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Chipley, FL Homes for Sale — Page 6 | Realty.com
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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 160 Listings
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Homes for Sale in Chipley, FL

21 of 160 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 940 Jamie Drive — photoPrice Reduced36Active

    $229,999

    4 bd · 3 ba · 1,430 sqft

    940 Jamie Drive, Chipley, FL

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

  2. 700 2nd Street — photo54Active

    $450,000

    4 bd · 4 ba · 3,745 sqft

    700 2nd Street, Chipley, FL

    Justin Raley · Think Real Estate

  3. 3301 Crystal Lake Drive — photoPrice Reduced55Active

    $650,000

    3 bd · 2 ba · 1,763 sqft

    3301 Crystal Lake Drive, Chipley, FL

    Brian Clowdus · Christies International Real Estate Emerald Coast

  4. 2414 Highway 77 — photo45Active

    $199,900

    3 bd · 2 ba · 2,084 sqft

    2414 Highway 77, Chipley, FL

    Cindy R Birge · Elite Realty

  5. 3995 Quail Avenue — photoPrice Reduced36Active

    $329,999

    4 bd · 2 ba · 1,823 sqft

    3995 Quail Avenue, Chipley, FL

    Kelly N Lathem · Corcoran Reverie

  6. 1012 Carlisle Road — photoPrice Reduced46Active

    $399,999

    4 bd · 3 ba · 2,860 sqft

    1012 Carlisle Road, Chipley, FL

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

  7. 1482 Main Street — photo69Active

    $977,000

    3 bd · 3 ba · 3,064 sqft

    1482 Main Street, Chipley, FL

    Gina Williams · Chipola Realty, Chipley Office

  8. 807 Maple Street — photoPrice Reduced42Active

    $269,485

    4 bd · 2 ba · 2,897 sqft

    807 Maple Street, Chipley, FL

    Paul T LaCourse · Anchor Realty Florida

  9. 1305 Church Avenue — photoPrice Reduced100Active

    $699,900

    7 bd · 5 ba · 5,899 sqft

    1305 Church Avenue, Chipley, FL

    Cindy R Birge · Elite Realty

  10. 2442 Pinewood Drive — photo40Active

    $215,000

    3 bd · 2 ba · 1,404 sqft

    2442 Pinewood Drive, Chipley, FL

    Jessica J Albritton · Beachy Beach Real Estate

  11. 1186 Pine Forest Road — photo75Active

    $489,000

    4 bd · 3 ba · 2,899 sqft

    1186 Pine Forest Road, Chipley, FL

    Skye D Goldstein · EXP Realty LLC

  12. 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.

  13. 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

  14. 1304 Kay Avenue — photo21Active

    $125,000

    4 bd · 2 ba · 1,371 sqft

    1304 Kay Avenue, Chipley, FL

    Dana L Panichella · American Gold Realty

  15. 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

  16. 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

  17. 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.

  18. 226 Highway 77 — photoPrice Reduced21Active

    $184,900

    3 bd · 1 ba · 1,198 sqft

    226 Highway 77, Chipley, FL

    Wanda Raney · 850 Sunshine Realty

  19. 1160 Chance Road — photoPrice Reduced19Active

    $99,000

    1 bd · 1 ba · 616 sqft

    1160 Chance Road, Chipley, FL

    Joel Jadofsky · Keller Williams Realty Emerald

  20. 2269 Shenandoah Boulevard — photoPrice Reduced21Active

    $309,459

    3 bd · 2 ba · 1,760 sqft

    2269 Shenandoah Boulevard, Chipley, FL

    Sara Iaropoli · Deltona Marketing at Sunny Hills Inc

  21. 2272 Rockford Drive — photoPrice Reduced19Active

    $273,800

    3 bd · 2 ba · 1,279 sqft

    2272 Rockford Drive, Chipley, FL

    Sara Iaropoli · Deltona Marketing at Sunny Hills Inc

1…567

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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: 2026-10-07 19:05:30 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 2026-10-14 19:10:03 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.
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas

    Nearby areas

    ZIP codes

    • 32413 (665)
    • 32404 (191)
    • 32461 (172)
    • 32428 (160)
    • 32444 (113)
    • 32409 (107)
    • 32425 (43)
    • 32466 (38)

    Cities

    • Panama City Beach (658)
    • Panama City (252)
    • Inlet Beach (139)
    • Lynn Haven (113)
    • Marianna (62)
    • Bonifay (43)
    • Youngstown (38)
    • Alford (31)

    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%