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4 Bedroom Homes in Chipley, FL
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39 listings
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3 bedsNew constructionWith a pool

4 Bedroom Homes in Chipley, FL

4 Bedroom Homes in Chipley, FL

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24 of 39 Listings
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4 Bedroom Homes in Chipley, FL

24 of 39 Listings

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TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 1379 Joe Neel Road — photoNew30Active

    $309,000

    4 bd · 4 ba · 2,380 sqft

    1379 Joe Neel Road, Chipley, FL

    Dustin Ballard · Real Broker LLC

  2. 4152 Leisure Lakes Drive — photo52Active

    $369,900

    4 bd · 3 ba · 2,916 sqft

    4152 Leisure Lakes Drive, Chipley, FL

    Scott A Childs · Beachy Beach Real Estate

  3. 837 Maple Street — photo35Active

    $199,990

    4 bd · 2 ba · 1,500 sqft

    837 Maple Street, Chipley, FL

    Elaine G Fenster · Coastal Palms Real Estate

  4. 620 4th Street — photo50Active

    $485,000

    4 bd · 3 ba · 3,756 sqft

    620 4th Street, Chipley, FL

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

  5. 2060 Apollo Drive — photo50Active

    $262,000

    4 bd · 2 ba · 1,673 sqft

    2060 Apollo Drive, Chipley, FL

    Jamie L Zapata · Legacy Premier Agency

  6. 1714 Dora Lane — photo37Active

    $258,990

    4 bd · 2 ba · 1,773 sqft

    1714 Dora Lane, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  7. 2294 Geraldine Circle — photo37Active

    $259,990

    4 bd · 2 ba · 1,773 sqft

    2294 Geraldine Circle, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  8. 4301 Country Club Boulevard — photo37Active

    $262,990

    4 bd · 2 ba · 1,773 sqft

    4301 Country Club Boulevard, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  9. 1710 Vicki Court — photo37Active

    $259,990

    4 bd · 2 ba · 1,773 sqft

    1710 Vicki Court, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  10. 3993 Oxford Drive — photoPrice Reduced27Active

    $254,900

    4 bd · 2 ba · 1,799 sqft

    3993 Oxford Drive, Chipley, FL

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

  11. 4114 Irene Lane — photoPrice Reduced27Active

    $254,900

    4 bd · 2 ba · 1,799 sqft

    4114 Irene Lane, Chipley, FL

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

  12. 1324 Coggin Avenue — photo44Active

    $259,900

    4 bd · 3 ba · 2,736 sqft

    1324 Coggin Avenue, Chipley, FL

    Cindy R Birge · Elite Realty

  13. 4069 Ramus Drive — photo27Active

    $250,400

    4 bd · 2 ba · 1,458 sqft

    4069 Ramus Drive, Chipley, FL

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

  14. 3890 Merger Drive — photoPrice Reduced27Active

    $254,900

    4 bd · 2 ba · 1,799 sqft

    3890 Merger Drive, Chipley, FL

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

  15. 1853 Sunny Hills Boulevard — photo34Active

    $252,990

    4 bd · 2 ba · 1,684 sqft

    1853 Sunny Hills Boulevard, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  16. 2547 Nightfall Place — photoPrice Reduced77Active

    $452,900

    4 bd · 3 ba · 2,002 sqft

    2547 Nightfall Place, Chipley, FL

    Adam Drysdale · St Andrew Shores Realty Serv

  17. 660 Hwy 273 — photoPrice Reduced60Active

    $779,000

    4 bd · 4 ba · 4,212 sqft

    660 Hwy 273, Chipley, FL

    Wanda Raney · 850 Sunshine Realty

  18. 661 US-90 — photo15Active

    $459,900

    4 bd · 3 ba · 2,348 sqft

    661 US-90, Chipley, FL

    Steven Koleno · Beycome of Florida LLC

  19. 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.

  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. 3522 Quail Ridge Drive — photoPrice Reduced29Active

    $454,900

    4 bd · 2 ba · 1,825 sqft

    3522 Quail Ridge Drive, Chipley, FL

    Mari Monroe-Garcia · Legacy Premier Agency

  22. 4135 Aquarius Drive — photo34Active

    $250,990

    4 bd · 2 ba · 1,684 sqft

    4135 Aquarius Drive, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  23. 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.

  24. 700 2nd Street — photo54Active

    $450,000

    4 bd · 4 ba · 3,745 sqft

    700 2nd Street, Chipley, FL

    Justin Raley · Think Real Estate

12

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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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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: 2026-09-01 22:16:43 UTC
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    Your local brokerage

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    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

    June 2026

    Chipley 12-month median sale price trend

    Selling at 100.0% of asking price

    Sales here are closing essentially at asking. MLS · 22 sales · as of Jun 30, 2026

    Homes that sold · County records, as of Jun 29, 2026

    Median sale price
    $47,000$18,000–$188,225 typical range
    Price per sq. ft.
    $118
    Sales
    76
    Paid in cash
    75.0%

    Homes on the market · MLS, as of Jun 30, 2026

    Median days on market
    83 days

    Price trend · Assessor repeat sales, as of Jun 30, 2026

    Year-over-year
    -71.8%