$3,200,000
Active
1d
$3,200,000
131 Ojibway
Islamorada, FL 33070
4 bd4 ba3,715 sqft
Indian Waterways
Islamorada, FL
Luxury Homes in Islamorada
Luxury and high-end residential communities in Islamorada, Florida. Browse active MLS listings and communities with List & Sell FL.
0
Communities
Islamorada
City
1%
Listing Fee
Active Listings
27 active listings
$2,450,000
Active
$2,450,000
179 Azalea
Islamorada, FL 33070
4 bd4 ba1,800 sqft
Plantation Key Colony 1st
$3,275,000
Active
1d
$3,275,000
59 Plaza Del Sol
Islamorada, FL 33036
5 bd3 ba2,922 sqft
Port Antigua Plat No 3 &
$1,700,000
Active
21d
$1,700,000
133 Anglers
Islamorada, FL 33036
2 bd2.5 ba1,170 sqft
Anglers Reef
$2,950,000
Active
34d
$2,950,000
80902 OLD
Islamorada, FL 33036
4 bd3 ba3,550 sqft
Coral Cove
$1,199,999
Active
1d
$1,199,999
111 ANGLERS
Islamorada, FL 33036
2 bd2.5 ba1,376 sqft
Anglers Reef
$4,899,000
Active
14d
$4,899,000
115 Villa Bella
Islamorada, FL 33036
4 bd4 ba2,476 sqft
Venetian Shores
$18,499,000
Active
31d
$18,499,000
87429 Old
Islamorada, FL 33036
6 bd8 ba6,692 sqft
Plantation Beach
$24,995,000
Active
22d
$24,995,000
82719 Old
Islamorada, FL 33036
7 bd10.5 ba10,182 sqft
Strattons Subd
$1,950,000
Active
42d
$1,950,000
161 Palermo
Islamorada, FL 33036
3 bd2 ba1,190 sqft
Venetian Shores No 1
$2,350,000
Active
67d
$2,350,000
316 Dr
Islamorada, FL 33036
3 bd3.5 ba0 sqft
Plantation Lake Estates
$2,740,000
Active
62d
$2,740,000
122 Court Contessa
Islamorada, FL 33036
3 bd3.5 ba2,374 sqft
Port Antigua Plat No 5 &
$3,750,000
Active
85d
$3,750,000
74049 Overseas
Islamorada, FL 33036
4 bd4 ba2,596 sqft
Lower Matecumbe Beach
$2,100,000
Active
51d
$2,100,000
82891 Overseas
Islamorada, FL 33036
3 bd3.5 ba2,036 sqft
Ocean View
$10,950,000
Active
67d
$10,950,000
77350 Overseas
Islamorada, FL 33036
6 bd6.5 ba6,577 sqft
Matecumbe Ocean Bay Sec 2
$2,500,000
Active
113d
$2,500,000
107 Valencia
Islamorada, FL 33036
3 bd2.5 ba1,632 sqft
Venetian Shores No 2
$29,000,000
Active
128d
$29,000,000
75090 Overseas
Islamorada, FL 33036
4 bd5.5 ba8,194 sqft
Matecumbe Ocean Bay (75.0)
$25,000,000
Active
126d
$25,000,000
82768 Overseas
Islamorada, FL 33036
7 bd10 ba8,288 sqft
Islamorada
$5,999,000
Active
185d
$5,999,000
1101 Mastic
Islamorada, FL 33036
8 bd6 ba3,649 sqft
Strattons Subdivision Pb2-
$5,999,999
Active
196d
$5,999,999
137 Sapodilla
Islamorada, FL 33036
5 bd5.5 ba5,456 sqft
Matecumbe Sandy Beach
$3,799,999
Active
220d
$3,799,999
77340 Overseas
Islamorada, FL 33036
2 bd2 ba928 sqft
Matecumbe Ocean Bay Sec 2
$14,990,000
Active
219d
$14,990,000
88351 Old
Islamorada, FL 33070
6 bd9 ba7,590 sqft
Pearl City
$15,950,000
Active
210d
$15,950,000
20 Avacado
Islamorada, FL 33036
6 bd7 ba6,680 sqft
Islamorada, Townsite Of
$22,500,000
Active
266d
$22,500,000
81486 Overseas
Islamorada, FL 33036
7 bd7.5 ba0 sqft
Upper Matecumbe
Information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data deemed reliable but not guaranteed. © 2026 Beaches MLS, Inc.
About Luxury Homes in Islamorada
Luxury Homes in Islamorada, FL
Luxury Homes are a distinct slice of the Islamorada, County market. Luxury homes in Islamorada span waterfront estates, golf and country club residences, and gated enclaves in County. What sets this segment apart is not only price but scarcity: a limited number of homes, prime locations, and finishes that buyers actively compete for. A meaningful share of the best inventory trades quietly, off-market, so the homes on a public search are not always the full picture.
Representation matters at this level. An agent who knows the local market can surface private listings, arrange showings, and guide the due diligence high-value homes require, from surveys and elevation certificates to seawall, dock, and club-membership review. Financing is available even on eight-figure homes through jumbo and portfolio lenders, though many purchases close in cash. Either way, having proof of funds or a lender letter ready keeps you competitive, because the strongest homes draw more than one qualified buyer.
Frequently Asked Questions
Luxury Homes in Islamorada FAQ
How much do luxury homes in Islamorada cost?+
The luxury segment generally starts around $1M and runs well into the eight figures, depending on location, water or golf frontage, lot, and finish level. Ask us for current active listings and recent closed sales.
Are there off-market luxury homes in Islamorada?+
Often, yes. A share of high-end inventory sells privately without ever reaching the public MLS. We track these through the local agent network, so ask what is available beyond the public listings.
Do luxury communities in Islamorada require a club membership?+
Many golf and country club communities pair the home purchase with a separate club or equity membership. Terms and fees vary and change over time, so confirm the current structure before you buy.
What are the carrying costs of a luxury home in County?+
Beyond the purchase price, budget for property taxes, homeowners plus often flood and windstorm insurance, and any HOA or club dues. On high-value Florida homes these add up, so factor them into your monthly cost.