15

Smithtown, NY Homes for Sale with Acreage

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  • /50

    $1,699,000

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

    14 Loft Rd, Smithtown, NY 11787

    Experience the pinnacle of luxury living on this sprawling 1.25+ acre equestrian-ready estate. Recently renovated to perfection, this five-bedroom, five-bathroom residence seamlessly blends sophisticated design with modern efficiency, featuring brand-new utilities and owned solar panels.The heart of the home is a dream kitchen, boasting radiant heated floors, a high-end Subzero panel

    Richard Iorio Douglas Elliman Real Estate

    14 Loft Rd, Smithtown, NY 11787
  • /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
  • /34

    $2,499,000

    $200K PRICE DROP
    • 6 Beds
    • 4 Baths
    • 6,050 Sq Ft

    301 Old Mill Rd, Saint James, NY 11780

    Welcome to 301 Old Mill Road, a masterfully crafted custom-built new construction nestled on a private lot backing directly to protected preserve land, offering exceptional privacy in the heart of Saint James. Designed with extraordinary attention to detail, this exceptional 6-bedroom, 4-bath residence blends timeless architecture with refined modern luxury, showcasing soaring ceilings, elegant

    Gregory Masaitis Keller Williams Realty Elite

    301 Old Mill Rd, Saint James, NY 11780
  • /45

    $3,995,000

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

    38 Landing Meadow Rd, Smithtown, NY 11787

    Welcome to 38 Landing Meadow Road, Smithtown. Nestled on almost 23 picturesque and serene waterfront acres overlooking the renowned Nissequogue River this is a truly extraordinary North Shore retreat. Driving down the long private driveway your senses are alive to the possibilities of what is to appear. Surrounded by breathtaking natural beauty, the property includes agricultural land adjoining

    Philip Laffey LAFFEY REAL ESTATE

    38 Landing Meadow Rd, Smithtown, NY 11787
  • /43

    $1,500,000

    Open Fri 5PM - 6:30PM
    • 4 Beds
    • 2 Baths
    • 2,065 Sq Ft

    10 Old Northport Rd, Kings Park, NY 11754

    Welcome to 10 Old Northport Rd this exceptional property is located in Kings Park with Smithtown Schools set on approximately 2 1/2 lush, sprawling acres with endless possibilities. Zoned for a Horse Property this unique offering provides an incredible opportunity for equestrian enthusiasts, hobbyist or anyone seeking privacy, space and a peaceful setting..Move right into this impeccable 4

    Karen Orrach Signature Premier Properties

    10 Old Northport Rd, Kings Park, NY 11754
  • /6

    $379,999

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft

    355 Route 111 Unit 19, Smithtown, NY 11787

    Absolutely immaculate; fully renovated, move in ready 1st floor 2 bedroom unit. Being on the first floor allows for a private entrance, located just feet away from assigned parking spot as well as the well maintained laundry room. This unit was just renovated earlier this year so everything is brand new! Windows and door have lifetime warranty. The ceiling was sound proofed so one can confidently

    Laura Budney Prime Realty

    355 Route 111 Unit 19, Smithtown, NY 11787
  • /44

    $1,626,000

    Open Sat 2PM - 4PM $162K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 3,851 Sq Ft

    589 Landing Ave, Smithtown, NY 11787

    Nestled at the end of a private long drive shared with only 2 other homes and Not directly on Landing, this magnificent custom brick home offering Luxurious living space on a private 1.2 acre setting. features include a dramatic two-story grand entry foyer with two staircases, soaring vaulted ceilings, gourmet chef's kitchen with cherry cabinetry, granite countertops and Viking appliances,

    Jin Tao BH&G R E Realty Connect

    589 Landing Ave, Smithtown, NY 11787
  • /37

    $3,499,000

    New Construction $504K PRICE INCREASE
    • 6 Beds
    • 6.5 Baths
    • 6,000 Sq Ft

    326 Nissequogue River Rd, Saint James, NY 11780

    ** Starting Fall 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
  • /13

    $749,000

    $51K PRICE DROP
    • 4 Beds
    • 2 Baths

    191 Old Willets Path, Smithtown, NY 11787

    Smithtown opportunity awaits! This Hi-Ranch horse property home is situated on a beautiful 1-acre lot, set back off the road for added privacy and a peaceful setting. This versatile property features a possible mother/daughter setup with proper permits, providing flexibility for a variety of living arrangements. Additional features include central air conditioning, a wood-burning stove, full

    Traci Conforti BH&G R E Realty Connect

    191 Old Willets Path, Smithtown, NY 11787
  • /23

    $1,890,000

    $210K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,000 Sq Ft

    12 Glenridge Ln, Kings Park, NY 11754

    Exceptional custom-built estate nestled on over an acre in one of Kings Park’s most prestigious enclaves. Thoughtfully designed with approx. 4,000 sqft. of elegant living space, this residence blends timeless craftsmanship with modern luxury. From gracious entertaining spaces to beautifully appointed bedrooms.

