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Chipley, FL Homes for Sale | Realty.com
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Start here

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149 listings
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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 149 Listings
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Homes for Sale in Chipley, FL

21 of 149 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 2436 Greenhead Road — photoNew63Active

    $319,000

    3 bd · 2 ba · 1,464 sqft

    2436 Greenhead Road, Chipley, FL

    Tina P Dixon · Triple Crown Realty Team

  2. 4137 Aquarius Drive — photoNew35Active

    $259,990

    4 bd · 2 ba · 1,684 sqft

    4137 Aquarius Drive, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  3. 1184 Farmer Road — photo20Active

    $90,000

    3 bd · 1 ba · 936 sqft

    1184 Farmer Road, Chipley, FL

    Rebecca E Allen · Florida Showcase Realty, LLC

  4. 4186 Quincy Avenue — photoNew24Active

    $168,990

    2 bd · 2 ba · 937 sqft

    4186 Quincy Avenue, Chipley, FL

    Octavia P Valencia · WJH Brokerage FL LLC

  5. 4104 Olive Place — photoNew27Active

    $249,990

    4 bd · 2 ba · 1,684 sqft

    4104 Olive Place, Chipley, FL

    Octavia P Valencia · WJH Brokerage FL LLC

  6. 4129 Aquarius Drive — photo35Active

    $255,990

    4 bd · 2 ba · 1,684 sqft

    4129 Aquarius Drive, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  7. 4301 Country Club Boulevard — photoNew32Active

    $264,990

    4 bd · 2 ba · 1,773 sqft

    4301 Country Club Boulevard, Chipley, FL

    Octavia P Valencia · WJH Brokerage FL LLC

  8. 3571 Westbrook Drive — photoNew29Active

    $210,888

    3 bd · 2 ba · 1,416 sqft

    3571 Westbrook Drive, Chipley, FL

    Octavia P Valencia · WJH Brokerage FL LLC

  9. 4204 Challenger Boulevard — photoNew23Active

    $210,990

    3 bd · 2 ba · 1,290 sqft

    4204 Challenger Boulevard, Chipley, FL

    Octavia P Valencia · WJH Brokerage FL LLC

  10. 2584 Roche Road — photoNew42Active

    $299,999

    3 bd · 3 ba · 2,016 sqft

    2584 Roche Road, Chipley, FL

    Tonia Hathaway · CENTURY 21 Commander Realty

  11. 3718 Country Club Boulevard — photoNew35Active

    $237,888

    4 bd · 2 ba · 1,684 sqft

    3718 Country Club Boulevard, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  12. 4050 Zinnia Drive — photoNew35Active

    $256,990

    4 bd · 2 ba · 1,684 sqft

    4050 Zinnia Drive, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  13. 5120 Airpark Boulevard — photoNew94Active

    $900,000

    3 bd · 3 ba · 2,351 sqft

    5120 Airpark Boulevard, Chipley, FL

    Vianah Seamon · Anchor Realty Florida

  14. 2970 Woodymarion Drive — photoPrice Reduced75Active

    $579,000

    3 bd · 2 ba · 2,072 sqft

    2970 Woodymarion Drive, Chipley, FL

    Kaci A Hawes · ERA Neubauer Real Estate, Inc

  15. 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

  16. 635 5th Street — photo5Active

    $5,000

    3 bd · 2 ba · 1,912 sqft

    635 5th Street, Chipley, FL

    Jaime L Boone · Jaime L Boone LLC

  17. 3955 Highway 77 — photo82Active

    $599,999

    4 bd · 3 ba · 3,625 sqft

    3955 Highway 77, Chipley, FL

    Casey Owens · Elite Realty

  18. 2367 Tiller Road — photo65Active

    $299,900

    3 bd · 2 ba · 1,352 sqft

    2367 Tiller Road, Chipley, FL

    Cindy R Birge · Elite Realty

  19. 3320 Cardinal Place — photo28Active

    $220,000

    3 bd · 2 ba · 1,714 sqft

    3320 Cardinal Place, Chipley, FL

    Veronica F Hill · Chipola Realty

  20. 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.

  21. listing photo24Active

    $140,000

    2 bd · 2 ba · 1,140 sqft

    Address withheld · Chipley, FL

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

12…7

Explore Chipley homes

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Nearby areas

ZIP codes

  • 32413 (742)
  • 32404 (214)
  • 32428 (149)
  • 32444 (126)
  • 32409 (107)
  • 32461 (72)
  • 32425 (42)
  • 32446 (36)

Cities

  • Panama City Beach (757)
  • Panama City (297)
  • Lynn Haven (126)
  • Inlet Beach (56)
  • Marianna (56)
  • Bonifay (42)
  • Alford (32)
  • Youngstown (30)

Listing data & MLS disclosures

Space Coast MLS (Space Coast Association of REALTORS)
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Information is deemed reliable but not guaranteed.
Listing information ©2026 Space Coast MLS, Inc®. All Rights Reserved. Last Updated: 2026-10-07 11:01:25 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: 2026-10-10 09:44:30 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 2026-10-08 14:53:30 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%
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas