Coastal elegance
Windley Key Islamorada Real Estate & Homes For Sale
69 results
- 223 Treasure Harbor Dr, Islamorada, FL 33036
- 3 bds
- 2 ba
- 1,842 sqft
BETTER HOMES AND GARDENS REAL ESTATE DESTINATIONSFully fenced yard Loading...
- 100 List St, Islamorada, FL 33036
- 3 bds
- 3 ba
- 3,019 sqft
COLDWELL BANKER SCHMITT ISLAMORADAPrice cut: $100,000 (2/22) - 82768 Overseas Hwy, Islamorada, FL 33036
- 7 bds
- 10 ba
- 6,935 sqft
OCEAN SOTHEBY'S INTERNATIONAL REALTY405 days on Zillow - 130 N Hammock Rd, Islamorada, FL 33036
- 3 bds
- 2 ba
- 1,376 sqft
BERKSHIRE HATHAWAY HOMESERVICES KEYS REAL ESTATE - ISLAMORADACentral air - 191 Carroll St, Islamorada, FL 33036
- 3 bds
- 3 ba
- 1,550 sqft
OCEAN SOTHEBY'S INTERNATIONAL REALTYBright generously sized bedrooms - Private porch
- Price cut: $24,000 (2/9)
- 82207 Old Hwy, Islamorada, FL 33036
- 2 bds
- 2 ba
- 1,224 sqft
BERKSHIRE HATHAWAY HOMESERVICES KEYS REAL ESTATE - ISLAMORADAShowcase - 87200 Overseas Hwy APT M2, Plantation Key, FL 33036
- 4 bds
- 2 ba
- 1,354 sqft
ANCHOR REALTY OF FL, LLCFully furnished
- 124 Venetian Way, Plantation Key, FL 33036
- 4 bds
- 3 ba
- 2,096 sqft
BERKSHIRE HATHAWAY HOMESERVICES KEYS REAL ESTATE - ISLAMORADAShowcase Loading...
- 84961 Old Hwy Lot 21, Windley Key, FL 33036
- 2 bds
- 2 ba
- 946 sqft
BERKSHIRE HATHAWAY HOMESERVICES KEYS REAL ESTATE - ISLAMORADAPrice cut: $105,000 (2/20) - Couture finishes
- Rec room
- 106 San Juan Dr, Plantation Key, FL 33036
- 3 bds
- 3 ba
- 2,055 sqft
COLDWELL BANKER SCHMITT ISLAMORADAShowcase - 153 Stromboli Dr, Plantation Key, FL 33036
- 6 bds
- 5 ba
- 4,964 sqft
BERKSHIRE HATHAWAY HOMESERVICES KEYS REAL ESTATE - ISLAMORADAOpen: Sun 11am-2pm (3/1) - 120 Toner Ln, Plantation Key, FL 33036
- 4 bds
- 4 ba
- 3,052 sqft
OCEAN SOTHEBY'S INTERNATIONAL REALTYOceanfront estate - 85 days on Zillow
- 82779 Old Hwy #14, Islamorada, FL 33036
- 4 bds
- 5 ba
- 2,574 sqft
OCEAN SOTHEBY'S INTERNATIONAL REALTYOpen: Sat 10am-1pm (2/28) - 87200 Overseas Hwy APT B9, Plantation Key, FL 33036
- 2 bds
- 2 ba
- 1,343 sqft
OCEAN SOTHEBY'S INTERNATIONAL REALTYTennis courts - 87200 Overseas Hwy APT V9, Plantation Key, FL 33036
- 3 bds
- 2 ba
- 1,355 sqft
PREMIER PROPERTIESNew built-ins - 83407 Old Hwy, Islamorada, FL 33036
- 6 bds
- 5 ba
- 4,566 sqft
OCEAN SOTHEBY'S INTERNATIONAL REALTYPrivate beach - 109 Milano Dr, Plantation Key, FL 33036
- 3 bds
- 3 ba
- 1,368 sqft
COLDWELL BANKER SCHMITT ISLAMORADAUpdated kitchen - 32 Park Rd, Islamorada, FL 33036
- 3 bds
- 2 ba
- 1,224 sqft
OCEAN SOTHEBY'S INTERNATIONAL REALTYSerene pool - 136 Giardino Dr, Plantation Key, FL 33036
- 4 bds
- 3 ba
- 3,481 sqft
COLDWELL BANKER SCHMITT ISLAMORADAPrice cut: $149,000 (2/17) - 84961 Old Hwy Lot 7, Windley Key, FL 33036
- 1 bd
- 1 ba
- 400 sqft
BERKSHIRE HATHAWAY HOMESERVICES KEYS REAL ESTATE - ISLAMORADATwo parking spots - 105 Palo De Oro Dr, Plantation Key, FL 33036
- 5 bds
- 3 ba
- 2,640 sqft
COLDWELL BANKER SCHMITT ISLAMORADAWide canal setting - Rare intimate oceanfront community
- Furnished coastal style
- 111 Anglers Way, Islamorada, FL 33036
- 2 bds
- 3 ba
- 1,376 sqft
SERRANO & ASSOCIATES REAL ESTATE, LLCDirect ocean access - 82749 Old Hwy, Islamorada, FL 33036
- 3 bds
- 3 ba
- 1,485 sqft
COLDWELL BANKER SCHMITT ISLAMORADAPrice cut: $499,001 (2/18) - 83201 Old Hwy APT 504, Upper Matecumbe Key, FL 33036
- 2 bds
- 2 ba
- 1,275 sqft
PALM HOUSE REAL ESTATERecently renovated deep-water dock - Premier waterfront community
- 102 Anglers Way, Islamorada, FL 33036
- 2 bds
- 3 ba
- 1,376 sqft
BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY - CORAL SPRINGSComposite decking - Large island
- 87200 Overseas Hwy APT O8, Plantation Key, FL 33036
- 2 bds
- 3 ba
- 1,365 sqft
COLDWELL BANKER SCHMITT ISLAMORADAComfortable guest bedroom - Breathtaking atlantic ocean views
- 128 Leoni Dr, Plantation Key, FL 33036
- 5 bds
- 5 ba
- 3,556 sqft
REAL ESTATE SALES FORCE - CORAL GABLES256 days on Zillow - Spacious interiors
- 83201 Old Hwy APT 409, Upper Matecumbe Key, FL 33036
- 2 bds
- 2 ba
- 1,275 sqft
PALM HOUSE REAL ESTATEOceanfront gem - Swimming pool
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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. Some IDX listings have been excluded from this website. Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511
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 consumersā 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.
