- 6 bds
- 9 ba
- 6,573 sqft
Windley Key Islamorada Real Estate & Homes For Sale
62 results
- 139 Gimpy Gulch Dr, Plantation Key, FL 33036COLDWELL BANKER SCHMITT ISLAMORADA
- 113 Villa Bella Dr, Islamorada, FL 33036
- 5 bds
- 3 ba
- 2,759 sqft
BERKSHIRE HATHAWAY HOMESERVICES KEYS REAL ESTATE - ISLAMORADA Loading...
- 82768 Overseas Hwy, Islamorada, FL 33036
- 7 bds
- 10 ba
- 8,288 sqft
OCEAN SOTHEBYS INTL REALTY - 84961 Old Hwy Lot 18, Windley Key, FL 33036
- 2 bds
- 2 ba
- 793 sqft
BERKSHIRE HATHAWAY HOMESERVICES KEYS REAL ESTATE - ISLAMORADA - 130 N Hammock Rd, Islamorada, FL 33036
- 3 bds
- 2 ba
- 1,376 sqft
BERKSHIRE HATHAWAY HOMESERVICES KEYS REAL ESTATE - ISLAMORADA - 124 Venetian Way, Plantation Key, FL 33036
- 4 bds
- 3 ba
- 2,048 sqft
BERKSHIRE HATHAWAY HOMESERVICES KEYS REAL ESTATE - ISLAMORADA - 82719 Old Hwy, Islamorada, FL 33036
- 7 bds
- 11 ba
- 10,182 sqft
COLDWELL BANKER REALTY - AVENTURA - 154 Milano Dr, Plantation Key, FL 33036
- 2 bds
- 2 ba
- 1,110 sqft
COLDWELL BANKER SCHMITT ISLAMORADA - 131 Bayview Isle Dr, Plantation Key, FL 33036
- 3 bds
- 3 ba
- 2,148 sqft
COLDWELL BANKER SCHMITT ISLAMORADA Loading...
- 83407 Old Hwy, Islamorada, FL 33036
- 6 bds
- 5 ba
- 4,566 sqft
OCEAN SOTHEBY'S INTERNATIONAL REALTY - 169 Venetian Way, Plantation Key, FL 33036
- 5 bds
- 3 ba
- 2,941 sqft
RE/MAX ALL KEYS REAL ESTATE - 87200 Overseas Highway Slip #S3, Islamorada, FL 33036
- 3 bds
- 3 ba
- 1,346 sqft
COLDWELL BANKER SCHMITT ISLAMORADA - 87200 Overseas Hwy APT M2, Plantation Key, FL 33036
- 4 bds
- 2 ba
- 1,354 sqft
ANCHOR REALTY OF FL, LLC - 124 S Hammock Rd, Islamorada, FL 33036
- 3 bds
- 2 ba
- 1,305 sqft
COASTAL REALTY OF THE FLORIDA KEYS - 120 Toner Ln, Plantation Key, FL 33036
- 4 bds
- 4 ba
- 3,052 sqft
OCEAN SOTHEBY'S INTERNATIONAL REALTY - 136 Giardino Dr, Plantation Key, FL 33036
- 4 bds
- 3 ba
- 3,481 sqft
COLDWELL BANKER SCHMITT ISLAMORADA - 189 Carroll St, Islamorada, FL 33036
- 3 bds
- 3 ba
- 1,525 sqft
OCEAN SOTHEBY'S INTERNATIONAL REALTY - 87200 Overseas Hwy APT V9, Plantation Key, FL 33036
- 3 bds
- 2 ba
- 1,355 sqft
PREMIER PROPERTIES - 113 San Juan Dr, Plantation Key, FL 33036
- 3 bds
- 2 ba
- 1,490 sqft
COLDWELL BANKER SCHMITT ISLAMORADA - 85960 Overseas Hwy, Islamorada, FL 33036
- -- sqft lot
COLDWELL BANKER SCHMITT KEY LARGO - 109 Milano Dr, Plantation Key, FL 33036
- 3 bds
- 3 ba
- 1,368 sqft
COLDWELL BANKER SCHMITT ISLAMORADA - 191 Carroll St, Islamorada, FL 33036
- 3 bds
- 3 ba
- 1,550 sqft
OCEAN SOTHEBY'S INTERNATIONAL REALTY - 82779 Old Hwy #8, Islamorada, FL 33036
- 4 bds
- 5 ba
- 2,574 sqft
OCEAN SOTHEBY'S INTERNATIONAL REALTY - 33 Pen Key Clb, Islamorada, FL 33036
- 3 bds
- 4 ba
- 4,537 sqft
OCEAN SOTHEBY'S INTERNATIONAL REALTY - 105 Palo De Oro Dr, Plantation Key, FL 33036
- 5 bds
- 3 ba
- 2,640 sqft
COLDWELL BANKER SCHMITT ISLAMORADA - 87200 Overseas Hwy APT O8, Plantation Key, FL 33036
- 2 bds
- 3 ba
- 1,365 sqft
COLDWELL BANKER SCHMITT ISLAMORADA - 111 Anglers Way, Islamorada, FL 33036
- 2 bds
- 3 ba
- 1,376 sqft
SERRANO & ASSOCIATES REAL ESTATE, LLC - 82779 Old Hwy #7, Islamorada, FL 33036
- 4 bds
- 5 ba
- 2,574 sqft
OCEAN SOTHEBY'S INTERNATIONAL REALTY - 87200 Overseas Hwy APT A7, Plantation Key, FL 33036
- 2 bds
- 2 ba
- 1,337 sqft
COMPASS FLORIDA, LLC - 82749 Old Hwy, Islamorada, FL 33036
- 3 bds
- 3 ba
- 1,485 sqft
COLDWELL BANKER SCHMITT ISLAMORADA

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.

MLS Internet Data Exchange (IDX) 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, and that the data is deemed reliable but is not guaranteed accurate by the Florida Keys Board of Realtors.

The source of this real property information is the copyrighted and proprietary database compilation of the Southwest Florida MLS. Copyright 2026 Southwest Florida MLS. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it.
- For Sale
- Florida
- Monroe County
- Islamorada
- Windley Key
Find a Home You'll Love
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Disclaimer: School attendance zone boundaries are supplied by Pitney Bowes and are subject to change. Check with the applicable school district prior to making a decision based on these boundaries.
About the ratings: GreatSchools ratings are based on a comparison of test results for all schools in the state. It is designed to be a starting point to help parents make baseline comparisons, not the only factor in selecting the right school for your family. Learn more










