Smithtown, NY Homes

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  /28

  $1,075,000

  $104K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,400 Sq Ft

  20 Oak Tree Dr, Smithtown, NY 11787

  Beautiful spacious ranch in the desirable Village of the branch. Four beds, 3 full baths. Fourth bedroom is separate with its own bath. Could be an office or a place for mom. Nestled in .69 acres of park like property, very private with a large patio, perfect for entertaining. Close to all; schools, shopping, hospitals, railroad with easy access to the LIE and Northern State Pkwy. Move right in

  Barbara Llobell Realty Connect USA L I Inc

  20 Oak Tree Dr, Smithtown, NY 11787
• 

  $729,000

  Sold Nov 25, 2025

  108 Hidden Ponds Cir, Smithtown, NY 11787

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • Built 1986

  Last Sold Summary

  • $405/SF
  • 10 Days On Market

  Current Estimated Value $758,193

  Last Listing Agent Alanna Buz Douglas Elliman Real Estate

  108 Hidden Ponds Cir, Smithtown, NY 11787
• 

  Est $994,089

  Not Listed For Sale

  17 Stengel Place, Smithtown, NY 11787

  • 4 Beds
  • 4 Baths
  • 3,056 Sq Ft
  • Built 1959

  17 Stengel Place, Smithtown, NY 11787

  Last Sold Summary

  • 22 Days On Market
• 

  

  

  /36

  $879,000

  Open Sat 11AM - 1PM

  • 4 Beds
  • 2.5 Baths
  • 2,341 Sq Ft

  23 Hurtin Blvd, Smithtown, NY 11787

  Four Bedroom Two and Half Bath Brookfield Colonial with Two Car Attached Garage, Covered Front Porch, 16x32' Inground Pool & Paver Patio, with Fenced Rear Yard. Natural Gas Heat, 150 Amp Electric, Hardwood Floors, Tile & Wall-to-Wall Carpet. Step Down Rear Den with Woodburning Fireplace W/ Stove Insert. Updated Eat-in-Kitchen with Granite Tops & Stainless-Steel Appliances, Gas Cooktop. Formal

  Eric Neitzel DeBarbieri Assoc Inc

  23 Hurtin Blvd, Smithtown, NY 11787
• 

  $1,900,000

  Sold Oct 31, 2025

  4 Nadia Ct, Smithtown, NY 11787

  • 5 Beds
  • 4.5 Baths
  • 4,677 Sq Ft
  • Built 2007

  Last Sold Summary

  • 12% Below List Price
  • $406/SF
  • 96 Days On Market

  Current Estimated Value $2,124,333

  Last Listing Agent Lina Lopes Douglas Elliman Real Estate

  4 Nadia Ct, Smithtown, NY 11787
• 

  Est $948,699

  Not Listed For Sale

  2 Ursular Ct, Smithtown, NY 11787

  • 4 Beds
  • 3.5 Baths
  • Built 1970

  2 Ursular Ct, Smithtown, NY 11787

  Last Sold Summary

  • 33 Days On Market
• 

  

  /20

  $1,300,000

  New Construction Pending

  • 4 Beds
  • 2.5 Baths
  • 2,841 Sq Ft

  14 Sycamore Place, Smithtown, NY 11787

  3 LOTS LEFT!!! THE BRIDGEHAMPTON (2841 sqft base, with an option of a bonus room to bring total sqft to 3,114 SF): 4bdrm-2.5ba Center Hall Modern Farmhouse, (our most cutting edge design). Features include 2-story foyer, a spanning almost 50' open kitchen-dining-great room combination perfect for entertaining, and front or side-entry 2-car garage. This home is easily customizable into a 5/6 bdrm

  Paul Musso Realty Connect USA L I Inc

  14 Sycamore Place, Smithtown, NY 11787
• 

  $850,000

  Sold Dec 23, 2025

  305 Devon Ln, Smithtown, NY 11787

  • 3 Beds
  • 2.5 Baths
  • 2,113 Sq Ft
  • Built 1961

  Last Sold Summary

  • 9% Above List Price
  • $402/SF
  • 21 Days On Market

  Current Estimated Value $849,553

  Last Listing Agent Lynn Witz Howard Hanna Coach

  305 Devon Ln, Smithtown, NY 11787
• 

  Est $968,511

  Not Listed For Sale

  37 River Heights Dr, Smithtown, NY 11787

  • 5 Beds
  • 2.5 Baths
  • 2,368 Sq Ft
  • Built 1964

  37 River Heights Dr, Smithtown, NY 11787

  Last Sold Summary

  • 14 Days On Market
• 

  

