- Any
- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
- $ 400,000
- $ 600,000
- $ 1,000,000
36 Properties Available In 33036
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)

$1,550,000
Single Family Home
209 Matecumbe Avenue, Islamorada, FL 33036
Location, Location, Location! Welcome to one of downtown Islamorada's most exclusive properties- a spacious estate that...
Listed by LoKation

$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

$615,000
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

$3,999,000
Single Family Home
80459 Old Hwy, Islamorada, FL 33036
Discover Coconut Cottage, Your Tropical Paradise in Islamorada! Coconut Cottage beckons you to the quintessence tropical...
Listed by Coldwell Banker Schmitt Real E

$13,900,000
Single Family Home
165 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

$6,350,000
Single Family Home
400 Palm Dr, Islamorada, FL 33036
Welcome to Mykonos Villa, a luxurious 6-bedroom, 7.5-bathroom estate in Islamorada, FL. This home features an open layou...
Listed by Pine River Realty, LLC.

$1,290,000
Single Family Home
115 Toner Lane, Plantation Key, FL 33036
Escape to paradise in this stunning Islamorada retreat! This beautifully remodeled 2-bedroom, 2-bath concrete home featu...
Listed by Langley Knight Gardner Islamorada

$370,000
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.

$449,900
Condo
87465 Old Hwy #102, Islamorada, FL 33036
LIVE THE DREAM IN THIS OCEANFRONT BUILDING IN THE BEAUTIFUL FLORIDA KEYS! LARGER THAN OTHER UNITS UNDER AIR AT 1100 SQ F...
Listed by The Keyes Company

$1,895,000
Single Family Home
178 Gulfview Dr, Islamorada, FL 33036
Welcome to White Marlin — a true fisherman's paradise! Step into this beautiful 3-bedroom, 3-bathroom coastal retreat, f...
Listed by Phantom Real Estate

$1,500,000
Single Family Home
120 Anglers Way, Islamorada, FL 33036
Islamorada Exclusive Anglers Reef Resort! An oceanfront gated community with resort -style amenities, marina, & 2 sandy ...
Listed by Compass Florida, LLC.

$1,895,000
Single Family Home
190 Gulfview Dr, Islamorada, FL 33036
Discover unparalleled Keys living at 190 Gulfview Dr in Islamorada's exclusive White Marlin Beach. This exquisite 4-bedr...
Listed by Pine River Realty, LLC.

$410,000
Condo
119 Cortez Drive #3G, Islamorada, FL 33036
Welcome to this beautifully updated and move-in ready 1-bedroom, 1-bath retreat in one of the most affordable waterfront...
Listed by Coldwell Banker Schmitt R.E.

$1,650,000
Single Family Home
121 Venetian Dr, Islamorada, FL 33036
Discover the ultimate waterfront retreat in the heart of Islamorada, in the highly sought after neighborhood of White Ma...
Listed by TruRes Real Estate Inc.

$1,499,000
Single Family Home
158 Iroquois Dr, Islamorada, FL 33036
Incoming producing property with future bookings already in place! This two story-waterfront property in the Florida Key...
Listed by Luxe Properties

$2,399,000
Single Family Home
126 Columbus Dr, Islamorada, FL 33036
Incoming producing property with future bookings already in place! Beautiful Florida Keys home, 1,827 SqFt living area (...
Listed by Luxe Properties

$609,000
Condo
87200 Overseas Hwy #C3, Islamorada, FL 33036
Beautiful move-in ready, meticulously just renovated 2bed/2bath townhome condo in the heart of the Florida Keys offers t...
Listed by One Sotheby's International Re

$589,000
Townhouse
87200 Overseas Hwy #M4, Islamorada, FL 33036
Enjoy access to a community pool, Tennis Courts, sandy bayfront beach, lush landscaping services, a manned front gate, 3...
Listed by Coldwell Banker Schmitt R.E.

$4,999,900
Single Family Home
75761 Overseas Hwy, Islamorada, FL 33036
LOCATION, LOCATION, LOCATION!!! PRIME LOCATION! RARE OCEANFRONT PROPERTY IN ISLAMORADA WITH GORGEOUS OPEN WATER VIEWS AN...
Listed by Advantage Realty Group, LLC

$750,000
Single Family Home
87200 Overseas Highway #V9, Islamorada, FL 33036
All NEW Stunning Islamorada 3/2 plus loft fully furnished & equipped with new kitchen, bar, built-ins fishing+storage, 2...
Listed by Premier Properties

$3,450,000
Single Family Home
96 W Plaza Del Sol, Islamorada, FL 33036
Modern Meets Coastal! Welcome to this Masterpiece in Port Antigua! Assumable 2.8% interest rate! <br>This won't last. S...
Listed by American Caribbean Real Estate

$994,000
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

$5,495,000
Single Family Home
140 Gulfside Dr, Islamorada, FL 33036
Nestled at the secluded end of a private road in Islamorada's premier boating neighborhood, is a remarkable property wit...
Listed by Coldwell Banker Schmitt Real E

$720,000
Condo
81801 Overseas Hwy #709, Islamorada, FL 33036
Listed by Coldwell Banker Schmitt R.E.