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Chipley, FL Homes for Sale | Realty.com
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3 beds
148 listings
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New construction
With a pool

Homes for Sale in Chipley, FL

Homes for Sale in Chipley, FL

Show Map
23 of 148 Listings
Map

Homes for Sale in Chipley, FL

23 of 148 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 5288 Highway 77 — photoNew38Active

    $121,000

    2 bd · 2 ba · 924 sqft

    5288 Highway 77, Chipley, FL

    Sheran Whitaker · New Town Realty

  2. 4541 Hancock Court — photo44Active

    $350,000

    3 bd · 2 ba · 1,705 sqft

    4541 Hancock Court, Chipley, FL

    Wheeler Sauls Collective · Salty Marlin Realty

  3. 4586 Porter Pond Road — photo34Active

    $169,900

    3 bd · 1 ba · 1,088 sqft

    4586 Porter Pond Road, Chipley, FL

    Dale D Gumm · Anchor Realty Florida

  4. 4533 Hancock Court — photo30Active

    $268,000

    2 bd · 2 ba · 1,337 sqft

    4533 Hancock Court, Chipley, FL

    Melissa Barbee · Barbee Beach House Realty

  5. 4152 Leisure Lakes Drive — photo52Active

    $369,900

    4 bd · 3 ba · 2,916 sqft

    4152 Leisure Lakes Drive, Chipley, FL

    Scott A Childs · Beachy Beach Real Estate

  6. 1621 Richmond Street — photo28Active

    $228,990

    3 bd · 2 ba · 1,416 sqft

    1621 Richmond Street, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  7. 837 Maple Street — photo35Active

    $199,990

    4 bd · 2 ba · 1,500 sqft

    837 Maple Street, Chipley, FL

    Elaine G Fenster · Coastal Palms Real Estate

  8. 825 Jones Court — photo30Active

    $179,900

    3 bd · 1 ba · 964 sqft

    825 Jones Court, Chipley, FL

    Tonia Hathaway · CENTURY 21 Commander Realty

  9. 972 Sewell Farms Road — photo34Active

    $169,999

    3 bd · 1 ba · 1,054 sqft

    972 Sewell Farms Road, Chipley, FL

    Chris C Allen · Real Broker LLC

  10. 2774 Rolling Pines Road — photo23Active

    $224,900

    2 bd · 2 ba · 1,176 sqft

    2774 Rolling Pines Road, Chipley, FL

    Trudy VanHorn · Berkshire Hathaway HomeServices Beach Properties of Florida

  11. 620 4th Street — photo50Active

    $485,000

    4 bd · 3 ba · 3,756 sqft

    620 4th Street, Chipley, FL

    Seamus J O'neill · SOUTHERN WAY REALTY, INC.

  12. 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

  13. 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

  14. 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

  15. 1788 Gap Boulevard — photo57Active

    $319,000

    3 bd · 2 ba · 1,414 sqft

    1788 Gap Boulevard, Chipley, FL

    Rebecca Weeks · Elite Realty

  16. 3980 Quail Court — photo44Active

    $389,000

    3 bd · 3 ba · 1,861 sqft

    3980 Quail Court, Chipley, FL

    Seamus J O'neill · SOUTHERN WAY REALTY, INC.

  17. 3569 Westbrook Drive — photo23Active

    $248,000

    3 bd · 2 ba · 1,294 sqft

    3569 Westbrook Drive, Chipley, FL

    Gina Williams · Chipola Realty, Chipley Office

  18. 633 3rd Street — photo28Active

    $119,999

    3 bd · 2 ba · 1,823 sqft

    633 3rd Street, Chipley, FL

    Seamus J O'neill · SOUTHERN WAY REALTY, INC.

  19. 760 Brown Street — photo49Active

    $189,999

    3 bd · 2 ba · 1,479 sqft

    760 Brown Street, Chipley, FL

    Casey Owens · Elite Realty

  20. 3445 Cardinal Place — photo59Active

    $349,900

    3 bd · 2 ba · 1,379 sqft

    3445 Cardinal Place, Chipley, FL

    Harvey B Webb · Counts Real Estate Group

  21. 3130 Magnolia Drive — photo40Active

    $754,900

    2 bd · 2 ba · 1,870 sqft

    3130 Magnolia Drive, Chipley, FL

    Derek McDavid · Think Real Estate

  22. 2060 Apollo Drive — photo50Active

    $262,000

    4 bd · 2 ba · 1,673 sqft

    2060 Apollo Drive, Chipley, FL

    Jamie L Zapata · Legacy Premier Agency

  23. 2186 Hague Lane — photo56Active

    $244,900

    3 bd · 2 ba · 1,331 sqft

    2186 Hague Lane, Chipley, FL

    Christina Melvin · ERA Neubauer Real Estate, Inc

12…7

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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: 2026-08-31 19:09:50 UTC
Emerald Coast Association of REALTORS
The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker's logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Data last updated 2026-08-28 21:56:02 UTC
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. The data is deemed reliable but is not guaranteed accurate by the MLS.
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    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas

    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

    Nearby areas

    ZIP codes

    • 32413 (420)
    • 32428 (149)
    • 32404 (117)
    • 32409 (113)
    • 32461 (99)
    • 32444 (48)
    • 32425 (41)
    • 32420 (36)

    Cities

    • Panama City Beach (408)
    • Panama City (164)
    • Inlet Beach (85)
    • Southport (67)
    • Lynn Haven (48)
    • Marianna (47)
    • Bonifay (41)
    • Alford (36)

    Chipley housing market

    June 2026

    Chipley 12-month median sale price trend

    Selling at 100.0% of asking price

    Sales here are closing essentially at asking. MLS · 22 sales · as of Jun 30, 2026

    Homes that sold · County records, as of Jun 29, 2026

    Median sale price
    $47,000$18,000–$188,225 typical range
    Price per sq. ft.
    $118
    Sales
    76
    Paid in cash
    75.0%

    Homes on the market · MLS, as of Jun 30, 2026

    Median days on market
    83 days

    Price trend · Assessor repeat sales, as of Jun 30, 2026

    Year-over-year
    -71.8%