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3 bedsNew construction
4 Bedroom Homes in Chipley, FL — Page 2
49 listings

4 Bedroom Homes in Chipley, FL

4 Bedroom Homes in Chipley, FL

Show Map
24 of 49 Listings
Map

4 Bedroom Homes in Chipley, FL

24 of 49 Listings

  1. 2294 Geraldine Circle — photoPrice Reduced37

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
Active

$246,888

4 bd · 2 ba · 1,773 sqft

2294 Geraldine Circle, Chipley, FL

Octavia Valencia · WJH Brokerage FL LLC

  • 4301 Country Club Boulevard — photo37Active

    $264,990

    4 bd · 2 ba · 1,773 sqft

    4301 Country Club Boulevard, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  • 1710 Vicki Court — photo37Active

    $265,990

    4 bd · 2 ba · 1,773 sqft

    1710 Vicki Court, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  • 3993 Oxford Avenue — photoPrice Reduced27Active

    $254,900

    4 bd · 2 ba · 1,799 sqft

    3993 Oxford Avenue, Chipley, FL

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

  • 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

  • 1324 Coggin Avenue — photoPrice Reduced44Active

    $249,900

    4 bd · 3 ba · 2,736 sqft

    1324 Coggin Avenue, Chipley, FL

    Cindy R Birge · Elite Realty

  • 4069 Ramus Drive — photo27Active

    $252,900

    4 bd · 2 ba · 1,458 sqft

    4069 Ramus Drive, Chipley, FL

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

  • 660 Hwy 273 — photoPrice Reduced60Active

    $749,000

    4 bd · 4 ba · 4,212 sqft

    660 Hwy 273, Chipley, FL

    Wanda Raney · 850 Sunshine Realty

  • 661 US-90 — photo15Active

    $459,900

    4 bd · 3 ba · 2,348 sqft

    661 US-90, Chipley, FL

    Steven Koleno · Beycome of Florida LLC

  • 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.

  • 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

  • 4135 Aquarius Drive — photoPrice Reduced34Active

    $249,990

    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.

  • 700 2nd Street — photo54Active

    $450,000

    4 bd · 4 ba · 3,745 sqft

    700 2nd Street, Chipley, FL

    Justin Raley · Think Real Estate

  • 3995 Quail Avenue — photoPrice Reduced36Active

    $329,999

    4 bd · 2 ba · 1,823 sqft

    3995 Quail Avenue, Chipley, FL

    Kelly N Lathem · Corcoran Reverie

  • 1012 Carlisle Road — photoPrice Reduced46Active

    $399,999

    4 bd · 3 ba · 2,860 sqft

    1012 Carlisle Road, Chipley, FL

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

  • 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

  • 1186 Pine Forest Road — photo75Active

    $489,000

    4 bd · 3 ba · 2,899 sqft

    1186 Pine Forest Road, Chipley, FL

    Skye D Goldstein · EXP Realty LLC

  • 656 4th Street — photoPrice Reduced45Active

    $336,000

    4 bd · 4 ba · 3,494 sqft

    656 4th Street, Chipley, FL

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

  • 1304 Kay Avenue — photo21Active

    $125,000

    4 bd · 2 ba · 1,371 sqft

    1304 Kay Avenue, Chipley, FL

    Dana L Panichella · American Gold Realty

  • 2205 Chase Street — photo18Active

    $293,344

    4 bd · 2 ba · 1,728 sqft

    2205 Chase Street, Chipley, FL

    Sara Iaropoli · Deltona Marketing at Sunny Hills Inc

  • 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

  • 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.

  • 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

  • 123

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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: 2026-10-06 21:15:59 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 2026-10-01 09:59:21 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