15

Smithtown, NY Homes for Sale with Acreage

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  • /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
  • /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
  • /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
  • /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
  • /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
  • /50

    $1,790,000

    • 4 Beds
    • 3.5 Baths
    • 3,900 Sq Ft

    158 Landing Meadow Rd, Smithtown, NY 11787

    Welcome to 158 Landing Meadow Road! Renovated on 1.2 Acres With Pool and Luxury Finishes! Experience refined living in this fully reimagined 4-bedroom, 3.5-bathroom home, thoughtfully designed with a brand-new primary suite. Every detail has been carefully curated, from the gleaming hardwood floors and elegant marble countertops to the sunlit open-concept living spaces. The expansive primary

    John Canino BERKSHIRE HATHAWAY

    158 Landing Meadow Rd, 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
  • /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
  • /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
  • /12

    $725,000

    • 4 Beds
    • 3 Baths
    • 1,785 Sq Ft

    26 Lindner Place, Smithtown, NY 11787

    Welcome to this updated 4-bedroom, 3-bath ranch nestled on a spacious 1-acre lot in the highly sought-after Smithtown Possible subdivision.

    Marlon Paul Voro LLC

    26 Lindner Place, Smithtown, NY 11787
  • /49

    $1,175,000

    • 3 Beds
    • 3.5 Baths
    • 3,197 Sq Ft

    44 Croft Ln, Smithtown, NY 11787

    Welcome to 44 Croft Lane located in the Smithtown Pines section of Smithtown! A stunning Colonial built in 1999, ideally situated on 1.35 Acres in the heart of horse country. This exceptional property is adjacent to Byldenburgh Park, offering direct access to miles of scenic riding and hiking trails. Step inside to a grand 2 story foyer that leads to a formal living room and formal dining room.

    Tracy Sobel Eric G Ramsay Jr Assoc LLC

    44 Croft 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
  • /4

    $499,000

    • Land
    • 2.25 Acres
    • $221,778 per Acre

    260 Old Mill Rd, Smithtown, NY 11780

    Build Your Dream Home in Spectacular and Peaceful Nissequogue VillageLocated in the heart of the serene and prestigious Nissequogue Village, this exceptional property offers the rare opportunity to bring your vision to life.Key Features:• Approved blueprints for a luxurious 5-bedroom, 5.5-bathroom home designed with modern elegance and functionality.• All permits in place, ensuring a smooth and

    Bryan Whalen VYLLA Home

    260 Old Mill Rd, Smithtown, NY 11780
  • /2

    $635,000

    • 4 Beds
    • 3.5 Baths
    • 3,060 Sq Ft

    30 New Mill Rd, Smithtown, NY 11787

    Welcome to Smithtown, a picturesque town nestled in Suffolk County NYThis property is a beautiful forever home that boasts 4 brs 3.5 baths with plenty of extra living space and a XL backyard. This handyman special is being sold as is & Will NOT LAST!SHORTSALE SUBJECT TO THRID PARTY BANK APPROVAL!

    Karee Onfroy Barrett Elite Synergy Realty Inc

    30 New Mill Rd, Smithtown, NY 11787

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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