All Homes for Sale in Cudjoe Key, FL

Every home for sale in Cudjoe Key, FL from the live MLS: 40 listings, newest first, 40 per page, 1 pages. Back to the Cudjoe Key homes for sale hub for prices by ZIP, property type and community.

  1. 21966 Raffy Road · $9,999,000 · 6 bd/4.5 ba
  2. 755 Sawyer Drive · $2,999,000 · 3 bd/2 ba
  3. 22939 Sharp Lane · $1,885,000 · 3 bd/2 ba
  4. 1017 Picard Lane · $2,600,000 · 4 bd/3 ba
  5. 701 Spanish Main Drive #321 · $799,000 · 2 bd/2 ba
  6. 1083 Labat Lane · $3,275,000 · 3 bd/3 ba
  7. 701 Spanish Main Drive #198 · $949,600 · 2 bd/2 ba
  8. 165 Colson Drive · $1,645,000 · 3 bd/2 ba
  9. 701 Spanish Main Drive #455 · $399,999 · 1 bd/1 ba
  10. 459 Pattison Drive · $2,299,995 · 3 bd/2 ba
  11. 701 Spanish Main Drive #123 · $624,999 · 2 bd/2 ba
  12. 701 Spanish Main Drive #171 · $799,000 · 2 bd/2 ba
  13. 1106 Thatch Lane · $1,850,000 · 4 bd/3.5 ba
  14. 22968 Drake Lane · $819,500 · 3 bd/2 ba
  15. 22970 Gasparilla Lane · $1,799,000 · 3 bd/2 ba
  16. 701 Spanish Main Drive #533 · $239,000 · 1 bd/1 ba
  17. 94 Sacarma Drive · $2,060,000 · 5 bd/3 ba
  18. 701 Spanish Main Drive #246 · $444,999 · 1 bd/1 ba
  19. 21640 Overseas Highway · $2,800,000 · 4 bd/3 ba · Pending
  20. 701 Spanish Main Drive #424 · $549,000 · 2 bd/2 ba
  21. 20833 W 4Th Avenue · $2,699,999 · 4 bd/2.5 ba
  22. 21470 Overseas Highway · $5,500,000 · 13 bd/7 ba
  23. 174 Tortuga Lane · $1,270,000 · 3 bd/2 ba
  24. 22822 Buccaneer Lane · $799,000 · 2 bd/2 ba
  25. 701 Spanish Main Drive #659 · $487,000 · 2 bd/2 ba
  26. 21023 2Nd Avenue · $2,499,000 · 4 bd/2 ba
  27. 701 Spanish Main Drive #639 · $425,000 · 2 bd/1 ba
  28. 135 Tortuga Lane · $895,000 · 3 bd/2 ba
  29. 22939 Gasparilla Lane · $1,399,000 · 3 bd/2 ba
  30. 701 Spanish Main Drive #140 · $399,900 · 2 bd/1 ba
  31. 21090 5Th Avenue · $2,999,999 · 4 bd/3 ba
  32. 20868 W 5Th Avenue · $1,150,000 · 2 bd/2 ba
  33. 701 Spanish Main Drive #604 · $595,000 · 2 bd/2 ba
  34. 51 Sawyer Drive · $1,799,000 · 3 bd/2.5 ba
  35. 51 Drost Drive · $1,399,000 · 3 bd/2 ba
  36. 701 Spanish Main Drive #265 · $879,000 · 2 bd/2 ba
  37. 701 Spanish Main Drive #566 · $320,000 · 2 bd/1 ba
  38. 701 Spanish Main Drive #247 · $535,000 · 2 bd/2 ba
  39. 701 Spanish Main Drive #182 · $485,000 · 1 bd/1 ba
  40. 21540 21470 Overseas Highway · $12,999,999 · 31 bd/19 ba

Updated November 8, 2026. Listing data from the MLS, deemed reliable but not guaranteed.

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