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Homes For Sale in Islamorada, FL

Mile Marker 90.7 to 73,  Zip Code: 33036

Islamorada, known as "The Village of Islands" since its incorporation in 1997, includes the lower half of Plantation Key, Windley Key, and Upper and Lower Matecumbe Keys. Prior to incorporation, Islamorada (which means "Island Home," "Purple Isle," or "Island of Death," take your pick - we prefer "Island Home") was the name of the small town on Upper Matecumbe Key.


Quaint, quiet and refined, Islamorada wasn't always so genteel. After the Spanish "Plate" fleet wrecked along the reefs in 1733 (13 wrecks from that fleet have been identified in the waters off Islamorada), locals decided there was a lot more fun and profit in salvaging wrecks than losing fingers to stone crabs. Following the lead of the resident Calusa Indians, they devised ways to place false markers along the reefs to lure ships onto the coral.
In the 1830's, the tiny island of Indian Key, sitting just offshore between Upper and Lower Matecumbe Keys, became a three-street village of 20 wreckers and their families with its own post office and resort hotel. For a short time, this town of wreckers was even the Dade County seat.


Islamorada is now known as the "Sportfishing Capital of the World." According to Bud N' Mary's Marina, an Islamorada landmark since1944, "More world record fish have been caught from our waters than any other location on earth." Charter fleets, marinas, outfitters, tackle shops and boat dealers are determined to keep it that way.  In addition, Islamorada offers classy restaurants, galleries and shops, as well as the famous Theater of the Sea, giving residents and visitors lots of beautiful places to see and lots of unique things to buy.


Text by Richard Callahan ©Copyright.  Property of Brett & Margo Newman.  May Not Be Copied without Permission

161 Results Price (high to low)
57
$6,900,000 For Sale
89251 Old Highway
Islamorada, FL 33070
3 beds, 3 baths | Single Family Home
1,243 sq ft, 6.95 acre lot
99
$4,300,000 For Sale
88547 Old Highway
Islamorada, FL 33070
4 beds, 3 baths | Single Family Home
3,438 sq ft, 1.5 acre lot
91
$3,795,000 For Sale
75971 Overseas Highway
Islamorada, FL 33036
4 beds, 4 full, 1 partial baths | Single Family Home
6,065 sq ft, 1.31 acre lot
47
$2,250,000 For Sale
132 Harbor Lane
Islamorada, FL 33070
4 beds, 4 baths | Single Family Home
3,365 sq ft, 0.15 acre lot
63
$2,149,000 For Sale
134 Milano Drive
Islamorada, FL 33036
5 beds, 5 baths | Single Family Home
3,576 sq ft, 0.23 acre lot
50
$1,985,000 For Sale
95 Sea Lane
Islamorada, FL 33036
5 beds, 3 full, 1 partial baths | Single Family Home
4,500 sq ft, 0.23 acre lot
58
$1,690,000 For Sale
178 Indian Mound Trail
Islamorada, FL 33070
4 beds, 3 baths | Single Family Home
2,993 sq ft, 0.22 acre lot
50
$1,475,000 For Sale
113 Villa Bella Drive
Islamorada, FL 33036
5 beds, 3 baths | Single Family Home
2,759 sq ft, 0.16 acre lot
91
$1,195,000 For Sale
183 Venetian Way #+15Acres
Islamorada, FL 33036
4 beds, 3 full, 1 partial baths | Single Family Home
2,702 sq ft, 15.46 acre lot
72
$925,000 For Sale
122 South Drive
Islamorada, FL 33036
3 beds, 3 baths | Single Family Home
2,300 sq ft, 0.18 acre lot
25
$8,750,000 For Sale
87437 Old Highway
Islamorada, FL 33036
10 beds, 9 baths | Single Family Home
5,875 sq ft, 5.5 acre lot
22
$7,500,000 New For Sale
82500 Old State Road
Islamorada, FL 33036
4 beds, 3 baths | Single Family Home
3,443 sq ft, 2.65 acre lot
41
$6,950,000 For Sale
89625 Old Highway
Islamorada, FL 33070
4 beds, 4 baths | Single Family Home
5,848 sq ft, 3.37 acre lot
76
$5,995,000 New For Sale
181 Indian Mound Trail
Islamorada, FL 33070
6 beds, 6 full, 1 partial baths | Single Family Home
8,646 sq ft, 0.39 acre lot
9
$5,400,000 For Sale
85261 Old Highway
Islamorada, FL 33036
3 beds, 2 baths | Single Family Home
1,839 sq ft, 2.68 acre lot
37
$5,000,000 For Sale
161 Palo De Oro Drive
Islamorada, FL 33036
8 beds, 6 full, 1 partial baths | Single Family Home
6,308 sq ft, 0.49 acre lot
49
$4,750,000 For Sale
80531 Old H Highway
Islamorada, FL 33036
3 beds, 3 full, 1 partial baths | Single Family Home
2,748 sq ft, 4.33 acre lot
44
$4,600,000 For Sale
169 Indian Mound Trail
Islamorada, FL 33070
3 beds, 4 full, 1 partial baths | Single Family Home
3,315 sq ft, 0.45 acre lot
54
$3,888,000 For Sale
144 Bayview Drive
Islamorada, FL 33036
3 beds, 3 full, 1 partial baths | Single Family Home
3,805 sq ft, 0.36 acre lot
29
$3,800,000 For Sale
140 Madeira Road
Islamorada, FL 33036
4 beds, 4 baths | Single Family Home
3,193 sq ft, 1.38 acre lot
Listings 1-20 out of 161 Previous 1 2 3 4 5 Next

© 2017 Florida Keys Board of Realtors All rights reserved. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of the Florida Keys Board of Realtors®, Florida Keys MLS, Inc. Real Estate Listings held by brokerage firms other than Coldwell Banker Schmitt Real Estate Co. are marked with the MLS logo and detailed information about them includes the name of the listing broker's office.

Information last updated on 2017-08-18.

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Brett Newman
Margo Newman
Rebecca Callahan

P (305) 393-1770
F (305) 664-4111
Email: brett@brettnewman.com

Coldwell Banker Schmitt Real Estate Co.
85996 Overseas Hwy
Islamorada, FL 33036
305-393-1770