  /44

  $999,000

  Pending

  • 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
• 

  $650,000

  Sold Oct 06, 2025

  48 Crocus Ln, ComMacK, NY 11725

  • 4 Beds
  • 3 Baths
  • 1,800 Sq Ft
  • Built 1957

  Last Sold Summary

  • $361/SF
  • 43 Days On Market

  Current Estimated Value $690,080

  Last Listing Agent Lorraine Marotta Signature Premier Properties

  48 Crocus Ln, ComMacK, NY 11725
• 

  Est $880,863

  Not Listed For Sale

  35 River Heights Dr, Smithtown, NY 11787

  • 3 Beds
  • 3 Baths

  35 River Heights Dr, Smithtown, NY 11787

  Last Sold Summary

  • 215 Days On Market
• 

  

  /13

  $1,150,000

  • 4 Beds
  • 3 Baths
  • 1,974 Sq Ft

  45 Croft Ln, Smithtown, NY 11787

  Nestled on a sprawling and picturesque property in the heart of Smithtown, this whole house renovated in year 2022, 4-bedroom, 3-bathroom residence offers the perfect blend of privacy, space, and country-style living and very close the horse trails at Blydenburgh Park and minutes to Routes 347 & 454. Set on beautifully maintained grounds, the property features its own horse stable and equestrian

  Min Xiao Welhome Realty Inc

  45 Croft Ln, Smithtown, NY 11787
• 

  $1,175,000

  Sold Apr 09, 2026

  17 Thide Ct, Smithtown, NY 11787

  • 5 Beds
  • 2.5 Baths
  • 3,495 Sq Ft
  • Built 1967

  Last Sold Summary

  • 10% Below List Price
  • $336/SF
  • 66 Days On Market

  Current Estimated Value $1,188,323

  Last Listing Agent Maryanne Perillo Coldwell Banker American Homes

  17 Thide Ct, Smithtown, NY 11787
• 

  Est $1,078,028

  Not Listed For Sale

  55 River Heights Dr, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,730 Sq Ft
  • Built 1963

  55 River Heights Dr, Smithtown, NY 11787

  Last Sold Summary

  • 7 Days On Market
• 

  

  /39

  $769,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,162 Sq Ft

  14 Ursular Ct, Smithtown, NY 11787

  Welcome to 14 Ursular Court located in the heart of North Smithtown!!! This Charming updated Ranch features an entry foyer way, Kitchen w/ butcher block counter tops and SS Appliances, Dining area, cozy living room area w/ dual faced woodburning fireplace, Primary Bedroom, two additional bedrooms and full hall bathroom... Downstairs you will find a finished basement w/ kitchenette, an additional

  Deborah Lettieri Signature Premier Properties

  14 Ursular Ct, Smithtown, NY 11787
• 

  $915,000

  Sold Aug 15, 2025

  83 River Heights Dr, Smithtown, NY 11787

  • 4 Beds
  • 3 Baths
  • 2,100 Sq Ft
  • Built 1967

  Last Sold Summary

  • 2% Above List Price
  • $436/SF
  • 21 Days On Market

  Current Estimated Value $943,213

  Last Listing Agent Tracy Boucher Signature Premier Properties

  83 River Heights Dr, Smithtown, NY 11787
• 

  Est $502,290

  Not Listed For Sale

  765 Meadow Rd, Smithtown, NY 11787

  • 2 Beds
  • 1 Bath
  • 503 Sq Ft
  • Built 1949

  765 Meadow Rd, Smithtown, NY 11787

  Last Sold Summary

  • 135 Days On Market
• 

  

  /29

  $1,099,999

  Open Sat 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,239 Sq Ft

  17 Lower Rd, Smithtown, NY 11787

  Welcome to this beautifully updated 4 bedroom, 2.5 bath Colonial, nestled at the end of quiet dead-end street in the desirable Town of Smithtown. From the moment you arrive, the newly paved circular driveway, manicured grounds, and exceptional curb appeal set the stage for what awaits inside. Step through the front door into a stunning open foyer where natural light and elegant design create an

