Smithtown, NY Homes

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  /12

  $1,399,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 3,100 Sq Ft

  5 Sycamore Place, Smithtown, NY 11787

  THE EASTHAMPTON (3,100 SF and/or 4,200 SF): 5bdrm-3.5ba Classic Dutch Colonial Style Home as you will find in The Hamptons and unique gabled architecture facade. 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.

  Peter Musso Realty Connect USA L I Inc

  5 Sycamore Place, Smithtown, NY 11787
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  /7

  $3,620 per month

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

  313 Avalon Cir Unit FL1-ID1753A, Smithtown, NY 11787

  Photos Coming SoonThese sample photos are meant to give you a sense of Blueground’s design style. Layout and furniture are subject to change. This apartment will be ready by the date indicated.Be the first to rent!Feel at home wherever you choose to live with Blueground. You’ll love this stylish Smithtown furnished one bedroom apartment with its modern decor, fully

  313 Avalon Cir Unit FL1-ID1753A, Smithtown, NY 11787
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  $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 $844,411

  Last Listing Agent Melora Lane Howard Hanna Coach

  6 Rice Ln, Smithtown, NY 11787
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  Est $1,440,875 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 1,371 Sq Ft

  4 Privet Ct, Smithtown, NY 11787

  4 Privet Ct, Smithtown, NY 11787
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  $850,000

  • 5 Beds
  • 3 Baths
  • 2,204 Sq Ft

  16 Wildwood Ln, Smithtown, NY 11787

  Charming 5-Bedroom Smithtown Home with In-Ground Pool Welcome to 16 Wildwood Lane, a spacious and classic single-family residence in desirable Smithtown, NY. This well-maintained home offers 5 bedrooms and 3 full bathrooms across 2,204 square feet of comfortable living space — perfect for both everyday living and entertaining. Step inside to discover a thoughtful layout with ample room for family

  Maruf Hasan Winzone Realty Inc

  16 Wildwood Ln, Smithtown, NY 11787
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  /13

  $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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  $999,999 Sold Nov 25, 2025

  22 Whitney Gate, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,775 Sq Ft
  • Built 1962

  Last Sold Summary

  • 1% Above List Price
  • $360/SF
  • 21 Days On Market

  Last Listing Agent Donna Dirusso Prestige Realty & Home Dev

  22 Whitney Gate, Smithtown, NY 11787
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  Est $695,471 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,495 Sq Ft

  87 Hidden Ponds Cir, Smithtown, NY 11787

  87 Hidden Ponds Cir, Smithtown, NY 11787
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  $1,250,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,134 Sq Ft

  9 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

  9 Sycamore Place, Smithtown, NY 11787
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  $2,200 per month

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

  349 Old Hauppauge Rd Unit Old Happaugue Rd, Smithtown, NY 11787

  Property Id: 2313612Beautifully maintained, spacious FIRST FLOOR apartment with all utilities included. Offering ample living room with extra storage, queen sized bedroom with large closet, full kitchen with good cabinet space, tastefully redone bath with Tub-fitters tub and rain shower! Plus a large hall closet as well. Lovely finishes throughout with easy care, laminate flooring and

  349 Old Hauppauge Rd Unit Old Happaugue Rd, Smithtown, NY 11787
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  $990,000 Sold Oct 29, 2025

  45 Grandview Ln, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,924 Sq Ft
  • Built 1974

  Last Sold Summary

  • 16% Below List Price
  • $339/SF
  • 49 Days On Market

  Last Listing Agent Lisa Testagrose Coldwell Banker American Homes

  45 Grandview Ln, Smithtown, NY 11787
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  Est $713,278 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,479 Sq Ft

  29 Paddington Cir, Smithtown, NY 11787

  29 Paddington Cir, Smithtown, NY 11787
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  /25

  $549,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,547 Sq Ft

  11 Rhoda Ave, Smithtown, NY 11787

  This charming ranch-style home, located at the end of the street in the highly sought-after Smithtown School District, offers inviting curb appeal and comfortable living. Step inside to a spacious living room, perfect for relaxing or entertaining guests. The eat-in kitchen provides ample space for meal prep and casual dining, with direct access to the yard for seamless indoor-outdoor living.

