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Smithtown, NY Homes for Sale

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  • /25

    $675,000

    • 3 Beds
    • 2 Baths
    • 1,250 Sq Ft

    59 Rosewood Rd, Kings Park, NY 11754

    GRANDMAS HOUSE IS UP FOR GRABS! Discover your dream home at 59 Rosewood Road, a vibrant 3-bedroom, 2-bathroom single-family gem built in 1993, perfectly perched on an expansive 13,504 sq. ft. lot in the heart of Kings Park’s sought-after San Remo community! This move-in-ready beauty boasts a 10-year-old roof and a full-sized unfinished basement with a walk-out door and staircase, ready to

    Agent Photo

    Andrew-Paul Ragusa

    REMI Realty

    (631) 557-0690

    59 Rosewood Rd, Kings Park, NY 11754
  • /2

    $1,699,000

    • 5 Beds
    • 3.5 Baths
    • 3,800 Sq Ft

    628 Meadow Rd, Kings Park, NY 11754

    Looking for a dream home look no further. This newly built center hall colonial is truly a site to see. This property consists of a large entry foyer that spills into a large living area and kitchen. 6 inch wide hardwood floors in its natural color. Kitchen comes with the latest 42 inch cabinets in a very light brown color. Quartz countertops and backsplashes and ultra modern stainless steel

    Agent Photo

    Antonio Russo

    True Homes Inc

    (631) 440-8883

    628 Meadow Rd, Kings Park, NY 11754
  • /49

    $2,049,000

    • 5 Beds
    • 4.5 Baths
    • 4,677 Sq Ft

    4 Nadia Ct, Smithtown, NY 11787

    Welcome to 4 Nadia Court, a custom-designed 5 bedroom, 4.5 bath masterpiece nestled in one of Smithtown’s most sought-after enclaves. Perfectly positioned near the serene Nissequogue River and adjacent to Arthur H. Kunz Park and Smithtown Landing Golf Course, this home offers a rare blend of natural beauty, convenience, and upscale amenities.The Grand entry leads to everything you are

    Agent Photo

    Lina Lopes

    Douglas Elliman Real Estate

    (631) 693-6910

    4 Nadia Ct, Smithtown, NY 11787
  • /41

    $1,675,000

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

    40 Friendly Rd, Smithtown, NY 11787

    Welcome to 40 Friendly Rd. A home that redefines style, comfort, and convenience. This turn-key, fully renovated property combined luxury and functionality flawlessly.The exterior showcases a perfect blend of brick, Azek facade and oversized Andersen windows exuding a modern yet timeless appeal. As you step inside, you are greeted by a two-story entry foyer with a grand chandelier and

    Damian Andraka Stonegate Real Estate

    40 Friendly Rd, Smithtown, NY 11787
  • /25

    $575,000

    • 3 Beds
    • 2 Baths
    • 1,547 Sq Ft

    11 Rhoda Ave, Smithtown, NY 11787

    This charming ranch-style home, located at the end of the street in the highly sought-after Smithtown School District, offers inviting curb appeal and comfortable living. Step inside to a spacious living room, perfect for relaxing or entertaining guests. The eat-in kitchen provides ample space for meal prep and casual dining, with direct access to the yard for seamless indoor-outdoor living.

    Lynn Witz Howard Hanna Coach

    11 Rhoda Ave, Smithtown, NY 11787
  • /45

    $1,600,000

    • 6 Beds
    • 4.5 Baths
    • 5,000 Sq Ft

    5 Kohlsaat Ct, Smithtown, NY 11787

    Assume a FHA Mortgage with a 3.25% interest rate and Step into timeless elegance at 5 Kohlsaat Court—One of the Historic homes in Smithtown, Built in the 1930s and owned by The Kohlsaat Family - a majestic Colonial estate nestled on a serene cul-de-sac in Smithtown. Celebrating over 5,000 sqft of living space (not including basement and attic space) across a meticulously maintained residence

