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$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
$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
$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
$789,000
3 Beds ⋅ 4 Baths ⋅ 1018070 MLS
Exceptional Diamond Condition Townhome in Willow Ridge – North Smithtown Welcome to one of the finest residences in the highly sought-after Willow Ridge community of North Smithtown.Originally built as the model home, this exceptional Point of Woods constructed townhouse showcases superior craftsmanship, thoughtful upgrades, and an unbeatable location within one of Smithtown's most coveted and tranquil neighborhoods. This beautifully appointed 3-bedroom, 3.5-bath townhome offers an ideal blend of elegance, comfort, and convenience. Built with 16-inch concrete block party walls between units, the home provides outstanding sound insulation and solid construction rarely found in today's townhouse communities. Interior Features Three spacious bedrooms and 3.5 baths Primary suite featuring a private en-suite bath and stall shower Additional half bath with plumbing already in place for conversion to a full shower Hardwood floors throughout the main living areas and bedrooms Two natural gas fireplaces, creating warm and inviting living spaces Hi-hat lighting throughout for a bright, modern ambiance Recently replaced windowsoffering energy efficiency and abundant natural light Lower Level The fully finished lower level offers exceptional versatility and includes: Expansive living and recreation space Additional bedroom area Access from both the living area and bedroom Ideal setup for guests, home office, or entertaining Additional Highlights Backup natural gas whole-house generator for peace of mind Attic with decking and lighting, providing abundant storage Attached two-car garage Model-home upgrades and premium finishes throughout Resort-Style Community Amenities Residents of Willow Ridge enjoy an outstanding lifestyle with access to: Community swimming pool Clubhouse Exercise room Tennis courts Pickleball courts Basketball court Dog run Beautifully maintained grounds and peaceful surroundings Prime North Smithtown Location Perfectly situated in a serene setting while remaining close to everything Smithtown has to offer, this home is conveniently located near: The vibrant downtown shopping and dining district of Smithtown The Long Island Rail Road station for an easy commute to New York City Major shopping, restaurants, parks, and everyday conveniences This rare, model-unit townhome combines Diamond-condition finishes, exceptional Point of Woods construction, and resort-style amenities in one of North Smithtown's most desirable communities. A truly turnkey opportunity offering luxury, privacy, and an unparalleled lifestyle. Taxes are currently being grieved.

61 Willow Ridge Drive, Smithtown
$799,999
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.

39 Sheryl Crescent, 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
$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
$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
$799,803
4 Beds ⋅ 3 Baths ⋅ 1012271 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
$768,000
3 Beds ⋅ 3 Baths ⋅ 1013242 MLS
Move right in...76 Burlington Boulevard offers timeless modern comfort on one of Smithtown's most tranquil and sought-after neighborhoods in the Smithtown school district. This impeccably updated 3-bedroom, 3-full-bath residence showcases rich hardwood flooring throughout the spacious living room, formal dining room, and inviting family room, creating warm spaces for everyday living and entertaining. The thoughtfully designed layout is complemented by a very expansive, beautifully finished, lower level with designer tile flooring, offering exceptional flexibility and space for a media room, home office, play room, fitness studio, or guest retreat. A detached two-car garage with a low maintenance, long cement driveway and beautifully maintained property complete this exceptional offering. Ideally located just a few blocks from the vibrant shops, restaurants, cafes and everyday conveniences of downtown Smithtown, this home offers the perfect blend of tranquility and accessibility. Whether you're a growing family searching for a move-in-ready home or looking to downsize without sacrificing quality, space, or style, 76 Burlington Boulevard presents a rare opportunity to enjoy refined living in one of Smithtown's most sought-after locations.

76 Burlington Boulevard, Smithtown
$725,000
3 Beds ⋅ 3 Baths ⋅ 1015747 MLS
Welcome to Willow Wood Townhouses! Proudly offered by its original owner since 1998, this meticulously maintained Cedar Wood model is a rare find. Lightly used over the years due to extensive European travel, this home is in true diamond condition and presents like a time capsule—showcasing the quality and craftsmanship of the original build. The spacious layout offers a bright eat-in kitchen with stainless steel appliances, including a premium gas/electric dual-fuel range, ample cabinetry, and generous workspace. First floor also has large dining and living room with gas fireplace and half bath. The home has been exceptionally cared for, with every detail thoughtfully maintained. The second-floor features beautiful natural shining hardwood flooring throughout, including the spacious primary suite, additional bedrooms, and full bath. Recent improvements include all new windows, enhancing comfort and efficiency. Step outside to a beautifully landscaped backyard featuring an elegant cobblestone patio—perfect for outdoor dining, entertaining, or relaxing in a private setting. Additional features include central air conditioning, all new windows, new roof, natural gas heat, a one-car attached garage, and low-maintenance living. Willow Wood residents enjoy access to a clubhouse, pool, fitness center, and beautifully maintained grounds. Monthly common charges of $500. include water, cable, and exterior maintenance. Located within the highly regarded Smithtown School District, this move-in-ready home offers exceptional pride of ownership and a wonderful opportunity to enjoy one of Smithtown’s most desirable communities. Sellers request proof of funds or current mortgage pre-approval prior to showing.

39 Merrimack Road, Smithtown
$762,990
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 ⋅ 1012569 MLS
Nestled on a quiet cul-de-sac in the heart of Smithtown, this hidden gem is surrounded by a beautiful wooded backdrop, offering exceptional privacy, comfort, and convenience. This spacious end-unit townhome features 3 bedrooms, 2.5 baths, an open-concept layout, and a full basement, providing ample living and storage space. The home also offers a large eat-in kitchen complete with stainless steel appliances, a formal dining room, and an inviting living room ideal for entertaining. Upstairs, the expansive primary suite showcases vaulted ceilings, a private ensuite bath, and a custom walk-in closet. Step outside to enjoy your private backyard with an expanded deck, perfect for outdoor living and relaxation. Conveniently located near guest parking, shopping, dining, parks, and the Long Island Rail Road.

23 Stone Gate Court, Smithtown
$774,999
3 Beds ⋅ 3 Baths ⋅ 1012386 MLS
Welcome to this elegant and spacious townhouse in the highly sought-after gated community at Windcrest. As one of the larger and more appealing models in the development, this beautifully designed home offers an exceptional blend of comfort, style, and luxury amenities. Featuring 3 bedrooms, 2 full bathrooms, and 1 half bathroom, the thoughtfully designed floor plan begins with a lovely main-floor primary suite. Generously sized and filled with natural sunlight from oversized windows, the bedroom boasts a vaulted ceiling that adds to the airy and inviting atmosphere. The adjoining ensuite bath includes a double sink vanity, a walk-in shower, a separate soaking tub, and a large WIC. The light and bright kitchen is appointed with crisp white cabinetry and newer appliances, creating the perfect space for everyday living and entertaining. The open-concept living room and formal dining area showcase soaring vaulted ceilings, custom millwork details, a cozy gas fireplace, and a large sliding door leading to a private composite deck — ideal for relaxing or hosting guests. Additional conveniences on the main level include a laundry room, a beautifully appointed powder room, and direct access from the garage into the home. An elegant staircase leads to the second floor, where a spacious loft area provides the perfect setting for gathering, studying, or working from home. Two additional bedrooms and another full bathroom complete the upper level. The full unfinished basement offers abundant storage and endless possibilities for future finishing. Windcrest is a premier gated community offering resort-style amenities including a heated saltwater pool, fitness center and clubhouse, tennis courts, and pickleball courts with lighting for evening play. With beautifully maintained grounds and secure gated entry, this exceptional home offers the lifestyle you’ve been waiting for.

15 Scarborough 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
$799,999
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 oppourtunity 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
$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
$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
$735,000
3 Beds ⋅ 1 Baths ⋅ 1007779 MLS
Welcome to this charming 3-bedroom ranch nestled on a desirable block and backing directly to a peaceful greenbelt, offering added privacy. This home features an eat-in kitchen, formal dining room, spacious family room, and full basement providing additional recreation space. Additional features are central air and natural gas. Enjoy the fully fenced backyard, perfect for outdoor gatherings. A wonderful opportunity to own a home in a sought-after location! Low. Low. taxes. Conveniently located near shopping, parks, restaurants, and transportation.

43 Dale Lane, Smithtown
$765,000
4 Beds ⋅ 2 Baths ⋅ 1010120 MLS
Welcome to 52 Brilner Drive in Smithtown, an Updated Expanded Cape, W/ 4 Bedrooms & 2 Full Bathrooms, located in the Highly Desirable Neighborhood Within the Smithtown School District. Ideally situated on a quiet dead-end street backing up to a Nature Preserve, this home offers exceptional privacy and tranquility. The Oversized Primary Bedroom on the First Floor features a spacious Primary Bathroom w/a Great STEAM SHOWER & His & Hers Closets, providing the convenience and comfort of main-level living. This home features a beautifully designed Front Porch w/ Blue Stone Flooring, perfect for a cozy sitting area, & a welcoming Entry Foyer w/ Vaulted Ceilings and a Skylight that fills the home with natural light. The spacious Living Room & Dining Room flow seamlessly into the Extended Eat-in Kitchen, featuring Stainless Steel Appliances, Corian Countertops, a Large Farm Sink, and ample cabinetry, w/ Andersen Sliding Glass Doors leading to a Large TimberTech Deck and a Fully Fenced Backyard. Additional highlights include: Brand New Driveway, New Boiler & Hot Water Heater ( Recently Converted from Oil to Gas), New Siding, Professionally Landscaped, In-ground sprinkler system, Newer Roof, 200 AMP Electric Service, Andersen Windows & Door, Oak Hardwood Floors Recently Refinished. The Second Floor offers two additional Bedrooms. The Full-Size Basement, Partially Finished W/ Outside Entrance. This is the one you’ve been waiting for: stylish, updated, and perfectly located! In a Prime Location Close to Great Shopping, Restaurants, Private Beaches, LIRR, Parks, Highways, Hospitals! A wonderful opportunity to own a beautiful home in desirable Smithtown!

52 Brilner Drive, 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
$790,000
4 Beds ⋅ 3 Baths ⋅ 1008767 MLS
Welcome to this exceptional California Hi-Ranch offering a bright, open layout designed for today’s lifestyle. The expansive living room showcases soaring cathedral ceilings, creating an airy, sun-filled space perfect for both everyday living and entertaining. The upper level flows seamlessly, while the lower level features a spacious family room—ideal for gatherings, a home office, or extended living. The primary bedroom suite offers a private retreat complete with its own full bath. Thoughtful updates include central air (2021), a newer roof (under 10 years), garage doors under 5 years, a new boiler and water lines, and a brand-new oil tank—providing comfort and peace of mind. In-ground sprinklers keep the property lush and low-maintenance. Set on a beautiful tree-lined street, this special home combines space, updates, and location—truly a must-see.

9 Quincy Lane, 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
$800,000
4 Beds ⋅ 3 Baths ⋅ 986502 MLS
.Welcome to this classic Smithtown Colonial set on a beautiful .66-acre property surrounded by mature trees and a peaceful, private setting. This 4-bedroom, 2.5-bath home offers generous living space, timeless charm, and plenty of opportunity to make it your own. A welcoming front porch leads inside to a spacious layout featuring a bright living room, formal gathering spaces, hardwood floors, and an updated kitchen with white cabinetry, stone-style countertops, stainless steel appliances, and a clean, modern feel. Upstairs, the home offers comfortable bedrooms with great natural light, including hardwood flooring in select rooms. The large property gives you room to relax, garden, entertain, or create the backyard you have been dreaming about. Located in the heart of Smithtown, close to parks, shops, dining, schools, and major roadways, this home combines privacy, convenience, and long-term potential in one of Smithtown’s most established neighborhoods. A tax grievance has been filed, offering potential savings for the next owner.

23 Whitney Gate, Smithtown
$749,990
4 Beds ⋅ 2 Baths ⋅ 1002604 MLS
Welcome to 3 Bradley Court, a charming 4-bedroom, 2-bathroom Hi-Ranch residence nestled perfectly in a picturesque cul-de-sac in the Smithtown North section of Smithtown, NY. This home boasts an updated roof, windows, and vinyl siding, ensuring durability and low maintenance for years to come. Step inside to find gleaming hardwood floors throughout, creating a warm and inviting ambiance. The house comes with a spacious one-car garage, offering ample storage and convenience. The property's crown jewel is undoubtedly its expansive backyard. Imagine the joy of outdoor gatherings, barbecues, or simply enjoying a quiet cup of coffee on a sunny morning. The yard is equipped with an in-ground sprinkler system, keeping your green space lush and vibrant with minimal effort. Living in Smithtown North, you'll be a stone's throw away from the Smithtown Landing Country Club. Whether you're a golf enthusiast or simply enjoy a leisurely brunch, this local amenity adds to the charm of the area. The home is serviced by a 200-amp electrical service, providing ample power for all your appliances and devices. With taxes under $12,500, this residence offers value and comfort in one of Smithtown's most sought-after neighborhoods. Roof is only 9 years old.

3 Bradley Court, Smithtown
$799,000
6 Beds ⋅ 3 Baths ⋅ 1002038 MLS
There’s something special about a home that feels like it was designed not just for living, but for gathering, connecting, and letting life unfold naturally within it ...and this beautifully maintained property does exactly that. From the moment you arrive, the curb appeal sets the tone. Low-maintenance landscaping, mature trees, expansive asphalt parking, and charming interlocking stone pathways create a sense of warmth and timelessness that feels increasingly rare. The grounds have an old-world sort of beauty to them -the kind that invites evening strolls through the garden, coffee on the patio at sunrise, and pets safely enjoying the fenced backyard while dinner simmers inside. Whether you’re accommodating extended family, creating a multigenerational lifestyle, or simply seeking a property that offers flexibility and privacy, the layout here has been thoughtfully designed to make everyone feel at home without sacrificing togetherness. Inside, natural light pours through large windows highlighting the wood tones of the flooring and a palette of neutral tones that make the spaces feel calm, welcoming, and easy to personalize. The kitchen offers a refined farmhouse feel with stainless steel appliances, solid surface countertops, an undermount sink, abundant cabinetry, and a central island where quick breakfasts become lingering conversations over coffee and charcuterie with friends. Open sightlines into the dining and entertaining areas ensure nobody misses a moment of connection. The dining room itself feels like the heart of the home, where exposed brick and a fireplace create a cozy ambiance that’s equally suited to holiday dinners, wine with friends, or quiet evenings curled up with a book while sunlight streams through the oversized window. The sleeping quarters throughout the home are bright and inviting, while the bathrooms feel polished and spa-like with beautiful tilework, including a stunning low-barrier glass shower and an additional full bath with a tub perfect for relaxing at the end of the day. Outside, the interlocking patio creates the perfect backdrop for al fresco dining, summer evenings under the trees, or quiet moments spent tending plants beside the backyard shed that could easily become a charming potting space or hobby retreat. This is more than a house. It’s a place where lifestyles can coexist beautifully -where memories are waiting to be made around shared meals, backyard laughter, and the comfort of knowing everyone has room to truly feel at home.

53 Mobrey Lane, Smithtown
$799,996
3 Beds ⋅ 4 Baths ⋅ 999550 MLS
Location, Location! Sits this sun-drenched Devonshire model townhome offering over 3,500 square feet of beautifully updated living space in one of Smithtown’s most sought-after communities, surrounded by lush, meticulously maintained landscaping. This fabulous 3-bedroom, 3.5-bath residence features an open floor plan with three spacious levels including the primary suite on the first floor, soaring ceilings, dramatic floor-to-ceiling windows, and an abundance of natural light throughout. The warm and inviting living room is centered around a wood-burning fireplace and enhanced by custom light fixtures, Andersen windows and sliders, and new French door that open to a private deck with planters and a new outdoor awning, creating the perfect setting for relaxing or entertaining. The updated kitchen is designed to impress with shaker-style cabinetry, quartz countertops, a glass tile backsplash, stainless steel appliances, and recessed lighting. Freshly painted and finished with new luxury vinyl plank flooring, this home also offers beautifully renovated bathrooms featuring a new shower, updated vanities and sinks, and a modern barn-style shower door. Additional highlights include gas heat, a brand-new heating system, newer central air conditioning, central vacuum, and an attached one-car garage with a new garage door. Residents of Willow Ridge enjoy resort-style amenities, including a clubhouse, fitness center, game room, outdoor in-ground pool, tennis courts, pickleball courts, basketball court, and a designated dog run. Move right into this exceptional home and enjoy comfort, elegance, low-maintenance living, and beautifully lush surroundings in the heart of Smithtown.

