14

Smithtown, NY Homes for Sale with Acreage

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  • /40

    $1,600,000 Open Sat 12:30PM - 2PM

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

    5 Kohlsaat Ct, Smithtown, NY 11787

    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 across a meticulously maintained residence built in 1935, this property offers 6 bedrooms, 4.5 baths, not including a separate Carriage House

    Reynold Jainarine Signature Premier Properties

    5 Kohlsaat Ct, Smithtown, NY 11787
  • /50

    $1,295,000 Open Sat 12:30PM - 3PM

    • 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
  • /49

    $1,799,000

    • 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

    $2,199,000

    • 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
  • /49

    $2,150,000

    • 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 looking

    Lina Lopes Douglas Elliman Real Estate

    4 Nadia Ct, 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
  • /47

    $1,175,000

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

    44 Croft Ln, Smithtown, NY 11787

    Welcome to 44 Croft Lane 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. The spacious eat in kitchen features

    Tracy Sobel Eric G Ramsay Jr Assoc LLC

    44 Croft Ln, Smithtown, NY 11787
  • /33

    $1,200,000

    • 5 Beds
    • 3 Baths
    • 2,800 Sq Ft

    2 the Spout, Smithtown, NY 11787

    Tucked Away on a Beautifully Landscaped Acre of Flowering Trees and Carefully Planned Gardens This Yablonski Built Farm Ranch is Nearby to Both Hamlets of Smithtown and Saint James and all they offer. Built and Designed with Quality Craftmanship, This Residence Blends Timeless Detail and Modern Conveniences for an Elegant but Comfortable Home. Guests Will Be Welcomed From a Covered Front Porch

    Marianne Koke Daniel Gale Sothebys Intl Rlty

    2 the Spout, 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
  • /36

    $969,000

    • 4 Beds
    • 2.5 Baths
    • 3,876 Sq Ft

    1 Cakewalk Terrace, Smithtown, NY 11787

    Price change..Expansive “Yablonski” Built Country Farm Ranch with Incredible Separate Living Quarters set on 1 lush acre! Offering rare flexibility and space, this meticulously maintained home includes a beautifully appointed private second floor living area with its own entrance—ideal for guests or multi-generational living. Located on a tranquil tree-lined cul-de-sac street, this one-of-a-kind

    Bonnie Glenn Daniel Gale Sothebys Intl Rlty

    1 Cakewalk Terrace, Smithtown, NY 11787
  • /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
  • /9

    $1,250,000

    • 6 Beds
    • 3 Baths

    33 Mobrey Ln, Smithtown, NY 11787

    Builders Delight! ONCE-IN-A-LIFETIME OPPORTUNITY — TWO ADJACENT LOTS, ONE INCREDIBLE PROPERTY! Get ready to seize one of the rarest real estate opportunities on the market today! Nestled in a serene, tree-lined haven, this extraordinary property offers TWO side-by-side parcels—individually zoned and measures 0.77 acres. The existing home currently extends across the dividing line between them.

    Asya Stepansky Douglas Elliman Real Estate

    33 Mobrey Ln, 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
  • /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
$800,000
Median Single Family Sale Price
$830,000
Median Townhouse Sale Price
$772,500
Median 2 Bedroom Sale Price
$450,000
Median 1 Bedroom Sale Price
$240,000
Average Price Per Sq Ft
$398
Number of Homes for Sale
31
Last 12 months Home Sales
165
Months of Supply
2.30
Median List Price
$799,000
Median Change From 1st List Price
-3%
Median Home Sale Price YoY Change
14%
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