26

Smithtown Homes for Sale

Section Image Section Image
  • /42

    $649,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 3 Baths
    • 1,561 Sq Ft

    263 N Country Rd, Smithtown, NY 11787

    Welcome to this beautifully updated 3 bedroom & 3 full bathroom ranch-style home in the heart of Smithtown, offering the perfect balance of comfort, space, and convenience. Inside, you’ll find refinished wood floors and freshly painted interiors that create a warm, inviting feel throughout. The layout is both practical and flexible, featuring a bright eat-in kitchen ideal for everyday living,

    Agent Photo

    Dame Cascone

    Century 21 AA Realty

    (631) 529-2814

    263 N Country Rd, Smithtown, NY 11787
  • /35

    $729,990

    • 3 Beds
    • 3 Baths
    • 1,805 Sq Ft

    12 Stone Gate Ct, Smithtown, NY 11787

    The Regency | SmithtownEnd-Unit Townhouse with Exceptional Space & Privacy Positioned in a prime location within The Regency, this end-unit townhouse offers added privacy, natural light, and a desirable multi-level layout designed for both everyday comfort and entertaining. This residence features so much space and versatility with it’s functional floor plan. The main living area flows

    Agent Photo

    Lina Lopes

    Douglas Elliman Real Estate

    (934) 647-1639

    12 Stone Gate Ct, Smithtown, NY 11787
  • /2

    $899,000 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    43 Hallock Ave, Smithtown, NY 11787

    Lovely Colonial Split, 3/4 Bedroom (4th Bedroom or Office), Spacious Throughout, Updated Eat in Kitchen with Granite/.Stainless Steel Appliances, Attractive Great Room for Gatherings, Updated Baths, Upgraded Recessed Lighting, Updated Windows and Pella Doors, Custom Moldings/Trim, Renovated Main Level Laundry Room, Central AC- 3 Yrs, 3 Zone Heating System- 3 Yrs, Expanded Primary BR Suite with

    Agent Photo

    Ronni Tranes

    Douglas Elliman Real Estate

    (631) 529-6142

    43 Hallock Ave, Smithtown, NY 11787
  • /36

    $1,199,888

    • 4 Beds
    • 2.5 Baths
    • 2,495 Sq Ft

    17 Erita Ln, Smithtown, NY 11787

    BUYERS LOOK NO FURTHER! ALL NEW! ALL HIGH END! PRIME LOCATION! Pride of ownership and meticulous attention to detail runs all throughout this highly desirable and absolutely gorgeous diamond condition Brookfield Colonial home that is situated on a perfectly flat .32 acre corner lot in the much sought after Smithtown Royal Woods Section on a straight and flat block! 26x40 free form gas heated salt

    Jonathan Minerick HomeCoin.com

    17 Erita Ln, Smithtown, NY 11787
  • /45

    $1,349,000

    • 5 Beds
    • 4.5 Baths
    • 3,937 Sq Ft

    144 Landing Meadow Rd, Smithtown, NY 11787

    Original owner, clean and well maintained 4000 square foot colonial on 1.2 acres in Point of Woods Section. Featuring 5 beds/4 baths including an ensuite bedroom with full bath on the first floor (see floor plan). Double height entry foyer with large open living spaces. Huge kitchen, dining and family room with wood burning fireplace. Full basement with outside entrance. Two car garage with long

    Shahzad Qureshi Pinnacle R E Consulting Inc

    144 Landing Meadow Rd, Smithtown, NY 11787
  • /42

    $1,200,000 Coming Soon

    • 5 Beds
    • 4.5 Baths
    • 3,634 Sq Ft

    99 Shirley Ct, Smithtown, NY 11787

    Nestled in the highly desirable Smithtown Pines, this one-of-a-kind home offers a unique layout that's perfect for multigenerational living or for those seeking a spacious, versatile design. With five bedrooms and 4.5 baths, including two primary ensuites, this home offers exceptional accommodations - it's like getting two houses in one! The main home features a large living room that leads to an

