Smithtown, NY Homes

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  $649,000

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

  44 Elizabeth Ave, Smithtown, NY 11787

  Welcome to this beautiful, totally renovated expanded Cape offering the perfect blend of style, comfort, and functionality! This move-in-ready home features 4 spacious bedrooms, 2 full bathrooms, and a bright, open layout filled with natural light. The updated interior showcases modern finishes throughout, making it easy to simply drop your bags and move right in. Enjoy a full basement with

  

  Amy Kernaghan

  Realty Direct NY INC

  44 Elizabeth Ave, Smithtown, NY 11787
• Explore Smithtown

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  /47

  Starting at $2,870 Per Month

  • 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.

  Willow Lake Apartments

  44 Route 25A, Smithtown, NY 11787
• 

  $848,000

  Sold Jul 16, 2026

  4 Concord Ln, Smithtown, NY 11787

  • 4 Beds
  • 2 Baths
  • 1,264 Sq Ft
  • Built 1961

  Last Sold Summary

  • $671/SF
  • 28 Days On Market

  Current Estimated Value $839,758

  Last Listing Agent Frayba Shirgul Howard Hanna Coach

  4 Concord Ln, Smithtown, NY 11787
• 

  Est $312,000

  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

  • 283 Days On Market

  Last Listing Agent Ben Greenspan BERKSHIRE HATHAWAY
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  $775,000

  • 3 Beds
  • 3 Baths
  • 1,746 Sq Ft

  61 Ledgewood Dr, Smithtown, NY 11787

  ***Located in the desirable Smithtown Pines area and within the Hauppauge School District, this spacious 3-bedroom, 3-full-bath ranch is set high on a picturesque half-acre property and offers tremendous potential for customization.Spacious 3-bedroom, 3-full-bath ranch offers incredible potential and a flexible floor plan ready for your personal touch. Featuring vaulted ceilings and an

  

  Adrianne Faranda

  Realty Connect USA L I Inc

  61 Ledgewood Dr, Smithtown, NY 11787
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  Starting at $2,995 Per Month

  • 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.

  The Lofts at Maple & Main

  

  102 W Main St, Smithtown, NY 11787
• 

  $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 $762,346

  Last Listing Agent Thomas Diana Douglas Elliman Real Estate

  68 Churchill Ln, Smithtown, NY 11787
• 

  Est $891,106

  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 Days On Market

  Last Listing Agent Frank G RE/MAX Integrity Leaders
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  /42

  $899,000

  Pending

  • 3 Beds
  • 3 Baths
  • 2,000 Sq Ft

  7 Carrie Ct, Smithtown, NY 11787

  Fall in Love with this Beautiful, Warm and Charming L Ranch Set on Private Cul de Sac, Spacious Rooms, Hardwood Floors throughout, All Andersens, Stone WoodBurning Fireplace, Custom Moldings and Recessed Lighting, Custom EIK and Built-Ins, Main Level Laundry, Huge Finished Basement, Economical Gas Hot Water Heating (4 Zones, 7 Years), HW Heater- 5 Years, Newer Roofing- One Layer-2 Years; Close to

  

  Ronni Tranes

  Douglas Elliman Real Estate

  7 Carrie Ct, Smithtown, NY 11787
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  Starting at $2,135 Per Month

  • 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

  Fairfield At Smithtown

  

  35 Elliott Place, Smithtown, NY 11787
• 

  $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 $971,689

  Last Listing Agent Pat Normandin First Realty Investment

  45 Broadview Dr, ComMacK, NY 11725
• 

  Est $325,000

  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

  • 15 Days On Market

  Last Listing Agent Justin Soriano Signature Premier Properties
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  /46

  $849,000

  $50K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,029 Sq Ft

  43 Hallock Ave, Smithtown, NY 11787

  Lovely Colonial Split, 3/4 Bedroom (4th Bedroom or Office), Spacious Throughout, Updated Eat in Kitchen with Granite/.Stainless Steel Appliances, Attractive Great Room for Gatherings, Updated Baths, Upgraded Recessed Lighting, Updated Windows and Pella Doors, Custom Moldings/Trim, Renovated Entry Level Laundry Room, Central AC- 3 Yrs, 3 Zone Heating System- 3 Yrs, Expanded Primary BR Suite with

  

  Ronni Tranes

  Douglas Elliman Real Estate

  43 Hallock Ave, Smithtown, NY 11787
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  Starting at $3,000 Per Month

  • 1 - 3 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

  Avalon Commons

  

  313 Avalon Cir, Smithtown, NY 11787
• 

  $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 $756,680

  Last Listing Agent German Nielsen Newman Realty Inc

  10 Elayne Ct, Smithtown, NY 11787
• 

  Est $262,000

  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

  • 10 Days On Market

  Last Listing Agent Justin Soriano Signature Premier Properties
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  /46

  $799,996

  Pending

  • 3 Beds
  • 3.5 Baths
  • 3,555 Sq Ft

  31 Willow Ridge Dr, Smithtown, NY 11787

  Location, Location! Sits this sun-drenched Devonshire model townhome offering over 3,500 square feet of beautifully updated living space in one of Smithtown’s most sought-after communities, surrounded by lush, meticulously maintained landscaping. This fabulous 3-bedroom, 3.5-bath residence features an open floor plan with three spacious levels including the primary suite on the first floor,

  

  Laura Cochran

  BERKSHIRE HATHAWAY

  31 Willow Ridge Dr, Smithtown, NY 11787
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  Starting at $2,315 Per Month

  • 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.

  Fairfield Manor at Nesconset

  

  116 Smithtown Blvd, Smithtown, NY 11787
• 

  $1,350,000

  Sold May 14, 2026

  5 Poplar Dr, Smithtown, NY 11787

  • 4 Beds
  • 3 Baths
  • 3,662 Sq Ft
  • Built 1981

  Last Sold Summary

  • 5% Above List Price
  • $369/SF
  • 23 Days On Market

  Current Estimated Value $1,296,492

  Last Listing Agent Styliani Cannata Real Broker NY LLC

  5 Poplar Dr, Smithtown, NY 11787
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  Est $260,000

  Not Listed For Sale

  355 Route 111 Unit 16, Smithtown, NY 11787

  • 1 Bed
  • 1 Bath
  • Built 1964

  355 Route 111 Unit 16, Smithtown, NY 11787

  Last Sold Summary

  • 76 Days On Market

  Last Listing Agent Frank Mosca Executive Group Realty
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  /39

  $999,999

  Pending

  • 4 Beds
  • 3.5 Baths
  • 3,646 Sq Ft

  5 Supreme Ct, Smithtown, NY 11787

  Welcome to 5 Supreme Court, Smithtown – Located in the Highly Sought-After Hauppauge School District with Low Taxes ($16,940). This spacious Post Modern home offers an exceptional layout with soaring ceilings and a dramatic 24-foot foyer entry, creating a grand first impression. The open floor plan features hardwood flooring, a bright and airy living and dining area, and a center island kitchen

  

  Devang Patel

  Douglas Elliman Real Estate

  5 Supreme Ct, Smithtown, NY 11787
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  /10

  $4,080

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • 862 Sq Ft
  • Condo for Rent

  313 Avalon Cir Unit SI FL1-ID3606A, Smithtown, NY 11787

  Staged photos of matching layout and similar décorImagery shows same floorplan and building, and similar décor as we finish photographing this new unit.Be the first to rent!Feel at home wherever you choose to live with Blueground. You’ll love this beautiful Smithtown furnished one bedroom apartment with its modern decor, fully equipped kitchen, and exquisite living room.

