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Homes Under $500K in Shirley, NY
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3 bedsNew constructionWith a pool

Homes Under $500K in Shirley, NY

Homes Under $500K in Shirley, NY

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22 of 29 Listings
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Homes Under $500K in Shirley, NY

22 of 29 Listings

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TO

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas
  1. 12 Allanwood Drive — photoNew24Active

    $400,000

    3 bd · 1 ba · 964 sqft

    12 Allanwood Drive, Shirley, NY

    Donna Johnson · Exit Realty Island Elite

  2. 75 Westminster Drive — photoNew21Active

    $425,000

    3 bd · 1 ba · 1,074 sqft

    75 Westminster Drive, Shirley, NY

    Ryan Braswell SFR E-PRO GRI PSA C2 · Local Realty

  3. 41 Greentree Court — photoNew1Active

    $485,000

    2 bd · 2 ba · 1,557 sqft

    41 Greentree Court, Shirley, NY

    Gina Valsamos PSA · Exit Realty Edge

  4. 51 Roberts Road W — photo39Active

    $449,000

    3 bd · 1 ba · 990 sqft

    51 Roberts Road W, Shirley, NY

    Alexus Beck · Real Broker NY LLC

  5. 386 Tallwood Drive — photo18Active

    $485,000

    2 bd · 1 ba · 936 sqft

    386 Tallwood Drive, Shirley, NY

    Todd A. Yovino · Island Advantage Realty LLC

  6. 21 Windus Drive — photo29Active

    $499,000

    3 bd · 1 ba · 1,447 sqft

    21 Windus Drive, Shirley, NY

    Kenneth Hirsch · Compass Greater NY LLC

  7. 7 Wellwood Drive — photo29Active

    $439,990

    3 bd · — ba · 910 sqft

    7 Wellwood Drive, Shirley, NY

  8. 24 Trafalgar Drive — photo29Active

    $439,900

    3 bd · — ba · 1,075 sqft

    24 Trafalgar Drive, Shirley, NY

  9. 143 E Parkview Drive — photo8Active

    $389,990

    3 bd · 1 ba · 1,150 sqft

    143 E Parkview Drive, Shirley, NY

    Christine Cardozo · Charles Rutenberg Realty Inc

  10. 4 Beechwood Drive — photo23Active

    $499,000

    3 bd · 1 ba · 1,172 sqft

    4 Beechwood Drive, Shirley, NY

    Lisa Molinelli SRES WCR E-PRO PSA · Howard Hanna Coach

  11. 59 Probst Drive — photo27Active

    $399,999

    3 bd · 1 ba · 907 sqft

    59 Probst Drive, Shirley, NY

    Dawn Fischetti E-PRO · Douglas Elliman Real Estate

  12. 36 Schenk Drive — photo37Active

    $499,000

    4 bd · 2 ba · 2,000 sqft

    36 Schenk Drive, Shirley, NY

    Theodore Gounelas CBR · Coldwell Banker M&D Good Life

  13. 92 Lombardy Drive — photo26Active

    $389,000

    3 bd · 1 ba · 1,075 sqft

    92 Lombardy Drive, Shirley, NY

    Caryn S. Alfano CBR PSA SFR SRS AB · Century 21 Cor Ace Realty Inc

  14. 2 Pinetop Drive — photo16Active

    $499,900

    4 bd · 2 ba · 1,512 sqft

    2 Pinetop Drive, Shirley, NY

    Nicholas J. Sekela · Oasis Realty Group LLC

  15. 13 Manor Drive — photoPrice Reduced8Active

    $449,000

    3 bd · 2 ba · 1,700 sqft

    13 Manor Drive, Shirley, NY

    Viviane Higgins · Coldwell Banker American Homes

  16. 62 Lombardy Drive — photo36Active

    $449,000

    3 bd · 2 ba · 1,524 sqft

    62 Lombardy Drive, Shirley, NY

    Eric Boorum · Douglas Elliman Real Estate

  17. 8 Windus Drive — photoPrice Reduced6Active

    $489,000

    5 bd · 4 ba · 2,341 sqft

    8 Windus Drive, Shirley, NY

    Oakar Reinstein · Shoreline Real Estate Advisors

  18. 66 Corbin Avenue — photo24Active

    $474,000

    3 bd · 2 ba · 1,868 sqft

    66 Corbin Avenue, Shirley, NY

    Daniela R. Boscia · Coldwell Banker M&D Good Life

  19. 89 Rugby Drive — photoPrice Reduced31Active

    $450,000

    3 bd · 1 ba · 990 sqft

    89 Rugby Drive, Shirley, NY

    Toni A. Romano · Coldwell Banker American Homes

  20. 22 Cricket Court — photo22Active

    $425,000

    2 bd · 2 ba · 1,500 sqft

    22 Cricket Court, Shirley, NY

    Dari A. Rudge SRES SRS · Gateway to The Hamptons R E

  21. 50 Beatrice Drive — photoPrice Reduced22Active

    $470,000

    3 bd · 2 ba · 1,216 sqft

    50 Beatrice Drive, Shirley, NY

    Roselinda Lugo · Coldwell Banker M&D Good Life

  22. 55 William Floyd Parkway — photoPrice Reduced32Active

    $499,999

    4 bd · 2 ba · 1,381 sqft

    55 William Floyd Parkway, Shirley, NY

    Jennifer Nyx SRES · EXP Realty

12

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Listing data & MLS disclosures

NY State MLS
The data relating to real estate for sale on this website comes in part from the Internet Data exchange (IDX) program of the New York State Alliance 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. Real estate listings held by brokerage firms other than Realty.com, are indicated by detailed information about them such as the name of the listing firms. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither the listing broker(s) nor Realty.com shall be responsible for any typographical errors, misinformation, misprints, and shall be held totally harmless. Copyright © 2026 New York State Alliance and participating MLS's - CNYIS, UNYREIS and WNYREIS. All Rights Reserved.
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
    • New construction
    • With a pool

    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #10311208632

    Call Thomas

    Shirley, NY community profile

    Area
    13 sq. mi.

    Source: HJN community data

    Shirley housing market

    July 2026 · This period is still settling

    Shirley 12-month median sale price trend

    Selling at 104.0% of asking price

    Buyers here are paying above asking. MLS · 21 sales · as of Jul 30, 2026

    Homes that sold · County records, as of Jul 10, 2026

    Median sale price
    $475,000$445,000–$520,000 typical range
    Price per sq. ft.
    $357
    Sales
    13
    Paid in cash
    30.8%

    Homes on the market · MLS, as of Jul 21, 2026–Jul 30, 2026

    Median list price
    $559,000
    Homes for sale
    71
    Median days on market
    26 days

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

    Year-over-year
    -13.6%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 15, 2026

    Median home size
    1,401 sq. ft.