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Chipley, FL Homes for Sale | Realty.com
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41 listings
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3 bedsNew construction

Homes for Sale in Chipley, FL

Homes for Sale in Chipley, FL

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24 of 41 Listings
Map

Homes for Sale in Chipley, FL

24 of 41 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 4123 Pinehurst Avenue — photo15Active

    $185,900

    3 bd · 2 ba · 1,100 sqft

    4123 Pinehurst Avenue, Chipley, FL

    Wanda A Owens · SOUTHERN WAY REALTY, INC.

  2. 3581 Viking Drive — photo29Active

    $214,900

    3 bd · 2 ba · 1,281 sqft

    3581 Viking Drive, Chipley, FL

    Pamela K Hawkins · DR Horton Realty of Emerald Coast, LLC

  3. 3716 Country Club Boulevard — photo35Active

    $257,990

    4 bd · 2 ba · 1,684 sqft

    3716 Country Club Boulevard, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  4. 4100 Olive Place — photo27Active

    $211,990

    3 bd · 2 ba · 1,290 sqft

    4100 Olive Place, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  5. 3984 Horizon Avenue — photo37Active

    $289,900

    5 bd · 3 ba · 2,043 sqft

    3984 Horizon Avenue, Chipley, FL

    Pamela K Hawkins · DR Horton Realty of Emerald Coast, LLC

  6. 4104 Olive Place — photo35Active

    $249,990

    4 bd · 2 ba · 1,684 sqft

    4104 Olive Place, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  7. 2216 Acorn Place — photoPrice Reduced33Active

    $225,990

    3 bd · 2 ba · 1,416 sqft

    2216 Acorn Place, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  8. 4186 Quincy Avenue — photo28Active

    $168,990

    2 bd · 2 ba · 937 sqft

    4186 Quincy Avenue, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  9. 1579 Aldoro Circle — photo35Active

    $252,990

    4 bd · 2 ba · 1,684 sqft

    1579 Aldoro Circle, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  10. 1583 Fountain Court — photo35Active

    $249,990

    4 bd · 2 ba · 1,684 sqft

    1583 Fountain Court, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  11. 3278 Elkcam Boulevard — photo11Active

    $299,900

    4 bd · 2 ba · 1,801 sqft

    3278 Elkcam Boulevard, Chipley, FL

    Steven Koleno · Beycome of Florida LLC

  12. 1191 Florence Court — photo26Active

    $254,900

    3 bd · 2 ba · 1,300 sqft

    1191 Florence Court, Chipley, FL

    Steven Koleno · Beycome of Florida LLC

  13. 3276 Elkcam Boulevard — photo11Active

    $299,900

    4 bd · 2 ba · 1,801 sqft

    3276 Elkcam Boulevard, Chipley, FL

    Steven Koleno · Beycome of Florida LLC

  14. 2205 Sunny Hills Boulevard — photo37Active

    $246,900

    3 bd · 2 ba · 1,300 sqft

    2205 Sunny Hills Boulevard, Chipley, FL

    Steven Koleno · Beycome of Florida LLC

  15. 3782 Airmont Drive — photoPrice Reduced38Active

    $257,900

    3 bd · 2 ba · 1,424 sqft

    3782 Airmont Drive, Chipley, FL

    LARS E Langlo · EXP Realty LLC

  16. 2403 Windbrook Street — photo30Active

    $244,900

    3 bd · 2 ba · 1,580 sqft

    2403 Windbrook Street, Chipley, FL

    Pamela K Hawkins · DR Horton Realty of Emerald Coast, LLC

  17. 4059 Falcon Drive — photo31Active

    $371,400

    5 bd · 3 ba · 2,516 sqft

    4059 Falcon Drive, Chipley, FL

    Pamela K Hawkins · DR Horton Realty of Emerald Coast, LLC

  18. 2014 Ambassador Court — photo34Active

    $361,400

    5 bd · 3 ba · 2,516 sqft

    2014 Ambassador Court, Chipley, FL

    Pamela K Hawkins · DR Horton Realty of Emerald Coast, LLC

  19. 2186 Hague Lane — photoPrice Reduced56Active

    $238,900

    3 bd · 2 ba · 1,331 sqft

    2186 Hague Lane, Chipley, FL

    Christina Melvin · ERA Neubauer Real Estate, Inc

  20. 1299 Birwood Court — photo29Active

    $184,990

    3 bd · 2 ba · 1,114 sqft

    1299 Birwood Court, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  21. 3885 Airmont Drive — photo22Active

    $197,990

    3 bd · 2 ba · 1,272 sqft

    3885 Airmont Drive, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  22. 2294 Geraldine Circle — photo37Active

    $259,990

    4 bd · 2 ba · 1,773 sqft

    2294 Geraldine Circle, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  23. 1714 Dora Lane — photo37Active

    $262,990

    4 bd · 2 ba · 1,773 sqft

    1714 Dora Lane, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  24. 4301 Country Club Boulevard — photo37Active

    $264,990

    4 bd · 2 ba · 1,773 sqft

    4301 Country Club Boulevard, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

12

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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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Listing data & MLS disclosures

Central Panhandle Association of REALTORS
IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by the MLS.
Listing information ©2026 Central Panhandle Association of Realtors®. All Rights Reserved. Last Updated: 2026-09-28 20:58:46 UTC
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas

    Nearby areas

    ZIP codes

    • 32428 (137)
    • 32413 (73)
    • 32425 (57)
    • 32409 (42)
    • 32446 (39)
    • 32420 (32)
    • 32466 (28)
    • 32448 (26)

    Cities

    • Panama City Beach (72)
    • Marianna (62)
    • Bonifay (57)
    • Alford (32)
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    • Southport (26)
    • Fountain (20)
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    Chipley, FL community profile

    Population
    3,938
    Median income
    $46,610
    Housing units
    1,766
    People per sq. mi.
    12.8
    Area
    306.9 sq. mi.

    Source: HJN community data

    Chipley housing market

    August 2026

    Chipley 12-month median sale price trend

    Selling at 97.5% of asking price

    Buyers here are paying below asking. MLS · 33 sales · as of Aug 31, 2026

    Homes that sold · County records, as of Aug 31, 2026

    Median sale price
    $113,250$25,250–$238,519 typical range
    Price per sq. ft.
    $137
    Sales
    94
    Paid in cash
    63.8%

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

    Year-over-year
    -50.7%