  313 Avalon Cir Unit SI FL1-ID3606A, Smithtown, NY 11787
• 

  $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 $789,118

  Last Listing Agent Michelle Bender Long Island Home Prop LLC

  278 Pond View Ln, Smithtown, NY 11787
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  /2

  Est $1,248,868

  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
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  /36

  $799,803

  • 4 Beds
  • 3 Baths
  • 1,870 Sq Ft

  9 Dillmont Dr, Smithtown, NY 11787

  Sprawling Ranch Situated On A Beautiful Half-Acre Property In The Heart Of Smithtown. This Well-Maintained Home Features 4 Bedrooms, 3 Full Baths, Hardwood Floors, Spacious Living Areas, And A Finished Lower Level With Outside Separate Entrance Offering Flexible Space For Recreation, Hobbies, Guests, Or Extended Living Needs. The Eat-In Kitchen Showcases Cherry Wood Cabinetry, Granite

  

  Stephanie Calinoff

  Signature Premier Properties

  9 Dillmont Dr, Smithtown, NY 11787
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  /19

  $1,985 Per Month

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • Condo for Rent

  18 Linden Place Unit 2, Smithtown, NY 11787

  Property Id: 2050113 Adorable 2nd Floor Get-away. Freshly painted and redone. Mrs. Clean lived here! Updated full kitchen with sky-light. Nice sized living room with window A.C. , Spacious bedroom with large closet. Sparkling bath with tub & shower. Separate electric meter and gas heat! Convenient, yet quiet neighborhood. 1/4 mile stroll to shops and restaurants on Jericho Tnpk area. 15

  18 Linden Place Unit 2, Smithtown, NY 11787
• 

  $625,000

  Sold May 29, 2026

  18 Annetta Ave, Smithtown, NY 11787

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft
  • Built 1953

  Last Sold Summary

  • 25% Above List Price
  • $446/SF
  • 20 Days On Market

  Current Estimated Value $631,746

  Last Listing Agent Rowena Nedvin Signature Premier Properties

  18 Annetta Ave, Smithtown, NY 11787
• 

  Est $1,278,811

  Not Listed For Sale

  21 Franciscan Ln, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 3,129 Sq Ft
  • Built 2006

  21 Franciscan Ln, Smithtown, NY 11787

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Gail Carillo Coldwell Banker American Homes
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  /43

  $849,900

  $79K PRICE DROP Pending

  • 4 Beds
  • 2 Baths
  • 2,292 Sq Ft

  118 Ledgewood Dr, Smithtown, NY 11787

  Spacious 4/5 Bedroom Hi Ranch on Beautiful .52 Acres Flat Usable Yard. Lovely Landscape Framed with Trees and Greenery, Your Own Parklike Oasis with Heated In Ground Pool (New Heater and Liner). Hardwood Floors, Custom Moldings/Trim, Updated EIK/Granite and SS Appliances, Many Updated Windows, Recessed Lighting, Updated Single Layer Roofing, Newer Cesspool, New Bluestone Entry and Railing, Newer

  

  Ronni Tranes

  Douglas Elliman Real Estate

  118 Ledgewood Dr, Smithtown, NY 11787
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  /10

  $3,990

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • 862 Sq Ft
  • Condo for Rent

  313 Avalon Cir Unit SI FL1-ID1942A, Smithtown, NY 11787

  Staged photos of matching layout and similar décorImagery shows same floorplan and building, and similar décor as we finish photographing this new unit.Be the first to rent!Feel at home wherever you choose to live with Blueground. You’ll love this cozy Smithtown furnished one bedroom apartment with its modern decor, fully equipped kitchen, and comfortable living room.

  313 Avalon Cir Unit SI FL1-ID1942A, Smithtown, NY 11787
• 

  $735,000

  Sold Jul 17, 2026

  7 Gedney Ave, Smithtown, NY 11787

  • 3 Beds
  • 1 Bath
  • 943 Sq Ft
  • Built 1954

  Last Sold Summary

  • 10% Above List Price
  • $779/SF
  • 19 Days On Market

  Current Estimated Value $669,779

  Last Listing Agent Nicole Schwartz RE/MAX Team

  7 Gedney Ave, Smithtown, NY 11787
• 

  Est $1,097,901

  Not Listed For Sale

  18 Hillcrest Dr, Smithtown, NY 11787

  • 4 Beds
  • 3 Baths
  • 2,600 Sq Ft
  • Built 2022

  18 Hillcrest Dr, Smithtown, NY 11787

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Michael Scarito RE/MAX Integrity Leaders
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  /46

