Refine Search
Sort by
$869,000
4 Beds 3 Baths 1026666 MLS
Welcome to this exceptional 4-bedroom, 2.5-bath Splanch located in the prestigious East Hill Estates section of Smithtown. Offering approximately 2,380 square feet of beautifully designed living space, this residence seamlessly blends timeless elegance with everyday comfort. A gracious floor plan features sun-filled living areas, a warm and inviting fireplace, spacious formal and casual gathering spaces, and a well-appointed kitchen designed for both entertaining and daily living. The generous primary suite provides a peaceful retreat, while three additional bedrooms offer flexibility for family, guests, or a home office. Enjoy year-round comfort with an updated HVAC system, providing efficient heating and cooling throughout the home. Step outside to your private backyard oasis featuring a heated in-ground salt water swimming pool, expansive patio with gas BBQ connection , and beautifully landscaped grounds—perfect for outdoor entertaining or relaxing all summer long. Additional highlights include an attached two-car garage, a full basement offering abundant storage and future finishing potential, and pride of ownership throughout. Ideally situated in the award-winning Smithtown Central School District, the home is conveniently located near parks, golf courses, shopping, dining, beaches, major parkways, and the Long Island Rail Road. This is a rare opportunity to own a beautifully maintained home in one of Smithtown’s most sought-after neighborhoods, where classic Colonial charm meets modern comfort.

6 Navy Drive, Smithtown

$825,000
4 Beds 2 Baths 1026298 MLS
Welcome to this meticulously maintained 4 bedroom, 2 full bath expanded Cape situated on a beautifully landscaped, flat half-acre property. This warm and inviting home features a spacious living room with a fireplace, formal dining room, and hardwood floors throughout. Pride of ownership is evident in the many updates, including a new roof, newly renovated bathrooms, new air conditioner, Andersen windows, and updated 200-amp electric service. Custom kitchen cabinets with Corian counter tops, and butcher block center island. The detached garage offers ample storage and workspace, while the expansive property provides plenty of room for outdoor enjoyment. Combining timeless charm with modern conveniences, this exceptional home is conveniently located near parks, shopping, restaurants, and major roadways. All information deemed accurate but should be independently verified.

119 Brook Lane, Smithtown

$599,999
4 Beds 1 Baths 1024885 MLS
Welcome to 33 Laurel Drive, a charming cape nestled in the quiet, tree-lined neighborhood of Smithtown Pines. This home presents an exceptional opportunity for those seeking to make their mark on a timeless property with endless potential. Before stepping through the front door, you'll be greeted by a spacious 1/2 acre level lot that offers a peaceful retreat from the hustle and bustle. The expansive driveway can accommodate 8 or more cars, providing ample space for gatherings or simply for those who need the extra parking. Inside, the home offers four bedrooms, one bathroom and an office. The original hardwood flooring adds a touch of elegance and warmth, while the wood-burning fireplace creates a cozy atmosphere for those cooler nights. The property also includes two detached garages, perfect for storage or for those with a passion for projects. The full, unfinished basement features an outside entrance, offering potential for additional space or storage. The highly desirable Pines Section is a sought after gem in Smithtown, a vibrant community that boasts a variety of restaurants, shops, parks, and beaches. Outdoor enthusiasts will appreciate the proximity to golf courses, beaches, and hiking trails. Nearby Laurel Park, a local favorite boasts recently updated recreational activities including; playground, tennis, basketball, handball courts and benches to sit and relax. Major Parkways are easily accessible, making commutes a breeze. Now, imagine the possibilities. This home provides an incredible opportunity for first-time buyers or those looking to expand and customize their dream home. With low taxes and natural gas available in the street, the practicalities of this home are as appealing as its charm. Within this community, you're not just buying a home, but a lifestyle. Enjoy the tranquility of your quiet block, the convenience of nearby amenities, and the potential to create a home that truly reflects your vision. Welcome to 33 Laurel Drive, where charm, opportunity, and community come together.

