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Homes Over $3M in Islamorada, FL — Page 2

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Homes Over $3M in Islamorada, FL

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21 of 53 Listings

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21 of 53 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Price Reduced137Active
$6,999,000
8 bd · 6 ba · 3,649 sqft
1101 Mastic Street, Islamorada, FL
Tracey E. Petrusha · LoKation Real Estate
18Active
$8,000,000
3 bd · 3 ba · 1,728 sqft
88747 Old Highway, Islamorada, FL
Ralph Sam · Real Estate Sales Force, Inc.
Price Reduced81Active
$5,999,999
5 bd · 6 ba · 5,456 sqft
137 Sapodilla Drive, Islamorada, FL
Leslie Leopold · Ocean Sotheby's International Realty

82Active
$4,000,000
4 bd · 5 ba · 2,574 sqft
82779 Old Highway 8, Islamorada, FL
Sabrina Wampler & Sarah Ewald · Ocean Sotheby's International Realty
84Active
$4,000,000
4 bd · 5 ba · 2,574 sqft
82779 Old Highway 7, Islamorada, FL
Sabrina Wampler & Sarah Ewald · Ocean Sotheby's International Realty
82Active
$3,800,000
4 bd · 5 ba · 2,574 sqft
82779 Old Highway 15, Islamorada, FL
Sabrina Wampler & Sarah Ewald · Ocean Sotheby's International Realty
Price Reduced66Active
$4,445,000
8 bd · 4 ba · 4,681 sqft
136 San Remo Drive, Islamorada, FL
Shane Murray Wilson · Cypress Realty, Inc.
26Active
$3,999,999
2 bd · 2 ba · 928 sqft
77340 Overseas Highway, Islamorada, FL
Elizabeth Jolin · Coldwell Banker Schmitt Real E
Price Reduced29Active
$3,999,000
— bd · 3 ba · 1,530 sqft
75131 Overseas Highway, Islamorada, FL
Randy Selden · Century 21 Circle- Islamorada
Price Reduced30Active
$4,499,500
1 bd · 1 ba · 946 sqft
150 List Street, Islamorada, FL
Bonnie Ekblom Oliver · Ocean Sotheby's International Realty
Price Reduced62Active
$14,990,000
6 bd · 9 ba · 7,590 sqft
88351 Old Hwy, Islamorada, FL
Jason Zarco · BHHS EWM Realty
44Active
$15,950,000
6 bd · 8 ba · 6,680 sqft
20 Avacado Street, Islamorada, FL
Steven Koleno · Beycome of Florida, LLC
Price Reduced65Active
$14,990,000
6 bd · 9 ba · 7,590 sqft
88351 Old Highway, Islamorada, FL
Jason Zarco · Berkshire Hathaway HomeServices EWM Realty
39Active
$3,524,000
7 bd · 4 ba · 3,524 sqft
110 Gulfview Drive, Islamorada, FL
Karen V. Jenkins · EXP Realty, LLC
26Active
$22,500,000
7 bd · 9 ba · 8,878 sqft
81486 Overseas Highway, Islamorada, FL
KELLY K SHAW PA · American Caribbean Real Estate, Christie's International Real Estate
38Active
$22,500,000
7 bd · 9 ba · — sqft
Address withheld · Islamorada, FL
Joy Martin · American Caribbean Real Estate
92Active
$24,995,000
5 bd · 8 ba · 9,011 sqft
87895 Old Highway, Islamorada, FL
Samuel Davis Williams · Coldwell Banker Schmitt Real Estate Co.
Price Reduced109Active
$4,600,000
5 bd · 6 ba · 4,100 sqft
117 Leoni Drive, Islamorada, FL
Michael Jones · Fairchild Partners, Inc.
Price 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
Price 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
Price 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

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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 18:41:03 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: 2026-09-08 20:39:48 UTC

Islamorada, FL community profile

Area: 54.6 sq. mi.

Source: HJN community data

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L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

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.

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 18:41:03 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: 2026-09-08 20:39:48 UTC

Islamorada, FL community profile

Area: 54.6 sq. mi.

Source: HJN community data

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Homes with a Pool
Waterfront Homes

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas