Explore Middle Keys Florida33042 Homes for Sale 69 Active$17,999,9001300 Sunset Boulevard , Summerland, FL 6 Beds8 Baths7,720 SqFt 77 Active$15,000,00021540 21470 Overseas Highway , Cudjoe, FL 31 Beds19 Baths 79 Contingent/Show$7,995,00016750 Old State Road 4A , Sugarloaf, FL 6 Beds6 Baths5,208 SqFt 78 Active$7,499,000200 Erie Drive , Cudjoe, FL 4 Beds4 Baths4,514 SqFt 73 Active$7,149,0001446 Calle Bogota , Summerland, FL 4 Beds4 Baths4,706 SqFt 86 Active$5,999,0004500 Filer Cove Road , Big Torch, FL 4 Beds4 Baths4,315 SqFt 42 Active$5,995,000999 Flagship Drive , Summerland, FL 3 Beds4 Baths3,531 SqFt 121 Active$5,950,000681 Sugarloaf Boulevard , Sugarloaf, FL 6 Beds4 Baths3,208 SqFt 26 Active$5,900,000220 Caribbean Drive E , Summerland, FL 5 Beds7 Baths4,981 SqFt 132 Active$5,850,000815 Shore Drive E , Summerland, FL 7 Beds6 Baths4,531 SqFt 54 Active$5,600,000974 Flagship Drive , Summerland, FL 4 Beds4 Baths5,608 SqFt 8 Active$5,200,0001041 Buttonwood Drive , Sugarloaf, FL 5 Beds8 Baths4,953 SqFt 103 Active$4,724,90017024 Green Turtle Lane W , Sugarloaf, FL 4 Beds4 Baths2,773 SqFt 55 Active$3,995,000225 Colson Drive , Cudjoe, FL 6 Beds7 Baths4,976 SqFt 62 Active$3,490,000361 Ave D , Summerland, FL 2 Beds3 Baths1,818 SqFt 28 Active$3,290,000271 Indies Drive W , Ramrod, FL 4 Beds4 Baths2,320 SqFt 44 Active$3,200,00017398 Dolphin Street E , Sugarloaf, FL 4 Beds3 Baths2,404 SqFt 62 Active$3,199,0001008 Calico Jack Circle , Cudjoe, FL 3 Beds2 Baths1,368 SqFt 28 Active$3,195,00027440 Indies Drive W , Ramrod, FL 4 Beds4 Baths2,607 SqFt 37 Active$2,999,00015800 Old State Road 4A Road 4A, Sugarloaf, FL 2 Beds3 Baths1,548 SqFt 56 Active$2,995,000451 Shore Drive E , Summerland, FL 4 Beds3 Baths2,416 SqFt 36 Active$2,750,000333 Indies Road , Ramrod, FL 4 Beds6 Baths3,224 SqFt 37 Active$2,698,00020864 4th Avenue W , Cudjoe, FL 3 Beds4 Baths3,056 SqFt 41 Active$2,685,00022684 Jolly Roger Drive , Cudjoe, FL 3 Beds2 Baths1,819 SqFt 31 Active$2,600,0001151 Sugarloaf Boulevard , Sugarloaf, FL 3 Beds2 Baths2,144 SqFt 10 Active$2,500,00020995 2nd Avenue W , Cudjoe, FL 3 Beds3 Baths2,184 SqFt 19 Active$2,495,00024931 Overseas Highway , Summerland, FL 2 Beds4 Baths1,965 SqFt 44 Active$2,399,00019527 Indian Mound Drive , Sugarloaf, FL 3 Beds3 Baths1,752 SqFt 47 Active$2,399,000948 Gulf Drive , Summerland, FL 3 Beds3 Baths2,010 SqFt 35 Active$2,399,00023076 Tarpon Lane , Cudjoe, FL 4 Beds4 Baths1,938 SqFt 63 Active$2,395,00017057 Bonita Lane W , Sugarloaf, FL 3 Beds3 Baths2,366 SqFt 35 Active$2,395,000359 La Fitte Road , Little Torch, FL 4 Beds3 Baths3,057 SqFt 53 Active$2,375,000205 Point Drive S , Sugarloaf, FL 