33 Laurel Drive, Smithtown

$999,000
4 Beds 3 Baths 1020597 MLS
When opportunity knocks the door must be opened. Welcome to 57 Brooksite Drive. A stunning single unit home in the heart of Smithtown NY sitting on nearly a half an acre of property. Renovated just over 1 year ago this home is being offered to the market at an amazing opportunity to be purchased as turn key as they come. Enjoy the state of the art renovations throughout the property including a finished basement, a first floor master bedroom, and an open concept dining room & kitchen. Spark up the fire and sit with the entire group as you enjoy the fully functional living room fireplace. Walk out your sliding door and gaze at your massive nearly half acre of land where you can host and entertain your friends. Got a project? Your attached garage gives you plenty of space to park your car and sustain your handyman fix. This property needs absolutely nothing except your willingness to enjoy it's perfection. This is a truly ICONIC home!

57 Brooksite Drive, Smithtown

$1,749,999
5 Beds 4 Baths 1023719 MLS
Welcome to Plymouth Estates, a 5 lot subdivision in the prestigious neighborhood of Smithtown, NY. This NEW CONSTRUCTION subdivision on a cul-de-sac offers 5 exceptional lots, with 5 bedrooms, 3 full bathrooms, 1 half bathroom, eat-in kitchen with a large center island, granite/quartz countertops, SS Appliances, double wall ovens, wine fridge, gas cooktop, mudroom with pantry, family room with gas fireplace, living room, dining room, office/study, hardwood floors, crown molding, raised panel molding, primary bedroom with en-suite bathroom, large soaking tub, walk-in closets, 4 additional large bedrooms, and laundry room. 2 car garage, full basement with 9ft. ceilings, egress window and 2 entrances. Taxes to be determined. Currently offering two models, The Villager and The Gazebo. Nestled in the heart of Smithtown, This stunning development promises luxurious living and convenient access to various amenities, including shopping, dining, schools, and recreational facilities. With easy access to major transportation routes, commuting and exploring the area is effortless. Enjoy privacy and tranquility in this exceptional newly built development. 200 amp service, 2 zone gas heat, central A/C, 75 gal. hot water heater, central vacuum, system. Don't miss the chance to establish roots in this remarkable neighborhood.

3 Greentree Court, Smithtown

$999,999
4 Beds 3 Baths 1023260 MLS
Welcome to 20 Oak Tree Drive in the highly desirable Village of the Branch. Proudly offered by the original owners, this lovingly maintained 4-bedroom, 3-bath ranch has been cherished for many years and showcases true pride of ownership throughout. Set on a beautifully landscaped, park-like property, this spacious home offers comfortable one-level living with a functional floor plan designed for both everyday living and entertaining. Generously sized rooms, abundant natural light, a partial basement for additional storage or recreational space, and a two-car garage provide the perfect combination of comfort and convenience. With multiple living areas and a flexible layout, this home offers excellent potential for extended family living or a private space for Mom. Two separate entrances lead to the beautiful backyard, creating added convenience and versatility. Step outside and enjoy the stunning grounds, perfect for entertaining, gardening, or simply relaxing in your own private retreat. The mature landscaping and peaceful setting make this property truly special. Conveniently located near shopping, dining, parks, transportation, and all that Smithtown has to offer, this is a rare opportunity to own a well-cared-for home in one of the area’s most sought-after communities. Come see why this exceptional property has been loved and meticulously maintained by the same family for decades.

20 Oak Tree Drive, Smithtown

$899,000
3 Beds 3 Baths 1023162 MLS
Welcome to this beautifully updated home, originally built in 2004 and thoughtfully enhanced with quality improvements throughout just 6 months ago . Taxes currently being grieved. Hearing all offers. Offering the perfect blend of modern updates and timeless comfort, this move-in-ready residence has had virtually everything replaced. Step inside to discover beautifully refinished hardwood floors that add warmth and elegance throughout the home. Enjoy peace of mind with all-new plumbing throughout, a brand-new roof just five months old, and a full suite of appliances that are only three months old. Each of the home's three bathrooms has been exquisitely remodeled just 5 months ago, using premium, top-of-the-line materials, creating luxurious spaces designed for everyday comfort. Additional highlights include in ground sprinklers, 200 amp electric, new high-hat lighting, efficient natural gas heating and hot water, central a/c, new paint, crown molding, along with a spacious two-car detached garage offering exceptional storage, workspace, or room for your favorite hobbies. Nestled on a quiet dead-end street and fully fenced within a highly sought-after school district, this home provides the perfect setting for peaceful living while remaining centrally located to shopping, dining, and the Long Island Rail Road just 1.6 miles away, making daily commuting both easy and convenient. Outdoor enthusiasts will appreciate the abundance of nearby recreational opportunities. Spend weekends exploring the scenic trails, fishing, or cross-country skiing at Caleb Smith State Park Preserve. Enjoy kayaking, river access, and a playground at Landing Avenue Park, or take advantage of the outstanding athletic facilities at Robert A. Brady Park, featuring baseball and softball fields, tennis and basketball courts, volleyball, and a roller hockey rink. With exceptional updates, an unbeatable location, this remarkable home presents a wonderful opportunity to enjoy modern living in an established neighborhood. Simply unpack and start making memories!

