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

Homes with a Pool in Islamorada, FL

Homes with a Pool in Islamorada, FL

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20 Listings
Map

Homes with a Pool in Islamorada, FL

20 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 74049 Overseas Hwy — photo72Active

    $3,850,000

    4 bd · 4 ba · 2,596 sqft

    74049 Overseas Hwy, Islamorada, FL

    Kimberly Farias · Luxe Properties

  2. 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

  3. 81801 Old Hwy 754 — photo47Active

    $649,000

    1 bd · 1 ba · 550 sqft

    81801 Old Hwy 754, Islamorada, FL

    Joy Martin · American Caribbean Real Estate

  4. 107 Valencia Dr — photo47Active

    $2,795,000

    3 bd · 3 ba · 1,632 sqft

    107 Valencia Dr, Islamorada, FL

    Patty Accorto · Keller Williams Legacy

  5. 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

  6. 87200 Overseas Hwy K5 — photo63Active

    $685,000

    3 bd · 2 ba · 1,352 sqft

    87200 Overseas Hwy K5, Islamorada, FL

    Luis Ruiz · EXP Realty, LLC

  7. 118 Cortez Dr B — photoPrice Reduced14Active

    $659,000

    2 bd · 2 ba · 1,079 sqft

    118 Cortez Dr B, Islamorada, FL

    Ralph Pena Jr. · Pena Realty, Inc.

  8. 40 High Point Rd 402 — photo22Active

    $348,000

    2 bd · 2 ba · 1,156 sqft

    40 High Point Rd 402, Islamorada, FL

    Claire Johnson · Coastal Realty Florida Keys

  9. 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

  10. 75840 Overseas Highway — photoPrice Reduced98Active

    $13,250,000

    7 bd · 7 ba · — sqft

    75840 Overseas Highway, Islamorada, FL

    Lisa Frins · Langley Knight Gardner Islamorada

  11. 1101 Mastic Street — photoPrice Reduced100Active

    $6,999,000

    8 bd · 6 ba · 3,649 sqft

    1101 Mastic Street, Islamorada, FL

    Tracey Petrusha · LoKation

  12. 137 Sapodilla Dr — photoPrice Reduced65Active

    $6,150,000

    5 bd · 6 ba · 5,456 sqft

    137 Sapodilla Dr, Islamorada, FL

    Annie Hagen · Ocean Sothebys Intl Realty

  13. 87429 Old Hwy — photoPrice Reduced100Active

    $18,999,000

    6 bd · 6 ba · 6,054 sqft

    87429 Old Hwy, Islamorada, FL

    Michaela Walters · Ocean Sothebys Intl Realty

  14. 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

  15. 88351 Old Hwy — photoPrice Reduced59Active

    $14,990,000

    6 bd · 9 ba · 7,590 sqft

    88351 Old Hwy, Islamorada, FL

    Jason Zarco · BHHS EWM Realty

  16. 20 Avacado St — photo43Active

    $15,950,000

    6 bd · 7 ba · 6,680 sqft

    20 Avacado St, Islamorada, FL

    Steven Koleno · Beycome of Florida LLC

  17. listing photo38Active

    $22,500,000

    7 bd · 9 ba · — sqft

    Address withheld · Islamorada, FL

    Joy Martin · American Caribbean Real Estate

  18. 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

  19. 162 Bayview Dr — photoPrice Reduced45Active

    $8,590,000

    8 bd · 10 ba · 5,392 sqft

    162 Bayview Dr, Islamorada, FL

    Nancy Muniz · Coldwell Banker Realty

  20. 75761 Overseas Hwy — photoPrice Reduced95Active

    $4,750,000

    4 bd · 4 ba · 3,001 sqft

    75761 Overseas Hwy, Islamorada, FL

    Carlos Mosquera · Advantage Realty Group, LLC

Explore Islamorada homes

By price

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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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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: 2026-08-12 20:41:38 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: 2026-08-31 08:01:10 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