Explore Middle Keys Florida33040 Homes for Sale 3 Active$9,300,000620 Southard Street , KEY WEST, FL 5 Beds8 Baths10,822 SqFt 60 Active$8,999,000525 Simonton Street , KEY WEST, FL 11 Beds11 Baths4,295 SqFt 67 Active$8,750,0001101 Casa Marina Court , KEY WEST, FL 5 Beds5 Baths4,666 SqFt 50 Active$7,999,00039 Evergreen Avenue , Key Haven, FL 8 Beds8 Baths6,611 SqFt 77 Active$7,900,000101 Admirals Lane , KEY WEST, FL 5 Beds4 Baths3,173 SqFt 43 Active$6,950,00079 Cannon Royal Drive , Shark Key, FL 5 Beds6 Baths4,853 SqFt 22 Active$6,850,000522 Simonton Street , KEY WEST, FL 5 Beds6 Baths3,342 SqFt 33 Active$6,650,00025 Sunset Key Drive , KEY WEST, FL 4 Beds3 Baths2,682 SqFt 44 Active$6,200,000415 Bahama Street , KEY WEST, FL 10 Beds8 Baths3,672 SqFt 65 Active$6,000,000330 Julia Street , KEY WEST, FL 3 Beds5 Baths4,849 SqFt 42 Active$5,999,000525 Simonton Street A, KEY WEST, FL 7 Beds7 Baths3,034 SqFt 57 Active$5,999,0001014 Southard Street , KEY WEST, FL 4 Beds4 Baths3,026 SqFt 30 Active$5,950,000210 Elizabeth Street , KEY WEST, FL 6 Beds7 Baths3,361 SqFt 49 Active$5,500,0001 Go Lane , KEY WEST, FL 4 Beds6 Baths4,711 SqFt 102 Active$5,495,00024 Floral Avenue , Key Haven, FL 5 Beds5 Baths4,600 SqFt 58 Active$5,350,000828 Elizabeth Street , KEY WEST, FL 5 Beds6 Baths2,248 SqFt 7 Active$5,190,0003722 Eagle Avenue , KEY WEST, FL 5 Beds7 Baths4,045 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 Baths3,118 SqFt 40 Active$4,950,0001815 Atlantic Boulevard , KEY WEST, FL 6 Beds7 Baths2,177 SqFt 69 Active$4,895,000408 United Street , KEY WEST, FL 4 Beds4 Baths3,117 SqFt 42 Active$4,840,0001227 Washington Street , KEY WEST, FL 4 Beds4 Baths3,066 SqFt 42 Active$4,600,000407/415 Olivia Street , KEY WEST, FL 6 Beds5 Baths3,171 SqFt 32 Active$4,600,0001100 Johnson Street , KEY WEST, FL 4 Beds3 Baths2,058 SqFt 12 Active$4,499,0001311 Grinnell Street , KEY WEST, FL 5 Beds7 Baths2,681 SqFt 53 Open House Active$4,300,000508 Margaret Street , KEY WEST, FL 5 Beds4 Baths2,146 SqFt 31 Active$4,200,0003720 Flagler Avenue , KEY WEST, FL 4 Beds2 Baths2,426 SqFt 45 Open House Active$4,200,000621 Eaton Street , KEY WEST, FL 5 Beds6 Baths2,448 SqFt 122 Active$4,200,00020 Hilton Haven Road , KEY WEST, FL 7 Beds6 Baths4,404 SqFt 60 Active$4,189,00041 Cannon Royal Drive , Shark Key, FL 3 Beds4 Baths3,355 SqFt 65 Active$4,139,50020 Cactus Drive , Big Coppitt, FL 6 Beds4 Baths3,324 SqFt 58 Active$3,975,0003034 Riviera Drive , KEY WEST, FL 3 Beds4 Baths2,386 SqFt 17 Active$3,975,0001235 Washington Street , KEY WEST, FL 4 Beds4 Baths1,802 SqFt 43 Active$3,950,0003820 Eagle Avenue , KEY