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Islamorada, FL Homes for Sale — Page 5 | Realty.com
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118 listings
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Homes for Sale in Islamorada, FL

Homes for Sale in Islamorada, FL

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21 of 118 Listings
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Homes for Sale in Islamorada, FL

21 of 118 Listings

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TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 87895 Old Highway — photo92Active

    $24,995,000

    5 bd · 8 ba · 9,011 sqft

    87895 Old Highway, Islamorada, FL

    Samuel Davis Williams · Coldwell Banker Schmitt Real Estate Co.

  2. 87465 Old Highway 215 — photoPrice Reduced42Active

    $439,000

    2 bd · 2 ba · 1,100 sqft

    87465 Old Highway 215, Islamorada, FL

    Tony Garcia · The Keyes Company

  3. 117 Leoni Drive — photoPrice Reduced109Active

    $4,600,000

    5 bd · 6 ba · 4,100 sqft

    117 Leoni Drive, Islamorada, FL

    Michael Jones · Fairchild Partners, Inc.

  4. 189 Carroll Street — photo37Active

    $1,250,000

    3 bd · 3 ba · 1,525 sqft

    189 Carroll Street, Islamorada, FL

    James V. Mooney Jr. P.A. · Ocean Sotheby's International Realty

  5. 191 Carroll Street — photo40Active

    $1,250,000

    3 bd · 3 ba · 1,550 sqft

    191 Carroll Street, Islamorada, FL

    James V. Mooney Jr. P.A. · Ocean Sotheby's International Realty

  6. 88540 Overseas Highway 101 — photoPrice Reduced53Active

    $895,000

    3 bd · 2 ba · 1,262 sqft

    88540 Overseas Highway 101, Islamorada, FL

    Brett Newman · Coldwell Banker Schmitt Islamorada

  7. 164 Venetian Dr — photoPrice Reduced54Active

    $1,499,000

    4 bd · 2 ba · 1,680 sqft

    164 Venetian Dr, Islamorada, FL

    Po Yen Hsueh PA · Compass Florida, LLC

  8. 75280 Overseas Highway — photoPrice Reduced104Active

    $10,750,000

    4 bd · 4 ba · 5,100 sqft

    75280 Overseas Highway, Islamorada, FL

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

  9. 88 W Plaza Del Lago — photoPrice Reduced113Active

    $4,450,000

    5 bd · 5 ba · 4,064 sqft

    88 W Plaza Del Lago, Islamorada, FL

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

  10. 87429 Old Highway — photoPrice Reduced107Active

    $18,999,000

    6 bd · 8 ba · 6,692 sqft

    87429 Old Highway, Islamorada, FL

    Walters Luxury Group Gloria, Rachel and Michaela Walters · Ocean Sotheby's International Realty

  11. 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

  12. 87200 Overseas Highway V9 — photo62Active

    $750,000

    3 bd · 2 ba · 1,355 sqft

    87200 Overseas Highway V9, Islamorada, FL

    Ivette Agusti · Premier Properties

  13. 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

  14. 75131 Overseas Highway — photoPrice Reduced36Active

    $5,999,000

    3 bd · 3 ba · 1,500 sqft

    75131 Overseas Highway, Islamorada, FL

    Randy Selden · Century 21 Circle- Islamorada

  15. 33 Pen Key Club Drive — photo62Active

    $2,195,000

    3 bd · 4 ba · 4,537 sqft

    33 Pen Key Club Drive, Islamorada, FL

  16. 115 Villa Bella Drive — photo77Active

    $4,899,000

    4 bd · 4 ba · 2,476 sqft

    115 Villa Bella Drive, Islamorada, FL

  17. 75055 Overseas Highway — photo47Active

    $2,790,000

    3 bd · 2 ba · 1,400 sqft

    75055 Overseas Highway, Islamorada, FL

  18. 111 Anglers Way — photo42Active

    $1,199,999

    2 bd · 3 ba · 1,376 sqft

    111 Anglers Way, Islamorada, FL

  19. 36 Park Road — photo41Active

    $1,495,000

    4 bd · 3 ba · 2,277 sqft

    36 Park Road, Islamorada, FL

  20. 80902 Old Highway — photo60Active

    $2,950,000

    4 bd · 3 ba · 3,550 sqft

    80902 Old Highway, Islamorada, FL

  21. 202 Hibiscus Street — photo28Active

    $760,000

    2 bd · 2 ba · 1,338 sqft

    202 Hibiscus Street, Islamorada, FL

1…45

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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

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: 2026-10-03 17:21:03 UTC
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    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

    Nearby areas

    ZIP codes

    • 33037 (290)
    • 33070 (138)
    • 33036 (113)
    • 33050 (103)
    • 33051 (18)
    • 33001 (9)

    Cities

    • Key Largo (294)
    • Tavernier (115)
    • Marathon (51)
    • Duck Key (46)
    • Key Colony (18)
    • Plantation Key (14)
    • Long Key (8)
    • Duck (5)