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Smithtown, NY Homes for Sale with 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
  • /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

    • 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
  • /2

    $1,100,000

    • 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
  • /24

    $649,000 Open Sat 1PM - 3PM

    • 2 Beds
    • 2.5 Baths
    • 1,479 Sq Ft

    46 Chelsea Dr, Smithtown, NY 11787

    Live the resort lifestyle at Windcrest! The first floor features a living room, dining room, kitchen with marble countertops and access to the backyard. The upstairs has two spacious bedrooms, both with large walk in closets, private full bath. This condo resides in a private, gated community, with access to a pool, club house and tennis courts, off of route 347. Please call 631-943-9355 for

    Elias Stavrinadis Exit Family Realty

    46 Chelsea 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
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    $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
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    $785,000

    • 3 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    16 Scarborough Dr, Smithtown, NY 11787

    Welcome to the Beautiful Windcrest gated community. Enjoy a luxury lifestyle. Swim in a heated saltwater pool, play tennis or pickleball on lit courts, or go for a stroll on the picturesque grounds. Move right into this gorgeous home decorated and updated to perfection! PRIMARY BEDROOM WITH FULL RENOVATED BATHROOM ON THE MAIN FLOOR. Also, separate guest bath totally redone on the main floor.

    Audrey Buron Signature Premier Properties

    16 Scarborough Dr, 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
  • /47

    $775,000

    • 3 Beds
    • 2.5 Baths
    • 1,934 Sq Ft

    93 Paddington Cir, Smithtown, NY 11787

    Don't Miss This Beauty in the Windcrest Gated Community where residents enjoy a Country Club lifestyle with clubhouse, gym, tennis, pickeleball courts, basketball, and a heated salt water pool and lush exterior grounds. This is an End-unit Dover model which is the largest in the community! With 3-bedrooms / 2.5 baths, STONE Steps and Entry to Spacious Entry foyer, open concept Large Livingroom w/

    Lisa Sherman Realty Connect USA L I Inc

    93 Paddington Cir, 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
  • /26

    $679,990

    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    239 Pond View Ln, Smithtown, NY 11787

    Smithtown Townhome now showing! Spacious Dartmouth model in preferred Hidden Ponds Condominium Community. Updated granite EIK with island for entertaining guests, first floor laundry room, open floor plan, with sliders to back paver patio. Upstairs enjoy 3 spacious bedrooms with abundant storage. Primary bedroom with WIC, ensuite bath with soaking tub, shower and double vanity sink. One car

    Anna Niola Douglas Elliman Real Estate

    239 Pond View Ln, Smithtown, NY 11787
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    $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
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    $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

    $750,000

    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    108 Hidden Ponds Cir, Smithtown, NY 11787

    Welcome to Hidden Ponds, a beautiful gated community in Smithtown! This two-story townhouse is in diamond condition and features 3 large bedrooms, 2.5 bathrooms, hardwood floors, and plush carpeting upper level. The main level offers a welcoming entryway foyer leading to an eat-in kitchen with Italian porcelain tile flooring, custom wood cabinetry, granite countertops, under-cabinet lighting, and

    Alanna Buz Daniel Gale Sothebys Intl Rlty

    108 Hidden Ponds Cir, 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
  • /32

    $725,000

    • 2 Beds
    • 2 Baths
    • 1,370 Sq Ft

    20 Lakebridge Dr S Unit 20, Kings Park, NY 11754

    This is the one! Updated ground level, waterfront, end unit sits on the pond with the view of the fountains from your family room. Step in the home to all new flooring and an updated kitchen (6months) with stainless appliances and Corian counters. The family room is large enough for a seating area and a dining room table. The sliding glass doors lead to the new deck where you can enjoy the

    Elena Galluzzo Compass Greater NY LLC

    20 Lakebridge Dr S Unit 20, Kings Park, NY 11754
  • /38

    $679,000

    • 2 Beds
    • 2.5 Baths
    • 1,750 Sq Ft

    32 Lakebridge Dr S, Kings Park, NY 11754

    Welcome to 32 Lakebridge Dr South, Located In The Desirable Kings Park Lakebridge Gated Townhome Community. Designed For Living On a Grand Scale, This Beautiful Upper Level Corner Unit With Pond View Offers An Outstanding Host Of Space With 1750 Interior Sq Ft Lending Itself To Gracious Entertaining & Relaxation. This Home Boasts A Bright Two-Story Entry, High Ceilings, 2 Spacious Bedrooms, 2.5

    Lori Zamore Signature Premier Properties

    32 Lakebridge Dr S, Kings Park, NY 11754
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    $749,000

    • 3 Beds
    • 2.5 Baths
    • 2,030 Sq Ft

    55 Lakebridge Dr S Unit 55, Kings Park, NY 11754

    Welcome to Lakebridge Club – A Lifestyle of Comfort and Community!Come inside to this beautifully maintained and tastefully updated 3-bed, 2.5-bath Chatam model, offering over 2,000 sq ft in the highly sought-after Lakebridge Club gated community. Enjoy the benefits of a well-run community with resort-style amenities and low, low taxes!. Tucked away on a quiet interior loop, this home

    Michael Marcaccio Integrity Core Realty

    55 Lakebridge Dr S Unit 55, Kings Park, NY 11754
  • /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
$795,000
Median Single Family Sale Price
$800,000
Median Townhouse Sale Price
$790,000
Median 2 Bedroom Sale Price
$595,000
Median 1 Bedroom Sale Price
$255,000
Average Price Per Sq Ft
$399
Number of Homes for Sale
25
Last 12 months Home Sales
159
Months of Supply
1.90
Median List Price
$789,000
Median Change From 1st List Price
-3%
Median Home Sale Price YoY Change
14%
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