Smithtown, NY Homes

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  $824,999 Pending

  • 3 Beds
  • 3.5 Baths
  • 1,940 Sq Ft

  8 Scarborough Dr, Smithtown, NY 11787

  Welcome to your move-in ready home in the sought-after Windcrest gated community. This meticulously maintained townhouse offers the perfect blend of comfort, style, and convenience — truly turn-key living at its best. Recent updates (2023) include a new kitchen, CAC units, furnace, hot water heater, and washer/dryer. A beautifully redesigned kitchen combines modern design with everyday

  Joseph Femia Signature Premier Properties

  8 Scarborough Dr, Smithtown, NY 11787
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  $3,710 per month

  • 1 Bed
  • 1 Bath
  • 1,212 Sq Ft
  • Condo for Rent

  313 Avalon Cir Unit FL2-ID3453A, 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 one 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 FL2-ID3453A, Smithtown, NY 11787
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  $920,000 Sold Mar 18, 2025

  180 Fifty Acre Rd S, Smithtown, NY 11787

  • 6 Beds
  • 3.5 Baths
  • 3,150 Sq Ft
  • Built 1968

  Last Sold Summary

  • 2% Below List Price
  • $292/SF
  • 124 Days On Market

  Current Estimated Value $793,173

  Last Listing Agent Nicholas Colonna Aliano Real Estate

  180 Fifty Acre Rd S, Smithtown, NY 11787
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  Est $758,688 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,051 Sq Ft

  62 Amsterdam Rd, Smithtown, NY 11787

  62 Amsterdam Rd, Smithtown, NY 11787
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  $739,999 Pending

  • 3 Beds
  • 2 Baths
  • 1,632 Sq Ft

  311 Devon Ln, Smithtown, NY 11787

  Tucked away on a quiet Smithtown street, 311 Devon Lane blends classic charm with effortless living. This beautifully maintained three-bedroom, two-bath Dutch Colonial welcomes you with sunlit hardwood floors, an inviting flow, and a kitchen finished with granite countertops and stainless steel appliances. Designed for both daily ease and memorable gatherings, the home offers gas heat and central

  Team Rivera Keller Williams Points North

  311 Devon Ln, Smithtown, NY 11787
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  /10

  $3,600 per month

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

  313 Avalon Cir Unit FL1-ID2329A, 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 one bedroom apartment in Smithtown. It’ll be easy to simply show up and start living in this airy furnished apartment with its fully equipped kitchen, lovely

  313 Avalon Cir Unit FL1-ID2329A, Smithtown, NY 11787
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  $975,000 Sold Nov 13, 2025

  3 Ingram Ct, Smithtown, NY 11787

  • 4 Beds
  • 3.5 Baths
  • 2,977 Sq Ft
  • Built 1970

  Last Sold Summary

  • $328/SF
  • 181 Days On Market

  Last Listing Agent Oakar Reinstein Realty Connect USA L I Inc

  3 Ingram Ct, Smithtown, NY 11787
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  Est $913,489 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,601 Sq Ft

  4 Belford Ln, Smithtown, NY 11787

  4 Belford Ln, Smithtown, NY 11787
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  /31

  $779,999 Pending

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

  58 Rhoda Ave, Smithtown, NY 11787

  Expanded Colonial with Huge Family Room with Propane Gas Fireplace/Laundry room Conveniently Located on 1st Floor/Hardwood Floors/Entertaining Wood Rear Deck/ 3 Generous Bedrooms and 2.5 Baths plus 2 Car Garage/200 Amp Electric with Transfer Switch/Large Primary Bedroom with Bathroom/Closets and Fireplace/ Great Smithtown Schools and MORE !

