All Homes for Sale in Chipley, FL

Every home for sale in Chipley, FL from the live MLS: 110 listings, newest first, 200 per page. Back to the Chipley homes for sale hub for prices by ZIP, property type and community.

1. 4059 Falcon Drive, Chipley, Fl 32428 · $371,400 · 5 bd/3 ba
2. 4152 Leisure Lakes Drive · $369,900 · 4 bd/3 ba
3. 2014 Ambassador Court, Chipley, Fl 32428 · $361,400 · 5 bd/3 ba
4. 1954 Shenandoah Boulevard, Chipley, Fl 32428 · $361,400 · 5 bd/3 ba · Pending
5. 2584 Roche Road · $299,999 · 3 bd/3 ba
6. 3278 Elkcam Boulevard, Chipley, Fl 32428 · $299,900 · 4 bd/2 ba
7. 3984 Horizon Avenue, Chipley, Fl 32428 · $289,900 · 5 bd/3 ba
8. 2225 Chase Street, Chipley, Fl 32428 · $283,956 · 4 bd/2 ba
9. 2148 Jensen Place, Chipley, Fl 32428 · $279,900 · 3 bd/2 ba
10. 2081 Babcock Street, Chipley, Fl 32428 · $275,952 · 3 bd/2 ba
11. 4137 Aquarius Drive, Chipley, Fl 32428 · $259,990 · 4 bd/2 ba
12. 4050 Zinnia Drive, Chipley, Fl 32428 · $256,990 · 4 bd/2 ba
13. 3718 Country Club Boulevard, Chipley, Fl 32428 · $237,888 · 4 bd/2 ba
14. 3581 Viking Drive, Chipley, Fl 32428 · $214,900 · 3 bd/2 ba
15. 4100 Olive Place, Chipley, Fl 32428 · $211,990 · 3 bd/2 ba
16. 4123 Pinehurst Avenue, Chipley, Fl 32428 · $185,900 · 3 bd/2 ba
17. 1299 Birwood Court, Chipley, Fl 32428 · $184,990 · 3 bd/2 ba
18. 4130 Flint Avenue, Chipley, Fl 32428 · $170,990 · 2 bd/2 ba
19. 5120 Airpark Boulevard, Chipley, Fl 32428 · $900,000 · 3 bd/3 ba
20. 3421 Quail Ridge Drive · $449,900 · 3 bd/3 ba
21. 4138 Flint Avenue, Chipley, Fl 32428 · $185,990 · 3 bd/2 ba · Pending
22. 1908 Gravel Pit Road, Chipley, Fl 32428 · $79,900 · 3 bd/3 ba
23. 2403 Windbrook Street, Chipley, Fl 32428 · $244,900 · 3 bd/2 ba
24. 1621 Richmond Street, Chipley, Fl 32428 · $225,990 · 3 bd/2 ba · Pending
25. 2924 Paradise Lakes Road · $399,900 · 4 bd/3 ba
26. 4129 Aquarius Drive, Chipley, Fl 32428 · $255,990 · 4 bd/2 ba
27. 4104 Olive Place, Chipley, Fl 32428 · $249,990 · 4 bd/2 ba
28. 3445 Cardinal Place · $349,900 · 3 bd/2 ba
29. 3320 Cardinal Place · $220,000 · 3 bd/2 ba
30. 3325 Eagle Court · $215,000 · 3 bd/3 ba
31. 3989 Dunford Circle · $134,000 · 2 bd/1 ba
32. 3047 Everest Drive · $330,000 · 3 bd/2 ba
33. 2205 Sunny Hills Boulevard, Chipley, Fl 32428 · $246,900 · 3 bd/2 ba
34. 4114 Irene Lane, Chipley, Fl 32428 · $254,900 · 4 bd/2 ba
35. 3716 Country Club Boulevard, Chipley, Fl 32428 · $257,990 · 4 bd/2 ba
36. 1990 Ambassador Court Lot 8, Chipley, Fl 32428 · $249,900 · 3 bd/2 ba · Pending
