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Chipley, FL Homes for Sale — Page 5 | Realty.com

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3 beds New construction With a pool

Homes for Sale in Chipley, FL

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23 of 137 Listings

Map

23 of 137 Listings

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
19Active
$279,900
3 bd · 2 ba · 1,500 sqft
2148 Jensen Place, Chipley, FL
Cari Henry · CENTURY 21 Commander Realty
21Active
$283,956
4 bd · 2 ba · 1,716 sqft
2225 Chase Street, Chipley, FL
Sara Iaropoli · Deltona Marketing at Sunny Hills Inc

1Active
$275,952
3 bd · 2 ba · 1,650 sqft
2081 Babcock Street, Chipley, FL
Sara Iaropoli · Deltona Marketing at Sunny Hills Inc
34Active
$225,000
3 bd · 2 ba · 1,392 sqft
783 West Boulevard, Chipley, FL
Bettie L Slay · Bettie's Country Realty
40Active
$439,000
3 bd · 3 ba · 2,525 sqft
1453 Hwy 277, Chipley, FL
Sheila L Barbee · Barbee Realty Inc
Price Reduced34Active
$249,990
4 bd · 2 ba · 1,684 sqft
4135 Aquarius Drive, Chipley, FL
Octavia Valencia · WJH Brokerage FL LLC
Price Reduced36Active
$229,999
4 bd · 3 ba · 1,430 sqft
940 Jamie Drive, Chipley, FL
Seamus J O'neill · SOUTHERN WAY REALTY, INC.
54Active
$450,000
4 bd · 4 ba · 3,745 sqft
700 2nd Street, Chipley, FL
Justin Raley · Think Real Estate
21Active
$202,990
3 bd · 2 ba · 1,272 sqft
4184 Quincy Avenue, Chipley, FL
Octavia Valencia · WJH Brokerage FL LLC
Price Reduced55Active
$650,000
3 bd · 2 ba · 1,763 sqft
3301 Crystal Lake Drive, Chipley, FL
Brian Clowdus · Christies International Real Estate Emerald Coast
45Active
$199,900
3 bd · 2 ba · 2,084 sqft
2414 Highway 77, Chipley, FL
Cindy R Birge · Elite Realty
Price Reduced36Active
$329,999
4 bd · 2 ba · 1,823 sqft
3995 Quail Avenue, Chipley, FL
Kelly N Lathem · Corcoran Reverie
Price Reduced74Active
$429,900
4 bd · 3 ba · 2,938 sqft
1712 Shamrock Lane, Chipley, FL
Denise Myers · Elite Realty
Price Reduced46Active
$399,999
4 bd · 3 ba · 2,860 sqft
1012 Carlisle Road, Chipley, FL
Seamus J O'neill · SOUTHERN WAY REALTY, INC.
69Active
$977,000
3 bd · 3 ba · 3,064 sqft
1482 Main Street, Chipley, FL
Gina Williams · Chipola Realty, Chipley Office
Price Reduced45Active
$289,000
3 bd · 2 ba · 1,642 sqft
2121 Angora Drive, Chipley, FL
Rebecca Skipper · Counts Real Estate Group
Price Reduced22Active
$169,999
3 bd · 1 ba · 1,992 sqft
1867 Sixth Avenue, Chipley, FL
Matthew R Finch · World Impact Real Estate
Price Reduced54Active
$375,000
2 bd · 2 ba · 1,500 sqft
434 Tinker Lane, Chipley, FL
Leigh Clark · Elite Realty
Price Reduced100Active
$749,900
7 bd · 5 ba · 5,899 sqft
1305 Church Avenue, Chipley, FL
Cindy R Birge · Elite Realty
40Active
$229,900
3 bd · 2 ba · 1,404 sqft
2442 Pinewood Drive, Chipley, FL
Jessica J Albritton · Beachy Beach Real Estate
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
75Active
$529,900
4 bd · 3 ba · 2,899 sqft
1186 Pine Forest Road, Chipley, FL
Skye D Goldstein · EXP Realty LLC

1…4 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: 2026-09-21 06:37:25 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 2026-08-27 18:50:34 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

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

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Under $700K
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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: 2026-09-21 06:37:25 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 2026-08-27 18:50:34 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

Co-ops

By feature

New construction
With a pool

Nearby areas

ZIP codes

32428 (138)
32413 (61)
32425 (51)
32409 (42)
32420 (34)
32446 (31)
32466 (26)
32448 (24)

Cities

Panama City Beach (60)
Marianna (52)
Bonifay (51)
Alford (34)
Youngstown (26)
Southport (25)
Graceville (21)
Panama City (20)

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Nearby areas

ZIP codes

32428 (138)
32413 (61)
32425 (51)
32409 (42)
32420 (34)
32446 (31)
32466 (26)
32448 (24)

Cities

Panama City Beach (60)
Marianna (52)
Bonifay (51)
Alford (34)
Youngstown (26)
Southport (25)
Graceville (21)
Panama City (20)

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.