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$699,999
3 Beds 2 Baths 1048457 MLS
Welcome to this beautifully maintained split-ranch home nestled in the highly sought-after East Hills Estates of Smithtown. This 3 bedroom, 2 bath, 1 car garage on 0.3 acres home (currently set up as two bedrooms, can be easily put back to three bedrooms) is filled with natural light and is move-in-ready! This residence offers the perfect blend of comfort, style, and functionality. The inviting main level features a bright and airy living room with soaring cathedral ceilings, a cozy gas fireplace, and an open flow into the eat-in kitchen featuring gas range, refrigerator, microwave, dishwasher (2023) and granite countertops, ideal for both everyday living and entertaining. Upstairs, you'll find a spacious primary bedroom with side-by-side double closets, a generously sized second bedroom, and full hall bath. The lower level offers a sun-filled den with abundant natural light, a full bathroom, laundry room and a convenient outside entrance, providing flexible living space perfect for guests, or a home office. 200-amp electric, Andersen windows, a cesspool with overflow (2021), vinyl fencing, separate hot water heater. and whole-house Generac generator. Situated on a tranquil .34-acre level lot, the private backyard is surrounded by mature specimen trees and lush landscaping and pond. With its mint condition, desirable location, and features, this exceptional home offers everything you are looking for.

1 Rutgers Street, Smithtown

$690,000
2 Beds 3 Baths 1035010 MLS
Welcome to Windcrest at Smithtown, a desirable pet-friendly, gated community offering maintenance-free, resort-style living! This beautifully renovated Brittany model townhome features 2 spacious bedrooms, 2.5 baths, and has been thoughtfully updated throughout. Freshly painted and move-in ready, the home showcases a renovated kitchen with white cabinetry, quartz countertops, and stainless-steel appliances. The renovated bathrooms offer a fresh, modern design, while the expansive primary suite features two custom walk-in closets and a private bath. Custom closet systems have also been added to the second bedroom, linen closet, and the finished basement for exceptional storage and organization. Additional upgrades include Andersen windows & glass door (approximately 4 years old), both furnaces 2024, hot water heater 2023 & Central Air Conditioning 2024 (both HVAC units), a natural gas fireplace with a marble surround, stylish designer light fixtures and a one-car garage with a 240-volt EV charging outlet. The finished basement provides additional living space with multiple custom closets, while the redesigned private patio creates the perfect outdoor retreat. A private driveway adds additional parking. Enjoy resort-style amenities including a clubhouse with a card room, TV and sitting room with fireplace, outdoor swimming pool, tennis courts, pickleball, fitness center, and a gazebo overlooking a picturesque pond with a fountain. Conveniently located near shopping, dining, MacArthur Airport, and the LIRR, this exceptional home offers low-maintenance living with all the comforts of home.

26 Scarborough Drive, Smithtown

$649,000
4 Beds 3 Baths 1047272 MLS
Opportunity Awaits in Smithtown! Situated on an expansive 0.75-acre property, this 4-bedroom, 3-bathroom home offers approximately 2,632 square feet of living space, generous room sizes, and a fireplace. The property requires extensive renovation and clean-out, presenting an ideal opportunity for an investor, contractor, or buyer ready to restore and transform the home. With its substantial footprint, impressive lot size, and desirable Smithtown location, this property offers tremendous potential for the right buyer. Bring your contractor and your vision! Property is being sold strictly AS-IS and will not be delivered broom-clean. The buyer will be responsible for removing all personal property, contents, and debris remaining at the property after closing. Buyers should perform their own due diligence regarding the property’s condition, permitted uses, and financing eligibility.

31 Ridge Road, Smithtown

$689,000
3 Beds 1 Baths 1046648 MLS
Move right into this beautifully updated Ranch where pride of ownership is evident throughout! Extensively renovated with comfort, efficiency and low-maintenance living in mind, this home features a beautifully updated kitchen with quartz countertops, gas cooking and modern appliances, along with updated electrical, plumbing and heating systems. Central air, motorized blinds and a reverse-osmosis drinking water system add to the home's comfort and convenience. Major exterior improvements include newer roof, siding and gutters, bluestone front steps and walkway, PVC fencing, inground sprinklers and an updated driveway. The insulated and finished garage offers additional versatility and is equipped with a subpanel suitable for electric vehicle charging. Additional electric service extends to the shed, while natural gas is also available for the dryer and outdoor BBQ. Thoughtful improvements inside and out make this a truly turn-key home—just unpack and enjoy all this house has to offer!

8 Gedney Avenue, Smithtown

$650,000
2 Beds 2 Baths 1042904 MLS
Welcome to Hidden Ponds, a beautiful gated community in the heart of Smithtown. This spacious end-unit ranch townhouse offers the perfect combination of comfort, convenience, and easy one-level living. A welcoming foyer leads into the eat-in kitchen with an electric cooktop and the convenience of an in-unit washer and dryer. The open-concept living and dining area showcases a cozy fireplace, soaring ceilings, and sliding glass doors that open to a private oversized patio overlooking tranquil pond views. Tile and carpeting flow throughout the living spaces and bedrooms.The home offers two generously sized bedrooms and two full bathrooms. The primary bedroom features a walk-in closet and private en-suite bathroom, creating a comfortable and functional retreat.

