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28 listings

Homes for Sale in Islamorada, FL

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23 of 28 Listings

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23 of 28 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

38Active

$999,999

3 bd · 3 ba · 1,710 sqft

100 Iroquois Drive 5, Islamorada, FL

Nancy Hershoff · Coldwell Banker Schmitt Real E

24Active

$1,600,000

3 bd · 2 ba · 1,380 sqft

102 Venetian Dr, Islamorada, FL

Arelys Doger-Sanchez · Keller Williams Realty Premier Properties

44Active

$4,500,000

4 bd · 6 ba · — sqft

155 Palo De Oro Dr, Islamorada, FL

Kelly Randin · RE/MAX All Keys Real Estate

45Active

$2,400,000

3 bd · 4 ba · — sqft

316 N Dr, Islamorada, FL

Anthony Askowitz · RE/MAX Advance Realty II

72Active

$3,850,000

4 bd · 4 ba · 2,596 sqft

74049 Overseas Hwy, Islamorada, FL

Kimberly Farias · Luxe Properties

34Active

$2,100,000

3 bd · 4 ba · 2,036 sqft

82891 Overseas Highway, Islamorada, FL

Keely A Burton · Keys Properties of the PB's

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

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

13Active

$710,000

1 bd · 1 ba · 550 sqft

81801 Overseas Highway Highway 714, Islamorada, FL

Joseph R Ziolo · United Realty Group, Inc

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 Reduced18Active

$298,000

1 bd · 1 ba · — sqft

84961 Old Hwy 17 Hwy, Islamorada, FL

Stanley Samy · Luft Realty

88Active

$6,999,000

4 bd · 5 ba · 2,797 sqft

88110 Overseas Hwy, Islamorada, FL

Lisa Frins · Langley Knight Gardner Islamorada

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 Real E

Price Reduced62Active

$14,990,000

6 bd · 9 ba · 7,590 sqft

88351 Old Hwy, Islamorada, FL

Jason Zarco · BHHS EWM Realty

38Active

$22,500,000

7 bd · 9 ba · — sqft

Address withheld · Islamorada, FL

Joy Martin · American Caribbean Real Estate

19Active

$750,000

3 bd · 1 ba · 400 sqft

84961 Old Highway 26, Islamorada, FL

Carl Fernstrom · Diversified Real Estate Group

1 2

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: 2026-09-11 06:13:50 UTC
Florida Gulf Coast Multiple Listing Service: IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.
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: 2026-09-13 16:01:22 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.

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

By feature

New construction
With a pool

Nearby areas

ZIP codes

33037 (309)
33050 (245)
33070 (123)
33036 (117)
33051 (55)
33001 (7)

Cities

KEY LARGO (217)
MARATHON (159)
Tavernier (102)
Key Largo (94)
KEY COLONY (49)
Duck Key (48)
Marathon (31)
Plantation Key (12)

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

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: 2026-09-11 06:13:50 UTC
Florida Gulf Coast Multiple Listing Service: IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.
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: 2026-09-13 16:01:22 UTC

Islamorada, FL Homes for Sale | Realty.com

Nearby areas

ZIP codes

33037 (309)
33050 (245)
33070 (123)
33036 (117)
33051 (55)
33001 (7)

Cities

KEY LARGO (217)
MARATHON (159)
Tavernier (102)
Key Largo (94)
KEY COLONY (49)
Duck Key (48)
Marathon (31)
Plantation Key (12)

Islamorada, FL community profile

Area: 54.6 sq. mi.

Source: HJN community data