Smithtown, NY Homes

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  $699,000 Pending

  • 4 Beds
  • 3 Baths
  • 1,756 Sq Ft

  3 Aron St, Smithtown, NY 11787

  Welcome to 3 Aron Street in sought after Smithtown. This hilltop retreat Ranch style home features an open spacious layout great for holiday celebrations. This four-bedroom three full bath house boasts oversized windows, creating a bright and airy space. In the living quarters is a wood burning stove that creates warmth and charm for cozy evenings or relaxed entertaining. The single level layout

  

  Dame Cascone

  Century 21 AA Realty

  (631) 597-8652

  3 Aron St, Smithtown, NY 11787
• Explore Smithtown

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  $2,800 - $3,215 per month

  Willow Lake Apartments

  1 - 2 Beds

  44 Route 25A, Smithtown, NY 11787

  Welcome to Willow Lake, where quality and comfort meet near a beautiful lake along the wooded setting. Enjoy such amenities as cherry wood cabinets in the kitchen area, storage space, on-site maintenance, and on-site laundry facilities. Our on-site management will meet your needs in a friendly and efficient manner. Let Willow Lake be your new home.

  44 Route 25A, Smithtown, NY 11787
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  $750,000 Sold Feb 12, 2026

  12 Summerset Dr, Smithtown, NY 11787

  • 4 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 1950

  Last Sold Summary

  • 5% Above List Price
  • $469/SF
  • 26 Days On Market

  Current Estimated Value $714,670

  Last Listing Agent Mike Carroll RE/MAX Best

  12 Summerset Dr, Smithtown, NY 11787
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  Est $699,162 Not Listed For Sale

  5 Edgewater Ave, Smithtown, NY 11787

  • 2 Beds
  • Built 2024

  5 Edgewater Ave, Smithtown, NY 11787

  Last Sold Summary

  • 218% Above List Price
  • $174/SF
  • 30 Days On Market

  Last Sold Price $220,000

  Last Listing Agent Sean Darbyshire Signature Premier Properties
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  $698,000 Pending

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

  637 Veterans Hwy, Smithtown, NY 11787

  Incredible Opportunity! Gorgeous Victorian on 1⁄2 Acre in Hauppauge School District Beautifully maintained Victorian home situated on a spacious 1⁄2-acre lot within the desirable Hauppauge School District. This property features an oversized expanded blacktop driveway and a detached two-car garage. Enjoy outdoor living on the charming front porch or the custom paver patio—perfect for relaxing or

  

  Karen Dobrucky Skala

  Prime Realty

  (631) 515-6556

  637 Veterans Hwy, Smithtown, NY 11787
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  $2,800 per month

  • 2 Beds
  • 2 Baths
  • 850 Sq Ft
  • House for Rent

  46 Leonard St, Smithtown, NY 11787

  "Prime Location" "Close to Main Roads" "Near Restaurants & Banks" close to Smithtown Pool, "Charming 2-Bedroom Home, 2 bathrooms, Hardwood floor , natural lights , Kings Park Schools School District "Heart of Smithtown" "Easy Commute". "Available Now" "Don't Miss This Gem" "Quiet Neighborhood

  Zane Radwan Tower Real Estate NY LLC

  46 Leonard St, Smithtown, NY 11787
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  $1,060,000 Sold Sep 15, 2025

  59 Lindron Ave, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,703 Sq Ft
  • Built 1978

  Last Sold Summary

  • 12% Above List Price
  • $392/SF
  • 16 Days On Market

  Current Estimated Value $1,064,798

  Last Listing Agent John Cinque Signature Premier Properties

  59 Lindron Ave, Smithtown, NY 11787
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  Est $354,000 Not Listed For Sale

  355 Route 111 Unit 28, Smithtown, NY 11787

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1965

  355 Route 111 Unit 28, Smithtown, NY 11787

  Last Sold Summary

  • 18% Above List Price
  • $300/SF
  • 283 Days On Market

  Last Sold Price $300,000

  Last Listing Agent Ben Greenspan BERKSHIRE HATHAWAY
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  /23

  $699,999 Open Sun 12PM - 2PM

  • 4 Beds
  • 2 Baths
  • 1,578 Sq Ft

  44 Elizabeth Ave, Smithtown, NY 11787

  Beautiful newly renovated expanded Cape featuring 4 bedrooms and 2 full baths. This spacious home offers a bright layout, a full unfinished basement with great potential, and a 2-car garage for added convenience. Move-in ready and perfect for comfortable living and entertaining.

