5 Bedroom Homes in Chipley, FL

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3 beds New construction With a pool

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5 Listings

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5 Bedroom Homes in Chipley, FL

5 Listings

31Active
$371,400

5 listings

5 Bedroom Homes in Chipley, FL

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5 Listings

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5 Bedroom Homes in Chipley, FL

5 Listings

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Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

31Active
$371,400

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

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

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

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Price Reduced37Active

$282,653

5 bd · 3 ba · 2,043 sqft

1994 Ambassador Court, Chipley, FL

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

Price Reduced38Active

$259,573

5 bd · 3 ba · 2,043 sqft

1798 Normandy Drive, Chipley, FL

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

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: 2026-09-21 06:37:25 UTC

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.

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

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: 2026-09-21 06:37:25 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

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.

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Registered offenders on the map

Your local brokerage

Your local brokerage

Your local brokerage

Listing data & MLS disclosures

Chipley housing market

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

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

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

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

Chipley, FL community profile

Explore Chipley homes

Your local brokerage

Listing data & MLS disclosures

Chipley, FL community profile

Chipley housing market

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

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

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

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