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Homes Under $400K in Chipley, FL — Page 2

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3 beds New construction

Homes Under $400K in Chipley, FL

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22 of 122 Listings

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22 of 122 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

60Active
$399,900
3 bd · 2 ba · 1,772 sqft
2722 Pioneer Road, Chipley, FL
Cindy R Birge · Elite Realty
13Active
$214,990
3 bd · 2 ba · 1,290 sqft
2235 Voltaire Drive, Chipley, FL
Octavia P Valencia · WJH Brokerage FL LLC
27Active
$249,990
4 bd · 2 ba · 1,684 sqft
1853 Sunny Hills Boulevard, Chipley, FL
Octavia P Valencia · WJH Brokerage FL LLC

11Active
$299,900
4 bd · 2 ba · 1,801 sqft
3278 Elkcam Boulevard, Chipley, FL
Steven Koleno · Beycome of Florida LLC
26Active
$254,900
3 bd · 2 ba · 1,300 sqft
1191 Florence Court, Chipley, FL
Steven Koleno · Beycome of Florida LLC
12Active
$56,000
3 bd · 2 ba · 1,248 sqft
346 Bolick Road, Chipley, FL
Stacy Borges · Indian Springs Real Estate
11Active
$299,900
4 bd · 2 ba · 1,801 sqft
3276 Elkcam Boulevard, Chipley, FL
Steven Koleno · Beycome of Florida LLC
37Active
$246,900
3 bd · 2 ba · 1,300 sqft
2205 Sunny Hills Boulevard, Chipley, FL
Steven Koleno · Beycome of Florida LLC
Price Reduced38Active
$257,900
3 bd · 2 ba · 1,424 sqft
3782 Airmont Drive, Chipley, FL
LARS E Langlo · EXP Realty LLC
34Active
$175,000
3 bd · 2 ba · 1,644 sqft
704 Main Street, Chipley, FL
Tiffany M Davies · Coldwell Banker Realty
25Active
$399,900
4 bd · 3 ba · 1,765 sqft
2924 Paradise Lakes Road, Chipley, FL
Kelli White Garrett · CENTURY 21 Commander Realty
15Active
$197,990
3 bd · 2 ba · 1,272 sqft
3885 Airmont Drive, Chipley, FL
Octavia P Valencia · WJH Brokerage FL LLC
32Active
$259,990
4 bd · 2 ba · 1,773 sqft
2294 Geraldine Circle, Chipley, FL
Octavia P Valencia · WJH Brokerage FL LLC
30Active
$309,000
4 bd · 4 ba · 2,380 sqft
1379 Joe Neel Road, Chipley, FL
Dustin Ballard · Real Broker LLC
Price Reduced50Active
$335,000
3 bd · 2 ba · 1,705 sqft
4541 Hancock Court, Chipley, FL
The Wheeler Sauls Collective · Salty Marlin Realty LLC
Price Reduced30Active
$260,000
2 bd · 2 ba · 1,337 sqft
4533 Hancock Court, Chipley, FL
Melissa Barbee · Barbee Beach House Realty
52Active
$369,900
4 bd · 3 ba · 2,916 sqft
4152 Leisure Lakes Drive, Chipley, FL
Scott A Childs · Beachy Beach Real Estate
Price Reduced36Active
$194,990
4 bd · 2 ba · 1,500 sqft
837 Maple Street, Chipley, FL
Elaine G Fenster · Coastal Palms Real Estate
30Active
$244,900
3 bd · 2 ba · 1,580 sqft
2403 Windbrook Street, Chipley, FL
Pamela K Hawkins · DR Horton Realty of Emerald Coast, LLC
31Active
$371,400
5 bd · 3 ba · 2,516 sqft
4059 Falcon Drive, Chipley, FL
Pamela K Hawkins · DR Horton Realty of Emerald Coast, LLC
34Active
$361,400
5 bd · 3 ba · 2,516 sqft
2014 Ambassador Court, Chipley, FL
Pamela K Hawkins · DR Horton Realty of Emerald Coast, LLC
57Active
$319,000
3 bd · 2 ba · 1,414 sqft
1788 Gap Boulevard, Chipley, FL
Rebecca Weeks · Elite Realty

1 2 3…6

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: 2026-09-30 18:53:56 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 2026-09-10 14:42:46 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

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

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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: 2026-09-30 18:53:56 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 2026-09-10 14:42:46 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

Your local brokerage

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

August 2026

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%