  Robert Scarito Douglas Elliman Real Estate

  58 Rhoda Ave, Smithtown, NY 11787
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  /7

  $5,070 per month

  • 3 Beds
  • 2 Baths
  • 1,327 Sq Ft
  • Condo for Rent

  313 Avalon Cir Unit FL1-ID3460A, 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!Discover the best of Smithtown, with this three bedroom apartment in Smithtown. It’ll be easy to simply show up and start living in this furnished apartment

  313 Avalon Cir Unit FL1-ID3460A, Smithtown, NY 11787
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  $999,999 Sold Jun 30, 2025

  4 Crystal Ct, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,700 Sq Ft
  • Built 2000

  Last Sold Summary

  • 5% Above List Price
  • $370/SF
  • 13 Days On Market

  Current Estimated Value $1,031,802

  Last Listing Agent Scott Paisley Signature Premier Properties

  4 Crystal Ct, Smithtown, NY 11787
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  Est $788,557 Not Listed For Sale

  • 4 Beds
  • 2 Baths

  10 Belford Ln, Smithtown, NY 11787

  10 Belford Ln, Smithtown, NY 11787
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  $749,000

  • 3 Beds
  • 2 Baths
  • 1,093 Sq Ft

  16 E Hill Dr, Smithtown, NY 11787

  Welcome to 16 East Hill Drive, a beautifully maintained turn-key ranch, set on a prime corner lot in one of Smithtown’s most sought-after neighborhoods. This light-filled home offers effortless single-level living and an expansive fenced in backyard with an in-ground pool, designed for year-round enjoyment. Step inside to a warm and inviting open concept living room anchored by a decorative

  Elizabeth Kee Core Long Island LLC

  16 E Hill Dr, Smithtown, NY 11787
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  /12

  $4,140 per month

  • 2 Beds
  • 1 Bath
  • 1,130 Sq Ft
  • Condo for Rent

  313 Avalon Cir Unit FL1-ID1234A, 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 two bedroom apartment with its modern decor, fully equipped kitchen, and comfortable living room.

  313 Avalon Cir Unit FL1-ID1234A, Smithtown, NY 11787
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  $772,000 Sold Oct 09, 2025

  24 Ursular Ct, Smithtown, NY 11787

  • 3 Beds
  • 1.5 Baths
  • 2,167 Sq Ft
  • Built 1955

  Last Sold Summary

  • 2% Above List Price
  • $356/SF
  • 40 Days On Market

  Last Listing Agent Kerrilynn Prokop Signature Premier Properties

  24 Ursular Ct, Smithtown, NY 11787
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  Est $732,039 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,235 Sq Ft

  27 Morewood Dr, Smithtown, NY 11787

  27 Morewood Dr, Smithtown, NY 11787
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  /25

  $599,000

  • 2 Beds
  • 2.5 Baths
  • 1,358 Sq Ft

  32 Scarborough Dr, Smithtown, NY 11787

  Welcome to Windcrest at Smithtown, a desirable pet friendly gated community offering maintenance free resort-style living! This beautifully maintained Brittany model townhome features 2 spacious bedrooms and 2.5 baths. The extensive primary suite boasts two walk-in closets and a private bath. Additional highlights include a private outdoor patio, one-car garage with epoxy flooring, driveway

  Cynthia Zwirba Douglas Elliman Real Estate

  32 Scarborough Dr, Smithtown, NY 11787
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  /7

  $5,030 per month

  • 3 Beds
  • 2 Baths
  • 1,327 Sq Ft
  • Condo for Rent

  313 Avalon Cir Unit FL1-ID3437A, 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!Discover the best of Smithtown, with this three bedroom apartment in Smithtown. It’ll be easy to simply show up and start living in this furnished apartment

  313 Avalon Cir Unit FL1-ID3437A, Smithtown, NY 11787
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  $745,000 Sold Jan 17, 2025

  136 Hidden Ponds Cir, Smithtown, NY 11787

  • 3 Beds
  • 2.5 Baths
  • Built 1986

  Last Sold Summary

  • 3% Above List Price
  • 9 Days On Market

  Current Estimated Value $716,725

  Last Listing Agent Alanna Buz Douglas Elliman Real Estate

  136 Hidden Ponds Cir, Smithtown, NY 11787
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  Est $857,439 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,114 Sq Ft

