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Smithtown, NY Homes for Sale with Pool

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  • /22

    $739,000

    $60K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,445 Sq Ft

    69 Amsterdam Rd, Smithtown, NY 11787

    Welcome to 69 Amsterdam Road, a spacious home located in the highly sought-after Royal Oaks Neighborhood in the Smithtown School District. Offering generous room sizes, abundant natural light, and a flexible layout, this 2.400+ sq. foot home presents a wonderful opportunity to update and make your own! The main floor features a Living/Dining space with high ceilings, cozy den, large bonus room, &

    Agent Photo

    Wendy Corvi

    Signature Premier Properties

    (631) 801-7744

    69 Amsterdam Rd, Smithtown, NY 11787
  • /47

    $998,000

    • 4 Beds
    • 2 Baths
    • 2,119 Sq Ft

    334 Edgewood Ave, Smithtown, NY 11787

    Step into a world where architecture and nature exist in perfect harmony in this custom-built Mid-Century Modern California ranch, tucked away in the heart of Smithtown. Designed with intention and integrity, this striking home welcomes you with soaring cathedral ceilings and a dramatic center beam that anchors the open-concept living space. Walls of glass blur the line between indoors and out,

    Agent Photo

    Tracy Boucher

    Signature Premier Properties

    (631) 557-6586

    334 Edgewood Ave, Smithtown, NY 11787
  • /49

    $999,999

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

    9 Ernest Ct, Kings Park, NY 11754

    Welcome to Tuscany in Kings Park—an exceptional and rare offering on desirable Ernest Court. Set on approximately half an acre of lush, manicured grounds within the highly sought-after Smithtown School District, this 4-bedroom, 2.5-bath residence blends comfort, space, and resort-style living. A private setting and beautifully curated landscaping create a warm first impression, while inside,

    Agent Photo

    Devang Patel

    Douglas Elliman Real Estate

    (631) 526-7490

    9 Ernest Ct, Kings Park, NY 11754
  • /46

    $899,000

    • 4 Beds
    • 2.5 Baths
    • 2,029 Sq Ft

    43 Hallock Ave, Smithtown, NY 11787

    Lovely Colonial Split, 3/4 Bedroom (4th Bedroom or Office), Spacious Throughout, Updated Eat in Kitchen with Granite/.Stainless Steel Appliances, Attractive Great Room for Gatherings, Updated Baths, Upgraded Recessed Lighting, Updated Windows and Pella Doors, Custom Moldings/Trim, Renovated Entry Level Laundry Room, Central AC- 3 Yrs, 3 Zone Heating System- 3 Yrs, Expanded Primary BR Suite with

    Agent Photo

    Ronni Tranes

    Douglas Elliman Real Estate

    (631) 529-6142

    43 Hallock Ave, Smithtown, NY 11787
  • /39

    $999,000

    • 4 Beds
    • 2.5 Baths
    • 2,531 Sq Ft

    288 Bow Dr E, Smithtown, NY 11787

    Turn Key Home in Beautiful Neighborhood with Lots of Trees, Sidewalks, Parks Nearby, Smithtown Schools, Gorgeous Staycation Backyard with Pool, Fish Pond and Pavilion ,Super Clean, Nice 4 Bedroom ,2.5 Bath, 2 Car Garage Splanch/Colonial ( 4th Bedroom is Currently Open as Flex Space), Outdoor Speaker System, Gutter Guards, Upstairs A/C Condenser 1 year young, Rachio In ground Sprinkler System,

    Robert Scarito Douglas Elliman Real Estate

    288 Bow Dr E, Smithtown, NY 11787
  • /46

    $1,177,000

    • 3 Beds
    • 3 Baths
    • 2,740 Sq Ft

    65 Redan Dr, Smithtown, NY 11787

    Welcome to your dream home in the highly sought-after Stonebridge Estates of Smithtown! Nestled on a picturesque, private property with serene golf course views, this stunning ranch offers the perfect blend of comfort, elegance, and lifestyle. Step inside to discover a thoughtfully designed open-concept layout featuring a grand 2-story entry, 3 spacious bedrooms and 3 full baths. The formal

    Lisa Minuto Compass Greater NY LLC

    65 Redan Dr, Smithtown, NY 11787
  • /40

    $1,175,000

    $124K PRICE DROP
    • 4 Beds
    • 2.5 Baths

    10 Weatherstone Way, Smithtown, NY 11787

    Welcome To Point Of Woods At Weatherstone Ridge! Well-Maintained 4-Bedroom, 2.5 Bathroom Beautiful Colonial Located On A Quiet, Tree-Lined Street In The Village Of The Branch. The Main Level Features An Elegant Entry Foyer, Spacious Living Room, Formal Dining Room, And A Comfortable Den With An Exposed Brick Wall, Wood Burning Fireplace And Windows Overlooking The Private Backyard. The Kitchen Is

    Maria Orlandi Compass Greater NY LLC

    10 Weatherstone Way, Smithtown, NY 11787
  • /50

    $999,000

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

    50 Abbot Rd, Smithtown, NY 11787

    Welcome To 50 Abbott Road In Smithtown—A 4-Bedroom, 2.5-Bath Home Located On A Quiet Cul-De-Sac With Direct Access To A Neighborhood Park. This Home Has Been Meticulously Maintained With Quality Upgrades Throughout, Including A Custom Kitchen With Quartzite Countertops, Updated Electrical, 2-Zone Central Air, And Full Insulation Improvements For Added Comfort And Efficiency. Enjoy Outdoor Living

    Michele Flaumenbaum Douglas Elliman Real Estate

    50 Abbot Rd, Smithtown, NY 11787
  • /34

    $1,175,000

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,840 Sq Ft

    30 Redan Dr, Smithtown, NY 11787

    Love Where You Live! Enjoy a Country Club Life Style while Living in a Gated Golf Course Community/Ameneties. This is the Home that you've been waiting for..... This very RARE EDEN RANCH model offers 3 Bdrms & 2.5 Baths/a very Open & Expanded layout. The kitchen in this home offers an Eat in Area, Gas cooking, Stainless Steel Appliances, & Silastone Countertops. The Oversized Great Room has a

    Carol Flaherty Lynch Signature Premier Properties

    30 Redan Dr, Smithtown, NY 11787
  • /50

    $1,199,950

    • 4 Beds
    • 2.5 Baths
    • 2,495 Sq Ft

    17 Erita Ln, Smithtown, NY 11787

    Welcome to 17 Erita Lane in Smithtown. This is the home you have been waiting for. This large Brookfield Colonial gem, Boasting 4 spacious bedrooms and 2.5 well-appointed bathrooms, this property is a perfect blend of style and comfort. Step into a grand entry foyer that leads you to a large formal dining room, ideal for those family gatherings and dinner parties. The expansive living room,

    Nicholas Albanese Douglas Elliman Real Estate

    17 Erita Ln, Smithtown, NY 11787
  • /44

    $999,000

    • 4 Beds
    • 3 Baths
    • 2,100 Sq Ft

    106 Morewood Dr, Smithtown, NY 11787

    Beautifully renovated with no expense spared, this stunning four-bedroom, three-bath home blends luxury, comfort, and exceptional craftsmanship throughout. The sun-filled main level features an open-concept design with soaring coffered ceilings, custom millwork, rich oak flooring, and a spectacular chef’s kitchen with Viking appliances and granite countertops. A spacious family room with gas

    Cathleen Whelan Howard Hanna Coach

    106 Morewood Dr, Smithtown, NY 11787
  • /25

    $849,000

    • 4 Beds
    • 2 Baths
    • 1,264 Sq Ft

    4 Concord Ln, Smithtown, NY 11787

    Welcome to this beautifully maintained Hi-Ranch in the heart of Smithtown featuring a spacious open-concept layout perfect for everyday living and entertaining. The main level offers hardwood flooring, vaulted ceilings, skylights, oversized windows, and a large kitchen with updated stainless-steel appliances, and abundant counter space flowing seamlessly into the dining and living areas. The

    Frayba Shirgul Howard Hanna Coach

    4 Concord Ln, Smithtown, NY 11787
  • /38

    $699,999

    Open Sun 2PM - 4PM $35K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,045 Sq Ft

    79 Brooksite Dr, Smithtown, NY 11787

    Welcome to 79 Brooksite Drive in Smithtown, where privacy, space, and natural beauty come together in an exceptional setting just minutes from Main Street Smithtown. Situated on over a half acre of lush property and within walking distance to the scenic trails of Blydenburgh County Park, this 3-bedroom, 1.5-bath ranch offers a rare opportunity to enjoy a peaceful, retreat-like lifestyle without

    Nicole Chimento Coldwell Banker American Homes

    79 Brooksite Dr, Smithtown, NY 11787
  • /22

    $950,000

    • 4 Beds
    • 3 Baths
    • 1,905 Sq Ft

    43 Grassy Pond Dr, Smithtown, NY 11787

    Located in the award-winning Hauppauge School District, consistently ranked among the top districts on Long Island. Enjoy Smithtown-area amenities with noticeably lower taxes than Smithtown proper — the best of both worlds. Quiet, tree-lined neighborhood with easy access to the LIE and Northern State Parkway, and both north and south shore beaches.Central ACWhole house generatorOver

    William Esslinger HomeSmart Premier Living Rlty

    43 Grassy Pond Dr, Smithtown, NY 11787
  • /31

    $799,000

    • 4 Beds
    • 2.5 Baths
    • 2,034 Sq Ft

    16 Amherst Ln, Smithtown, NY 11787

    Welcome home- inviting colonial in Smithtown with Commack schools. Light, bright & beautifully maintained, this home offers the perfect blend of comfort, space and opportunity. Featuring large bedrooms and a gracious layout,this home is ready to make lasting memories. Sun filled living spaces create an airy feel throughout, while wood floors under carpet offer timeless appeal. Large basement

    Robyn Schatz Compass Greater NY LLC

    16 Amherst Ln, 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
  • /36

    $1,595,995

    Open Sat 12PM - 2:30PM $279K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 4,800 Sq Ft

    48 River Heights Dr, Smithtown, NY 11787

    Welcome to a true masterpiece & entertainer’s delight, in beautiful North Smithtown! This luxurious 4,800 SF home has been custom-designed, built, & renovated in 2007 & 2025 by the current owner. 5BR, 4 Bath, Office (6 BR?), Cherry & Hardwood Floors, IG Pool, Flat 0.52 acres, Private Yard, 27x27 Chef’s EIK w/Large 13x5 Granite Island, SS Appliances, 2 DW's, Butler’s Pantry w/2nd Fridge, Open

    Ralph Harvey ListWithFreedom.Com

    48 River Heights Dr, Smithtown, NY 11787
  • /50

    $850,000

    • 4 Beds
    • 4 Baths
    • 2,365 Sq Ft

    8 Whisper Ln, Smithtown, NY 11787

    Welcome to this beautifully maintained Colonial-style home, ideally located on a quiet cul-de-sac block in Smithtown, offering a desirable blend of privacy and accessibility and just moments from Robert A. Brady Park, Miller's Pond, and Blydenburgh County Park. This spacious residence features 4 bedrooms, 4 full bathrooms, a 2-car garage, and a fully finished basement with a separate outside

    Mustafa Uruk Exit Realty Island Elite

    8 Whisper Ln, Smithtown, NY 11787
  • /14

    $3,499,000

    $504K PRICE INCREASE
    • 6 Beds
    • 6.5 Baths
    • 6,000 Sq Ft

    326 Nissequogue River Rd, Saint James, NY 11780

    **Starting Summer 2026!** 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

    Brian Hickey Hickey & Smith REALTORS

    326 Nissequogue River Rd, Saint James, NY 11780
  • /22

    $695,000

    • 3 Beds
    • 2.5 Baths
    • 1,484 Sq Ft

    34 Paddington Cir, Smithtown, NY 11787

    Welcome to 34 Paddington Circle! This desirable end-unit townhouse is located in the heart of Smithtown in the sought after Windcrest gated community! This beautifully kept Avondale model home offers 3 bedrooms, 2.5 baths, a bright freshly painted eat in kitchen, hardwood floors, full basement and 1 car garage. The dining room and living room is an open concept that features a cozy wood burning

