18

Smithtown, NY Houses for Sale with Private Pool

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  • /40

    $1,600,000 Open Wed 6:30PM - 7:30PM

    • 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

    $1,550,000 Open Wed 5PM - 6:15PM

    • 6 Beds
    • 4.5 Baths
    • 4,800 Sq Ft

    3 Kohlsaat Ct, Smithtown, NY 11787

    3 Kohlsaat CourtWelcome to your dream home! Tucked away in a peaceful cul-de-sac, this refined 6-bedroom, 4.5-bath colonial delivers 4,800 sqft of elegance and thoughtful design on a nearly one-acre private lot. Square footage does not include the full basement and the full attic dimensions. Annual taxes are less than $25,000!From the soaring foyer to the gourmet eat-in kitchen with

    Reynold Jainarine Signature Premier Properties

    3 Kohlsaat Ct, Smithtown, NY 11787
  • /50

    $1,100,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 2,900 Sq Ft

    11 Dillmont Dr, Smithtown, NY 11787

    Majestic, Expanded Center Hall Colonial, 4 BR, 2.5 Baths on Usable 1/2 Acre Plus Property in North Smithtown; All Updated Windows Including Floor to Ceiling Andersens with Panoramic Views, Updated Siding (5 yrs), Roofing, Heating, Cesspool (10 Yrs); Newer Central AC (4 Yrs), Newer In Ground 16x32 Pool, Updated Appliances; Huge Primary Suite with 2 Walk-In Closets, Jacuzzi Tub and Separate Shower.

    Ronni Tranes Douglas Elliman Real Estate

    11 Dillmont Dr, Smithtown, NY 11787
  • /29

    $1,199,000 Open Thu 12:30PM - 2PM

    • 5 Beds
    • 2.5 Baths
    • 3,365 Sq Ft

    2 Bridge Branch Rd, Smithtown, NY 11787

    Discover this exceptional property in Smithtown Pines—spanning over 3/4 acre on a rare half-block lot directly across from a tranquil nature preserve. This beautifully remodeled 5-bedroom, 2.5-bath home seamlessly combines space, privacy & a new contemporary interior. It features oak hardwood floors, crown moldings, a formal entry hall & a sun-lit open-concept dining kitchen with quartz

    Valerie Rosenblatt Daniel Gale Sothebys Intl Rlty

    2 Bridge Branch Rd, Smithtown, NY 11787
  • /47

    $1,175,000 Open Sat 1PM - 3PM

    • 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
  • /50

    $1,299,990

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

    79 Oakside Rd, Smithtown, NY 11787

    Welcome to 79 Oakside Road, a custom-built haven nestled in the heart of Smithtown, NY. Built in 2022, this stunning residence is an architectural masterpiece, boasting an array of high-end features and amenities that make it a one-of-a-kind find in today's market.Upon entry, you're greeted by a grand foyer that sets a tone of elegance and sophistication. The first floor houses a spacious

    Nicholas Albanese Douglas Elliman Real Estate

    79 Oakside Rd, Smithtown, NY 11787
  • /48

    $1,375,000

    • 3 Beds
    • 3 Baths
    • 2,000 Sq Ft

    62 Laurel Dr, Smithtown, NY 11787

    Fabulous ranch!!! Summer is coming and this oasis is waiting for YOU! Gorgeous home decorated and upgraded to perfection. Entry foyer features beautiful tile work and custom closet doors. Formal living room overlooks the yard and flows into the dining room for easy entertaining. The kitchen is state of the art with Bosch appliances and a Thermador refrigerator. Center island duets as a table for

    Elena Galluzzo Compass Greater NY LLC

    62 Laurel Dr, Smithtown, NY 11787
  • /26

    $889,990 Open Sat 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 2,300 Sq Ft

    50 Valleywood Rd, ComMacK, NY 11725

    On Market 7/21/2025! This lovingly maintained custom built home is located on .80 acres nestled in the Smithtown Pines area. The contemporary design with vaulted 2 story foyer entrance welcomes you with ample natural lighting. Entrance hall has walk in coat closet! Invite your friends to enjoy the living room area with wood burning fireplace and open floor plan. Spacious EIK layout with

    Anna Niola Douglas Elliman Real Estate

    50 Valleywood Rd, ComMacK, NY 11725
  • /29

    $874,000 Open Sat 11:30AM - 1:30PM

    • 4 Beds
    • 2.5 Baths
    • 2,890 Sq Ft

    16 Crawford St, Smithtown, NY 11787

    Welcome to 16 Crawford Street, Smithtown!Nestled in the heart of desirable Smithtown, this spacious Splanch - style home offers comfort, charm and room for everyone!Featuring 4 spacious bedrooms and 2.5 bathrooms, this home includes a formal dining room, a large updated eat in kitchen and an extra large, Sun drenched living room with new windows and floors - perfect for entertaining or

