Homes under $400K in Chipley, FL

107 for sale · 203 homes listed · Updated September 27, 2026 · Page 4 of 5

• 3283 akers trail, Chipley 32428 Pending $165,000 · 3 bd · 2 ba · 936 sqft
• 1561 snell road, Chipley 32428 Pending $350,000 · 3 bd · 3 ba · 2,763 sqft
• 566 lakepointe drive, Chipley 32428 Pending $389,999 · 4 bd · 2 ba · 1,836 sqft
• 1019 hughes road, Chipley 32428 Pending $274,000 · 3 bd · 2 ba · 1,296 sqft
• 4182 quincy avenue, Chipley 32428 Pending $183,990 · 3 bd · 2 ba · 1,114 sqft
• 4190 quincy avenue, Chipley 32428 Pending $193,990 · 2 bd · 2 ba · 1,272 sqft
• 1561 aldoro circle, Chipley 32428 Pending $254,990 · 4 bd · 2 ba · 1,684 sqft
• 2213 gallagher drive, Chipley 32428 Pending $299,156 · 4 bd · 2 ba · 1,716 sqft
• 1663 salem drive, Chipley 32428 Pending $270,872 · 4 bd · 2 ba · 1,799 sqft
• 4107 paragon place, Chipley 32428 Pending $125,900 · 1 bd · 1 ba · 686 sqft
• 3251 hill lane, Chipley 32428 Pending $349,999 · 4 bd · 2 ba · 2,046 sqft
• 1807 ulmer lane, Chipley 32428 Pending $235,000 · 3 bd · 2 ba · 1,587 sqft
• 768 3rd street, Chipley 32428 Pending $249,900 · 3 bd · 2 ba · 2,363 sqft
• 4597 spotted horse lane, Chipley 32428 Pending $224,900 · 2 bd · 2 ba · 840 sqft
• 4181 luar avenue, Chipley 32428 Pending $229,997 · 3 bd · 2 ba · 1,219 sqft
• 4181 luar, Chipley 32428 Pending $229,997 · 3 bd · 2 ba · 1,219 sqft
• 4204 challenger boulevard, Chipley 32428 Pending $210,990 · 3 bd · 2 ba · 1,290 sqft
• 4009 covington place, Chipley 32428 Pending $225,990 · 3 bd · 2 ba · 1,416 sqft
• 3966 linwood drive, Chipley 32428 Pending $225,990 · 3 bd · 2 ba · 1,416 sqft
• 1717 vicki court, Chipley 32428 Pending $254,990 · 4 bd · 2 ba · 1,684 sqft
• 4138 flint avenue, Chipley 32428 Pending $185,990 · 3 bd · 2 ba · 1,114 sqft
• 652 2nd street, Chipley 32428 Pending $284,999 · 3 bd · 2 ba · 2,140 sqft
• 717 sinclair street, Chipley 32428 Pending $274,900 · 3 bd · 2 ba · 1,408 sqft
• 4127 merrick drive, Chipley 32428 Pending $244,900 · 3 bd · 2 ba · 1,580 sqft
• 4586 porter pond road, Chipley 32428 Pending $169,900 · 3 bd · 1 ba · 1,088 sqft
• 4936 long lake ridge drive, Chipley 32428 Pending $299,000 · 2 bd · 2 ba · 960 sqft
• 2165 apollo drive, Chipley 32428 Pending $212,999 · 3 bd · 2 ba · 1,426 sqft
• 2246 orange hill road, Chipley 32428 Pending $239,900 · 3 bd · 1 ba · 1,350 sqft
• 1838 pettis road, Chipley 32428 Pending $79,900 · 2 bd · 2 ba · 840 sqft
• 2060 apollo drive, Chipley 32428 Pending $262,000 · 4 bd · 2 ba · 1,673 sqft
• 633 3rd street, Chipley 32428 Pending $119,999 · 3 bd · 2 ba · 1,823 sqft
• 1995 ambassador court, Chipley 32428 Pending $199,000 · 2 bd · 2 ba · 1,180 sqft
• 3569 westbrook drive, Chipley 32428 Pending $248,000 · 3 bd · 2 ba · 1,294 sqft
• 2774 rolling pines road, Chipley 32428 Pending $224,900 · 2 bd · 2 ba · 1,176 sqft
• 972 sewell farms road, Chipley 32428 Pending $169,999 · 3 bd · 1 ba · 1,054 sqft
• 1621 richmond street, Chipley 32428 Pending $225,990 · 3 bd · 2 ba · 1,416 sqft
• 3726 pine log road, Chipley 32428 Pending $309,900 · 3 bd · 2 ba · 1,456 sqft
• 3376 fawn place, Chipley 32428 Sold on Jun 30, 2026 $222,500 · 3 bd · 2 ba · 1,285 sqft
• 2159 apollo drive, Chipley 32428 Sold on Jul 10, 2026 $274,035 · 5 bd · 3 ba · 2,043 sqft
• 4335 country club boulevard, Chipley 32428 Sold on Jul 27, 2026 $193,000 · 3 bd · 2 ba · 1,434 sqft
• 2209 chase street, Chipley 32428 Off market since Jul 2026 $269,236 · 3 bd · 2 ba · 1,556 sqft
• 2075 ferguson road, Chipley 32428 Sold on Jul 14, 2026 $214,900 · 4 bd · 2 ba · 1,704 sqft
• 3984 quail court, Chipley 32428 Off market since Jul 2026 $274,252 · 3 bd · 2 ba · 1,650 sqft
• 3989 horizon avenue, Chipley 32428 Off market since Jul 2026 $279,068 · 4 bd · 2 ba · 1,716 sqft
• 2934 shoreline drive, Chipley 32428 Sold on Jul 10, 2026 $334,999 · 3 bd · 2 ba · 1,512 sqft
• 2205 chase street, Chipley 32428 Off market since Jul 2026 $293,344 · 4 bd · 2 ba · 1,728 sqft
• 2212 chase street, Chipley 32428 Off market since Jul 2026 $278,848 · 4 bd · 2 ba · 1,728 sqft
• 3781 pine log road, Chipley 32428 Sold on Jun 12, 2026 $395,000 · 2 bd · 2 ba · 2,416 sqft
• 1304 kay avenue, Chipley 32428 Off market since Jul 2026 $125,000 · 4 bd · 2 ba · 1,371 sqft
• 873 main street, Chipley 32428 Sold on Jun 10, 2026 $194,900 · 4 bd · 2 ba · 2,114 sqft