31 Willow Ridge Drive, Smithtown
$729,000
2 Beds ⋅ 3 Baths ⋅ 1001759 MLS
Welcome to 188 Pond View Lane, a beautifully updated 2 bedroom, 2.5 bathroom townhouse located in the Hidden Ponds community in Smithtown. Tucked within this private and well maintained townhouse community, this home offers an open and airy layout with soaring ceilings, abundant natural light, and stylish updates throughout. Enter into a spacious main level featuring updated flooring, recessed lighting, and a dramatic living room with vaulted ceilings and a stunning stone electric fireplace that serves as the centerpiece of the home. Oversized sliding glass doors with built in micro blinds lead to the expansive rear deck, creating seamless indoor and outdoor living. The renovated kitchen was redesigned approximately 8 years ago and showcases custom cabinetry, updated countertops, stainless steel appliances, tiled backsplash, under cabinet lighting, and a bright breakfast area. The formal dining area overlooks the main living space, making the layout ideal for entertaining. A beautifully updated powder room completes the first floor. The second level offers generously sized bedrooms, including a spacious primary suite with oversized closets and a large ensuite bathroom featuring double sinks, soaking tub, skylight, and separate shower. Additional updated bathrooms provide modern finishes and functionality throughout the home. Additional improvements include upgraded 200 amp electric service, replaced outlets and switches, Tristate windows approximately 8 years old, rear lower windows and slider with built in micro blinds, attic fan approximately 4 years old, central air conditioning approximately 12 years old, washer and dryer approximately 6 years old, rear roof and skylights approximately 2 years old, rear deck approximately 8 years old, and front patio and driveway approximately 7 years old. Enjoy the Hidden Ponds lifestyle with beautifully maintained grounds and community amenities that may include clubhouse, pool, tennis courts, and recreational areas. HOA dues are $381 per month. Taxes are $12,561. Conveniently located near shopping, dining, parks, and transportation.

188 Pond View Lane, Smithtown
$779,999
5 Beds ⋅ 3 Baths ⋅ 982923 MLS
Incredible opportunity to own a newer, oversized high ranch offering five bedrooms, three full bathrooms, and a flexible layout ideal for multigenerational living, or those who love to entertain, all set on a flat, oversized corner lot with outstanding curb appeal and modern functionality. The property features a blacktop driveway with a Belgium block border, a paver front entry, and a fully fenced yard with a spacious paving stone patio perfect for gatherings, along with vinyl siding and in-ground sprinklers for easy maintenance. Upstairs, a dramatic formal living room boasts soaring vaulted ceilings, oversized windows that flood the space with natural light, a ceiling fan, and a custom handcrafted built-in wall unit with bookshelves, cabinetry, and a television center, flowing seamlessly into a formal dining room with continued vaulted ceilings, crown molding, custom trim, decorative entry accents, and a sliding glass door leading to a private rear deck for effortless indoor-outdoor living. The chef’s kitchen offers white cabinetry, granite countertops, a tile backsplash, stainless steel appliances, abundant storage and workspace, and a large center island highlighted by a chandelier and detailed wainscoting. The upper level includes three spacious bedrooms, including a primary suite with its own full bathroom featuring a tub and glass-enclosed shower, while the additional bedrooms share a well-maintained hall bathroom. The first level provides exceptional versatility with high ceilings and a private entrance leading to a large den or family room, along with a spacious bedroom with its own entrance, an additional oversized bedroom, a bonus room ideal for a home office or recreation space, a full bathroom with a glass-enclosed shower, and a dedicated laundry/mudroom. Additional features include gas heat, a 200-amp electrical panel, and second-floor central air conditioning that is only three years young, making this exceptional home a perfect blend of space, comfort, and versatility.

4 Jerome Street, Smithtown
$749,000
5 Beds ⋅ 2 Baths ⋅ 956909 MLS
Great Hi Ranch with 2 Sep Living Areas plus Garage, Fenced Yard, Oversize Driveway, Smithtown Schools, Central Air

106 Summit Drive, Smithtown

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