Explore Middle Keys Florida33040 Homes for Sale 47 Contingent/Show$16,625,0001005 Flagler Avenue , KEY WEST, FL 6 Beds5 Baths4,313 SqFt 60 Active$8,500,000525 Simonton Street , KEY WEST, FL 11 Beds11 Baths4,295 SqFt 61 Active$8,350,000908 Fleming Street , KEY WEST, FL 4 Beds6 Baths3,440 SqFt 72 Active$7,950,000616 Eaton Street , KEY WEST, FL 5 Beds7 Baths3,998 SqFt 50 Active$7,699,00039 Evergreen Avenue , Key Haven, FL 8 Beds8 Baths6,611 SqFt 77 Active$7,499,000101 Admirals Lane , KEY WEST, FL 5 Beds4 Baths3,173 SqFt 40 Active$6,900,00055 Two Turtles Lane , Shark Key, FL 5 Beds5 Baths6,325 SqFt 21 Active$6,850,000522 Simonton Street , KEY WEST, FL 5 Beds6 Baths3,342 SqFt 52 Active$6,775,000710 Washington Street , KEY WEST, FL 5 Beds7 Baths4,026 SqFt 50 Active$6,500,000103 Front Street , KEY WEST, FL 3 Beds3 Baths4,200 SqFt 33 Active$6,250,00025 Sunset Key Drive , KEY WEST, FL 4 Beds3 Baths2,682 SqFt 60 Active$6,200,000522 Elizabeth Street , KEY WEST, FL 6 Beds7 Baths3,209 SqFt 65 Active$6,000,000330 Julia Street , KEY WEST, FL 3 Baths4,849 SqFt 44 Active$5,799,000415 Bahama Street , KEY WEST, FL 10 Beds8 Baths3,672 SqFt 41 Active$5,775,000508 Virginia Street , KEY WEST, FL 3 Beds4 Baths2,281 SqFt 86 Active$5,750,00018 Hilton Haven Road , KEY WEST, FL 5 Beds6 Baths3,597 SqFt 60 Active$5,700,000202 Admirals Lane , KEY WEST, FL 5 Beds4 Baths3,148 SqFt 57 Active$5,599,0001014 Southard Street , KEY WEST, FL 4 Beds4 Baths3,026 SqFt 38 Active$5,590,00064 Front Street , KEY WEST, FL 5 Beds5 Baths3,213 SqFt 75 Contingent$5,550,000293 Sunset Key Drive , KEY WEST, FL 3 Beds3 Baths1,927 SqFt 42 Active$5,500,000525 Simonton Street A, KEY WEST, FL 7 Beds7 Baths3,034 SqFt 32 Active$5,495,000210 Elizabeth Street , KEY WEST, FL 6 Beds7 Baths3,361 SqFt 58 Active$5,350,000828 Elizabeth Street , KEY WEST, FL 5 Beds6 Baths2,248 SqFt 29 Active$4,995,000292 Sunset Key Drive , KEY WEST, FL 3 Beds3 Baths1,916 SqFt 62 Active$4,975,000901 Eisenhower Drive , KEY WEST, FL 6 Beds5 Baths3,788 SqFt 60 Active$4,950,00047 Cannon Royal Drive , Shark Key, FL 5 Beds5 Baths4,245 SqFt 104 Active$4,950,000706 White Street , KEY WEST, FL 15 Beds11 Baths5,522 SqFt 29 Active$4,900,00012 Evergreen Lane , Key Haven, FL 4 Beds5 Baths4,312 SqFt 32 Active$4,850,000709 Eaton Street , KEY WEST, FL 4 Beds5 Baths2,716 SqFt 40 Active$4,850,0001815 Atlantic Boulevard , KEY WEST, FL 6 Beds7 Baths2,177 SqFt 49 Active$4,750,0001 Go Lane , KEY WEST, FL 4 Beds6 Baths4,711 SqFt 42 Active$4,700,0001227 Washington Street , KEY WEST, FL 4 Beds4 Baths3,066 SqFt 32 Active$4,600,0001100 Johnson Street , KEY WEST, FL 4 Beds3 