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Homes with a Pool in Islamorada, FL

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3 beds New construction With a pool

Homes with a Pool in Islamorada, FL

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21 of 81 Listings

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21 of 81 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

100Active
$18,999,000
6 bd · 8 ba · 6,692 sqft
87429 Old Hwy, Islamorada, FL
Michaela Walters · Ocean Sothebys Intl Realty
67Active
$699,000
3 bd · 2 ba · 1,593 sqft
88181 Old Highway Apt G31, Islamorada, FL
Brett Newman · Coldwell Banker Schmitt Islamorada
67Active
$2,290,000
4 bd · 3 ba · 2,464 sqft
81250 Overseas Highway 5, Islamorada, FL
AJ Vetter · Palm House Real Estate

55Active
$3,999,000
4 bd · 4 ba · 2,624 sqft
75433 Overseas Highway, Islamorada, FL
Kelsey Caputo - Frins · Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
Price Reduced52Active
$2,500,000
3 bd · 3 ba · 1,632 sqft
107 Valencia Drive, Islamorada, FL
Patty Accorto · Keller Williams Legacy
55Active
$3,952,000
5 bd · 3 ba · 2,328 sqft
148 Giardino Drive, Islamorada, FL
Oscar Valencia · The Valencia Group Corp.
37Active
$999,000
3 bd · 2 ba · 1,400 sqft
87200 Overseas Highway J 6, Islamorada, FL
Alina Davis · Coldwell Banker Schmitt Islamorada
49Active
$3,700,000
3 bd · 3 ba · 1,729 sqft
313 North Drive, Islamorada, FL
Sharon Kelly-Brown · Sharon J. Kelly Realty, Inc.
134Active
$11,000,000
5 bd · 5 ba · 3,421 sqft
75751 Overseas Highway, Islamorada, FL
Lisa Frins P.A. · Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
Price Reduced49Active
$790,000
2 bd · 3 ba · 1,152 sqft
136 Aregood Lane, Islamorada, FL
Christy Hughes · Coldwell Banker Schmitt Islamorada
80Active
$4,750,000
4 bd · 5 ba · 2,574 sqft
82779 Old Highway 1, Islamorada, FL
Sabrina Wampler & Sarah Ewald · Ocean Sotheby's International Realty
72Active
$3,850,000
4 bd · 4 ba · 2,596 sqft
74049 Overseas Hwy, Islamorada, FL
Kimberly Farias · Luxe Properties
100Active
$4,650,000
5 bd · 6 ba · 4,354 sqft
109 Valencia Drive, Islamorada, FL
Sabrina Wampler & Sarah Ewald · Ocean Sotheby's International Realty
66Active
$2,890,000
3 bd · 3 ba · 1,947 sqft
101 Madeira Court, Islamorada, FL
Alina Davis · Coldwell Banker Schmitt Islamorada
34Active
$2,485,000
3 bd · 3 ba · 2,072 sqft
81250 Overseas Highway 2, Islamorada, FL
Drew Moret · Palm House Real Estate
Price Reduced33Active
$10,950,000
6 bd · 8 ba · 6,577 sqft
77350 Overseas Hwy, Islamorada, FL
Carolyn Ambler · American Caribbean Real Estate
47Active
$649,000
1 bd · 1 ba · 550 sqft
81801 Old Hwy 754, Islamorada, FL
Joy Martin · American Caribbean Real Estate
81Active
$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
43Active
$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
34Active
$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
32Active
$374,000
2 bd · 2 ba · 1,151 sqft
40 High Point Road 703, Islamorada, FL
Claire Johnson · Coastal Realty of the Florida Keys

1 2…4

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: 2026-09-26 18:01:16 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

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: 2026-09-26 18:01:16 UTC

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

By feature

New construction
With a pool

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Islamorada, FL community profile

Area: 54.6 sq. mi.

Source: HJN community data