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3 bedsNew construction
Homes Under $300K in Chipley, FL — Page 4
116 listings

Homes Under $300K in Chipley, FL

Homes Under $300K in Chipley, FL

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23 of 116 Listings
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Homes Under $300K in Chipley, FL

23 of 116 Listings

  1. 4069 Ramus Drive — photo27Active

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

$255,400

4 bd · 2 ba · 1,458 sqft

4069 Ramus Drive, Chipley, FL

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

  • 4995 Porter Pond Road — photo21Active

    $236,928

    1 bd · 1 ba · 1,234 sqft

    4995 Porter Pond Road, Chipley, FL

    Sharon Gavin · Creek to Coast Realty, LLC

  • 4183 Luar — photo30Active

    $227,998

    3 bd · 2 ba · 1,219 sqft

    4183 Luar, Chipley, FL

    John R Cunningham · Realty Destination LLC

  • 3382 Lakeshore Drive — photo22Active

    $134,999

    3 bd · 2 ba · 1,056 sqft

    3382 Lakeshore Drive, Chipley, FL

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

  • 2493 Trailblazer Lane — photoPrice Reduced33Active

    $139,999

    3 bd · 2 ba · 913 sqft

    2493 Trailblazer Lane, Chipley, FL

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

  • 1804 Ulmer Lane — photoPrice Reduced38Active

    $205,000

    3 bd · 2 ba · 1,620 sqft

    1804 Ulmer Lane, Chipley, FL

    Caitlin F Domer · CENTURY 21 Commander Realty

  • 4183 Luar Avenue — photo31Active

    $227,998

    3 bd · 2 ba · 1,219 sqft

    4183 Luar Avenue, Chipley, FL

    John Cunningham · Realty Destination LLC

  • 1975 Ambassador Court — photoPrice Reduced34Active

    $269,999

    3 bd · 2 ba · 1,502 sqft

    1975 Ambassador Court, Chipley, FL

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

  • 1130 Timberlane Road — photo51Active

    $299,000

    3 bd · 2 ba · 1,918 sqft

    1130 Timberlane Road, Chipley, FL

    Hubert Albisa · Beach Realty of Florida

  • 1214 Johnson Avenue — photoPrice Reduced31Active

    $259,900

    3 bd · 2 ba · 1,568 sqft

    1214 Johnson Avenue, Chipley, FL

    Cindy R Birge · Elite Realty

  • 1744 Highway 90 — photo29Active

    $199,900

    3 bd · 2 ba · 1,800 sqft

    1744 Highway 90, Chipley, FL

    Sharon Gavin · Creek to Coast Realty, LLC

  • 1908 Gravel Pit Road — photo2Active

    $79,900

    3 bd · 3 ba · 2,283 sqft

    1908 Gravel Pit Road, Chipley, FL

    Mari Monroe-Garcia · Legacy Premier Agency

  • 1994 Ambassador Court — photoPrice ReducedOpen house Sat, Oct 17 · 11:00 AM37Active

    $265,693

    5 bd · 3 ba · 2,043 sqft

    1994 Ambassador Court, Chipley, FL

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

  • 2148 Jensen Place — photo19Active

    $279,900

    3 bd · 2 ba · 1,500 sqft

    2148 Jensen Place, Chipley, FL

    Cari Henry · CENTURY 21 Commander Realty

  • 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

  • 2081 Babcock Street — photo1Active

    $275,952

    3 bd · 2 ba · 1,650 sqft

    2081 Babcock Street, Chipley, FL

    Sara Iaropoli · Deltona Marketing at Sunny Hills Inc

  • 783 West Boulevard — photo34Active

    $225,000

    3 bd · 2 ba · 1,392 sqft

    783 West Boulevard, Chipley, FL

    Bettie L Slay · Bettie's Country Realty

  • 4135 Aquarius Drive — photoPrice Reduced34Active

    $245,990

    4 bd · 2 ba · 1,684 sqft

    4135 Aquarius Drive, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  • 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.

  • 2414 Highway 77 — photo45Active

    $199,900

    3 bd · 2 ba · 2,084 sqft

    2414 Highway 77, Chipley, FL

    Cindy R Birge · Elite Realty

  • 807 Maple Street — photoPrice Reduced42Active

    $269,485

    4 bd · 2 ba · 2,897 sqft

    807 Maple Street, Chipley, FL

    Paul T LaCourse · Anchor Realty Florida

  • 2442 Pinewood Drive — photo40Active

    $215,000

    3 bd · 2 ba · 1,404 sqft

    2442 Pinewood Drive, Chipley, FL

    Jessica J Albritton · Beachy Beach Real Estate

  • 2199 Sunny Hills Boulevard — photo39Active

    $285,000

    3 bd · 2 ba · 1,939 sqft

    2199 Sunny Hills Boulevard, Chipley, FL

    Paul D Gibney · Corcoran Reverie SRB

  • 1…345

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    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas

    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: 2026-10-15 15:14:41 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 2026-10-14 19:10:03 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 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