All Homes for Sale in Chipley, FL

Every home for sale in Chipley, FL from the live MLS: 102 listings, newest first, 102 per page, 1 pages. Back to the Chipley homes for sale hub for prices by ZIP, property type and community.

1. 4152 Leisure Lakes Drive · $369,900 · 4 bd/3 ba
2. 1954 Shenandoah Boulevard · $361,400 · 5 bd/3 ba · Pending
3. 3380 Safari Court · $329,900 · 4 bd/3 ba
4. 2007 Ambassador Court · $309,900 · 2 bd/2 ba
5. 2225 Chase Street · $283,956 · 4 bd/2 ba
6. 2081 Babcock Street · $275,952 · 3 bd/2 ba
7. 1990 Ambassador Court · $254,900 · 3 bd/2 ba
8. 4100 Olive Place · $211,990 · 3 bd/2 ba
9. 3359 Cardinal Place · $187,000 · 3 bd/2 ba
10. 4123 Pinehurst Avenue · $185,900 · 3 bd/2 ba
11. 1299 Birwood Court · $184,990 · 3 bd/2 ba
12. 5120 Airpark Boulevard, Chipley, Fl 32428 · $900,000 · 3 bd/3 ba
13. 3982 Horizon Avenue · $365,000 · 3 bd/2 ba
14. 1908 Gravel Pit Road, Chipley, Fl 32428 · $79,900 · 3 bd/3 ba
15. 1621 Richmond Street · $225,990 · 3 bd/2 ba · Pending
16. 2924 Paradise Lakes Road, Chipley, Fl 32428 · $399,900 · 4 bd/3 ba
17. 1508 Aldoro Circle · $350,000 · 3 bd/2 ba
18. 4050 Zinnia Drive · $245,990 · 4 bd/2 ba
19. 2143 Sunny Hills Boulevard · $269,999 · 3 bd/2 ba
20. 3433 Cardinal Place · $168,000 · 3 bd/2 ba
21. 2584 Roche Road, Chipley, Fl 32428 · $299,999 · 3 bd/3 ba · Pending
22. 4129 Aquarius Drive · $249,990 · 4 bd/2 ba
23. 3716 Country Club Boulevard · $257,990 · 4 bd/2 ba
24. 4137 Aquarius Drive · $245,990 · 4 bd/2 ba
25. 3885 Airmont Drive · $197,990 · 3 bd/2 ba
26. 3320 Cardinal Place · $205,000 · 3 bd/2 ba
27. 940 Jamie Drive · $229,999 · 4 bd/3 ba
28. 1710 Vicki Court · $265,990 · 4 bd/2 ba
29. 4301 Country Club Boulevard · $264,990 · 4 bd/2 ba
30. 3718 Country Club Boulevard · $217,888 · 4 bd/2 ba
31. 1192 Florence Court · $299,995 · 4 bd/2 ba
32. 2883 Paradise Lakes Road, Chipley, Fl 32428 · $429,000 · 3 bd/2 ba
33. 3581 Viking Drive · $212,400 · 3 bd/2 ba
34. 3989 Dunford Circle, Chipley, Fl 32428 · $134,000 · 2 bd/1 ba
35. 3984 Horizon Avenue · $280,809 · 5 bd/3 ba
36. 3977 Horizon Avenue · $218,990 · 3 bd/2 ba · Pending
37. 4104 Olive Place · $216,888 · 4 bd/2 ba
38. 4127 Merrick Drive · $244,900 · 3 bd/2 ba · Pending
39. 2205 Chase Street · $293,344 · 4 bd/2 ba
40. 2212 Chase Street · $278,848 · 4 bd/2 ba
41. 3782 Airmont Drive · $242,500 · 3 bd/2 ba
42. 1579 Aldoro Circle · $219,888 · 4 bd/2 ba
43. 3278 Elkcam Boulevard · $279,900 · 4 bd/2 ba
44. 3890 Merger Drive · $254,900 · 4 bd/2 ba · Pending
45. 2403 Windbrook Street · $244,900 · 3 bd/2 ba · Pending
46. 4533 Hancock Court · $258,000 · 2 bd/2 ba
47. 4122 Highland Avenue · $344,900 · 3 bd/2 ba
48. 4541 Hancock Court · $318,000 · 3 bd/2 ba
49. 1277 South Boulevard, Chipley, Fl 32428 · $324,900 · 3 bd/2 ba
50. 4059 Falcon Drive · $378,900 · 5 bd/3 ba
