Explore Middle Keys Florida33042 Homes for Sale 41 Active$289,000701 Spanish Main Drive 423, Cudjoe, FL 1 Beds1 Baths316 SqFt 23 Contingent/Show$299,90027965 Tarpon Terrace , Little Torch, FL 2 Beds1 Baths756 SqFt 31 Active$325,000701 Spanish Main Drive 457, Cudjoe, FL 2 Beds1 Baths664 SqFt 13 Active$345,00027950 Porgie , Little Torch, FL 2 Beds2 Baths840 SqFt 31 Active$349,000701 Spanish Main Drive 62, Cudjoe, FL 2 Beds1 Baths756 SqFt 33 Active$359,000701 Spanish Main Drive 625, Cudjoe, FL 2 Beds1 Baths720 SqFt 35 Contingent$389,00027942 Snapper Lane , Little Torch, FL 2 Beds1 Baths767 SqFt 28 Active$474,000701 Spanish Main Drive 83, Cudjoe, FL 2 Beds1 Baths770 SqFt 13 Active$499,00027007 Angelfish Road , Ramrod, FL 1,201 SqFt 54 Contingent$499,900701 Spanish Main Drive 273, Cudjoe, FL 2 Beds2 Baths816 SqFt 43 Active$549,900701 Spanish Main Drive 440, Cudjoe, FL 2 Beds2 Baths773 SqFt 76 Active$550,000701 Spanish Main Drive 329, Cudjoe, FL 1 Beds1 Baths320 SqFt 34 Active$599,000701 Spanish Main Drive 128, Cudjoe, FL 2 Beds2 Baths816 SqFt 44 Active$599,000701 Spanish Main Drive 154, Cudjoe, FL 2 Beds2 Baths836 SqFt 74 Active$600,000701 Spanish Main Drive 417, Cudjoe, FL 2 Beds2 Baths758 SqFt 24 Active$629,000701 Spanish Main Drive 343, Cudjoe, FL 2 Beds2 Baths816 SqFt 60 Active$649,00027775 Sea Whip Street , Little Torch, FL 2 Beds2 Baths920 SqFt 25 Active$649,000701 Spanish Main Drive 335, Cudjoe, FL 2 Beds1 Baths718 SqFt 31 Active$650,000701 Spanish Main Drive 247, Cudjoe, FL 2 Beds2 Baths860 SqFt 62 Active$659,000701 Spanish Main Drive 366, Cudjoe, FL 2 Beds2 Baths816 SqFt 50 Contingent/Show$659,00027732 Astrangia Avenue , Little Torch, FL 2 Beds2 Baths1,092 SqFt 56 Active$675,000701 Spanish Main Drive 466, Cudjoe, FL 2 Beds2 Baths816 SqFt 30 Active$699,000701 Spanish Main Drive 392, Cudjoe, FL 2 Beds2 Baths864 SqFt 126 Contingent/Show$700,000323 Lesrohde Drive , Ramrod, FL 2 Beds2 Baths960 SqFt 20 Contingent/Show$715,00053 Gold Boullion Road , Cudjoe, FL 3 Beds2 Baths1,404 SqFt 72 Contingent/Show$719,00025083 Palm Lane , Summerland, FL 2 Beds2 Baths1,106 SqFt 24 Active$728,000701 Spanish Main Drive 79, Cudjoe, FL 2 Beds2 Baths816 SqFt 16 Active$749,000268 Spanish Main Drive , Cudjoe, FL 2 Beds2 Baths1,056 SqFt 29 Active$749,00091 Frazier Lane , Sugarloaf, FL 4 Beds2 Baths1,544 SqFt 35 Active$749,90087 Lake Drive N , Summerland, FL 2 Beds1 Baths1,024 SqFt 43 Active$749,90027999 Lobster Tail Trail , Little Torch, FL 3 Beds2 Baths1,176 SqFt 44 Active$749,900701 Spanish Main Drive 30, Cudjoe, FL 2 Beds2 Baths865 SqFt 10 Active$769,000124 Yardarm Road , Cudjoe, FL 