    Reynold Jainarine Signature Premier Properties

    5 Kohlsaat Ct, Smithtown, NY 11787
  • /50

    $1,550,000

    • 6 Beds
    • 4.5 Baths
    • 4,800 Sq Ft

    3 Kohlsaat Ct, Smithtown, NY 11787

    3 Kohlsaat Court - New Pictures will be uploaded soon!Welcome to your dream home! Tucked away in a peaceful cul-de-sac, this refined 6-bedroom, 4.5-bath colonial delivers 4,800 sqft of elegance and thoughtful design on a nearly one-acre private lot. Square footage does not include the full basement and the full attic dimensions. Annual taxes are $24,175.62From the soaring 20ft foyer

    Reynold Jainarine Signature Premier Properties

    3 Kohlsaat Ct, Smithtown, NY 11787
  • /50

    $999,999

    • 4 Beds
    • 2.5 Baths

    271 N Country Rd, Smithtown, NY 11787

    Introducing one of the most elegant, exquisite, and high-end new construction homes to ever hit the market in the highly coveted Smithtown School District—this custom-built 4-bedroom, 2.5-bath colonial is set on a private 3/4-acre lot and showcases craftsmanship, design, and luxury at every turn. Set back from the road, the home welcomes you with a private blacktop driveway with cobblestone

    Bryan Karp Coldwell Banker American Homes

    271 N Country Rd, Smithtown, NY 11787
  • /38

    $995,000

    • 4 Beds
    • 2.5 Baths
    • 2,775 Sq Ft

    22 Whitney Gate, Smithtown, NY 11787

    This Majestic Colonial With Water Views And Access To The Nissequogue River Features *Four Large Bedrooms Primary With Ensuite*Formal Livingroom With Wood Burning Fireplace* Family Room With Fire Place*Formal Dining room*Updated Kitchen With Granite Counter Tops ,Black Stainless Appliances* Gas Cooking Stove With Electric Oven & EIK Island* A Legally Converted Garage Of 440 Sq Feet Now Being

    Donna Dirusso Prestige Realty & Home Dev

    22 Whitney Gate, Smithtown, NY 11787
  • /33

    $979,999

    • 4 Beds
    • 2.5 Baths
    • 2,900 Sq Ft

    9 Aron St, Smithtown, NY 11787

    **Previous buyers lost his job - New Opportunity for serious homebuyer** Welcome to this Stunning 2,900 Sq Ft Victorian-Style Home in the Heart of Smithtown! Step into timeless elegance with this spacious four-bedroom, 2.5-bathroom gem, offering classic charm paired with modern conveniences.The heart of the home is a generously sized NDA Custom kitchen featuring abundant cabinetry and a cozy

    Nicolo Caputi Blue Island Homes NY LLC

    9 Aron St, Smithtown, NY 11787
  • /28

    $1,500,000

    • 5 Beds
    • 5.5 Baths
    • 3,800 Sq Ft

    74 Laurel Dr, Smithtown, NY 11787

    Welcome to THE PINES, experience exceptional resort-style living in this custom Smithtown home featuring a fully updated exterior with redesigned roofline, 30-year roof, flat fenced backyard, and professional landscaping with an 8-zone sprinkler system. Outdoor living is unmatched with a heated in-ground pool with water slide, six-person hot tub, travertine patios and walkways, Timber Tech deck

    Valerie Labianca Douglas Elliman Real Estate

    74 Laurel Dr, Smithtown, NY 11787
  • /35

    $999,999

    • 4 Beds
    • 2.5 Baths
    • 2,924 Sq Ft

    45 Grandview Ln, Smithtown, NY 11787

    LARGE 4 BEDROOM 2.5 BATH COLONIAL ON 1.23 ACRES OF PARKLIKE PROPERTY IN THE PINES SECTION OF SMITHTOWN.BRAND NEW KITCHEN WITH LARGE ISLAND AND QUARTZ COUNTERTOPS AND BACKSPLASH. PRIMARY BEDROOM HAS AN ON SUITE BATHROOM WITH STAND ALONE TUB AND SEPERATE SHOWER. LARGE CIRCULAR DRIVEWAY PLUS A SEPERATE STRAIGHT DRIVEWAY JUST REDONE WITHIN 2 YEARS. 2 YEAR OLD NAVIEN COMBI GAS HEATING SYSTEM. BRAND

