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2 Bedroom Homes in Chipley, FL
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13 listings
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3 bedsNew constructionWith a pool

2 Bedroom Homes in Chipley, FL

2 Bedroom Homes in Chipley, FL

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13 Listings
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2 Bedroom Homes in Chipley, FL

13 Listings

Your local brokerage

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Thomas O'Leary

Realty.com

Lic. #BK3453168

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  1. 5288 Highway 77 — photoNew38Active

    $121,000

    2 bd · 2 ba · 924 sqft

    5288 Highway 77, Chipley, FL

    Sheran Whitaker · New Town Realty

  2. 4533 Hancock Court — photo30Active

    $268,000

    2 bd · 2 ba · 1,337 sqft

    4533 Hancock Court, Chipley, FL

    Melissa Barbee · Barbee Beach House Realty

  3. 2774 Rolling Pines Road — photo23Active

    $224,900

    2 bd · 2 ba · 1,176 sqft

    2774 Rolling Pines Road, Chipley, FL

    Trudy VanHorn · Berkshire Hathaway HomeServices Beach Properties of Florida

  4. 3130 Magnolia Drive — photo40Active

    $754,900

    2 bd · 2 ba · 1,870 sqft

    3130 Magnolia Drive, Chipley, FL

    Derek McDavid · Think Real Estate

  5. 3885 Airmont Drive — photo22Active

    $197,990

    2 bd · 2 ba · 1,272 sqft

    3885 Airmont Drive, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  6. 4130 Flint Avenue — photo29Active

    $170,990

    2 bd · 2 ba · 937 sqft

    4130 Flint Avenue, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  7. 2007 Ambassador Court — photoPrice Reduced39Active

    $309,900

    2 bd · 2 ba · 1,333 sqft

    2007 Ambassador Court, Chipley, FL

    Debbie Morton · Bay Living Inc.

  8. 4597 Spotted Horse Lane — photoPrice Reduced29Active

    $224,900

    2 bd · 2 ba · 840 sqft

    4597 Spotted Horse Lane, Chipley, FL

    Stan Fowler · Think Real Estate

  9. 4186 Quincy Avenue — photoPrice Reduced28Active

    $154,888

    2 bd · 2 ba · 937 sqft

    4186 Quincy Avenue, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  10. 4190 Quincy Avenue — photo21Active

    $193,990

    2 bd · 2 ba · 1,272 sqft

    4190 Quincy Avenue, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  11. 4184 Quincy Avenue — photo21Active

    $196,990

    2 bd · 2 ba · 1,272 sqft

    4184 Quincy Avenue, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  12. 2527 Frost Lane — photoPrice Reduced60Active

    $429,900

    2 bd · 2 ba · 2,634 sqft

    2527 Frost Lane, Chipley, FL

    Cindy R Birge · Elite Realty

  13. 434 Tinker Lane — photoPrice Reduced54Active

    $375,000

    2 bd · 2 ba · 1,500 sqft

    434 Tinker Lane, Chipley, FL

    Leigh Clark · Elite Realty

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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

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: 2026-08-30 23:10:11 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%