Homes over $1M in Islamorada, FL
67 for sale · 108 homes listed · Updated November 9, 2026 · Page 2 of 3
- 115 Villa Bella Drive, Islamorada 33036 $4,899,000 · 4 bd · 4 ba · 2,476 sqft
- 111 Anglers Way, Islamorada 33036 $1,199,999 · 2 bd · 3 ba · 1,376 sqft
- 80902 Old Highway, Islamorada 33036 $2,950,000 · 4 bd · 3 ba · 3,550 sqft
- 36 Park Road, Islamorada 33036 $1,495,000 · 4 bd · 3 ba · 2,277 sqft
- 161 Palermo Drive, Islamorada 33036 $1,950,000 · 3 bd · 2 ba · 1,190 sqft
- 115 Villa Bella, Islamorada 33036 $4,899,000 · 4 bd · 4 ba · 2,476 sqft
- 33 Pen Key Club Drive, Islamorada 33036 $2,195,000 · 3 bd · 4 ba · 4,537 sqft
- 154 Carroll Street, Islamorada 33036 $2,699,000 · 4 bd · 4 ba · 3,315 sqft
- 107 Azalea Street, Islamorada 33036 $2,800,000 · 5 bd · 3 ba · 1,950 sqft
- 59 West Plaza Del Sol, Islamorada 33036 $3,275,000 · 5 bd · 3 ba · 2,922 sqft
- 133 Anglers Way, Islamorada 33036 $1,700,000 · 2 bd · 3 ba · 1,170 sqft
- 82719 Old Highway, Islamorada 33036 $24,995,000 · 7 bd · 11 ba · 10,182 sqft
- 179 Azalea Street, Islamorada 33070 $2,450,000 · 4 bd · 4 ba · 1,800 sqft
- 74501 Overseas Highway, Islamorada 33036 $4,850,000 · 5 bd · 4 ba · 3,772 sqft
- 131 Ojibway Avenue, Islamorada 33070 $3,200,000 · 4 bd · 4 ba · 3,715 sqft
- 191 East Carroll Street, Islamorada 33036 $1,250,000 · 3 bd · 3 ba · 1,550 sqft
- 189 Carroll Street, Islamorada 33036 $1,250,000 · 3 bd · 3 ba · 1,525 sqft
- 80639 Old Highway 201, Islamorada 33036 Pending $3,495,000 · 4 bd · 5 ba · 2,539 sqft
- 166 Bayview Drive, Islamorada 33036 Pending $4,700,000 · 4 bd · 4 ba
- 113 San Juan Drive Boat Slip, Islamorada 33036 Pending $1,695,000 · 3 bd · 2 ba · 1,490 sqft
- 19 Avacado Street, Islamorada 33036 Pending $13,750,000 · 5 bd · 7 ba · 5,489 sqft
- 155 Palo De Oro Drive, Islamorada 33036 Pending $4,500,000 · 4 bd · 6 ba
- 18 Pen Key Club, Islamorada 33036 Pending $3,900,000 · 3 bd · 3 ba · 2,600 sqft
- 75761 Overseas Highway, Islamorada 33036 Active Under Contract $4,500,000 · 4 bd · 4 ba · 3,001 sqft
- 136 Giardino Drive, Islamorada 33036 Active Under Contract $3,250,000 · 4 bd · 3 ba · 3,481 sqft
- 142 Gulfview Drive, Islamorada 33036 Active Under Contract $1,075,000 · 3 bd · 4 ba · 1,888 sqft
- 87950 Overseas Highway, Islamorada 33036 Active Under Contract $3,800,000 · 5 bd · 3 ba · 2,464 sqft
- 82779 Old Highway 14, Islamorada 33036 Active Under Contract $3,950,000 · 4 bd · 5 ba · 2,574 sqft
- 186 165 Bayview Drive, Islamorada 33036 Active Under Contract $10,900,000 · 6 bd · 5 ba · 4,394 sqft
- 109 Milano Drive, Islamorada 33036 Active Under Contract $2,500,000 · 3 bd · 3 ba · 1,368 sqft
- 105 Palo De Oro Drive, Islamorada 33036 Active Under Contract $3,995,000 · 5 bd · 3 ba · 2,640 sqft
- 121 Lisbon Court, Islamorada 33036 Active Under Contract $2,000,000 · 2 bd · 2 ba · 1,228 sqft
- 87851 Old Highway M3, Islamorada 33036 Active Under Contract $1,075,000 · 2 bd · 2 ba · 1,536 sqft
- 141 Canal Street, Islamorada 33070 Active Under Contract $3,499,000 · 5 bd · 6 ba · 5,061 sqft
- 131 Bayview Isle Drive, Islamorada 33036 Active Under Contract $3,900,000 · 3 bd · 3 ba · 2,148 sqft
- 316 Woods Avenue, Islamorada 33070 Active Under Contract $2,375,000 · 4 bd · 4 ba · 2,793 sqft
- 87851 Old Highway M42, Islamorada 33036 Active Under Contract $1,385,000 · 3 bd · 2 ba · 1,736 sqft
- 139 Gimpy Gulch Drive, Islamorada 33036 Active Under Contract $13,900,000 · 6 bd · 9 ba · 6,573 sqft
- 113 Villa Bella Drive, Islamorada 33036 Active Under Contract $2,550,000 · 5 bd · 3 ba · 2,759 sqft
- 87445 Old Highway, Islamorada 33036 Active Under Contract $3,995,000 · 5 bd · 4 ba · 4,014 sqft
- 430 Palm Drive, Islamorada 33036 Active Under Contract $5,999,000 · 5 bd · 7 ba · 5,153 sqft
- 321 Tollgate Shores Drive, Islamorada 33036 Active Under Contract $1,100,000 · 2 bd · 2 ba · 1,532 sqft
- 102 Anglers Way, Islamorada 33036 Active Under Contract $1,150,000 · 2 bd · 3 ba · 1,376 sqft
- 121 Severino Drive, Islamorada 33036 Active Under Contract $3,000,000 · 3 bd · 3 ba · 1,422 sqft
- 130 Palm Lane, Islamorada 33036 Active Under Contract $2,250,000 · 3 bd · 3 ba · 2,796 sqft
- 75931 Overseas Highway, Islamorada 33036 Active Under Contract $7,400,000 · 5 bd · 6 ba · 4,770 sqft
- 80201 Overseas Highway, Islamorada 33036 Off market since Sep 2026 $7,400,000 · 5 bd · 6 ba · 4,764 sqft
- 82749 Old Highway, Islamorada 33036 Off market since Sep 2026 $6,900,000 · 3 bd · 3 ba · 1,485 sqft
- 109 Columbus Drive, Islamorada 33036 Off market since Aug 2026 $6,700,000 · 4 bd · 5 ba · 3,860 sqft
- 79775 Overseas Highway, Islamorada 33036 Off market since Sep 2026 $29,500,000 · 6 bd · 6 ba · 3,104 sqft