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

Homes for Sale in Chipley, FL

Homes for Sale in Chipley, FL

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21 of 140 Listings
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Homes for Sale in Chipley, FL

21 of 140 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 2970 Woodymarion Drive — photoPrice Reduced75Active

    $579,000

    3 bd · 2 ba · 2,072 sqft

    2970 Woodymarion Drive, Chipley, FL

    Kaci A Hawes · ERA Neubauer Real Estate, Inc

  2. 4204 Challenger Boulevard — photoPrice Reduced27Active

    $210,990

    3 bd · 2 ba · 1,290 sqft

    4204 Challenger Boulevard, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  3. 635 5th Street — photoNew5Active

    $5,000

    3 bd · 2 ba · 1,912 sqft

    635 5th Street, Chipley, FL

    Jaime L Boone · Jaime L Boone LLC

  4. 3955 Highway 77 — photo82Active

    $599,999

    4 bd · 3 ba · 3,625 sqft

    3955 Highway 77, Chipley, FL

    Casey Owens · Elite Realty

  5. 5120 Airpark Boulevard — photo96Active

    $900,000

    3 bd · 3 ba · 2,351 sqft

    5120 Airpark Boulevard, Chipley, FL

    Vianah Seamon · Think Real Estate

  6. 1234 Hampshire Boulevard — photo30Active

    $230,000

    3 bd · 2 ba · 1,404 sqft

    1234 Hampshire Boulevard, Chipley, FL

    Jesse A Cole · Counts Real Estate Group

  7. 2367 Tiller Road — photo65Active

    $299,900

    3 bd · 2 ba · 1,352 sqft

    2367 Tiller Road, Chipley, FL

    Cindy R Birge · Elite Realty

  8. 3320 Cardinal Place — photo28Active

    $220,000

    3 bd · 2 ba · 1,714 sqft

    3320 Cardinal Place, Chipley, FL

    Veronica F Hill · Chipola Realty

  9. 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.

  10. listing photo24Active

    $140,000

    2 bd · 2 ba · 1,140 sqft

    Address withheld · Chipley, FL

    Stephanie L Bradley · Tri-County Professional Real Estate, LLC

  11. 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

  12. 3325 Eagle Court — photo88Active

    $215,000

    3 bd · 3 ba · 2,280 sqft

    3325 Eagle Court, Chipley, FL

    Casey Owens · Elite Realty

  13. 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

  14. 4100 Olive Place — photo27Active

    $211,990

    3 bd · 2 ba · 1,290 sqft

    4100 Olive Place, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  15. 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

  16. 4104 Olive Place — photo35Active

    $249,990

    4 bd · 2 ba · 1,684 sqft

    4104 Olive Place, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  17. 1309 South Boulevard — photo82Active

    $299,900

    3 bd · 2 ba · 2,133 sqft

    1309 South Boulevard, Chipley, FL

    Cindy R Birge · Elite Realty

  18. 955 Pocket Lane — photo33Active

    $194,900

    3 bd · 2 ba · 1,528 sqft

    955 Pocket Lane, Chipley, FL

    Cindy R Birge · Elite Realty

  19. 3989 Dunford Circle — photo27Active

    $134,000

    2 bd · 1 ba · 843 sqft

    3989 Dunford Circle, Chipley, FL

    Rebecca Allen · Florida Showcase Realty, LLC

  20. 594 Green Bay Road — photo51Active

    $509,000

    3 bd · 2 ba · 2,072 sqft

    594 Green Bay Road, Chipley, FL

    Patrick T Casey · Full Sail Realty of NWFL

  21. 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

12…6

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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

Space Coast MLS (Space Coast Association of REALTORS)
IDX information is provided exclusively for 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 is deemed reliable but not guaranteed.
Listing information ©2026 Space Coast MLS, Inc®. All Rights Reserved. Last Updated: 2026-10-07 11:01:25 UTC
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: 2026-10-07 13:13:20 UTC
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas

    Nearby areas

    ZIP codes

    • 32413 (419)
    • 32461 (175)
    • 32428 (137)
    • 32404 (114)
    • 32409 (112)
    • 32425 (48)
    • 32444 (46)
    • 32420 (32)

    Cities

    • Panama City Beach (412)
    • Panama City (166)
    • Inlet Beach (143)
    • Marianna (53)
    • Bonifay (48)
    • Lynn Haven (46)
    • Alford (32)
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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%