Smithtown, NY Homes

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  $998,000 Open Sun 11:30AM - 1:30PM

  • 4 Beds
  • 2 Baths
  • 2,119 Sq Ft

  334 Edgewood Ave, Smithtown, NY 11787

  Step into a world where architecture and nature exist in perfect harmony in this custom-built Mid-Century Modern California ranch, tucked away in the heart of Smithtown. Designed with intention and integrity, this striking home welcomes you with soaring cathedral ceilings and a dramatic center beam that anchors the open-concept living space. Walls of glass blur the line between indoors and out,

  

  Tracy Boucher

  Signature Premier Properties

  (631) 557-6586

  334 Edgewood Ave, Smithtown, NY 11787
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  $4,820 per month

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

  313 Avalon Cir Unit SI FL1-ID1717A, 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 one bedroom apartment in Smithtown. It’ll be easy to simply show up and start living in this furnished apartment with

  313 Avalon Cir Unit SI FL1-ID1717A, 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

  Current Estimated Value $1,027,951

  Last Listing Agent Lisa Testagrose Coldwell Banker American Homes

  45 Grandview Ln, Smithtown, NY 11787
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  Est $1,034,302 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

  • 5% Above List Price
  • $400/SF
  • 61 Days On Market

  • Last Sold Price $985,000
  • Jan 29, 2025

  Last Listing Agent Neilson Robles Exit Realty Achieve
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  $739,000 Open Sun 12PM - 2PM

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

  653 Meadow Rd, Smithtown, NY 11787

  Beautiful Updated Two-Level High Ranch on nearly half an acre with 10 bright rooms and duel driveways. Enjoy a large deck, fenced yard, and versatile mother-daughter setup with private and interior entrances. Conveniently located near top-rated schools. A rare opportunity for both comfortable living and strong investment potential.

  

  Sharlene Cao

  Modern Realty and Management

  (631) 613-8470

  653 Meadow Rd, Smithtown, NY 11787
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  $2,800 per month

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

  44 Route 25 A Unit 113, Smithtown, NY 11787

  Beautiful Private Lake community, Apartment Includes, Reserved Parking Spot, Fitness Room, 4x4x8 Storage Locker, Separate Laundry Centers.

  Mary Beth Donnelly Douglas Elliman Real Estate

  44 Route 25 A Unit 113, 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

  Current Estimated Value $720,777

  Last Listing Agent jennifer brule Century 21 Adams Real Estate

  27 Columbus Ave, Kings Park, NY 11754
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  Est $1,270,154 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

  • 4% Above List Price
  • 15 Days On Market

  • Last Sold Price $1,225,000
  • Jan 17, 2025

  Last Listing Agent Maria Orlandi Compass Greater NY LLC
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  $775,000

  • 3 Beds
  • 2 Baths
  • 1,085 Sq Ft

  34 Hunter Place, Smithtown, NY 11787

  Welcome to this beautifully updated 3-bedroom, 2-bath split-level home, perfectly situated on a spacious 0.25-acre lot in one of Smithtown’s most desirable neighborhoods with Commack Schools . Thoughtfully renovated and meticulously maintained, this home offers the ideal blend of comfort, style, and modern convenience. Step inside to discover gleaming hardwood floors flowing throughout,

  

  Rory Sherman

  Charles Rutenberg Realty Inc

  (631) 502-5479

  34 Hunter Place, Smithtown, NY 11787
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  $4,530 per month

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

  313 Avalon Cir Unit SI FL1-ID2632A, 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 SI FL1-ID2632A, 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 $795,905

  Last Listing Agent Diane Grinere Stanzoni Realty Corp

  94 New York Ave, 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
  • Dec 08, 2023

  Last Listing Agent Nicholas Iarrobino Douglas Elliman Real Estate
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  $999,999 Open Tue 5PM - 6:30PM

  • 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 offering on desirable Ernest Court. Set on approximately half an acre of lush, manicured grounds within the highly sought-after Smithtown School District, this 4-bedroom, 2.5-bath residence blends comfort, space, and resort-style living. A private setting and beautifully curated landscaping create a warm first impression, while inside,

  

  Devang Patel

  Douglas Elliman Real Estate

  (631) 526-7490

  9 Ernest Ct, Kings Park, NY 11754
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  $3,205 per month

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

  44 Route 25 A Unit 505, Smithtown, NY 11787

  Beautiful Private Lake community, Apartment Includes, Reserved Parking Spot, Fitness Room, 4x4x8 Storage Locker, Separate Laundry Centers.