  Janet Foley Daniel Gale Sothebys Intl Rlty

  17 Lower Rd, Smithtown, NY 11787
• 

  $854,000

  Sold Apr 28, 2026

  49 Lexington Ave, Smithtown, NY 11787

  • 3 Beds
  • 3 Baths
  • 2,195 Sq Ft
  • Built 1968

  Last Sold Summary

  • 19% Above List Price
  • $389/SF
  • 18 Days On Market

  Current Estimated Value $776,615

  Last Listing Agent Deborah Lettieri Signature Premier Properties

  49 Lexington Ave, Smithtown, NY 11787
• 

  Est $544,519

  Not Listed For Sale

  763 Meadow Rd, Smithtown, NY 11787

  • 2 Beds
  • 1 Bath
  • 866 Sq Ft
  • Built 1935

  763 Meadow Rd, Smithtown, NY 11787

  Last Sold Summary

  • 98 Days On Market
• 

  

  /39

  $899,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,613 Sq Ft

  17 Leslie Ln, Smithtown, NY 11787

  Welcome to 17 Leslie Lane...a Beautifully updated Colonial Splanch nestled in a tree-lined neighborhood in Smithtown with Commack SD, this spacious home features 4 possibly 5 bedrooms and 2.5 Baths..Large Entry Foyer, Formal Dining Room, Expansive Kitchen with large Island..and Sitting/Den area with Fireplace and steps up to a Large Living Room, Gas Cooking and Heat, CAC. Hardwood Floors, Step

  Karen Orrach Signature Premier Properties

  17 Leslie Ln, Smithtown, NY 11787
• 

  $687,000

  Sold Dec 02, 2025

  12 Wadsworth Place, Smithtown, NY 11787

  • 3 Beds
  • 1 Bath
  • 1,283 Sq Ft
  • Built 1959

  Last Sold Summary

  • 15% Above List Price
  • $535/SF
  • 12 Days On Market

  Current Estimated Value $676,869

  Last Listing Agent Robin Rosenberg Signature Premier Properties

  12 Wadsworth Place, Smithtown, NY 11787
• 

  Est $733,220

  Not Listed For Sale

  Unlisted Address

  • 4 Beds
  • 2 Baths
  • 1,212 Sq Ft
  • Built 1954

  Unlisted Address

  Last Sold Summary

  • 17 Days On Market
• 

  $999,999

  Sold Jan 06, 2026

  22 Whispering Woods Dr, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,791 Sq Ft
  • Built 1997

  Last Sold Summary

  • 15% Below List Price
  • $358/SF
  • 54 Days On Market

  Current Estimated Value $1,040,435

  Last Listing Agent Lynn Witz Howard Hanna Coach

  22 Whispering Woods Dr, Smithtown, NY 11787
• 

  Est $689,876

  Not Listed For Sale

  4 Dillmont Dr, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • Built 1958

  4 Dillmont Dr, Smithtown, NY 11787

  Last Sold Summary

  • 19 Days On Market
• 

  $729,000

  Sold May 06, 2026

  30 Glacier Dr, Smithtown, NY 11787

  • 4 Beds
  • 3 Baths
  • 2,138 Sq Ft
  • Built 1966

  Last Sold Summary

  • $341/SF
  • 80 Days On Market

  Current Estimated Value $740,355

  Last Listing Agent Robert Scarito Douglas Elliman Real Estate

  30 Glacier Dr, Smithtown, NY 11787
• 

  Est $873,491

  Not Listed For Sale

  697 Meadow Rd, Smithtown, NY 11787

  • 4 Beds
  • 4 Baths
  • 2,249 Sq Ft
  • Built 1974

  697 Meadow Rd, Smithtown, NY 11787

  Last Sold Summary

  • 42 Days On Market
• 

  $795,000

  Sold Oct 10, 2025

  2 Clearbrook Dr, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 2,159 Sq Ft
  • Built 1959

  Last Sold Summary

  • 6% Below List Price
  • $368/SF
  • 40 Days On Market

  Current Estimated Value $821,637

  Last Listing Agent Diane Mascellaro Exit Realty Achieve

  2 Clearbrook Dr, Smithtown, NY 11787
• 

  Est $706,361

  Not Listed For Sale

  8 Willow Ridge Dr, Smithtown, NY 11787

  • 2 Beds
  • 2.5 Baths
  • Built 1997

  8 Willow Ridge Dr, Smithtown, NY 11787

  Last Sold Summary

  • 23 Days On Market
• 

  $499,000

  Sold Sep 04, 2025

  9 Annette Ave, Smithtown, NY 11787

  • 2 Beds
  • 1 Bath
  • 9,583 Sq Ft
  • Built 1958

  Last Sold Summary

  • 14% Below List Price
  • $52/SF
  • 73 Days On Market

  Current Estimated Value $518,900

  Last Listing Agent Janet Elliott Realty Connect USA LLC

  9 Annette Ave, Smithtown, NY 11787
• 

  Est $765,801

  Not Listed For Sale

  57 Willow Ridge Dr Unit 57, Smithtown, NY 11787

  • 3 Beds
  • 3.5 Baths
  • 1,860 Sq Ft
  • Built 1990

  57 Willow Ridge Dr Unit 57, Smithtown, NY 11787

  Last Sold Summary

  • 53 Days On Market
• 

  $775,000

  Sold Jul 31, 2025

  29 Wyandanch Blvd, Smithtown, NY 11787

  • 3 Beds
  • 1.5 Baths
  • 1,622 Sq Ft
  • Built 1957

  Last Sold Summary

  • 11% Above List Price
  • $478/SF
  • 34 Days On Market

  Current Estimated Value $816,847

  Last Listing Agent Danielle Lenard Signature Premier Properties

  29 Wyandanch Blvd, Smithtown, NY 11787
• 

  Est $770,019

  Not Listed For Sale

  46 Willow Ridge Dr, Smithtown, NY 11787

  • 3 Beds
  • 2.5 Baths
  • 1,791 Sq Ft
  • Built 1990

  46 Willow Ridge Dr, Smithtown, NY 11787

  Last Sold Summary

  • 13 Days On Market
• 

  $950,000

  Sold Dec 09, 2025

  20 Villa Ln, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • Built 1962

  Last Sold Summary

  • $396/SF
  • 18 Days On Market

  Current Estimated Value $951,754

  Last Listing Agent Michael Scarito RE/MAX Integrity Leaders

  20 Villa Ln, Smithtown, NY 11787
• 

  Est $851,535

  Not Listed For Sale

  42 Willow Ridge Dr, Smithtown, NY 11787

  • 3 Beds
  • 3.5 Baths
  • 2,738 Sq Ft
  • Built 1991

  42 Willow Ridge Dr, Smithtown, NY 11787

  Last Sold Summary

  • 10 Days On Market
• 

  $770,000

  Sold Jul 24, 2025

  31 New Mill Rd, Smithtown, NY 11787

  • 5 Beds
  • 3.5 Baths
  • 4,220 Sq Ft
  • Built 1964

  Last Sold Summary

  • 4% Below List Price
  • $182/SF
  • 108 Days On Market

  Current Estimated Value $919,223

  Last Listing Agent Pauline M. Spiller The Agency Northshore NY

  31 New Mill Rd, Smithtown, NY 11787
• 

  Est $781,219

  Not Listed For Sale

  27 Willow Ridge Dr, Smithtown, NY 11787

  • 4 Beds
  • 3.5 Baths
  • 3,855 Sq Ft
  • Built 1992

  27 Willow Ridge Dr, Smithtown, NY 11787

  Last Sold Summary

  • 19 Days On Market
• 

  $1,495,000

  Sold Dec 23, 2025

  158 Landing Meadow Rd, Smithtown, NY 11787

  • 4 Beds
  • 3.5 Baths
  • 3,634 Sq Ft
  • Built 1959

  Last Sold Summary

  • 20% Below List Price
  • $411/SF
  • 291 Days On Market

  Current Estimated Value $1,342,659

  Last Listing Agent John Canino BERKSHIRE HATHAWAY

  158 Landing Meadow Rd, Smithtown, NY 11787
• 

  Est $492,154

  Not Listed For Sale

  807 Meadow Rd, Smithtown, NY 11787

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Built 1812

  807 Meadow Rd, Smithtown, NY 11787

  Last Sold Summary

  • 29 Days On Market

Showing Results 521 - 560, Page 14 of 18