Chipley, FL Real Estate Listings

19 real estate listings match this search criteria near Chipley.

Active
84 photos
$299,900
3 bd, 2 ba, 2,133 Sq Ft
1309 South BoulevardChipley, FL 32428#795763
Single Family Residence10 days
Active
50 photos
$475,000
4 bd, 3 ba, 3,756 Sq Ft
620 4th StreetChipley, FL 32428#794569
Single Family Residence5 weeks
Active
40 photos
$194,990
4 bd, 2 ba, 1,500 Sq Ft
837 Maple StreetChipley, FL 32428#794577
Single Family Residence5 weeks
Active
30 photos
$99,900
3 bd, 2 ba, 1,104 Sq Ft
529 N 5th StreetChipley, FL 32428#793108
Single Family Residence10 weeks
Active
35 photos
$324,900
3 bd, 2 ba, 1,903 Sq Ft
1277 South BoulevardChipley, FL 32428#792606
Single Family Residence11 weeks
Active
34 photos
$225,000
3 bd, 2 ba, 1,392 Sq Ft
783 West BoulevardChipley, FL 32428#791660
Single Family Residence3 months
Active
45 photos
$336,000
4 bd, 3.5 ba, 3,494 Sq Ft
656 4th StreetChipley, FL 32428#788906
Single Family Residence5 months
Active
43 photos
$269,485
4 bd, 2 ba, 2,897 Sq Ft
807 Maple StreetChipley, FL 32428#783706
Single Family Residence4 months
Active
54 photos
$450,000
4 bd, 3.5 ba, 3,745 Sq Ft
700 2nd StreetChipley, FL 32428#791276
Single Family Residence3 months
Active
100 photos
$749,900
7 bd, 4.5 ba, 5,899 Sq Ft
1305 Church AvenueChipley, FL 32428#788981
Single Family Residence5 months
Active
42 photos
$650,000
5 bd, 3 ba, 2,184 Sq Ft
896 Main StreetChipley, FL 32428#723031
Single Family Residence25 months
Active
31 photos
$259,900
3 bd, 2 ba, 1,568 Sq Ft
1214 Johnson AvenueChipley, FL 32428#792648
Single Family Residence11 weeks
Active
44 photos
$259,900
4 bd, 3 ba, 2,736 Sq Ft
1324 Coggin AvenueChipley, FL 32428#793484
Single Family Residence8 weeks
Active
34 photos
$175,000
3 bd, 2 ba, 1,644 Sq Ft
704 Main StreetChipley, FL 32428#789720
Single Family Residence4 weeks
Active
37 photos
$266,999
4 bd, 2 ba, 1,768 Sq Ft
872 1st StreetChipley, FL 32428#787844
Single Family Residence6 months
Active
24 photos
$189,000
4 bd, 2 ba, 2,299 Sq Ft
768 Main StreetChipley, FL 32428#782858
Single Family Residence7 months
Active
25 photos
$149,999
3 bd, 1 ba, 1,325 Sq Ft
1395 Warren AvenueChipley, FL 32428#788162
Single Family Residence5 months
Active
22 photos
$125,000
4 bd, 2 ba, 1,371 Sq Ft
1304 Kay AvenueChipley, FL 32428#788413
Single Family Residence5 months
Active
40 photos
$266,900
3 bd, 1.5 ba, 1,740 Sq Ft
672 Main StreetChipley, FL 32428#793904
Single Family Residence7 weeks

The data relating to real estate for sale on this website comes in part from the Internet Data exchange program of Central Panhandle Association of REALTORS®. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright ©2026 Central Panhandle Association of REALTORS®. All Rights Reserved.

19 real estate listings match this search criteria near Chipley.