  Lynn Witz Howard Hanna Coach

  11 Rhoda Ave, 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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  $700,000 Sold Oct 31, 2025

  27 Columbus Ave, Kings Park, NY 11754

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft
  • Built 1965

  Last Sold Summary

  • 2% Above List Price
  • $368/SF
  • 50 Days On Market

  Last Listing Agent jennifer brule Century 21 Adams Real Estate

  27 Columbus Ave, Kings Park, NY 11754
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  Est $612,663 Not Listed For Sale

  • 3 Beds
  • 1 Bath

  45 Oak Ave, Smithtown, NY 11787

  45 Oak Ave, Smithtown, NY 11787
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  /18

  $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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  /13

  $4,190 per month

  • 2 Beds
  • 1 Bath
  • 1,425 Sq Ft
  • Condo for Rent

  313 Avalon Cir Unit FL2-ID3431A, 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 FL2-ID3431A, Smithtown, NY 11787
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  $784,000 Sold Jun 26, 2025

  94 New York Ave, Smithtown, NY 11787

  • 3 Beds
  • 1.5 Baths
  • 1,500 Sq Ft
  • Built 1929

  Last Sold Summary

  • 6% Above List Price
  • $523/SF
  • 15 Days On Market

  Current Estimated Value $791,438

  Last Listing Agent Diane Grinere Stanzoni Realty Corp

  94 New York Ave, Smithtown, NY 11787
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  Est $1,248,146 Not Listed For Sale

  • 6 Beds
  • 5.5 Baths
  • 1,924 Sq Ft

  3 Candlelight Ct, Smithtown, NY 11787

  3 Candlelight Ct, Smithtown, NY 11787
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  /50

  $1,499,999 Pending

  • 6 Beds
  • 4.5 Baths
  • 4,800 Sq Ft

  3 Kohlsaat Ct, Smithtown, NY 11787

  3 Kohlsaat Court - New Pictures will be uploaded soon!Welcome to your dream home! Tucked away in a peaceful cul-de-sac, this refined 6-bedroom, 4.5-bath colonial delivers 4,800 sqft of elegance and thoughtful design on a nearly one-acre private lot. Square footage does not include the full basement and the full staircase attic dimensions. Annual taxes are $24,175.62 without STAR. Grieved 2

  Reynold Jainarine Signature Premier Properties

  3 Kohlsaat Ct, Smithtown, NY 11787
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  $3,215 per month

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

  44 Route 25 A Unit 205, 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 205, Smithtown, NY 11787
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  $845,000 Sold Mar 04, 2025

  18 Trent Ln, Smithtown, NY 11787

  • 4 Beds
  • 3 Baths
  • 3,739 Sq Ft
  • Built 1956

  Last Sold Summary

  • 5% Below List Price
  • $226/SF
  • 68 Days On Market

  Current Estimated Value $953,530

  Last Listing Agent Ashley Uva

  18 Trent Ln, Smithtown, NY 11787
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  Est $634,476 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,028 Sq Ft

  25 Pineacre Dr, Smithtown, NY 11787

  25 Pineacre Dr, Smithtown, NY 11787
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  /16

  $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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  /12

  $3,950 per month

  • 2 Beds
  • 2 Baths
  • 1,196 Sq Ft
  • Condo for Rent

  313 Avalon Cir Unit FL1-ID1963A, 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!Discover the best of Smithtown, with this two bedroom apartment in Smithtown. It’ll be easy to simply show up and start living in this furnished apartment with its fully equipped kitchen, living room,

  313 Avalon Cir Unit FL1-ID1963A, Smithtown, NY 11787
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  $720,000 Sold Oct 17, 2025

  1 Wood Ln, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1959

  Last Sold Summary

  • 11% Above List Price
  • $600/SF
  • 10 Days On Market

  Current Estimated Value $714,996

  Last Listing Agent Deborah Lettieri Signature Premier Properties

  1 Wood Ln, Smithtown, NY 11787
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  Est $3,157,667 Not Listed For Sale

  • 6 Beds
  • 5.5 Baths
  • 7,200 Sq Ft

  146 Oakside Dr, Smithtown, NY 11787

  146 Oakside Dr, Smithtown, NY 11787
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  $939,000 Pending

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

  68 Churchill Ln, Smithtown, NY 11787

  Welcome to 68 Churchill Lane, a beautiful home nestled in the heart of Smithtown Pines. This Diamond condition expanded ranch delivers a blend of luxury and comfort that stands out.Enter this impeccable home through the entry foyer and you will be greeted by gleaming hardwood floors that lead you into your formal living room and then into a beautifully designed open concept kitchen that

