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Luxury Homes in Islamorada, FL
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47 listings
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3 bedsNew constructionWith a pool

Luxury Homes in Islamorada, FL

Luxury Homes in Islamorada, FL

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13 of 47 Listings
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Luxury Homes in Islamorada, FL

13 of 47 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 102 Venetian Drive — photoNew1Active

    $1,600,000

    3 bd · 2 ba · 1,380 sqft

    102 Venetian Drive, Islamorada, FL

    Arelys Doger-Sanchez · Keller Williams Realty Premier Properties

  2. 155 Palo De Oro Drive — photo44Active

    $4,500,000

    4 bd · 6 ba · — sqft

    155 Palo De Oro Drive, Islamorada, FL

    Kelly Randin · RE/MAX All Keys Real Estate

  3. 316 N Dr — photo45Active

    $2,400,000

    3 bd · 4 ba · — sqft

    316 N Dr, Islamorada, FL

    Anthony G Askowitz · RE/MAX Advance Realty II

  4. 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

  5. 74049 Overseas Highway — photo72Active

    $3,850,000

    4 bd · 4 ba · 2,596 sqft

    74049 Overseas Highway, Islamorada, FL

    Kimberly Farias · Luxe Properties

  6. 82891 Overseas Highway — photo34Active

    $2,100,000

    3 bd · 4 ba · 2,036 sqft

    82891 Overseas Highway, Islamorada, FL

    Keely A Burton · Keys Properties of the PB's

  7. 75761 Overseas Highway — photoPrice Reduced95Active

    $4,750,000

    4 bd · 4 ba · 3,001 sqft

    75761 Overseas Highway, Islamorada, FL

    Carlos Mosquera · Advantage Realty Group, LLC

  8. 44 W Plaza Del Lago — photo72Active

    $4,750,000

    4 bd · 5 ba · 4,464 sqft

    44 W Plaza Del Lago, Islamorada, FL

    Dominic Rivera · Pine River Realty, LLC.

  9. 77350 Overseas Highway — photo33Active

    $11,700,000

    6 bd · 8 ba · 6,577 sqft

    77350 Overseas Highway, Islamorada, FL

    Carolyn Cotter Ambler · American Caribbean Real Estate

  10. 107 Valencia Drive — photoPrice Reduced28Active

    $2,500,000

    3 bd · 3 ba · 1,632 sqft

    107 Valencia Drive, Islamorada, FL

    Patty Accorto · Keller Williams Legacy

  11. 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

  12. 82768 Overseas Highway — photo101Active

    $25,000,000

    7 bd · 10 ba · 8,288 sqft

    82768 Overseas Highway, Islamorada, FL

    Gonzalo Del Negro · Ocean Sothebys Intl Realty

  13. 88110 Overseas Highway — photo88Active

    $6,999,000

    4 bd · 5 ba · 2,797 sqft

    88110 Overseas Highway, Islamorada, FL

    Lisa Ann Frins · Langley Knight Gardner Islamorada

12

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The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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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: 2026-08-31 21:22:22 UTC
  • By feature

    • New construction
    • With a pool

    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas

    Islamorada, FL community profile

    Area
    54.6 sq. mi.

    Source: HJN community data