  11 Woodrow Ln, Smithtown, NY 11787

  11 Woodrow Ln, Smithtown, NY 11787
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  $948,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,880 Sq Ft

  75 Wesleyan Rd, Smithtown, NY 11787

  Welcome to this beautiful, recently renovated Splanch located in the heart of Smithtown! This stunning home offers the perfect blend of elegance, comfort, and modern design. Featuring four spacious bedrooms and two-and-a-half baths, including a luxurious primary ensuite with a beautifully updated bathroom, this home is sure to impress. Step inside to find a large formal dining room, an open

  Robert Korber Signature Premier Properties

  75 Wesleyan Rd, Smithtown, NY 11787
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  $1,125,000 Sold Jan 17, 2025

  287 River Rd, Saint James, NY 11780

  • 3 Beds
  • 3 Baths
  • 2,750 Sq Ft
  • Built 1949

  Last Sold Summary

  • 6% Below List Price
  • $409/SF
  • 41 Days On Market

  Current Estimated Value $1,143,393

  Last Listing Agent Glenn Barnett Nest Seekers International LLC

  287 River Rd, Saint James, NY 11780
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  Est $819,035 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,800 Sq Ft

  12 Dana Ln, Smithtown, NY 11787

  12 Dana Ln, Smithtown, NY 11787
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  $1,250,000 Pending

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

  2 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

  2 Sycamore Place, Smithtown, NY 11787
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  $1,250,000 Sold Jun 13, 2025

  14 Franciscan Ln, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,742 Sq Ft
  • Built 2006

  Last Sold Summary

  • 19% Above List Price
  • $456/SF
  • 14 Days On Market

  Current Estimated Value $1,267,481

  Last Listing Agent Cecelia Schmidt Coldwell Banker American Homes

  14 Franciscan Ln, Smithtown, NY 11787
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  Est $753,867 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,615 Sq Ft

  10 Morewood Dr, Smithtown, NY 11787

  10 Morewood Dr, Smithtown, NY 11787
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  /24

  $650,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,688 Sq Ft

  173 North Ln, Smithtown, NY 11787

  Welcome to Hidden Ponds! This beautiful gated community has amazing amenities, low HOA fees, and is conveniently located right off of 347. This Cornell Model is ready to move into with freshly painted walls. The entry foyer is full of light, the eat in kitchen boasts white cabinets, granite countertops and GE Profile appliances along with a large pantry. The open concept living room and dining

  Debra Tringali Signature Premier Properties

  173 North Ln, Smithtown, NY 11787
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  $735,000 Sold Feb 14, 2025

  17 Sheppard Ln, Smithtown, NY 11787

  • 4 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • Built 1963

  Last Sold Summary

  • 5% Above List Price
  • $432/SF
  • 13 Days On Market

  Current Estimated Value $770,142

  Last Listing Agent Beth Lowe Douglas Elliman Real Estate

  17 Sheppard Ln, Smithtown, NY 11787
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  Est $793,279 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,834 Sq Ft

  12 Parnell Dr, Smithtown, NY 11787

  12 Parnell Dr, Smithtown, NY 11787
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  /2

  $635,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,060 Sq Ft

  30 New Mill Rd, Smithtown, NY 11787

  Welcome to Smithtown, a picturesque town nestled in Suffolk County NYThis property is a beautiful forever home that boasts 4 brs 3.5 baths with plenty of extra living space and a XL backyard. This handyman special is being sold as is & Will NOT LAST!SHORTSALE SUBJECT TO THRID PARTY BANK APPROVAL!

