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Luxury Homes in Smithtown, NY
31 listings

Luxury Homes in Smithtown, NY

Luxury Homes in Smithtown, NY

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24 of 31 Listings
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Luxury Homes in Smithtown, NY

24 of 31 Listings

  1. 28 S Lot Road — photoNewOpen house Fri, Oct 9 · 4:00 PM41

Your Smithtown agent

JD

Joe Donofrio

Douglas Elliman Real Estate

Lic. #30DO1182050

Call Joe
Active

$1,189,000

4 bd · 4 ba · 2,400 sqft

28 S Lot Road, Smithtown, NY

Patrice E. Silvestri · Coldwell Banker American Homes

  • 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

  • 43 Locust Drive — photo45Active

    $1,299,000

    4 bd · 3 ba · 3,055 sqft

    43 Locust Drive, Smithtown, NY

    Lina Lopes · Douglas Elliman Real Estate

  • 6 Patricks Way — photo37Active

    $1,300,000

    4 bd · 3 ba · 2,750 sqft

    6 Patricks Way, Smithtown, NY

    Patricia Pentaleri Forget · BH&G R E Realty Connect

  • 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

  • 47 McArthur Lane — photo41Active

    $1,399,000

    4 bd · 3 ba · 2,482 sqft

    47 McArthur Lane, Smithtown, NY

    Elena M. Galluzzo · Compass Greater NY LLC

  • 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

  • 45 Meadow Glen Road — photo45Active

    $1,699,000

    5 bd · 4 ba · 3,487 sqft

    45 Meadow Glen Road, Smithtown, NY

    Anthony M. Perrotta CBR SFR CRB · Signature Premier Properties

  • 4 Salt Hay Way — photo38Active

    $1,395,000

    4 bd · 3 ba · 0 sqft

    4 Salt Hay Way, Smithtown, NY

    Maria I. Boccard CBR · Daniel Gale Sothebys Intl Rlty

  • 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

  • 5 Keystone Court — photo38Active

    $1,199,000

    5 bd · 4 ba · 3,301 sqft

    5 Keystone Court, Smithtown, NY

    Elaine A. Halpin · Long Island Home Prop LLC

  • 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

  • 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

  • 48 Fulton Boulevard — photo28Active

    $1,275,000

    4 bd · 3 ba · 2,700 sqft

    48 Fulton Boulevard, Smithtown, NY

    Leana Visalli CBR SFR · Daniel Gale Sothebys Intl Rlty

  • 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

  • 29 Farm Road — photoPrice ReducedOpen house Thu, Oct 8 · 4:00 PM50Active

    $1,799,000

    4 bd · 4 ba · 4,831 sqft

    29 Farm Road, Smithtown, NY

    Deborah Lettieri · Signature Premier Properties

  • 71 Wichard Boulevard — photo40Active

    $1,449,000

    4 bd · 3 ba · 2,680 sqft

    71 Wichard Boulevard, Smithtown, NY

    Michail Konstas · Signature Premier Properties

  • 135 Oakside Drive — photoPrice Reduced48Active

    $1,299,000

    4 bd · 4 ba · 3,000 sqft

    135 Oakside Drive, Smithtown, NY

    Richard Parisi C2EX · Century 21 Parisi Realty

  • 38 Riverview Terrace — photo50Active

    $1,950,000

    4 bd · 4 ba · 3,685 sqft

    38 Riverview Terrace, Smithtown, NY

    Lina Lopes · Douglas Elliman Real Estate

  • 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

  • 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

  • 5 Meadow Gate W — photo50Active

    $2,375,000

    5 bd · 4 ba · 4,578 sqft

    5 Meadow Gate W, Smithtown, NY

    Lisa Minuto · Compass Greater NY LLC

  • 55 Meadow Glen Road — photoPrice Reduced49Active

    $2,145,000

    4 bd · 6 ba · 5,399 sqft

    55 Meadow Glen Road, Smithtown, NY

    Anthony M. Perrotta CBR SFR CRB · Signature Premier Properties

  • 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

  • 12
    Realty.com

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    The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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    Your Smithtown agent

    JD

    Joe Donofrio

    Douglas Elliman Real Estate

    Lic. #30DO1182050

    Call Joe

    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

    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 104.4% of asking price

    Buyers here are paying above asking. MLS · 38 sales · as of Aug 31, 2026

    Homes that sold · County records, as of Aug 17, 2026

    Median sale price
    $759,000$675,000–$808,000 typical range
    Sales
    11
    Paid in cash
    36.4%

    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.