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

Luxury Homes in Islamorada, FL

Luxury Homes in Islamorada, FL

Hide Map
20 Listings
Map

Luxury Homes in Islamorada, FL

20 Listings

  1. 102 Venetian Dr — photo24Active

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

$1,600,000

3 bd · 2 ba · 1,380 sqft

102 Venetian Dr, Islamorada, FL

Arelys Doger-Sanchez · Keller Williams Realty Premier Properties

  • 155 Palo De Oro Dr — photo44Active

    $4,500,000

    4 bd · 6 ba · — sqft

    155 Palo De Oro Dr, Islamorada, FL

    Kelly Randin · RE/MAX All Keys Real Estate

  • 316 N Dr — photo45Active

    $2,400,000

    3 bd · 4 ba · — sqft

    316 N Dr, Islamorada, FL

    Anthony Askowitz · RE/MAX Advance Realty II

  • 74049 Overseas Hwy — photo72Active

    $3,850,000

    4 bd · 4 ba · 2,596 sqft

    74049 Overseas Hwy, Islamorada, FL

    Kimberly Farias · Luxe Properties

  • 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

  • 77350 Overseas Hwy — photo33Active

    $11,700,000

    6 bd · 8 ba · 6,577 sqft

    77350 Overseas Hwy, Islamorada, FL

    Carolyn Ambler · American Caribbean Real Estate

  • 107 Valencia Dr — photo47Active

    $2,795,000

    3 bd · 3 ba · 1,632 sqft

    107 Valencia Dr, Islamorada, FL

    Patty Accorto · Keller Williams Legacy

  • 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

  • 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

  • 88110 Overseas Hwy — photo88Active

    $6,999,000

    4 bd · 5 ba · 2,797 sqft

    88110 Overseas Hwy, Islamorada, FL

    Lisa Frins · Langley Knight Gardner Islamorada

  • 75840 Overseas Highway — photoPrice Reduced98Active

    $13,250,000

    7 bd · 7 ba · — sqft

    75840 Overseas Highway, Islamorada, FL

    Lisa Frins · Langley Knight Gardner Islamorada

  • 1101 Mastic Street — photoPrice Reduced100Active

    $6,999,000

    8 bd · 6 ba · 3,649 sqft

    1101 Mastic Street, Islamorada, FL

    Tracey Petrusha · LoKation

  • 137 Sapodilla Dr — photoPrice Reduced65Active

    $5,999,999

    5 bd · 6 ba · 5,456 sqft

    137 Sapodilla Dr, Islamorada, FL

    Annie Hagen · Ocean Sothebys Intl Realty

  • 77340 Overseas Highway — photo26Active

    $3,999,999

    2 bd · 2 ba · 928 sqft

    77340 Overseas Highway, Islamorada, FL

    Elizabeth Jolin · Coldwell Banker Schmitt RE Co

  • 88351 Old Hwy — photoPrice Reduced62Active

    $14,990,000

    6 bd · 9 ba · 7,590 sqft

    88351 Old Hwy, Islamorada, FL

    Jason Zarco · BHHS EWM Realty

  • listing photo38Active

    $22,500,000

    7 bd · 9 ba · — sqft

    Address withheld · Islamorada, FL

    Joy Martin · American Caribbean Real Estate

  • 164 Venetian Dr — photoPrice Reduced54Active

    $1,549,000

    4 bd · 2 ba · 1,680 sqft

    164 Venetian Dr, Islamorada, FL

    Po Yen Hsueh PA · Compass Florida, LLC

  • 111 Anglers Way — photo39Active

    $1,199,990

    2 bd · 3 ba · 1,376 sqft

    111 Anglers Way, Islamorada, FL

    Rosana Velilla · Serrano & Associates Real Estate, LLC

  • 162 Bayview Dr — photoPrice Reduced45Active

    $7,950,000

    8 bd · 10 ba · 5,392 sqft

    162 Bayview Dr, Islamorada, FL

    Nancy Muniz · Coldwell Banker Realty

  • 75761 Overseas Hwy — photoPrice Reduced95Active

    $4,500,000

    4 bd · 4 ba · 3,001 sqft

    75761 Overseas Hwy, Islamorada, FL

    Carlos Mosquera · Advantage Realty Group, LLC

  • Explore Islamorada homes

    By price

    • Under $300K
    • Under $500K
    • Under $700K
    • Luxury

    By bedrooms

    • 2 beds
    • 3 beds
    • 4 beds
    • 5 beds

    By type

    • Single family
    • Townhomes
    • Condos
    • Manufactured homes
    • Multi-family homes
    • Co-ops

    By feature

    • New construction
    • With a pool
    Realty.com

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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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    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: 2026-09-09 22:39:03 UTC
    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: 2026-09-10 04:10:20 UTC

    Islamorada, FL community profile

    Area
    54.6 sq. mi.

    Source: HJN community data