    Annmarie Portaro Signature Premier Properties

    12 Glenridge Ln, Kings Park, NY 11754
  • /39

    $989,000

    Open Sat 11AM - 1PM
    • 4 Beds
    • 4 Baths
    • 3,060 Sq Ft

    30 New Mill Rd, Smithtown, NY 11787

    Welcome to this beautifully renovated 4-bedroom, 4-bathroom home in the heart of Smithtown! This move-in-ready property features a thoughtfully designed open floor plan, a stunning modern kitchen, spacious living areas, and fully updated bathrooms throughout. Guest Suite with private bathroom allows for flexible living options. The finished basement offers exceptional additional living space,

    Manny Dominguez D B Austin Realty Inc

    30 New Mill Rd, Smithtown, NY 11787
  • /38

    $1,890,000

    • 4 Beds
    • 2.5 Baths
    • 3,211 Sq Ft

    225 Old Willets Path, Smithtown, NY 11787

    Welcome to this one-of-a-kind custom estate-quality residence rebuilt in 2018 by a professional contractor as his personal home with attention to detail and premium materials throughout. Situated on a private 1-acre property, this exceptional 4-bedroom, 2 1/2 bath home welcomes you with a striking stone façade and dramatic arched entryway that sets the tone for the extraordinary craftsmanship

    carol hurnyak Long Island Homes & Horse Prop

    225 Old Willets Path, Smithtown, NY 11787
  • /2

    $849,995

    $99K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    434 Meadow Rd, Kings Park, NY 11754

    BUILDERS INVESTORS!!!IDEAL PROPRTY IN PRIME KINGS PARK LOCATIONSUBDIVISION WAS APPROVED IN 2005( WITH BOARD OF HEALTH APPROVAL) INTO 2 PARCELSHOUSE AND ONE LOT PREVIOUS OWNER LET IT EXPIRE IT CAN BE ARROVED AGAIN!!!ORIGINAL SURVEY IS ATTACHED (REVISED SURVEYS SHALL BE COMPLETED WITHIN 2-3 WEEKS)

    Pedro velez Deal House Realty Inc.

    434 Meadow Rd, Kings Park, NY 11754
  • /49

    $859,990

    • 3 Beds
    • 2 Baths
    • 2,100 Sq Ft

    16 Landing Meadow Rd, Smithtown, NY 11787

    Set on 1.25 acres backing directly to the Nissequogue River Preserve this Sprawling Ranch offers a setting that is truly special. Protected woodland replaces neighboring homes, offering a peaceful backdrop where wildlife and changing seasons become part of everyday life. Inside, this inviting ranch features 3 bedrooms, 2 full baths, a farmhouse-inspired kitchen with breakfast nook, separate

    Giuseppe Pinello Exit Realty Achieve

    16 Landing Meadow Rd, Smithtown, NY 11787
  • /27

    $1,150,000

    $50K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,000 Sq Ft

    451 River Rd, Saint James, NY 11780

    Nestled on 2.5 private acres in the picturesque Village of Nissequogue, this beautifully remodeled Colonial offers a rare opportunity to enjoy peaceful country-style living with seasonal water views of the Nissequogue River in one of Long Island’s most sought-after communities.This well-maintained home features numerous updates, including a newer roof, siding, driveway, eat-in kitchen, and

    Marianne Koke Daniel Gale Sothebys Intl Rlty

    451 River Rd, Saint James, NY 11780

Home Price Trends

Median Sale Price
$820,000
Median Single Family Sale Price
$832,500
Median Townhouse Sale Price
$774,000
Median 2 Bedroom Sale Price
$640,000
Median 1 Bedroom Sale Price
$272,500
Average Price Per Sq Ft
$429
Number of Homes for Sale
58
Last 12 months Home Sales
295
Months of Supply
2.40
Median List Price
$799,990
Median Change From 1st List Price
-2%
Median Home Sale Price YoY Change
4%
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