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Homes Under $300K in Chipley, FL
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3 bedsNew construction

Homes Under $300K in Chipley, FL

Homes Under $300K in Chipley, FL

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23 of 116 Listings
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Homes Under $300K in Chipley, FL

23 of 116 Listings

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TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 550 Bennett Drive — photoNew26Active

    $159,900

    3 bd · 2 ba · 1,107 sqft

    550 Bennett Drive, Chipley, FL

    Cindy R Birge · Elite Realty

  2. 3581 Viking Drive — photo29Active

    $221,725

    3 bd · 2 ba · 1,281 sqft

    3581 Viking Drive, Chipley, FL

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

  3. 2143 Sunny Hills Boulevard — photo21Active

    $269,999

    3 bd · 2 ba · 1,411 sqft

    2143 Sunny Hills Boulevard, Chipley, FL

    Chad Millner · Keller Williams Success Realty

  4. 3433 Cardinal Place — photo7Active

    $168,000

    3 bd · 2 ba · 1,012 sqft

    3433 Cardinal Place, Chipley, FL

    Merrie D Allen · Anchor Realty Florida

  5. 1990 Ambassador Court — photo25Active

    $254,900

    3 bd · 2 ba · 1,300 sqft

    1990 Ambassador Court, Chipley, FL

    Steven Koleno · Beycome of Florida LLC

  6. 825 Jones Court — photoPrice Reduced30Active

    $159,900

    3 bd · 1 ba · 964 sqft

    825 Jones Court, Chipley, FL

    Tonia Hathaway · CENTURY 21 Commander Realty

  7. 4981 Porter Pond Road — photo38Active

    $197,000

    2 bd · 1 ba · 784 sqft

    4981 Porter Pond Road, Chipley, FL

    Linda Fritts · Anchor Southeast Realty LLC

  8. 4137 Aquarius Drive — photo35Active

    $259,990

    4 bd · 2 ba · 1,684 sqft

    4137 Aquarius Drive, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  9. 1184 Farmer Road — photo20Active

    $90,000

    3 bd · 1 ba · 936 sqft

    1184 Farmer Road, Chipley, FL

    Rebecca E Allen · Florida Showcase Realty, LLC

  10. 4129 Aquarius Drive — photoPrice Reduced35Active

    $249,990

    4 bd · 2 ba · 1,684 sqft

    4129 Aquarius Drive, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  11. 4186 Quincy Avenue — photo24Active

    $165,990

    2 bd · 2 ba · 937 sqft

    4186 Quincy Avenue, Chipley, FL

    Octavia P Valencia · WJH Brokerage FL LLC

  12. 4104 Olive Place — photo27Active

    $239,990

    4 bd · 2 ba · 1,684 sqft

    4104 Olive Place, Chipley, FL

    Octavia P Valencia · WJH Brokerage FL LLC

  13. 4301 Country Club Boulevard — photo32Active

    $264,990

    4 bd · 2 ba · 1,773 sqft

    4301 Country Club Boulevard, Chipley, FL

    Octavia P Valencia · WJH Brokerage FL LLC

  14. 3571 Westbrook Drive — photo29Active

    $210,888

    3 bd · 2 ba · 1,416 sqft

    3571 Westbrook Drive, Chipley, FL

    Octavia P Valencia · WJH Brokerage FL LLC

  15. 2584 Roche Road — photo42Active

    $299,999

    3 bd · 3 ba · 2,016 sqft

    2584 Roche Road, Chipley, FL

    Tonia Hathaway · CENTURY 21 Commander Realty

  16. 4204 Challenger Boulevard — photoPrice Reduced27Active

    $209,990

    3 bd · 2 ba · 1,290 sqft

    4204 Challenger Boulevard, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  17. 3718 Country Club Boulevard — photo35Active

    $237,888

    4 bd · 2 ba · 1,684 sqft

    3718 Country Club Boulevard, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  18. 4050 Zinnia Drive — photoPrice Reduced35Active

    $245,990

    4 bd · 2 ba · 1,684 sqft

    4050 Zinnia Drive, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  19. 1234 Hampshire Boulevard — photo30Active

    $255,000

    3 bd · 2 ba · 1,404 sqft

    1234 Hampshire Boulevard, Chipley, FL

    Jesse A Cole · Counts Real Estate Group

  20. 3320 Cardinal Place — photoPrice ReducedOpen house Sun, Oct 18 · 2:00 PM28Active

    $215,000

    3 bd · 2 ba · 1,714 sqft

    3320 Cardinal Place, Chipley, FL

    Veronica F Hill · Chipola Realty

  21. 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.

  22. listing photo24Active

    $140,000

    2 bd · 2 ba · 1,140 sqft

    Address withheld · Chipley, FL

    Stephanie L Bradley · Tri-County Professional Real Estate, LLC

  23. 3325 Eagle Court — photoPrice Reduced88Active

    $199,999

    3 bd · 3 ba · 2,280 sqft

    3325 Eagle Court, Chipley, FL

    Casey Owens · Elite Realty

12…5

About Homes Under $300K in Chipley, FL

Homes Under $300K in Chipley, FL: 116 active listings as of October 16, 2026, 23:44 UTC.

Property types among these 116 listings, by the property type each listing’s MLS reports, spelled as the MLS spells it. Types with fewer than 5 listings, and listings whose MLS reports no type, are not shown, so the shares can total less than 100%.
Property typeListingsShare
Single Family Residence10287.9%
Manufactured Home1412.1%

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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

BeachesMLS
All listings featuring the BMLS logo are provided by Beaches MLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Information is provided exclusively for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Listing information ©2026 Beaches Multiple Listing Service®. All Rights Reserved. Data Last Updated: 2026-10-11 21:43:19 UTC
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: 2026-10-16 19:23:45 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 19:08:19 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.

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%
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    Thomas O'Leary

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