13,238

Smithtown, NY Homes

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  • 5 Sycamore Place, Smithtown, NY 11787
    5 Sycamore Place, Smithtown, NY 11787
    5 Sycamore Place, Smithtown, NY 11787
    /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
  • 44 Route 25 A Unit 201, Smithtown, NY 11787
    44 Route 25 A Unit 201, Smithtown, NY 11787
    44 Route 25 A Unit 201, Smithtown, NY 11787
    /14

    $3,215 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
  • 67 Lindron Ave, Smithtown, NY 11787

    $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 $1,435,477

    Last Listing Agent Lori Zamore Signature Premier Properties

    67 Lindron Ave, Smithtown, NY 11787
  • 9 Sycamore Place, Smithtown, NY 11787
    9 Sycamore Place, Smithtown, NY 11787
    9 Sycamore Place, Smithtown, NY 11787
    /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
  • 44 Route 25 A Unit 405, Smithtown, NY 11787
    44 Route 25 A Unit 405, Smithtown, NY 11787
    44 Route 25 A Unit 405, Smithtown, NY 11787
    /11

    $3,215 Per Month

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

    44 Route 25 A Unit 405, 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 405, Smithtown, NY 11787
  • 22 5th Ave, Smithtown, NY 11787

    $795,000

    Sold Jan 23, 2026

    22 5th Ave, Smithtown, NY 11787

    • 4 Beds
    • 2 Baths
    • 1,575 Sq Ft
    • Built 1961

    Last Sold Summary

    • 6% Above List Price
    • $505/SF
    • 32 Days On Market

    Current Estimated Value $803,165

    Last Listing Agent Michael Scarito RE/MAX Integrity Leaders

    22 5th Ave, Smithtown, NY 11787
  • 12 Sycamore Place, Smithtown, NY 11787
    12 Sycamore Place, Smithtown, NY 11787
    12 Sycamore Place, Smithtown, NY 11787
    /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
  • 44 Route 25 A Unit 113, Smithtown, NY 11787
    44 Route 25 A Unit 113, Smithtown, NY 11787
    44 Route 25 A Unit 113, Smithtown, NY 11787
    /12

    $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
  • 3 Ingram Ct, Smithtown, NY 11787

    $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

    Current Estimated Value $997,691

    Last Listing Agent Oakar Reinstein Realty Connect USA L I Inc

    3 Ingram Ct, Smithtown, NY 11787
  • 13 Sycamore Place, Smithtown, NY 11787
    13 Sycamore Place, Smithtown, NY 11787
    13 Sycamore Place, Smithtown, NY 11787
    /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
  • 44 Route 25 A Unit 304, Smithtown, NY 11787
    44 Route 25 A Unit 304, Smithtown, NY 11787
    44 Route 25 A Unit 304, Smithtown, NY 11787
    /10

    $2,800 Per Month

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

    44 Route 25 A Unit 304, 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 304, Smithtown, NY 11787
  • 4 Crystal Ct, Smithtown, NY 11787

    $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 $1,069,184

    Last Listing Agent Scott Paisley Signature Premier Properties

    4 Crystal Ct, Smithtown, NY 11787
  • 74A Hilltop Dr Unit A, Smithtown, NY 11787
    74A Hilltop Dr Unit A, Smithtown, NY 11787
    74A Hilltop Dr Unit A, 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
  • 24 Lindner Place, Smithtown, NY 11787
    24 Lindner Place, Smithtown, NY 11787
    24 Lindner Place, Smithtown, NY 11787
    /24

    $4,350 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. Call for an appointment. A must see!!

    Joseph Donofrio Douglas Elliman Real Estate

    24 Lindner Place, Smithtown, NY 11787
  • 24 Ursular Ct, Smithtown, NY 11787

    $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

    Current Estimated Value $809,834

    Last Listing Agent Kerrilynn Prokop Signature Premier Properties

    24 Ursular Ct, Smithtown, NY 11787
  • 30 Lone Oak Path, Smithtown, NY 11787
    30 Lone Oak Path, Smithtown, NY 11787
    30 Lone Oak Path, Smithtown, NY 11787
    /33

    $1,599,999

    $650K PRICE DROP 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
  • 35 Elliot Place Unit 35-5A, Smithtown, NY 11787
    35 Elliot Place Unit 35-5A, Smithtown, NY 11787
    /2

    $2,555 Per Month

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

    35 Elliot Place Unit 35-5A, 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 35-5A, Smithtown, NY 11787
  • 106 Fifty Acre Rd S, Smithtown, NY 11787

    $825,000

    Sold Jan 22, 2026

    106 Fifty Acre Rd S, Smithtown, NY 11787

    • 5 Beds
    • 2.5 Baths
    • 3,001 Sq Ft
    • Built 1968

    Last Sold Summary

    • 9% Above List Price
    • $275/SF
    • 10 Days On Market

    Current Estimated Value $830,396

    Last Listing Agent Sarah Fox Signature Premier Properties

    106 Fifty Acre Rd S, Smithtown, NY 11787
  • 27 Lindner Place, Smithtown, NY 11787
    27 Lindner Place, Smithtown, NY 11787
    27 Lindner Place, Smithtown, NY 11787
    /17

    $549,999

    $50K PRICE DROP Pending
    • 3 Beds
    • 1 Bath
    • 1,229 Sq Ft

    27 Lindner Place, Smithtown, NY 11787

    Welcome to 27 Lindner Place, Smithtown! This completely move-in ready and fully updated 3-bedroom, 1-bath home offers the perfect blend of modern updates, comfort, and property space. Featuring a brand new kitchen with stylish finishes, updated interior throughout, and a spacious layout, this home is ready for its next owner to move right in and enjoy. Situated on a rare half-acre property, the