  

  John Tiburzi

  Signature Premier Properties

  (631) 378-3345

  44 Elizabeth Ave, Smithtown, NY 11787
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  $2,850 - $3,880 per month

  Avalon Commons

  1 - 2 Beds

  313 Avalon Cir, Smithtown, NY 11787

  Avalon Commons in Smithtown, NY offers 1, 2, and 3 bedroom apartment homes that include the ultimate in comfort and convenience. These magnificent, newly renovated apartment homes, located in one of Long Island’s most prestigious communities, will entice you in every way. Apartments at Avalon Commons are equipped with a wide range of high quality amenities such as spacious walk-in closets, lofts

  313 Avalon Cir, Smithtown, NY 11787
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  $830,000 Sold Jan 06, 2026

  10 Quincy Ln, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,700 Sq Ft
  • Built 1973

  Last Sold Summary

  • 11% Above List Price
  • $307/SF
  • 21 Days On Market

  Current Estimated Value $821,729

  Last Listing Agent Stephanie Calinoff Signature Premier Properties

  10 Quincy Ln, Smithtown, NY 11787
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  Est $852,002 Not Listed For Sale

  23 Clover Dr, Smithtown, NY 11787

  • 4 Beds
  • 2 Baths
  • Built 1963

  23 Clover Dr, Smithtown, NY 11787

  Last Sold Summary

  • 9% Above List Price
  • 9 Days On Market

  Last Sold Price $785,000

  Last Listing Agent Frank G RE/MAX
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  /22

  $599,888 Pending

  • 4 Beds
  • 2 Baths
  • 1,518 Sq Ft

  27 Dillmont Dr, Smithtown, NY 11787

  Welcome to Smithtowns jewel in the rough. This home needs love but offers so much value for the price. This Cape Cod home boasts 4 bedrooms , 2 full bathrooms , 2 kitchens , formal dining room , full basement with outside entrance , 200 amp electric , new water heater , semi in ground pool , pool house , carport , 2 driveways all sitting on a half acre lot on a quiet street in Smithtown township

  

  Brenden Burns

  Realty Connect USA L I Inc

  (631) 527-8714

  27 Dillmont Dr, Smithtown, NY 11787
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  $3,215 per month

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft
  • Apartment for Rent

  44 Route 25 A Unit 503, Smithtown, NY 11787

  Beautiful Private Lake Community. Apartment Includes, Reserved Parking Spot, Fitness Rm/Snow Removal/Garbage/Sewer/4'X4'X8' Storage Locker, Cen Air Conditioning, Separate Laundry Centers., Two Cats and 1 Dog Allowed

  Mary Beth Donnelly Douglas Elliman Real Estate

  44 Route 25 A Unit 503, Smithtown, NY 11787
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  $970,000 Sold Jan 21, 2026

  68 Churchill Ln, Smithtown, NY 11787

  • 3 Beds
  • 3 Baths
  • 1,800 Sq Ft
  • Built 1963

  Last Sold Summary

  • 3% Above List Price
  • $539/SF
  • 11 Days On Market

  Current Estimated Value $869,717

  Last Listing Agent Thomas Diana Douglas Elliman Real Estate

  68 Churchill Ln, Smithtown, NY 11787
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  Est $306,000 Not Listed For Sale

  355 Route 111 Unit 46, Smithtown, NY 11787

  • 2 Beds
  • 1 Bath
  • Built 1965

  355 Route 111 Unit 46, Smithtown, NY 11787

  Last Sold Summary

  • 2% Above List Price
  • 15 Days On Market

  Last Sold Price $300,000

  Last Listing Agent Justin Soriano Signature Premier Properties
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  $599,000 Pending

  • 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

  (631) 337-8594

  55 Waverly Ave, Smithtown, NY 11787
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  $2,315 - $2,730 per month

  Fairfield Manor at Nesconset

  Studio - 1 Bed

  116 Smithtown Blvd, Smithtown, NY 11787

  Welcome to Fairfield Manor At Nesconset. Nestled in woods, a lovely area close to the Charles P. Toner Nesconset Community Park where you can enjoy a stroll or events. Nearby restaurants and conveniences and minutes to Route 347/Nesconset Highway. Visit with our Leasing Consultant to view our -studio, -one bedroom, -two bedroom apartment residences.

  116 Smithtown Blvd, Smithtown, NY 11787
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  $910,000 Sold Sep 11, 2025

  45 Broadview Dr, ComMacK, NY 11725

  • 4 Beds
  • 4 Baths
  • 2,647 Sq Ft
  • Built 1965

  Last Sold Summary

  • 4% Below List Price
  • $344/SF
  • 31 Days On Market

  Current Estimated Value $947,587

  Last Listing Agent Pat Normandin First Realty Investment

  45 Broadview Dr, ComMacK, NY 11725
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  Est $258,000 Not Listed For Sale

  355 Route 111 Unit 47, Smithtown, NY 11787

  • 1 Bed
  • 1 Bath
  • Built 1964

  355 Route 111 Unit 47, Smithtown, NY 11787

  Last Sold Summary

  • 3% Above List Price
  • 10 Days On Market

  Last Sold Price $250,000

  Last Listing Agent Justin Soriano Signature Premier Properties
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  $1,499,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 4,787 Sq Ft