    Lisa Testagrose Coldwell Banker American Homes

    45 Grandview Ln, Smithtown, NY 11787
  • /35

    $1,049,900

    • 4 Beds
    • 3.5 Baths
    • 2,500 Sq Ft

    7 Windmill Ct, Smithtown, NY 11787

    Renovated 4 Bedroom Colonial with 3.5 baths, IGP located on a cul-des-sac in Smithtown East SD! Home features new kitchen, bathrooms, flooring, roof, CAC and much more. Full finished basement with Bar for entertainers and sauna for relaxation. Excellent location in the Village of the Branch.

    Justin Pollio New Door Properties LLC

    7 Windmill Ct, Smithtown, NY 11787
  • /36

    $975,000

    • 5 Beds
    • 3 Baths
    • 2,670 Sq Ft

    32 Merrivale Dr, Smithtown, NY 11787

    Here's your chance to live in the desirable Sunnydale section of Smithtown!! This spacious and bright 5-bedroom, 3 bath home sits on a half-acre of flat property.The open kitchen has maple cabinets, center island, quartz counter tops, stainless steel appliances, raised ceiling with a large skylight, and hi-hats. Laundry room off the kitchen and entrance to a 2-car garage. The large den has a

    Janet Hewitt Coldwell Banker American Homes

    32 Merrivale Dr, Smithtown, NY 11787
  • /40

    $999,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    368 Landing Ave, Smithtown, NY 11787

    Nestled in the heart of Smithtown, this spacious, newly renovated high ranch offers 4 bedrooms and 3 bathrooms. This beautiful house includes a formal dinning room, sun drenched living room, all new open kitchen with stainless steel appliances, main bedroom with in-suite bathroom, new hardwood floors, central heating and cooling systems, new doors and windows, new roof, and new vinyl siding. Many

    Ahmed Bilal ILAND Realty

    368 Landing Ave, Smithtown, NY 11787
  • /49

    $1,050,000

    • 4 Beds
    • 2.5 Baths
    • 2,900 Sq Ft

    11 Dillmont Dr, Smithtown, NY 11787

    Majestic, Expanded Center Hall Colonial, 4 BR, 2.5 Baths on Usable 1/2 Acre Plus Property in North Smithtown; All Updated Windows Including Floor to Ceiling Andersens with Panoramic Views, Updated Siding (5 yrs), Roofing, Heating, Cesspool (10 Yrs); Newer Central AC (4 Yrs), Newer In Ground 16x32 Pool, Updated Appliances; Huge Primary Suite with 2 Walk-In Closets, Jacuzzi Tub and Separate Shower.

    Ronni Tranes Douglas Elliman Real Estate

    11 Dillmont Dr, Smithtown, NY 11787
  • /50

    $1,295,000

    • 5 Beds
    • 2.5 Baths
    • 4,000 Sq Ft

    592 Landing Ave, Smithtown, NY 11787

    Landmark ~ Historic 3 story Colonial on private 1.3 Acre parcel with circular driveway has been totally restored and blends a bright modern feel with classic architectural elements to create a showcase for your style. Stately front to back entrance foyer sets the tone. Dual Staircase, High Ceilings, Substantial Moldings, Hardwood Floors and 5 Fireplaces all add to this unique and desirable

    Lynn Sabatelle Daniel Gale Sothebys Intl Rlty

    592 Landing Ave, Smithtown, NY 11787
  • /34

    $1,099,000 Open Sat 12PM - 2PM

    • 5 Beds
    • 2.5 Baths
    • 3,365 Sq Ft

    2 Bridge Branch Rd, Smithtown, NY 11787

    Discover this exceptional property in Smithtown Pines—spanning over 3/4 acre on a rare half-block lot directly across from a tranquil nature preserve. This beautifully remodeled 5-bedroom, 2.5-bath home seamlessly combines space, privacy & a new contemporary interior. It features oak hardwood floors, crown moldings, a formal entry hall & a sun-lit open-concept dining kitchen with quartz

