27

Smithtown, NY Homes for Sale with Basement

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  • /42

    $649,000

    • 3 Beds
    • 3 Baths
    • 1,561 Sq Ft

    263 N Country Rd, Smithtown, NY 11787

    Welcome to this beautifully updated 3 bedroom & 3 full bathroom ranch-style home in the heart of Smithtown, offering the perfect balance of comfort, space, and convenience. Inside, you’ll find refinished wood floors and freshly painted interiors that create a warm, inviting feel throughout. The layout is both practical and flexible, featuring a bright eat-in kitchen ideal for everyday living,

    Agent Photo

    Dame Cascone

    Century 21 AA Realty

    (631) 529-2814

    263 N Country Rd, Smithtown, NY 11787
  • /35

    $729,990

    • 3 Beds
    • 3 Baths
    • 1,805 Sq Ft

    12 Stone Gate Ct, Smithtown, NY 11787

    The Regency | SmithtownEnd-Unit Townhouse with Exceptional Space & Privacy Positioned in a prime location within The Regency, this end-unit townhouse offers added privacy, natural light, and a desirable multi-level layout designed for both everyday comfort and entertaining. This residence features so much space and versatility with it’s functional floor plan. The main living area flows

    Agent Photo

    Lina Lopes

    Douglas Elliman Real Estate

    (934) 647-1639

    12 Stone Gate Ct, Smithtown, NY 11787
  • /36

    $789,000

    • 4 Beds
    • 1.5 Baths
    • 1,488 Sq Ft

    28 Dartmouth Dr, Smithtown, NY 11787

    Disclaimer: Agent Owned Property Warm and inviting ranch in the heart of Smithtown within the coveted College Estates neighborhood. Lovingly cared-for home with handcrafted wood finishes throughout, newly finished basement, new primary bath, new furnace, new water heater, and new house-wide plumbing. Main floor features 4 bedrooms, 1 full / 1 half bath, a formal living room, a den, dining room,

    Justin Vitale Yazdeli Keystone Realty USA Corp

    28 Dartmouth Dr, Smithtown, NY 11787
  • /34

    $1,299,000

    • 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
  • /28

    $669,000

    • 3 Beds
    • 1 Bath
    • 943 Sq Ft

    7 Gedney Ave, Smithtown, NY 11787

    Welcome to 7 Gedney Avenue, a beautifully updated 3/1 ranch in the highly sought-after Smithtown School District, perfectly situated on a meticulously landscaped .23-acre property and tucked away on a quiet, tree-lined street! Step into a sun-drenched living room featuring recently refinished hardwood floors, recessed lighting, and an abundance of natural light, creating a warm and inviting space

    Nicole Schwartz RE/MAX Team

    7 Gedney Ave, Smithtown, NY 11787
  • /24

    $259,900

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    365 Route 111 Unit B6, Smithtown, NY 11787

    Welcome to this Beautiful One Bedroom Unit in Tanglewood ---Skip the Rent and Step into Ownership with this stunning, sun-drenched second-floor co-op-Featuring vaulted ceilings and an open-concept layout, making this unit feels incredibly spacious and modern. It is Freshly painted with gleaming oak hardwood floors throughout. The large living room features a cozy fireplace, while the versatile

    Cecelia Schmidt Coldwell Banker American Homes

    365 Route 111 Unit B6, Smithtown, NY 11787
  • /40

    $1,499,000

    • 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
  • /40

    $989,000

    • 4 Beds
    • 2.5 Baths
    • 2,546 Sq Ft

    330 Edgewood Ave, Smithtown, NY 11787

    Welcome to this beautiful Colonial set on a private 1-acre property in Smithtown featuring an inground pool, 2-car garage, and expansive driveway. This home offers a spacious layout with a primary bedroom featuring an en-suite bath, plus three additional bedrooms and 1.5 additional baths. The main floor includes formal living room, formal dining room, family room, and eat-in kitchen ideal for

    William Brown Gotham City Realty Group LLC

    330 Edgewood Ave, Smithtown, NY 11787
  • /22

    $300,000

    • 2 Beds
    • 1 Bath
    • 830 Sq Ft

    355 Route 111 Unit 42, Smithtown, NY 11787

    Welcome home to this well-maintained first-floor CORNER UNIT 2-bedroom coop in the desirable Sherbrooke community of Smithtown. This garden-style unit features hardwood floors throughout, a comfortable living room/dining area layout, spacious bedrooms, and abundant closet space. The entry-level location offers easy access with no stairs. Monthly maintenance of approximately $1,486.92 includes

    gordon lewis RE/MAX Integrity Leaders

    355 Route 111 Unit 42, Smithtown, NY 11787
  • /45

    $1,349,000

    • 5 Beds
    • 4.5 Baths
    • 3,937 Sq Ft

    144 Landing Meadow Rd, Smithtown, NY 11787

    Original owner, clean and well maintained 4000 square foot colonial on 1.2 acres in Point of Woods Section. Featuring 5 beds/4 baths including an ensuite bedroom with full bath on the first floor (see floor plan). Double height entry foyer with large open living spaces. Huge kitchen, dining and family room with wood burning fireplace. Full basement with outside entrance. Two car garage with long