  628 Meadow Rd, Kings Park, NY 11754

  Discover refined living in this stunning new 3,800 sq. ft. Center Hall Colonial, set on nearly an acre in the desirable Smithtown School District. This home blends timeless design with modern luxury—featuring 6-inch hardwood floors, double spray foam insulation, and exceptional craftsmanship throughout. The chef’s kitchen offers an 8-foot island, custom cabinetry, and top-of-the-line Kohler

  

  Antonio Russo

  True Homes Inc

  (631) 801-7815

  628 Meadow Rd, Kings Park, NY 11754
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  $2,800 per month

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Apartment for Rent

  44 Route 25 A Unit 308, Smithtown, NY 11787

  Beautiful Private Lake Community. Apartment Includes, Reserved Parking Spot, Fitness Rm/Snow Removal/Garbage/Sewer/4'X4'X8' Storage Locker, Central Air Conditioning, Separate Laundry Centers., 2 Cats and 1 Dog Per Apartment.

  Mary Beth Donnelly Douglas Elliman Real Estate

  44 Route 25 A Unit 308, Smithtown, NY 11787
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  $755,000 Sold Mar 05, 2026

  10 Elayne Ct, Smithtown, NY 11787

  • 4 Beds
  • 1.5 Baths
  • 1,700 Sq Ft
  • Built 1964

  Last Sold Summary

  • 1% Above List Price
  • $444/SF
  • 13 Days On Market

  Current Estimated Value $733,976

  Last Listing Agent German Nielsen Newman Realty Inc

  10 Elayne Ct, Smithtown, NY 11787
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  Est $1,084,662 Not Listed For Sale

  49 Landing Ave, Smithtown, NY 11787

  • 3 Beds
  • 1 Bath
  • 2,441 Sq Ft
  • Built 1935

  49 Landing Ave, Smithtown, NY 11787

  Last Sold Summary

  Last Listing Agent Lisa Collet Howard Hanna Coach
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  $1,375,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,700 Sq Ft

  12 Sycamore Place, Smithtown, NY 11787

  THE CONCORD (3,700 SF): 5bdrm-3.5ba Classic Center Hall Colonial. Features include spanning Master Suite, 2-story foyer and great rooms, office/guest quarters/en suite on the 1st floor, front or side entry 2-car garages. The full basement with outside entrance offers an addt'l ~1,900 SF of space. Sycamore Estates is an 18-home new development consisting of 3 privately sidewalked cul-de-sacs

  Paul Musso Realty Connect USA L I Inc

  12 Sycamore Place, Smithtown, NY 11787
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  $3,175 - $4,225 per month

  The Lofts at Maple & Main

  1 - 2 Beds

  102 W Main St, Smithtown, NY 11787

  Annual Amenity Fee: $375.00Storage (pending availability and size): $100.00 per monthPet Fee: $45.00 per month per pet/$500.00 (one-time non-refundable deposit per pet)Electric, Cable/Internet are tenant responsibility.Water/Sewer & trash are included in the rent.

  102 W Main St, Smithtown, NY 11787
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  $760,000 Sold Sep 19, 2025

  278 Pond View Ln, Smithtown, NY 11787

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • Built 1990

  Last Sold Summary

  • 4% Above List Price
  • $422/SF
  • 22 Days On Market

  Current Estimated Value $755,542

  Last Listing Agent Michelle Bender Douglas Elliman Real Estate

  278 Pond View Ln, Smithtown, NY 11787
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  Not Listed For Sale

  3 Paddington Cir, Smithtown, NY 11787

  • 3 Beds
  • 2.5 Baths
  • Built 2002

  3 Paddington Cir, Smithtown, NY 11787

  Last Sold Summary

  • 19 Days On Market

  Last Sold Price $715,000

  Last Listing Agent Trish Bergin Signature Premier Properties
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  $1,300,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,572 Sq Ft

  13 Sycamore Place, Smithtown, NY 11787

  THE BIRMINGHAM (2572 SF): 4 bdrm-2.5ba Classic Center Hall Colonial. Features include spanning Master Suite, 2-story foyer and great rooms, 2-car front entry garages. The full basement with outside entrance offers an addt'l ~1,200 SF of space. Move walls, raise ceilings, design bathrooms, add extensions to your heart's content, fully customizable. Pre-designed models are all available, versatile

  Paul Musso Realty Connect USA L I Inc

  13 Sycamore Place, Smithtown, NY 11787
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  $3,205 per month

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Apartment for Rent

  44 Route 25 A Unit 411, Smithtown, NY 11787

  Beautiful Private Lake Community. Apartment Includes, Reserved Parking Spot, Fitness Rm/Snow Removal/Garbage/Sewer/4'X4'X8' Storage Locker, Cen Air Conditioning, Separate Laundry Centers., Two Cats and 1 Dog Allowed

