Smithtown, NY Homes

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  $895,000

  • 4 Beds
  • 3.5 Baths
  • 2,800 Sq Ft

  14 Hills Park Ln, Smithtown, NY 11787

  Welcome to 14 Hills Park Lane ~ Smithtown, NY.Located in the The Pines, a highly desired location with beautiful properties and proximity to major roadways and shopping, this expansive four bedroom ranch sits beautifully on a full usable acre+ lot with mature trees and landscaping. A graceful paver walkway leads to the covered front porch and welcomes you in to its generous entry foyer. At

  Lynn Sabatelle Daniel Gale Sothebys Intl Rlty

  14 Hills Park Ln, Smithtown, NY 11787
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  $999,999 Sold Jun 30, 2025

  4 Crystal Ct, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,700 Sq Ft
  • Built 2000

  Last Sold Summary

  • 5% Above List Price
  • $370/SF
  • 13 Days On Market

  Current Estimated Value $1,036,467

  Last Listing Agent Scott Paisley Signature Premier Properties

  4 Crystal Ct, Smithtown, NY 11787
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  Est $967,438 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,222 Sq Ft

  51 Woodland Ln, Smithtown, NY 11787

  51 Woodland Ln, Smithtown, NY 11787
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  $599,000 Coming Soon

  • 5 Beds
  • 2 Baths
  • 1,363 Sq Ft

  55 Waverly Ave, Smithtown, NY 11787

  Modern Luxury Meets Heart-of-Town Convenience! Step into a meticulously updated retreat at 55 Waverly Avenue. This stunning 4–5 bedroom residence welcomes you with a beautifully designed modern kitchen and sleek, newly renovated bathrooms. The flexible floor plan adapts effortlessly to your lifestyle, perfect room for a home office, guest suite, or creative space. Completely move-in ready and

  Pinuccia Bongiorno BERKSHIRE HATHAWAY

  55 Waverly Ave, Smithtown, NY 11787
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  $772,000 Sold Oct 09, 2025

  24 Ursular Ct, Smithtown, NY 11787

  • 3 Beds
  • 1.5 Baths
  • 2,167 Sq Ft
  • Built 1955

  Last Sold Summary

  • 2% Above List Price
  • $356/SF
  • 40 Days On Market

  Current Estimated Value $763,387

  Last Listing Agent Kerrilynn Prokop Signature Premier Properties

  24 Ursular Ct, Smithtown, NY 11787
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  Est $1,043,529 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,222 Sq Ft

  47 Woodland Ln, Smithtown, NY 11787

  47 Woodland Ln, Smithtown, NY 11787
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  /22

  $729,888 Open Sat 1PM - 3PM

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

  1 Park Ct, Smithtown, NY 11787

  Looks can be deceiving...Welcome home to this beautifully updated, sprawling expanded ranch where space, light, and comfort come together effortlessly. Offering 3–4 bedrooms and 3 full baths, this home is thoughtfully designed to adapt to every stage of life. Sunlight pours through oversized windows, filling each room with warmth and energy. The heart of the home is the inviting eat-in kitchen

  JoAnn Aronson Signature Premier Properties

  1 Park Ct, Smithtown, NY 11787
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  $825,000 Sold Jan 22, 2026

  106 Fifty Acre Rd S, Smithtown, NY 11787

  • 5 Beds
  • 2.5 Baths
  • 3,001 Sq Ft
  • Built 1968

  Last Sold Summary

  • 9% Above List Price
  • $275/SF
  • 10 Days On Market

  Last Listing Agent Sarah Fox Signature Premier Properties

  106 Fifty Acre Rd S, Smithtown, NY 11787
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  Est $1,282,392 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,448 Sq Ft

  45 Woodland Ln, Smithtown, NY 11787

  45 Woodland Ln, Smithtown, NY 11787
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  $669,000 Pending

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

  15 Penn Dr, Smithtown, NY 11787

  Welcome to this beautifully maintained mid-century modern 3 bedroom 2 bath ranch in the heart of all that Smithtown/Saint James has to offer! Located in the desirable “College Section” this charming single level home features a classic front facing gable design, an inviting oversized carport, and immaculate landscaping that truly enhances its curb appeal! Beautiful park like yard, entertainers

  Ashley Miller Realty Connect USA L I Inc

  15 Penn Dr, Smithtown, NY 11787
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  $900,000 Sold Dec 18, 2025

  9 Lorraine Ct, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • Built 1982

  Last Sold Summary

  • $375/SF
  • 18 Days On Market

  Last Listing Agent Lori Zamore Signature Premier Properties

  9 Lorraine Ct, Smithtown, NY 11787
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  Est $802,556 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,448 Sq Ft

