Smithtown, NY Homes

• 

  $960,000

  Sold Jul 31, 2026

  45 Woodland Dr, Smithtown, NY 11787

  • 5 Beds
  • 3 Baths
  • 2,537 Sq Ft
  • Built 1956

  Last Sold Summary

  • 3% Below List Price
  • $378/SF
  • 19 Days On Market

  Current Estimated Value $948,743

  Last Listing Agent Veronica Mannarino Douglas Elliman Real Estate

  45 Woodland Dr, Smithtown, NY 11787
• 

  Est $710,039

  Not Listed For Sale

  42 Howell Dr, Smithtown, NY 11787

  • 3 Beds
  • 1 Bath
  • 1,023 Sq Ft
  • Built 1958

  42 Howell Dr, Smithtown, NY 11787

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Veronica Mannarino Douglas Elliman Real Estate
• 

  

  

  /24

  $679,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,485 Sq Ft

  75 Summit Dr, Smithtown, NY 11787

  Welcome to this beautifully maintained expanded ranch nestled on a manicured 1/3 acre in Smithtown. This spacious and inviting home offers 3 bedrooms, 2.5 bathrooms, plus a versatile bonus room perfect for a possible 4th bedroom, home office, den, or guest space. Step into a stunning entry foyer with soaring cathedral ceilings that create an open and airy first impression. The home features a

  Jill McDowell Signature Premier Properties

  75 Summit Dr, Smithtown, NY 11787
• 

  $600,000

  Sold Aug 04, 2026

  27 Lindner Place, Smithtown, NY 11787

  • 3 Beds
  • 1 Bath
  • 1,229 Sq Ft
  • Built 1959

  Last Sold Summary

  • $488/SF
  • 27 Days On Market

  Current Estimated Value $557,674

  Last Listing Agent Frank Monforte Corcoran SRG Residential

  27 Lindner Place, Smithtown, NY 11787
• 

  Est $785,645

  Not Listed For Sale

  23 Dartmouth Dr, Smithtown, NY 11787

  • 3 Beds
  • 1.5 Baths
  • 1,118 Sq Ft
  • Built 1958

  23 Dartmouth Dr, Smithtown, NY 11787

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Thomas Diana Douglas Elliman Real Estate
• 

  

  /35

  $780,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  5 Judges Ln, Smithtown, NY 11787

  Don't miss out on this unique, fully updated 3-bedroom 2-full bath ranch property in the heart of Smithtown! Located on a private country lane, the landscaping and overall curb appeal of this property makes heads turn! Positioned only a few hundred yards from Main Street, you'll enjoy accessability to shops, eateries, the library, and Smithtown Historical Society grounds without even starting

  Melora Lane Howard Hanna Coach

  5 Judges Ln, Smithtown, NY 11787
• 

  $960,000

  Sold Aug 21, 2025

  39 Glenrich Dr, Saint James, NY 11780

  • 4 Beds
  • 2.5 Baths
  • 2,926 Sq Ft
  • Built 1969

  Last Sold Summary

  • 13% Below List Price
  • $328/SF
  • 98 Days On Market

  Current Estimated Value $1,008,971

  Last Listing Agent Devang Patel Douglas Elliman Real Estate

  39 Glenrich Dr, Saint James, NY 11780
• 

  Est $804,221

  Not Listed For Sale

  7 Dartmouth Dr, Smithtown, NY 11787

  • 3 Beds
  • 1.5 Baths
  • 1,070 Sq Ft
  • Built 1960

  7 Dartmouth Dr, Smithtown, NY 11787

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Leana Visalli Daniel Gale Sothebys Intl Rlty
• 

  

  /44

  $860,000

  • 4 Beds
  • 2.5 Baths
  • 2,462 Sq Ft

  29 Ivy Hill Dr, Smithtown, NY 11787

  You must see the amazing layout of this sprawling 4 bedroom, 2 1/2 bath ranch with a separate office, nestled on a beautiful .52-acre property in the desirable Smithtown School District. With the bedrooms just a few steps up from the main living area, it has all the great features of a ranch while providing privacy from the main floor. From the moment you step through the front door, the

  Carlene Calabrese Realty Connect USA L I Inc

  29 Ivy Hill Dr, Smithtown, NY 11787
• 

  $680,000

  Sold May 18, 2026

  637 Veterans Hwy, Smithtown, NY 11787

  • 4 Beds
  • 3 Baths
  • 1,500 Sq Ft
  • Built 1920

  Last Sold Summary

  • 9% Below List Price
  • $453/SF
  • 91 Days On Market

  Current Estimated Value $692,029

  Last Listing Agent Karen Dobrucky Skala Prime Realty

  637 Veterans Hwy, Smithtown, NY 11787
• 

  Est $732,259

  Not Listed For Sale

  15 E Hill Dr, Smithtown, NY 11787

  • 2 Beds
  • 1.5 Baths
  • 1,118 Sq Ft
  • Built 1959

  15 E Hill Dr, Smithtown, NY 11787

  Last Sold Summary

  • 23 Days On Market

  Last Listing Agent Eric Neitzel DeBarbieri Assoc Inc
• 

  

  /45

  $875,000

  Pending

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

  58 Cherry Ln, Smithtown, NY 11787

  Welcome to 58 Cherry Lane ~ A beautiful house in a beautiful neighborhood waiting to be your new home. This handsome expanded Cape Cod style home has been lovingly maintained and elevated with a NEW NAVIEN gas heating system. The open floor plan, lofty ceilings, wide plank pine floors and custom stone gas fireplace sets a tone of comfort and ease. Remodeled kitchen with many new SS appliances,

  Lynn Sabatelle Daniel Gale Sothebys Intl Rlty

  58 Cherry Ln, Smithtown, NY 11787
• 

  $1,225,000

  Sold Nov 13, 2025

  1 Arbutus Ct, ComMacK, NY 11725

  • 4 Beds
  • 4 Baths
  • 2,900 Sq Ft
  • Built 1967

  Last Sold Summary

  • 2% Above List Price
  • $422/SF
  • 16 Days On Market

  Current Estimated Value $1,216,037

  Last Listing Agent Nicholas Santillo Signature Premier Properties

  1 Arbutus Ct, ComMacK, NY 11725
• 

  Est $699,806

  Not Listed For Sale

  20 Hofstra Dr, Smithtown, NY 11787

  • 3 Beds
  • 1.5 Baths
  • 1,500 Sq Ft
  • Built 1960

  20 Hofstra Dr, Smithtown, NY 11787

  Last Sold Summary

  • 16 Days On Market

  Last Listing Agent Michelle Keegan Douglas Elliman Real Estate
• 

  

  /21

  $735,000

  Pending

  • 3 Beds
  • 1 Bath
  • 1,268 Sq Ft

  43 Dale Ln, Smithtown, NY 11787

  Welcome to this charming 3-bedroom ranch nestled on a desirable block and backing directly to a peaceful greenbelt, offering added privacy. This home features an eat-in kitchen, formal dining room, spacious family room, and full basement providing additional recreation space. Additional features are central air and natural gas. Enjoy the fully fenced backyard, perfect for outdoor gatherings. A

  Katherine Giouvalakis Douglas Elliman Real Estate

  43 Dale Ln, Smithtown, NY 11787
• 

  $800,000

  Sold Oct 01, 2025

  25 Dale Ln, Smithtown, NY 11787

  • 5 Beds
  • 2 Baths
  • 2,474 Sq Ft
  • Built 1983

  Last Sold Summary

  • 3% Above List Price
  • $323/SF
  • 33 Days On Market

  Current Estimated Value $826,957

  Last Listing Agent Lori Zamore Signature Premier Properties

  25 Dale Ln, Smithtown, NY 11787
• 

  Est $723,800

  Not Listed For Sale

  24 Howell Dr, Smithtown, NY 11787

  • 3 Beds
  • 1.5 Baths
  • Built 1958

  24 Howell Dr, Smithtown, NY 11787

  Last Sold Summary

  • 11 Days On Market

  Last Listing Agent Daniel Donato Howard Hanna Coach
• 

  

  /23

  $1,675,000

  Pending

  • 4 Beds
  • 6 Baths
  • 4,500 Sq Ft

  3 Salt Hay Way, Smithtown, NY 11787

  Welcome to 3 Salt Hay Way, an exceptional custom-built residence where timeless architecture, refined craftsmanship, and resort-inspired living come together in one of Smithtown's most picturesque settings. This extraordinary estate offers a rare blend of privacy, elegance, and everyday luxury. Designed for both grand entertaining and comfortable living, this magnificent residence showcases

