Price Reduced41Active
$239,900
3 bd · 1 ba · 1,350 sqft
2246 Orange Hill Road, Chipley, FL
Tina P Dixon · Triple Crown Realty Team
37Active
$258,990
4 bd · 2 ba · 1,773 sqft
1714 Dora Lane, Chipley, FL
Octavia Valencia · WJH Brokerage FL LLC
22Active
$197,990
2 bd · 2 ba · 1,272 sqft
3885 Airmont Drive, Chipley, FL
Octavia Valencia · WJH Brokerage FL LLC

27Active
$216,990
3 bd · 2 ba · 1,290 sqft
3977 Horizon Avenue, Chipley, FL
Octavia Valencia · WJH Brokerage FL LLC
29Active
$184,990
3 bd · 2 ba · 1,114 sqft
1299 Birwood Court, Chipley, FL
Octavia Valencia · WJH Brokerage FL LLC
37Active
$259,990
4 bd · 2 ba · 1,773 sqft
2294 Geraldine Circle, Chipley, FL
Octavia Valencia · WJH Brokerage FL LLC
37Active
$262,990
4 bd · 2 ba · 1,773 sqft
4301 Country Club Boulevard, Chipley, FL
Octavia Valencia · WJH Brokerage FL LLC
28Active
$228,990
3 bd · 2 ba · 1,416 sqft
3571 Westbrook Drive, Chipley, FL
Octavia Valencia · WJH Brokerage FL LLC
27Active
$217,990
3 bd · 2 ba · 1,290 sqft
2307 Shenandoah Boulevard, Chipley, FL
Octavia Valencia · WJH Brokerage FL LLC
29Active
$170,990
2 bd · 2 ba · 937 sqft
4130 Flint Avenue, Chipley, FL
Octavia Valencia · WJH Brokerage FL LLC
37Active
$259,990
4 bd · 2 ba · 1,773 sqft
1710 Vicki Court, Chipley, FL
Octavia Valencia · WJH Brokerage FL LLC
40Active
$269,900
3 bd · 2 ba · 1,740 sqft
672 Main Street, Chipley, FL
Raul Hernandez · Legacy Premier Agency
45Active
$289,000
3 bd · 2 ba · 1,642 sqft
2121 Angora Drive, Chipley, FL
LaNessa C Alexander · Counts Real Estate Group Inc
Price Reduced27Active
$254,900
4 bd · 2 ba · 1,799 sqft
3993 Oxford Drive, Chipley, FL
Pamela K Hawkins · DR Horton Realty of Emerald Coast, LLC
Price 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
Price Reduced31Active
$244,900
3 bd · 2 ba · 1,580 sqft
4127 Merrick Drive, Chipley, FL
Pamela K Hawkins · DR Horton Realty of Emerald Coast, LLC
41Active
$274,900
3 bd · 2 ba · 1,408 sqft
717 Sinclair Street, Chipley, FL
Cindy R Birge · Elite Realty
45Active
$195,500
3 bd · 2 ba · 1,224 sqft
1500 Peel Road, Chipley, FL
Kim D Francks · ERA American Real Estate
27Active
$209,000
3 bd · 2 ba · 1,259 sqft
3918 Bricknell Avenue, Chipley, FL
Carly J Harless · Beachy Beach Real Estate
Price Reduced37Active
$289,900
5 bd · 3 ba · 2,043 sqft
4010 Linwood Drive, Chipley, FL
Pamela K Hawkins · DR Horton Realty of Emerald Coast, LLC
Price Reduced67Active
$409,000
5 bd · 4 ba · 3,100 sqft
3783 Payne Lake Road, Chipley, FL
Nathan Lawrence · Legacy Premier Agency
Price Reduced39Active
$309,900
2 bd · 2 ba · 1,333 sqft
2007 Ambassador Court, Chipley, FL
Debbie Morton · Bay Living Inc.
Price Reduced46Active
$522,000
3 bd · 2 ba · 2,484 sqft
1685 Falling Waters Road, Chipley, FL
Seamus J O'neill · SOUTHERN WAY REALTY, INC.

1 2 3…7

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: 2026-08-29 16:43:24 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 2026-08-12 17:33:01 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

June 2026

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%

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

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

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.

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: 2026-08-29 16:43:24 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 2026-08-12 17:33:01 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.

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

New construction
With a pool

Nearby areas

ZIP codes

32413 (420)
32428 (149)
32404 (117)
32409 (113)
32461 (99)
32444 (48)
32425 (41)
32420 (36)

Cities

Panama City Beach (408)
Panama City (164)
Inlet Beach (85)
Southport (67)
Lynn Haven (48)
Marianna (47)
Bonifay (41)
Alford (36)