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Homes Under $400K in Chipley, FL
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3 bedsNew construction

Homes Under $400K in Chipley, FL

Homes Under $400K in Chipley, FL

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20 of 122 Listings
Map

Homes Under $400K in Chipley, FL

20 of 122 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 2367 Tiller Road — photoNew65Active

    $299,900

    3 bd · 2 ba · 1,352 sqft

    2367 Tiller Road, Chipley, FL

    Cindy R Birge · Elite Realty

  2. 3320 Cardinal Place — photo28Active

    $220,000

    3 bd · 2 ba · 1,714 sqft

    3320 Cardinal Place, Chipley, FL

    Veronica F Hill · Chipola Realty

  3. 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.

  4. 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

  5. 3325 Eagle Court — photo88Active

    $215,000

    3 bd · 3 ba · 2,280 sqft

    3325 Eagle Court, Chipley, FL

    Casey Owens · Elite Realty

  6. 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

  7. 4100 Olive Place — photo27Active

    $211,990

    3 bd · 2 ba · 1,290 sqft

    4100 Olive Place, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  8. 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

  9. 4104 Olive Place — photo35Active

    $249,990

    4 bd · 2 ba · 1,684 sqft

    4104 Olive Place, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  10. 1309 South Boulevard — photo82Active

    $299,900

    3 bd · 2 ba · 2,133 sqft

    1309 South Boulevard, Chipley, FL

    Cindy R Birge · Elite Realty

  11. 955 Pocket Lane — photo33Active

    $194,900

    3 bd · 2 ba · 1,528 sqft

    955 Pocket Lane, Chipley, FL

    Cindy R Birge · Elite Realty

  12. 3989 Dunford Circle — photo27Active

    $134,000

    2 bd · 1 ba · 843 sqft

    3989 Dunford Circle, Chipley, FL

    Rebecca Allen · Florida Showcase Realty, LLC

  13. 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

  14. 4186 Quincy Avenue — photo28Active

    $168,990

    2 bd · 2 ba · 937 sqft

    4186 Quincy Avenue, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  15. 1192 Florence Court — photo15Active

    $299,995

    4 bd · 2 ba · 1,826 sqft

    1192 Florence Court, Chipley, FL

    Suzanne Moore · Coldwell Banker Realty

  16. 2307 Shenandoah Boulevard — photo13Active

    $219,990

    3 bd · 2 ba · 1,290 sqft

    2307 Shenandoah Boulevard, Chipley, FL

    Octavia P Valencia · WJH Brokerage FL LLC

  17. 1583 Fountain Court — photo27Active

    $249,990

    4 bd · 2 ba · 1,684 sqft

    1583 Fountain Court, Chipley, FL

    Octavia P Valencia · WJH Brokerage FL LLC

  18. 4135 Aquarius Drive — photo27Active

    $249,990

    4 bd · 2 ba · 1,684 sqft

    4135 Aquarius Drive, Chipley, FL

    Octavia P Valencia · WJH Brokerage FL LLC

  19. 1615 Toole Circle — photo14Active

    $134,900

    3 bd · 2 ba · 1,359 sqft

    1615 Toole Circle, Chipley, FL

    Wanda Raney · 850 Sunshine Realty

  20. 1579 Aldoro Circle — photo35Active

    $252,990

    4 bd · 2 ba · 1,684 sqft

    1579 Aldoro Circle, 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

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: 2026-09-30 13:41:43 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 2026-09-10 15:01:17 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

    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%