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Homes with a Pool in Islamorada, FL — Page 2

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3 beds New construction With a pool

Homes with a Pool in Islamorada, FL

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22 of 82 Listings

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22 of 82 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

47Active
$649,000
1 bd · 1 ba · 550 sqft
81801 Old Highway 754, Islamorada, FL
KELLY K SHAW PA · American Caribbean Real Estate, Christie's International Real Estate
145Active
$13,750,000
5 bd · 7 ba · 5,489 sqft
19 Avacado Street, Islamorada, FL
Lisa Swanson · The Agency Florida Keys
47Active
$2,795,000
3 bd · 3 ba · 1,632 sqft
107 Valencia Dr, Islamorada, FL
Patty Accorto · Keller Williams Legacy

63Active
$4,600,000
5 bd · 6 ba · 4,636 sqft
157 Valencia Drive, Islamorada, FL
Claire Johnson · Coastal Realty of the Florida Keys
Price Reduced29Active
$599,995
2 bd · 2 ba · 853 sqft
88540 Overseas Highway Apt 304, Islamorada, FL
Elizabeth Jolin · Coldwell Banker Schmitt Islamorada
48Active
$3,875,000
4 bd · 3 ba · 3,088 sqft
109 Giardino Drive, Islamorada, FL
Alina Davis · Coldwell Banker Schmitt Islamorada
86Active
$29,000,000
4 bd · 6 ba · 8,194 sqft
75090 Overseas Highway, Islamorada, FL
Annie Hagen · Ocean Sothebys Intl Realty
55Active
$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
82Active
$6,150,000
6 bd · 7 ba · 5,100 sqft
194 Buttonwood Lane, Islamorada, FL
Michael Jones · Fairchild Partners, Inc.
13Active
$710,000
1 bd · 1 ba · 550 sqft
81801 Overseas Highway Highway 714, Islamorada, FL
Joseph R Ziolo · United Realty Group, Inc
57Active
$1,100,000
3 bd · 2 ba · 1,262 sqft
88540 Overseas Highway 101 & Boat Slip 22, Islamorada, FL
Brett Newman · Coldwell Banker Schmitt Islamorada
Price Reduced14Active
$659,000
2 bd · 2 ba · 1,079 sqft
118 Cortez Dr B, Islamorada, FL
Ralph Pena Jr. · Pena Realty, Inc.
22Active
$348,000
2 bd · 2 ba · 1,156 sqft
40 High Point Rd 402, Islamorada, FL
Claire Johnson · Coastal Realty Florida Keys
125Active
$25,000,000
7 bd · 10 ba · 8,288 sqft
82768 Overseas Highway, Islamorada, FL
Gonzalo Del Negro · Ocean Sothebys Intl Realty
41Active
$3,199,000
3 bd · 2 ba · 1,260 sqft
75071 Overseas Highway, Islamorada, FL
Derek Rodberg · Coastal Realty of the Florida Keys
Price Reduced31Active
$715,000
1 bd · 1 ba · 550 sqft
81801 Overseas Highway 637, Islamorada, FL
Kim Bagnell Thaler · Ocean Sotheby's International Realty
Price Reduced38Active
$550,000
2 bd · 2 ba · 1,261 sqft
80450 Overseas Highway 204, Islamorada, FL
Taylor Globus · Palm House Real Estate
83Active
$4,750,000
4 bd · 5 ba · 4,464 sqft
44 W Plaza Del Lago, Islamorada, FL
Alexander Pinero · Pine River Realty, LLC
Price Reduced137Active
$6,999,000
8 bd · 6 ba · 3,649 sqft
1101 Mastic Street, Islamorada, FL
Tracey E. Petrusha · LoKation Real Estate
64Active
$699,000
1 bd · 1 ba · 550 sqft
81801 Overseas Highway #729, Islamorada, FL
Diana Lynn Fiddes · Coldwell Banker Schmitt Key Largo
18Active
$8,000,000
3 bd · 3 ba · 1,728 sqft
88747 Old Highway, Islamorada, FL
Ralph Sam · Real Estate Sales Force, Inc.
Price Reduced65Active
$5,999,999
5 bd · 6 ba · 5,456 sqft
137 Sapodilla Dr, Islamorada, FL
Annie Hagen · Ocean Sothebys Intl 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: 2026-09-23 12:06:37 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: 2026-09-01 15:44:39 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: 2026-09-23 12:06:37 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: 2026-09-01 15:44:39 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

Co-ops

By feature

New construction
With a pool

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas