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Chipley, FL Homes for Sale — Page 5 | 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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23 of 160 Listings
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Homes for Sale in Chipley, FL

23 of 160 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 3382 Lakeshore Drive — photo22Active

    $134,999

    3 bd · 2 ba · 1,056 sqft

    3382 Lakeshore Drive, Chipley, FL

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

  2. 2493 Trailblazer Lane — photoPrice Reduced33Active

    $139,999

    3 bd · 2 ba · 913 sqft

    2493 Trailblazer Lane, Chipley, FL

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

  3. 1804 Ulmer Lane — photoPrice Reduced38Active

    $205,000

    3 bd · 2 ba · 1,620 sqft

    1804 Ulmer Lane, Chipley, FL

    Caitlin F Domer · CENTURY 21 Commander Realty

  4. 4183 Luar Avenue — photo31Active

    $227,998

    3 bd · 2 ba · 1,219 sqft

    4183 Luar Avenue, Chipley, FL

    John Cunningham · Realty Destination LLC

  5. 1975 Ambassador Court — photoPrice Reduced34Active

    $269,999

    3 bd · 2 ba · 1,502 sqft

    1975 Ambassador Court, Chipley, FL

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

  6. 660 Hwy 273 — photoPrice Reduced60Active

    $749,000

    4 bd · 4 ba · 4,212 sqft

    660 Hwy 273, Chipley, FL

    Wanda Raney · 850 Sunshine Realty

  7. 1130 Timberlane Road — photo51Active

    $299,000

    3 bd · 2 ba · 1,918 sqft

    1130 Timberlane Road, Chipley, FL

    Hubert Albisa · Beach Realty of Florida

  8. 1214 Johnson Avenue — photoPrice Reduced31Active

    $259,900

    3 bd · 2 ba · 1,568 sqft

    1214 Johnson Avenue, Chipley, FL

    Cindy R Birge · Elite Realty

  9. 1744 Highway 90 — photo29Active

    $199,900

    3 bd · 2 ba · 1,800 sqft

    1744 Highway 90, Chipley, FL

    Sharon Gavin · Creek to Coast Realty, LLC

  10. 1277 South Boulevard — photoPrice Reduced35Active

    $324,900

    3 bd · 2 ba · 1,903 sqft

    1277 South Boulevard, Chipley, FL

    Katherine Cave · Epique Realty Inc

  11. 661 US-90 — photo15Active

    $459,900

    4 bd · 3 ba · 2,348 sqft

    661 US-90, Chipley, FL

    Steven Koleno · Beycome of Florida LLC

  12. 1453 Highway 277 — photo28Active

    $439,000

    3 bd · 3 ba · 2,525 sqft

    1453 Highway 277, Chipley, FL

    Sheila Barbee · Barbee Realty, Inc

  13. 1336 Orange Hill Road — photo47Active

    $449,900

    4 bd · 2 ba · 2,128 sqft

    1336 Orange Hill Road, Chipley, FL

    Wanda A Owens · SOUTHERN WAY REALTY, INC.

  14. 3047 Everest Drive — photoPrice Reduced22Active

    $330,000

    3 bd · 2 ba · 1,368 sqft

    3047 Everest Drive, Chipley, FL

    Amanda Creamer · World Impact Real Estate

  15. 3034 Paradise Lakes Road — photoPrice Reduced48Active

    $400,000

    3 bd · 2 ba · 1,392 sqft

    3034 Paradise Lakes Road, Chipley, FL

    Robert T Britton · World Impact Real Estate

  16. 1908 Gravel Pit Road — photo2Active

    $79,900

    3 bd · 3 ba · 2,283 sqft

    1908 Gravel Pit Road, Chipley, FL

    Mari Monroe-Garcia · Legacy Premier Agency

  17. 3421 Quail Ridge Drive — photo51Active

    $449,900

    3 bd · 3 ba · 1,890 sqft

    3421 Quail Ridge Drive, Chipley, FL

    Harvey B Webb · Counts Real Estate Group

  18. 1994 Ambassador Court — photoPrice Reduced37Active

    $265,693

    5 bd · 3 ba · 2,043 sqft

    1994 Ambassador Court, Chipley, FL

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

  19. 2148 Jensen Place — photo19Active

    $279,900

    3 bd · 2 ba · 1,500 sqft

    2148 Jensen Place, Chipley, FL

    Cari Henry · CENTURY 21 Commander Realty

  20. 2225 Chase Street — photo21Active

    $283,956

    4 bd · 2 ba · 1,716 sqft

    2225 Chase Street, Chipley, FL

    Sara Iaropoli · Deltona Marketing at Sunny Hills Inc

  21. 2081 Babcock Street — photo1Active

    $275,952

    3 bd · 2 ba · 1,650 sqft

    2081 Babcock Street, Chipley, FL

    Sara Iaropoli · Deltona Marketing at Sunny Hills Inc

  22. 783 West Boulevard — photo34Active

    $225,000

    3 bd · 2 ba · 1,392 sqft

    783 West Boulevard, Chipley, FL

    Bettie L Slay · Bettie's Country Realty

  23. 4135 Aquarius Drive — photoPrice Reduced34Active

    $245,990

    4 bd · 2 ba · 1,684 sqft

    4135 Aquarius Drive, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

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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: 2026-10-19 06:42:49 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 2026-07-25 15:02:19 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%