5 Beds4 Baths2,772 SqFt 44 Open House Active$2,290,00022766 Jolly Roger Drive , Cudjoe, FL 3 Beds2 Baths1,884 SqFt 47 Active$2,275,0001165 Lagoon Drive , Summerland, FL 3 Beds2 Baths2,156 SqFt 39 Active$2,200,000474 Shore Drive W , Summerland, FL 4 Beds3 Baths2,162 SqFt 77 Active$2,145,00027365 St Lucie Lane , Ramrod, FL 5 Beds5 Baths2,406 SqFt 45 Active$2,095,0001126 Lagoon Drive , Summerland, FL 3 Beds2 Baths2,088 SqFt 33 Active$1,999,9001082 Bay Drive , Summerland, FL 4 Beds3 Baths1,440 SqFt 45 Active$1,999,0001143 De Lussan Lane , Cudjoe, FL 3 Beds2 Baths1,764 SqFt 56 Open House Active$1,990,0003127 Stewart Road , Middle Torch, FL 3 Beds2 Baths1,841 SqFt 98 Active$1,950,00019512 Aztec Street , Sugarloaf, FL 3 Beds3 Baths1,760 SqFt 52 Active$1,900,000241 Indies Drive W , Ramrod, FL 4 Beds3 Baths2,008 SqFt 62 Active$1,899,0001106 Thatch Lane , Cudjoe, FL 4 Beds4 Baths2,548 SqFt 27 Active$1,695,000165 Colson Drive , Cudjoe, FL 3 Beds2 Baths1,560 SqFt 33 Active$1,675,000361 Caribbean Drive E , Summerland, FL 3 Beds3 Baths1,880 SqFt 45 Active$1,649,50028537 John Silver Road , Little Torch, FL 3 Beds3 Baths1,552 SqFt 43 Contingent/Show$1,600,000408 Sawyer Drive , Cudjoe, FL 2 Beds2 Baths1,330 SqFt 28 Active$1,550,0001312 Ocean Drive , Summerland, FL 3 Beds3 Baths1,350 SqFt 32 Active$1,500,00021092 1St Avenue , Cudjoe, FL 2 Beds2 Baths1,026 SqFt 49 Active$1,499,000164 Tortuga Lane , Cudjoe, FL 3 Beds2 Baths1,600 SqFt 39 Active$1,499,00028532 Dirk Road , Little Torch, FL 3 Beds2 Baths1,530 SqFt 42 Active$1,495,0001172 Coates Lane , Cudjoe, FL 3 Beds3 Baths1,794 SqFt 52 Active$1,450,000733 Pirates Road , Little Torch, FL 3 Beds2 Baths1,464 SqFt 42 Contingent/Show$1,450,00020880 6Th Avenue W , Cudjoe, FL 2 Beds2 Baths1,761 SqFt 25 Active$1,440,0001124 De Lussan Lane , Cudjoe, FL 3 Beds2 Baths1,404 SqFt 50 Active$1,399,000403 Indies Road , Ramrod, FL 2 Beds2 Baths1,344 SqFt 42 Active$1,379,9991078 Picard Lane , Cudjoe, FL 3 Beds2 Baths1,488 SqFt 41 Active$1,350,00016941 Driftwood Lane , Sugarloaf, FL 3 Beds3 Baths1,700 SqFt 47 Active$1,349,00017123 Green Turtle Lane W , Sugarloaf, FL 3 Beds2 Baths1,456 SqFt 45 Active$1,300,00023058 Sailfish Lane , Cudjoe, FL 3 Beds3 Baths1,280 SqFt 51 Open House Active$1,299,000845 Gulf Drive , Summerland, FL 2 Beds2 Baths1,008 SqFt 27 Active$1,295,00024347 Caribbean Drive W , Summerland, FL 3 Beds2 Baths1,232 SqFt 42 Contingent/Show$1,295,00023028 Sailfish Lane , Cudjoe, FL 3 Beds2 Baths1,360 SqFt 31 Active$1,275,00027310 Indies Drive W , Ramrod, FL 2 Beds3 Baths1,120 SqFt 97 Active$1,275,0001342 Ocean Drive , Summerland, FL 2 Beds2 Baths992 SqFt 34 