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Smithtown, NY Homes for Sale with Pool

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  • /22

    $599,888

    • 4 Beds
    • 2 Baths
    • 1,518 Sq Ft

    27 Dillmont Dr, Smithtown, NY 11787

    Welcome to Smithtowns jewel in the rough. This home needs love but offers so much value for the price. This Cape Cod home boasts 4 bedrooms , 2 full bathrooms , 2 kitchens , formal dining room , full basement with outside entrance , 200 amp electric , new water heater , semi in ground pool , pool house , carport , 2 driveways all sitting on a half acre lot on a quiet street in Smithtown township

    Agent Photo

    Brenden Burns

    Realty Connect USA L I Inc

    (631) 769-2269

    27 Dillmont Dr, Smithtown, NY 11787
  • /40

    $1,899,999

    • 8 Beds
    • 6 Baths
    • 6,700 Sq Ft

    30 Lone Oak Path, Smithtown, NY 11787

    Welcome to 30 Lone Oak Path, a grand haven nestled in the heart of the highly sought hamlet of Smithtown Pines. This exquisite home offers the opportunity for multi-generational living, it is an expansive and distinctively designed custom-built 6500 plus square foot home sits on a one plus-acre lot. Open the double front doors and step into an exquisite open concept first floor grand entry foyer

    Thomas Diana Douglas Elliman Real Estate

    30 Lone Oak Path, 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
  • /43

    $2,988,888 Open Sun 1:30PM - 3:30PM

    • 4 Beds
    • 5 Baths
    • 7,000 Sq Ft

    7 Riverview Terrace, Smithtown, NY 11787

    Welcome to 7 Riverview Terrace, an exceptional waterfront residence. Every inch of this home reflects modern Long Island luxury, designed for those who appreciate architecture, innovation, and tranquility in perfect harmony. With sweeping views of the Nissequogue River and a sense of privacy that feels worlds away, this home defines the North Shore lifestyle at its highest level. From the moment

    Vincent Chiaramonte Signature Premier Properties

    7 Riverview Terrace, Smithtown, NY 11787
  • /36

    $1,799,000

    • 5 Beds
    • 3.5 Baths
    • 4,800 Sq Ft

    48 River Heights Dr, Smithtown, NY 11787

    Welcome to 48 River Heights Dr., a true masterpiece located in beautiful North Smithtown! This luxurious home has been custom-designed, built, and renovated in 2007 and 2025 by the current owner. Luxury and functionality depict this beloved home. This home is turnkey ready and waiting for you to make your cherished memories in this very special home! (5) Bedroom (4) Bath & Office4,800 SF - IG

    Ralph Harvey ListWithFreedom.Com

    48 River Heights Dr, 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 Bath

    Brian Hickey Hickey & Smith REALTORS

    326 Nissequogue River Rd, Saint James, NY 11780
  • /38

    $778,333

    • 4 Beds
    • 1.5 Baths
    • 1,924 Sq Ft

    18 Hill Ln, Smithtown, NY 11787

    Coming Soon! Well-maintained split-level (Split Ranch) home situated on a large 16,000 SF lot, offering approximately 1,924 SF of interior living space. This 4-bedroom, 1.5-bath residence features a spacious foyer entry, cathedral ceilings in the formal living room, and a family room with fireplace, perfect for comfortable living and entertaining.First Level: Living room, dining room,

    Fei Guo Skylux Realty Inc

    18 Hill Ln, Smithtown, NY 11787
  • /31

    $1,048,000

    • 4 Beds
    • 2.5 Baths
    • 2,731 Sq Ft

    20 Shirley Ct, ComMacK, NY 11725

    Welcome to this stunning, totally renovated four-bedroom Colonial located in the highly desirable Commack School District. Set on a quarter-acre lot, this sun-drenched home offers a desirable open floor plan with generously sized rooms and exceptional flow for everyday living and entertaining. The brand-new kitchen and bathrooms feature modern finishes throughout, including stainless steel

    Robert Korber Signature Premier Properties

    20 Shirley Ct, ComMacK, NY 11725
  • /27

    $635,000

    • 2 Beds
    • 2.5 Baths
    • 1,358 Sq Ft

    4 Chelsea Dr, Smithtown, NY 11787

    Welcome to 4 Chelsea Drive, Smithtown! Set within the desirable Windcrest Community sits this beautifully maintained 2 bedroom, 2.5 bath Townhouse that offers an open concept living room with fireplace, an updated kitchen with stainless steel appliances. Hardwood floors throughout the first floor, Upstairs, Primary en-suite with Updated Bathroom, 2 WIC's. Generous size 2nd Bedroom and 2nd Full

    Gina DiBenedetto Signature Premier Properties

    4 Chelsea Dr, 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
$770,000
Median 2 Bedroom Sale Price
$657,500
Median 1 Bedroom Sale Price
$260,000
Average Price Per Sq Ft
$408
Number of Homes for Sale
23
Last 12 months Home Sales
308
Months of Supply
0.90
Median List Price
$799,000
Median Change From 1st List Price
-3%
Median Home Sale Price YoY Change
9%
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