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3 bedsWith a pool
Homes Over $3M in Islamorada, FL
54 listings

Homes Over $3M in Islamorada, FL

Homes Over $3M in Islamorada, FL

Show Map
21 of 54 Listings
Map

Homes Over $3M in Islamorada, FL

21 of 54 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

  • 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

  • 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

  • 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.

  • 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.

  • 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

  • 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

  • 109 Valencia Drive — photo100Active

    $4,650,000

    5 bd · 6 ba · 4,354 sqft

    109 Valencia Drive, Islamorada, FL

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

  • 77350 Overseas Hwy — photoPrice Reduced33Active

    $10,950,000

    6 bd · 8 ba · 6,577 sqft

    77350 Overseas Hwy, Islamorada, FL

    Carolyn Ambler · American Caribbean Real Estate

  • 117 El Capitan Drive — photo60Active

    $3,100,000

    5 bd · 3 ba · 2,960 sqft

    117 El Capitan Drive, Islamorada, FL

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

  • 19 Avacado Street — photo145Active

    $13,750,000

    5 bd · 7 ba · 5,489 sqft

    19 Avacado Street, Islamorada, FL

    Lisa Swanson · The Agency Florida Keys

  • 157 Valencia Drive — photo63Active

    $4,600,000

    5 bd · 6 ba · 4,636 sqft

    157 Valencia Drive, Islamorada, FL

    Claire Johnson · Coastal Realty of the Florida Keys

  • 109 Giardino Drive — photo48Active

    $3,875,000

    4 bd · 3 ba · 3,088 sqft

    109 Giardino Drive, Islamorada, FL

    Alina Davis · Coldwell Banker Schmitt Islamorada

  • 75090 Overseas Highway — photo86Active

    $29,000,000

    4 bd · 6 ba · 8,194 sqft

    75090 Overseas Highway, Islamorada, FL

    Annie Hagen · Ocean Sothebys Intl Realty

  • 194 Buttonwood Lane — photo82Active

    $6,150,000

    6 bd · 7 ba · 5,100 sqft

    194 Buttonwood Lane, Islamorada, FL

    Michael Jones · Fairchild Partners, Inc.

  • 82768 Overseas Highway — photo125Active

    $25,000,000

    7 bd · 10 ba · 8,288 sqft

    82768 Overseas Highway, Islamorada, FL

    Gonzalo Del Negro · Ocean Sothebys Intl Realty

  • 75071 Overseas Highway — photo41Active

    $3,199,000

    3 bd · 2 ba · 1,260 sqft

    75071 Overseas Highway, Islamorada, FL

    Derek Rodberg · Coastal Realty of the Florida Keys

  • 44 W Plaza Del Lago — photo83Active

    $4,750,000

    4 bd · 5 ba · 4,464 sqft

    44 W Plaza Del Lago, Islamorada, FL

    Alexander Pinero · Pine River Realty, LLC

  • 123

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    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas

    Listing data & MLS disclosures

    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 00:01:41 UTC

    Islamorada, FL community profile

    Area
    54.6 sq. mi.

    Source: HJN community data