    Valerie Rosenblatt Daniel Gale Sothebys Intl Rlty

    2 Bridge Branch Rd, Smithtown, NY 11787
  • /49

    $1,499,990

    • 4 Beds
    • 4 Baths
    • 2,283 Sq Ft

    109 Oakside Dr, Smithtown, NY 11787

    Luxury Living & Exceptional Horse Property in the Heart of SmithtownSet on 2 picturesque acres in a highly desirable Smithtown location, this 4-bedroom, 4-bath home offers the perfect blend of refined residential comfort and premium equestrian amenities - a rare and remarkable find.Inside the home features an open floor plan that flows effortlessly for modern living. An updated eat-in

    William Zezelic Signature Premier Properties

    109 Oakside Dr, Smithtown, NY 11787
  • /27

    $1,175,000

    • 5 Beds
    • 3 Baths
    • 2,850 Sq Ft

    36 Woodland Ln, Smithtown, NY 11787

    Inviting, Peaceful, Warm And Immaculate, A Few Words To Describe The Home You’ve Been Looking For. Recently Transformed From Being Outdated And Neglected, 36 Woodland Could Now Just Be The Home Of Your Dreams. The Lush Landscaping And Grand Stone Walkway To The Front Door Is Only The Beginning Of The Beautiful Updates That Have Been Made. Enter Into The Grand Foyer Where You Will Immediately

    Deborah Dooley Signature Premier Properties

    36 Woodland Ln, Smithtown, NY 11787
  • /39

    $978,888

    • 4 Beds
    • 3.5 Baths
    • 2,977 Sq Ft

    3 Ingram Ct, Smithtown, NY 11787

    Nestled on a serene dead-end court in the sought-after Village of the Branch, this spacious colonial offers the perfect blend of comfort, character, and modern updates. Built in 1970 by the renowned Mr.Ingram, this home has been lovingly maintained by the same family for over 28 years. Sitting on a generous half-acre lot, this property features 4 bedrooms, 3.5 bathrooms, open concept kitchen &

    Oakar Reinstein Realty Connect USA L I Inc

    3 Ingram Ct, 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
  • /35

    $999,999

    • 4 Beds
    • 2.5 Baths

    25 Whispering Woods Dr, Smithtown, NY 11787

    This Gorgeous 4 Bedroom, 2.5 Bath Colonial In The Beautiful Enchanted Woods Section Of Smithtown Is Not To Be Missed. Featuring Gleaming Hardwood Floors Throughout. From The Moment You Step Into The Stunning Entrance Foyer With The Long Open Staircase, You Will Know That This Home Is For You. The Large Formal Dining Room Offers Privacy and Comfort When You Have Special Dinner Parties. The Chef's

    Peter Hirschhorn Coldwell Banker American Homes

    25 Whispering Woods Dr, Smithtown, NY 11787
  • /40

    $1,099,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 2,460 Sq Ft

    106 Glenrich Dr S, Saint James, NY 11780

    Welcome to this Gorgeous Post modern Home located in the heart of Saint James! ...On the first floor you will find a grand entry foyer w soaring ceilings, formal living room W cathedral Ceilings, an oversized formal dining room, a New spacious Chef’s eat-in-kitchen with Quartz Countertops, Top of the line SS appliances and Center Island, Spacious Family Room w/ a Gas Fireplace, 1/2 Bathroom, Main

    Deborah Lettieri Signature Premier Properties

    106 Glenrich Dr S, Saint James, NY 11780
  • /19

    $689,999

    • 3 Beds
    • 1.5 Baths
    • 1,700 Sq Ft

    10 Elayne Ct, Smithtown, NY 11787

    Welcome to this beautifully renovated high ranch tucked away on a quiet cul-de-sac in the heart of Smithtown. This desirable home features 4 spacious bedrooms and 1.5 bathrooms, along with a convenient two-car garage. Enjoy the modern updates throughout, including central air and heating for year-round comfort. The property is surrounded by gorgeous landscaping, creating a private and serene

    German Nielsen Newman Realty Inc

    10 Elayne Ct, Smithtown, NY 11787
  • /39

    $865,000

    • 4 Beds
    • 2 Baths
    • 3,019 Sq Ft

    34 Morewood Dr, Smithtown, NY 11787

    WELL MAINTAINED 4 BEDROOM 2 FULL BATH COLONIAL, LOCATED IN THE MOREWOOD ESTATES AREA, PROPERTY BACKS UP TO NATURE PRESERVE, UPDATED EAT IN KITCHEN,FORMAL LIVING ROOM AND DINING AREA, BATHROOMS UPDATED 1ST FLR BTH HAS RADIANT HEATED FLOOR,LARGE FAMILY ROOM WITH VAULTED CEILING FLOOR TO CEILING STONE GAS FIREPLACE HARDWOOD FLOORING THRU OUT, CENTRAL AIR CONDITIONING,CUSTOM BUILT FOUR SEASONS

    John Matthew Douglas Elliman Real Estate

    34 Morewood Dr, Smithtown, NY 11787
  • /14

    $249,990 Open Thu 5:30PM - 7PM

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    365 Route 111 Unit A-4, Smithtown, NY 11787

    Beautifully updated unit with laminate hardwood floors throughout The living room is spacious high ceilings and full of light with plenty of seating. Right off the living room is a den/office with french doors for privacy. The eat in kitchen has quartz counter tops and stainless appliances with a spacious eating area with sliding patio doors leading onto a private patio. The Primary bedroom is

    Rowena Nedvin Signature Premier Properties

    365 Route 111 Unit A-4, Smithtown, NY 11787
  • /43

    $789,999

    • 3 Beds
    • 3 Baths
    • 1,400 Sq Ft

    392 N Country Rd, Smithtown, NY 11787

    Welcome to this beautifully updated 3-bedroom, 3-bath home set on a super private half-acre corner lot. A massive U-shaped driveway—accessible from both streets—leads to a spacious detached two-car garage, offering convenience and plenty of parking. Step inside to find a cozy fireplace, a full basement for storage or future possibilities, and a stunningly finished kitchen and bathrooms designed

    Fabian Sookoo Howard Hanna Coach

    392 N Country Rd, Smithtown, NY 11787
  • /25

    $769,900 Open Sat 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 1,881 Sq Ft

    9 Scarborough Dr, Smithtown, NY 11787

    Welcome to the exquisite Windcrest gated community, where luxury living thrives in the heart of Smithtown, near to local shopping and restaurants, LIRR, bus stops, beautiful beaches and Smithtown School District. Residents can enjoy a saltwater heated swimming pool, well-lit pickleball and tennis courts, beautifully landscaped gardens, and charming fountain features throughout the property. This

    Stacy Dwyer Executive Group Realty

    9 Scarborough Dr, Smithtown, NY 11787
  • /31

    $820,000

    • 5 Beds
    • 2 Baths
    • 1,892 Sq Ft

    75 Parnell Dr, Smithtown, NY 11787

    Welcome to this beautifully updated Raised Ranch, set on a shy half-acre cul-de-sac lot and backing to the tranquil Caleb Smith nature preserve. This home offers the perfect blend of comfort, style, and convenience.Enjoy peace of mind with numerous updates including a new roof (2020), vinyl siding, Andersen windows, a Liberty retaining wall, and a custom bluestone patio (2019). The

    Madeline Worontzoff Signature Premier Properties

    75 Parnell Dr, Smithtown, NY 11787
  • /31

    $799,999

    • 3 Beds
    • 2.5 Baths
    • 2,462 Sq Ft

    58 Rhoda Ave, Smithtown, NY 11787

    Expanded Colonial with Huge Family Room with Propane Gas Fireplace/Laundry room Conveniently Located on 1st Floor/Hardwood Floors/Entertaining Wood Rear Deck/ 3 Generous Bedrooms and 2.5 Baths plus 2 Car Garage/200 Amp Electric with Transfer Switch/Large Primary Bedroom with Bathroom/Closets and Fireplace/ Great Smithtown Schools and MORE !

