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Luxury Homes in Smithtown, NY
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29 listings
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Luxury Homes in Smithtown, NY

Luxury Homes in Smithtown, NY

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24 of 29 Listings
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Luxury Homes in Smithtown, NY

24 of 29 Listings

Your Smithtown agent

JD

Joe Donofrio

Douglas Elliman Real Estate

Lic. #30DO1182050

Call Joe
  1. 2 Three Pond Road — photo40Active

    $1,149,999

    4 bd · 3 ba · 2,788 sqft

    2 Three Pond Road, Smithtown, NY

    Deborah Lettieri · Signature Premier Properties

  2. 1 Hunters Way — photo50Active

    $6,899,000

    6 bd · 7 ba · 9,300 sqft

    1 Hunters Way, Smithtown, NY

    Maria Orlandi · Compass Greater NY LLC

  3. 28 S Lot Road — photo41Active

    $1,189,000

    4 bd · 4 ba · 2,400 sqft

    28 S Lot Road, Smithtown, NY

    Patrice E. Silvestri · Coldwell Banker American Homes

  4. 100 Edgewood Avenue — photo50Active

    $1,199,999

    5 bd · 5 ba · 4,198 sqft

    100 Edgewood Avenue, Smithtown, NY

    Bryan J. Karp CBR · Coldwell Banker American Homes

  5. 6 Patricks Way — photo39Active

    $1,300,000

    5 bd · 4 ba · 2,750 sqft

    6 Patricks Way, Smithtown, NY

    Patricia Pentaleri Forget · BH&G R E Realty Connect

  6. 5 Aspatuck Court — photo48Active

    $1,295,000

    4 bd · 3 ba · 2,430 sqft

    5 Aspatuck Court, Smithtown, NY

    Lisa N. Boncich ABR SRES SRS · Signature Premier Properties

  7. 47 McArthur Lane — photoPrice Reduced41Active

    $1,299,000

    4 bd · 3 ba · 2,482 sqft

    47 McArthur Lane, Smithtown, NY

    Elena M. Galluzzo · Compass Greater NY LLC

  8. 4 Crystal Brook Court — photo48Active

    $1,649,999

    4 bd · 3 ba · 2,429 sqft

    4 Crystal Brook Court, Smithtown, NY

    Damian Andraka SFR · Serhant East End LLC

  9. 45 Meadow Glen Road — photoPrice ReducedOpen house Sun, Oct 18 · 12:00 PM45Active

    $1,599,000

    5 bd · 4 ba · 3,487 sqft

    45 Meadow Glen Road, Smithtown, NY

    Anthony M. Perrotta CBR SFR CRB · Signature Premier Properties

  10. 10 Meadow Glen Road — photo50Active

    $2,799,000

    5 bd · 6 ba · 8,737 sqft

    10 Meadow Glen Road, Smithtown, NY

    Tina Loffredo · Century 21 Gold Star Realty

  11. 523 Long Beach Road — photo33Active

    $3,575,000

    6 bd · 7 ba · 8,500 sqft

    523 Long Beach Road, Smithtown, NY

    Karen L. Roth · RE/MAX Integrity Leaders

  12. 9 Swan Place — photo49Active

    $2,448,000

    7 bd · 7 ba · 7,946 sqft

    9 Swan Place, Smithtown, NY

    Tracy L. Boucher CBR · Signature Premier Properties

  13. 15 The Chase — photo50Active

    $2,399,000

    6 bd · 5 ba · 4,375 sqft

    15 The Chase, Smithtown, NY

    William R. Galati · Signature Premier Properties

  14. 29 Farm Road — photoPrice Reduced50Active

    $1,599,000

    4 bd · 4 ba · 4,831 sqft

    29 Farm Road, Smithtown, NY

    Deborah Lettieri · Signature Premier Properties

  15. 71 Wichard Boulevard — photo39Active

    $1,449,000

    4 bd · 3 ba · 2,680 sqft

    71 Wichard Boulevard, Smithtown, NY

    Michail Konstas · Signature Premier Properties

  16. 135 Oakside Drive — photoPrice Reduced48Active

    $1,298,000

    4 bd · 4 ba · 3,300 sqft

    135 Oakside Drive, Smithtown, NY

    Richard Parisi C2EX · Century 21 Parisi Realty

  17. 38 Riverview Terrace — photo50Active

    $1,950,000

    5 bd · 4 ba · 3,685 sqft

    38 Riverview Terrace, Smithtown, NY

    Lina Lopes · Douglas Elliman Real Estate

  18. 588 E. Long Beach Road — photoPrice Reduced44Active

    $1,249,000

    4 bd · 3 ba · 3,051 sqft

    588 E. Long Beach Road, Smithtown, NY

    Bonnie Glenn · Daniel Gale Sothebys Intl Rlty

  19. 6 Hayloft Court — photo33Active

    $1,649,000

    5 bd · 4 ba · 3,000 sqft

    6 Hayloft Court, Smithtown, NY

    Anthony M. Perrotta CBR SFR CRB · Signature Premier Properties

  20. 5 Meadow Gate W — photoPrice Reduced50Active

    $2,275,000

    5 bd · 4 ba · 4,578 sqft

    5 Meadow Gate W, Smithtown, NY

    Lisa Minuto · Compass Greater NY LLC

  21. 55 Meadow Glen Road — photoPrice Reduced49Active

    $2,145,000

    4 bd · 6 ba · 6,276 sqft

    55 Meadow Glen Road, Smithtown, NY

    Anthony M. Perrotta CBR SFR CRB · Signature Premier Properties

  22. 14 Loft Road — photoPrice Reduced50Active

    $1,695,000

    5 bd · 6 ba · 5,000 sqft

    14 Loft Road, Smithtown, NY

    Richard Iorio Jr · Douglas Elliman Real Estate

  23. 8 Feather Lane — photoOpen house Sun, Oct 18 · 1:30 PM50Active

    $1,279,000

    4 bd · 3 ba · 2,390 sqft

    8 Feather Lane, Smithtown, NY

    Gregory A. Berkowitz · BERKSHIRE HATHAWAY

  24. 67 Sunny Road — photoPrice Reduced50Active

    $1,999,000

    4 bd · 4 ba · 3,737 sqft

    67 Sunny Road, Smithtown, NY

    Eric Neitzel GRI · DeBarbieri Assoc Inc

12
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Listing data & MLS disclosures

OneKey MLS
The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright © 2026 OneKey MLS. All Rights Reserved
  • Your Smithtown agent

    JD

    Joe Donofrio

    Douglas Elliman Real Estate

    Lic. #30DO1182050

    Call Joe

    Smithtown, NY community profile

    Area
    15.7 sq. mi.

    Source: HJN community data

    Smithtown housing market

    August 2026 · This period is still settling

    Smithtown 12-month median sale price trend

    Selling at 104.1% of asking price

    Buyers here are paying above asking. MLS · 39 sales · as of Aug 31, 2026

    Homes that sold · County records, as of Aug 24, 2026

    Median sale price
    $744,500$659,750–$845,750 typical range
    Price per sq. ft.
    $476
    Sales
    18
    Paid in cash
    33.3%

    Homes on the market · MLS, as of Aug 24, 2026–Aug 31, 2026

    Median list price
    $849,000
    Homes for sale
    56
    Median days on market
    16 days

    Price trend · Assessor repeat sales, as of Aug 31, 2026

    Year-over-year
    -1.4%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 20, 2026

    Median home size
    1,906 sq. ft.