Islamorada Real Estate

Some of the best housing options in Monroe County are in the Islamorada Real Estate market, with a variety of single family homes for sale priced between $895,000 and as high as $24,995,000 two to eight bedroom homes that range in size from 1,683 to 19,784 square feet.

We have detailed information regarding 12 communities in Islamorada, including five oceanfront buildings, one gated community, and six waterfront communities including some new construction opportunities and open houses. Islamorada real estate activity on the MLS indicates 36 properties are currently on the market (as of April 17th, 2026). Whether relocating to Islamorada from another state or upsizing or downsizing, whichever of the many luxury homes for sale in Islamorada you choose, our professional Realtors in Islamorada Florida can guide you through the home-buying process.

Islamorada Homes For Sale

$24.995 Million

MLS#AX-11973256

82719 Old Hwy
Islamorada, FL 33036

7

11

4

19,784 SqFt

Ocean Front

0.86 Acres

258 Days

$22.5 Million

MLS#AX-11962802

Islamorada, FL 33036

7

9

3

Water Front

70 Days

$19.5 Million

MLS#AX-11990479

87429 Old Hwy
Islamorada, FL 33036

6

6

8

18,549 SqFt

Ocean Front

2.85 Acres

21 Days

$15,990,000

MLS#AX-11974804

88351 Old Hwy
Islamorada, FL 33070

6

9

2

10,310 SqFt

Ocean Front

2.034 Acres

351 Days

$15.95 Million

MLS#AX-11972240

20 Avacado St
Islamorada, FL 33036

6

7

12,315 SqFt

1.68 Acres

51 Days

Reduced

$14.5 Million

$15,750,000

MLS#AX-11950062

75840 Overseas Hwy
Islamorada, FL 33036

7

7

4

Water Front

2.082 Acres

263 Days

New Construction

Reduced

$12.499 Million

$14,900,000

Bay Harbour

236 Costa Bravo Dr
Islamorada, FL 33036

5

8

2

10,483 SqFt

Ocean Front

0.287 Acres

165 Days

Reduced

$11.995 Million

$12,500,000

MLS#AX-11992598

16 Seaside Ave
Islamorada, FL 33037

7

9

14,690 SqFt

Ocean Front

0.143 Acres

171 Days

New Construction

Reduced

$8.95 Million

$10,500,000

Safety Harbor

162 Bayview Dr
Islamorada, FL 33036

8

10

1

10,518 SqFt

Ocean Access

0.303 Acres

340 Days

$7.995 Million

MLS#AX-11890195

91 Iroquois Dr
Islamorada, FL 33036

4

5

3

8,692 SqFt

Ocean Access

0.593 Acres

195 Days

$6,700,000

MLS#AX-11885559

109 Columbus Dr
Islamorada, FL 33036

4

5

Ocean Front

421 Days

$5,600,000

Safety Harbor

166 Bayview Drive
Islamorada, FL 33036

4

4

Water Front

139 Days

36 Active Listings in Islamorada, FL

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Living in Islamorada affords you easy access to nearby golf courses, fine dining, entertainment venues and various other amenities and conveniences in the city of Islamorada. The I-75 or 41 (Tamiami Trail) provide an easy transition to nearby cities.

Boating and watersports are integral to the Florida lifestyle, offering year-round access to to both fresh and saltwater ecosystems, vibrant marine life, and a culture centered around outdoor leisure and recreation. Islamorada real estate prices are directly correlated to it's proximity to these amenities.

The data relating to homes for sale or lease or other real estate for sale or for rent on the ZFC website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. ZFC, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. All properties featuring the Miami Realtors logo are provided by the Miami Association of Realtors. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.