Chipley, FL homes for sale & real estate

350 of 422 homes

Sort:

Recommended

View:

Photos

NEW 5 HRS AGO

5019 Grassy Pond Rd, Chipley, FL 32428
5019 Grassy Pond Rd, Chipley, FL 32428
5019 Grassy Pond Rd, Chipley, FL 32428
ABOUT THIS HOME
Chipley, FL Homes for Sale
Enjoy the space and freedom of country living with the added perk of a private lake community. Located in Lakeview Estates, this well-cared-for 3 bedroom, 2 bathroom Jacobson home offers a practical layout with an open living area, split bedroom design, and a generously sized laundry room with extra storage. Horses are allowed in this community!! The kitchen offers plenty of cabinet and counter space, and the dining area easily accommodates everyday meals or larger gatherings. A wood-burning fireplace in the living room adds a cozy touch for cooler evenings. The primary suite includes double vanities, a separate shower, and a garden tub for relaxing at the end of the day. Outdoors, there's

$249,000

3 beds2 baths1,945 sq ft

5019 Grassy Pond Rd, Chipley, FL 32428

Car-dependent

NEW 9 HRS AGO

4494 Leisure Lakes Dr, Chipley, FL 32428

$250,000

4 beds2 baths2,052 sq ft

4494 Leisure Lakes Dr, Chipley, FL 32428

2.61 acre lot • $21 HOA • Car-dependent

$299,000

4 beds2 baths1,889 sq ft

2295 Deadening Rd, Chipley, FL 32428

0.26 acre lot • 2 garage spots • Car-dependent

$500,000

4 beds3 baths2,376 sq ft

2874 Paradise Lakes Rd, Chipley, FL 32428

1.51 acre lot • $13 HOA • Car-dependent

$850,000

3 beds2 baths2,261 sq ft

5026 Hwy 77, Chipley, FL 32428

35.86 acre lot • 2 garage spots • Car-dependent

Property at 4120 Sunrise Trl, Chipley, FL 32428, 3 beds, 2 baths

$325,000

3 beds2 baths1,456 sq ft

4120 Sunrise Trl, Chipley, FL 32428

Property at 3426 Spring Lakes Dr, Chipley, FL 32428, 2 beds, 2 baths

$299,999

2 beds2 baths1,944 sq ft

3426 Spring Lakes Dr, Chipley, FL 32428

Property at 1098 Orange Hill Rd, Chipley, FL 32428, 3 beds, 2 baths

$99,000

3 beds2 baths1,598 sq ft

1098 Orange Hill Rd, Chipley, FL 32428

Property at 3790 Country Club Blvd, Chipley, FL 32428, 4 beds, 2 baths

$292,000

4 beds2 baths1,512 sq ft

3790 Country Club Blvd, Chipley, FL 32428

Property at 1229 Harrison Ave, Chipley, FL 32428, 2 beds, 1 bath

$150,000

2 beds1 bath711 sq ft

1229 Harrison Ave, Chipley, FL 32428

Property at 1841 Ledger Rd, Chipley, FL 32428, 4 beds, 3 baths

$275,000

4 beds3 baths2,370 sq ft

1841 Ledger Rd, Chipley, FL 32428

Property at 3034 Paradise Lakes Rd, Chipley, FL 32428, 3 beds, 2 baths

$485,000

3 beds2 baths1,392 sq ft

3034 Paradise Lakes Rd, Chipley, FL 32428

Property at 2940 Caroline Dr, Chipley, FL 32428, 3 beds, 1 bath

$314,500

3 beds1 bath1,536 sq ft

2940 Caroline Dr, Chipley, FL 32428

Property at 1597 Clayton Rd, Chipley, FL 32428, 3 beds, 2 baths

$399,999

3 beds2 baths1,695 sq ft

1597 Clayton Rd, Chipley, FL 32428

Property at 643 5th St, Chipley, FL 32428, 2 beds, 1 bath

$199,999

2 beds1 bath1,283 sq ft

643 5th St, Chipley, FL 32428

Property at 3486 Moss Ct, Chipley, FL 32428, 3 beds, 2 baths

$249,500

3 beds2 baths1,408 sq ft

3486 Moss Ct, Chipley, FL 32428

Property at 3390 Lakeshore Dr, Chipley, FL 32428, 4 beds, 2 baths

$167,900

4 beds2 baths1,944 sq ft

3390 Lakeshore Dr, Chipley, FL 32428

Property at 4114 Flint Ave, Chipley, FL 32428, 2 beds, 2 baths

$178,990

2 beds2 baths937 sq ft

4114 Flint Ave, Chipley, FL 32428

Property at 4110 Flint Ave, Chipley, FL 32428, 3 beds, 2 baths

$193,990

3 beds2 baths1,114 sq ft

4110 Flint Ave, Chipley, FL 32428

Property at 374 Carr Rd, Chipley, FL 32428, 3 beds, 2 baths

$79,000

3 beds2 baths1,440 sq ft

374 Carr Rd, Chipley, FL 32428

Property at 4106 Flint Ave, Chipley, FL 32428, 2 beds, 2 baths

$174,990

2 beds2 baths937 sq ft

