Explore Middle Keys Florida33036 Homes for Sale 80 Active$29,750,000141 Cortez Drive , ISLAMORADA, FL 10 Beds11 Baths3,772 SqFt 170 Active$19,990,00087429 Old Highway , ISLAMORADA, FL 6 Beds7 Baths6,602 SqFt 154 Active$19,000,000180 Galleon Road , ISLAMORADA, FL 6 Beds9 Baths7,160 SqFt 42 Active$14,500,00087895 Old Highway , ISLAMORADA, FL 5 Beds8 Baths9,011 SqFt 83 Active$14,000,00083283 Old Highway , ISLAMORADA, FL 7 Beds9 Baths6,696 SqFt 48 Contingent$7,950,00075751 Overseas Highway , ISLAMORADA, FL 5 Beds5 Baths3,113 SqFt 64 Active$7,499,99975560 Overseas Highway , ISLAMORADA, FL 4 Beds4 Baths3,228 SqFt 33 Active$6,500,00075691-71 Overseas Highway , ISLAMORADA, FL 3 Beds2 Baths1,331 SqFt 34 Active$5,975,00074870 Overseas Highway , ISLAMORADA, FL 5 Beds6 Baths5,342 SqFt 33 Active$5,900,00075730 Overseas Highway , ISLAMORADA, FL 3 Beds2 Baths1,264 SqFt 55 Active$5,300,000139 Bayview Isle Drive , ISLAMORADA, FL 4 Beds4 Baths2,304 SqFt 34 Active$5,200,00087950 Overseas Highway , ISLAMORADA, FL 5 Beds3 Baths2,764 SqFt 65 Active$5,100,00074501 Overseas Highway , ISLAMORADA, FL 5 Beds4 Baths3,772 SqFt 85 Active$5,088,000101 Gulfview Drive 314 \316, ISLAMORADA, FL 8 Beds6 Baths5,598 SqFt 80 Contingent/Show$5,000,00012 Flamingo Hammock Road , ISLAMORADA, FL 4 Beds5 Baths2,630 SqFt 53 Active$4,995,000442 Palm Drive , ISLAMORADA, FL 4 Beds3 Baths2,058 SqFt 49 Active$4,850,000218 Gulfview Drive , ISLAMORADA, FL 3 Beds3 Baths3,660 SqFt 35 Active$4,690,00075691 Overseas Highway , ISLAMORADA, FL 3 Beds2 Baths1,331 SqFt 41 Active$4,450,00096 Plaza Del Sol W , ISLAMORADA, FL 4 Beds4 Baths3,004 SqFt 44 Active$4,225,000119 Plaza Del Lago Islamorada W , ISLAMORADA, FL 4 Beds4 Baths3,332 SqFt 40 Active$4,200,000101 Leserra Lane , ISLAMORADA, FL 6 Beds6 Baths3,600 SqFt 76 Active$4,195,00028 Pen Key Drive , ISLAMORADA, FL 4 Beds4 Baths3,044 SqFt 50 Active$3,999,000128 Plaza Del Sol W , ISLAMORADA, FL 6 Beds5 Baths2,843 SqFt 40 Active$3,995,00075631 Overseas Highway , ISLAMORADA, FL 3 Beds3 Baths2,502 SqFt 54 Active$3,750,00077501 Overseas Highway , ISLAMORADA, FL 4 Beds4 Baths3,272 SqFt 41 Active$3,750,000415 Palm Drive , ISLAMORADA, FL 3 Beds2 Baths2,928 SqFt 47 Active$3,500,00080639 Old Highway 201, ISLAMORADA, FL 4 Beds5 Baths2,539 SqFt 55 Active$3,464,000101 Gulfview Drive 314, ISLAMORADA, FL 5 Beds4 Baths3,499 SqFt 20 Active$3,195,000105 Carroll Street 6, ISLAMORADA, FL 4 Beds5 Baths2,576 SqFt 39 Contingent/Show$3,100,000112 Palo De Oro Drive , ISLAMORADA, FL 3 Beds2 Baths1,845 SqFt 43 Active$3,100,000139 Plaza Del Sol W , ISLAMORADA, FL 2 Beds4 Baths1,964 SqFt 31 Active$2,995,00076200 Overseas Highway , ISLAMORADA, FL 2 Beds2 Baths1,361 SqFt 51 Active$2,995,00087901 Old