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Homes Under $2.75M in Islamorada, FL
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3 bedsWith a pool

Homes Under $2.75M in Islamorada, FL

Homes Under $2.75M in Islamorada, FL

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21 of 61 Listings
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Homes Under $2.75M in Islamorada, FL

21 of 61 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 111 Anglers Way — photo44Active

    $1,199,999

    2 bd · 3 ba · 1,376 sqft

    111 Anglers Way, Islamorada, FL

    Scott J Ofstein · Berkshire Hathaway HomeService

  2. 88181 Old Highway Apt G31 — photo67Active

    $699,000

    3 bd · 2 ba · 1,593 sqft

    88181 Old Highway Apt G31, Islamorada, FL

    Brett Newman · Coldwell Banker Schmitt Islamorada

  3. 161 Palermo Dr — photo30Active

    $1,950,000

    3 bd · 2 ba · 1,190 sqft

    161 Palermo Dr, Islamorada, FL

    K Shylon Martin · Engel & Völkers Islamorada

  4. 81250 Overseas Highway 5 — photo67Active

    $2,290,000

    4 bd · 3 ba · 2,464 sqft

    81250 Overseas Highway 5, Islamorada, FL

    AJ Vetter · Palm House Real Estate

  5. 100 Iroquois Drive 5 — photo38Active

    $999,999

    3 bd · 3 ba · 1,710 sqft

    100 Iroquois Drive 5, Islamorada, FL

    Nancy Hershoff · Coldwell Banker Schmitt Real E

  6. 102 Venetian Dr — photo24Active

    $1,600,000

    3 bd · 2 ba · 1,380 sqft

    102 Venetian Dr, Islamorada, FL

    Arelys Doger-Sanchez · Keller Williams Realty Premier Properties

  7. 107 Valencia Drive — photoPrice Reduced52Active

    $2,500,000

    3 bd · 3 ba · 1,632 sqft

    107 Valencia Drive, Islamorada, FL

    Patty Accorto · Keller Williams Legacy

  8. 100 Iroquois Drive Unit 5 — photo39Active

    $999,999

    3 bd · 3 ba · 1,710 sqft

    100 Iroquois Drive Unit 5, Islamorada, FL

    Nancy Hershoff · Coldwell Banker Schmitt Islamorada

  9. 316 N Dr — photo45Active

    $2,400,000

    3 bd · 4 ba · — sqft

    316 N Dr, Islamorada, FL

    Anthony Askowitz · RE/MAX Advance Realty II

  10. 87200 Overseas Highway J 6 — photo37Active

    $999,000

    3 bd · 2 ba · 1,400 sqft

    87200 Overseas Highway J 6, Islamorada, FL

    Alina Davis · Coldwell Banker Schmitt Islamorada

  11. 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

  12. 155 Plantation Avenue — photo59Active

    $2,000,000

    3 bd · 3 ba · 1,771 sqft

    155 Plantation Avenue, Islamorada, FL

    Seanna Lindback Porter · Sea Haven Realty, Inc.

  13. 136 Aregood Lane — photoPrice Reduced49Active

    $790,000

    2 bd · 3 ba · 1,152 sqft

    136 Aregood Lane, Islamorada, FL

    Christy Hughes · Coldwell Banker Schmitt Islamorada

  14. 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

  15. 84961 Old Highway a1 — photo30Active

    $439,000

    1 bd · 1 ba · 406 sqft

    84961 Old Highway a1, Islamorada, FL

    Claudette Mell · Ocean Sotheby's International Realty

  16. 81250 Overseas Highway 2 — photo34Active

    $2,485,000

    3 bd · 3 ba · 2,072 sqft

    81250 Overseas Highway 2, Islamorada, FL

    Drew Moret · Palm House Real Estate

  17. 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

  18. 87851 Old Highway P3 — photo81Active

    $1,950,000

    4 bd · 3 ba · 2,668 sqft

    87851 Old Highway P3, Islamorada, FL

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

  19. 81801 Overseas Highway 716 — photo43Active

    $549,500

    1 bd · 1 ba · 358 sqft

    81801 Overseas Highway 716, Islamorada, FL

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

  20. 81801 Overseas Highway 715 — photo34Active

    $549,500

    1 bd · 1 ba · 358 sqft

    81801 Overseas Highway 715, Islamorada, FL

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

  21. 40 High Point Road 703 — photo32Active

    $374,000

    2 bd · 2 ba · 1,151 sqft

    40 High Point Road 703, Islamorada, FL

    Claire Johnson · Coastal Realty of the Florida Keys

123

About Homes Under $2.75M in Islamorada, FL

Homes Under $2.75M in Islamorada, FL: 61 active listings as of October 2, 2026, 12:56 UTC.

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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: 2026-09-25 19:32:04 UTC
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 06:06:24 UTC

Islamorada, FL community profile

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54.6 sq. mi.

Source: HJN community data

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    Thomas O'Leary

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