3 Beds2 Baths1,064 SqFt 33 Active$774,00028551 Buccaneer Road , Little Torch, FL 2 Beds2 Baths841 SqFt 24 Active$774,00019570 Mayan Street , Sugarloaf, FL 3 Beds2 Baths1,544 SqFt 5 Active$785,000134 Shore Lane , Sugarloaf, FL 31 Active$785,0004099 Egret Lane , Big Torch, FL 2 Beds2 Baths1,040 SqFt 32 Active$789,000753 Diane Avenue , Little Torch, FL 2 Beds2 Baths900 SqFt 45 Active$795,00028150 Dorothy Avenue , Little Torch, FL 4 Beds2 Baths1,608 SqFt 46 Active$795,000910 Shore Drive E , Summerland, FL 3 Beds2 Baths1,872 SqFt 23 Open House Active$799,000283 Pirates Road , Little Torch, FL 2 Beds1 Baths768 SqFt 61 Active$799,900701 Spanish Main Drive 167, Cudjoe, FL 2 Beds2 Baths864 SqFt 77 Active$835,000701 Spanish Main Drive 333, Cudjoe, FL 2 Beds2 Baths814 SqFt 24 Active$839,00093 Venetian Way , Sugarloaf, FL 3 Beds2 Baths1,632 SqFt 40 Open House Active$845,00023930 Overseas Highway , Summerland, FL 3 Beds3 Baths1,360 SqFt 46 Active$849,000743 Indies Road , Ramrod, FL 2 Beds2 Baths984 SqFt 34 Contingent/Show$849,90028120 County Road , Little Torch, FL 3 Beds2 Baths1,350 SqFt 36 Active$850,00019533 Mayan Drive , Sugarloaf, FL 3 Beds2 Baths1,372 SqFt 44 Active$850,000701 Spanish Main Drive 374, Cudjoe, FL 2 Beds2 Baths816 SqFt 70 Contingent$875,000701 Spanish Main Drive 279, Cudjoe, FL 2 Beds2 Baths725 SqFt 10 Active$895,00019831 Date Palm Drive , Sugarloaf, FL 2 Beds2 Baths1,008 SqFt 31 Active$899,00022953 John Silver Lane , Cudjoe, FL 2 Beds2 Baths960 SqFt 36 Contingent/Show$899,00021066 3Rd Avenue , Cudjoe, FL 2 Beds1 Baths1,245 SqFt 23 Contingent/Show$899,00022988 Long Ben Lane , Cudjoe, FL 3 Beds2 Baths1,196 SqFt 32 Active$899,00024833 Park Drive , Summerland, FL 2 Beds2 Baths1,166 SqFt 32 Active$899,900663 Indies Road , Ramrod, FL 2 Beds2 Baths1,056 SqFt 47 Active$905,000589 Powell Avenue , Little Torch, FL 4 Beds2 Baths1,568 SqFt 37 Contingent$925,000273 Indies Road , Ramrod, FL 2 Beds2 Baths1,052 SqFt 33 Active$949,00022957 Drake Lane , Cudjoe, FL 2 Beds2 Baths1,008 SqFt 37 Active$966,000139 Le Grand Lane , Cudjoe, FL 3 Beds1 Baths1,300 SqFt 31 Active$970,00028571 Buccaneer Road , Little Torch, FL 3 Beds2 Baths1,034 SqFt 31 Active$975,00027417 Cayman Lane , Ramrod, FL 2 Beds1 Baths1,085 SqFt 36 Active$985,000346 Blackbeard Road , Little Torch, FL 3 Beds2 Baths1,188 SqFt 43 Active$985,000701 Spanish Main Drive 49, Cudjoe, FL 2 Beds1 Baths806 SqFt 40 Active$998,00017236 Keystone Road , Sugarloaf, FL 2 Beds2 Baths1,155 SqFt 35 Contingent$1,075,00027285 Mariposa Road , Ramrod, FL 3 Beds2 Baths1,152 SqFt 45 Active$1,085,000701 Spanish Main Drive 51, Cudjoe, FL 