    Robert Scarito Douglas Elliman Real Estate

    58 Rhoda Ave, Smithtown, NY 11787
  • /31

    $699,000

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

    9 Maplelawn Dr, ComMacK, NY 11725

    Great Smithtown Pines Location/Large 1/2 Acre Lot/Desirable Hauppauge Schools with Pines Elementary/Wood Floors. Basement w/ OSE/ SS Appliances/Roof 1 Year Young/Central Air/Water Purifier/Center Isle Granite Kitchen/Transfer Switch for Generator/Low taxes

    Robert Scarito Douglas Elliman Real Estate

    9 Maplelawn Dr, ComMacK, NY 11725
  • /36

    $769,999 Open Sat 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 1,937 Sq Ft

    93 Paddington Cir, Smithtown, NY 11787

    Welcome to 93 Paddington Circle, an exceptional 3 bedroom, 3 bathroom Dover model townhouse, the largest end unit in this highly sought-after private gated community. With 187 residences, The Windcrest offers a country club lifestyle and is this property is one of the community's standouts.This home is a fully functioning SMART HOME. Control your video and sound, thermostat, lighting,

    Marissa Makram Daniel Gale Sothebys Intl Rlty

    93 Paddington Cir, Smithtown, NY 11787
  • /49

    $2,375,000 Open Sun 12PM - 2PM

    • 5 Beds
    • 7 Baths
    • 5,735 Sq Ft

    10 Colonial Dr, Smithtown, NY 11787

    Welcome to a one-of-a-kind, custom built luxury residence in the prestigious Smithtown Pines, nestled within the desirable Hauppauge School District. Boasting 5,735 sq ft of impeccably crafted living space, this custom home is a true masterpiece of design, comfort, and functionality.Step inside to discover a grand foyer with soaring ceilings, a massive great room with cathedral ceilings

    Jacqueline Pollack Coldwell Banker American Homes

    10 Colonial Dr, Smithtown, NY 11787
  • /36

    $1,875,000

    • 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

    Ralph Harvey ListWithFreedom.Com

    48 River Heights Dr, Smithtown, NY 11787
  • /42

    $849,999

    • 4 Beds
    • 3 Baths
    • 2,853 Sq Ft

    98 Fifty Acre Rd S, Smithtown, NY 11787

    Welcome to 98 Fifty Acre Rd S – a renovated, move-in ready 4-bed, 3-bath colonial. This home has it all: hardwood floors, updated kitchen and baths, a finished basement, and owned solar panels. The fully fenced backyard features an in-ground salt-water pool, perfect for summer. The primary suite offers an updated bath and a walk-in closet you’ll love. Enjoy a huge formal living room with a

    Deniz Ozgur Oversouth LLC

    98 Fifty Acre Rd S, Smithtown, NY 11787
  • /49

    $2,199,000 Open Sun 12PM - 2PM

    • 6 Beds
    • 5 Baths
    • 5,000 Sq Ft

    142 Landing Meadow Rd, Smithtown, NY 11787

    Perfect Family compound / Multi Generational Home! This extraordinary 5,000 sq ft custom estate offers 6/7 bedrooms, 5 newly renovated full bathrooms, and an additional 1,650 sq ft finished walk-out basement (not included in the square footage) with two Bedrooms, Den, Full Bath, Tile Plank Floors - Set up for luxurious everyday living and spectacular entertaining, this home is a true private

    Russell Fragala Walrus Real Estate Corp

    142 Landing Meadow Rd, Smithtown, NY 11787
  • /34

    $914,999

    • 4 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    49 Dorchester Rd, Smithtown, NY 11787

    Welcome home to 49 Dorchester Rd!! This diamond renovated colonial is the one you've been waiting to hit the market! This beautifully updated and well-maintained home features 4 bedrooms & 3 bathrooms. Large open foyer when you first walk in; you're then greeted with your beautiful dining room and large eat-in kitchen with granite countertops, custom oversized cabinets, a Thermador range, new

    Justin Soriano Signature Premier Properties

    49 Dorchester Rd, Smithtown, NY 11787
  • /23

    $849,000 Open Sat 12PM - 3PM

    • 5 Beds
    • 3 Baths
    • 2,200 Sq Ft

    90 Blydenburg Ave, Smithtown, NY 11787

    This is a Legal Two Family Home by C/O. Each Unit has Separate Electric Meters and Gas Meters. It has a Two Car Garage attached to the First Floor Unit with Entry from Inside. Private Fenced In Backyard. There is a Common Entry Foyer with Separate Doors Leading to Each Unit. The First Floor 3 Bedroom 2 Bathroom Unit has Recently Been Renovated with New Laminate Flooring, Fresh Paint, and New

