$911,057Average Value$419Average Price per Sq Ft63Homes For Sale
An area grown from a memorable legend
Bulls don’t typically like to be ridden — but, legend says, that’s how Smithtown came to be. As the story goes, in the mid-1600s, an English settler named Richard Smith rescued the kidnapped daughter of a local Native American chief, possibly part of the Wyandanch tribe. The chief granted Smith as much land as he could encircle in a single day while riding a bull. Smith chose the summer solstice — the longest day of the year — for his ride, and Smithtown was born. It’s a fun story, and even if historians say Smith likely simply bought the land, it’s tinted the lives of residents for centuries. Today, there’s a statue of Smith’s bull, Whisper, at the fork where St. Johnland Road and West Jericho Turnpike meet Main Street. The statue is a beloved member of the community, and locals even decorate it for holidays. “As a child, we always remember that statue,” says Jennifer Nyx, a licensed real estate salesperson at Keller Williams with six years of experience.
Located in a township of the same name, today’s Smithtown has parks and river access for tons of outdoor recreation alongside shopping, restaurants and the infrastructure necessary for an easy commute. “If you want that perfect mix of suburban peace and having fun, that’s definitely the place because it’s really known for its laid-back vibe and charm and there’s so many restaurants and coffee shops and parks,” Nyx says.
It’s these features that draw many homebuyers to the area, including Craig Perry and his wife, Elizabeth. “We explored around several different towns in Suffolk, and we kind of just fell in love with the vibe that Smithtown had in terms of the layout, the school district and the parks,” he says. When they outgrew their house, they found another right in Smithtown. “Right from the get-go, everyone was very warm and welcoming. That’s something that we weren’t expecting, but we were extremely grateful for," Perry says. “It’s hands-down one of the best decisions we made, to move to Smithtown. I couldn’t imagine living anywhere else.”
Smithtown's gorgeous Town Hall wast built in 1912.
Smithtown features quiet suburbs and a sprawling downtown.
1/2
Suburban homes and large houses with acreage
Fittingly for an area with so many parks, trees often line Smithtown’s wide residential streets and shade front yards. The homes here range from quaint Cape Cods and more mid-sized ranch-style or split-level homes to sprawling new traditionals. Small fixer-uppers on suburban lots can start in the $500,000 to $600,000 range, but large, updated homes with acreage can soar to $1.5 million. The handful of homes on the river near the coast sell for even more — up to $2.2 million for an updated house with several acres of land. Not every home in Smithtown has extensive acreage, but it’s certainly easy to find. “We’re also kind of noted as horse country,” says Adelle Longo, a licensed real estate salesperson, GRI at Laffey Real Estate who has sold homes here for 25 years. Homes with properties that allow horses can approach waterfront prices, nearing $2 million.
Cozy single family homes are replete throughout Smithtown.
There are many gorgeous homes sitting on large acreage in Smithtown.
1/2
Miles of hiking trails, kayaking on the Nissequogue River
According to Nyx, the Town of Smithtown has 25 town parks, four state parks and four beaches — a ratio strongly represented in the smaller community of Smithtown. Nature preserves sprawl across Smithtown, following the Nissequogue River as it stretches all the way to the coast, providing miles of hiking and biking trails. “Which is cool, because there’s always places to hike, picnic and also just chill out,” Nyx says. Caleb Smith State Park Preserve is one of the most well-known parks in the entire township, offering 543 acres full of trails and a nature museum. The Nissequogue River is another huge source of outdoor recreation, dotted with spots to launch kayaks and canoes. There’s a golf club and even a vineyard. Less than 6 miles from the center of Smithtown, Short Beach is the closest spot to relax on the sand or cool off in the Sound.
Take a hike along the many serene paths of Caleb Smith State Park in Smithtown.
Walk the trails of Sweetbriar Park in Smithtown.
1/2
A growing downtown full of restaurants
West Main Street is lined with businesses, restaurants and bars. Katie’s of Smithtown is one of the most well-known bars in the downtown area — and not just because of its frequent live music performances and karaoke nights. “They’ll claim it’s haunted,” Longo says. “They’ll swear to you it is.”
As much as locals love the little downtown now, Smithtown has plans to improve it. With the help of Tritec — the same company that helmed downtown revitalizations in Patchogue, Lindenhurst and Bay Shore — the plan is to add sewage infrastructure, update storefronts and increase walkability, all while drawing in new shops and restaurants. “The idea is basically to build up around the train station, akin to what was done for Farmingdale and Patchogue,” Perry says. “So I daresay within the next 10 years, it’s going to become an even better place to live, just based off of what it’s going to be for the community and the local businesses.”
Enjoy the day in downtown Smithtown.
Catch a show at the Smithtown Performing Arts Center.
1/2
School districts rated among Suffolk County’s best
Most children in Smithtown attend the Smithtown Central School District, which Niche gives an A. Very tiny portions of the city are instead served by the Hauppauge Union Free School District, which has an A, and Kings Park Central School District, which also has an A.
