28

Smithtown, NY Houses for Sale with Private Pool

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  • /35

    $1,175,000 Open Sat 12PM - 1:30PM

    • 4 Beds
    • 2.5 Baths
    • 2,791 Sq Ft

    22 Whispering Woods Dr, Smithtown, NY 11787

    Welcome to 22 Whispering Woods Drive, located in the sought-after Smithtown School District! This beautiful home sits on a .35-acre property and boasts a true resort-style backyard. Step into the two-story entry foyer, where vaulted ceilings set the tone for this inviting home. The young, updated chef’s kitchen is a true showstopper, offering plenty of counter space, a wine and coffee bar, and

    Lynn Witz Howard Hanna Coach

    22 Whispering Woods Dr, Smithtown, NY 11787
  • /45

    $1,600,000 Open Sun 2PM - 4PM

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

    5 Kohlsaat Ct, Smithtown, NY 11787

    Assume a FHA Mortgage with a 3.25% interest rate and 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 (not including basement and attic space) across a meticulously maintained residence

    Reynold Jainarine Signature Premier Properties

    5 Kohlsaat Ct, Smithtown, NY 11787
  • /50

    $1,550,000 Open Sun 2PM - 4PM

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

    3 Kohlsaat Ct, Smithtown, NY 11787

    3 Kohlsaat Court - New Pictures will be uploaded soon!Welcome 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 $24,175.62From the soaring 20ft foyer

    Reynold Jainarine Signature Premier Properties

    3 Kohlsaat Ct, Smithtown, NY 11787
  • /41

    $2,250,000

    • 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. This 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 featuring soaring ceilings, and great natural light. The custom kitchen cabinets

    Thomas Diana Douglas Elliman Real Estate

    30 Lone Oak Path, Smithtown, NY 11787
  • /48

    $1,375,000

    • 4 Beds
    • 5 Baths
    • 3,390 Sq Ft

    15 Weatherstone Way, Smithtown, NY 11787

    Entertainers delight!! No need to leave home when you have it all. Country club backyard with custom gazebo, inground saltwater heated pool with jacuzzi tub and travertine stone patio surround. A Trex deck overlooks it all. Step inside to find your recently updated kitchen with all top of the line Thermador appliances, quartz countertops, 2 dishwashers, side by side built in refrigerator/freezer,

    Michael Camilleri Vantage Realty Partners

    15 Weatherstone Way, Smithtown, NY 11787
  • /27

    $1,175,000

    • 5 Beds
    • 3 Baths
    • 2,850 Sq Ft

    36 Woodland Ln, Smithtown, NY 11787

    Inviting, Peaceful, Warm And Immaculate, A Few Words To Describe The Home You’ve Been Looking For. Recently Transformed From Being Outdated And Neglected, 36 Woodland Could Now Just Be The Home Of Your Dreams. The Lush Landscaping And Grand Stone Walkway To The Front Door Is Only The Beginning Of The Beautiful Updates That Have Been Made. Enter Into The Grand Foyer Where You Will Immediately

    Deborah Dooley Signature Premier Properties

    36 Woodland Ln, Smithtown, NY 11787
  • /50

    $1,199,990

    • 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

    $1,299,000

    • 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
  • /25

    $629,000

    • 4 Beds
    • 1.5 Baths
    • 1,656 Sq Ft

    58 Sherbrooke Dr, Smithtown, NY 11787

    Spacious Split in Smithtown situated on .28 acres, plus an additional .07 adjacent lot. This well-maintained home offers 4 bedrooms, 2.5 baths, a lower level den, central air conditioning, a whole house generator, an in-ground pool and automatic lawn sprinklers. Located close to shopping, schools, parks, transportation and highways.

    Luisa Fazzalari Douglas Elliman Real Estate

    58 Sherbrooke Dr, Smithtown, NY 11787
  • /39

    $849,999

    • 3 Beds
    • 2 Baths
    • 1,706 Sq Ft

    3 Five Acre Ct, Smithtown, NY 11787

    Welcome to this stunning sprawling ranch, perfectly situated on a beautifully landscaped one-acre lot in a quiet Smithtown cul-de-sac. This exceptional home offers 3 bedrooms and 2 full baths, including a spacious primary suite with en-suite bathroom. The interior features gleaming hardwood floors, a formal dining room, formal living room, den with fireplace, and an eat-in kitchen with granite

    Szabolcs Muharay HomeSmart Dynamic Realty

    3 Five Acre Ct, Smithtown, NY 11787
  • /38

    $995,000

    • 4 Beds
    • 2.5 Baths
    • 2,775 Sq Ft

    22 Whitney Gate, Smithtown, NY 11787

    This Majestic Colonial With Water Views And Access To The Nissequogue River Features *Four Large Bedrooms Primary With Ensuite*Formal Livingroom With Wood Burning Fireplace* Family Room With Fire Place*Formal Dining room*Updated Kitchen With Granite Counter Tops ,Black Stainless Appliances* Gas Cooking Stove With Electric Oven & EIK Island* A Legally Converted Garage Of 440 Sq Feet Now Being