2 Beds2 Baths888 SqFt 68 Open House Active$1,095,000554 Shore Drive W , Summerland, FL 3 Beds2 Baths1,407 SqFt 44 Active$1,097,000701 Spanish Main Drive 214, Cudjoe, FL 2 Beds2 Baths779 SqFt 28 Active$1,100,00027725 Sea Whip Street , Little Torch, FL 3 Beds2 Baths1,400 SqFt 34 Open House Active$1,100,00027486 Martinique Lane , Ramrod, FL 3 Beds2 Baths1,056 SqFt 55 Active$1,125,00028550 Doubloon Road , Little Torch, FL 3 Beds2 Baths2,371 SqFt 28 Active$1,145,00023022 Snapper Lane , Cudjoe, FL 3 Beds2 Baths1,225 SqFt 41 Active$1,150,00022837 Calico Jack Circle , Cudjoe, FL 2 Beds2 Baths1,008 SqFt 38 Active$1,190,000757 La Fitte Road , Little Torch, FL 2 Beds1 Baths768 SqFt 60 Open House Active$1,190,0001342 Ocean Drive , Summerland, FL 2 Beds2 Baths992 SqFt 44 Active$1,195,000285 Blackbeard Road , Little Torch, FL 3 Beds2 Baths1,576 SqFt 32 Contingent/Show$1,199,00017277 Dolphin Street E , Sugarloaf, FL 3 Beds2 Baths1,404 SqFt 45 Active$1,200,000696 Heck Avenue , Little Torch, FL 3 Beds2 Baths1,488 SqFt 19 Active$1,200,00025074 5th Street , Summerland, FL 3 Beds2 Baths1,680 SqFt 41 Contingent/Show$1,245,000421 Indies W , Ramrod, FL 2 Beds2 Baths1,124 SqFt 49 Active$1,249,00023018 Sailfish Lane , Cudjoe, FL 3 Beds2 Baths1,280 SqFt 56 Active$1,249,000589 Powell Avenue , Little Torch, FL 4 Beds2 Baths1,568 SqFt 50 Active$1,249,00027984 Barton Avenue , Little Torch, FL 2 Beds2 Baths1,100 SqFt 42 Active$1,250,00021024 2Nd Avenue , Cudjoe, FL 2 Beds2 Baths1,313 SqFt 53 Active$1,275,000845 Gulf Drive , Summerland, FL 2 Beds2 Baths1,008 SqFt 38 Active$1,275,0001327 Hudgins Drive , Summerland, FL 2 Beds2 Baths957 SqFt 47 Open House Active$1,275,000133 Galleon Lane , Cudjoe, FL 3 Beds2 Baths1,780 SqFt 39 Active$1,289,900146 Sugarloaf Drive , Sugarloaf, FL 3 Beds2 Baths1,859 SqFt 45 Active$1,299,00027397 Tobago Lane , Ramrod, FL 3 Beds2 Baths1,500 SqFt 39 Active$1,299,99966 Colson Drive , Cudjoe, FL 3 Beds2 Baths1,764 SqFt 46 Active$1,329,000137 Caribbean Drive E , Summerland, FL 2 Beds2 Baths1,120 SqFt 53 Active$1,330,00022521 Jolly Roger Drive , Cudjoe, FL 4 Beds3 Baths1,728 SqFt 66 Active$1,349,000246 Colson Drive , Cudjoe, FL 3 Beds2 Baths1,541 SqFt 59 Contingent/Show$1,349,000381 Caribbean Drive E , Summerland, FL 3 Beds3 Baths1,548 SqFt 39 Open House Active$1,350,00017215 Bonita Lane E , Sugarloaf, FL 3 Beds2 Baths1,528 SqFt 55 Active$1,399,000887 Grenada Lane , Little Torch, FL 2 Beds2 Baths936 SqFt 65 Active$1,399,000165 Cutlass Lane , Cudjoe, FL 4 Beds3 Baths2,448 SqFt 55 Active$1,450,00016941 Driftwood Lane , Sugarloaf, FL 3 Beds3 Baths1,700 SqFt View All Listings