    Christine Daddio Howard Hanna Coach

    99 Shirley Ct, Smithtown, NY 11787
  • /23

    $1,075,000

    • 4 Beds
    • 3 Baths
    • 3,300 Sq Ft

    45 Croft Ln, Smithtown, NY 11787

    This is a rare horse property set on .84 acres in one of Smithtown’s most coveted locations. Just a stones throw away from the horse trails at Blydenburgh Park and minutes to Routes 347 & 454. This expanded Cape was originally built in 1955 and extensively renovated in 2022. It offers the perfect balance of refined interior living and exceptional outdoor equestrian amenities. The home features 4

    Alan Ajit American Luxury Homes

    45 Croft Ln, Smithtown, NY 11787
  • /6

    $1,499,000

    • 4 Beds
    • 3.5 Baths
    • 2,600 Sq Ft

    2 Vistas Cir, Smithtown, NY 11787

    Serene Location! To Be Built. Please Note That Rendering/Photo Shown Conveys Craftsmanship of Homes Previously Built. Taxes Are Not Known At This Time. Features Include Hardwood Floors, Granite Kitchen Countertops, Choice Of Cabinets With Dove-Tail Draws & Soft Touch Close, 2 Zone Central Air Conditioning, Colonial Base Moldings & So Much More. Some Optional Features Include Venting Out For

    Lynn Anne Daly Douglas Elliman Real Estate

    2 Vistas Cir, Smithtown, NY 11787
  • /31

    $1,048,000

    • 4 Beds
    • 2.5 Baths
    • 2,731 Sq Ft

    20 Shirley Ct, ComMacK, NY 11725

    Welcome to this stunning, totally renovated four-bedroom Colonial located in the highly desirable Commack School District. Set on a quarter-acre lot, this sun-drenched home offers a desirable open floor plan with generously sized rooms and exceptional flow for everyday living and entertaining. The brand-new kitchen and bathrooms feature modern finishes throughout, including stainless steel

    Robert Korber Signature Premier Properties

    20 Shirley Ct, ComMacK, NY 11725
  • /40

    $1,499,000

    • 5 Beds
    • 4 Baths
    • 2,788 Sq Ft

    2 Three Pond Rd, Smithtown, NY 11787

    Welcome to this stately and impressive Colonial, ideally situated in one of Smithtown's most sought after and picturesque neighborhoods. With access to the Nissequogue River at the end of the block, this exceptional property offers a rare opportunity to create a custom luxury home in a truly premier setting.Boasting generous living space the home features a traditional and functional layout

    Lyssa Gugliotta Howard Hanna Coach

    2 Three Pond Rd, Smithtown, NY 11787
  • /28

    $669,000 Open Sat 11AM - 12:30PM

    • 3 Beds
    • 1 Bath
    • 943 Sq Ft

    7 Gedney Ave, Smithtown, NY 11787

    Welcome to 7 Gedney Avenue, a beautifully updated 3/1 ranch in the highly sought-after Smithtown School District, perfectly situated on a meticulously landscaped .23-acre property and tucked away on a quiet, tree-lined street! Step into a sun-drenched living room featuring recently refinished hardwood floors, recessed lighting, and an abundance of natural light, creating a warm and inviting space

    Nicole Schwartz RE/MAX Team

    7 Gedney Ave, Smithtown, NY 11787
  • /2

    $249,000

    • Land
    • 0.13 Acre
    • $1,915,385 per Acre

    0 Walnut Rd Unit KEY849454, Kings Park, NY 11754

    40 X 100 Buildable Lot In Prime Location, San Remo Area Close To Water. Land For Sale Between 2 Sticks With Pink Ribbon On Top.

    Blondie Lee Ramos Howard Hanna Coach

    0 Walnut Rd Unit KEY849454, Kings Park, NY 11754
  • /40

    $989,000

    • 4 Beds
    • 2.5 Baths
    • 2,546 Sq Ft

    330 Edgewood Ave, Smithtown, NY 11787

    Welcome to this beautiful Colonial set on a private 1-acre property in Smithtown featuring an inground pool, 2-car garage, and expansive driveway. This home offers a spacious layout with a primary bedroom featuring an en-suite bath, plus three additional bedrooms and 1.5 additional baths. The main floor includes formal living room, formal dining room, family room, and eat-in kitchen ideal for