Smithtown High School is ranked 165th within New York State.
Accompsett Middle School has a great curriculum for students in Smithtown.
1/2
Gathering for Smithtown Festival Day
During the summer, Smithtown’s downtown floods with people celebrating Smithtown Festival Day. “They have food trucks, local vendors, plenty of family fun activities. And they close down the main road, and it’s a big deal,” Nyx says, adding that it draws thousands of people.
Commuting by car or LIRR
State Routes 25A, 25 and 111, also called Hauppauge Road, run right through Smithtown, connecting residents to other major roads and highways. For those who work in Manhattan, Smithtown has a Long Island Rail Road Station, but there are no express trains. It takes about an hour and 40 minutes to travel from Smithtown to Penn Station. “You can take also the train to JFK Airport to get you anywhere — to get you anywhere in the world, and you don’t have to drive,” says Jean Gillin, a licensed associate real estate broker at Integrity Core Realty who has lived in Smithtown for 38 years and has been selling homes here for 19 years. “I just got back from California, and it was a piece of cake.” John F. Kennedy International Airport is 44.6 miles away, offering flights to over 195 destinations on six continents. For domestic flights or international flights with connections in larger airports, residents can head to Long Island MacArthur Airport under 10 miles away.
St. Catherine of Siena Hospital is located in Smithtown and Gillin says it serves as a major employer. According to the USCB, 30.5% of residents work in educational services, health care or social assistance. That’s significantly more than retail, which is the next most common job at 12.2%.
Route 25A spans throughout many Long Island neighborhoods and becomes Smithtown's Main Street.
Smithtown's train station is on the Port Jefferson Branch of the Long Island Rail Road.
1/2
Decreasing crime rates, hurricane season
Most crime in Suffolk County’s 4th Precinct, which covers Smithtown, is on a downward trend. Between 2020 and 2021, violent crime dropped by 26.1% and property crime dropped by 8.4%. New York’s GIVE initiative, or Gun Involved Violence Elimination initiative, gave Suffolk County over $1.3 million. Between the first seven months of 2023 and the same period in 2024, the initiative has been credited with bringing shootings in the county down by 50%.
Smithtown experiences all four seasons, often getting snow during the winter. Hurricane season also has the potential to impact the city, often bringing cloudy skies and bouts of rain from June to November even when a storm mostly peters out before reaching the area. Hurricanes themselves only bring a minor risk of flooding to Smithtown, but there is a severe wind factor risk.
Written By
Christina Norwood
Photography Contributed By
Anthony Costa
Video By
Jarrod Bock
Interested in learning more about homes in this area?
Reach out to
Michelle Zhao,
an experienced agent in this area.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
On average, homes in Smithtown, NY sell after 41 days on the market compared to the national average of 56 days. The median sale price for homes in Smithtown, NY over the last 12 months is $815,000, up 4% from the median home sale price over the previous 12 months.
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
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
Beautifully renovated and move-in ready, this spacious 6-bedroom, 3.5-bath home offers the perfect blend of modern updates and flexible living. The primary suite features a walk-in closet and private full bath, while the updated kitchen with high-end appliances opens to bright, inviting living spaces. New central A/C and a new sprinkler system add comfort and convenience. Designed with
***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
Welcome to this beautiful, totally renovated expanded Cape offering the perfect blend of style, comfort, and functionality! This move-in-ready home features 4 spacious bedrooms, 2 full bathrooms, and a bright, open layout filled with natural light. The updated interior showcases modern finishes throughout, making it easy to simply drop your bags and move right in. Enjoy a full basement with
Welcome to Tuscany in Kings Park, an exceptional and rare opportunity on desirable Ernest Court. Situated on approximately half an acre of beautifully landscaped grounds within the highly regarded Smithtown School District, this 4-bedroom, 2.5-bath Colonial offers the perfect blend of elegance, comfort, and resort-style living. A dramatic cathedral-ceiling foyer welcomes you into a sun-filled
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.