Active$1,260,00017240 Oleander Lane , Sugarloaf, FL 3 Beds2 Baths1,512 SqFt 10 Active$1,250,00019831 Date Palm Drive , Sugarloaf, FL 2 Beds2 Baths1,008 SqFt 41 Contingent/Show$1,200,00027367 Martinique Lane , Ramrod, FL 4 Beds3 Baths2,080 SqFt 23 Active$1,200,00021082 6Th Avenue 21082, Cudjoe, FL 3 Beds3 Baths2,274 SqFt 35 Active$1,199,900701 Spanish Main Drive 221, Cudjoe, FL 2 Beds2 Baths864 SqFt 51 Open House Active$1,199,0001077 Picard Lane , Cudjoe, FL 3 Beds2 Baths1,440 SqFt 35 Active$1,195,000285 Blackbeard Road , Little Torch, FL 3 Beds2 Baths1,576 SqFt 39 Active$1,190,000757 La Fitte Road , Little Torch, FL 2 Beds1 Baths768 SqFt 52 Active$1,150,00076 Shore Drive W , Summerland, FL 3 Beds2 Baths1,028 SqFt 40 Contingent/Show$1,149,00022939 Gasparilla Lane , Cudjoe, FL 3 Beds2 Baths1,434 SqFt 11 Active$1,129,00026961 Dolphin Road , Ramrod, FL 4 Beds2 Baths1,376 SqFt 28 Active$1,100,00027725 Sea Whip Street , Little Torch, FL 3 Beds2 Baths1,400 SqFt 27 Active$1,100,00017206 Jamaica Lane , Sugarloaf, FL 3 Beds2 Baths1,326 SqFt 44 Active$1,075,00027399 Jamaica Lane , Ramrod, FL 3 Beds2 Baths1,288 SqFt 32 Open House Active$1,075,00021066 3Rd Avenue , Cudjoe, FL 2 Beds1 Baths1,245 SqFt 24 Contingent/Show$1,050,000735 Caribbean Drive E , Summerland, FL 2 Beds2 Baths1,200 SqFt 14 Active$989,00017396 Jamaica Lane , Sugarloaf, FL 3 Beds2 Baths1,224 SqFt 86 Active$980,000701 Spanish Main Drive 47, Cudjoe, FL 2 Beds2 Baths816 SqFt 41 Contingent/Show$950,000221 Cutthroat Drive , Cudjoe, FL 2 Beds2 Baths1,056 SqFt 25 Active$949,000463 Lesrohde Drive , Ramrod, FL 3 Beds2 Baths1,500 SqFt 33 Active$949,00022957 Drake Lane , Cudjoe, FL 2 Beds2 Baths1,008 SqFt 43 Active$947,0001613 Bayview Drive , Little Torch, FL 3 Beds2 Baths1,242 SqFt 30 Active$925,00091 Frazier Lane , Sugarloaf, FL 4 Beds2 Baths1,544 SqFt 40 Active$899,000677 Heck Avenue , Little Torch, FL 2 Beds2 Baths875 SqFt 29 Contingent/Show$899,00027359 Jamaica Lane , Ramrod, FL 3 Beds2 Baths1,056 SqFt 28 Contingent/Show$899,00027385 St Lucie Lane , Ramrod, FL 2 Beds2 Baths1,988 SqFt 34 Active$899,00024357 Caribbean Drive W , Summerland, FL 2 Beds2 Baths900 SqFt 38 Contingent/Show$879,0001581 State Road 4A, Little Torch, FL 3 Beds2 Baths1,144 SqFt 29 Active$879,00022524 La Fitte Drive , Cudjoe, FL 2 Beds1 Baths798 SqFt 31 Active$875,00026868 Mariposa Road , Ramrod, FL 4 Beds2 Baths1,456 SqFt 35 Active$859,900701 Spanish Main Drive 48, Cudjoe, FL 2 Beds2 Baths849 SqFt 31 Active$850,0004099 Egret Lane , Big Torch, FL 2 Beds2 Baths1,040 SqFt 47 Active$850,00019611 Tequesta Street , Sugarloaf, FL 3 Beds3 Baths1,564 SqFt View All Listings