    Donna Dirusso Prestige Realty & Home Dev

    22 Whitney Gate, Smithtown, NY 11787
  • /49

    $2,375,000

    • 5 Beds
    • 7 Baths
    • 5,735 Sq Ft

    10 Colonial Dr, Smithtown, NY 11787

    Welcome to a one-of-a-kind, custom built luxury residence in the prestigious Smithtown Pines, nestled within the desirable Hauppauge School District. Boasting 5,735 sq ft of impeccably crafted living space, this custom home is a true masterpiece of design, comfort, and functionality.Step inside to discover a grand foyer with soaring ceilings, a massive great room with cathedral ceilings

    Jacqueline Pollack Coldwell Banker American Homes

    10 Colonial Dr, Smithtown, NY 11787
  • /36

    $1,875,000

    • 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
  • /42

    $849,999

    • 4 Beds
    • 3 Baths
    • 2,853 Sq Ft

    98 Fifty Acre Rd S, Smithtown, NY 11787

    Welcome to 98 Fifty Acre Rd S – a renovated, move-in ready 4-bed, 3-bath colonial. This home has it all: hardwood floors, updated kitchen and baths, a finished basement, and owned solar panels. The fully fenced backyard features an in-ground salt-water pool, perfect for summer. The primary suite offers an updated bath and a walk-in closet you’ll love. Enjoy a huge formal living room with a

    Deniz Ozgur Oversouth LLC

    98 Fifty Acre Rd S, Smithtown, NY 11787
  • /49

    $2,149,000

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

    142 Landing Meadow Rd, Smithtown, NY 11787

    Perfect Family compound / Multi Generational Home! This extraordinary 5,000 sq ft custom estate offers 6/7 bedrooms, 5 newly renovated full bathrooms, and an additional 1,650 sq ft finished walk-out basement (not included in the square footage) with two Bedrooms, Den, Full Bath, Tile Plank Floors - Set up for luxurious everyday living and spectacular entertaining, this home is a true private

    Russell Fragala Walrus Real Estate Corp

    142 Landing Meadow Rd, 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

    Brian Hickey Hickey & Smith REALTORS

    326 Nissequogue River Rd, Saint James, NY 11780
  • /35

    $1,049,900

    • 4 Beds
    • 3.5 Baths
    • 2,500 Sq Ft

    7 Windmill Ct, Smithtown, NY 11787

    Renovated 4 Bedroom Colonial with 3.5 baths, IGP located on a cul-des-sac in Smithtown East SD! Home features new kitchen, bathrooms, flooring, roof, CAC and much more. Full finished basement with Bar for entertainers and sauna for relaxation. Excellent location in the Village of the Branch.

    Justin Pollio New Door Properties LLC

    7 Windmill Ct, Smithtown, NY 11787
  • /40

    $999,000

    • 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
  • /49

    $1,050,000 Open Sun 12:30PM - 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
  • /34

    $1,099,000

    • 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
  • /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

    $899,000

    • 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
  • /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
  • /37

    $849,999

    • 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
  • /39

    $978,888

    • 4 Beds
    • 3.5 Baths
    • 2,977 Sq Ft

    3 Ingram Ct, Smithtown, NY 11787

    Nestled on a serene dead-end court in the sought-after Village of the Branch, this spacious colonial offers the perfect blend of comfort, character, and modern updates. Built in 1970 by the renowned Mr.Ingram, this home has been lovingly maintained by the same family for over 28 years. Sitting on a generous half-acre lot, this property features 4 bedrooms, 3.5 bathrooms, open concept kitchen &

    Oakar Reinstein Realty Connect USA L I Inc

    3 Ingram Ct, Smithtown, NY 11787
  • /35

    $999,999

    • 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
  • /25

    $649,999 Open Sat 2PM - 4PM

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft

    1 Wood Ln, Smithtown, NY 11787

    Welcome to 1 Wood Lane........This Ranch style home features an EIK, Living Room With wood burning Fire Place, Dining Room Area, plus an Additional Bonus 3-Season Sunroom, 3 Bedrooms, Full Hall Bath W Skylight, A partially finished basement W Rec Room,Laundry Room, an additional Full Bath & Lots of storage, Additional features include.....Hardwood Floors,Recently upgraded 200 Amp Electric

    Deborah Lettieri Signature Premier Properties

    1 Wood Ln, Smithtown, NY 11787

Home Trends in Smithtown, NY

Housing Trends

Median Sale Price
$790,000
Median Single Family Sale Price
$810,000
Median Townhouse Sale Price
$759,999
Median 2 Bedroom Sale Price
$617,500
Median 1 Bedroom Sale Price
$253,750
Average Price Per Sq Ft
$404
Number of Homes for Sale
49
Last 12 months Home Sales
337
Months of Supply
1.70
Median List Price
$789,000
Median Change From 1st List Price
-4%
Median Home Sale Price YoY Change
10%
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