  Nicholas Amato Corcoran

  3 Salt Hay Way, Smithtown, NY 11787
• 

  $815,000

  Sold Sep 12, 2025

  103 Paddington Cir, Smithtown, NY 11787

  • 3 Beds
  • 2.5 Baths
  • 1,937 Sq Ft
  • Built 2002

  Last Sold Summary

  • 5% Above List Price
  • $421/SF
  • 12 Days On Market

  Current Estimated Value $837,346

  Last Listing Agent Marianne Imperial Daniel Gale Sothebys Intl Rlty

  103 Paddington Cir, Smithtown, NY 11787
• 

  Est $686,085

  Not Listed For Sale

  20 Rutgers St, Smithtown, NY 11787

  • 3 Beds
  • 1.5 Baths
  • 1,080 Sq Ft
  • Built 1960

  20 Rutgers St, Smithtown, NY 11787

  Last Sold Summary

  • 88 Days On Market

  Last Listing Agent Louise Moran Century 21 Amiable Rlty Grp II
• 

  

  /50

  $1,375,000

  Pending

  • 6 Beds
  • 5 Baths
  • 3,800 Sq Ft

  10 Alpine Ct, Smithtown, NY 11787

  “Love Island” — the talk of the town for its unmatched privacy and incredible entertaining space — sets the stage for this exquisite Colonial located in the prestigious “The Pines” section of Smithtown on a quiet Cul-de-sac. Offering approximately 3,800 square feet, this exceptional home features 6 bedrooms and 5 bathrooms, ideal for extended family living, an au pair suite, or luxurious guest

  Jamie Weinberg Realty Connect USA L I Inc

  10 Alpine Ct, Smithtown, NY 11787
• 

  $825,000

  Sold Jul 07, 2026

  8 Mulberry Dr, Smithtown, NY 11787

  • 4 Beds
  • 2 Baths
  • 1,703 Sq Ft
  • Built 1962

  Last Sold Summary

  • 3% Above List Price
  • $484/SF
  • 19 Days On Market

  Current Estimated Value $798,716

  Last Listing Agent Vincent DiLemme NextHome OrangeDot

  8 Mulberry Dr, Smithtown, NY 11787
• 

  Est $828,517

  Not Listed For Sale

  32 Hurtin Blvd, Smithtown, NY 11787

  • 4 Beds
  • 3 Baths
  • 2,092 Sq Ft
  • Built 1969

  32 Hurtin Blvd, Smithtown, NY 11787

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Marco Vinaccia Coldwell Banker American Homes
• 

  

  /28

  $849,000

  $51K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,783 Sq Ft

  41 Oak St, Smithtown, NY 11787

  Welcome to 41 Oak Street. This inviting High Ranch offers exceptional curb appeal with stately pillars, shingle style vinyl siding, Fieldstone accents, paver walkways, a charming Arbor enhancing the entrance to the backyard and an oversized Belgian Block lined driveway. The home is surrounded by mature landscaping offering natural privacy and a serene setting. Step inside to discover gleaming

  Leslie Castellano Netter Real Estate Inc

  41 Oak St, Smithtown, NY 11787
• 

  $815,000

  Sold Jun 30, 2026

  3 Baylor Dr, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1958

  Last Sold Summary

  • 2% Above List Price
  • $627/SF
  • 17 Days On Market

  Current Estimated Value $787,031

  Last Listing Agent Robin Rosenberg Signature Premier Properties

  3 Baylor Dr, Smithtown, NY 11787
• 

  Est $923,967

  Not Listed For Sale

  30 Colgate Dr, Smithtown, NY 11787

  • 5 Beds
  • 2.5 Baths
  • 2,700 Sq Ft
  • Built 1968

  30 Colgate Dr, Smithtown, NY 11787

  Last Sold Summary

  • 38 Days On Market

  Last Listing Agent Dilsah Gulbahce OverSouth LLC
• 

  

  /34

  $1,175,000

  $25K PRICE DROP Pending

  • 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
• 

  $1,200,000

  Sold Sep 15, 2025

  1 Highwoods Rd, Saint James, NY 11780

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft
  • Built 1971

  Last Sold Summary

  • 9% Above List Price
  • $480/SF
  • 30 Days On Market

  Current Estimated Value $1,198,866

  Last Listing Agent Bonnie Glenn Daniel Gale Sothebys Intl Rlty

  1 Highwoods Rd, Saint James, NY 11780
• 

  Est $831,858

  Not Listed For Sale

  36 Colgate Dr, Smithtown, NY 11787

  • 5 Beds
  • 3 Baths
  • Built 1964

  36 Colgate Dr, Smithtown, NY 11787

  Last Sold Summary

  • 23 Days On Market

  Last Listing Agent Rowena Nedvin Signature Premier Properties
• 

  

  /35

  $914,000

  $15K PRICE DROP

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

  38 Hallock Ave, Smithtown, NY 11787

  Welcome to this beautifully updated home, originally built in 2004 and thoughtfully enhanced with quality improvements throughout just 5 months ago . Offering the perfect blend of modern updates and timeless comfort, this move-in-ready residence has had virtually everything replaced. Step inside to discover beautifully refinished hardwood floors that add warmth and elegance throughout the home.