Fall in Love with this Beautiful, Warm and Charming L Ranch Set on Private Cul de Sac, Spacious Rooms, Hardwood Floors throughout, All Andersens, Stone WoodBurning Fireplace, Custom Moldings and Recessed Lighting, Custom EIK and Built-Ins, Main Level Laundry, Huge Finished Basement, Economical Gas Hot Water Heating (4 Zones, 7 Years), HW Heater- 5 Years, Newer Roofing- One Layer-2 Years; Close to
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
Spacious 4/5 Bedroom Hi Ranch on Beautiful .52 Acres Flat Usable Yard. Lovely Landscape Framed with Trees and Greenery, Your Own Parklike Oasis with Heated In Ground Pool (New Heater and Liner). Hardwood Floors, Custom Moldings/Trim, Updated EIK/Granite and SS Appliances, Many Updated Windows, Recessed Lighting, Updated Single Layer Roofing, Newer Cesspool, New Bluestone Entry and Railing, Newer
Beautifully Renovated 4 Bedroom, 2 Bath Raised Ranch Situated On .34 Acres In The Beautiful Terrace Hills Section Of Hauppauge. This Stunning Home Showcases An Open Concept Floor Plan With Soaring Vaulted Ceilings, A Wood Burning Fireplace, And Abundant Natural Light. The New Designer Kitchen Features Quartz Countertops, A Large Center Island, Natural Gas Cooking, Stainless Steel Appliances, And
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
Come Live A Lifestyle in this very Desirable 24/7 Gated Golf Community with Amenities. This 4 Bdrm, 3 Bth Colonial style Home offers endless possibilities to make this the home of your Dreams! The Grand entrance foyer boasts a soaring 20 ft Ceiling/ chandelier on a power switch, as well as beautiful architectural moldings. The main level includes a Formal Living Room, Formal Dining Rm, Great
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
Welcome to Willow Lake, where quality and comfort meet near a beautiful lake along the wooded setting. Enjoy such amenities as cherry wood cabinets in the kitchen area, storage space, on-site maintenance, and on-site laundry facilities. Our on-site management will meet your needs in a friendly and efficient manner. Let Willow Lake be your new home.
Welcome to Fairfield Manor At Nesconset. Nestled in woods, a lovely area close to the Charles P. Toner Nesconset Community Park where you can enjoy a stroll or events. Nearby restaurants and conveniences and minutes to Route 347/Nesconset Highway. Visit with our Leasing Consultant to view our -studio, -one bedroom, -two bedroom apartment residences.
Annual Amenity Fee: $375.00Storage (pending availability and size): $100.00 per monthPet Fee: $45.00 per month per pet/$500.00 (one-time non-refundable deposit per pet)Electric, Cable/Internet are tenant responsibility.Water/Sewer & trash are included in the rent.
Transit Oriented Location. Studios and 1-Bedrooms with modern kitchen and bath. Heat and hot water included in rent.Our charming, air-conditioned apartments have modern amenities. Decorator designed hall entrances. On-site laundry. One mintue to the Long Island Railroad Smithtown Station for a convenient commute. Near St. Catherines and minutes to SUNY Stonybrook. Great walkability score to
Avalon Commons in Smithtown, NY offers 1, 2, and 3 bedroom apartment homes that include the ultimate in comfort and convenience. These magnificent, newly renovated apartment homes, located in one of Long Island’s most prestigious communities, will entice you in every way. Apartments at Avalon Commons are equipped with a wide range of high quality amenities such as spacious walk-in closets, lofts
Inflation Buster 18-Month Lease With No Increase* $99 Security With Excellent Credit* *Restrictions Apply. Welcome to Fairfield West At Hauppauge. Outdoor swimming pool, playground. Centrally located to Northern State Parkway, Route 454, Long Island Expressway and Hauppauge Business District. Heat, hot water and gas cooking included in the rent.
SELECT UNITS RECEIVE FREE RENT BALANCE OF JULY-2026* Plus Inflation Buster Special Lease For 12- Or 18-Months With No Increase* $99 Security* *Restrictions Apply. Fairfield At Hauppauge is centrally located near Long Island Expressway and Northern State Parkway, Route 454/Veteran's Memorial Highway.Waterfall entry to beautifully landscaped courtyards, paver paths and bluestone entry
Photos Coming SoonThese sample photos are meant to give you a sense of Blueground’s design style. Layout and furniture are subject to change. This apartment will be ready by the date indicated.Be the first to rent!Discover the best of Smithtown, with this three bedroom apartment in Smithtown. It’ll be easy to simply show up and start living in this airy furnished apartment
Staged photos of matching layout and similar décorImagery shows same floorplan and building, and similar décor as we finish photographing this new unit.Be the first to rent!Feel at home wherever you choose to live with Blueground. You’ll love this bright Smithtown furnished two bedroom apartment with its modern decor, fully equipped kitchen, and roomy living room. Ideally
Photos Coming SoonThese sample photos are meant to give you a sense of Blueground’s design style. Layout and furniture are subject to change. This apartment will be ready by the date indicated.Be the first to rent!Feel at home wherever you choose to live with Blueground. You’ll love this cozy Smithtown furnished three bedroom apartment with its modern decor, fully equipped
Staged photos of matching layout and similar décorImagery shows same floorplan and building, and similar décor as we finish photographing this new unit.Be the first to rent!Feel at home wherever you choose to live with Blueground. You’ll love this beautiful Smithtown furnished two bedroom apartment with its modern decor, fully equipped kitchen, and comfortable living room.
Brand new 3 bedroom home for rent 1 fully renew bathroom with a washer and dryer hookup 3 bedroom Open concept living room and kitchen Back yard Security $3900First month $3900Plus electric and half gas The year lease
Local Logic measures the walkability, access to public transit and bikeability of any address. CAP Index provides objective, accurate, and consistent data to help measure, compare, and mitigate crime risks.
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. Our sources include: Accuweather, Public Records and Neustar. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
