13,237

Smithtown, NY Homes

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  • 25 Haskel Ln, Smithtown, NY 11787
    25 Haskel Ln, Smithtown, NY 11787
    25 Haskel Ln, Smithtown, NY 11787
    /18

    $839,999

    Pending
    • 5 Beds
    • 2.5 Baths
    • 2,800 Sq Ft

    25 Haskel Ln, Smithtown, NY 11787

    Welcome to this beautiful renovated colonial close to Stony Brook Hospital and University. Features 5 bedrooms and 2.5 recently renovated bathrooms. Home has real wood flooring, tile and carpet 1000 gallon in ground oil tank. The Long Island Sound and down town Old Stony Brook are less than 1 mile from this property. Home comes with solar panels (not leased but owned). A 500 sq ft extension has

    Glenn Meyer Listing Pro Realty Services

    25 Haskel Ln, Smithtown, NY 11787
  • 355 Route 111 Unit 26, Smithtown, NY 11787

    $260,000

    Sold Sep 05, 2025

    355 Route 111 Unit 26, Smithtown, NY 11787

    • 1 Bed
    • 1 Bath
    • 950 Sq Ft
    • Built 1964

    Last Sold Summary

    • 4% Above List Price
    • $274/SF
    • 29 Days On Market

    Current Estimated Value $275,000

    Last Listing Agent LeighAnn Wulff OverSouth LLC

    355 Route 111 Unit 26, Smithtown, NY 11787
  • 45 Woodland Dr, Smithtown, NY 11787
    45 Woodland Dr, Smithtown, NY 11787
    45 Woodland Dr, Smithtown, NY 11787
    /50

    $945,000

    $45K PRICE DROP Pending
    • 5 Beds
    • 3 Baths
    • 2,537 Sq Ft

    45 Woodland Dr, Smithtown, NY 11787

    Location, Location, Location!!! This classic, VERY spacious and well maintained farm ranch home has loads of character and charm with hardwood floors throughout. 5-bedrooms, 3 full -baths and 2 car garage set on a picturesque, quite, tree lined and manicured street. This lovely and traditional home blends timeless elegance with thoughtful updates and TONS of storage. Some recent improvements

    Veronica Mannarino Douglas Elliman Real Estate

    45 Woodland Dr, Smithtown, NY 11787
  • 34A Oak St, Smithtown, NY 11787

    $950,000

    Sold Sep 02, 2025

    34A Oak St, Smithtown, NY 11787

    • 6 Beds
    • 3 Baths
    • 2,504 Sq Ft
    • Built 1971

    Last Sold Summary

    • 6% Above List Price
    • $379/SF
    • 17 Days On Market

    Current Estimated Value $996,810

    Last Listing Agent John Sanders Shea & Sanders Real Estate Inc

    34A Oak St, Smithtown, NY 11787
  • 18 Lehigh Dr, Smithtown, NY 11787
    18 Lehigh Dr, Smithtown, NY 11787
    18 Lehigh Dr, Smithtown, NY 11787
    /27

    $750,000

    Pending
    • 4 Beds
    • 2 Baths
    • 1,629 Sq Ft

    18 Lehigh Dr, Smithtown, NY 11787

    "ALL BINDERS ARE OFF" Location, Location, Location! Welcome to your dream home! This beautifully renovated 4-bedroom, 3-bathroom high ranch offers approximately 1,992 sqft of modern living space in the Smithtown School District. Perfect for family living, this home features gas heat, gas cooking, and hardwood floors. The beautiful, bright living area flows into a 5-year-old kitchen featuring

    Sahra Mansouri Afati Realty Connect USA L I Inc

    18 Lehigh Dr, Smithtown, NY 11787
  • 75 Parnell Dr, Smithtown, NY 11787

    $840,000

    Sold Nov 12, 2025

    75 Parnell Dr, Smithtown, NY 11787

    • 5 Beds
    • 2 Baths
    • 1,892 Sq Ft
    • Built 1962

    Last Sold Summary

    • 2% Above List Price
    • $444/SF
    • 11 Days On Market

    Current Estimated Value $844,863

    Last Listing Agent Madeline Worontzoff Signature Premier Properties

    75 Parnell Dr, Smithtown, NY 11787
  • 19 Knoll Ln, Smithtown, NY 11787
    19 Knoll Ln, Smithtown, NY 11787
    19 Knoll Ln, Smithtown, NY 11787
    /35

    $965,000

    Open Sun 11:30AM - 1PM
    • 4 Beds
    • 2.5 Baths
    • 2,471 Sq Ft

    19 Knoll Ln, Smithtown, NY 11787

    Welcome to 19 Knoll Lane, Smithtown — Where Comfort Meets EleganceNestled in the heart of Smithtown, this stunning 4-bedroom, 2.5-bath colonial is the home you've been waiting for. From the moment you step inside, you'll be captivated by the thoughtfully designed layout that perfectly balances everyday living with sophisticated entertaining.The spacious formal living room and formal

    Marie Sottile Coldwell Banker M&D Good Life

    19 Knoll Ln, Smithtown, NY 11787
  • 49 Dorchester Rd, Smithtown, NY 11787

    $919,000

    Sold Dec 19, 2025

    49 Dorchester Rd, Smithtown, NY 11787

    • 4 Beds
    • 2.5 Baths
    • 2,200 Sq Ft
    • Built 1968

    Last Sold Summary

    • $418/SF
    • 25 Days On Market

    Current Estimated Value $924,788

    Last Listing Agent Justin Soriano Signature Premier Properties

    49 Dorchester Rd, Smithtown, NY 11787
  • 2 Vistas Cir, Smithtown, NY 11787
    2 Vistas Cir, Smithtown, NY 11787
    2 Vistas Cir, Smithtown, NY 11787
    /6

    $1,499,000

    New Construction
    • 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
  • 1 Park Ct, Smithtown, NY 11787

    $800,000

    Sold Apr 22, 2026

    1 Park Ct, Smithtown, NY 11787

    • 4 Beds
    • 3 Baths
    • 1,900 Sq Ft
    • Built 1979

    Last Sold Summary

    • 10% Above List Price
    • $421/SF
    • 10 Days On Market

    Current Estimated Value $796,995

    Last Listing Agent JoAnn Aronson Signature Premier Properties

    1 Park Ct, Smithtown, NY 11787
  • 591 Meadow Rd, Kings Park, NY 11754
    591 Meadow Rd, Kings Park, NY 11754
    591 Meadow Rd, Kings Park, NY 11754
    /50

    $789,999

    Pending
    • 4 Beds
    • 3 Baths
    • 2,038 Sq Ft

    591 Meadow Rd, Kings Park, NY 11754

    Located in Smithtown School District w/Kings Park mailing address. This Beautiful 4 Bedroom , 3 Full Baths Hi Ranch as a flexible floor plan perfect for extended family or possible extra income. Lowerlevel has separate entrance w/Full bath, Bedroom, Den w/fireplace and Custom Built-In Shelves, Playroom, Laundry. Walk-In Storage closet and access to Garage. Main level includes updated Kitchen

    Michele Phelps Vachier Realty Connect USA L I Inc

    591 Meadow Rd, Kings Park, NY 11754
  • 32 Hemlock Ln, Smithtown, NY 11787

    $840,000

    Sold Nov 05, 2025

    32 Hemlock Ln, Smithtown, NY 11787

    • 4 Beds
    • 4 Baths
    • 3,000 Sq Ft
    • Built 1975

    Last Sold Summary

    • 2% Above List Price
    • $280/SF
    • 11 Days On Market

    Current Estimated Value $869,998

    Last Listing Agent Felicita Cartagena Nocella Property Professionals Realty

    32 Hemlock Ln, Smithtown, NY 11787
  • 3 Baylor Dr, Smithtown, NY 11787
    3 Baylor Dr, Smithtown, NY 11787
    3 Baylor Dr, Smithtown, NY 11787
    /20

    $799,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    3 Baylor Dr, Smithtown, NY 11787

    Move right into this diamond 3BR, 2 BA ranch located in the highly desired college section of Smithtown! Brand new kitchen, (2025) with brand new SS appliances (2025) opens up to a tastefully renovated open concept living space. Newly refinished hardwood floors flow seamlessly throughout entire home with the exception of primary bedroom which is new Luxury vinyl. Roof, siding, windows and CAC all

