Refine Search
Map
Sort by
$825,000
4 Beds ⋅ 3 Baths ⋅ 1013533 MLS
Nestled on a quiet cul-de-sac, this beautifully constructed ranch welcomes you with a circular driveway, charming front porch, and inviting entrance foyer. Recently refreshed, the home features newly refinished hardwood floors throughout and fresh interior paint, creating a bright, airy atmosphere with exceptional functionality. The main level offers three spacious bedrooms, two full bathrooms, and abundant storage. The updated maple kitchen is designed for both everyday living and entertaining, featuring granite countertops, a center island, Wolf cooktop, double ovens, and a walk-in pantry. A convenient laundry room and direct access to the three-car garage add to the home's practicality. The open-concept layout seamlessly connects the kitchen to the living and dining areas, all overlooking the picturesque backyard. An open staircase leads to the lower ground level, where you'll find a comfortable den with a wood-burning fireplace, a private home office, bedroom, bathroom and extensive additional storage space. Step outside to your own private backyard oasis. Designed for entertaining, the property boasts an inground gunite pool with spa and Loop-Loc safety cover, a pergola set on low-maintenance Trex decking, and a gazebo providing covered outdoor living and gathering space. This exceptional Smithtown home combines quality construction, thoughtful updates, and mature landscaping that offers exceptional privacy in a highly desirable cul-de-sac location. Come see for yourself and fall in love!

15 Veronica Court, Smithtown
$800,000
3 Beds ⋅ 3 Baths ⋅ 1018369 MLS
Thoughtfully expanded in 2007, this beautifully maintained 3/4-bedroom, 2.5-bath home offers a spacious and versatile floor plan filled with abundant natural light and rich hardwood floors. Recent improvements include a brand-new roof, enhancing both value and peace of mind. The inviting kitchen features granite countertops, custom oak cabinetry with pull-out shelving, stainless steel appliances, a wall oven, cooktop, microwave, dishwasher, and a sun-filled bay window. The second level includes a spacious primary suite with a walk-in closet and private bath, two additional bedrooms, a full bath with a cast-iron tub, and a loft area that provides flexibility for a home office, sitting area, or potential fourth bedroom. The lower level features a comfortable den, half bath, utility area, and additional storage/workroom space. Outside, enjoy the fenced backyard with an impressive 18’ x 36’ in-ground pool and brick paver patios in both the front and back, creating an ideal setting for outdoor entertaining and everyday enjoyment. An oversized two-car garage provides ample room for vehicles, storage, hobbies, or workshop space. The property is located approximately .8 miles from St. Catherine of Siena Hospital. Combining generous living spaces, thoughtful updates, and exceptional indoor and outdoor amenities, this home offers a layout designed to accommodate a variety of lifestyles.

158 Saint Nicholas Avenue, Smithtown
$799,999
3 Beds ⋅ 3 Baths ⋅ 1042682 MLS
Welcome to this updated ranch in the heart of Smithtown, offering a wonderful blend of comfort, versatility, and indoor-outdoor living. Upon entry, you’ll immediately notice the abundance of natural light streaming through a wall of windows overlooking the private backyard. The outdoor space is designed for relaxation and entertaining, featuring a saltwater in-ground pool with diving rock, water sprays, and a waterfall, a paver patio, Trex deck, and awning for additional shade and covered enjoyment. Inside, the living room flows into an L-shaped dining room, while the kitchen features warm dark maple cabinetry, granite countertops, and stainless steel appliances. A conveniently located laundry room off the kitchen provides direct access to the two-car garage. The primary en-suite offers a walk-in closet, additional closet, and private full bath with shower stall. Two additional bedrooms share a spa-inspired hall bathroom featuring a vaulted ceiling, whirlpool tub, separate shower stall, and oversized vanity. The finished lower level provides additional living space with a recreation room featuring a wood-burning fireplace, office/possible 4th bedroom, and half bath. The unfinished portion offers utilities and ample storage. Additional features include hardwood and Laminate flooring, central air conditioning, in-ground sprinklers, 200-amp electric, and a two-car garage. Conveniently located just minutes from the train station, St. Catherine of Siena Hospital, shopping, dining, and all that Smithtown has to offer.

59 Derby Place, Smithtown
$799,999
4 Beds ⋅ 3 Baths ⋅ 1024943 MLS
Welcome to 44 Winslow Lane, Smithtown! Located in a highly desirable neighborhood within the Smithtown School District, this beautifully maintained 4/5 -bedroom,2.5 bath Ranch offers the perfect blend of comfort, style and functionality..Updated EIK w/Granite Countertops,stainless steel appliances,Formal Living Room,Dining Room,Family Room w/Wood burning Fireplace,hardwood floors,2 bedrooms w/ new carpet,200 amp electric,2024 gas burner, CAC,IGS,2 Car Garage, leaf guard gutters, freshly power washed and soft roof washed, Set on beautiful 0.35 acre lot Don't miss this exceptional opportunity to own this beautiful home

44 Winslow Lane, Smithtown
$799,900
4 Beds ⋅ 2 Baths ⋅ 1028706 MLS
Welcome to 41 Oak Street. This inviting High Ranch offers exceptional curb appeal with stately pillars, shingle style vinyl siding, Fieldstone accents, paver walkways, a charming Arbor enhancing the entrance to the backyard and an oversized Belgian Block lined driveway. The home is surrounded by mature landscaping offering natural privacy and a serene setting. Step inside to discover gleaming hardwood floors, sunlit living spaces enhanced by bay and bow windows, custom hand carved wood detailing and stain glass accents that create a warm inviting ambiance. The beautifully appointed kitchen, expansive den with a large skylight and a tastefully renovated full bathroom further enhance the home’s appeal. The versatile lower level offers excellent potential for extended living with proper permits. The sliding glass doors leads to your own private retreat. Multi-level Trex and wood decking with handcrafted built in benches, tiered wood walkways, a custom awning, tranquil fish pond, and a sparkling 20x40 in ground pool surrounded by stone pavers featuring a new liner complete this thoughtfully designed outdoor space. Additional highlights include a new 275 gallon Roth Oil tank, 200-Amp electrical service, a new first floor central air conditioning system, and a roof and siding that are approximately 20 yrs. old. Conveniently located near Smithtown Beaches, Smithtown Landing Golf and Country Club. All of-this is set on .50 acres in a truly desirable location. Don’t miss this wonderful opportunity to make this home your own and create lasting memories for years to come.

41 Oak Street, Smithtown
$799,000
5 Beds ⋅ 2 Baths ⋅ 1002706 MLS
Welcome to this beautifully maintained move in ready Hi-ranch, nestled in the desirable Sherbrooke Drive section of Smithtown. This home offers 2800 sq. ft. of living space with 11 rooms and exceptional versatility. RARE BONUS: Legal Garage Conversion to a gorgeous suite that includes a bedroom, living room, walk in closet, bathroom, summer kitchen & two separate entrances! In addition, new separate ductless AC/heating unit for the suite. Just think of the possibilities you can utilize this addition for. The main level of this home offers huge kitchen with chef's Garland oven, full dining room, sun drenched living room, 3 bedrooms and bathroom, with hard wood oak under all carpeting. The lower level boasts a massive den with a working, wood burning, brick fireplace & additional room with a large closet (office/bedroom) Backyard has an exceptionally expansive deck with details such as built in benches and more. Large attic with easy access provides additional storage space. Must see this exceptional home to truly appreciate.

4 Sherbrooke Drive, Smithtown
$789,000
4 Beds ⋅ 2 Baths ⋅ 1016434 MLS
Welcome to 50 Amsterdam Road, an inviting 4-bedroom home ideally situated in one of Smithtown's most desirable neighborhoods. Set on a generous lot, this residence offers comfortable living spaces, room to grow, and endless potential to make it your own. The private backyard provides a peaceful setting for relaxing, entertaining, and enjoying the outdoors, enhanced by architectural landscape lighting that creates a warm and inviting ambiance after sunset. A spacious finished lower level expands the home's versatility, offering multiple finished rooms that can easily adapt to your needs—whether you're seeking additional living space, room for extended family, guest space, a home office, or a recreation area. Located within the highly regarded Smithtown Central School District, homeowners benefit from access to a community known for its strong educational programs, beautiful parks, and exceptional quality of life. Beyond the property, enjoy all that Smithtown has to offer—from its charming downtown filled with local shops and restaurants to nearby recreational amenities, beaches, and convenient transportation options. Combining suburban tranquility with everyday convenience, 50 Amsterdam Road presents a wonderful opportunity to enjoy the warmth, character, and community spirit that make Smithtown one of Long Island's most sought-after places to call home.

