13,086

Smithtown, NY Homes

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  • /27

    $750,000

    Pending
    • 4 Beds
    • 2 Baths
    • 2,269 Sq Ft

    46 Sherbrooke Dr, Smithtown, NY 11787

    Welcome to 46 Sherbrooke Drive, a beautifully updated 4-bedroom, 2-bath Split located in the heart of Smithtown. This lovely home offers inviting spaces, gleaming hardwood floors and stylish contemporary details throughout. Upon entering the foyer, you will find a spacious and welcoming family room, where a full-brick, wood-burning fireplace creates a warm and inviting focal point. There is a

    Agent Photo

    Nordeen Accardi

    Coldwell Banker American Homes

    46 Sherbrooke Dr, Smithtown, NY 11787
  • /10

    $2,880 Per Month

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

    44 Route 25 A Unit 110, 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 110, Smithtown, NY 11787
  • 22 Whitney Gate, Smithtown, NY 11787

    $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

    Current Estimated Value $1,060,663

    Last Listing Agent Donna Dirusso Prestige Realty & Home Dev

    22 Whitney Gate, Smithtown, NY 11787
    • 355 Route 111 Unit 47, Smithtown, NY 11787

      Est $295,000

      Not Listed For Sale

      355 Route 111 Unit 47, Smithtown, NY 11787

      • 1 Bed
      • 1 Bath
      • 950 Sq Ft
      • Built 1964
      355 Route 111 Unit 47, Smithtown, NY 11787

      Last Sold Summary

      • 23 Days On Market

      Last Listing Agent Sandra Kelly Howard Hanna Coach

  • /41

    $799,999

    • 5 Beds
    • 3 Baths
    • 1,975 Sq Ft

    39 Sheryl Crescent, Smithtown, NY 11787

    Beautiful well maintained five bedroom colonial. Tree lined street in Smithtown School District. Plenty of privacy in the backyard. Hardwood floors throughout, unfinished basement with cedar closet. Roof is eight years young, brand new boiler. Brand new 200 amp service.

    Agent Photo

    Robert Caggiano

    Coldwell Banker American Homes

    39 Sheryl Crescent, Smithtown, NY 11787
  • /7

    $5,710

    Total Monthly Price

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

    313 Avalon Cir Unit SI FL1-ID3611A, 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 cozy Smithtown furnished three bedroom apartment with its modern decor, fully equipped

    313 Avalon Cir Unit SI FL1-ID3611A, Smithtown, NY 11787
  • 45 Grandview Ln, Smithtown, NY 11787

    $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 $1,032,288

    Last Listing Agent Lisa Testagrose Coldwell Banker American Homes

    45 Grandview Ln, Smithtown, NY 11787
    • 20 Waverly Ave, Smithtown, NY 11787

      Not Listed For Sale

      20 Waverly Ave, Smithtown, NY 11787

      • 4 Beds
      • 3.5 Baths
      • 3,500 Sq Ft
      • Built 2024
      20 Waverly Ave, Smithtown, NY 11787

      Last Sold Summary

      • 84 Days On Market

      Last Listing Agent Christina Rieckehoff Realty Connect USA L I Inc

  • /18

    $1,375,000

    New Construction 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
  • /21

    $4,400 Per Month

    • 4 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • House for Rent

    425 Landing Ave, Smithtown, NY 11787

    Welcome to this spectacular 4 bedroom, 2 full bath private ranch style house rental. It features convenient one level living. 3 of the 4 bedrooms are a nice size. The 4th bedroom makes a perfect office for those needing private space for working from home. The wall of windows in the living room allows for lots of natural light with an open feel. Step onto the deck right off of the eat in kitchen

    Maria Carrozza Howard Hanna Coach

    425 Landing Ave, Smithtown, NY 11787
  • 27 Columbus Ave, Kings Park, NY 11754

    $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 $759,296

    Last Listing Agent jennifer brule Century 21 Adams Real Estate

    27 Columbus Ave, Kings Park, NY 11754
    • 3 Paddington Cir, Smithtown, NY 11787

      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 Listing Agent Trish Bergin Signature Premier Properties

  • /16

    $1,300,000

    New Construction $75K PRICE INCREASE 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
  • /11

    $4,210

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 1,063 Sq Ft
    • Condo for Rent

    313 Avalon Cir Unit SI FL2-ID2480A, 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 FL2-ID2480A, Smithtown, NY 11787
  • 109 Oakside Dr, Smithtown, NY 11787

    $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 $1,349,667

    Last Listing Agent George McKnight George Mcknight REALTORS Inc

    109 Oakside Dr, Smithtown, NY 11787
  • /50

    $849,999

    Pending
    • 5 Beds
    • 2 Baths
    • 2,044 Sq Ft

    74A Hilltop Dr Unit A, Smithtown, NY 11787

    Welcome to 74A Hilltop, a beautifully maintained home offering the perfect blend of space, flexibility, and outdoor living in the heart of Smithtown. Surrounded by mature landscaping and natural privacy, this property was designed for the way today’s buyers want to live. The spacious layout offers multiple living areas ideal for multi-generational living, extended family, guests, or remote work

    Laura Freudenberg Realty Connect USA L I Inc

    74A Hilltop Dr Unit A, Smithtown, NY 11787
  • /34

    $7,200 Per Month

    • 6 Beds
    • 4.5 Baths
    • 5,000 Sq Ft
    • House for Rent

    5 Kohlsaat Ct, Smithtown, NY 11787

    Smithtown Estate Rental – Flexible Furnished or Unfurnished Options. Rare opportunity to lease one of Smithtown's distinctive historic residences. Privately situated on over an acre at the end of a quiet cul-de-sac, this stately Colonial, built in the 1930's, offers approximately 5,000 square feet of living space, blending architectural character with modern updates and amenities. The main