    Shahzad Qureshi Pinnacle R E Consulting Inc

    144 Landing Meadow Rd, Smithtown, NY 11787
  • /13

    $749,990

    • 3 Beds
    • 1.5 Baths
    • 1,100 Sq Ft

    5 Hancock St, Smithtown, NY 11787

    extremely well maintained ranch with walkout basement mostly finished. home has gleaming hw flooring throughout. central air/paver curbed expanded driveway/updated exterior(windows, roof, siding, fenced, paver walkways and slate stoop) bath has been updated as well. new furnace and roth oil tank. awning over deck, all located in quiet northern smithtown community.

    Jason Sorli Coldwell Banker American Homes

    5 Hancock St, Smithtown, NY 11787
  • /23

    $1,075,000

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

    45 Croft Ln, Smithtown, NY 11787

    This is a rare horse property set on .84 acres in one of Smithtown’s most coveted locations. Just a stones throw away from the horse trails at Blydenburgh Park and minutes to Routes 347 & 454. This expanded Cape was originally built in 1955 and extensively renovated in 2022. It offers the perfect balance of refined interior living and exceptional outdoor equestrian amenities. The home features 4

    Alan Ajit American Luxury Homes

    45 Croft Ln, Smithtown, NY 11787
  • /36

    $1,199,888

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

    17 Erita Ln, Smithtown, NY 11787

    BUYERS LOOK NO FURTHER! ALL NEW! ALL HIGH END! PRIME LOCATION! Pride of ownership and meticulous attention to detail runs all throughout this highly desirable and absolutely gorgeous diamond condition Brookfield Colonial home that is situated on a perfectly flat .32 acre corner lot in the much sought after Smithtown Royal Woods Section on a straight and flat block! 26x40 free form gas heated salt

    Jonathan Minerick HomeCoin.com

    17 Erita Ln, Smithtown, NY 11787
  • /27

    $729,888

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

    57 Birchbrook Dr, Smithtown, NY 11787

    LISTING ALSO ON ONE KEY MLS...Delivered vacant...Charming Updated 1900 sq. ft. Expanded 3/4 bedroom Cape Cod with 2 Full baths, an unfinished basement, and a 1 car garage in the Heart of the Village of the Branch.... Discover this immaculate, move-in-ready, delivered vacant beauty in the desirable Village of the Branch, a peaceful historic gem within Smithtown, Long Island. This classic Cape

    Joseph Lombardo LOMBARDO HOMES & ESTATES

    57 Birchbrook Dr, Smithtown, NY 11787
  • /41

    $890,000

    • 3 Beds
    • 2 Baths
    • 2,059 Sq Ft

    166 Grassy Pond Dr S, Smithtown, NY 11787

    Custom build in 2002 this beautiful sprawling Ranch offers significantly sized rooms. Open concept living at its best. Great Room/living room boasts dual fireplace leading into the den, which is open to the formal dining room. Large eat-in kitchen with cathedral ceiling. Sliders to the outdoor deck. Plenty of room for entertaining both inside and out. The Primary bedroom has an on-suite and

    Melissa Koppelman Signature Premier Properties

    166 Grassy Pond Dr S, 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
  • /31

    $1,048,000

    • 4 Beds
    • 2.5 Baths
    • 2,731 Sq Ft

    20 Shirley Ct, ComMacK, NY 11725

    Welcome to this stunning, totally renovated four-bedroom Colonial located in the highly desirable Commack School District. Set on a quarter-acre lot, this sun-drenched home offers a desirable open floor plan with generously sized rooms and exceptional flow for everyday living and entertaining. The brand-new kitchen and bathrooms feature modern finishes throughout, including stainless steel

    Robert Korber Signature Premier Properties

    20 Shirley Ct, ComMacK, NY 11725
  • /37

    $899,999

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

    2 Amherst Ln, Smithtown, NY 11787

    DEAL DIED!! BACK ON THE MARKET, 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

    Mahadeo Singh Triangle Realty of NY Inc

    2 Amherst Ln, Smithtown, NY 11787
  • /36

    $1,799,000

    • 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 SF - IG

    Ralph Harvey ListWithFreedom.Com

    48 River Heights Dr, Smithtown, NY 11787
  • /9

    $3,250,000

    • 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
  • /6

    $1,499,000

    • 4 Beds
    • 3.5 Baths
    • 2,600 Sq Ft

    2 Vistas Cir, Smithtown, NY 11787

    Serene Location! To Be Built. Please Note That Rendering/Photo Shown Conveys Craftsmanship of Homes Previously Built. Taxes Are Not Known At This Time. Features Include Hardwood Floors, Granite Kitchen Countertops, Choice Of Cabinets With Dove-Tail Draws & Soft Touch Close, 2 Zone Central Air Conditioning, Colonial Base Moldings & So Much More. Some Optional Features Include Venting Out For

    Lynn Anne Daly Douglas Elliman Real Estate

    2 Vistas Cir, Smithtown, NY 11787
  • /6

    $1,550,000

    • 4 Beds
    • 3.5 Baths
    • 2,600 Sq Ft

    6 Keystone Ct, Smithtown, NY 11787

    Last Home To Be Built In This Cul-de-sac. Rendering/Photo Shown Conveys Craftsmanship of Homes Previously Built. Taxes Are Not Known At This Time. Features Include Hardwood Floors, Granite Kitchen Countertops, Choice Of Cabinets With Dove-Tail Draws & Soft Touch Close, 2 Zone Central Air Conditioning, Colonial Base Moldings & So Much More. Some Optional Features Include Venting Out For Stove, A

    Lynn Anne Daly Douglas Elliman Real Estate

    6 Keystone Ct, Smithtown, NY 11787
  • /33

    $999,990

    • 4 Beds
    • 3.5 Baths
    • 2,700 Sq Ft

    45 Roundabout Rd, Smithtown, NY 11787

    Welcome to 45 Roundabout Road, a stunning 4-bedroom, 3.5-bathroom contemporary home situated on an expansive .84-acre lot in the sought-after community of Smithtown. This tranquil property is a "little piece of Nissequogue". Inside, vaulted ceilings with abundant natural lighting highlights an open and inviting floor plan. The spacious living room with large windows and wood burning fireplace

    Elaine Patterson Signature Premier Properties

    45 Roundabout Rd, Smithtown, NY 11787
  • /46

    $899,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 3 Baths
    • 2,074 Sq Ft

    16 Ursular Ct, Smithtown, NY 11787

    Step inside this Beautiful & Spacious 4 Bedroom, 3 Full Bath Farm Ranch! This home features a beautiful open floor plan with an Updated EIK with Granite Countertops & Center Island, Spacious Great Room with Tons of Natural light pouring in ,Formal dining room, Recently Updated Bathrooms including a Main Floor Full Bath w/ Radiant Heated Floors, 1st floor primary bedroom and additional

    Deborah Lettieri Signature Premier Properties

    16 Ursular Ct, Smithtown, NY 11787
  • /42

    $1,200,000 Coming Soon

    • 5 Beds
    • 4.5 Baths
    • 3,634 Sq Ft

    99 Shirley Ct, Smithtown, NY 11787

    Nestled in the highly desirable Smithtown Pines, this one-of-a-kind home offers a unique layout that's perfect for multigenerational living or for those seeking a spacious, versatile design. With five bedrooms and 4.5 baths, including two primary ensuites, this home offers exceptional accommodations - it's like getting two houses in one! The main home features a large living room that leads to an

    Christine Daddio Howard Hanna Coach

    99 Shirley Ct, Smithtown, NY 11787
  • /2

    $739,000 Coming Soon

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

    653 Meadow Rd, Smithtown, NY 11787

    Beautiful Updated Two-Level High Ranch on nearly half an acre with 10 bright rooms and duel driveways. Enjoy a large deck, fenced yard, and versatile mother-daughter setup with private and interior entrances. Conveniently located near top-rated schools. A rare opportunity for both comfortable living and strong investment potential.

    Sharlene Cao Modern Realty and Management

    653 Meadow Rd, Smithtown, NY 11787
  • /46

    $825,000

    • 3 Beds
    • 4 Baths
    • 1,717 Sq Ft

    21 Colby Dr, Kings Park, NY 11754

    Welcome to this beautifully renovated 3-bedroom, 4 full bath home Taxes have not been grieved in several years. No STAR exemption currently applied. Buyer to verify taxes!!! located in the peaceful and highly desirable neighborhood of Kings Park, just a short walk to the park, this property offers the perfect blend of comfort, convenience, and modern living. This home features a 200-amp

    Kashif Siddiqui ADKO Realty Inc

    21 Colby Dr, Kings Park, NY 11754

Home Trends in Smithtown, NY

Housing Trends

Median Sale Price
$818,000
Median Single Family Sale Price
$830,000
Median Townhouse Sale Price
$780,000
Median 2 Bedroom Sale Price
$650,000
Median 1 Bedroom Sale Price
$264,500
Average Price Per Sq Ft
$416
Number of Homes for Sale
33
Last 12 months Home Sales
306
Months of Supply
1.30
Median List Price
$799,000
Median Change From 1st List Price
-3%
Median Home Sale Price YoY Change
8%
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