    Derek Greene Greene Realty Group

    90 Blydenburg Ave, Smithtown, NY 11787
  • /28

    $649,990

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    81 Oakside Rd, Smithtown, NY 11787

    Tucked away on a peaceful street in the heart of Smithtown, this charming 3-bedroom, 2-bath ranch offers the perfect blend of comfort, functionality, and value. Ideal for first-time buyers, down-sizers, or anyone seeking one-level living, the home boasts a warm, inviting layout with plenty of natural light throughout.Enjoy the convenience of a detached 2-car garage—perfect for storage,

    Marie Jaffary West Gate Properties New York

    81 Oakside Rd, Smithtown, NY 11787

Showing Results 1 - 40, Page 1 of 2

Why Live in Smithtown

Smithtown, New York, is a small city with a rich history rooted in a legendary tale involving an English settler and a bull. Located within the township of the same name, Smithtown offers a mix of suburban tranquility and vibrant local attractions. The area boasts numerous parks, including the well-known Caleb Smith State Park Preserve, which spans 543 acres and features trails and a nature museum. The Nissequogue River provides ample opportunities for kayaking and canoeing, while Short Beach, less than 6 miles away, offers a relaxing spot by the Sound. The downtown area along West Main Street is lined with businesses, restaurants, and bars, such as the popular Katie’s of Smithtown, known for its live music and rumored hauntings. Plans are underway to revitalize the downtown, enhancing infrastructure and walkability. Smithtown Central School District, Hauppauge Union Free School District, and Kings Park Central School District are highly rated, making the city appealing for families. Residential streets are shaded by trees, with homes ranging from Cape Cods and ranch-style houses to large properties with acreage, some suitable for horses. Commuting is facilitated by State Routes 25A, 25, and 111, and the Long Island Rail Road Station, though express trains are not available. John F. Kennedy International Airport is 44.6 miles away, while Long Island MacArthur Airport is under 10 miles away. Crime rates in Smithtown are decreasing, with violent and property crimes on a downward trend. The city experiences all four seasons, with potential impacts from hurricane season, including minor flooding and severe wind risks.

Frequently Asked Questions

What is the average home price in Smithtown, NY?
Homes for sale in Smithtown, NY have an average home price of $875,864.
How many homes have sold over the last 12 months in Smithtown, NY?
334 homes have sold in Smithtown, NY over the last 12 months.
What are the most popular zip codes in Smithtown, NY?
The most popular zip codes in Smithtown, NY include 11787, 11754, 11725, 11780 and 11788.
What are the most popular neighborhoods in Smithtown, NY?
The most popular neighborhood in Smithtown, NY with the most homes for sale is Smithtown.
How much do you need to make to afford a house in Smithtown?
The median home price in Smithtown is $789,000. If you put a 20% down payment of $157,800 and had a 30-year fixed mortgage with an interest rate of 6.56%, your estimated principal and interest payment would be $4,010 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $172K a year to afford the median home price in Smithtown.
How are the schools in Smithtown, NY?
Smithtown, NY has highly rated public and private schools. Some of the best schools in Smithtown based on Niche Grades are Smithtown Christian School, Commack High School and Smithtown High School West. The neighborhood in Smithtown with the highest rated schools is Smithtown. Browse all the schools in Smithtown, NY to learn more.

Home Trends in Smithtown, NY

Housing Trends

Median Sale Price
$788,750
Median Single Family Sale Price
$810,000
Median Townhouse Sale Price
$769,900
Median 2 Bedroom Sale Price
$617,500
Median 1 Bedroom Sale Price
$249,990
Average Price Per Sq Ft
$407
Number of Homes for Sale
53
Last 12 months Home Sales
334
Months of Supply
1.90
Median List Price
$789,000
Median Change From 1st List Price
-3%
Median Home Sale Price YoY Change
10%
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