  $1,099,999

  Pending

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

  54 Sandy Hollow Dr, Smithtown, NY 11787

  Welcome to 54 Sandy Hollow, a beautifully maintained Brookfield Colonial located within the highly regarded Commack School District. This spacious home offers 5 bedrooms and 3.5 baths, featuring an open and versatile floor plan designed for both everyday living and entertaining. The heart of the home is the impressive kitchen, complete with a large eat-in area, expansive granite island, abundant

  

  Devang Patel

  Douglas Elliman Real Estate

  54 Sandy Hollow Dr, Smithtown, NY 11787
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  /14

  $4,980

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • 1,208 Sq Ft
  • Condo for Rent

  313 Avalon Cir Unit SI FL1-ID2623A, Smithtown, NY 11787

  Staged photos of matching layout and similar décorImagery shows same floorplan and building, and similar décor as we finish photographing this new unit.Be the first to rent!Show up and start living from day one in Smithtown with this cozy two bedroom Blueground apartment. You’ll love coming home to this thoughtfully furnished, beautifully designed, and fully equipped

  313 Avalon Cir Unit SI FL1-ID2623A, Smithtown, NY 11787
• 

  $852,000

  Sold Aug 13, 2025

  6 Rice Ln, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • Built 1963

  Last Sold Summary

  • 5% Above List Price
  • $355/SF
  • 13 Days On Market

  Current Estimated Value $896,950

  Last Listing Agent Melora Lane Howard Hanna Coach

  6 Rice Ln, Smithtown, NY 11787
• 

  Est $252,000

  Not Listed For Sale

  355 Route 111 Unit 2, Smithtown, NY 11787

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

  355 Route 111 Unit 2, Smithtown, NY 11787

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Paulina Ruhnke Leisure Living Realty Inc
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  /44

  $999,999

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

  9 Ernest Ct, Kings Park, NY 11754

  Welcome to Tuscany in Kings Park, an exceptional and rare opportunity on desirable Ernest Court. Situated on approximately half an acre of beautifully landscaped grounds within the highly regarded Smithtown School District, this 4-bedroom, 2.5-bath Colonial offers the perfect blend of elegance, comfort, and resort-style living. A dramatic cathedral-ceiling foyer welcomes you into a sun-filled

  

  Devang Patel

  Douglas Elliman Real Estate

  9 Ernest Ct, Kings Park, NY 11754
• 

  

  /13

  $4,830

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • 1,505 Sq Ft
  • Condo for Rent

  313 Avalon Cir Unit SI FL2-ID3786A, Smithtown, NY 11787

  Staged photos of matching layout and similar décorImagery shows same floorplan and building, and similar décor as we finish photographing this new unit.Be the first to rent!Show up and start living from day one in Smithtown with this cozy two bedroom Blueground apartment. You’ll love coming home to this thoughtfully furnished, beautifully designed, and fully equipped

  313 Avalon Cir Unit SI FL2-ID3786A, Smithtown, NY 11787
• 

  $999,000

  Sold Mar 04, 2026

  7 Flamingo Dr, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • Built 1960

  Last Sold Summary

  • 5% Above List Price
  • $416/SF
  • 4 Days On Market

  Current Estimated Value $987,071

  Last Listing Agent Denise Rogers Douglas Elliman Real Estate

  7 Flamingo Dr, Smithtown, NY 11787
• 

  Est $831,969

  Not Listed For Sale

  2 Rogers Ln, Smithtown, NY 11787

  • 4 Beds
  • 1.5 Baths
  • 2,200 Sq Ft
  • Built 1962

  2 Rogers Ln, Smithtown, NY 11787

  Last Sold Summary

  • 32 Days On Market

  Last Listing Agent Lauren Wightman RE/MAX Integrity Leaders

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