaining, this backyard oasis offers the comfort and tranquility you have been searching for. Conveniently located near shopping, dining, parks, and major transportation routes, this is a wonderful opportunity to enjoy all that Commack has to offer. Natural gas service and a whole-house generator provide efficiency, reliability, and peace of mind

54 Sandy Hollow Drive, Smithtown
10 Manor Place, Smithtown
$1,250,000
4 Beds ⋅ 3 Baths ⋅ 964432 MLS
Located on a quiet cul-de-sac in Smithtown, this well-maintained 2003 Colonial is set in a neighborhood known for low turnover and pride of ownership. The main level features formal living and dining areas, a den, a spacious eat-in kitchen with an efficient layout, plus a first-floor powder room and laundry room. Upstairs includes a primary suite with private bath and three additional bedrooms. Additional highlights include natural gas heat, central air conditioning, hardwood floors throughout, a full basement with ample storage, and a two-car garage. The backyard with patio offers space to gather, entertain, or simply relax. A rare opportunity to own a meticulously maintained home in a prime location close to parks, shopping, and transportation.

10 Manor Place, Smithtown
37 Winston Drive, Smithtown
$1,225,000
3 Beds ⋅ 1 Baths ⋅ 1004569 MLS
Two Adjacent Lots in Sought-After Smithtown Pines on Over 2 Scenic Acres! Each lot is over 1 acre each. Lot 60 is vacant flat land. Lot 61 has a Well-maintained Retro Style Ranch home where buyers can enjoy the it's vintage charm w/ 3 Beds & 1.5 Baths w/ Full Basement w/Outside Entrance. Boasting Hardwood Floors throughout alongside a Bonus Recreational Room w/High ceilings surrounded in Knotty Pine Wood w/interior access to 1 Car Attached Garage. Rare Opportunity for Smart Builders/Investors w/ 3 Options: 1) Combine both lots & create one massive estate 2) Separate lots & create 2 luxury homes 3) Keep existing home & turn the 2nd acre into the backyard everyone wishes they had w/ pool, tennis court, guest house, etc. Request to view New Surveys. Lots are Taxed Separately. Being Sold Together.

37 Winston Drive, Smithtown
185 Plymouth Boulevard, Smithtown
$1,225,000
4 Beds ⋅ 3 Baths ⋅ 991907 MLS
Prestine 4-Bedroom Colonial with FULL BASEMENT in the Smithtown School District! Welcome to this beautifully maintained Colonial offering the perfect blend of elegance, space, and comfort. A charming wraparound porch sets the tone as you enter into an impressive entry foyer with soaring ceilings and a bright, open feel. The home features high ceilings throughout, a spacious den with vaulted ceilings, a stunning stone fireplace with natural gas, recessed lighting, smart thermostat, central air conditioning, central vacuum, and detailed wainscoting and much more. The newer chef’s kitchen is designed for both everyday living and entertaining, complete with stainless steel appliances. A dedicated laundry room with custom built-in cabinetry adds convenience and functionality. The primary suite is a true retreat, featuring his-and-hers walk-in closets and a large private bathroom with double vanity. Additional highlights include a newer roof and a newly updated expanded driveway, providing ample parking and enhanced curb appeal. A huge unfinished full basement with high ceilings offers incredible potential for future living space, storage, gym, or recreation area.

185 Plymouth Boulevard, Smithtown

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.