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Smithtown, NY Homes for Sale with Acreage

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  • /9

    $1,500,000

    • 6 Beds
    • 3 Baths

    33 Mobrey Ln, Smithtown, NY 11787

    Builders Delight! Rare Development Opportunity! Two adjacent 0.77-acre parcels (1.54 acres total) located in a serene, sought-after residential neighborhood—perfect for high-end custom homes or an exclusive small-scale development. These lots back directly onto protected parkland, offering unmatched privacy, natural beauty, and lasting value. Nestled on a quiet residential street in the desirable

    Asya Stepansky Douglas Elliman Real Estate

    33 Mobrey Ln, Smithtown, NY 11787
  • /45

    $1,099,000

    • 3 Beds
    • 2.5 Baths
    • 2,650 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 family 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
  • /49

    $1,790,000

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

    158 Landing Meadow Rd, Smithtown, NY 11787

    New Construction on 1.2 Acres with Pool and Luxury Finishes! Discover Luxury Living With This Brand-New 4-Bedroom, 3.5-Bathroom Home, Perfectly Set On A Sprawling 1.2-Acre Flat Lot. Completely Renovated With No Expense Spared, This Home Offers An Open Canvas For Your Dream Lifestyle. Standout Features Include A Stunning Gunite In-Ground Pool, Gleaming Hardwood Floors, Beautiful Marble

    John Canino BERKSHIRE HATHAWAY

    158 Landing Meadow Rd, Smithtown, NY 11787
  • /35

    $1,349,000 Open Sat 1PM - 3PM

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

    428 River Rd, Saint James, NY 11780

    Nestled along the tranquil Nissequogue River, this exquisite waterfront residence offers an unparalleled sanctuary for the discerning buyer. Set on 4.08 sprawling acres with 970 feet' of waterfrontage in the private Village of Nissequogue, this meticulously renovated four-bedroom, two-and-a-half-bath home seamlessly blends the "charm of yesteryear"with modern amenities and sophistication. The

    Bonnie Glenn Daniel Gale Sothebys Intl Rlty

    428 River Rd, Saint James, NY 11780
  • /41

    $1,396,500 Open Sun 11AM - 1PM

    • 5 Beds
    • 3.5 Baths
    • 3,600 Sq Ft

    3 The Hunt, Saint James, NY 11780

    Spectacular and stately contemporary colonial style home boasting 5 bedrooms, 3 full bathrooms, a powder room off the fantastically open eat – in – kitchen with center island, a den with the warmth of a beautiful fireplace, , exceptional layout, full basement with high ceilings, and a parcel to die for. This tucked away ruby offers all the tranquility and serenity of the Head of the Harbor and

    Todd Yovino Island Advantage Realty LLC

    3 The Hunt, Saint James, NY 11780
  • /27

    $649,900 Open Sun 2PM - 3:30PM

    • 4 Beds
    • 2.5 Baths

    467 Landing Ave, Smithtown, NY 11787

    Step into timeless charm with this unique Colonial-style farmhouse, originally built in 1900 and thoughtfully expanded to blend classic character with modern living. The heart of the home features a large kitchen and spacious living room with a cozy fireplace—perfect for entertaining or relaxing nights in. With 2.5 baths, a two-car garage, and a layout full of warmth and personality, this home

    Ed Shine Shine Realty Group

    467 Landing Ave, Smithtown, NY 11787
  • /40

    $629,999 Open Sat 12PM - 3PM

    • 4 Beds
    • 2 Baths

    24 South Ave, Smithtown, NY 11787

    WELCOME TO THIS LARGE PROPERTY BOASTING 100 FT X 400 FT PROPERTY. 4 Bedroom, Cape, 2 Full Bath, Wood Floors Exist, Updated Electric 150A, Updated Pearless Boiler, 1 Acre Lot, Property, needs TLC, Potential Horse Property. SELLERS HAVE LIVED HERE FOR OVER 60 YEARS. PROPERTY HAS MATURE TREES AND PLENTY OF SHADE , STORAGE SHED IN REAR YARD. DETACHED UTILITY BUILDING / GARAGE ON PROPERTY ALSO.

    Nancy Stein Douglas Elliman Real Estate

    24 South Ave, Smithtown, NY 11787
  • /44

    $1,950,000 Open Sat 12PM - 2PM

    • 5 Beds
    • 4 Baths
    • 5,015 Sq Ft

    62 Winston Dr, Smithtown, NY 11787

    This stunning post-modern colonial home in Smithtown Pines has been completely remodeled and offers 4/5 bedrooms with 9-foot ceilings throughout. The brand-new chef’s kitchen features a large center island with a wine refrigerator, Thermador appliances, and quartz countertops. It opens seamlessly to a sunlit den with cathedral ceilings and a gas fireplace, perfect for entertaining. The first

    Christine Daddio Howard Hanna Coach

    62 Winston Dr, Smithtown, NY 11787
  • /12

    $660,000

    • 4 Beds
    • 2 Baths

    26 Lindner Place, Smithtown, NY 11787

    Marlon Paul Voro LLC

    26 Lindner Place, Smithtown, NY 11787
  • /2

    $635,000 Open Sat 1PM - 3PM

    • 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 bths 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!Call listing agent Karee, for all showings. 917.224.1935

    Karee Onfroy Barrett Elite Synergy Realty Inc

    30 New Mill Rd, Smithtown, NY 11787
  • /34

    $499,000

    • Land
    • 2.10 Acres
    • $237,619 per Acre

    326A River Rd, Saint James, NY 11780

    History and Riverfront combine to create an unparalleled ambiance on this special property Prominently situated along the Nissequogue Riverfront. Rolling Lawn leads to River Level clearing previously home to the original estate horse paddock. Along the path to deeded river access stands what has been said to be the original rum running bunker room that fueled Smithtowns famed history.

    t johnson Daniel Gale Sothebys Intl Rlty

    326A River Rd, Saint James, NY 11780

Home Trends in Smithtown, NY

Home Trends

Median Price (12 Mo)
$757,750
Median Single Family Price
$775,000
Median Townhouse Price
$695,000
Median 2 Bedroom Price
$557,500
Median 1 Bedroom Price
$240,000
Average Price Per Sq Ft
$386
Number of Homes for Sale
22
Last 12 months Home Sales
186
Months of Supply
1.40
Median List Price
$749,000
Median Discount From 1st List Price
-3%
Median Home Sale Price YoY Change
9%
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