  Karee Onfroy Elite Synergy Realty Inc

  30 New Mill Rd, Smithtown, NY 11787
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  $740,000 Sold Mar 21, 2025

  44 Grandview Ln, Smithtown, NY 11787

  • 5 Beds
  • 2.5 Baths
  • 3,071 Sq Ft
  • Built 1964

  Last Sold Summary

  • 9% Above List Price
  • $241/SF
  • 20 Days On Market

  Current Estimated Value $805,289

  Last Listing Agent Laura Johanson Coldwell Banker American Homes

  44 Grandview Ln, Smithtown, NY 11787
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  Est $820,717 Not Listed For Sale

  • 4 Beds
  • 2 Baths

  30 Rogers Ln, Smithtown, NY 11787

  30 Rogers Ln, Smithtown, NY 11787
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  $914,999 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  49 Dorchester Rd, Smithtown, NY 11787

  Welcome home to 49 Dorchester Rd!! This diamond renovated colonial is the one you've been waiting to hit the market! This beautifully updated and well-maintained home features 4 bedrooms & 3 bathrooms. Large open foyer when you first walk in; you're then greeted with your beautiful dining room and large eat-in kitchen with granite countertops, custom oversized cabinets, a Thermador range, new

  Justin Soriano Signature Premier Properties

  49 Dorchester Rd, Smithtown, NY 11787
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  $2,200,000 Sold Apr 14, 2025

  100 Riverview Terrace, Smithtown, NY 11787

  • 4 Beds
  • 4 Baths
  • 3,700 Sq Ft
  • Built 2010

  Last Sold Summary

  • $595/SF
  • 190 Days On Market

  Current Estimated Value $2,219,333

  Last Listing Agent Anthony Perrotta Signature Premier Properties

  100 Riverview Terrace, Smithtown, NY 11787
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  Est $852,111 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 1,704 Sq Ft

  5 Greenwich Rd, Smithtown, NY 11787

  5 Greenwich Rd, Smithtown, NY 11787
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  $669,000

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

  15 Penn Dr, Smithtown, NY 11787

  Welcome to this beautifully maintained mid-century modern 3 bedroom 2 bath ranch in the heart of all that Smithtown/Saint James has to offer! Located in the desirable “College Section” this charming single level home features a classic front facing gable design, an inviting oversized carport, and immaculate landscaping that truly enhances its curb appeal! Beautiful park like yard, entertainers

  Ashley Miller Realty Connect USA L I Inc

  15 Penn Dr, Smithtown, NY 11787
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  $800,000 Sold Jul 09, 2025

  467 Landing Ave, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 1,094 Sq Ft
  • Built 1900

  Last Sold Summary

  • 23% Above List Price
  • $731/SF
  • 20 Days On Market

  Current Estimated Value $797,784

  Last Listing Agent Ed Shine Shine Realty Group

  467 Landing Ave, Smithtown, NY 11787
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  Est $857,594 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,704 Sq Ft

  6 Talbot Ln, Smithtown, NY 11787

  6 Talbot Ln, Smithtown, NY 11787
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  $850,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,080 Sq Ft

  677 Meadow Rd, Smithtown, NY 11787

  Lovingly renovated and professionally designed by the homeowner, this home cannot be missed. From the entryway, all the way through to the back of the house, every room has been thought out and designed with impeccable detail. The amenities are too many to list, with most of the upgrades occurring within the last 6 years. Beautiful hardwood floors, moldings, custom built-ins and lovely lighting

  Melissa D'Angelo Compass Greater NY LLC

  677 Meadow Rd, Smithtown, NY 11787
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  $785,000 Sold Mar 20, 2025

  23 Dunedin St, Smithtown, NY 11787

  • 5 Beds
  • 2.5 Baths
  • 2,865 Sq Ft
  • Built 1967

  Last Sold Summary

  • 2% Below List Price
  • $274/SF
  • 106 Days On Market

  Current Estimated Value $860,374

  Last Listing Agent Denise Lanzarone Keller Williams Points North

  23 Dunedin St, Smithtown, NY 11787

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