51. 2014 Ambassador Court · $365,211 · 5 bd/3 ba
52. 2186 Hague Lane · $238,000 · 3 bd/2 ba
53. 4130 Flint Avenue · $165,888 · 2 bd/2 ba · Pending
54. 1714 Dora Lane · $262,990 · 4 bd/2 ba · Pending
55. 3571 Westbrook Drive · $228,990 · 3 bd/2 ba
56. 4066 Ramus Drive · $219,900 · 3 bd/2 ba · Pending
57. 4183 Luar Avenue · $227,998 · 3 bd/2 ba
58. 3445 Cardinal Place · $339,900 · 3 bd/2 ba
59. 2294 Geraldine Circle · $229,888 · 4 bd/2 ba
60. 1804 Ulmer Lane · $205,000 · 3 bd/2 ba
61. 1975 Ambassador Court · $269,999 · 3 bd/2 ba
62. 3995 Quail Avenue · $329,999 · 4 bd/2 ba
63. 4010 Linwood Drive · $294,900 · 5 bd/3 ba · Pending
64. 4069 Ramus Drive · $250,292 · 4 bd/2 ba · Pending
65. 2269 Shenandoah Boulevard · $309,459 · 3 bd/2 ba
66. 3993 Oxford Avenue · $262,400 · 4 bd/2 ba
67. 4114 Irene Lane · $262,400 · 4 bd/2 ba
68. 3989 Horizon Avenue · $279,068 · 4 bd/2 ba
69. 3984 Quail Court · $274,252 · 3 bd/2 ba
70. 783 West Boulevard, Chipley, Fl 32428 · $225,000 · 3 bd/2 ba
71. 3918 Bricknell Avenue · $194,900 · 3 bd/2 ba
72. 2547 Nightfall Place, Chipley, Fl 32428 · $444,900 · 4 bd/3 ba
73. 2221 Chase Street · $271,312 · 3 bd/2 ba
74. 2209 Chase Street · $269,236 · 3 bd/2 ba
75. 4995 Porter Pond Road, Chipley, Fl 32428 · $233,928 · 1 bd/1 ba
76. 3884 Bricknell Avenue · $283,900 · 3 bd/2 ba
77. 3900 Bricknell Avenue · $276,900 · 3 bd/2 ba
78. 2272 Rockford Drive · $273,800 · 3 bd/2 ba
79. 3892 Bricknell Avenue · $299,900 · 3 bd/2 ba
80. 1583 Fountain Court · $220,888 · 4 bd/2 ba
81. 4204 Challenger Boulevard · $199,888 · 3 bd/2 ba
82. 2493 Trailblazer Lane · $138,999 · 3 bd/2 ba
83. 3047 Everest Drive, Chipley, Fl 32428 · $325,000 · 3 bd/2 ba
84. 704 Main Street, Chipley, Fl 32428 · $175,000 · 3 bd/2 ba
85. 2902 River Lake Drive, Chipley, Fl 32428 · $325,000 · 3 bd/2 ba
86. 3421 Quail Ridge Drive · $410,000 · 3 bd/3 ba
87. 4186 Quincy Avenue · $149,888 · 2 bd/2 ba
88. 2216 Acorn Place · $225,990 · 3 bd/2 ba
89. 2148 Jensen Place · $269,900 · 3 bd/2 ba
90. 1994 Ambassador Court · $265,693 · 5 bd/3 ba · Pending
91. 4135 Aquarius Drive · $245,990 · 4 bd/2 ba · Pending
92. 3922 Vistula Drive · $275,000 · 3 bd/3 ba
93. 4182 Quincy Avenue · $162,888 · 3 bd/2 ba
94. 2121 Angora Drive · $289,000 · 3 bd/2 ba · Pending
95. 2199 Sunny Hills Boulevard · $285,000 · 3 bd/2 ba
96. 434 Tinker Lane, Chipley, Fl 32428 · $370,000 · 2 bd/2 ba · Pending
97. 2442 Pinewood Drive, Chipley, Fl 32428 · $215,000 · 3 bd/2 ba
98. 4326 Moss Hill Road, Chipley, Fl 32428 · $179,900 · 3 bd/2 ba
99. 3515 Quail Ridge Drive · $200,000 · 3 bd/2 ba
100. 2942 Paradise Lakes Road, Chipley, Fl 32428 · $385,000 · 2 bd/2 ba · Pending
101. 3243 Quail Ridge Drive · $349,900 · 4 bd/2 ba
102. 896 Main Street, Chipley, Fl 32428 · $650,000 · 5 bd/3 ba

Updated November 7, 2026. Listing data from the MLS, deemed reliable but not guaranteed.