WEST, FL 5 Beds6 Baths4,202 SqFt 33 Active$3,950,000707 Washington Street , KEY WEST, FL 5 Beds5 Baths3,257 SqFt 50 Active$3,799,0001214-1216 White Street , KEY WEST, FL 5 Beds4 Baths2,960 SqFt 31 Active$3,799,000533 Petronia Street , KEY WEST, FL 4 Beds5 Baths1,870 SqFt 38 Active$3,775,0001423 Petronia Street , KEY WEST, FL 3 Beds3 Baths2,064 SqFt 44 Open House Active$3,700,0001409 White Street , KEY WEST, FL 4 Beds5 Baths2,048 SqFt 39 Active$3,600,0001500 Albury Street , KEY WEST, FL 4 Beds4 Baths2,240 SqFt 13 Active$3,525,0001200-1212 White Street , KEY WEST, FL 3 Beds6 Baths6,268 SqFt 61 Active$3,500,0001416 White Street , KEY WEST, FL 4 Beds5 Baths2,263 SqFt 18 Active$3,500,000525 Simonton Street B, KEY WEST, FL 4 Beds4 Baths1,264 SqFt 75 Active$3,400,000322 Elizabeth Street , KEY WEST, FL 3 Beds3 Baths2,446 SqFt 81 Active$3,399,0006 Cypress Avenue , Key Haven, FL 3 Beds3 Baths2,144 SqFt 51 Active$3,399,0001023 Washington Street , KEY WEST, FL 2 Beds3 Baths2,118 SqFt 40 Active$3,395,0001703 Seminary Street , KEY WEST, FL 4 Beds4 Baths2,791 SqFt 41 Contingent/Show$3,347,0001009 Windsor Lane , KEY WEST, FL 5 Beds5 Baths3,360 SqFt 73 Active$3,299,0001119 Simonton Street A1, A2, B, C1, KEY WEST, FL 4 Beds5 Baths2,158 SqFt 19 Open House Active$3,295,0001100 South Street , KEY WEST, FL 4 Beds3 Baths2,886 SqFt 57 Active$3,250,0001017 Angela Street , KEY WEST, FL 3 Beds4 Baths1,962 SqFt 30 Active$3,200,000415 Olivia Street , KEY WEST, FL 4 Beds3 Baths2,255 SqFt 42 Active$3,195,000401 Emma Street H, KEY WEST, FL 2 Beds2 Baths1,770 SqFt 19 Active$3,150,000405 Petronia Street 1-3, KEY WEST, FL 2 Beds4 Baths1,596 SqFt 64 Open House Active$2,995,000711 Olivia Street , KEY WEST, FL 3 Beds3 Baths1,600 SqFt 38 Active$2,995,0001101 Von Phister Street , KEY WEST, FL 4 Beds3 Baths2,355 SqFt 25 Active$2,995,0001219 Royal Street , KEY WEST, FL 3 Beds3 Baths1,620 SqFt 39 Active$2,945,000410 Louisa Street , KEY WEST, FL 3 Beds3 Baths2,002 SqFt 25 Active$2,895,0001427 Washington Street , KEY WEST, FL 4 Beds3 Baths2,051 SqFt 34 Active$2,890,0001304 White Street , KEY WEST, FL 7 Beds7 Baths3,336 SqFt 21 Active$2,870,0001730 United Street , KEY WEST, FL 4 Beds5 Baths2,490 SqFt 65 Open House Active$2,849,00070 Bay Drive , Saddle Bunch, FL 5 Beds2 Baths2,450 SqFt 42 Active$2,779,0001519 Johnson Street , KEY WEST, FL 5 Beds4 Baths2,366 SqFt 34 Active$2,750,0001075 Duval Street R15, KEY WEST, FL 4 Beds4 Baths2,450 SqFt 81 Contingent/Show$2,749,0001627 Johnson Street , KEY WEST, FL 3 Beds4 Baths2,219 SqFt 13 Active$2,700,0001716-1720 United Street , KEY WEST, FL 3 Beds2 Baths1,593 SqFt 20 