Baths2,058 SqFt 47 Active$4,500,000919 Thomas Street A,1-3, KEY WEST, FL 7 Beds7 Baths3,015 SqFt 47 Active$4,500,000919 Thomas Street A,1-3, KEY WEST, FL 7 Beds7 Baths3,015 SqFt 12 Active$4,499,0001311 Grinnell Street , KEY WEST, FL 5 Beds7 Baths2,681 SqFt 22 Active$4,425,0003741 Eagle Avenue , KEY WEST, FL 3 Beds4 Baths2,604 SqFt 70 Active$4,300,00035 Sea Lore Lane , Shark Key, FL 4 Beds5 Baths3,408 SqFt 73 Active$4,250,0009 Bay Drive , Saddle Bunch, FL 5 Beds5 Baths3,272 SqFt 28 Active$4,199,000329 William Street , KEY WEST, FL 6 Beds7 Baths2,294 SqFt 52 Active$3,999,0003720 Flagler Avenue , KEY WEST, FL 4 Beds2 Baths2,426 SqFt 42 Active$3,995,000415 Olivia Street , KEY WEST, FL 6 Beds5 Baths3,171 SqFt 17 Active$3,975,0001235 Washington Street , KEY WEST, FL 4 Beds4 Baths1,802 SqFt 82 Active$3,950,000528 William Street , KEY WEST, FL 3 Beds4 Baths2,648 SqFt 23 Active$3,950,0001233 Washington Street , KEY WEST, FL 4 Beds5 Baths2,585 SqFt 44 Active$3,949,0001231 South Street , KEY WEST, FL 4 Beds3 Baths2,143 SqFt 48 Active$3,850,0001132 Johnson Street , KEY WEST, FL 3 Beds3 Baths2,375 SqFt 64 Active$3,850,000623 Whitehead Street , KEY WEST, FL 5 Beds6 Baths3,666 SqFt 50 Active$3,799,0001214-1216 White Street , KEY WEST, FL 5 Beds4 Baths2,960 SqFt 29 Active$3,799,000533 Petronia Street , KEY WEST, FL 4 Beds5 Baths1,870 SqFt 64 Active$3,750,000400 Aronovitz Lane , KEY WEST, FL 5 Beds6 Baths3,666 SqFt 62 Contingent$3,695,000109 Front Street 111, KEY WEST, FL 3 Beds3 Baths1,850 SqFt 43 Active$3,665,0001400 1St Street , KEY WEST, FL 5 Beds4 Baths3,105 SqFt 48 Contingent/Show$3,650,000109 Front Street 211, KEY WEST, FL 2 Beds3 Baths1,850 SqFt 55 Active$3,650,0001711 Washington Street , KEY WEST, FL 5 Beds5 Baths2,582 SqFt 35 Active$3,599,0001006 Seminary Street , KEY WEST, FL 3 Beds4 Baths3,049 SqFt 44 Active$3,550,0001500 Atlantic Boulevard 409, KEY WEST, FL 3 Beds3 Baths2,038 SqFt 43 Active$3,500,0001205 Von Phister Street , KEY WEST, FL 5 Beds5 Baths3,130 SqFt 48 Active$3,495,000626 Canfield Lane , KEY WEST, FL 3 Beds2 Baths1,223 SqFt 45 Active$3,389,000814 Ashe Street , KEY WEST, FL 3 Beds4 Baths2,286 SqFt 59 Active$3,375,0001423 Petronia Street , KEY WEST, FL 3 Beds3 Baths2,064 SqFt 42 Active$3,350,0001409 White Street , KEY WEST, FL 4 Beds5 Baths2,068 SqFt 43 Active$3,349,000733 Love Lane , KEY WEST, FL 3 Beds5 Baths2,375 SqFt 89 Active$3,299,0006 Cypress Avenue , Key Haven, FL 3 Beds3 Baths2,144 SqFt 21 Active$3,295,0001100 South Street , KEY WEST, FL 4 Beds3 Baths2,886 SqFt 48 Active$3,270,0001126 Von Phister Street , KEY WEST, FL 3 Beds4 Baths2,746 SqFt 18 