  Mary Beth Donnelly Douglas Elliman Real Estate

  44 Route 25 A Unit 505, Smithtown, NY 11787
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  $1,300,000 Sold Mar 31, 2026

  109 Oakside Dr, Smithtown, NY 11787

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

  Last Sold Summary

  • 13% Below List Price
  • $542/SF
  • 142 Days On Market

  Current Estimated Value $1,415,361

  Last Listing Agent George McKnight George Mcknight REALTORS Inc

  109 Oakside Dr, Smithtown, NY 11787
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  Est $794,462 Not Listed For Sale

  3 Woodrow Ln, Smithtown, NY 11787

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

  3 Woodrow Ln, Smithtown, NY 11787

  Last Sold Summary

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

  • Last Sold Price $720,000
  • Feb 02, 2024

  Last Listing Agent Andrew Blee Serhant LLC
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  $899,000

  • 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

  (631) 529-6142

  43 Hallock Ave, Smithtown, NY 11787
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  $5,520 per month

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

  313 Avalon Cir Unit SI FL1-ID1657A, 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 SI FL1-ID1657A, Smithtown, NY 11787
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  $850,000 Sold Mar 20, 2026

  368 Landing Ave, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,000 Sq Ft
  • Built 1967

  Last Sold Summary

  • 15% Below List Price
  • $425/SF
  • 189 Days On Market

  Current Estimated Value $915,710

  Last Listing Agent Ahmed Bilal ILAND Realty

  368 Landing Ave, Smithtown, NY 11787
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  Est $903,394 Not Listed For Sale

  18 Bridle Path Rd, Smithtown, NY 11787

  • 4 Beds
  • 2 Baths
  • Built 1963

  18 Bridle Path Rd, Smithtown, NY 11787

  Last Sold Summary

  • 26% Above List Price
  • 34 Days On Market

  • Last Sold Price $715,000
  • Apr 08, 2024

  Last Listing Agent Michele Targovnik Daniel Gale Sotheby's
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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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  $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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  $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 $734,550

  Last Listing Agent Deborah Lettieri Signature Premier Properties

  1 Wood Ln, Smithtown, NY 11787
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  Est $1,442,124 Not Listed For Sale

  4 Privet Ct, Smithtown, NY 11787

  • 5 Beds
  • 3.5 Baths
  • 1,371 Sq Ft
  • Built 2010

  4 Privet Ct, Smithtown, NY 11787

  Last Sold Summary

  • 14% Above List Price
  • $919/SF
  • 24 Days On Market

  • Last Sold Price $1,260,000
  • Nov 03, 2023

  Last Listing Agent Elena Galluzzo Compass Greater NY LLC
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  $1,599,999 Pending

  • 6 Beds
  • 5 Baths
  • 6,700 Sq Ft

  30 Lone Oak Path, Smithtown, NY 11787

  Welcome to 30 Lone Oak Path, a grand haven nestled in the heart of the highly sought hamlet of Smithtown Pines within the Hauppauge School District! This exquisite home offers the possible opportunity for multi-generational living, it is an expansive and distinctively designed custom-built 6500 plus square foot home sits on a one plus-acre lot. Open the double front doors and step into an

  Thomas Diana Douglas Elliman Real Estate

  30 Lone Oak Path, Smithtown, NY 11787
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  $5,980 per month

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

  313 Avalon Cir Unit SI FL1-ID3639A, 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 airy furnished apartment

  313 Avalon Cir Unit SI FL1-ID3639A, 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 $800,959

  Last Listing Agent Christine Daddio Howard Hanna Coach

  11 Kim Ave, Smithtown, NY 11787
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  Est $693,004 Not Listed For Sale

  87 Hidden Ponds Cir, Smithtown, NY 11787

  • 2 Beds
  • 2.5 Baths
  • 1,495 Sq Ft
  • Built 1987

  87 Hidden Ponds Cir, Smithtown, NY 11787

  Last Sold Summary

  • 13% Above List Price
  • $411/SF
  • 50 Days On Market

  • Last Sold Price $615,000
  • Sep 25, 2023

  Last Listing Agent Richard Krug Century 21 American Homes
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  $799,000 Pending

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

  8 Mulberry Dr, Smithtown, NY 11787

  Welcome to this beautifully updated Hi-Ranch in the desirable Morewood section of Smithtown, located within the highly sought-after Smithtown School District.This spacious home offers 4 bedrooms and 2 full bathrooms, combining comfort, functionality, and modern updates. The updated kitchen features high-end, energy-efficient stainless steel appliances, making it perfect for both everyday

  Vincent DiLemme NextHome OrangeDot

  8 Mulberry Dr, Smithtown, NY 11787
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  $4,450 per month

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

  24 Lindner Place, Smithtown, NY 11787

  This cozy cape is exceptional with attention to EVERY detail! Every element , from the appliances and lighting to the window and flooring. All the doors are solid wood. The electric is 200 amp. All new appliances. 4 bedrooms or 3 bedrooms plus office, plenty of storage. Utilities included. Call for an appointment. A must see!!Can be rented furnished or unfurnished.