50 Amsterdam Road, Smithtown
$789,000
4 Beds ⋅ 3 Baths ⋅ 1002364 MLS
Welcome to this beautifully expanded Colonial nestled in the highly sought after College Section of Smithtown. This spacious 4 bedroom, 2.5 bath home offers the perfect blend of classic charm and modern updates. Step inside to discover gleaming hardwood floors, generously sized living spaces, and updated bathrooms designed with todays buyer in mind. The 372 square foot primary suite addition provides a wonderful retreat offering additional space and comfort rarely found in homes of this style. The thoughtfully designed floor plan is ideal for both everyday living and entertaining. A brand new roof (2025) and a young gas burner (2018) are just some of the improvements that provide peace of mind. Situated on .24 acre, enjoy a private backyard setting perfect for relaxing, gardening or hosting outdoor gatherings. A one car-garage, a full unfinished basement and muture landscaping complete the package . Located in one of Smithtowns most desired neighborhoods , this home offers convenient access to parks, shopping, restaurants, transportation all in Smithtown School District. With its spacious layout, desirable updates, and exceptional location, this is an opportunity you won't want to miss.

61 Hofstra Drive, Smithtown
$780,000
3 Beds ⋅ 2 Baths ⋅ 996702 MLS
Don't miss out on this unique, fully updated 3-bedroom 2-full bath ranch property in the heart of Smithtown! Located on a private country lane, the landscaping and overall curb appeal of this property makes heads turn! Positioned only a few hundred yards from Main Street, you'll enjoy accessability to shops, eateries, the library, and Smithtown Historical Society grounds without even starting your car. Whether you are enjoying morning coffee made at your custom coffee station, or entertaining friends while preparing a meal in your outdoor kitchen, this home is made for relaxing and sharing good times with the people most important to you. For added convenience, you'll find the Smithtown train station to NYC only 1 mile away, Stony Brook University 5 miles, and pristine beaches only a 10 minute drive.

5 Judges Lane, Smithtown
$775,000
3 Beds ⋅ 2 Baths ⋅ 1027993 MLS
Welcome home! This pristine 3-bedroom, 2-bathroom Splanch sits perfectly on a flat, fenced .25-acre lot in a sought-after, sidewalk-lined neighborhood. Beautifully merging modern updates with exceptional energy efficiency, this residence is entirely turn-key. From the moment you arrive, the new double-wide paver driveway provides the convenience for parking multiple cars without the chaos. Enjoy the newer kitchen and updated bathrooms. Bright sliders lead directly from the home to a brand-new deck, perfect for summer barbecues and outdoor dining or relax by the warm gas fireplace in your inviting main living space. Stay comfortable year-round with efficient gas heating and central air conditioning in a home that is fully equipped with solar panels to drastically lower your monthly electric bills. This property is situated in the Smithtown School District. It offers easy access to the town's Main Street, dining, and shopping, as well as gorgeous state and county parks. Commuting is effortless and convenient to major highways and the Long Island Rail Road (LIRR). Everything you could want is waiting for you right here.

11 Sandalwood Drive, Smithtown
$775,000
5 Beds ⋅ 3 Baths ⋅ 1021153 MLS
Beautiful well maintained five bedroom colonial. Tree lined street in Smithtown School District. Plenty of privacy in the backyard. Hardwood floors throughout, unfinished basement with cedar closet. Roof is eight years young, brand new boiler. Brand new 200 amp service.

39 Sheryl Crescent, Smithtown
$775,000
3 Beds ⋅ 3 Baths ⋅ 1014086 MLS
***Located in the desirable Smithtown Pines area and within the Hauppauge School District, this spacious 3-bedroom, 3-full-bath ranch is set high on a picturesque half-acre property and offers tremendous potential for customization.Spacious 3-bedroom, 3-full-bath ranch offers incredible potential and a flexible floor plan ready for your personal touch. Featuring vaulted ceilings and an open-concept layout, the kitchen flows seamlessly into the living room, where a fireplace serves as the centerpiece of the space. The home also offers a formal dining room and a separate family room, providing plenty of room for everyday living and entertaining. The full finished basement with outside separate entrance (OSE) adds valuable additional living space and presents endless possibilities for recreation, a home office, guest accommodations, or extended family. Set on a generous, elevated lot, the property boasts both an attached 2-car garage and a detached 2-car garage—an uncommon feature ideal for car enthusiasts, hobbyists, or those seeking ample storage and workspace. Create your dream residence in a desirable setting with great bones, abundant space, and exceptional potential. Bring your vision and make this property truly your own.

