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5-Bedroom Homes for Sale in Smithtown

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  • /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
  • /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 Open Sun 12PM - 2PM

    • 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
  • /49

    $2,399,000

    • 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 4,800 SF home has been custom-designed, built, and renovated by the current owner and builder. 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!o (5) Bedroom ~ (4) Bath & Office

    Ralph Harvey ListWithFreedom.Com

    48 River Heights Dr, Smithtown, NY 11787
  • /49

    $2,199,000 Open House 9/07

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

    142 Landing Meadow Rd, Smithtown, NY 11787

    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 retreat.Interior Highlights:• • Designer

    Russell Fragala Walrus Real Estate Corp

    142 Landing Meadow Rd, 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
  • /50

    $2,149,000

    • 6 Beds
    • 5.5 Baths
    • 4,820 Sq Ft

    4 Celestial Ct, Saint James, NY 11780

    Impeccably Maintained Inside and Out - Welcome to this stately and sophisticated 6-bedroom, 5.5-bath custom-built colonial. Thoughtfully crafted with timeless design and today’s comforts in mind, this home offers both elegance and elevated everyday living. Perfectly positioned on a quiet cul-de-sac street, this stunning residence offers beautifully designed, expansive living spaces just minutes

    Bonnie Glenn Daniel Gale Sothebys Intl Rlty

    4 Celestial Ct, Saint James, NY 11780
  • /31

    $820,000 Open Sat 1PM - 3PM

    • 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
  • /23

    $859,000 Open Sat 12PM - 2PM

    • 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
  • /2

    $2,995,000

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

    326 Nissequogue River Rd, Saint James, NY 11780

    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 Fixtures, Frameless

    Brian Hickey Hickey & Smith REALTORS

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

    • 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
  • /32

    $849,000

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

    38 Mcarthur Ln, Smithtown, NY 11787

    Welcome to 38 Mcarthur Lane, a delightful haven nestled in the heart of Smithtown, NY's Great Pines neighborhood. This spacious property boasts five generously sized bedrooms and three well-appointed bathrooms.A large private yard is a bonus, complete with an inground pool - perfect for recreation or relaxation. Inside, discover the charm of wood floors and the comfort of natural gas

    Robert Scarito Douglas Elliman Real Estate

    38 Mcarthur Ln, Smithtown, NY 11787
  • /37

    $849,999

    • 5 Beds
    • 3 Baths
    • 2,580 Sq Ft

    40 Dillmont Dr, Smithtown, NY 11787

    Welcome home to this absolutely spectacular dream home nestled on just shy of an acre of land!!! Situated in the highly sought after town of Smithtown, this home will check all the boxes off on your forever home wishlist!! Enjoy morning coffees sitting in your fully screened in lanai! Throw your largest party and cool off in your private pool or sit back and relax on your custom deck filly

    George Scarpias Signature Premier Properties

    40 Dillmont 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
  • /36

    $5,899,000

    • 7 Beds
    • 5.5 Baths
    • 6,000 Sq Ft

    Unlisted Address

    BEAUTY AT A GLANCE: Whether you’re looking for a peaceful retreat, a platform to build something meaningful, or a flexible space that blends both — this estate offers the freedom to live your vision. Rooted in history, surrounded by nature, and ready for what’s next, it’s not just a place to own — it’s a place to belong. WHO IT'S MEANT FOR: a) The Private Visionary Your own riverfront retreat,

    Derek Greene Greene Realty Group

    Unlisted Address
  • /2

    $850,000

    • 5 Beds
    • 3 Baths
    • 2,204 Sq Ft

    16 Wildwood Ln, Smithtown, NY 11787

    House For Sale.

    Maruf Hasan Winzone Realty Inc

    16 Wildwood Ln, Smithtown, NY 11787

Home Trends in Smithtown, NY

Housing Trends

Median Sale Price
$787,500
Median Single Family Sale Price
$820,000
Median Townhouse Sale Price
$750,000
Median 2 Bedroom Sale Price
$622,500
Median 1 Bedroom Sale Price
$250,875
Average Price Per Sq Ft
$404
Number of Homes for Sale
45
Last 12 months Home Sales
267
Months of Supply
2.00
Median List Price
$799,000
Median Change From 1st List Price
-3%
Median Home Sale Price YoY Change
9%
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