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$1,099,988
5 Beds ⋅ 4 Baths ⋅ 1039816 MLS
Welcome to this spacious 3,800-square-foot Colonial home, featuring a versatile split-level layout with 5–6 bedrooms and 4 full bathrooms, offering plenty of room for an extended or growing family. The home features a possible mother-daughter setup with proper permits, providing flexibility for multigenerational living. Step through the large walk-in entry into a bright and welcoming interior filled with an abundance of natural light and impressive high ceilings. The first floor features 2 generous bedrooms, 2 large living rooms, 2 full bathrooms, a kitchenette, and a laundry room, along with an attached 3-car garage. The second floor offers a formal living room with a wood-burning fireplace and a possible private office, providing an elegant and flexible space for entertaining or working from home. The third floor showcases an additional dining room, a large eat-in kitchen, and 4 bedrooms, including a primary bedroom with a private full bathroom and its own deck. The home's flexible layout provides plenty of space to accommodate a variety of living arrangements. Additional highlights include hardwood floors, high ceilings, central air, an attic for extra storage, a covered porch, a back deck with a Jacuzzi, and a private driveway. Situated on a generous 19,602-square-foot lot, the property also features an updated roof (2019) and low taxes. This unique home offers exceptional space, versatility, and comfort, with plenty of room to make it your own.

23 Colonial Drive, Smithtown
$765,000
3 Beds ⋅ 3 Baths ⋅ 1036970 MLS
Welcome to Smithtown Pines! I am excited to share this beautifully maintained 3-Bedroom, 2.5-Bathroom Colonial home which was totally rebuilt from the foundation up in 2003 with a full basement. The exterior features a charming covered porch and a deep backyard complete with a large deck and a pond, perfect for outdoor relaxation. Inside, the first floor boasts a Living Room with a dual-sided gas fireplace that opens into the Dining area, which features sliding glass doors. The large Kitchen comes equipped with stainless steel appliances and leads to a convenient Mudroom featuring a stackable washer/dryer, a side entrance, and a half bath. The second floor offers a Primary Bedroom with two large closets and a spacious bathroom featuring a large Tuscan shower, alongside two additional generously sized bedrooms. Additional features include oil heat, an inground sprinkler system, and completed ductwork ready for central air conditioning.

149 Grassy Pond Drive S, Smithtown
$1,699,000
5 Beds ⋅ 6 Baths ⋅ 1027754 MLS
Experience the pinnacle of luxury living on this sprawling 1.25+ acre equestrian-ready estate. Recently renovated to perfection, this five-bedroom, five-bathroom residence seamlessly blends sophisticated design with modern efficiency, featuring brand-new utilities and owned solar panels. The heart of the home is a dream kitchen, boasting radiant heated floors, a high-end Subzero panel refrigerator, custom cabinetry with integrated inserts, and a spacious walk-in pantry. Entertain with ease in the formal dining room or retreat to the quiet study, complete with floor-to-ceiling custom built-in bookshelves. The primary suite serves as a private sanctuary, featuring an ensuite, with a cozy fireplace, a custom vanity, a bidet, a standalone shower, and a deep soaker tub. Step onto heated floors in both the primary bath and kitchen for year-round comfort. Practicality meets convenience throughout the home, which includes three separate laundry rooms, a fully finished basement, and an oversized three-car garage. Step outside to your own private oasis, where the expansive grounds offer ample space for equestrian pursuits, complemented by a pristine inground pool perfect for summer relaxation. This property offers an unparalleled combination of style, comfort, and sustainable living. Schedule your private tour today.

14 Loft Road, Smithtown
$1,374,000
4 Beds ⋅ 3 Baths ⋅ 1014247 MLS
Welcome to one of the most impressive properties to hit the market in The Pines. Set on a private half-acre of beautifully manicured grounds, this extraordinary contemporary ranch offers a perfect blend of luxury, comfort, and resort-style living—all in a beautifully landscaped, private setting. A long paved driveway leads to a spacious two-car garage and a grand entry foyer with soaring vaulted ceilings that create an unforgettable first impression. Inside, rich hardwood floors, custom moldings, skylights, and high-hat lighting create a warm, elegant ambiance, while central air conditioning throughout ensures year-round comfort. The sun-filled living room, highlighted by a stunning stone fireplace and skylights, features vaulted ceilings that enhance the open, airy feel. The formal dining room sets the stage for unforgettable gatherings. At the heart of the home is a breathtaking chef’s kitchen—boasting a massive granite island, farmhouse sink, custom cabinetry, premium Thermador appliances, and a bright dining area with a tray ceiling and a bow window overlooking the backyard oasis. Sliding glass doors open to a covered Trex porch, a patio, and a pool area—perfect for entertaining or unwinding. The luxurious primary suite is a true retreat—featuring a spa-inspired bath with vaulted ceilings, a jetted shower, and a spacious walk-in closet. The home also includes 2.5 baths, a wet bar with a wine cooler, a mudroom with abundant storage, California closets, and a finished lower level with heating, air conditioning, egress windows, and a large walk-in closet. And then, there’s the backyard. This is your private resort—complete with a spectacular 40-by-20 heated pool, rock waterfall, integrated spa, and complete privacy thanks to specimen plantings, landscape lighting, and PVC fencing. With a covered Trex porch, oversized storage shed, and a commercial-grade Generac whole-house generator, this home is a haven of comfort and convenience. Move-in ready and impeccably maintained—this is a rare opportunity to own a slice of paradise. Don’t miss out—this dream home won’t last long! Note 1 Bedroom Converted to a TV Room

6 Averly Place, Smithtown
$949,999
6 Beds ⋅ 3 Baths ⋅ 993943 MLS
Beautifully renovated and move-in ready, this spacious 6-bedroom, 3.5-bath home offers the perfect blend of modern updates and flexible living. The primary suite features a walk-in closet and private full bath, while the updated kitchen with high-end appliances opens to bright, inviting living spaces. New central A/C and a new sprinkler system add comfort and convenience. Designed with versatility in mind, the home includes a layout ideal for extended living, guests, or a home office, with the potential to be used as a mother-daughter home (with proper permits). Situated on a half-acre lot, the property features a large backyard, Multiple car garage, and two separate driveways. Low taxes, plus a convenient location close to parks, shopping, and major highways, make this home an exceptional value.

56 McArthur Lane, 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.