  Thomas Diana Douglas Elliman Real Estate

  68 Churchill Ln, Smithtown, NY 11787
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  $4,999 per month

  • 4 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • House for Rent

  24 Lindner Place, Smithtown, NY 11787

  This cozy cape is completely renovated with exceptional attention to EVERY detail! Every element , from the appliances and lighting to the window and flooring. Everything was thoughtfully chosen, the 5 coats of paint to achieve the just right look on all the door moldings, to the little hooks and shelving in all of the closets, the fantasy brown marble granite counter top that is in the laundry

  Joseph Donofrio Douglas Elliman Real Estate

  24 Lindner Place, Smithtown, NY 11787
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  $790,000 Sold Sep 02, 2025

  11 Kim Ave, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 1,833 Sq Ft
  • Built 1969

  Last Sold Summary

  • 7% Above List Price
  • $431/SF
  • 11 Days On Market

  Current Estimated Value $790,435

  Last Listing Agent Christine Daddio Howard Hanna Coach

  11 Kim Ave, Smithtown, NY 11787
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  Est $958,844 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,550 Sq Ft

  506 Landing Ave, Smithtown, NY 11787

  506 Landing Ave, Smithtown, NY 11787
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  $744,999 Pending

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

  10 Elayne Ct, Smithtown, NY 11787

  Welcome to this beautifully renovated high ranch tucked away on a quiet cul-de-sac in the heart of Smithtown. This desirable home features 4 spacious bedrooms and 1.5 bathrooms, along with a convenient two-car garage. Enjoy the modern updates throughout, including central air and heating for year-round comfort, brand new kitchen and bathroom. The property is surrounded by gorgeous landscaping,

  German Nielsen Newman Realty Inc

  10 Elayne Ct, Smithtown, NY 11787
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  $4,330 per month

  • 2 Beds
  • 2 Baths
  • 1,196 Sq Ft
  • Condo for Rent

  313 Avalon Cir Unit FL1-ID2442A, 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 pretty two bedroom Blueground apartment. You’ll love coming home to this thoughtfully furnished, beautifully designed, and fully equipped

  313 Avalon Cir Unit FL1-ID2442A, Smithtown, NY 11787
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  $730,000 Sold Jul 28, 2025

  75 Paddington Cir, Smithtown, NY 11787

  • 3 Beds
  • 2.5 Baths
  • 1,684 Sq Ft
  • Built 2002

  Last Sold Summary

  • 1% Below List Price
  • $433/SF
  • 18 Days On Market

  Current Estimated Value $748,560

  Last Listing Agent Trish Bergin Signature Premier Properties

  75 Paddington Cir, Smithtown, NY 11787
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  Est $945,726 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,193 Sq Ft

  19 Format Ln, Smithtown, NY 11787

  19 Format Ln, Smithtown, NY 11787
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  $1,288,888 Open Fri 4PM - 6PM

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

  5 Poplar Dr, Smithtown, NY 11787

  Welcome to this completely renovated and expanded split ranch located in the highly sought- after Smithtown School District. Meticulously rebuilt taken down to the studs, with no detail overlooked. This stunning home offers 4 spacious bedrooms and 3 full bathrooms, including an impressive primary suite with a spa-like ensuite bathroom and 2 oversized closets. Show stopping kitchen, complete with

  Styliani Cannata Real Broker NY LLC

  5 Poplar Dr, Smithtown, NY 11787
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  $4,400 per month

  • 4 Beds
  • 3 Baths
  • 1,854 Sq Ft
  • House for Rent

  117 Blydenburg Ave, Smithtown, NY 11787

  Open concept, spacious 4 bedroom,3 bath, flat 1/2 acre, fully fenced backyard,close to town,shopping,restaurants,gas heat,wood floors,private driveway,washer,dryer,dishwasher. Appearance : Excellent interior features : Separate Thermostat

  Denise Gianatasio Signature Premier Properties

  117 Blydenburg Ave, Smithtown, NY 11787
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  $660,000 Sold Apr 17, 2025

  19 Greenwich Rd, Smithtown, NY 11787

  • 4 Beds
  • 2 Baths
  • 1,906 Sq Ft
  • Built 1963

  Last Sold Summary

  • 10% Above List Price
  • $346/SF
  • 12 Days On Market

  Current Estimated Value $713,515

  Last Listing Agent Elisabeth Marino HomeSmart Premier Living Rlty

  19 Greenwich Rd, Smithtown, NY 11787
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  Est $643,199 Not Listed For Sale

  • 3 Beds
  • 2 Baths

  10 South Ave, Smithtown, NY 11787

  10 South Ave, Smithtown, NY 11787

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