  24 Grassy Pond Dr, Smithtown, NY 11787

  24 Grassy Pond Dr, Smithtown, NY 11787
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  $2,988,888

  • 4 Beds
  • 5 Baths
  • 7,000 Sq Ft

  7 Riverview Terrace, Smithtown, NY 11787

  Welcome to 7 Riverview Terrace, an exceptional waterfront residence. Every inch of this home reflects modern Long Island luxury, designed for those who appreciate architecture, innovation, and tranquility in perfect harmony. With sweeping views of the Nissequogue River and a sense of privacy that feels worlds away, this home defines the North Shore lifestyle at its highest level. From the moment

  Vincent Chiaramonte Signature Premier Properties

  7 Riverview Terrace, Smithtown, NY 11787
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  $1,250,000 Sold Jun 13, 2025

  14 Franciscan Ln, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,742 Sq Ft
  • Built 2006

  Last Sold Summary

  • 19% Above List Price
  • $456/SF
  • 14 Days On Market

  Current Estimated Value $1,246,253

  Last Listing Agent Cecelia Schmidt Coldwell Banker American Homes

  14 Franciscan Ln, Smithtown, NY 11787
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  Est $1,102,671 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,074 Sq Ft

  6 Fairoaks Ln, Smithtown, NY 11787

  6 Fairoaks Ln, Smithtown, NY 11787
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  $1,864,000

  • 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
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  $735,000 Sold Feb 14, 2025

  17 Sheppard Ln, Smithtown, NY 11787

  • 4 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • Built 1963

  Last Sold Summary

  • 5% Above List Price
  • $432/SF
  • 13 Days On Market

  Current Estimated Value $775,779

  Last Listing Agent Beth Lowe Douglas Elliman Real Estate

  17 Sheppard Ln, Smithtown, NY 11787
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  Est $817,854 Not Listed For Sale

  • 4 Beds
  • 3 Baths

  32 Ledgewood Dr, Smithtown, NY 11787

  32 Ledgewood Dr, Smithtown, NY 11787
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  $670,000 Pending

  • 4 Beds
  • 3 Baths
  • 1,785 Sq Ft

  26 Lindner Place, Smithtown, NY 11787

  Welcome to this updated 4-bedroom, 3-bath ranch nestled on a spacious 1-acre lot in the highly sought-after Smithtown Possible subdivision.

  Marlon Paul Voro LLC

  26 Lindner Place, Smithtown, NY 11787
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  $740,000 Sold Mar 21, 2025

  44 Grandview Ln, Smithtown, NY 11787

  • 5 Beds
  • 2.5 Baths
  • 3,071 Sq Ft
  • Built 1964

  Last Sold Summary

  • 9% Above List Price
  • $241/SF
  • 20 Days On Market

  Current Estimated Value $822,417

  Last Listing Agent Laura Johanson Coldwell Banker American Homes

  44 Grandview Ln, Smithtown, NY 11787
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  Est $759,919 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,051 Sq Ft

  62 Amsterdam Rd, Smithtown, NY 11787

  62 Amsterdam Rd, Smithtown, NY 11787
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  $779,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,617 Sq Ft

  175 Evergreen Ave, Smithtown, NY 11787

  Beautifully renovated split-level home set on manicured, park-like grounds—truly move-in ready with exceptional pride of ownership throughout. Step inside to hardwood floors and a bright, open living room featuring vaulted ceilings and a cozy electric fireplace. The stunning kitchen offers quartz countertops, sleek black stainless steel appliances, and tile flooring, perfect for both everyday

  Michelle Norris Signature Premier Properties

  175 Evergreen Ave, Smithtown, NY 11787
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  $2,200,000 Sold Apr 14, 2025

  100 Riverview Terrace, Smithtown, NY 11787

  • 4 Beds
  • 4 Baths
  • 3,700 Sq Ft
  • Built 2010

  Last Sold Summary

  • $595/SF
  • 190 Days On Market

  Current Estimated Value $2,318,333

  Last Listing Agent Anthony Perrotta Signature Premier Properties

  100 Riverview Terrace, Smithtown, NY 11787
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  Est $867,012 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,601 Sq Ft

  4 Belford Ln, Smithtown, NY 11787

  4 Belford Ln, Smithtown, NY 11787
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  /50

  $999,999 Pending

  • 4 Beds
  • 2.5 Baths

  271 N Country Rd, Smithtown, NY 11787

  Introducing one of the most elegant, exquisite, and high-end new construction homes to ever hit the market in the highly coveted Smithtown School District—this custom-built 4-bedroom, 2.5-bath colonial is set on a private 3/4-acre lot and showcases craftsmanship, design, and luxury at every turn. Set back from the road, the home welcomes you with a private blacktop driveway with cobblestone

  Bryan Karp Coldwell Banker American Homes

  271 N Country Rd, Smithtown, NY 11787
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  $800,000 Sold Jul 09, 2025

  467 Landing Ave, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 1,094 Sq Ft
  • Built 1900

  Last Sold Summary

  • 23% Above List Price
  • $731/SF
  • 20 Days On Market

  Current Estimated Value $802,183

  Last Listing Agent Ed Shine Shine Realty Group

  467 Landing Ave, Smithtown, NY 11787
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  Est $818,524 Not Listed For Sale

  • 4 Beds
  • 2 Baths

  10 Belford Ln, Smithtown, NY 11787

  10 Belford Ln, Smithtown, NY 11787
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  $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
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  $785,000 Sold Mar 20, 2025

  23 Dunedin St, Smithtown, NY 11787

  • 5 Beds
  • 2.5 Baths
  • 2,865 Sq Ft
  • Built 1967

  Last Sold Summary

  • 2% Below List Price
  • $274/SF
  • 106 Days On Market

  Current Estimated Value $865,118

  Last Listing Agent Denise Lanzarone Keller Williams Points North

  23 Dunedin St, Smithtown, NY 11787
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  Est $740,661 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,235 Sq Ft

  27 Morewood Dr, Smithtown, NY 11787

  27 Morewood Dr, Smithtown, NY 11787
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  /22

  $559,000 Pending

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

  10 Grand St, Smithtown, NY 11787

  Here's your chance to own a home in the beautiful town of Smithtown! This house is ready for you to make it your own. Featuring three bedrooms with oak floors under the carpeting, and two and half bathrooms, living room, spacious dining room. den with a brick wall that surrounds a wood burning fireplace. Also, it has a large family room steps down from the eat in kitchen with a wood burning stove

  Janet Hewitt Coldwell Banker American Homes

  10 Grand St, Smithtown, NY 11787
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  $787,500 Sold Jul 01, 2025

  12 Graystone Ln, Smithtown, NY 11787

  • 3 Beds
  • 3 Baths
  • 1,250 Sq Ft
  • Built 1980

  Last Sold Summary

  • 13% Above List Price
  • $630/SF
  • 13 Days On Market

  Current Estimated Value $787,176

  Last Listing Agent Natalia Hernandez Lopez DirectKey Properties LLC

  12 Graystone Ln, Smithtown, NY 11787
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  Est $813,886 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths

  4 Norwalk Ln, Smithtown, NY 11787

  4 Norwalk Ln, Smithtown, NY 11787
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  $899,000 Pending

  • 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
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  $580,000 Sold Sep 18, 2025

  347 Forest Ln, Smithtown, NY 11787

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1961

  Last Sold Summary

  • 16% Above List Price
  • $580/SF
  • 53 Days On Market

  Current Estimated Value $574,461

  Last Listing Agent Edward Martella HomeSmart Premier Living Rlty

  347 Forest Ln, Smithtown, NY 11787
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  Est $865,845 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,114 Sq Ft

  11 Woodrow Ln, Smithtown, NY 11787

  11 Woodrow Ln, Smithtown, NY 11787
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  $499,000 Pending

  • 1 Bed
  • 1 Bath
  • 1,025 Sq Ft

  305 Terry Rd, Smithtown, NY 11787

  Discover The Charm Of This Cozy One-Bedroom, One-Bath Ranch Style Home Situated On .42 Acre Property. Nestled On Top Of a Hill and Set Back From The Main Road With Driveway Access Through A Quiet Cul-De-Sac. This Charming Home Welcomes You With A Bright, Open Kitchen Featuring Gas Cooking, Stainless Steel Appliances, a Spacious Family Room With Vaulted Ceiling, a Large Bedroom, and a Beautifully

  Lori Zamore Signature Premier Properties

  305 Terry Rd, Smithtown, NY 11787
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  $745,000 Sold Aug 27, 2025

  2 Cornell Ct N, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 1,305 Sq Ft
  • Built 1955

  Last Sold Summary

  • 6% Above List Price
  • $571/SF
  • 11 Days On Market

  Current Estimated Value $751,126

  Last Listing Agent Kate Works Compass Greater NY LLC

  2 Cornell Ct N, Smithtown, NY 11787
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  Est $829,997 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,800 Sq Ft

  12 Dana Ln, Smithtown, NY 11787

  12 Dana Ln, Smithtown, NY 11787
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  $799,999 Open Sat 1PM - 3PM

  • 5 Beds
  • 3.5 Baths
  • 2,521 Sq Ft

  25 Sheryl Crescent, Smithtown, NY 11787

  Welcome to 25 Sheryl Crescent!! This beautifully maintained 5 Bedroom, 3.5 Bath home with newly updated features includes the following... A spacious Entry Foyer W Coat Closet, EIK w/ granite countertops and SS appliances, Family room w/ FP & Wall of Glass with lots of Natural Light coming in, Formal dining room, Formal living room W Cathedral Ceilings , main-floor laundry room, powder room

  Deborah Lettieri Signature Premier Properties

  25 Sheryl Crescent, Smithtown, NY 11787

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