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3 bedsWith a pool
Waterfront Homes in Islamorada, FL
99 listings

Waterfront Homes in Islamorada, FL

Waterfront Homes in Islamorada, FL

Show Map
22 of 99 Listings
Map

Waterfront Homes in Islamorada, FL

22 of 99 Listings

  1. 115 Villa Bella — photo77

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
Active

$4,899,000

4 bd · 4 ba · 2,476 sqft

115 Villa Bella, Islamorada, FL

Brooke Vega · American Caribbean Real Estate

  • 87429 Old Hwy — photo100Active

    $18,999,000

    6 bd · 8 ba · 6,692 sqft

    87429 Old Hwy, Islamorada, FL

    Michaela Walters · Ocean Sothebys Intl Realty

  • 88181 Old Highway Apt G31 — photo67Active

    $699,000

    3 bd · 2 ba · 1,593 sqft

    88181 Old Highway Apt G31, Islamorada, FL

    Brett Newman · Coldwell Banker Schmitt Islamorada

  • 161 Palermo Dr — photo30Active

    $1,950,000

    3 bd · 2 ba · 1,190 sqft

    161 Palermo Dr, Islamorada, FL

    K Shylon Martin · Engel & Völkers Islamorada

  • 101 Buena Vista Court — photo39Active

    $3,999,999

    4 bd · 4 ba · 2,873 sqft

    101 Buena Vista Court, Islamorada, FL

    Isabella Medlin · Keller Williams Key West Compass Realty

  • 81250 Overseas Highway 5 — photo67Active

    $2,290,000

    4 bd · 3 ba · 2,464 sqft

    81250 Overseas Highway 5, Islamorada, FL

    AJ Vetter · Palm House Real Estate

  • 75433 Overseas Highway — photo55Active

    $3,999,000

    4 bd · 4 ba · 2,624 sqft

    75433 Overseas Highway, Islamorada, FL

    Kelsey Caputo - Frins · Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  • 100 Iroquois Drive 5 — photo38Active

    $999,999

    3 bd · 3 ba · 1,710 sqft

    100 Iroquois Drive 5, Islamorada, FL

    Nancy Hershoff · Coldwell Banker Schmitt Real E

  • 102 Venetian Dr — photo24Active

    $1,600,000

    3 bd · 2 ba · 1,380 sqft

    102 Venetian Dr, Islamorada, FL

    Arelys Doger-Sanchez · Keller Williams Realty Premier Properties

  • 107 Valencia Drive — photoPrice Reduced52Active

    $2,500,000

    3 bd · 3 ba · 1,632 sqft

    107 Valencia Drive, Islamorada, FL

    Patty Accorto · Keller Williams Legacy

  • 148 Giardino Drive — photo55Active

    $3,952,000

    5 bd · 3 ba · 2,328 sqft

    148 Giardino Drive, Islamorada, FL

    Oscar Valencia · The Valencia Group Corp.

  • 100 Iroquois Drive Unit 5 — photo39Active

    $999,999

    3 bd · 3 ba · 1,710 sqft

    100 Iroquois Drive Unit 5, Islamorada, FL

    Nancy Hershoff · Coldwell Banker Schmitt Islamorada

  • 316 N Dr — photo45Active

    $2,400,000

    3 bd · 4 ba · — sqft

    316 N Dr, Islamorada, FL

    Anthony Askowitz · RE/MAX Advance Realty II

  • 87200 Overseas Highway J 6 — photo37Active

    $999,000

    3 bd · 2 ba · 1,400 sqft

    87200 Overseas Highway J 6, Islamorada, FL

    Alina Davis · Coldwell Banker Schmitt Islamorada

  • 313 North Drive — photo49Active

    $3,700,000

    3 bd · 3 ba · 1,729 sqft

    313 North Drive, Islamorada, FL

    Sharon Kelly-Brown · Sharon J. Kelly Realty, Inc.

  • 122 Court Contessa — photo80Active

    $2,740,000

    3 bd · 4 ba · 2,374 sqft

    122 Court Contessa, Islamorada, FL

    Lourdes Martin-Rosa · The Keyes Company

  • 144 N Rolling Hill Road — photo69Active

    $6,195,000

    4 bd · 5 ba · 3,284 sqft

    144 N Rolling Hill Road, Islamorada, FL

    Karan Moeller, PA · Ocean Sotheby's International Realty

  • 75751 Overseas Highway — photo134Active

    $11,000,000

    5 bd · 5 ba · 3,421 sqft

    75751 Overseas Highway, Islamorada, FL

    Lisa Frins P.A. · Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  • 155 Plantation Avenue — photo59Active

    $2,000,000

    3 bd · 3 ba · 1,771 sqft

    155 Plantation Avenue, Islamorada, FL

    Seanna Lindback Porter · Sea Haven Realty, Inc.

  • 136 Aregood Lane — photoPrice Reduced49Active

    $790,000

    2 bd · 3 ba · 1,152 sqft

    136 Aregood Lane, Islamorada, FL

    Christy Hughes · Coldwell Banker Schmitt Islamorada

  • 82779 Old Highway 1 — photo80Active

    $4,750,000

    4 bd · 5 ba · 2,574 sqft

    82779 Old Highway 1, Islamorada, FL

    Sabrina Wampler & Sarah Ewald · Ocean Sotheby's International Realty

  • 74049 Overseas Hwy — photo72Active

    $3,850,000

    4 bd · 4 ba · 2,596 sqft

    74049 Overseas Hwy, Islamorada, FL

    Kimberly Farias · Luxe Properties

  • 12…5

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    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas

    Listing data & MLS disclosures

    BeachesMLS
    All listings featuring the BMLS logo are provided by Beaches MLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. 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.
    Listing information ©2026 Beaches Multiple Listing Service®. All Rights Reserved. Data Last Updated: 2026-09-25 18:41:03 UTC
    Key West Association of REALTORS
    The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of The Key West Association of REALTORS®. MLS Real Estate listings held by brokerage firms other than this broker are marked with the MLS logo and detailed information about them includes the name of the listing broker's office. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker's logo or name or the MLS name or a logo provided by the MLS. Detailed information 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. The Florida Association of Realtors and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. Information deemed reliable but not guaranteed. Copyright ©2026 The Key West Association of REALTORS®. All Rights Reserved.
    MIAMI REALTORS MLS
    The multiple listing information is provided by MIAMI Association of Realtors® from a copyrighted compilation of listings. The compilation of listings and each individual listingare ©2026 MIAMI Association of Realtors®. All Rights Reserved.
    The information provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Last Updated: 2026-10-02 18:24:40 UTC

    Islamorada, FL community profile

    Area
    54.6 sq. mi.

    Source: HJN community data