61 Ledgewood Drive, Smithtown
$769,803
4 Beds ⋅ 3 Baths ⋅ 1037822 MLS
Sprawling Ranch Situated On A Beautiful Half-Acre Property In The Heart Of Smithtown. This Well-Maintained Home Features 4 Bedrooms, 3 Full Baths, Hardwood Floors, Spacious Living Areas, And A Finished Lower Level With Outside Separate Entrance Offering Flexible Space For Recreation, Hobbies, Guests, Or Extended Living Needs. The Eat-In Kitchen Showcases Cherry Wood Cabinetry, Granite Countertops, And Ample Space For Everyday Dining And Entertaining. Enjoy A Formal Dining Room, Wood-Burning Fireplace, 16 x32 In-Ground Saltwater Pool With Outdoor Shower, Paver Patio, Deck, And Mature Landscaping. Additional Features Include In-Ground Sprinklers, Smithtown Water, Attached Garage, And Updated Systems. The Flexible Floor Plan Includes A Possible Fourth Bedroom Or Home Office To Suit Your Needs. Conveniently Located Near Shopping, Restaurants, Parks, And Transportation. Tax grievance letter is to inform you that we are in the process of professionally grieving the taxes at the above address. Based on our analysis indicates annual property tax reduction of approximately $3,200 a year. (Please see attached letter) If the case is won, a reduction would take place for the 2027/2028 tax year.. Move Right In And Enjoy Everything This Exceptional Property Has To Offer.

9 Dillmont Drive, Smithtown
$749,999
3 Beds ⋅ 2 Baths ⋅ 1011658 MLS
Welcome to this beautifully renovated ranch that offers the perfect blend of comfort, style, and convenience. Featuring 3 bedrooms and 2 full bathrooms, this move-in-ready home showcases gleaming hardwood floors, an updated interior, and an inviting layout designed for everyday living and entertaining. The fully finished basement provides valuable additional living space, ideal for a family room, home office, gym, or guest area. Step outside to your private backyard oasis, complete with a pool, perfect for relaxing summer days and hosting gatherings with family and friends. Conveniently located near Smithtown's beautiful parks, beaches, shopping, dining, and major transportation routes, this home offers the lifestyle you've been looking for in one of Long Island's most desirable communities. A rare opportunity to make this move-in-ready Smithtown gem your own.

12 Sandalwood Drive, Smithtown
$749,999
3 Beds ⋅ 2 Baths ⋅ 992899 MLS
Welcome to this fully renovated raised ranch located in the highly desirable Commack School District, offering the perfect combination of modern design and everyday functionality. This 3 bedroom, 2 full bathroom home features a bright open concept layout with hardwood floors throughout and a stunning kitchen complete with quartz countertops, stainless steel appliance, a center island, gas cooking, and sliding glass doors leading to a deck overlooking the backyard, creating an ideal setup for both daily living and entertaining. The upper level features all three bedrooms including a spacious primary along with a full bathroom, while the lower level offers a versatile living den, a second full bathroom, and direct access to the attached 1 car garage, providing the flexibility today’s buyers are looking for whether for extended living space, guests, or a home office. Additional highlights include central air conditioning with forced hot air and gas heating. Conveniently located near shopping, parks, and major roadways, this is a true move-in ready opportunity in a prime location.

49 Sandy Hollow Drive, Smithtown
$749,990
3 Beds ⋅ 2 Baths ⋅ 1036406 MLS
Nestled on over half an acre of beautifully manicured property, 271 Terry Road in Smithtown offers charm, flexibility, and exceptional indoor-outdoor living. This well-maintained home features a thoughtfully designed layout with a finished basement that includes a private outside entrance, a full designer bathroom, office space, additional living area, laundry area, wet bar, walk-in closet, extra storage, and direct access to the backyard - ideal for extended living, guests, or work-from-home flexibility. The main floor offers a warm and inviting flow with a kitchen, two bedrooms, full bathroom, dining room, and living room with a wood-burning fireplace. Additional highlights include a front deck, beautiful breezeway for memorable family gatherings, a detached garage, and a stunning backyard retreat complete with a pool and plenty of room to entertain, relax, and enjoy the property. This home combines comfort, versatility, and outdoor beauty in a desirable Smithtown location

