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Chipley, FL Homes for Sale — Page 6 | Realty.com
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3 beds
139 listings
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New construction
With a pool

Homes for Sale in Chipley, FL

Homes for Sale in Chipley, FL

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19 of 139 Listings
Map

Homes for Sale in Chipley, FL

19 of 139 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 226 Highway 77 — photo21Active

    $189,900

    3 bd · 1 ba · 1,198 sqft

    226 Highway 77, Chipley, FL

    Wanda Raney · 850 Sunshine Realty

  2. 2730 Mosquito Road — photoPrice Reduced36Active

    $649,900

    3 bd · 2 ba · 1,600 sqft

    2730 Mosquito Road, Chipley, FL

    Mandie A Kadel · CENTURY 21 Commander Realty

  3. 1160 Chance Road — photoPrice Reduced19Active

    $99,000

    1 bd · 1 ba · 616 sqft

    1160 Chance Road, Chipley, FL

    Joel Jadofsky · Keller Williams Realty Emerald

  4. 2269 Shenandoah Boulevard — photoPrice Reduced21Active

    $309,459

    3 bd · 2 ba · 1,760 sqft

    2269 Shenandoah Boulevard, Chipley, FL

    Sara Iaropoli · Deltona Marketing at Sunny Hills Inc

  5. 768 Main Street — photoPrice Reduced24Active

    $189,000

    4 bd · 2 ba · 2,299 sqft

    768 Main Street, Chipley, FL

    Gary L Johns · AMERICAN REALTY of Bay Co, Inc

  6. 2272 Rockford Drive — photoPrice Reduced19Active

    $273,800

    3 bd · 2 ba · 1,279 sqft

    2272 Rockford Drive, Chipley, FL

    Sara Iaropoli · Deltona Marketing at Sunny Hills Inc

  7. 3984 Quail Court — photo20Active

    $274,252

    3 bd · 2 ba · 1,650 sqft

    3984 Quail Court, Chipley, FL

    Sara Iaropoli · Deltona Marketing at Sunny Hills Inc

  8. 3892 Bricknell Avenue — photoPrice Reduced21Active

    $299,900

    3 bd · 2 ba · 1,760 sqft

    3892 Bricknell Avenue, Chipley, FL

    Sara Iaropoli · Deltona Marketing at Sunny Hills Inc

  9. 3884 Bricknell Avenue — photoPrice Reduced20Active

    $283,900

    3 bd · 2 ba · 1,528 sqft

    3884 Bricknell Avenue, Chipley, FL

    Sara Iaropoli · Deltona Marketing at Sunny Hills Inc

  10. 3989 Horizon Avenue — photo19Active

    $279,068

    4 bd · 2 ba · 1,716 sqft

    3989 Horizon Avenue, Chipley, FL

    Sara Iaropoli · Deltona Marketing at Sunny Hills Inc

  11. 3900 Bricknell Avenue — photoPrice Reduced19Active

    $276,900

    3 bd · 2 ba · 1,279 sqft

    3900 Bricknell Avenue, Chipley, FL

    Sara Iaropoli · Deltona Marketing at Sunny Hills Inc

  12. 1764 Clayton Road — photoPrice Reduced51Active

    $219,900

    3 bd · 2 ba · 1,248 sqft

    1764 Clayton Road, Chipley, FL

    Denise Myers · Elite Realty

  13. 2209 Chase Street — photo18Active

    $269,236

    3 bd · 2 ba · 1,556 sqft

    2209 Chase Street, Chipley, FL

    Sara Iaropoli · Deltona Marketing at Sunny Hills Inc

  14. 2221 Chase Street — photo17Active

    $271,312

    3 bd · 2 ba · 1,556 sqft

    2221 Chase Street, Chipley, FL

    Sara Iaropoli · Deltona Marketing at Sunny Hills Inc

  15. 3922 Vistula Drive — photoPrice Reduced36Active

    $275,000

    3 bd · 3 ba · 1,625 sqft

    3922 Vistula Drive, Chipley, FL

    Whitby D Jerkins · Serhant

  16. 4326 Moss Hill Road — photoPrice Reduced26Active

    $185,000

    3 bd · 2 ba · 1,568 sqft

    4326 Moss Hill Road, Chipley, FL

    Alyssa R Sato · Keller Williams Success Realty

  17. 1294 Dragonfly Lane — photoPrice Reduced58Active

    $449,900

    6 bd · 4 ba · 3,024 sqft

    1294 Dragonfly Lane, Chipley, FL

    Harvey B Webb · Counts Real Estate Group

  18. 1730 Firetower Road — photoPrice Reduced46Active

    $335,000

    3 bd · 2 ba · 1,529 sqft

    1730 Firetower Road, Chipley, FL

    Eren S Sullivan · Counts Real Estate Group

  19. 3243 Quail Ridge Drive — photoPrice Reduced50Active

    $355,000

    4 bd · 2 ba · 1,624 sqft

    3243 Quail Ridge Drive, Chipley, FL

    Tiffany Hennessy · Hennessy Real Estate Group LLC

1…56

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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: 2026-08-31 06:34:05 UTC
    • New construction
    • With a pool

    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

    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%

    Nearby areas

    ZIP codes

    • 32413 (555)
    • 32404 (184)
    • 32428 (140)
    • 32409 (113)
    • 32444 (86)
    • 32461 (83)
    • 32425 (38)
    • 32420 (37)

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