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3 beds New construction

Homes Under $400K in Chipley, FL

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8 of 128 Listings

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8 of 128 Listings

Price Reduced24Active

Homes Under $400K in Chipley, FL — Page 6

128 listings

Homes Under $400K in Chipley, FL

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8 of 128 Listings

Map

Homes Under $400K in Chipley, FL

8 of 128 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Price Reduced24Active

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

$189,000

4 bd · 2 ba · 2,299 sqft

768 Main Street, Chipley, FL

Gary L Johns · AMERICAN REALTY of Bay Co, Inc

Price Reduced50Active

$209,900

3 bd · 2 ba · 1,248 sqft

1764 Clayton Road, Chipley, FL

Denise Myers · Elite Realty

Price Reduced26Active

$185,000

3 bd · 2 ba · 1,568 sqft

4326 Moss Hill Road, Chipley, FL

Alyssa R Sato · Keller Williams Success Realty

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

30Active

$200,000

3 bd · 2 ba · 1,773 sqft

3515 Quail Ridge Drive, Chipley, FL

Chad Millner · Keller Williams Success Realty

Price Reduced46Active

$335,000

3 bd · 2 ba · 1,529 sqft

1730 Firetower Road, Chipley, FL

Eren S Sullivan · Counts Real Estate Group

39Active

$385,000

2 bd · 2 ba · 1,764 sqft

2942 Paradise Lakes Road, Chipley, FL

Brandie Allon · Coastal Palms Real Estate

Price Reduced45Active

$347,000

1 bd · 1 ba · 432 sqft

5491 Highway 77, Chipley, FL

Vic A Jed · CENTURY 21 Commander Realty

Price Reduced50Active

$349,900

4 bd · 2 ba · 1,624 sqft

3243 Quail Ridge Drive, Chipley, FL

Tiffany Hennessy · Hennessy Real Estate Group LLC

1…5 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: 2026-10-05 18:23:30 UTC

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.

Your local brokerage

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: 2026-10-05 18:23:30 UTC

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%