271 Terry Road, Smithtown
$749,990
3 Beds ⋅ 2 Baths ⋅ 1015455 MLS
Disclaimer: Agent Owned Property Note: Some listing photos have been virtually staged 28 Dartmouth Drive sits in College Estates, one of Smithtown's most established neighborhoods. Quiet streets, strong neighbors, and one of Long Island's top-rated school districts right outside your door. The home has been thoughtfully maintained and strategically updated where it counts. The home received a full house-wide plumbing replacement and renovated primary bath in 2024, followed by a new furnace and water heater in 2025. While most homes in this price range and era are carrying decades-old systems, this one is not. The home is on natural gas service throughout. Inside, the main floor flows from a formal living room into a separate dining room, den, and eat-in kitchen, well-proportioned spaces filled with natural light from original Anderson windows. The south-facing front of the home draws sun through the main living spaces for most of the day. Hardwood floors and handcrafted wood finishes run throughout, giving the home a warmth and character that's hard to manufacture. Central air keeps things comfortable year round. A bonus room off the main living area works equally well as a home office or extra bedroom. The finished basement adds close to 1,000 square feet of additional space, suited for a home gym, media room, extended family setup, or serious storage. A Cambridge paver stoop greets you at the front entry and a one-car garage rounds out the package. The backyard is private and generous. A quarter-acre lot enclosed by mature trees with one beautiful old anchor tree at the center that gives the space a presence most yards don't have. Minutes to town beaches on the Nissequogue River, Avalon Nature Preserve, Stony Brook University Hospital, downtown Smithtown, and Port Jefferson village. Quick access to the LIE, Route 347, and the St. James LIRR station. Smithtown East school district.

28 Dartmouth Drive, Smithtown
$749,000
3 Beds ⋅ 3 Baths ⋅ 1037385 MLS
Welcome to this spacious ranch-style home in the heart of Smithtown, set on a beautiful .36-acre property. This inviting home offers 3 generously sized bedrooms and 3 full bathrooms, providing plenty of space and comfort for everyday living and entertaining. The main living areas include a welcoming living room, formal dining room, and comfortable den, offering versatile spaces for nearly every need. Step outside from the home and enjoy the deck overlooking the property, perfect for outdoor dining, entertaining, or simply enjoying the peaceful surroundings. The large basement provides exceptional additional space, featuring three-car parking, a full bathroom, laundry, and tons of storage, making it ideal for vehicles, equipment, hobbies, and all your storage needs. This Smithtown home offers wonderful potential for comfortable living in a convenient Long Island location.

2 Erita Lane, Smithtown
$749,000
4 Beds ⋅ 2 Baths ⋅ 998336 MLS
Smithtown opportunity awaits! This Hi-Ranch horse property home is situated on a beautiful 1-acre lot, set back off the road for added privacy and a peaceful setting. This versatile property features a possible mother/daughter setup with proper permits, providing flexibility for a variety of living arrangements. Additional features include central air conditioning, a wood-burning stove, full attic storage, 200-amp electric service, generator hookup with sub-panel, and an oil burner that has been routinely maintained. Enjoy outdoor living on the Trex deck with awning overlooking the expansive property, complete with a 4-zone in-ground sprinkler system. A spacious two-car garage provides ample room for vehicles, storage, or hobby space, this home presents and excellent opportunity for buyers looking to add their own personal touches and create their dream home in a private , desirable setting . Offering generous living space, a functional layout, and solid bones, this home presents an excellent opportunity for buyers looking to add their own personal touches and create their dream home in a private, desirable setting.

191 Old Willets Path, Smithtown
$739,000
3 Beds ⋅ 2 Baths ⋅ 1010094 MLS
Welcome home to this beautifully maintained ranch nestled on picturesque, park-like grounds in the highly sought-after Smithtown School District! Offering 3 bedrooms and 2 full baths, this home is currently configured as a spacious 2-bedroom, with the third bedroom being used as a dining room. It can easily be converted back to a third bedroom to suit your needs. The inviting living room features a warm wood burning fireplace, creating the perfect gathering space, while hardwood floors are tucked beneath the carpeting, ready to be revealed. Enjoy year-round comfort with central air conditioning. Updated windows and roof. The full finished basement offers an abundance of additional living space, ideal for a family room, home office, gym, recreation room, or guest area. A one-car garage w/ OSE provides added convenience and storage. Step outside to your own private oasis featuring beautifully landscaped, park-like grounds with IGS and a spacious deck overlooking the serene backyard perfect for entertaining, relaxing, or enjoying your morning coffee in a peaceful setting. Conveniently located near shopping, restaurants, parks, and major roadways, this home offers comfort, flexibility, and an exceptional lifestyle in the desirable Smithtown School District. Don’t miss this wonderful opportunity!

42 Summit Drive, Smithtown
$725,000
3 Beds ⋅ 3 Baths ⋅ 1028158 MLS
Welcome to Hidden Ponds, a beautiful gated community in the heart of Smithtown. This end-unit townhouse offers the perfect combination of comfort, style, and convenience with 3 spacious bedrooms, 2.5 bathrooms, and natural gas heating and cooking. The welcoming open-concept main level features a beautifully renovated eat-in kitchen with stainless steel appliances, a massive center island, abundant pantry storage, and seamless flow into the living and dining areas. Hardwood flooring extends throughout the first floor, which also includes a laundry room, powder room, and attached garage. Sliding glass doors lead to a private composite deck overlooking the peaceful greenbelt path, while established flower gardens add charm and privacy. The Upstairs, the expansive primary suite offers a private ensuite bathroom, two walk-in closets, and a versatile office or flex space. Two additional generously sized bedrooms, a full bathroom, and soaring vaulted ceilings complete the second level. Residents of Hidden Ponds enjoy exceptional amenities, including a clubhouse with a kitchen, movie/card room, fitness center, outdoor pool, tennis and pickleball courts, basketball court, bocce ball, playground, mailroom, extended driveway, and ample guest parking. Experience the perfect blend of comfort, convenience, and resort-style living in one of Smithtown’s most desirable gated communities.

300 Pond View Lane, Smithtown
$725,000
3 Beds ⋅ 2 Baths ⋅ 983288 MLS
This house has endless possibilities! It features a large living room, formal dining room, den, kitchen, breakfast room/dining area, bedroom on the first level and two upstairs, office, full finished basement and a detached garage. The kitchen has been updated and there are two full baths -one up and one down!! Hardwood floors throughout! The yard is a nice size and fully fenced!!

56 Waverly Avenue, Smithtown
$719,990
4 Beds ⋅ 3 Baths ⋅ 1036165 MLS
Expanded ranch featuring 4 bedrooms, 3 full baths, and a finished basement. Open floor plan with hardwood floors and central air. Den with sliding doors opens to an oversized yard with a private patio and in-ground pool, perfect for entertaining. Tucked away on a private cul-de-sac.

58 Crescent Place, Smithtown
$700,000
3 Beds ⋅ 3 Baths ⋅ 1042150 MLS
This 3 Bedroom, 3 Full Bathroom, Open Floor Plan, Raised Ranch is awash in natural light. With gas heat and central air-conditioning (new unit, 3 months old), this home delivers year-round comfort. The main level showcases an Eat-in-Kitchen, Dining Room and Living Room with sliding-door exit to the bi- level backyard deck, as well as a Master Bedroom with Full Bath, two additional bedrooms and a second full bath. The lower level hosts a sizable family room, fireplace and bar, including a third full bathroom – perfectly suited for entertaining family & friends, relaxing with a movie or a good book, containing ample space for a home office or study. A straight walk out to the two-car garage passes the separate laundry room. The paver driveway leads to the backyard. An underground sprinkler system feeds the grass and shrubs. Located on a tranquil street, just two blocks from Smithtown Elementary School, it’s a short distance to Main Street, boasting easy access to the LIRR, shopping, restaurants, the Smithtown Library. Or to Brady Park, offering a playground, baseball fields, basketball courts, tennis courts and much more. Beloved by the seller for nearly three decades, the next chapter can be yours.

48 Oak 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
$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
$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
$649,990
4 Beds ⋅ 2 Baths ⋅ 954218 MLS
This Renovated charming & cozy Smithtown home offers a warm, welcoming feel in a location buyers love. Featuring 4 bedrooms, 2 full baths, low taxes, and a 2-car garage, the layout provides flexibility for today’s living. Ideally situated near shopping, dining, and major roadways, this home presents a wonderful opportunity to enjoy Smithtown living while adding your personal touches over time.

81 Oakside Road, Smithtown
$649,000
3 Beds ⋅ 1 Baths ⋅ 987219 MLS
Home Opportunity for Someone that is Handy or wants to Design their Own Home. Beautiful Piece of Property 1/2 Acre Flat, Quiet Street.

4 Clearbrook Drive, Smithtown
$635,000
4 Beds ⋅ 2 Baths ⋅ 1034371 MLS
Welcome to this well-maintained 4 bedroom, 1-1/2 bath brick ranch in East Hills Estate offering approximately 1600 square feet of comfortable single-level living space. Features include central air conditioning, basement which can provide additional living and/or recreational space. Hot water heater is one year young with central air conditioning under 8 years. Ideally located in the Smithtown area. Enjoy the benefits of close proximity to shopping, restaurants, and parks. A wonderful opportunity to make this home your own!

29 Penn Drive, 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.