  Mary Beth Donnelly Douglas Elliman Real Estate

  44 Route 25 A Unit 411, Smithtown, NY 11787
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  $827,000 Sold Jul 21, 2025

  2 Argyle Place, Smithtown, NY 11787

  • 4 Beds
  • 3 Baths
  • 1,932 Sq Ft
  • Built 1963

  Last Sold Summary

  • 10% Above List Price
  • $428/SF
  • 95 Days On Market

  Current Estimated Value $835,016

  Last Listing Agent Kevin Collins Signature Premier Properties

  2 Argyle Place, Smithtown, NY 11787
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  Est $1,086,040 Not Listed For Sale

  203 Bread and Cheese Hollow Rd, Smithtown, NY 11787

  • 5 Beds
  • 3 Baths
  • 2,465 Sq Ft
  • Built 1964

  203 Bread and Cheese Hollow Rd, Smithtown, NY 11787

  Last Sold Summary

  • 10% Above List Price
  • $400/SF
  • 61 Days On Market

  Last Sold Price $985,000

  Last Listing Agent Neilson Robles Exit Realty Achieve
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  $1,425,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,700 Sq Ft

  5 Sycamore Place, Smithtown, NY 11787

  THE DORCHESTER (3134 SF): 5bdrm-3.5ba Classic Center Hall Colonial. Features include spanning Master Suite, 2-story foyer and great rooms, office/guest quarters/ensuite on the 1st floor, front or side entry 2-car garages. The full basement with outside entrance offers an addt'l ~1,700 SF of space. Sycamore Estates is an 18-home new development consisting of 3 privately sidewalked cul-de-sacs

  Paul Musso Realty Connect USA L I Inc

  5 Sycamore Place, Smithtown, NY 11787
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  $2,095 - $2,505 per month

  Fairfield At Smithtown

  Studio - 1 Bed

  35 Elliott Place, Smithtown, NY 11787

  Transit Oriented Location. Studios and 1-Bedrooms with modern kitchen and bath. Heat and hot water included in rent.Our charming, air-conditioned apartments have modern amenities. Decorator designed hall entrances. On-site laundry. One mintue to the Long Island Railroad Smithtown Station for a convenient commute. Near St. Catherines and minutes to SUNY Stonybrook. Great walkability score to

  35 Elliott Place, Smithtown, NY 11787
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  $715,000 Sold Dec 30, 2025

  56 Mcarthur Ln, Smithtown, NY 11787

  • 4 Beds
  • 3 Baths
  • 2,500 Sq Ft
  • Built 1966

  Last Sold Summary

  • 2% Above List Price
  • $286/SF
  • 17 Days On Market

  Current Estimated Value $715,996

  Last Listing Agent Kevin Collins Signature Premier Properties

  56 Mcarthur Ln, Smithtown, NY 11787
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  Est $1,266,229 Not Listed For Sale

  7 Wagon Wheel Ct, Smithtown, NY 11787

  • 5 Beds
  • 3.5 Baths
  • Built 2010

  7 Wagon Wheel Ct, Smithtown, NY 11787

  Last Sold Summary

  • 3% Above List Price
  • 15 Days On Market

  Last Sold Price $1,225,000

  Last Listing Agent Maria Orlandi Compass Greater NY LLC
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  $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
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  $2,810 per month

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Apartment for Rent

  44 Route 25 A Unit 103, Smithtown, NY 11787

  Beautiful Private Lake Community. Apartment Includes, Reserved Parking Spot, Fitness Rm/Snow Removal/Garbage/Sewer/4'X4'X8' Storage Locker, Cen Air Conditioning, Separate Laundry Centers., Two Cats and 1 Dog allowed each apartment

  Mary Beth Donnelly Douglas Elliman Real Estate

  44 Route 25 A Unit 103, Smithtown, NY 11787
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  $1,050,000 Sold Jul 03, 2025

  9 Franciscan Ln, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,983 Sq Ft
  • Built 2006

  Last Sold Summary

  • 24% Above List Price
  • $352/SF
  • 12 Days On Market

  Current Estimated Value $1,094,111

  Last Listing Agent Amy Jo Boresi Coldwell Banker American Homes

  9 Franciscan Ln, Smithtown, NY 11787
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  Not Listed For Sale

  252 Maple Ave, Smithtown, NY 11787

  • 6 Beds
  • 4 Baths
  • 1,750 Sq Ft
  • Built 1949

  252 Maple Ave, Smithtown, NY 11787

  Last Sold Summary

  • $400/SF
  • 38 Days On Market

  Last Sold Price $700,000

  Last Listing Agent Nicholas Iarrobino Douglas Elliman Real Estate

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