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2 Bedroom Homes in Islamorada, FL
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18 listings
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3 bedsWith a pool

2 Bedroom Homes in Islamorada, FL

2 Bedroom Homes in Islamorada, FL

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18 Listings
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2 Bedroom Homes in Islamorada, FL

18 Listings

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Thomas O'Leary

Realty.com

Lic. #BK3453168

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  1. 133 Anglers Way — photo33Active

    $1,700,000

    2 bd · 3 ba · 1,170 sqft

    133 Anglers Way, Islamorada, FL

    Amanda Talbott · Douglas Elliman

  2. 111 Anglers Way — photo42Active

    $1,199,999

    2 bd · 3 ba · 1,376 sqft

    111 Anglers Way, Islamorada, FL

  3. 136 Aregood Lane — photoPrice Reduced52Active

    $780,000

    2 bd · 3 ba · 1,152 sqft

    136 Aregood Lane, Islamorada, FL

    Christy Hughes · Coldwell Banker Schmitt Islamorada

  4. 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

  5. 87200 Overseas Highway D3 — photo55Active

    $599,000

    2 bd · 2 ba · 1,352 sqft

    87200 Overseas Highway D3, Islamorada, FL

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

  6. 87200 Overseas Highway Apt a 7 — photoPrice Reduced50Active

    $609,900

    2 bd · 2 ba · 1,337 sqft

    87200 Overseas Highway Apt a 7, Islamorada, FL

    Luis Andrew 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. 80450 Overseas Highway 204 — photoPrice Reduced38Active

    $550,000

    2 bd · 2 ba · 1,261 sqft

    80450 Overseas Highway 204, Islamorada, FL

    Taylor Globus · Palm House Real Estate

  10. 88181 Old Highway Unit B3 — photoPrice Reduced56Active

    $860,000

    2 bd · 2 ba · 1,224 sqft

    88181 Old Highway Unit B3, Islamorada, FL

    Christy Hughes · Coldwell Banker Schmitt Islamorada

  11. 118 Cortez Drive B2 — photoPrice Reduced14Active

    $649,000

    2 bd · 2 ba · 1,079 sqft

    118 Cortez Drive B2, Islamorada, FL

    Ralph Pena · Pena Realty Inc.

  12. 77340 Overseas Highway — photo26Active

    $3,999,999

    2 bd · 2 ba · 928 sqft

    77340 Overseas Highway, Islamorada, FL

    Elizabeth Jolin · Coldwell Banker Schmitt Real E

  13. 84961 Old Highway 18 — photoPrice Reduced45Active

    $899,000

    2 bd · 2 ba · 793 sqft

    84961 Old Highway 18, Islamorada, FL

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

  14. 80450 Overseas Highway Apt 106 — photoPrice Reduced35Active

    $550,000

    2 bd · 3 ba · 1,303 sqft

    80450 Overseas Highway Apt 106, Islamorada, FL

    The Lindback Team · Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  15. 121 Lisbon Court — photoPrice Reduced36Active

    $2,000,000

    2 bd · 2 ba · 1,228 sqft

    121 Lisbon Court, Islamorada, FL

    Alina Davis · Coldwell Banker Schmitt Islamorada

  16. 87200 N Overseas Highway N2 — photo73Active

    $630,000

    2 bd · 2 ba · 1,365 sqft

    87200 N Overseas Highway N2, Islamorada, FL

    Barbara Eads · Barbara Eads Realty

  17. 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

  18. 202 Hibiscus Street — photo28Active

    $760,000

    2 bd · 2 ba · 1,338 sqft

    202 Hibiscus Street, Islamorada, FL

About 2 Bedroom Homes in Islamorada, FL

2 Bedroom Homes in Islamorada, FL: 18 active listings as of October 12, 2026, 13:09 UTC.

Explore Islamorada homes

By price

  • Homes Under $800K
  • Homes Under $900K
  • Homes Under $1M
  • Homes Under $1.25M
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  • Homes Under $1.75M
  • Homes Under $2M
  • Homes Under $2.25M
  • Homes Under $2.5M
  • Homes Under $2.75M
  • Homes Under $3M
  • Homes Over $3M
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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: 2026-10-09 05:54:40 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: 2026-10-09 19:41:27 UTC

Islamorada, FL community profile

Area
54.6 sq. mi.

Source: HJN community data

Islamorada housing market

September 2026 · This period is still settling

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 24, 2026

Median home size
3,076 sq. ft.
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    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas