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

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

Save search Advertise Sign In

Saved homes Saved searches Your tours Your inquiries Recently viewed Account settings

Registered offenders on the map

Show registered offenders

Registered offenders on the map

Show registered offenders

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

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 search Advertise Sign In

Saved homes Saved searches Your tours Your inquiries Recently viewed Account settings

Rentals
Commercial

Registered offenders on the map

Show registered offenders

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

Save search

3 beds New construction With a pool

5 Bedroom Homes in Chipley, FL

1 listing

5 Bedroom Homes in Chipley, FL

5 Bedroom Homes in Chipley, FL

1 Listing

5 Bedroom Homes in Chipley, FL

1 Listing

80Active
$389,000

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

5 bd · 4 ba · 3,100 sqft

3783 Payne Lake Road, Chipley, FL

Nathan R Lawrence · Legacy Premier Agency LLC

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

New construction
With a pool

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

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.PrivacyTermsCalifornia Privacy RightsAccessibilityLicensing

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Listing data & MLS disclosures

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 2026-09-14 21:54:39 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, 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

July 2026

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 29 sales · as of Jul 31, 2026

Homes that sold · County records, as of Jul 31, 2026

Median sale price: $55,000$20,000–$211,000 typical range
Price per sq. ft.: $137
Sales: 81
Paid in cash: 69.1%

Homes on the market · MLS, as of Jul 20, 2026

Median list price: $283,928
Homes for sale: 112

Price trend · Assessor repeat sales, as of Jul 31, 2026

Year-over-year: -58.1%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 14, 2026

Median home size: 1,584 sq. ft.