  Joseph Donofrio Douglas Elliman Real Estate

  24 Lindner Place, 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 $752,597

  Last Listing Agent Trish Bergin Signature Premier Properties

  75 Paddington Cir, Smithtown, NY 11787
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  Est $725,610 Not Listed For Sale

  29 Paddington Cir, Smithtown, NY 11787

  • 2 Beds
  • 2.5 Baths
  • 1,479 Sq Ft
  • Built 2002

  29 Paddington Cir, Smithtown, NY 11787

  Last Sold Summary

  • 32% Above List Price
  • $372/SF
  • 19 Days On Market

  • Last Sold Price $550,000
  • Jan 03, 2024

  Last Listing Agent Sophia Christodoulou Signature Premier Properties
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  $1,375,000 Pending

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

  16 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

  16 Sycamore Place, Smithtown, NY 11787
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  $4,560 per month

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

  313 Avalon Cir Unit SI FL1-ID1433A, 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 SI FL1-ID1433A, Smithtown, NY 11787
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  $625,000 Sold Oct 10, 2025

  12 Ursular Ct, Smithtown, NY 11787

  • 3 Beds
  • 2.5 Baths
  • 1,407 Sq Ft
  • Built 1962

  Last Sold Summary

  • 11% Below List Price
  • $444/SF
  • 26 Days On Market

  Current Estimated Value $658,645

  Last Listing Agent Christina Tabacco Weber Executive Group Realty

  12 Ursular Ct, Smithtown, NY 11787
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  Est $583,877 Not Listed For Sale

  45 Oak Ave, Smithtown, NY 11787

  • 3 Beds
  • 1 Bath
  • Built 1948

  45 Oak Ave, Smithtown, NY 11787

  Last Sold Summary

  • 35% Above List Price
  • 15 Days On Market

  • Last Sold Price $432,500
  • Nov 08, 2023

  Last Listing Agent Dorothy Cheswick Howard Hanna Coach
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  $1,250,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,024 Sq Ft

  8 Sycamore Place, Smithtown, NY 11787

  THE HAMPTON (2,024 SF): 3bdrm-2.5ba Ranch. Features include an open floor plan with vaulted ceilings throughout for perfect first floor living. The full basement with outside entrance offers an addt'l ~2,000 SF of space. Sycamore Estates is an 18-home new development consisting of 3 privately sidewalked cul-de-sacs conveniently located 5 minutes to the LIE and 9 minutes to the LIRR. Move walls,

  Paul Musso Realty Connect USA L I Inc

  8 Sycamore Place, Smithtown, NY 11787
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  $2,265 per month

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

  37 Elliott Place Unit 37-7A, Smithtown, NY 11787

  *Ask About our Amazing Rent specials* Charming, Air-Conditioned, Studio, Junior 1 Bedroom & 1 Bedroom Apartments. Some With New Kitchen Cabinetry With New Appliances And Dishwasher And New Baths. Heat & Hot Water Included. Wall-To-Wall Carpeting. Decorator Hallways.Laundry Facility. Walk To Lirr & Walk To Shopping. Pet Friendly! Prices/polices subject to change without notice., Additional

  Michelle Holmes Fairfield Properties

  37 Elliott Place Unit 37-7A, Smithtown, NY 11787
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  $1,380,000 Sold Aug 05, 2025

  67 Lindron Ave, Smithtown, NY 11787

  • 4 Beds
  • 4 Baths
  • 3,028 Sq Ft
  • Built 1983

  Last Sold Summary

  • 15% Above List Price
  • $456/SF
  • 9 Days On Market

  Current Estimated Value $1,382,988

  Last Listing Agent Lori Zamore Signature Premier Properties

  67 Lindron Ave, Smithtown, NY 11787
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  Est $1,317,134 Not Listed For Sale

  3 Candlelight Ct, Smithtown, NY 11787

  • 6 Beds
  • 5.5 Baths
  • 1,924 Sq Ft
  • Built 1910

  3 Candlelight Ct, Smithtown, NY 11787

  Last Sold Summary

  • 3% Above List Price
  • $663/SF
  • 52 Days On Market

  • Last Sold Price $1,275,000
  • Nov 09, 2023

  Last Listing Agent Ashley Tanenblatt Daniel Gale Sotheby's

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