    William Brown Gotham City Realty Group LLC

    330 Edgewood Ave, Smithtown, NY 11787
  • /48

    $2,599,000

    • 6 Beds
    • 8 Baths
    • 3,946 Sq Ft

    2 Riverview Terrace, Smithtown, NY 11787

    Paradise on the Nissequogue River with 65 feet of waterfront, ideal for canoeing, kayaking, and serene relaxation. This impressive 5,500+ sq ft contemporary with traditional accents offers 15 rooms and two fully separate living quarters, each with its own basement—perfect for extended or multi-generational living. Both residences feature updated granite eat-in kitchens with wood cabinetry and

    Jamie Marcantonio Signature Premier Properties

    2 Riverview Terrace, Smithtown, NY 11787
  • /34

    $699,000

    • 2 Beds
    • 2 Baths
    • 1,690 Sq Ft

    104 Lakebridge Dr N, Kings Park, NY 11754

    Do Not Miss This Grand Opportunity! Welcome to the Beautiful 104 Lakebridge Drive North, Located in the Very Desirable “Lakebridge Club” Gated Townhome/Condo Community, and Kings Park Community & School District. This Stunning & Spacious Lower, End Unit Home Offers You the Great Convenience of One-Level Living. Your 2 Bedroom, 2 Bathroom Home is Beautifully Updated, Bright, Clean & Well

    John Esturo Coldwell Banker American Homes

    104 Lakebridge Dr N, Kings Park, NY 11754
  • /24

    $259,900

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    365 Route 111 Unit B6, Smithtown, NY 11787

    Welcome to this Beautiful One Bedroom Unit in Tanglewood ---Skip the Rent and Step into Ownership with this stunning, sun-drenched second-floor co-op-Featuring vaulted ceilings and an open-concept layout, making this unit feels incredibly spacious and modern. It is Freshly painted with gleaming oak hardwood floors throughout. The large living room features a cozy fireplace, while the versatile

    Cecelia Schmidt Coldwell Banker American Homes

    365 Route 111 Unit B6, Smithtown, NY 11787
  • /46

    $899,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 3 Baths
    • 2,074 Sq Ft

    16 Ursular Ct, Smithtown, NY 11787

    Step inside this Beautiful & Spacious 4 Bedroom, 3 Full Bath Farm Ranch! This home features a beautiful open floor plan with an Updated EIK with Granite Countertops & Center Island, Spacious Great Room with Tons of Natural light pouring in ,Formal dining room, Recently Updated Bathrooms including a Main Floor Full Bath w/ Radiant Heated Floors, 1st floor primary bedroom and additional

    Deborah Lettieri Signature Premier Properties

    16 Ursular Ct, Smithtown, NY 11787
  • /36

    $1,799,000

    • 5 Beds
    • 3.5 Baths
    • 4,800 Sq Ft

    48 River Heights Dr, Smithtown, NY 11787

    Welcome to 48 River Heights Dr., a true masterpiece located in beautiful North Smithtown! This luxurious home has been custom-designed, built, and renovated in 2007 and 2025 by the current owner. Luxury and functionality depict this beloved home. This home is turnkey ready and waiting for you to make your cherished memories in this very special home! (5) Bedroom (4) Bath & Office4,800 SF - IG

    Ralph Harvey ListWithFreedom.Com

    48 River Heights Dr, Smithtown, NY 11787
  • /9

    $3,250,000

    • 6 Beds
    • 6.5 Baths
    • 6,000 Sq Ft

    326 Nissequogue River Rd, Saint James, NY 11780

    **Starting Summer 2026!** Brand New Waterfront 6000 sq ft Modern Barn Home on 2acre Lot, *PRE-CONSTRUCTION PRICE*6 Bdrm 6.5 Bath,2 acre lot, 10ft Ceilings w 8'ft Interior Doors,2x4 2x6 Framing, Oversized Andersen400 Windows,Exterior Doors, 5/8 sheetrock, Energy Star Insulation, interior soundproofing. Pre wired A/V, alarm, cameras, Wi-Fi. Custom Kitchen Cabinetry & Bath Vanities. Kohler Bath

    Brian Hickey Hickey & Smith REALTORS

    326 Nissequogue River Rd, Saint James, NY 11780
  • /13

    $749,990

    • 3 Beds
    • 1.5 Baths
    • 1,100 Sq Ft

    5 Hancock St, Smithtown, NY 11787

    extremely well maintained ranch with walkout basement mostly finished. home has gleaming hw flooring throughout. central air/paver curbed expanded driveway/updated exterior(windows, roof, siding, fenced, paver walkways and slate stoop) bath has been updated as well. new furnace and roth oil tank. awning over deck, all located in quiet northern smithtown community.