59 S Pond Lane, Smithtown

$699,999
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 exceptional Smithtown offering. From the moment you arrive, the new driveway 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

$669,000
4 Beds 2 Baths 1039961 MLS
Welcome to 22 Lindron Avenue, a versatile Wide-Line High-Ranch home nestled on a peaceful, tree-lined street in the heart of Smithtown. This property offers exceptional living space and multi-generational flexibility, featuring a sunlit main living area with a wood-burning fireplace, elegant crown molding, and neutral finishes. The main kitchen comes equipped with warm oak cabinetry, granite countertops, tile backsplash, and stainless steel appliances, seamlessly connecting to a dedicated dining room highlighted by detailed wainscoting. The floor plan includes a full bath on both levels, as well as a functional lower-level kitchenette setup and flexible office nook ideal for extended guest quarters. Outside, enjoy an oversized back-yard, an attached two-car garage, and a multi-level rear wooden deck overlooking the private yard. Complete with updated electrical service panel and dedicated gas utilities, this home offers outstanding potential just minutes from Smithtown schools, local shopping, dining, parks, and LIRR commuter access.

22 Lindron Avenue, Smithtown

$689,888
3 Beds 2 Baths 1022617 MLS
Nestled in the heart of Smithtown on a spacious .38 acre lot (two .19 acre lots) this charming Cape Cod offers a perfect blend of classic appeal and modern convenience. Inside, you’ll find beautiful hardwood and vinyl flooring throughout, a cozy wood burning fireplace and a welcoming Dutch door entry that opens into a functional mudroom. The kitchen is designed for both style and efficiency, boasting elegant cabinetry with pull out drawers and a hidden snack drawer. The flexible floor plan includes three bedrooms, including a primary suite with dual closets and a versatile bonus room, making the home ideal for those seeking a private guest suite or in law plan. Practicality is a priority here, with a 2025 roof, 200 amp electrical service, a hardwired generator, a whole house water filtration system and split unit cooling. The property also includes an OVERSIZED one car garage with ample storage space and a full basement that features a convenient outside entrance located at the top of the stairs. The exterior serves as your own private oasis. Head through the new sliders with built in blinds onto an awning covered Trex deck, where you can enjoy serene views of two ponds and stunning landscaping. The backyard is highlighted by an in ground gunite pool recently resurfaced, surrounded by a cool deck, perfect for summer entertaining. With an unbeatable location that allows for a car free lifestyle, just a short distance from local theaters, shopping, nightlife, parks, Whole Foods, Trader Joe’s and the Smithhaven Mall. This home is a rare find that truly has it all!

112 Lawrence Avenue, Smithtown

$679,000
3 Beds 2 Baths 1034437 MLS
Absolutley beautiful three-bedroom, two full bath cape situated on a generous lot in the heart of Smithtown. This move-in-ready home showcases a newer roof, stylish luxury vinyl plank flooring, a beautifully updated bathroom (2026), and a bright eat-in kitchen designed for both everyday living and entertaining. The flexible floor plan offers three spacious bedrooms and two full baths and a versatile loft space, providing plenty of room for family, guests, or a home office. The attractive board-and-batten vinyl siding adds timeless curb appeal and enhances the home's modern farmhouse charm. The oversized property offers endless possibilities for outdoor entertaining, gardening, recreation, or future expansion. Conveniently located near parks, shopping, restaurants, schools, and transportation, this beautifully updated home combines comfort, style, and convenience and is just waiting for its next owner.

22 South Avenue, Smithtown

$679,000
3 Beds 2 Baths 1012925 MLS
Welcome to this beautifully renovated 3-bedroom, 1.5-bath ranch nestled in Smithtown and located within the Hauppauge School District. This move-in-ready home features an open-concept layout and was extensively updated in 2024. The stunning new kitchen is equipped with JennAir appliances and a Frigidaire Professional refrigerator, while Anderson windows provide abundant natural light throughout. A versatile bonus room offers endless possibilities. Additional updates include gas conversion, dual heating options, natural gas heat, and an energy-efficient heat pump system. A new roof with solar panels, and a partially finished basement that provides additional living, recreation, or storage space. The cesspool is approximately 5 years young. Conveniently located near shopping, restaurants, parks, transportation, and all that Smithtown has to offer, this home combines modern updates, energy efficiency, and everyday convenience in one exceptional package. Don’t miss the opportunity to make this turnkey home your own. Low Taxes!!! With star exemption: $10,567

39 Tanglewood Drive, Smithtown

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

44 Elizabeth Avenue, Smithtown

$680,000
3 Beds 2 Baths 1009540 MLS
Step into a piece of Smithtown history with this charming Colonial, where timeless character and thoughtful updates come together beautifully. Nestled on a picturesque half-acre property in North Smithtown, this 3-bedroom, 2-bath home offers warmth, personality, and the kind of craftsmanship that is hard to find. Inside, you’ll find an inviting foyer and living room highlighted by a cozy wood-burning fireplace and charming architectural details throughout. The formal dining room features beautiful built-in cabinetry and a bay window with stained glass accents. The country-style kitchen flows seamlessly into a comfortable den, creating the perfect gathering space for everyday living and entertaining. Stainless steel appliances and abundant natural light enhance the home’s welcoming feel. The main level also offers an additional room currently used as a home office, which could also serve as a laundry room, or flex room to suit a variety of needs. Three bedrooms are located on the second floor, and two full bathrooms provide convenience, with one located on each level. Recent updates and improvements include a gas conversion, newer burner, 200-amp electric service, and three split units that provide both heating and cooling. Outside, enjoy a private setting with mature landscaping, a fully fenced yard, a spacious driveway with brick accents, and curb appeal that perfectly complements the home’s historic character. A rare opportunity to own a home filled with charm, warmth, and modern conveniences. Conveniently located near Sweetbriar Nature Center, Landing Avenue Park, and the shops, restaurants, and amenities of Smithtown’s vibrant East Main Street. Taxes totaling $6,157.90 annually.

4 Landing Meadow Road, 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

$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

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.