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Chipley, FL Homes for Sale — Page 6 | Realty.com
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3 bedsNew constructionWith a pool

Homes for Sale in Chipley, FL

Homes for Sale in Chipley, FL

Show Map
18 of 139 Listings
Map

Homes for Sale in Chipley, FL

18 of 139 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 1798 Normandy Drive — photoPrice Reduced38Active

    $262,073

    5 bd · 3 ba · 2,043 sqft

    1798 Normandy Drive, Chipley, FL

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

  2. 1186 Pine Forest Road — photo75Active

    $529,900

    4 bd · 3 ba · 2,899 sqft

    1186 Pine Forest Road, Chipley, FL

    Skye D Goldstein · EXP Realty LLC

  3. 656 4th Street — photoPrice Reduced45Active

    $336,000

    4 bd · 4 ba · 3,494 sqft

    656 4th Street, Chipley, FL

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

  4. 2199 Sunny Hills Boulevard — photo39Active

    $285,000

    3 bd · 2 ba · 1,939 sqft

    2199 Sunny Hills Boulevard, Chipley, FL

    Paul D Gibney · Corcoran Reverie SRB

  5. 1304 Kay Avenue — photo21Active

    $125,000

    4 bd · 2 ba · 1,371 sqft

    1304 Kay Avenue, Chipley, FL

    Dana L Panichella · American Gold Realty

  6. 2442 Pinewood Drive — photoPrice Reduced40Active

    $225,000

    3 bd · 2 ba · 1,404 sqft

    2442 Pinewood Drive, Chipley, FL

    Jessica J Albritton · Beachy Beach Real Estate

  7. 1395 Warren Avenue — photoPrice Reduced24Active

    $149,999

    3 bd · 1 ba · 1,325 sqft

    1395 Warren Avenue, Chipley, FL

    Casey Owens · Elite Realty

  8. 2205 Chase Street — photo18Active

    $293,344

    4 bd · 2 ba · 1,728 sqft

    2205 Chase Street, Chipley, FL

    Sara Iaropoli · Deltona Marketing at Sunny Hills Inc

  9. 2212 Chase Street — photo20Active

    $278,848

    4 bd · 2 ba · 1,728 sqft

    2212 Chase Street, Chipley, FL

    Sara Iaropoli · Deltona Marketing at Sunny Hills Inc

  10. 872 1st Street — photoPrice Reduced37Active

    $266,999

    4 bd · 2 ba · 1,768 sqft

    872 1st Street, Chipley, FL

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

  11. 226 Highway 77 — photo21Active

    $189,900

    3 bd · 1 ba · 1,198 sqft

    226 Highway 77, Chipley, FL

    Wanda Raney · 850 Sunshine Realty

  12. 1160 Chance Road — photoPrice Reduced19Active

    $99,000

    1 bd · 1 ba · 616 sqft

    1160 Chance Road, Chipley, FL

    Joel Jadofsky · Keller Williams Realty Emerald

  13. 768 Main Street — photoPrice Reduced24Active

    $189,000

    4 bd · 2 ba · 2,299 sqft

    768 Main Street, Chipley, FL

    Gary L Johns · AMERICAN REALTY of Bay Co, Inc

  14. 1764 Clayton Road — photoPrice Reduced50Active

    $209,900

    3 bd · 2 ba · 1,248 sqft

    1764 Clayton Road, Chipley, FL

    Denise Myers · Elite Realty

  15. 1294 Dragonfly Lane — photoPrice Reduced58Active

    $449,900

    6 bd · 4 ba · 3,024 sqft

    1294 Dragonfly Lane, Chipley, FL

    Harvey B Webb · Counts Real Estate Group

  16. 1730 Firetower Road — photoPrice Reduced46Active

    $335,000

    3 bd · 2 ba · 1,529 sqft

    1730 Firetower Road, Chipley, FL

    Eren S Sullivan · Counts Real Estate Group

  17. 5491 Highway 77 — photoPrice Reduced45Active

    $347,000

    1 bd · 1 ba · 432 sqft

    5491 Highway 77, Chipley, FL

    Vic A Jed · CENTURY 21 Commander Realty

  18. 3243 Quail Ridge Drive — photoPrice Reduced50Active

    $349,900

    4 bd · 2 ba · 1,624 sqft

    3243 Quail Ridge Drive, Chipley, FL

    Tiffany Hennessy · Hennessy Real Estate Group LLC

1…56

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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: 2026-09-29 16:03:22 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 2026-09-09 15:49:48 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

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    Thomas O'Leary

    Realty.com

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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 28, 2026

    Median sale price
    $74,000$22,000–$230,625 typical range
    Price per sq. ft.
    $137
    Sales
    78
    Paid in cash
    73.1%

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

    Year-over-year
    -50.7%

    Nearby areas

    ZIP codes

    • 32413 (674)
    • 32461 (254)
    • 32404 (201)
    • 32428 (140)
    • 32444 (126)
    • 32409 (110)
    • 32425 (44)
    • 32420 (33)

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