    Jason Sorli Coldwell Banker American Homes

    5 Hancock St, Smithtown, NY 11787
  • /46

    $825,000

    • 3 Beds
    • 4 Baths
    • 1,717 Sq Ft

    21 Colby Dr, Kings Park, NY 11754

    Welcome to this beautifully renovated 3-bedroom, 4 full bath home Taxes have not been grieved in several years. No STAR exemption currently applied. Buyer to verify taxes!!! located in the peaceful and highly desirable neighborhood of Kings Park, just a short walk to the park, this property offers the perfect blend of comfort, convenience, and modern living. This home features a 200-amp

    Kashif Siddiqui ADKO Realty Inc

    21 Colby Dr, Kings Park, NY 11754
  • /41

    $890,000

    • 3 Beds
    • 2 Baths
    • 2,059 Sq Ft

    166 Grassy Pond Dr S, Smithtown, NY 11787

    Custom build in 2002 this beautiful sprawling Ranch offers significantly sized rooms. Open concept living at its best. Great Room/living room boasts dual fireplace leading into the den, which is open to the formal dining room. Large eat-in kitchen with cathedral ceiling. Sliders to the outdoor deck. Plenty of room for entertaining both inside and out. The Primary bedroom has an on-suite and

    Melissa Koppelman Signature Premier Properties

    166 Grassy Pond Dr S, Smithtown, NY 11787
  • /6

    $1,550,000

    • 4 Beds
    • 3.5 Baths
    • 2,600 Sq Ft

    6 Keystone Ct, Smithtown, NY 11787

    Last Home To Be Built In This Cul-de-sac. Rendering/Photo Shown Conveys Craftsmanship of Homes Previously Built. Taxes Are Not Known At This Time. Features Include Hardwood Floors, Granite Kitchen Countertops, Choice Of Cabinets With Dove-Tail Draws & Soft Touch Close, 2 Zone Central Air Conditioning, Colonial Base Moldings & So Much More. Some Optional Features Include Venting Out For Stove, A

    Lynn Anne Daly Douglas Elliman Real Estate

    6 Keystone Ct, Smithtown, NY 11787
  • /48

    $789,999

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    73 Parnell Dr, Smithtown, NY 11787

    Lookout for this beautiful high ranch in a tranquil Smithtown cul-de-sac that has great curb appeal. Step into a house with a spacious, sunlit layout, an updated eat-in kitchen. In addition, there is plenty of room for mom. Step outside and you get a large, private backyard with a trex deck perfect for entertaining. Located in the acclaimed Smithtown School District. Being situated directly

    Tawsiful Haque HomeSmart Dynamic Realty

    73 Parnell Dr, Smithtown, NY 11787
  • /22

    $300,000

    • 2 Beds
    • 1 Bath
    • 830 Sq Ft

    355 Route 111 Unit 42, Smithtown, NY 11787

    Welcome home to this well-maintained first-floor CORNER UNIT 2-bedroom coop in the desirable Sherbrooke community of Smithtown. This garden-style unit features hardwood floors throughout, a comfortable living room/dining area layout, spacious bedrooms, and abundant closet space. The entry-level location offers easy access with no stairs. Monthly maintenance of approximately $1,486.92 includes

    gordon lewis RE/MAX Integrity Leaders

    355 Route 111 Unit 42, Smithtown, NY 11787
  • /33

    $999,990

    • 4 Beds
    • 3.5 Baths
    • 2,700 Sq Ft

    45 Roundabout Rd, Smithtown, NY 11787

    Welcome to 45 Roundabout Road, a stunning 4-bedroom, 3.5-bathroom contemporary home situated on an expansive .84-acre lot in the sought-after community of Smithtown. This tranquil property is a "little piece of Nissequogue". Inside, vaulted ceilings with abundant natural lighting highlights an open and inviting floor plan. The spacious living room with large windows and wood burning fireplace

