44 Properties Available
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$2,900,000
Single Family Home
316 N Dr, Islamorada, FL 33036
Simply the best location, exclusive & extremely private. It's tucked away in the prestigious "Plantation Lake Estates," ...
Listed by RE/MAX Advance Realty II
$4,200,000
Single Family Home
77340 OVERSEAS HWY, Islamorada, FL 33036
Bayside Waterfront on US1 where your dream lifestyle becomes a reality! Nearly 'Builder's Acre' (34409 SF) right in the ...
Listed by Anchor Realty of FL, LLC.
$2,999,995
Single Family Home
122 Court Contessa, Islamorada, FL 33036
An unparalleled waterfront sanctuary in the prestigious and private beachside of Port Antigua, where luxury meets the la...
Listed by The Keyes Company
$499,900
Condo
87455 Old Hwy #248, Plantation Key, FL 33036
RARE 2 BEDROOM CONDO WITH OCEAN VIEWS FOR LESS THAN $500,000! THIS SPACIOUS CONDO OFFERS THE PERFECT BLEND OF COMFORT &...
Listed by The Keyes Company
$719,000
Single Family Home
82207 Old Hwy, Islamorada, FL 33036
Exceptional Opportunity in the Heart of Islamorada! Located in the desirable Village Center (VC) zoning district, this f...
Listed by Coldwell Banker Schmitt R.E.
$3,499,000
Single Family Home
109 Sapodilla Dr, Islamorada, FL 33036
Welcome to 109 Sapodilla Dr., Islamorada—a true waterfront gem on the peaceful Sandy Cove Basin. This solid concrete hom...
Listed by Pine River Realty, LLC.
$3,278,363
Single Family Home
119 W Plaza Del Lago, Islamorada, FL 33036
Welcome to this exceptional Port Antigua residence—a boater's paradise with 135 ft of protected dockage and 3,520 sqft o...
Listed by Phantom Real Estate
$17,000,000
Single Family Home
75840 Overseas Hwy, Islamorada, FL 33036
Experience the ultimate in coastal luxury and sophistication in this brand-new magnificent oceanfront estate designed to...
Listed by Berkshire Hathaway Knight & Gardner Realty
$450,000
Single Family Home
134 Nautilus Dr, Islamorada, FL 33036
New co-ownership opportunity - Own 1/8th of this professionally managed, turnkey home by Pacaso. Tucked within the covet...
Listed by Marz RE, LLC.
$4,200,000
Single Family Home
126 Villa Bella Dr, Islamorada, FL 33036
Welcome to your Keys escape — a modern coastal home with 100 ft of deep-water dockage just one lot from Snake Creek. Oce...
Listed by Coldwell Banker Schmitt Real E
$1,225,000
Condo
101 Gulfview Dr #116, Islamorada, FL 33036
Luxury Islamorada Condo
Listed by Realty One Group Engage the Keys
$345,000
Vacant Land
84961 Old Hwy 17 Hwy, Islamorada, FL 33036
Charming and well maintained, this 1-bedroom, 1-bath Jayco RV offers the ideal retreat for weekend getaways or seasonal ...
Listed by Calvet Realty Group, LLC.
$882,000
Townhouse
140 Aregood Ln #C2, Plantation Key, FL 33036
Welcome to Port of Call, an exclusive oceanfront community in Islamorada. With just 10 units across 5 buildings, this hi...
Listed by Century 21 Circle
$2,800,000
Single Family Home
141 El Capitan Dr, Islamorada, FL 33036
Turnkey canal-front 4BD/3BA pool home at a rare T-junction in Islamorada's Port Antigua. Fully updated with quartz kitch...
Listed by Phantom Real Estate
$9,500,000
Single Family Home
162 Bayview Dr, Islamorada, FL 33036
Nestled in the Safety Harbor enclave, Islamorada, this stunning Gulfside estate offers unparalleled blend of luxury and ...
Listed by Coldwell Banker Realty
$1,699,000
Townhouse
Islamorada, FL 33036
Peaceful Palms, a newly developed gated community offering 15 exclusive high-end townhomes in the heart of the Florida K...
Listed by American Caribbean Real Estate
$1,599,000
Townhouse
84745 Old Hwy #13, Islamorada, FL 33036
Peaceful Palms, a newly developed gated community offering 15 exclusive high-end townhomes in the heart of the Florida K...
Listed by American Caribbean Real Estate
$1,499,000
Townhouse
84745 Old Hwy #7, Islamorada, FL 33036
Peaceful Palms, a newly developed gated community offering 15 exclusive high-end townhomes in the heart of the Florida K...
Listed by American Caribbean Real Estate
$2,599,000
Single Family Home
189 Gulfview Dr, Islamorada, FL 33036
STUNNING WATERFRONT HOME IN PORT ANTIGUA! Experience the best of Keys living in this remodeled 3-bedroom, 2-bath waterfr...
Listed by Phantom Real Estate
$5,299,000
Single Family Home
153 Stromboli Dr, Islamorada, FL 33036
Exquisite Tri-Level Waterfront Estate in Venetian Shores! This luxury home features six bedrooms, five bathrooms, and 50...
Listed by Langley Knight Gardner Islamorada
$3,695,000
Single Family Home
145 Venetian Drive, Islamorada, FL 33036
LUXURY CANAL FRONT HOME IN ISLAMORADA! Brand new offering of the most exquisite coastal designed home offering spacious ...
Listed by Langley Knight Gardner Islamorada
$1,425,000
Condo
87851 Old Hwy M26, Planta Old Hwy #M26, Plantation Key, FL 33036
This luxury gated enclave offers breathtaking ocean views and lush tropical grounds with top-tier amenities, including a...
Listed by Langley Knight Gardner Islamorada
$599,000
Condo
87200 Overseas Hwy #F4, Plantation Key, FL 33036
This is the best buy in Executive Bay in a prime location, close to the bay and pool. 2 full baths upstairs and a half d...
Listed by Lokation
$12,900,000
Single Family Home
186 Bayview Dr, Islamorada, FL 33036
Welcome to BAYVIEW HIDEAWAY, a mini estate on two lots, each with its own parcel ID. The buildable bayfront lot offers e...
Listed by Coldwell Banker Schmitt Real E