  Sheryl Osborne Exit Realty Edge

  38 Hallock Ave, Smithtown, NY 11787
• 

  $600,000

  Sold Feb 27, 2026

  10 Grand St, Smithtown, NY 11787

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • Built 1964

  Last Sold Summary

  • 7% Above List Price
  • $333/SF
  • 21 Days On Market

  Current Estimated Value $644,826

  Last Listing Agent Janet Hewitt Coldwell Banker American Homes

  10 Grand St, Smithtown, NY 11787
• 

  Est $999,869

  Not Listed For Sale

  53 E Hill Dr, Smithtown, NY 11787

  • 5 Beds
  • 3.5 Baths
  • Built 2007

  53 E Hill Dr, Smithtown, NY 11787

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Mahesh Sharma Realty Connect USA L I Inc
• 

  

  /49

  $1,124,999

  $24K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 2,560 Sq Ft

  364 Twilight Ln, Smithtown, NY 11787

  Welcome to 364 Twilight Lane, Smithtown! This beautifully maintained home has everything you’ve been waiting for, from the grand open foyer and hardwood floors to the high-ceiling kitchen with quartz countertops and propane cooking. Upstairs features 3 spacious bedrooms including a primary suite with its own private bath and great closet space. The finished basement with an outside entrance

  Sean Manning OverSouth LLC

  364 Twilight Ln, Smithtown, NY 11787
• 

  $820,000

  Sold Dec 23, 2025

  33 Mobrey Ln, Smithtown, NY 11787

  • 6 Beds
  • 3 Baths
  • Built 1948

  Last Sold Summary

  • 45% Below List Price
  • 145 Days On Market

  Current Estimated Value $814,296

  Last Listing Agent Asya Stepansky Douglas Elliman Real Estate

  33 Mobrey Ln, Smithtown, NY 11787
• 

  Est $765,923

  Not Listed For Sale

  48 Carnegie Dr, Smithtown, NY 11787

  • 4 Beds
  • 2 Baths
  • Built 1968

  48 Carnegie Dr, Smithtown, NY 11787

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Rowena Nedvin Signature Premier Properties
• 

  

  /30

  $599,999

  Pending

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  73 S Pond Ln, Smithtown, NY 11787

  Welcome to 73 South Pond Lane, a beautifully maintained townhouse nestled within the highly desirable Hidden Ponds community in Smithtown. This spacious residence offers an ideal blend of comfort, convenience, and low-maintenance living. Step inside to find a bright and inviting layout featuring generous living space, and oversized windows that fill the home with natural light. The primary suite

  Maria Raimondi Vantage Realty Partners

  73 S Pond Ln, Smithtown, NY 11787
• 

  $862,000

  Sold Feb 10, 2026

  6 Cambridge Dr, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 4,000 Sq Ft
  • Built 1957

  Last Sold Summary

  • 8% Below List Price
  • $216/SF
  • 106 Days On Market

  Current Estimated Value $982,084

  Last Listing Agent Carol Rodriguez List 2 Sell Inc

  6 Cambridge Dr, Smithtown, NY 11787
• 

  Est $785,511

  Not Listed For Sale

  8 Navy Dr, Smithtown, NY 11787

  • 3 Beds
  • 1.5 Baths
  • 2,100 Sq Ft
  • Built 1969

  8 Navy Dr, Smithtown, NY 11787

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Gina DeMaio BERKSHIRE HATHAWAY
• 

  /2

  $654,900

  • 4 Beds
  • 3 Baths
  • 3,455 Sq Ft

  60 Valleywood Rd, ComMacK, NY 11725

  PROPERTY IS BEING LISTED SIGHT UNSEEN- (LSU) NO SHOWINGS ALLOWED AND NO INTERIOR ACCESS

  Barbara Touhamy VYLLA Home

  60 Valleywood Rd, ComMacK, NY 11725
• 

  $500,000

  Sold Jan 30, 2026

  305 Terry Rd, Smithtown, NY 11787

  • 1 Bed
  • 1 Bath
  • 1,025 Sq Ft
  • Built 1935

  Last Sold Summary

  • $488/SF
  • 28 Days On Market

  Current Estimated Value $517,997

  Last Listing Agent Lori Zamore Signature Premier Properties

  305 Terry Rd, Smithtown, NY 11787

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