38 Hallock Avenue, Smithtown

$1,250,000
6 Beds 4 Baths 1021652 MLS
Located in the in a highly desirable area of Smithtown sits this well maintained colonial…. Over 4000 sq ft of living area containing 6 true bedrooms, 3.5 bathrooms, a home office, a formal dining room, guest quarters (bedroom, full bath, living room) with a separate entrance, A sizable sitting room ( 18x25) containing a wood burning fire place, a separate living room and a wonderful screened in patio that can be accessed through the kitchen and the sitting room…. The landscaping of the home is just perfect!! Multiple sitting areas make it easy and fun to enjoy and entertain. A two car garage with electric car charging station, large driveway, close proximity to Town, LI Railroad and major highways just adds more value to this home.

10 Burham Drive, 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

$849,000
3 Beds 2 Baths 1019610 MLS
Nestled on a quarter acre of beautifully maintained property in the sought-after Morewood Estates section of North Smithtown, this immaculate ranch offers the perfect blend of comfort, updates, and flow. Walk the paver path from the oversized driveway into this updated home with gleaming hardwood floors, crown molding throughout, updated light fixtures and so much more! Updated bathrooms, 200-amp electric, and updated siding with a cultured stone facade. The fully finished walk-out basement provides an abundance of additional living and storage space, featuring a dedicated laundry room, multiple storage closets, and a second refrigerator; perfect for entertaining, holiday storage, or everyday convenience. Enjoy your own private backyard oasis. Beautifully landscaped and designed for entertaining. This home offers exceptional peace of mind with updates like a water purification system, Rheem gas furnace, 200 amp service and more. Meticulously maintained, this move-in-ready home is a rare opportunity you won’t want to miss!

7 Talbot Lane, Smithtown

$969,000
4 Beds 3 Baths 1018979 MLS
Welcome to 39 Merrivale Drive, a beautifully updated 4-bedroom, 2.5-bath expanded ranch located in one of Smithtown's most desirable neighborhoods. From the moment you step through the inviting entrance foyer, sunlight pours in through the skylight and soaring picture windows. This home blends comfort and style at every turn. The Eat in kitchen shines with granite countertops, updated appliances and a skylight. The formal living room dazzles with two floor-to-ceiling picture windows that frame the professionally landscaped grounds. A sunken den invites cozy evenings beside the wood-burning fireplace. Spacious primary suite, with brand-new full bath. Three additional bedrooms and 1.5 freshly updated bathrooms offer room for everyone. Stunning sun-soaked three-season room lends to more entertaining space. Step outside to your private resort-style yard where a saltwater in-ground pool with a new liner awaits. Perfect for summer days and unforgettable gatherings. Full finished basement offers endless possibilities—media room, game space, or extra entertaining area. The possibilities are endless. The full attic and 2-car garage provide ample storage. Multi car driveway. Updated high-efficiency Navien heating system ensures year-round peace of mind. New CAC System, 11 Zone IGS Genrator 200 Amp Elec. Ideally located near Blydenburgh County Park, Stonebridge Golf Course, shopping, and major highways, this exceptional home delivers the perfect balance of tranquility and convenience. Don't miss your chance to make it yours! Taxes w/o star exemption

39 Merrivale Drive, Smithtown

$1,675,000
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

$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

$1,299,000
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

$999,999
4 Beds 3 Baths 1017743 MLS
Nestled on a quiet cul-de-sac, this timeless Colonial offers the perfect blend of comfort, elegance, and privacy. Featuring 4 bedrooms and 2.5 baths, the home showcases warm wood flooring, abundant natural light, and a neutral palette throughout. he spacious kitchen is designed for both everyday living and entertaining, offering granite countertops, stainless steel appliances, ample prep space, and a tiered breakfast bar that keeps family and guests connected. Formal dining and living rooms each feature their own fireplace, creating inviting spaces for gatherings and quiet evenings alike. Outside, the private backyard is a true retreat. Backing directly onto parkland, the property enjoys exceptional privacy and features an inground pool surrounded by wrought iron fencing, beautiful paver patios, and multiple seating areas for relaxing or entertaining. Completing the package are a large garage, generous driveway parking, and storybook style curb appeal that makes a wonderful, lasting first impression.