37. 4533 Hancock Court, Chipley, Fl 32428 · $260,000 · 2 bd/2 ba
38. 4182 Quincy Avenue, Chipley, Fl 32428 · $183,990 · 3 bd/2 ba · Pending
39. 3885 Airmont Drive, Chipley, Fl 32428 · $197,990 · 3 bd/2 ba
40. 3782 Airmont Drive, Chipley, Fl 32428 · $257,900 · 3 bd/2 ba
41. 1579 Aldoro Circle, Chipley, Fl 32428 · $234,888 · 4 bd/2 ba
42. 940 Jamie Drive · $229,999 · 4 bd/3 ba
43. 1710 Vicki Court, Chipley, Fl 32428 · $265,990 · 4 bd/2 ba
44. 4301 Country Club Boulevard, Chipley, Fl 32428 · $264,990 · 4 bd/2 ba
45. 1714 Dora Lane, Chipley, Fl 32428 · $262,990 · 4 bd/2 ba
46. 1717 Vicki Court, Chipley, Fl 32428 · $254,990 · 4 bd/2 ba · Pending
47. 2307 Shenandoah Boulevard, Chipley, Fl 32428 · $219,990 · 3 bd/2 ba
48. 1192 Florence Court, Chipley, Fl 32428 · $299,995 · 4 bd/2 ba
49. 3993 Oxford Avenue, Chipley, Fl 32428 · $254,900 · 4 bd/2 ba
50. 4541 Hancock Court, Chipley, Fl 32428 · $325,000 · 3 bd/2 ba
51. 4009 Covington Place, Chipley, Fl 32428 · $225,990 · 3 bd/2 ba · Pending
52. 3966 Linwood Drive, Chipley, Fl 32428 · $225,990 · 3 bd/2 ba · Pending
53. 2186 Hague Lane, Chipley, Fl 32428 · $238,900 · 3 bd/2 ba
54. 1583 Fountain Court, Chipley, Fl 32428 · $249,990 · 4 bd/2 ba
55. 3977 Horizon Avenue, Chipley, Fl 32428 · $218,990 · 3 bd/2 ba · Pending
56. 4127 Merrick Drive, Chipley, Fl 32428 · $244,900 · 3 bd/2 ba · Pending
57. 2205 Chase Street, Chipley, Fl 32428 · $293,344 · 4 bd/2 ba
58. 2212 Chase Street, Chipley, Fl 32428 · $278,848 · 4 bd/2 ba
59. 4995 Porter Pond Road, Chipley, Fl 32428 · $236,928 · 1 bd/1 ba
60. 2294 Geraldine Circle, Chipley, Fl 32428 · $246,888 · 4 bd/2 ba
61. 3571 Westbrook Drive, Chipley, Fl 32428 · $210,888 · 3 bd/2 ba
62. 2493 Trailblazer Lane, Chipley, Fl 32428 · $139,999 · 3 bd/2 ba
63. 3890 Merger Drive, Chipley, Fl 32428 · $254,900 · 4 bd/2 ba · Pending
64. 4597 Spotted Horse Lane · $224,900 · 2 bd/2 ba · Pending
65. 4122 Highland Avenue, Chipley, Fl 32428 · $344,900 · 3 bd/2 ba
66. 2547 Nightfall Place · $444,900 · 4 bd/3 ba · Pending
67. 4010 Linwood Drive, Chipley, Fl 32428 · $292,400 · 5 bd/3 ba
68. 4069 Ramus Drive, Chipley, Fl 32428 · $252,900 · 4 bd/2 ba
69. 4066 Ramus Drive, Chipley, Fl 32428 · $217,400 · 3 bd/2 ba
70. 2007 Ambassador Court, Chipley, Fl 32428 · $274,900 · 2 bd/2 ba
71. 4186 Quincy Avenue, Chipley, Fl 32428 · $168,990 · 2 bd/2 ba
72. 1277 South Boulevard, Chipley, Fl 32428 · $324,900 · 3 bd/2 ba
73. 4204 Challenger Boulevard, Chipley, Fl 32428 · $210,990 · 3 bd/2 ba