Active
84 photos
$299,900
3 bd, 2 ba, 2,133 Sq Ft
1309 South BoulevardChipley, FL 32428#795763
Single Family Residence10 days
Active
50 photos
$475,000
4 bd, 3 ba, 3,756 Sq Ft
620 4th StreetChipley, FL 32428#794569
Single Family Residence5 weeks
Active
40 photos
$194,990
4 bd, 2 ba, 1,500 Sq Ft
837 Maple StreetChipley, FL 32428#794577
Single Family Residence5 weeks
Active
30 photos
$99,900
3 bd, 2 ba, 1,104 Sq Ft
529 N 5th StreetChipley, FL 32428#793108
Single Family Residence10 weeks
Active
35 photos
$324,900
3 bd, 2 ba, 1,903 Sq Ft
1277 South BoulevardChipley, FL 32428#792606
Single Family Residence11 weeks
Active
34 photos
$225,000
3 bd, 2 ba, 1,392 Sq Ft
783 West BoulevardChipley, FL 32428#791660
Single Family Residence3 months
Active
45 photos
$336,000
4 bd, 3.5 ba, 3,494 Sq Ft
656 4th StreetChipley, FL 32428#788906
Single Family Residence5 months
Active
43 photos
$269,485
4 bd, 2 ba, 2,897 Sq Ft
807 Maple StreetChipley, FL 32428#783706
Single Family Residence4 months
Active
54 photos
$450,000
4 bd, 3.5 ba, 3,745 Sq Ft
700 2nd StreetChipley, FL 32428#791276
Single Family Residence3 months
Active
100 photos
$749,900
7 bd, 4.5 ba, 5,899 Sq Ft
1305 Church AvenueChipley, FL 32428#788981
Single Family Residence5 months
Active
42 photos
$650,000
5 bd, 3 ba, 2,184 Sq Ft
896 Main StreetChipley, FL 32428#723031
Single Family Residence25 months
Active
31 photos
$259,900
3 bd, 2 ba, 1,568 Sq Ft
1214 Johnson AvenueChipley, FL 32428#792648
Single Family Residence11 weeks
Active
44 photos
$259,900
4 bd, 3 ba, 2,736 Sq Ft
1324 Coggin AvenueChipley, FL 32428#793484
Single Family Residence8 weeks
Active
34 photos
$175,000
3 bd, 2 ba, 1,644 Sq Ft
704 Main StreetChipley, FL 32428#789720
Single Family Residence4 weeks
Active
37 photos
$266,999
4 bd, 2 ba, 1,768 Sq Ft
872 1st StreetChipley, FL 32428#787844
Single Family Residence6 months
Active
24 photos
$189,000
4 bd, 2 ba, 2,299 Sq Ft
768 Main StreetChipley, FL 32428#782858
Single Family Residence7 months
Active
25 photos
$149,999
3 bd, 1 ba, 1,325 Sq Ft
1395 Warren AvenueChipley, FL 32428#788162
Single Family Residence5 months
Active
22 photos
$125,000
4 bd, 2 ba, 1,371 Sq Ft
1304 Kay AvenueChipley, FL 32428#788413
Single Family Residence5 months
Active
40 photos
$266,900
3 bd, 1.5 ba, 1,740 Sq Ft
672 Main StreetChipley, FL 32428#793904
Single Family Residence7 weeks

Market Overview — Chipley, FL

Showing Chipley, FL

Property type

ResidentialCommercial

Transaction

For SaleFor Lease

Area Average

Median over the active for-sale listings

$269,361
Median Listing Price: 79
Median Days on EXIT Realty: 1,684
Median Sq Ft: $164
Median Price per Sq Ft

Compare

Compare Chipley, FL to another area

Median price, days on market and size comparison by area
Area	Median Listing Price	Median Days on EXIT Realty	Median Sq Ft	Median Price per Sq Ft	Actions
Chipley, FL	$269,361	79	1,684	$164

Market Composition

What's on the market

74%Land420 active
23%Residential132 active
2%Commercial14 active
<1%Commercial Lease1 active
<1%For Lease1 active

Active listings by price

Under $200K20% · 26
$200K-$400K67% · 88
$400K-$600K9% · 12
$600K-$800K4% · 5
$800K-$1M<1% · 1

Median Price Trend

Mar 2026: $292,000 -22.9%Oct 2026: $225,000

Thinking of selling?

