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23 Riviera Drive, Smithtown
$674,999
3 Beds ⋅ 2 Baths ⋅ 1040470 MLS
Location! Location! Location! Welcome to this beautifully refreshed split-level home, where style, comfort, and versatility comes together in one Smithtown offering. From the moment you arrive, the new driveway, 3 year old hot water heater and freshly painted interiors with the cathedral ceiling sets the tone for a home that feels polished, inviting, and ready to enjoy. The home opens to a bright and thoughtfully designed layout offering 3 bedrooms and 2 full baths, with comfortable living spaces that transition effortlessly from everyday moments to entertaining family and friends. What truly sets this home apart is its versatile lower level with a separate entrance, creating exciting possibilities for extended living, a private home office, guest space, recreation area, or whatever best complements your lifestyle. Recent improvements add even more value and peace of mind, including a new gas burner and hot water heater, new dishwasher, and new washing machine. Go outside and enter the generous corner plot that provides the perfect backdrop for alfresco dining, summer gatherings, gardening, or simply unwinding at the end of the day. Thoughtfully updated, and filled with possibilities, this home delivers the space and flexibility today’s buyers are looking for, wrapped in a warm and beautifully presented home. With the top-rated Smithtown schools, and a neighborhood close to shopping, dining, highways and close to the train station, this is a special opportunity in Smithtown that deserves to be experienced in person.

23 Riviera Drive, Smithtown
119 E main Street, Smithtown
$650,000
975518 MLS
This is a Commercial Property and Business for sale on a busy Main street area of Smithtown by a traffic light. This successful and profitable 20 year old business generates over a million dollars in annual sales and net profits of approximately $300,000 per year. This is an opportunity to obtain an extensive name and client base for an energetic investor who can appreciate and develop the upside potential of owning a multi-faceted business of firearms, fish and tackle. Some requirements that are needed to buy this property and Federal Firearms License, the ability to hold a firearm license, and consumer affairs second hand merchandise license. Inventory includes (walk-in & Internet sales) firearms (new & pre-owned), Ammo, Accessories, fishing tackle and bait. To be clear, The Real Estate is $650,000. The Business Name and Good Will, License and Customer List is $100,000 The Inventory is $50,000.00. The buyer can ony buy the Real Estate for $650,000 and the owner will deal with the business and Inventory on his own.

119 E main Street, Smithtown
4 Smithtown Crescent, Smithtown
$649,990
4 Beds ⋅ 2 Baths ⋅ 1031895 MLS
Prime Location with Limitless Potential! ?Welcome to this spacious 4-bedroom home situated in a highly desirable neighborhood within the Smithtown Central School District. Offering a perfect canvas for your vision, this property boasts incredible potential for updates and customization. ?Key Highlights: ?Spacious Layout: 4 generously sized bedrooms ready for your personal touch. ?Prime Location: Minutes from local shopping, dining, parks, and schools. ?Outdoor Space: An expansive, completely flat backyard—ideal for entertaining, play, or adding a pool. ?Bring your vision and make this home your own!

4 Smithtown Crescent, Smithtown
6 Sybil Place, Smithtown
$629,999
3 Beds ⋅ 2 Baths ⋅ 1043462 MLS
Welcome to this well-maintained 3-bedroom, 1.5-bathroom split ranch in Smithtown. The home features hardwood floors throughout and offers a comfortable and versatile layout. The kitchen was updated approximately 15 years ago, and the full bathroom was renovated within the past year. Additional features include a den, garage, fenced-in yard, 200-amp electric service, approximately 15-year-old roof, and an in-ground 5-zone sprinkler system. The fenced yard provides private outdoor space for a variety of uses. Conveniently located in Smithtown, this well-maintained home offers an opportunity to add your own personal touches and make it your own.

6 Sybil Place, Smithtown
36 Mayflower Avenue, Smithtown
$629,900
3 Beds ⋅ 1 Baths ⋅ 1036399 MLS
Welcome home to 36 Mayflower Avenue, a beautifully renovated ranch where no detail has been overlooked and every update was made with care and intention. From the moment you arrive, the new front pavers, fresh siding, and a new stoop sets the tone for what's inside. Major mechanicals have all been taken care of such as a new water main, 200 amp electrical upgrade, new plumbing, and central air conditioning. You can move in with complete peace of mind. Inside, you'll fall in love with the renovated kitchen and bathroom. The living room is an absolute showstopper, featuring in-ceiling speakers with motion-detected digital surround sound, perfect for cozy nights in or entertaining guests. Anderson, Pella, and Velux windows flood every room with natural light, and the skylights with motorized blinds add a touch of luxury you didn't know you needed. Outside you're welcomed with a fully fenced backyard complete with beautiful pavers and a retaining wall, your own private retreat, ready for summer gatherings and quiet evenings alike.

36 Mayflower Avenue, Smithtown
1 Miller Place Unit #D, Smithtown
$600,000
939528 MLS
FRANCHISE BUSINESS FOR SALE TOUS les JOURS – Smithtown, Long Island 1 Miller Place, Suite D | Smithtown, NY 11787 Approx. 2,300 sqft. TURN-KEY BAKERY CAFÉ OPPORTUNITY Acquire a fully built, fully operating TOUS les JOURS franchise in a prime Smithtown location. Ideal for entrepreneurs seeking a well-established brand with immediate revenue potential. LOCATION HIGHLIGHTS • High-visibility shopping plaza in the heart of Smithtown • Strong daily foot traffic from nearby homes, offices, schools & retailers • Easy access with ample customer parking • Affluent community with strong demand for premium bakery cafés. BUSINESS FEATURES • Modern interior and equipment meeting all franchise standards • Established customer base and excellent local reputation • Spacious 2,300 sqft layout with dining area, baking area & storage • Full franchise support & branding infrastructure. WHY THIS OPPORTUNITY STANDS OUT • No build-out delays—start operating immediately • Proven operations in a high-income Long Island market • Strong growth potential for an engaged owner. Contact for more information or to schedule a private tour.

1 Miller Place Unit #D, Smithtown
8 South Avenue, Smithtown
$499,999
1 Beds ⋅ 1 Baths ⋅ 1052134 MLS
Welcome to 8 South Avenue, a charming one-bedroom, one-bath cottage situated on approximately 0.38 acres in Smithtown. The home features an updated kitchen, hardwood and vinyl flooring, and a functional layout filled with natural light. Step outside to a spacious, fully fenced backyard complete with a 4-zone in-ground sprinkler system, large detached garage/shed, and plenty of room to enjoy the outdoors. Notable improvements include a roof replaced in 2019, updated living room windows, driveway, and gutters. Oil heat, a utility basement, and remarkably low taxes of approximately $4,393 add to the appeal. 8 South Avenue combines a sizable property, low taxes, and room to make it your own.

8 South Avenue, Smithtown
47 Route 25A, Smithtown
$485,000
3 Beds ⋅ 1050824 MLS
18th Century Home in disrepair being sold AS-IS with great potential. Some previous upgrades to foundation and structure. Interesting property with double sided center fireplace and original beams and architectural features. Detached 2 car garage AS-IS with newer concrete flooring. Low taxes ...own a piece of history. No functional bathrooms, kitchen or heating.

47 Route 25A, Smithtown
45 Summit Drive, Smithtown
$399,000
4 Beds ⋅ 2 Baths ⋅ 1053453 MLS
NO INTERIOR ACCESS OR SHOWINGS. OCCUPIED PROPERTY. PLEASE DO NOT DISTURB OCCUPANTS. Property is being sold strictly as is. CASH OFFERS ONLY. Because interior access is unavailable, information regarding the property’s condition, layout, room count, features, and other characteristics has been obtained from public/tax records and/or estimated where necessary. All information should be independently verified by the buyer and accuracy is not guaranteed.

45 Summit Drive, Smithtown
10 Smithtown Boulevard Unit #6A, Smithtown
$349,999
1 Beds ⋅ 1 Baths ⋅ 1050327 MLS
Welcome to 10 Smithtown Boulevard, Unit 6A, a beautifully redesigned main-level residence offering elevated co-op living in the highly sought-after Smithtown School District. Completely transformed with modern finishes and thoughtful design, this home combines the comfort of a high-end residence with the value of co-op ownership. Sunlit interiors, seamless flow, and quality craftsmanship create a space that feels both sophisticated and inviting. A Rare and Highly Valuable Feature of this home is the fully enclosed and secure 300-square-foot private storage space located directly beneath the unit, offering exceptional convenience and flexibility rarely found in co-op living. The designer kitchen features custom cabinetry, sleek finishes, generous storage, and a spacious dining area perfect for everyday living or entertaining. The spa-inspired bathroom showcases clean lines and elegant modern details. The king-sized primary suite is exceptionally spacious for a one-bedroom and offers abundant closet space. A versatile flex area provides the ideal setting for a home office or quiet retreat. Light oak hardwood floors run throughout the home, complemented by crown molding, modern lighting, and a soft neutral palette that enhances the bright, airy feel. Additional features include: • Assigned parking for two vehicles Immaculate and move-in ready, this home presents a rare opportunity in one of Smithtown’s most desirable communities. One of a kind. A true step above.

10 Smithtown Boulevard Unit #6A, Smithtown
355 Route 111 Unit #30 Route 111 Unit #30, Smithtown
$280,000
1 Beds ⋅ 1 Baths ⋅ 1049471 MLS
Fantastic Opportunity to Own! Why rent when you can buy in Smithtown's Award winning School District. This Updated Corner Unit Has Hard Oak Flooring, Granite Countertops, Stainless Appliances, New Wall AC units, Laundry on site and Large Rooms with Plenty of Closet Space ..

355 Route 111 Unit #30 Route 111 Unit #30, Smithtown
365 Rt 111 Unit #A16, Smithtown
$269,000
1 Beds ⋅ 1 Baths ⋅ 1058457 MLS
Welcome to this one-bedroom, one-bathroom upper-level co-op in Tanglewood Terrace in Smithtown, offering approximately 750 square feet of comfortable, well-planned living space. The inviting eat-in kitchen provides a pleasant setting for casual meals, while the oversized living room offers plenty of flexibility for entertaining guests, relaxing or creating a dedicated home office. The hallway and bedroom closets provide convenient storage. Step outside to the private balcony for morning coffee, fresh air or a quiet evening retreat. Additional features include a blend of hardwood and carpeted flooring, baseboard heating, a wall-mounted air-conditioning unit, dishwasher, oven, refrigerator and freezer. A conveniently located basement laundry center adds everyday ease. Monthly maintenance is $1,225 and includes taxes, gas, heat, gas cooking, water, sewer and all exterior maintenance. Ideally situated near the Smithtown LIRR station, restaurants, shopping and major highways, this home combines comfortable living with convenient access to the surrounding area.

365 Rt 111 Unit #A16, Smithtown
VL Highland Street, Smithtown
$149,000
945191 MLS
Vacant Land available near all!!

VL Highland Street, 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.