14 Sandpiper 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

$950,000
4 Beds 3 Baths 1017293 MLS
Welcome to this stunning high-end Splanch, where timeless elegance meets modern comfort. This beautifully appointed 4-bedroom, 2.5-bath residence showcases exceptional craftsmanship and designer finishes throughout. The spacious primary suite serves as a private retreat, featuring a luxurious en-suite bath with heated floor and walk in closet. Thoughtfully updated, the home offers a 5-year-old roof and a brand-new gas heating system, providing both peace of mind and energy efficiency. Every room reflects sophisticated style, with designer touches and attention to detail creating a warm yet refined atmosphere. The home's flowing layout is perfect for both everyday living and entertaining. Step outside to your own private country club oasis. The spectacular backyard features a sparkling saltwater pool surrounded by elegant travertine pavers, a safety fence, and lush professional landscaping that creates a serene, resort-like setting. Enjoy outdoor dining and relaxation on the spacious patio complete with a retractable awning, offering the perfect blend of sun and shade. This exceptional property combines luxury, comfort, and resort-style living in one remarkable package—a true must-see for the most discerning buyer.

22 Villa Lane, Smithtown

$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

$950,000
4 Beds 3 Baths 1017406 MLS
Nestled on a sprawling and picturesque property in the heart of Smithtown, this whole house renovated in year 2022, 4-bedroom, 3-bathroom residence offers the perfect blend of privacy, space, and country-style living and very close the horse trails at Blydenburgh Park and minutes to Routes 347 & 454. Set on beautifully maintained grounds, the property features its own horse stable and equestrian facilities, making it an exceptional opportunity for horse enthusiasts, hobby farmers, or those seeking a peaceful retreat with endless possibilities. The charming home offers spacious living areas filled with natural light, generously sized bedrooms, and a flexible layout designed for comfortable everyday living. Outside, enjoy expansive open spaces, mature trees, and a tranquil setting rarely found on Long Island. A long private driveway provides ample parking and enhances the estate-like feel of the property. Whether you’re looking to enjoy horseback riding on your own property, simply embrace a lifestyle surrounded by nature, this one-of-a-kind Smithtown offering is not to be missed. Property Highlights: * 4 Bedrooms | 3 Full Bathrooms (2 bedroom 1 full bath on the first floor and 2 bedroom with 1 full bath located on the 2nd floor) * Recent updates: Oil Tank Replacement (2025) , Copper Pipes Installed (2026) * Private Horse Stable & Equestrian Facilities * Expansive Grounds with Open Space * Long Private Driveway with Ample Parking * High-end appliances (Wolf 36” six-burner range with pot filler, 42” paneled Sub-Zero refrigerator/freezer, Bosch ultra-quiet dishwasher, Sharp microwave drawer) * Conveniently Located Near the horse trails at Blydenburgh Park and minutes to Routes 347 & 454, easy access to Major Roadways.

45 Croft Lane, 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

$879,000
4 Beds 3 Baths 1015936 MLS
Four Bedroom Two and Half Bath Brookfield Colonial with Two Car Attached Garage, Covered Front Porch, 16x32' Inground Pool & Paver Patio, with Fenced Rear Yard. Natural Gas Heat, 150 Amp Electric, Hardwood Floors, Tile & Wall-to-Wall Carpet. Step Down Rear Den with Woodburning Fireplace W/ Stove Insert. Updated Eat-in-Kitchen with Granite Tops & Stainless-Steel Appliances, Gas Cooktop. Formal Dining Room with Two Built-Ins & Hardwood Floors. Large Formal Living Room, Second Floor has Primary Bedroom with Two Closets, Makeup Area & Attached Updated En-Suite Bath. Updated Full Hall Bath & Three Bedrooms with Hardwood Floors. Belgian Block Lined Blacktop Driveway & Paver Front Walkway. Thru Wall AC Units. Inground Sprinklers, Shed & Gazebo are a Gift.

