Homes with a Pool in Islamorada, FL

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3 beds New construction With a pool

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19 Listings

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Homes with a Pool in Islamorada, FL

19 Listings

72Active

19 listings

Homes with a Pool in Islamorada, FL

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19 Listings

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Homes with a Pool in Islamorada, FL

19 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

72Active

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

$3,850,000

4 bd · 4 ba · 2,596 sqft

74049 Overseas Hwy, Islamorada, FL

Kimberly Farias · Luxe Properties

33Active

$11,700,000

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

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

47Active

$2,795,000

3 bd · 3 ba · 1,632 sqft

107 Valencia Dr, Islamorada, FL

Patty Accorto · Keller Williams Legacy

86Active

$29,000,000

4 bd · 6 ba · 8,194 sqft

75090 Overseas Highway, Islamorada, FL

Annie Hagen · Ocean Sothebys Intl Realty

63Active

$685,000

3 bd · 2 ba · 1,352 sqft

87200 Overseas Hwy K5, Islamorada, FL

Luis Ruiz · EXP Realty, LLC

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

Price Reduced98Active

$13,250,000

7 bd · 7 ba · — sqft

75840 Overseas Highway, Islamorada, FL

Lisa Frins · Langley Knight Gardner Islamorada

Price Reduced100Active

$6,999,000

8 bd · 6 ba · 3,649 sqft

1101 Mastic Street, Islamorada, FL

Tracey Petrusha · LoKation

Price Reduced65Active

$5,999,999

5 bd · 6 ba · 5,456 sqft

137 Sapodilla Dr, Islamorada, FL

Annie Hagen · Ocean Sothebys Intl Realty

26Active

$3,999,999

2 bd · 2 ba · 928 sqft

77340 Overseas Highway, Islamorada, FL

Elizabeth Jolin · Coldwell Banker Schmitt RE Co

Price Reduced59Active

$14,990,000

6 bd · 9 ba · 7,590 sqft

88351 Old Hwy, Islamorada, FL

Jason Zarco · BHHS EWM Realty

43Active

$15,950,000

6 bd · 7 ba · 6,680 sqft

20 Avacado St, Islamorada, FL

Steven Koleno · Beycome of Florida LLC

38Active

$22,500,000

7 bd · 9 ba · — sqft

Address withheld · Islamorada, FL

Joy Martin · American Caribbean Real Estate

39Active

$1,199,990

2 bd · 3 ba · 1,376 sqft

111 Anglers Way, Islamorada, FL

Rosana Velilla · Serrano & Associates Real Estate, LLC

Price Reduced45Active

$8,590,000

8 bd · 10 ba · 5,392 sqft

162 Bayview Dr, Islamorada, FL

Nancy Muniz · Coldwell Banker Realty

Price Reduced95Active

$4,750,000

4 bd · 4 ba · 3,001 sqft

75761 Overseas Hwy, Islamorada, FL

Carlos Mosquera · Advantage Realty Group, LLC

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: 2026-08-12 20:41:38 UTC
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: 2026-09-02 14:32:20 UTC

Islamorada, FL community profile

Area: 54.6 sq. mi.

Source: HJN community data

Explore Islamorada homes

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

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: 2026-08-12 20:41:38 UTC
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: 2026-09-02 14:32:20 UTC

Islamorada, FL community profile

Area: 54.6 sq. mi.

Source: HJN community data

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Your local brokerage

Your local brokerage

Your local brokerage

Listing data & MLS disclosures

Islamorada, FL community profile

Explore Islamorada homes

Your local brokerage

Listing data & MLS disclosures

Islamorada, FL community profile