Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings

Registered offenders on the map

Save search

Registered offenders on the map

Safety & registry resources

Review official public-safety information for any area from these government sources:

  • U.S. Dept. of Justice National Sex Offender Public Website (NSOPW)
  • FBI: state sex-offender registry directory
Chipley, FL Homes for Sale — Page 5 | Realty.com
Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings
  • Rentals
  • Commercial

Registered offenders on the map

Save search
3 beds
139 listings
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
New construction
With a pool

Homes for Sale in Chipley, FL

Homes for Sale in Chipley, FL

Hide Map
22 of 139 Listings
Map

Homes for Sale in Chipley, FL

22 of 139 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 1712 Shamrock Lane — photoPrice Reduced74Active

    $439,900

    4 bd · 3 ba · 2,938 sqft

    1712 Shamrock Lane, Chipley, FL

    Denise Myers · Elite Realty

  2. 2527 Frost Lane — photoPrice Reduced60Active

    $429,900

    2 bd · 2 ba · 2,634 sqft

    2527 Frost Lane, Chipley, FL

    Cindy R Birge · Elite Realty

  3. 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.

  4. 1153 Main Street — photoPrice Reduced29Active

    $350,000

    3 bd · 2 ba · 1,557 sqft

    1153 Main Street, Chipley, FL

    Matt W Wright · Think Real Estate

  5. 1482 Main Street — photo69Active

    $977,000

    3 bd · 3 ba · 3,064 sqft

    1482 Main Street, Chipley, FL

    Gina Williams · Chipola Realty, Chipley Office

  6. 2121 Angora Drive — photoPrice Reduced45Active

    $289,000

    3 bd · 2 ba · 1,642 sqft

    2121 Angora Drive, Chipley, FL

    Rebecca Skipper · Counts Real Estate Group

  7. 2216 Acorn Place — photoPrice Reduced33Active

    $245,990

    3 bd · 2 ba · 1,416 sqft

    2216 Acorn Place, Chipley, FL

    Octavia Valencia · WJH Brokerage FL LLC

  8. 1867 Sixth Avenue — photoPrice Reduced22Active

    $169,999

    3 bd · 1 ba · 1,992 sqft

    1867 Sixth Avenue, Chipley, FL

    Matthew R Finch · World Impact Real Estate

  9. 807 Maple Street — photoPrice Reduced42Active

    $275,000

    4 bd · 2 ba · 2,897 sqft

    807 Maple Street, Chipley, FL

    Paul T LaCourse · Anchor Realty Florida

  10. 434 Tinker Lane — photoPrice Reduced54Active

    $375,000

    2 bd · 2 ba · 1,500 sqft

    434 Tinker Lane, Chipley, FL

    Leigh Clark · Elite Realty

  11. 1060 Highway 277 — photoPrice Reduced50Active

    $225,000

    4 bd · 2 ba · 2,052 sqft

    1060 Highway 277, Chipley, FL

    Linda S Cumbaa · Elite Realty

  12. 1305 Church Avenue — photoPrice Reduced100Active

    $749,900

    7 bd · 5 ba · 5,899 sqft

    1305 Church Avenue, Chipley, FL

    Cindy R Birge · Elite Realty

  13. 2442 Pinewood Drive — photo40Active

    $229,900

    3 bd · 2 ba · 1,404 sqft

    2442 Pinewood Drive, Chipley, FL

    Jessica J Albritton · Beachy Beach Real Estate

  14. 1798 Normandy Drive — photoPrice Reduced37Active

    $259,573

    5 bd · 3 ba · 2,043 sqft

    1798 Normandy Drive, Chipley, FL

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

  15. 1186 Pine Forest Road — photo75Active

    $529,900

    4 bd · 3 ba · 2,899 sqft

    1186 Pine Forest Road, Chipley, FL

    Skye D Goldstein · EXP Realty LLC

  16. 656 4th Street — photoPrice Reduced45Active

    $343,999

    4 bd · 4 ba · 3,494 sqft

    656 4th Street, Chipley, FL

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

  17. 2199 Sunny Hills Boulevard — photo39Active

    $291,000

    3 bd · 2 ba · 1,939 sqft

    2199 Sunny Hills Boulevard, Chipley, FL

    Paul D Gibney · Corcoran Reverie SRB

  18. 1304 Kay Avenue — photo21Active

    $125,000

    4 bd · 2 ba · 1,371 sqft

    1304 Kay Avenue, Chipley, FL

    Dana L Panichella · American Gold Realty

  19. 1395 Warren Avenue — photoPrice Reduced24Active

    $149,999

    3 bd · 1 ba · 1,325 sqft

    1395 Warren Avenue, Chipley, FL

    Casey Owens · Elite Realty

  20. 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

  21. 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

  22. 872 1st Street — photoPrice Reduced37Active

    $269,999

    4 bd · 2 ba · 1,768 sqft

    872 1st Street, Chipley, FL

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

1…456

Explore Chipley homes

By price

  • Under $300K
  • Under $500K
  • Under $700K
  • Luxury

By bedrooms

  • 2 beds
  • 3 beds
  • 4 beds
  • 5 beds

By type

  • Single family
  • Townhomes
  • Condos
  • Manufactured homes
  • Multi-family homes
  • Co-ops

By feature

Realty.com

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

Equal Housing OpportunityEqual Housing Lender

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.

© 2026 Realty.com. All rights reserved.·Privacy·Terms·California Privacy Rights·Accessibility·Licensing

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: 2026-09-02 14:05:42 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 2026-08-27 18:50:34 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.
    • 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)

    Cities

    • Panama City Beach (540)
    • Panama City (234)
    • Lynn Haven (86)
    • Inlet Beach (70)
    • Southport (65)
    • Marianna (50)
    • Bonifay (38)
    • Alford (37)