23 Hurtin Boulevard, Smithtown

$1,099,999
4 Beds 3 Baths 1014077 MLS
Welcome to this beautifully updated 4 bedroom, 2.5 bath Colonial, nestled at the end of quiet dead-end street in the desirable Town of Smithtown. From the moment you arrive, the newly paved circular driveway, manicured grounds, and exceptional curb appeal set the stage for what awaits inside. Step through the front door into a stunning open foyer where natural light and elegant design create an immediate sense of warmth and sophistication. Rich hardwood floors flow throughout the home, leading you into a custom designed kitchen featuring quartz countertops, glass tile flooring, abundant cabinetry, and thoughtful finishes that make both everyday living and entertaining a pleasure. A newly renovated powder room off the kitchen has direct access to the yard, perfect for guests enjoying the outdoor amenities. Convenience meets luxury with a spacious mudroom, pantry, and laundry room off the two car garage. A living room, family room with wood burning fireplace and formal dining room complete the layout of the first floor. Upstairs, skylights bathe the landing in natural light, creating a bright and welcoming second floor space. . Four generously sized bedrooms offer comfort and privacy, including a serene primary suite complete with an updated en-suite bath with heated floors, skylight, electric fireplace and two spacious closets. The fully finished basement provides exceptional additional living space and includes a cedar closet for storage and wet bar. Recent updates include a brand new tankless hot water heater, offering efficiency and peace of mind. Outside, prepare to be captivated by an exquisitely landscaped backyard designed for both relaxation and entertaining. Multi level grounds with charming gazebos, a built in heated pool, pool house, two storage sheds and a nine zone sprinkler system combine to create a resort like setting you will never want to leave. Whether hosting summer gatherings or enjoying a quiet evening under the stars, this outdoor oasis is truly unforgettable. A rare opportunity to own a meticulously and thoughtfully updated home in Smithtown.

17 Lower 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

$950,000
4 Beds 3 Baths 1009532 MLS
Welcome to 19 Knoll Lane, Smithtown — Where Comfort Meets Elegance Nestled in the heart of Smithtown, this stunning 4-bedroom, 2.5-bath colonial is the home you've been waiting for. From the moment you step inside, you'll be captivated by the thoughtfully designed layout that perfectly balances everyday living with sophisticated entertaining. The spacious formal living room and formal dining room set the stage for memorable gatherings, while the warm and inviting den offers the perfect retreat for quiet evenings at home. The eat-in kitchen is ideal for casual meals and morning coffee alike. Rest easy knowing you're covered year-round with natural gas heat, central air conditioning, and a security system, ensuring comfort and peace of mind in every season. Step outside and discover your own private paradise. Unwind beneath the charming gazebo, host unforgettable evenings around the built-in fire pit, or simply soak in the tranquility of your beautifully appointed backyard. 19 Knoll Lane isn't just a house — it's the lifestyle you deserve. Don't miss your chance to call this exceptional property home!

19 Knoll Lane, 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

$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

$899,000
3 Beds 3 Baths 1012301 MLS
Location, Location and Location ! One of the Most Wanted Addresses in Smithtown with Hauppauge Schools plus Forest Brook Elementary. Nice Center Hall Ranch with Wood Floors Everywhere, Granite Eat in Kitchen with SS Appliances, Lots of Natural Light from Skylights, Arch Roof, Cold Central Air, Hi-Hats, Family Room with Wood Burning Fireplace, Formal Dining Room with Picture Molding, Primary Bedroom w/ Bath plus 2 More Bedrooms All on 1 Floor, Laundry on 1st Floor, 2 Car Garage, In Ground Sprinklers for your Professional Landscaping, Fenced Yard Right on the Golf Course with In Ground Pool ( 16x32) Loop Loc Cover, Wood Decking, Composite Raised deck, Updated Force Oil Burner plus Oil Fired Hot Water, Full Basement with 2 Office(bedrooms)Spaces, Huge Playroom, Lots of Storage, These Opportunities Don't Come Up Often, make an Appointment Today !

34 Aberdeen Road, 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.