4106 Flint Ave, Chipley, FL 32428

Property at 3682 Findlay Ln, Chipley, FL 32428, 3 beds, 2 baths

$219,990

3 beds2 baths1,416 sq ft

3682 Findlay Ln, Chipley, FL 32428

Property at 3626 Westbrook Dr, Chipley, FL 32428, 3 beds, 2 baths

$201,990

3 beds2 baths1,155 sq ft

3626 Westbrook Dr, Chipley, FL 32428

Property at 2218 Acorn Pl, Chipley, FL 32428, 3 beds, 2 baths

$212,990

3 beds2 baths1,290 sq ft

2218 Acorn Pl, Chipley, FL 32428

Property at 4060 Parkton Ct, Chipley, FL 32428, 3 beds, 2 baths

$213,990

3 beds2 baths1,290 sq ft

4060 Parkton Ct, Chipley, FL 32428

Property at 2169 Apollo Dr, Chipley, FL 32428, 3 beds, 2 baths

$217,990

3 beds2 baths1,290 sq ft

2169 Apollo Dr, Chipley, FL 32428

Property at 792 2nd St, Chipley, FL 32428, 3 beds, 1 bath

$174,900

3 beds1 bath1,104 sq ft

792 2nd St, Chipley, FL 32428

Property at 3560 Villa Ct, Chipley, FL 32428, 5 beds, 3 baths

$315,600

5 beds3 baths2,043 sq ft

3560 Villa Ct, Chipley, FL 32428

Property at 529 5 St, Chipley, FL 32428, 3 beds, 2 baths

$30,000

3 beds2 baths1,104 sq ft

529 5 St, Chipley, FL 32428

Property at 2526 Pinewood Dr, Chipley, FL 32428, 3 beds, 2 baths

$125,000

3 beds2 baths924 sq ft

2526 Pinewood Dr, Chipley, FL 32428

Property at 1652 Sunny Hills Blvd, Chipley, FL 32428, 4 beds, 1.5 baths

$224,999

4 beds1.5 baths1,824 sq ft

1652 Sunny Hills Blvd, Chipley, FL 32428

Property at 3557 Westbrook Dr, Chipley, FL 32428, 5 beds, 3 baths

$322,600

5 beds3 baths2,043 sq ft

3557 Westbrook Dr, Chipley, FL 32428

Property at 3493 Westbrook Dr, Chipley, FL 32428, 5 beds, 3 baths

$315,600

5 beds3 baths2,043 sq ft

3493 Westbrook Dr, Chipley, FL 32428

Property at 2224 Acorn Pl, Chipley, FL 32428, 3 beds, 2 baths

$199,990

3 beds2 baths1,155 sq ft

2224 Acorn Pl, Chipley, FL 32428

Property at 2165 Apollo Dr, Chipley, FL 32428, 3 beds, 2 baths

$220,990

3 beds2 baths1,416 sq ft

2165 Apollo Dr, Chipley, FL 32428

Property at 1733 Highway 277, Chipley, FL 32428, 4 beds, 2 baths

$425,000

4 beds2 baths1,564 sq ft

1733 Highway 277, Chipley, FL 32428

Property at 4131 Merrifield Ct, Chipley, FL 32428, 3 beds, 2.5 baths

$339,900

3 beds2.5 baths2,000 sq ft

4131 Merrifield Ct, Chipley, FL 32428

Property at 4427 Leisure Lakes Dr, Chipley, FL 32428, 3 beds, 3 baths

$445,000

3 beds3 baths2,124 sq ft

4427 Leisure Lakes Dr, Chipley, FL 32428

Property at 3325 Norton Ct, Chipley, FL 32428, 3 beds, 2 baths

$220,990

3 beds2 baths1,416 sq ft

3325 Norton Ct, Chipley, FL 32428

Property at 1370 Jackson Ave, Chipley, FL 32428, 3 beds, 2 baths

$275,000

3 beds2 baths2,518 sq ft

1370 Jackson Ave, Chipley, FL 32428

Property at 1416 Houston Rd, Chipley, FL 32428, 4 beds, 3.5 baths

$589,900

4 beds3.5 baths2,770 sq ft

1416 Houston Rd, Chipley, FL 32428

Viewing page 1 of 9

Based on information submitted to the MLS GRID as of Thu Apr 24 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Average home prices near Chipley, FL

Cities

Zip Codes

32428 homes for sale
$258,450
32431 homes for sale
$272,450

Chipley, FL real estate trends

$329K

Sale price

+143.7%
since last year

$150

Sale $/sq ft

-7.1%
since last year

Under list price

5.8%

Days on market

Down payment

—

Total homes sold

See more Chipley, FL market insights

More to explore in Chipley, FL

Featured
Price
Bedroom

How to buy a house in Chipley, FL

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Florida

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Become a Lender Partner

Subsidiaries

Rent.

ApartmentGuide

Bay Equity Home Loans

Title Forward

Countries

United States

Canada

Updated January 2023: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, TITLE FORWARD, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.