    Victor Stabile Douglas Elliman Real Estate

    16 Crawford St, Smithtown, NY 11787
  • /32

    $849,000

    • 5 Beds
    • 3 Baths
    • 2,200 Sq Ft

    38 Mcarthur Ln, Smithtown, NY 11787

    Welcome to 38 Mcarthur Lane, a delightful haven nestled in the heart of Smithtown, NY's Great Pines neighborhood. This spacious property boasts five generously sized bedrooms and three well-appointed bathrooms.A large private yard is a bonus, complete with an inground pool - perfect for recreation or relaxation. Inside, discover the charm of wood floors and the comfort of natural gas

    Robert Scarito Douglas Elliman Real Estate

    38 Mcarthur Ln, Smithtown, NY 11787
  • /36

    $940,000

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

    6 Cambridge Dr, Smithtown, NY 11787

    MUST SEE – STUNNING SMITHTOWN EXPANDED RANCH! Discover elegance and comfort in this beautifully designed architectural gem nestled in the heart of Smithtown. This sprawling expanded ranch features 4 spacious bedrooms, all with custom closets, 3.5 bathrooms, and 3 fireplaces that add warmth and charm throughout. Step into a bright and airy layout with vaulted ceilings and skylights that flood the

    Carol Rodriguez List 2 Sell Inc

    6 Cambridge Dr, Smithtown, NY 11787
  • /41

    $799,000

    • 3 Beds
    • 2 Baths
    • 2,159 Sq Ft

    2 Clearbrook Dr, Smithtown, NY 11787

    Welcome to 2 Clearbrook Dr, Smithtown – a spacious 3-bedroom, 2-bath ranch located on a quiet dead-end street in the desirable Village of The Branch. Set on .55 acres, this 2,159 sq ft home offers an open-concept kitchen with quartz countertops, stainless steel appliances, a gas stove, cathedral ceilings, and recessed lighting. An abundance of natural light fills the home, thanks to multiple

    Diane Mascellaro Exit Realty Achieve

    2 Clearbrook Dr, Smithtown, NY 11787
  • /50

    $2,149,000

    • 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

    $2,085,000

    • 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

    Lina Lopes Douglas Elliman Real Estate

    4 Nadia Ct, Smithtown, NY 11787
  • /37

    $899,999 Open Sun 4PM - 6PM

    • 5 Beds
    • 3 Baths
    • 2,580 Sq Ft

    40 Dillmont Dr, Smithtown, NY 11787

    Welcome home to this absolutely spectacular dream home nestled on just shy of an acre of land!!! Situated in the highly sought after town of Smithtown, this home will check all the boxes off on your forever home wishlist!! Enjoy morning coffees sitting in your fully screened in lanai! Throw your largest party and cool off in your private pool or sit back and relax on your custom deck filly

    George Scarpias Signature Premier Properties

    40 Dillmont Dr, Smithtown, NY 11787
  • /35

    $1,050,000

    • 4 Beds
    • 2.5 Baths

    25 Whispering Woods Dr, Smithtown, NY 11787

    This Gorgeous 4 Bedroom, 2.5 Bath Colonial In The Beautiful Enchanted Woods Section Of Smithtown Is Not To Be Missed. Featuring Gleaming Hardwood Floors Throughout. From The Moment You Step Into The Stunning Entrance Foyer With The Long Open Staircase, You Will Know That This Home Is For You. The Large Formal Dining Room Offers Privacy and Comfort When You Have Special Dinner Parties. The Chef's

    Peter Hirschhorn Coldwell Banker American Homes

    25 Whispering Woods Dr, Smithtown, NY 11787
  • /2

    $850,000

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

    16 Wildwood Ln, Smithtown, NY 11787

    House For Sale.

    Maruf Hasan Winzone Realty Inc

    16 Wildwood Ln, Smithtown, NY 11787
  • /44

    $674,999

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

    25 Adrienne Ln, Hauppauge, NY 11788

    Bring your vision to this spacious 4-bedroom, 2.5-bath Center Hall Colonial set on a generous and unique 0.56-acre lot—potentially subdividable (buyers to verify with the Town of Smithtown). With approximately 2,000 sq ft of living space, this home features a formal dining room, living room, and a cozy den—perfect for everyday living and entertaining.Inside, you'll find hardwood floors

    Matthew Klages Realty Evolution Corp

    25 Adrienne Ln, Hauppauge, NY 11788

Home Trends in Smithtown, NY

Housing Trends

Median Sale Price
$775,000
Median Single Family Sale Price
$797,000
Median Townhouse Sale Price
$705,000
Median 2 Bedroom Sale Price
$640,000
Median 1 Bedroom Sale Price
$255,000
Average Price Per Sq Ft
$396
Number of Homes for Sale
25
Last 12 months Home Sales
162
Months of Supply
1.90
Median List Price
$749,999
Median Change From 1st List Price
-4%
Median Home Sale Price YoY Change
12%
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