74. 4183 Luar Avenue, Chipley, Fl 32428 · $227,998 · 3 bd/2 ba
75. 2902 River Lake Drive, Chipley, Fl 32428 · $330,000 · 3 bd/2 ba · Pending
76. 1804 Ulmer Lane, Chipley, Fl 32428 · $205,000 · 3 bd/2 ba
77. 1975 Ambassador Court, Chipley, Fl 32428 · $269,999 · 3 bd/2 ba
78. 4135 Aquarius Drive, Chipley, Fl 32428 · $249,990 · 4 bd/2 ba
79. 3995 Quail Avenue, Chipley, Fl 32428 · $329,999 · 4 bd/2 ba
80. 2269 Shenandoah Boulevard, Chipley, Fl 32428 · $309,459 · 3 bd/2 ba
81. 3989 Horizon Avenue, Chipley, Fl 32428 · $279,068 · 4 bd/2 ba
82. 3984 Quail Court, Chipley, Fl 32428 · $274,252 · 3 bd/2 ba
83. 783 West Boulevard, Chipley, Fl 32428 · $225,000 · 3 bd/2 ba
84. 3918 Bricknell Avenue, Chipley, Fl 32428 · $194,900 · 3 bd/2 ba
85. 2221 Chase Street, Chipley, Fl 32428 · $271,312 · 3 bd/2 ba
86. 2209 Chase Street, Chipley, Fl 32428 · $269,236 · 3 bd/2 ba
87. 3884 Bricknell Avenue, Chipley, Fl 32428 · $283,900 · 3 bd/2 ba
88. 3900 Bricknell Avenue, Chipley, Fl 32428 · $276,900 · 3 bd/2 ba
89. 2272 Rockford Drive, Chipley, Fl 32428 · $273,800 · 3 bd/2 ba
90. 3892 Bricknell Avenue, Chipley, Fl 32428 · $299,900 · 3 bd/2 ba
91. 1994 Ambassador Court, Chipley, Fl 32428 · $263,193 · 5 bd/3 ba
92. 4184 Quincy Avenue, Chipley, Fl 32428 · $202,990 · 3 bd/2 ba · Pending
93. 704 Main Street, Chipley, Fl 32428 · $175,000 · 3 bd/2 ba
94. 2235 Voltaire Drive, Chipley, Fl 32428 · $214,990 · 3 bd/2 ba · Pending
95. 2216 Acorn Place, Chipley, Fl 32428 · $225,990 · 3 bd/2 ba
96. 3922 Vistula Drive, Chipley, Fl 32428 · $275,000 · 3 bd/3 ba
97. 2121 Angora Drive, Chipley, Fl 32428 · $289,000 · 3 bd/2 ba · Pending
98. 2199 Sunny Hills Boulevard, Chipley, Fl 32428 · $285,000 · 3 bd/2 ba
99. 434 Tinker Lane, Chipley, Fl 32428 · $370,000 · 2 bd/2 ba
100. 1798 Normandy Drive, Chipley, Fl 32428 · $262,073 · 5 bd/3 ba · Pending
101. 1853 Sunny Hills Boulevard, Chipley, Fl 32428 · $249,990 · 4 bd/2 ba · Pending
102. 2442 Pinewood Drive, Chipley, Fl 32428 · $225,000 · 3 bd/2 ba
103. 4326 Moss Hill Road · $185,000 · 3 bd/2 ba
104. 768 Main Street, Chipley, Fl 32428 · $189,000 · 4 bd/2 ba
105. 3515 Quail Ridge Drive · $200,000 · 3 bd/2 ba
106. 2942 Paradise Lakes Road · $385,000 · 2 bd/2 ba
107. 4120 Sunrise Trail · $300,000 · 3 bd/2 ba · Pending
108. 3034 Paradise Lakes Road · $400,000 · 3 bd/2 ba
109. 3243 Quail Ridge Drive · $349,900 · 4 bd/2 ba
110. 896 Main Street, Chipley, Fl 32428 · $650,000 · 5 bd/3 ba

Updated October 13, 2026. Listing data from the MLS, deemed reliable but not guaranteed.