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Homes Under $300K in Chipley, FL — Page 5
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3 bedsNew construction

Homes Under $300K in Chipley, FL

Homes Under $300K in Chipley, FL

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8 of 104 Listings
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Homes Under $300K in Chipley, FL

8 of 104 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 2212 Chase Street — photo20Active

    $278,848

    4 bd · 2 ba · 1,728 sqft

    2212 Chase Street, Chipley, FL

    Sara Iaropoli · Deltona Marketing at Sunny Hills Inc

  2. 872 1st Street — photoPrice Reduced37Active

    $266,999

    4 bd · 2 ba · 1,768 sqft

    872 1st Street, Chipley, FL

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

  3. 226 Highway 77 — photoPrice Reduced21Active

    $184,900

    3 bd · 1 ba · 1,198 sqft

    226 Highway 77, Chipley, FL

    Wanda Raney · 850 Sunshine Realty

  4. 1160 Chance Road — photoPrice Reduced19Active

    $99,000

    1 bd · 1 ba · 616 sqft

    1160 Chance Road, Chipley, FL

    Joel Jadofsky · Keller Williams Realty Emerald

  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. 1764 Clayton Road — photoPrice Reduced50Active

    $209,900

    3 bd · 2 ba · 1,248 sqft

    1764 Clayton Road, Chipley, FL

    Denise Myers · Elite Realty

  7. 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

  8. 3515 Quail Ridge Drive — photo30Active

    $200,000

    3 bd · 2 ba · 1,773 sqft

    3515 Quail Ridge Drive, Chipley, FL

    Chad Millner · Keller Williams Success Realty

1…45

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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: 2026-10-05 18:23:30 UTC
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas

    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%

    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