Active$2,695,0007 Higgs Lane , KEY WEST, FL 4 Beds3 Baths2,410 SqFt 50 Active$2,649,000816 Ashe Street , KEY WEST, FL 3 Beds4 Baths1,522 SqFt 37 Active$2,600,00064 Sunset Key Drive , KEY WEST, FL 2 Beds3 Baths1,588 SqFt 44 Active$2,599,0002934 Riviera Drive , KEY WEST, FL 5 Beds3 Baths2,268 SqFt 28 Active$2,595,0001612 Johnson Street , KEY WEST, FL 3 Beds6 Baths2,165 SqFt 42 Active$2,550,0002718 Harris Avenue , KEY WEST, FL 4 Beds5 Baths3,924 SqFt 46 Active$2,550,00066 Sunset Key Drive , KEY WEST, FL 2 Beds3 Baths1,681 SqFt 60 Active$2,500,0001 Driftwood Terrace , Key Haven, FL 5 Beds3 Baths3,014 SqFt 32 Open House Active$2,499,0001319 Newton Street , KEY WEST, FL 3 Beds2 Baths1,512 SqFt 55 Active$2,499,0001017 Eaton Street , KEY WEST, FL 4 Beds4 Baths1,494 SqFt 47 Active$2,499,0008 Floral Avenue , Key Haven, FL 3 Beds3 Baths2,521 SqFt 30 Active$2,495,000916 Thomas Street , KEY WEST, FL 2 Beds3 Baths1,640 SqFt 26 Active$2,475,000109 Front Street 114, KEY WEST, FL 2 Beds3 Baths1,296 SqFt 32 Contingent/Show$2,440,0001105 Washington Street , KEY WEST, FL 3 Beds4 Baths1,815 SqFt 46 Active$2,399,000624 Louisa Street , KEY WEST, FL 3 Beds4 Baths1,676 SqFt 18 Active$2,370,000622 Grinnell Street , KEY WEST, FL 6 Beds4 Baths2,280 SqFt 47 Active$2,350,0001018 Olivia Street , KEY WEST, FL 3 Beds4 Baths1,404 SqFt 62 Active$2,290,0001616 Atlantic Boulevard 6, KEY WEST, FL 2 Beds3 Baths1,940 SqFt 74 Active$2,260,0001407 Rose Street , KEY WEST, FL 4 Beds3 Baths2,050 SqFt 17 Active$2,250,0001503 Johnson Street , KEY WEST, FL 3 Beds3 Baths1,690 SqFt 39 Active$2,200,0001229 5Th Street , KEY WEST, FL 6 Beds3 Baths3,197 SqFt 35 Active$2,200,0001300 Seminary Street , KEY WEST, FL 3 Beds4 Baths1,485 SqFt 34 Active$2,200,0009 Bamboo Terrace , Key Haven, FL 3 Beds3 Baths1,968 SqFt 60 Active$2,200,0002 Arbutus Drive , Key Haven, FL 3 Beds3 Baths2,107 SqFt 33 Open House Active$2,198,000908 Catherine Street , KEY WEST, FL 3 Beds4 Baths1,572 SqFt 30 Open House Active$2,175,00038 Allamanda Avenue , Key Haven, FL 4 Beds2 Baths1,837 SqFt 32 Active$2,120,0001501 White Street , KEY WEST, FL 4 Beds3 Baths1,863 SqFt 29 Active$2,100,0001104 Packer Street , KEY WEST, FL 3 Beds4 Baths1,733 SqFt 9 Active$2,100,000511 Tabby Lane , KEY WEST, FL 3 Beds1 Baths1,368 SqFt 58 Open House Active$2,099,0001625 Patricia Street , KEY WEST, FL 3 Beds3 Baths1,839 SqFt 43 Active$2,075,000400 White Street , KEY WEST, FL 3 Beds3 Baths1,845 SqFt 28 Active$2,050,000708 Southard Street , KEY WEST, FL 3 Beds2 Baths1,671 SqFt 43 Active$1,999,000625 Eaton Street , KEY WEST, FL 3 Beds3 Baths1,597 SqFt View All Listings