    Robin Rosenberg Signature Premier Properties

    3 Baylor Dr, Smithtown, NY 11787
  • 21 Kent Place, Smithtown, NY 11787

    $915,000

    Sold Oct 10, 2025

    21 Kent Place, Smithtown, NY 11787

    • 4 Beds
    • 2.5 Baths
    • 2,500 Sq Ft
    • Built 1991

    Last Sold Summary

    • 2% Above List Price
    • $366/SF
    • 26 Days On Market

    Current Estimated Value $934,659

    Last Listing Agent Michele Targovnik Daniel Gale Sothebys Intl Rlty

    21 Kent Place, Smithtown, NY 11787
  • 589 Landing Ave, Smithtown, NY 11787
    589 Landing Ave, Smithtown, NY 11787
    589 Landing Ave, Smithtown, NY 11787
    /44

    $1,686,000

    Open Sun 2PM - 4PM $102K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 3,851 Sq Ft

    589 Landing Ave, Smithtown, NY 11787

    Nestled at the end of a private long drive shared with only 2 other homes and Not directly on Landing, this magnificent custom brick home offering Luxurious living space on a private 1.2 acre setting. features include a dramatic two-story grand entry foyer with two staircases, soaring vaulted ceilings, gourmet chef's kitchen with cherry cabinetry, granite countertops and Viking appliances,

    Jin Tao Realty Connect USA L I Inc

    589 Landing Ave, Smithtown, NY 11787
  • 58 Oak St, Smithtown, NY 11787

    $830,000

    Sold Aug 11, 2025

    58 Oak St, Smithtown, NY 11787

    • 4 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • Built 1965

    Last Sold Summary

    • 2% Below List Price
    • $415/SF
    • 41 Days On Market

    Current Estimated Value $856,727

    Last Listing Agent Tammy Gatto Signature Premier Properties

    58 Oak St, Smithtown, NY 11787
  • 39 Merrimack Rd, Smithtown, NY 11787
    39 Merrimack Rd, Smithtown, NY 11787
    39 Merrimack Rd, Smithtown, NY 11787
    /11

    $725,000

    $6K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 1,970 Sq Ft

    39 Merrimack Rd, Smithtown, NY 11787

    Welcome to Willow Wood Townhouses! Proudly offered by its original owner since 1998, this meticulously maintained Cedar Wood model is a rare find. Lightly used over the years due to extensive European travel, this home is in true diamond condition and presents like a time capsule—showcasing the quality and craftsmanship of the original build. The spacious layout offers a bright eat-in kitchen

    Lisa Semeraro Kerrigan Country Realty

    39 Merrimack Rd, Smithtown, NY 11787
  • 15 Penn Dr, Smithtown, NY 11787

    $750,000

    Sold Mar 02, 2026

    15 Penn Dr, Smithtown, NY 11787

    • 3 Beds
    • 1.5 Baths
    • 1,118 Sq Ft
    • Built 1961

    Last Sold Summary

    • 12% Above List Price
    • $671/SF
    • 30 Days On Market

    Current Estimated Value $739,507

    Last Listing Agent Ashley Miller Realty Connect USA L I Inc

    15 Penn Dr, Smithtown, NY 11787
  • 26 Stone Gate Ct, Smithtown, NY 11787
    26 Stone Gate Ct, Smithtown, NY 11787
    26 Stone Gate Ct, Smithtown, NY 11787
    /30

    $830,000

    Open Sun 12PM - 2PM $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,265 Sq Ft

    26 Stone Gate Ct, Smithtown, NY 11787

    Move right into this renovated, Townhouse, with 3-bedrooms, 2.5 bathrooms, full basement, 1-car garage, with updated designer kitchen with quartz counters and stainless-steel appliances, updated bathrooms, new flooring/carpeting, fresh paint, etc. Close to local shopping, transportation and amenities. Don’t miss out on this opportunity! Grass photos were digitally enhanced.

    Todd Yovino Island Advantage Realty LLC

    26 Stone Gate Ct, Smithtown, NY 11787
  • 677 Meadow Rd, Smithtown, NY 11787

    $850,000

    Sold Jan 08, 2026

    677 Meadow Rd, Smithtown, NY 11787

    • 4 Beds
    • 2.5 Baths
    • 2,080 Sq Ft
    • Built 1971

    Last Sold Summary

    • $409/SF
    • 55 Days On Market

    Current Estimated Value $871,057

    Last Listing Agent Melissa D'Angelo Compass Greater NY LLC

    677 Meadow Rd, Smithtown, NY 11787
  • 10 Smithtown Blvd Unit 6A, Smithtown, NY 11787
    10 Smithtown Blvd Unit 6A, Smithtown, NY 11787
    10 Smithtown Blvd Unit 6A, Smithtown, NY 11787
    /26

    $374,999

    $45K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 820 Sq Ft

    10 Smithtown Blvd Unit 6A, Smithtown, NY 11787

    PRICE REDUCTION, BACK ON MARKET! Welcome to 10 Smithtown Boulevard, Unit 6A, a beautifully redesigned main-level residence offering elevated co-op living in the highly sought-after Smithtown School District. Completely transformed with modern finishes and thoughtful design, this home combines the comfort of a high-end residence with the value of co-op ownership. Sunlit interiors, seamless flow,

    Mark Brode Signature Premier Properties

    10 Smithtown Blvd Unit 6A, Smithtown, NY 11787
  • 5 Hills Park Ln, Smithtown, NY 11787

    $1,295,000

    Sold Sep 16, 2025

    5 Hills Park Ln, Smithtown, NY 11787

    • 4 Beds
    • 4 Baths
    • 3,430 Sq Ft
    • Built 1969

    Last Sold Summary

    • 10% Above List Price
    • $378/SF
    • 12 Days On Market

    Current Estimated Value $1,311,551

    Last Listing Agent Cecelia Schmidt Coldwell Banker American Homes

    5 Hills Park Ln, Smithtown, NY 11787
  • 65 Redan Dr, Smithtown, NY 11787
    65 Redan Dr, Smithtown, NY 11787
    65 Redan Dr, Smithtown, NY 11787
    /46

    $1,177,000

    Pending
    • 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
  • 25 Estate Rd, Smithtown, NY 11787

    $755,000

    Sold Feb 11, 2026

    25 Estate Rd, Smithtown, NY 11787

    • 4 Beds
    • 2 Baths
    • 2,016 Sq Ft
    • Built 1951

    Last Sold Summary

    • 4% Above List Price
    • $375/SF
    • 18 Days On Market

    Current Estimated Value $822,391

    Last Listing Agent Nicholas Zestanakis Keller Williams Rlty Landmark

    25 Estate Rd, Smithtown, NY 11787
  • 95 Grassy Pond Dr, Smithtown, NY 11787
    95 Grassy Pond Dr, Smithtown, NY 11787
    95 Grassy Pond Dr, Smithtown, NY 11787
    /50

    $1,430,000

    New Construction Pending
    • 4 Beds
    • 2.5 Baths
    • 2,649 Sq Ft

    95 Grassy Pond Dr, Smithtown, NY 11787

    Welcome to this stunning new construction Colonial located in the highly desirable Smithtown Pines community within the Hauppauge School District. Situated on a flat .50-acre property, this exceptional 4 bedroom, 2.5 bath home offers luxury finishes, soaring ceilings, and an open-concept floor plan perfect for everyday living and entertaining. Step inside to a dramatic curved staircase and

    Christine Daddio Howard Hanna Coach

    95 Grassy Pond Dr, Smithtown, NY 11787
  • 4 Charter Ln, Smithtown, NY 11787

    $880,000

    Sold Sep 18, 2025

    4 Charter Ln, Smithtown, NY 11787

    • 5 Beds
    • 2.5 Baths
    • 2,144 Sq Ft
    • Built 1968

    Last Sold Summary

    • 4% Above List Price
    • $410/SF
    • 26 Days On Market

    Current Estimated Value $917,918

    Last Listing Agent Carol Rodriguez List 2 Sell Inc

    4 Charter Ln, Smithtown, NY 11787

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