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Smithtown, NY Homes for Sale with Acreage

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  • /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
  • /45

    $1,349,000 Open Sat 1PM - 2PM

    • 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
  • /36

    $1,150,000

    • 3 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    1 Valley Ave, Smithtown, NY 11787

    Completely renovated luxury home in beautiful Smithtown. The exceptionally bright and airy interior features impressive vaulted ceilings that create a sense of grandeur throughout. The thoughtfully designed floor plan offers versatile living with 3-4 bedrooms and separate areas for entertaining and private life. The heart of this home is its expansive, fully renovated kitchen, showcasing a

    Kate Works Compass Greater NY LLC

    1 Valley Ave, 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
  • /27

    $999,999

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

    769 Meadow Rd, Smithtown, NY 11787

    Great Opportunity with OVER 2 Acres in Prime Smithtown Location. Possible Sub Division, Horses, Dog Kennel, Family Compound, Landscapers, Tree Companies, Endless Room for Growth Here ! Current Home is Cape with 4 Bedrooms and 2 Baths, Detached 40x30 Garage in Rear, Circular Driveway, 200 Amp, Low Line Cesspool, Room for Extended Family, Smithtown Schools and MORE !

    Robert Scarito Douglas Elliman Real Estate

    769 Meadow Rd, Smithtown, NY 11787
  • /5

    $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 Village. Building permit was issued on 12/9/25.Located 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

    Bryan Whalen VYLLA Home

    260 Old Mill Rd, Smithtown, NY 11780
  • /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

Home Trends in Smithtown, NY

Housing Trends

Median Sale Price
$820,000
Median Single Family Sale Price
$825,000
Median Townhouse Sale Price
$780,000
Median 2 Bedroom Sale Price
$650,000
Median 1 Bedroom Sale Price
$269,000
Average Price Per Sq Ft
$412
Number of Homes for Sale
27
Last 12 months Home Sales
305
Months of Supply
1.10
Median List Price
$799,000
Median Change From 1st List Price
-3%
Median Home Sale Price YoY Change
9%
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