    Frank Monforte SRG Residential LLC

    27 Lindner Place, Smithtown, NY 11787
  • 44 Route 25 A Unit 401, Smithtown, NY 11787
    44 Route 25 A Unit 401, Smithtown, NY 11787
    44 Route 25 A Unit 401, Smithtown, NY 11787
    /14

    $3,215 Per Month

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

    44 Route 25 A Unit 401, 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.

    Mary Beth Donnelly Douglas Elliman Real Estate

    44 Route 25 A Unit 401, Smithtown, NY 11787
  • 9 Lorraine Ct, Smithtown, NY 11787

    $900,000

    Sold Dec 18, 2025

    9 Lorraine Ct, Smithtown, NY 11787

    • 4 Beds
    • 2.5 Baths
    • 2,400 Sq Ft
    • Built 1982

    Last Sold Summary

    • $375/SF
    • 18 Days On Market

    Current Estimated Value $913,106

    Last Listing Agent Lori Zamore Signature Premier Properties

    9 Lorraine Ct, Smithtown, NY 11787
  • 8 Mulberry Dr, Smithtown, NY 11787
    8 Mulberry Dr, Smithtown, NY 11787
    8 Mulberry Dr, Smithtown, NY 11787
    /26

    $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
  • 44 Route 25 A Unit 505, Smithtown, NY 11787
    44 Route 25 A Unit 505, Smithtown, NY 11787
    44 Route 25 A Unit 505, Smithtown, NY 11787
    /12

    $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
  • 467 Landing Ave, Smithtown, NY 11787

    $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 $810,994

    Last Listing Agent Ed Shine Shine Realty Group

    467 Landing Ave, Smithtown, NY 11787
  • 4 Concord Ln, Smithtown, NY 11787
    4 Concord Ln, Smithtown, NY 11787
    4 Concord Ln, Smithtown, NY 11787
    /25

    $849,000

    Pending
    • 4 Beds
    • 2 Baths
    • 1,264 Sq Ft

    4 Concord Ln, Smithtown, NY 11787

    Welcome to this beautifully maintained Hi-Ranch in the heart of Smithtown featuring a spacious open-concept layout perfect for everyday living and entertaining. The main level offers hardwood flooring, vaulted ceilings, skylights, oversized windows, and a large kitchen with updated stainless-steel appliances, and abundant counter space flowing seamlessly into the dining and living areas. The

    Frayba Shirgul Howard Hanna Coach

    4 Concord Ln, Smithtown, NY 11787
  • 12 Graystone Ln, Smithtown, NY 11787

    $787,500

    Sold Jul 01, 2025

    12 Graystone Ln, Smithtown, NY 11787

    • 3 Beds
    • 3 Baths
    • 1,250 Sq Ft
    • Built 1980

    Last Sold Summary

    • 13% Above List Price
    • $630/SF
    • 13 Days On Market

    Current Estimated Value $808,500

    Last Listing Agent Natalia Hernandez Lopez DirectKey Properties LLC

    12 Graystone Ln, Smithtown, NY 11787
  • 76 Burlington Blvd, Smithtown, NY 11787
    76 Burlington Blvd, Smithtown, NY 11787
    76 Burlington Blvd, Smithtown, NY 11787
    /21

    $768,000

    Open Sat 12PM - 2PM
    • 3 Beds
    • 3 Baths
    • 1,684 Sq Ft

    76 Burlington Blvd, Smithtown, NY 11787

    Move right in...76 Burlington Boulevard offers timeless modern comfort on one of Smithtown's most tranquil and sought-after neighborhoods in the Smithtown school district. This impeccably updated 3-bedroom, 3-full-bath residence showcases rich hardwood flooring throughout the spacious living room, formal dining room, and inviting family room, creating warm spaces for everyday living and

    Amaury Hernandez List 2 Sell Inc

    76 Burlington Blvd, Smithtown, NY 11787
  • 1 Crystal Ct, Smithtown, NY 11787

    $1,115,000

    Sold Apr 09, 2026

    1 Crystal Ct, Smithtown, NY 11787

    • 4 Beds
    • 4 Baths
    • 2,757 Sq Ft
    • Built 2000

    Last Sold Summary

    • 2% Above List Price
    • $404/SF
    • 22 Days On Market

    Current Estimated Value $1,107,317

    Last Listing Agent Bryan Karp Coldwell Banker American Homes

    1 Crystal Ct, Smithtown, NY 11787
  • 50 Amsterdam Rd, Smithtown, NY 11787
    50 Amsterdam Rd, Smithtown, NY 11787
    50 Amsterdam Rd, Smithtown, NY 11787
    /42

    $789,000

    Open Sat 12PM - 2PM
    • 4 Beds
    • 2 Baths
    • 1,284 Sq Ft

    50 Amsterdam Rd, Smithtown, NY 11787

    Welcome to 50 Amsterdam Road, an inviting 4-bedroom home ideally situated in one of Smithtown's most desirable neighborhoods. Set on a generous lot, this residence offers comfortable living spaces, room to grow, and endless potential to make it your own. The private backyard provides a peaceful setting for relaxing, entertaining, and enjoying the outdoors, enhanced by architectural landscape

    Maeve McDonald Cornerstone Properties of LI

    50 Amsterdam Rd, Smithtown, NY 11787
  • 347 Forest Ln, Smithtown, NY 11787

    $580,000

    Sold Sep 18, 2025

    347 Forest Ln, Smithtown, NY 11787

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Built 1961

    Last Sold Summary

    • 16% Above List Price
    • $580/SF
    • 53 Days On Market

    Current Estimated Value $593,651

    Last Listing Agent Edward Martella HomeSmart Premier Living Rlty

    347 Forest Ln, Smithtown, NY 11787

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