16

Smithtown, NY Homes for Sale with Pool

Section Image
  • /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
  • /12

    $850,000 Open Sun 1:30PM - 3PM

    • 5 Beds
    • 3 Baths
    • 2,204 Sq Ft

    16 Wildwood Ln, Smithtown, NY 11787

    Charming 5-Bedroom Smithtown Home with In-Ground Pool Welcome to 16 Wildwood Lane, a spacious and classic single-family residence in desirable Smithtown, NY. This well-maintained home offers 5 bedrooms and 3 full bathrooms across 2,204 square feet of comfortable living space — perfect for both everyday living and entertaining. Step inside to discover a thoughtful layout with ample room for family

    Maruf Hasan Winzone Realty Inc

    16 Wildwood Ln, Smithtown, NY 11787
  • /40

    $899,000

    • 4 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    368 Landing Ave, Smithtown, NY 11787

    Nestled in the heart of Smithtown, this spacious, newly renovated high ranch offers 4 bedrooms and 3 bathrooms. This beautiful house includes a formal dinning room, sun drenched living room, all new open kitchen with stainless steel appliances, main bedroom with in-suite bathroom, new hardwood floors, central heating and cooling systems, new doors and windows, new roof, and new vinyl siding. Many

    Ahmed Bilal ILAND Realty

    368 Landing Ave, Smithtown, NY 11787
  • /48

    $669,000

    • 3 Beds
    • 1.5 Baths
    • 1,118 Sq Ft

    15 Penn Dr, Smithtown, NY 11787

    Welcome to this beautifully maintained mid-century modern 3 bedroom 2 bath ranch in the heart of all that Smithtown/Saint James has to offer! Located in the desirable “College Section” this charming single level home features a classic front facing gable design, an inviting oversized carport, and immaculate landscaping that truly enhances its curb appeal! Beautiful park like yard, entertainers

    Ashley Miller Realty Connect USA L I Inc

    15 Penn Dr, Smithtown, NY 11787
  • /43

    $2,988,888

    • 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

    $1,864,000

    • 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

    Ralph Harvey ListWithFreedom.Com

    48 River Heights Dr, Smithtown, NY 11787
  • /48

    $895,000

    • 4 Beds
    • 2 Baths
    • 1,834 Sq Ft

    9 Mulberry Dr, Smithtown, NY 11787

    Beautiful 4-Bedroom, 2-Bath Home with Exceptional Amenities. Owner is motivated to sell, all offers considered! This stunning home has it all! Enjoy a professionally installed surveillance system for your security, in-ground sprinklers in the front and back yards, an in-ground heated saltwater pool, sauna, and hot tub. French doors open to a bright sun-room with a natural gas fireplace,

    James Cozens Keller Williams Hudson Valley

    9 Mulberry 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
  • /30

    $944,999

    • 4 Beds
    • 3 Baths
    • 2,249 Sq Ft

    2 Amherst Ln, Smithtown, NY 11787

    GET IT BEFORE IT'S GONE. GET RESORT LIFESTYLE IN THE PLACE YOU CALL HOME. Welcome to this newly renovated 4-bedroom, 3-bathroom colonial in the highly sought-after Commack School District, offering low taxes ($14,957 with STAR) and numerous upgrades. Inside, sophistication meets comfort with crown and wainscot molding, a grand master suite with his-and-her closets and a cozy gas fireplace, and a

    Mahadeo Singh Triangle Realty of NY Inc

    2 Amherst Ln, Smithtown, NY 11787
  • /30

    $599,900

    • 2 Beds
    • 2 Baths
    • 1,333 Sq Ft

    12 Merrimack Rd, Smithtown, NY 11787

    OPEN HOUSE CANCELLED TODAY 12/14/25!! Don’t miss this spacious ranch, end unit home in the sought-after Willow Wood Community in Hauppauge. Designed for effortless single-level living, this home offers comfort and convenience throughout. The oversized living room boasts cathedral ceilings, a skylight, and cozy fireplace with sliding doors that open to a private outdoor patio. A bright, roomy

    Teresa Zboray Signature Premier Properties

    12 Merrimack Rd, Smithtown, NY 11787
  • /50

    $1,300,000

    • 5 Beds
    • 2.5 Baths
    • 3,495 Sq Ft

    17 Thide Ct, Smithtown, NY 11787

    Welcome Home To 17 Thide Court In Smithtown. This Luxurious 3495 Sqft Colonial Is Set On A Quiet Cul De Sac In The Desirable Heart Of Smithtown. Located Within Minutes Of The Smithtown Landing Country Club & Golf Course. As You Step Inside To A Large Entry Foyer With Hardwood Floors & Custom Windows, Youll Notice Crown Molding Throughout, a Formal Living Room, Eat In Kitchen With Center Island, a

    Maryanne Perillo Coldwell Banker American Homes

    17 Thide Ct, Smithtown, NY 11787
  • /49

    $1,899,000

    • 6 Beds
    • 5 Baths
    • 4,479 Sq Ft

    142 Landing Meadow Rd, Smithtown, NY 11787

    Point of Woods HUGE expanded and renovated 'Farm Ranch' with room for everyone. Full acre private serene property with 6000 square feet of finished living space spread across three levels. 6 bedrooms, 5 full baths, kitchen with high end appliances, ice machine, double dishwasher and SubZero fridge. Huge living room, great room/family room, dedicated sports/bar room. Hundreds of thousands recently

    Shahzad Qureshi Pinnacle R E Consulting Inc

    142 Landing Meadow Rd, Smithtown, NY 11787
  • /41

    $599,990

    • 2 Beds
    • 2 Baths
    • 1,197 Sq Ft

    248 Pond View Ln, Smithtown, NY 11787

    Rare Opportunity In Hidden Ponds! Don't miss this beautifully updated end-unit Emory Ranch. A meticulously maintained, one-story 2 bedroom, 2 bath home in the desirable gated community of Hidden Ponds. Enjoy exceptional privacy with a park-like backyard and the convenience of an attached garage with an oversized driveway. Inside, an eat-in-kitchen with breakfast area is flooded with light from 3

    Lisa Godt Signature Premier Properties

    248 Pond View Ln, Smithtown, NY 11787
  • /39

    $1,375,000

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

    131 Oakside Dr, Smithtown, NY 11787

    Perched atop a scenic hill in one of Smithtown’s most prestigious enclaves, this architecturally distinctive ranch-style home offers an unmatched combination of total privacy, eco-conscious design, and serene natural beauty. Located within the award-winning Smithtown School District and surrounded by lush woodlands near the Nissequogue River, this Mid Century Modern home is a true retreat for

    Kristine Livadas Compass Greater NY LLC

    131 Oakside Dr, Smithtown, NY 11787
  • /50

    $2,149,000

    • 6 Beds
    • 4.5 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
  • /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
$815,000
Median Single Family Sale Price
$825,000
Median Townhouse Sale Price
$777,000
Median 2 Bedroom Sale Price
$637,500
Median 1 Bedroom Sale Price
$257,500
Average Price Per Sq Ft
$407
Number of Homes for Sale
33
Last 12 months Home Sales
326
Months of Supply
1.20
Median List Price
$799,000
Median Change From 1st List Price
-2%
Median Home Sale Price YoY Change
9%
How to Buy a Home How to Finance a Home How to Sell a Home