EXIT Realty’s Chipley agents know these numbers street by street — and bring the insight and negotiating experience to turn them into your sale price.

Sell a home in Chipley

Nearby Schools

Elementary 4

Kate M. Smith Elementary School
Chipley, FL · 1.2 mi away
Bonifay K-8 School
Bonifay, FL · 9.5 mi away
Cottondale Elementary School
Cottondale, FL · 10.3 mi away
Graceville Elementary School
Graceville, FL · 12.2 mi away

Secondary 6

Washington County School District
Chipley, FL · 0.2 mi away
Chipley High School Football Field
Chipley, FL · 0.4 mi away
Chipley High School
Chipley, FL · 1.6 mi away
Holmes County High School
Bonifay, FL · 9.2 mi away
Cottondale High School
Cottondale, FL · 9.8 mi away
Poplar Springs High School
Graceville, FL · 12.1 mi away

Post-secondary 1

Florida Panhandle Technical College
Chipley, FL · 1.0 mi away

Other schools 9

Grace & Glory Christian School
Chipley, FL · 0.3 mi away
Panhandle Area Educational Consortium
Chipley, FL · 0.8 mi away
Public Schools Washington Holmes Technical Center
Chipley, FL · 1.0 mi away
Washington County Christian School
Chipley, FL · 1.2 mi away
Grace and Glory Christian School
Chipley, FL · 2.1 mi away
Hillcrest Special Education School
Bonifay, FL · 7.9 mi away
Bonifay Middle School
Bonifay, FL · 8.6 mi away
Along the Way Cottondale
Cottondale, FL · 10.0 mi away
Graceville School
Graceville, FL · 13.3 mi away

Chipley, FL Real Estate Listings

Chipley, FL Real Estate Listings

1309 South BoulevardChipley, FL 32428#795763

620 4th StreetChipley, FL 32428#794569

837 Maple StreetChipley, FL 32428#794577

529 N 5th StreetChipley, FL 32428#793108

1277 South BoulevardChipley, FL 32428#792606

783 West BoulevardChipley, FL 32428#791660

656 4th StreetChipley, FL 32428#788906

807 Maple StreetChipley, FL 32428#783706

700 2nd StreetChipley, FL 32428#791276

1305 Church AvenueChipley, FL 32428#788981

896 Main StreetChipley, FL 32428#723031

1214 Johnson AvenueChipley, FL 32428#792648

1324 Coggin AvenueChipley, FL 32428#793484

704 Main StreetChipley, FL 32428#789720

872 1st StreetChipley, FL 32428#787844

768 Main StreetChipley, FL 32428#782858

1395 Warren AvenueChipley, FL 32428#788162

1304 Kay AvenueChipley, FL 32428#788413

672 Main StreetChipley, FL 32428#793904

1309 South BoulevardChipley, FL 32428#795763

620 4th StreetChipley, FL 32428#794569

837 Maple StreetChipley, FL 32428#794577

529 N 5th StreetChipley, FL 32428#793108

1277 South BoulevardChipley, FL 32428#792606

783 West BoulevardChipley, FL 32428#791660

656 4th StreetChipley, FL 32428#788906

807 Maple StreetChipley, FL 32428#783706

700 2nd StreetChipley, FL 32428#791276

1305 Church AvenueChipley, FL 32428#788981

896 Main StreetChipley, FL 32428#723031

1214 Johnson AvenueChipley, FL 32428#792648

1324 Coggin AvenueChipley, FL 32428#793484

704 Main StreetChipley, FL 32428#789720

872 1st StreetChipley, FL 32428#787844

768 Main StreetChipley, FL 32428#782858

1395 Warren AvenueChipley, FL 32428#788162

1304 Kay AvenueChipley, FL 32428#788413

672 Main StreetChipley, FL 32428#793904

Market Overview — Chipley, FL

Area Average

Compare

Market Composition

What's on the market

Active listings by price

Median Price Trend

Nearby Schools

Elementary 4

Secondary 6

Post-secondary 1

Other schools 9