    Elaine Patterson Signature Premier Properties

    45 Roundabout Rd, Smithtown, NY 11787

Why Live in Smithtown

Smithtown, located in north-central Long Island, is a hamlet known for its rich Native American and colonial history. This upmarket suburb features tree-lined streets, a bustling downtown, and top-rated schools within the Smithtown Central District, including Smithtown East and Smithtown West high schools. The area is commuter-friendly with reliable Long Island Railroad access to New York City and proximity to major highways like the Long Island Expressway and Northern State Parkway. Smithtown’s Main Street, part of New York State Route 25, is lined with a variety of restaurants, shops, and essential services. Popular dining spots include Casa Rustica, La Famiglia, Salsa Salsa of Smithtown, and Katie’s bar, among others. The annual Smithtown Festival Day, organized by the Greater Smithtown Chamber of Commerce, draws thousands of residents for family-friendly activities. The neighborhood boasts a range of home styles, from postwar co-op complexes to waterfront colonial and Tudor-revival mansions, as well as bungalows, Cape Cods, ranches, and townhome-style condos. Nature enthusiasts will appreciate the extensive green spaces like Blydenburgh, Forestwood Caleb Smith State, and Arthur H. Kunz parks, which offer hiking trails, dog runs, and lakes for canoeing. Golfers can enjoy well-maintained courses such as Smithtown Landing and Nissequogue Golf Club. With a crime rate lower than the national average, Smithtown provides a safer living environment. The combination of historical charm, modern amenities, and abundant attractions makes Smithtown a desirable place to live.

Frequently Asked Questions

Is Smithtown a good place to live?
Smithtown is a good place to live. Smithtown is considered car-dependent and somewhat bikeable with minimal transit options. Smithtown is a suburban neighborhood with a crime score of 1, making it safer than the average neighborhood in the U.S. Smithtown has 10 parks for recreational activities. It is fairly sparse in population with 3.4 people per acre and a median age of 45. The average household income is $170,837 which is above the national average. College graduates make up 52.1% of residents. A majority of residents in Smithtown are home owners, with 12.3% of residents renting and 87.7% of residents owning their home. A local real estate agent serving Smithtown can help you decide if this neighborhood is the right one for you. Learn more on our Smithtown neighborhood guide.
Is Smithtown, NY a safe neighborhood?
Smithtown, NY is safer than the average neighborhood in the United States. It received a crime score of 1 out of 10.
How much do you need to make to afford a house in Smithtown?
The median home price in Smithtown is $819,000. If you put a 20% down payment of $163,800 and had a 30-year fixed mortgage with an interest rate of 6.46%, your estimated principal and interest payment would be $4,120 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $177K a year to afford the median home price in Smithtown. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Smithtown is $171K.
What are the best public schools in Smithtown?
The best public schools that serve Smithtown are:
What are the best private schools in Smithtown?
The best private schools that serve Smithtown are:
  • Harbor Country Day School has an A+ Niche grade, a student teacher ratio of 5:1 and an average review score of 5.0.
  • The Knox School has an A+ Niche grade, a student teacher ratio of 6:1 and an average review score of 4.4.
  • Smithtown Christian School has an A- Niche grade, a student teacher ratio of 9:1 and an average review score of 4.3.
What are the most popular zip codes in Smithtown, Smithtown, NY?
The most popular zip codes in Smithtown, Smithtown, NY include 11787, 11754, 11725, 11780 and 11788.

Home Trends in Smithtown, NY

Housing Trends

Median Sale Price
$827,000
Median Single Family Sale Price
$849,500
Median Townhouse Sale Price
$770,000
Median 2 Bedroom Sale Price
$687,500
Median 1 Bedroom Sale Price
$259,950
Average Price Per Sq Ft
$419
Number of Homes for Sale
27
Last 12 months Home Sales
241
Months of Supply
1.30
Median List Price
$819,000
Median Change From 1st List Price
-2%
Median Home Sale Price YoY Change
10%
How to Buy a Home How to Finance a Home How to Sell a Home