Highway , ISLAMORADA, FL 4 Beds5 Baths2,504 SqFt 36 Active$2,950,000112 Villa Bella Drive , ISLAMORADA, FL 4 Beds5 Baths1,963 SqFt 62 Active$2,900,000125 Giardino Drive , ISLAMORADA, FL 4 Beds5 Baths2,720 SqFt 46 Active$2,856,000137 Giardino Drive , ISLAMORADA, FL 3 Beds3 Baths2,175 SqFt 79 Active$2,850,000105 Buena Vista Court , ISLAMORADA, FL 4 Beds3 Baths2,095 SqFt 64 Active$2,800,000150 Valencia Drive , ISLAMORADA, FL 2 Beds2 Baths990 SqFt 45 Active$2,750,000148 Leoni Drive , ISLAMORADA, FL 3 Beds3 Baths1,860 SqFt 33 Active$2,599,000121 Lisbon Court , ISLAMORADA, FL 2 Beds2 Baths1,228 SqFt 72 Active$2,499,000113 Costa Bravo Drive 113, ISLAMORADA, FL 3 Beds3 Baths2,015 SqFt 31 Contingent/Show$2,400,000112 Palo De Oro Drive , ISLAMORADA, FL 3 Beds2 Baths1,845 SqFt 35 Active$2,400,00075091 Overseas Highway , ISLAMORADA, FL 2 Beds2 Baths1,534 SqFt 47 Active$2,250,00084745 Old Highway 9, ISLAMORADA, FL 3 Beds3 Baths1,680 SqFt 44 Active$2,139,000190 Gulfview Drive , ISLAMORADA, FL 4 Beds3 Baths1,629 SqFt 48 Active$2,099,000117 Villa Bella Drive , ISLAMORADA, FL 4 Beds3 Baths2,588 SqFt 25 Active$1,975,00080639 Old Highway 308, ISLAMORADA, FL 3 Beds3 Baths2,251 SqFt 24 Active$1,895,000101 Gulfview Drive 308, ISLAMORADA, FL 3 Beds3 Baths2,026 SqFt 32 Active$1,875,000240 Mohawk Street , ISLAMORADA, FL 3 Beds3 Baths1,786 SqFt 42 Active$1,800,00084745 Old Highway 14, ISLAMORADA, FL 3 Beds3 Baths1,750 SqFt 42 Active$1,800,00087851 Old Highway M36, ISLAMORADA, FL 3 Beds2 Baths2,150 SqFt 30 Active$1,795,000117 South Drive , ISLAMORADA, FL 4 Beds3 Baths1,794 SqFt 47 Active$1,675,000141 Aregood Lane C 1, ISLAMORADA, FL 2 Beds3 Baths1,248 SqFt 38 Active$1,674,000101 Gulfview Drive 316, ISLAMORADA, FL 3 Beds3 Baths2,026 SqFt 45 Active$1,650,00084745 Old Highway 12, ISLAMORADA, FL 3 Beds3 Baths1,680 SqFt 38 Active$1,580,000124 Venetian Way , ISLAMORADA, FL 4 Beds3 Baths2,150 SqFt 63 Active$1,500,00087851 Old Highway K1, ISLAMORADA, FL 4 Beds2 Baths1,813 SqFt 29 Active$1,499,000135 Anglers Way , ISLAMORADA, FL 2 Beds3 Baths1,314 SqFt 31 Active$1,495,000207 Russell Street , ISLAMORADA, FL 3 Beds2 Baths1,424 SqFt 39 Active$1,450,00084745 Old Highway 5, ISLAMORADA, FL 3 Beds3 Baths1,680 SqFt 30 Active$1,400,000129 Nautilus Drive , ISLAMORADA, FL 2 Beds2 Baths1,056 SqFt 42 Open House Active$1,399,00084745 Old Highway 1, ISLAMORADA, FL 3 Beds3 Baths1,680 SqFt 16 Active$1,390,000125 San Marco Drive BOAT SLIP 10, ISLAMORADA, FL 3 Beds3 Baths1,256 SqFt 32 Active$1,365,000136 Anglers Way , ISLAMORADA, FL 2 Beds3 Baths1,314 SqFt 36 Active$1,345,000101 Gulfview Drive 209 and 30 ft. boatslip, ISLAMORADA, FL 3 Beds3 Baths2,026 SqFt 42 Active$1,325,000102 Anglers Way , ISLAMORADA, FL 2 Beds3 