    Michele Targovnik Daniel Gale Sothebys Intl Rlty

    5 Kohlsaat Ct, Smithtown, NY 11787
  • 368 Landing Ave, Smithtown, NY 11787

    $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 $879,087

    Last Listing Agent Ahmed Bilal ILAND Realty

    368 Landing Ave, Smithtown, NY 11787
    • 33 Lindron Ave, Smithtown, NY 11787

      Est $987,713

      Not Listed For Sale

      33 Lindron Ave, Smithtown, NY 11787

      • 4 Beds
      • 2 Baths
      • 2,900 Sq Ft
      • Built 1964
      33 Lindron Ave, Smithtown, NY 11787

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Lori Zamore Signature Premier Properties

  • /26

    $1,375,000

    New Construction $75K PRICE INCREASE 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
  • /7

    $5,650

    Total Monthly Price

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

    313 Avalon Cir Unit SI FL2-ID3759A, 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 SI FL2-ID3759A, Smithtown, NY 11787
  • 44 Steven Place, Smithtown, NY 11787

    $881,000

    Sold Jul 16, 2026

    44 Steven Place, Smithtown, NY 11787

    • 4 Beds
    • 2.5 Baths
    • 1,879 Sq Ft
    • Built 1969

    Last Sold Summary

    • 1% Above List Price
    • $469/SF
    • 68 Days On Market

    Current Estimated Value $922,427

    Last Listing Agent Lisa Minuto Compass Greater NY LLC

    44 Steven Place, Smithtown, NY 11787
    • 7 Wagon Wheel Ct, Smithtown, NY 11787

      Est $1,256,569

      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

      • 15 Days On Market

      Last Listing Agent Maria Orlandi Compass Greater NY LLC

  • /35

    $1,250,000

    New Construction $100K PRICE INCREASE 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
  • /12

    $3,285 Per Month

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

    44 Route 25 A Unit 406, 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 406, Smithtown, NY 11787
  • 1 Wood Ln, Smithtown, NY 11787

    $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 $731,963

    Last Listing Agent Deborah Lettieri Signature Premier Properties

    1 Wood Ln, Smithtown, NY 11787
    • 252 Maple Ave, Smithtown, NY 11787

      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

      • 38 Days On Market

      Last Listing Agent Nicholas Iarrobino Douglas Elliman Real Estate

  • /12

    $1,399,000

    New Construction 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
  • /14

    $3,295 Per Month

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

    44 Route 25 A Unit 409, 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.

    Mary Beth Donnelly Douglas Elliman Real Estate

    44 Route 25 A Unit 409, Smithtown, NY 11787
  • 11 Kim Ave, Smithtown, NY 11787

    $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 $820,828

    Last Listing Agent Christine Daddio Howard Hanna Coach

    11 Kim Ave, Smithtown, NY 11787
    • 3 Woodrow Ln, Smithtown, NY 11787

      Est $810,391

      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

      • 30 Days On Market

      Last Listing Agent Andrew Blee Serhant LLC

  • /35

    $1,250,000

    New Construction $150K PRICE INCREASE 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
  • /14

    $3,295 Per Month

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

    44 Route 25 A Unit 201, Smithtown, NY 11787

    Beautiful Private Lake Community. Apartment Includes Reserved Parking Spot, Fitness Center, 4'X4'X8' Storage Locker, Central Air Conditioning, Separate Laundry Centers. Two Indoor Cats + 1 Dog Allowed.,

    Mary Beth Donnelly Douglas Elliman Real Estate

    44 Route 25 A Unit 201, Smithtown, NY 11787
  • 12 Ursular Ct, Smithtown, NY 11787

    $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 $679,943

    Last Listing Agent Christina Tabacco Weber Executive Group Realty

    12 Ursular Ct, Smithtown, NY 11787
    • 18 Bridle Path Rd, Smithtown, NY 11787

      Est $849,428

      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

      • 34 Days On Market

      Last Listing Agent Michele Targovnik Daniel Gale Sothebys Intl Rlty

  • /35

    $599,999

    • 3 Beds
    • 1 Bath
    • 1,307 Sq Ft

    1 Dale Ln, Smithtown, NY 11787

    Incredible opportunity to make this ranch in Smithtown SD your own! Eat in kitchen with entrance to back patio. Hardwod floors under carpets confirmed by seller. Garage converted into Den. Living room or dining room . 3 spacious sunlit bedrooms and a full bath with window. Light and bright. Great location! Full Unfinished basement with laundry. Wonderful flat property. Fenced in yard. Oil Heat.

    Ardith Evans Coldwell Banker American Homes

    1 Dale Ln, Smithtown, NY 11787
  • /2

    $2,290 Per Month

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

    35 Elliot Place Unit 35-3B, 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

    35 Elliot Place Unit 35-3B, Smithtown, NY 11787
  • 57 Juniper Ave, Smithtown, NY 11787

    $610,000

    Sold Aug 15, 2025

    57 Juniper Ave, Smithtown, NY 11787

    • 3 Beds
    • 1 Bath
    • 1,800 Sq Ft
    • Built 1955

    Last Sold Summary

    • 5% Above List Price
    • $339/SF
    • 19 Days On Market

    Current Estimated Value $742,791

    Last Listing Agent Louise Tudisco Signature Premier Properties

    57 Juniper Ave, Smithtown, NY 11787
    • 4 Privet Ct, Smithtown, NY 11787

      Est $1,455,894

      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

      • 24 Days On Market

      Last Listing Agent Elena Galluzzo Compass Greater NY LLC

Showing Results 41 - 80, Page 2 of 18

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