Active$3,200,000525 Simonton Street B, KEY WEST, FL 4 Beds4 Baths1,264 SqFt 13 Active$3,199,0001200-1212 White Street , KEY WEST, FL 3 Beds6 Baths6,268 SqFt 77 Active$3,195,0001616 Atlantic Boulevard 15, KEY WEST, FL 4 Beds6 Baths3,118 SqFt 40 Active$3,195,0001703 Seminary Street , KEY WEST, FL 4 Beds4 Baths2,791 SqFt 46 Active$3,125,000610 Griffin Lane , KEY WEST, FL 3 Beds3 Baths1,519 SqFt 49 Active$3,100,0001608 Washington Street , KEY WEST, FL 3 Beds4 Baths1,681 SqFt 8 Active$3,000,000912 Pohalski Street , KEY WEST, FL 10 Beds6 Baths3,876 SqFt 42 Active$2,999,500401 Emma Street H, KEY WEST, FL 2 Beds2 Baths1,770 SqFt 48 Active$2,999,0001701 Patricia Street , KEY WEST, FL 3 Beds3 Baths2,309 SqFt 59 Active$2,999,0003034 Riviera Drive , KEY WEST, FL 3 Beds4 Baths2,386 SqFt 30 Active$2,995,000626 Grinnell Street , KEY WEST, FL 3 Beds3 Baths2,928 SqFt 59 Active$2,990,0004 Coconut Drive , Key Haven, FL 4 Beds3 Baths2,388 SqFt 43 Contingent/Show$2,950,0003820 Eagle Avenue , KEY WEST, FL 5 Beds6 Baths4,202 SqFt 30 Active$2,945,000410 Louisa Street , KEY WEST, FL 3 Beds3 Baths2,002 SqFt 36 Active$2,900,0002827 Harris Avenue , KEY WEST, FL 5 Beds5 Baths3,062 SqFt 61 Active$2,899,0001416 White Street , KEY WEST, FL 4 Beds5 Baths2,263 SqFt 25 Active$2,895,0001427 Washington Street , KEY WEST, FL 4 Beds3 Baths2,051 SqFt 49 Active$2,895,0001612 Johnson Street , KEY WEST, FL 3 Beds4 Baths1,964 SqFt 51 Active$2,895,0003615 Eagle Avenue , KEY WEST, FL 3 Beds4 Baths3,461 SqFt 15 Active$2,895,000711 Olivia Street , KEY WEST, FL 3 Beds3 Baths1,600 SqFt 69 Active$2,870,000408 William Street , KEY WEST, FL 4 Beds3 Baths1,943 SqFt 58 Active$2,849,5001410 Olivia Street , KEY WEST, FL 3 Beds3 Baths2,275 SqFt 40 Active$2,800,0001100 Williams Lane , KEY WEST, FL 3 Beds4 Baths2,286 SqFt 40 Active$2,799,0001701 Atlantic Boulevard , KEY WEST, FL 5 Beds4 Baths2,703 SqFt 33 Active$2,750,0001508 Johnson Street , KEY WEST, FL 4 Beds4 Baths2,727 SqFt 39 Contingent/Show$2,750,000901 Grinnell Street , KEY WEST, FL 2 Beds3 Baths1,360 SqFt 18 Contingent/Show$2,750,00010 Lowes Lane , KEY WEST, FL 3 Beds4 Baths1,511 SqFt 40 Active$2,750,000823 Georgia Street , KEY WEST, FL 4 Beds4 Baths2,403 SqFt 35 Active$2,745,0001 Evergreen Avenue , Key Haven, FL 4 Beds4 Baths3,110 SqFt 13 Active$2,700,0001716-1720 United Street , KEY WEST, FL 3 Beds2 Baths1,593 SqFt 54 Active$2,675,0001701 Ashby Street , KEY WEST, FL 4 Beds4 Baths2,890 SqFt 52 Active$2,649,0001500 Johnson Street , KEY WEST, FL 3 Beds4 Baths1,884 SqFt 39 Active$2,600,0001500 Albury Street , KEY WEST, FL 4 Beds4 Baths2,240 SqFt View All Listings