Baths1,376 SqFt 33 Active$1,300,000137 Ridge Road E , ISLAMORADA, FL 3 Beds2 Baths1,739 SqFt 32 Contingent/Show$1,299,00084745 Old Highway 2, ISLAMORADA, FL 3 Beds3 Baths1,680 SqFt 25 Active$1,175,000202 Bay Street , ISLAMORADA, FL 3 Beds2 Baths1,544 SqFt 32 Active$1,155,00087851 Old Highway K5 & boat slip #42, ISLAMORADA, FL 2 Beds2 Baths1,536 SqFt 56 Active$1,150,000183 Orlando Drive , ISLAMORADA, FL 3 Beds3 Baths1,596 SqFt 45 Active$1,149,00087851 Old Highway K3 Boat Slip #46, ISLAMORADA, FL 2 Beds2 Baths1,736 SqFt 32 Active$1,100,00075811 Overseas Highway 1, ISLAMORADA, FL 3 Beds2 Baths975 SqFt 37 Active$1,100,00088181 Old Highway 43G and 30' slip 52, ISLAMORADA, FL 3 Beds2 Baths1,593 SqFt 54 Active$1,099,00075100 Overseas Highway Parcel B1, ISLAMORADA, FL 2 Beds2 Baths1,552 SqFt 64 Active$1,080,00087851 Old Highway M3, ISLAMORADA, FL 2 Beds2 Baths1,536 SqFt 38 Open House Active$1,050,000200 El Capitan Drive B4, ISLAMORADA, FL 3 Beds3 Baths1,700 SqFt 43 Active$1,025,000300 El Capitan Drive A-2, ISLAMORADA, FL 2 Beds3 Baths1,741 SqFt 39 Active$925,00088181 Old HWY Highway 2A, ISLAMORADA, FL 3 Beds2 Baths1,553 SqFt 69 Active$800,00088540 Overseas Highway A503, ISLAMORADA, FL 2 Beds2 Baths853 SqFt 40 Active$799,00088181 Old Highway g1 & 30' slip, ISLAMORADA, FL 3 Beds2 Baths1,593 SqFt 20 Contingent/Show$749,00079901 Overseas Highway 514, ISLAMORADA, FL 2 Beds2 Baths981 SqFt 40 Active$740,00088181 Old Highway 1G, ISLAMORADA, FL 3 Beds2 Baths1,593 SqFt 60 Active$739,00084961 Old Highway 26, ISLAMORADA, FL 3 Beds1 Baths400 SqFt 40 Active$710,00081801 Overseas Highway 722, ISLAMORADA, FL 1 Beds1 Baths550 SqFt 33 Contingent/Show$692,000112 Cortez Drive B1 (A), ISLAMORADA, FL 2 Beds2 Baths1,079 SqFt 15 Active$689,00084961 Old Highway 19, ISLAMORADA, FL 1 Beds1 Baths300 SqFt 27 Active$680,00081801 Overseas Highway 727, ISLAMORADA, FL 1 Beds1 Baths358 SqFt 12 Active$675,00088500 Overseas Highway 322, ISLAMORADA, FL 2 Beds2 Baths794 SqFt 31 Active$675,00079901 Overseas Highway 502, ISLAMORADA, FL 2 Beds2 Baths1,053 SqFt 38 Active$589,00080450 Overseas Highway 101, ISLAMORADA, FL 2 Beds3 Baths1,232 SqFt 32 Active$549,00079901 Overseas Highway 519, ISLAMORADA, FL 1 Beds2 Baths827 SqFt 54 Active$499,00087455 Old Highway 118, ISLAMORADA, FL 2 Beds2 Baths980 SqFt 36 Active$463,00087455 Old Highway 123, ISLAMORADA, FL 2 Beds2 Baths993 SqFt 46 Active$449,00087465 Old Highway 223, ISLAMORADA, FL 2 Beds2 Baths1,041 SqFt 46 Active$420,00080639 Old Highway 204, ISLAMORADA, FL 4 Beds5 Baths2,539 SqFt 27 Active$410,00079901 Overseas Highway 104, ISLAMORADA, FL 1 Beds1 Baths409 SqFt 35 Active$299,00088500 Overseas Highway 233, ISLAMORADA, FL 1 Beds1 Baths398 SqFt View All Listings