    Gina DiBenedetto Signature Premier Properties

    34 Paddington Cir, Smithtown, NY 11787
  • /30

    $869,999

    • 4 Beds
    • 2.5 Baths
    • 1,942 Sq Ft

    17 Seaver Ln, Smithtown, NY 11787

    Welcome to 17 Seaver Lane, a beautifully maintained Hi-Ranch home nestled in the heart of Smithtown. Offering 4 spacious bedrooms and 3 bathrooms, this home provides the perfect blend of comfort, functionality, and versatility. The main level features gleaming hardwood floors and an inviting layout, complemented by a modern kitchen with granite countertops—ideal for both everyday living and

    Vincent Garriti HomeSmart Dynamic Realty

    17 Seaver Ln, Smithtown, NY 11787
  • /36

    $799,000

    • 3 Beds
    • 2.5 Baths
    • 1,987 Sq Ft

    15 Scarborough Dr, Smithtown, NY 11787

    Welcome to this elegant and spacious townhouse in the highly sought-after gated community at Windcrest. As one of the larger and more appealing models in the development, this beautifully designed home offers an exceptional blend of comfort, style, and luxury amenities. Featuring 3 bedrooms, 2 full bathrooms, and 1 half bathroom, the thoughtfully designed floor plan begins with a lovely

    Greta McLaughlin Signature Premier Properties

    15 Scarborough Dr, Smithtown, NY 11787
  • /43

    $699,999

    • 2 Beds
    • 2.5 Baths
    • 1,863 Sq Ft

    28 Willow Ridge Dr, Smithtown, NY 11787

    Welcome to the highly sought-after Willow Ridge community in North Smithtown, where lifestyle, convenience, and opportunity come together.This "Canterbury" model offers a rare chance to create your dream home within one of the area’s most desirable townhome communities. Currently configured as a spacious 2-bedroom, 2-bath unit, this residence presents incredible potential to be converted into

    Brandon Cusma Realty Connect USA LLC

    28 Willow Ridge Dr, Smithtown, NY 11787
  • /36

    $2,349,000

    • 6 Beds
    • 7 Baths
    • 5,300 Sq Ft

    10 Colonial Dr, Smithtown, NY 11787

    Experience luxury living in the heart of Smithtown Pines within the Hauppauge School District. This custom-built estate offers over 5,300 sq ft of thoughtfully designed living space featuring a grand great room with soaring ceilings and a wood-burning fireplace, a chef’s kitchen with Wolf & Sub-Zero appliances, formal dining room, home office, billiards room with wet bar, and a stunning finished

    Jonathan Minerick HomeCoin.com

    10 Colonial Dr, Smithtown, NY 11787
  • /40

    $1,399,999

    $99K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 2,788 Sq Ft

    2 Three Pond Rd, Smithtown, NY 11787

    Welcome to this stately and impressive Colonial, ideally situated in one of Smithtown's most sought after and picturesque neighborhoods. With access to the Nissequogue River at the end of the block, this exceptional property offers a rare opportunity to create a custom luxury home in a truly premier setting.Boasting generous living space the home features a traditional and functional layout

    Lyssa Gugliotta Howard Hanna Coach

    2 Three Pond Rd, Smithtown, NY 11787
  • /35

    $799,000

    • 4 Beds
    • 2.5 Baths
    • 2,006 Sq Ft

    1 Autumn Dr, Hauppauge, NY 11788

    Welcome to this beautifully maintained 4-bedroom, 2-bath Colonial set on a picturesque property with mature landscaping and excellent curb appeal. Designed for both relaxation and entertaining, this home features a welcoming entrance foyer, a formal dining room, and a spacious layout ideal for everyday living. Step outside to your private, fully fenced backyard oasis complete with an in-ground

    Tamara Vasquez HomeSmart Dynamic Realty

    1 Autumn Dr, Hauppauge, NY 11788

Home Trends in Smithtown, NY

Housing Trends

Median Sale Price
$820,000
Median Single Family Sale Price
$831,250
Median Townhouse Sale Price
$774,000
Median 2 Bedroom Sale Price
$650,000
Median 1 Bedroom Sale Price
$269,000
Average Price Per Sq Ft
$415
Number of Homes for Sale
54
Last 12 months Home Sales
293
Months of Supply
2.20
Median List Price
$799,990
Median Change From 1st List Price
-3%
Median Home Sale Price YoY Change
6%
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