Safety & registry resources

Review official public-safety information for any area from these government sources:

U.S. Dept. of Justice National Sex Offender Public Website (NSOPW)
FBI: state sex-offender registry directory

Waterfront Homes in Islamorada, FL — Page 2

Buy

Start here

Homes for sale by state
Home buying tips
Before you start looking
The buying timeline

Afford it

Today's mortgage rates
Mortgage calculator
How much can I afford?
Get pre-approved

Make the deal

Writing a winning offer
Inspections & appraisals
Closing costs, itemized
Find a buyer's agent

Save search Advertise Sign In

Saved homes Saved searches Your tours Your inquiries Recently viewed Account settings

Rentals
Commercial

98 listings

Sell

Selling Options

What's my home worth?
Compare selling options
Get an instant cash offer
Buy before you sell

Resources

How selling works
When should I sell?
Home selling tips
Pricing your home
What's worth fixing first
Find a seller's agent

Waterfront Homes in Islamorada, FL

Hide Map

21 of 98 Listings

Map

21 of 98 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

63Active
$2,000,000
3 bd · 3 ba · 1,771 sqft
155 Plantation Avenue, Islamorada, FL
Seanna Lindback Porter · Sea Haven Realty, Inc.
Price Reduced52Active
$780,000
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 Unit 1, Islamorada, FL
Sabrina Wampler & Sarah Ewald · Ocean Sotheby's International Realty

Price Reduced72Active
$3,750,000
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
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
Price Reduced81Active
$1,895,000
4 bd · 3 ba · 2,668 sqft
87851 Old Highway Unit 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
47Active
$649,000
1 bd · 1 ba · 550 sqft
81801 Old Highway Unit 754, Islamorada, FL
KELLY K SHAW PA · American Caribbean Real Estate, Christie's International Real Estate
Price Reduced60Active
$3,050,000
5 bd · 3 ba · 2,960 sqft
117 El Capitan Drive, Islamorada, FL
Lisa Frins P.A. · Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
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
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 Unit D3, Islamorada, FL
Lisa Frins P.A. · Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
79Active
$1,890,000
5 bd · 3 ba · 2,845 sqft
74980 Overseas Highway Unit 3, Islamorada, FL
Pierre Marc Bellion · Ocean Sotheby's International Realty
Price Reduced50Active
$609,900
2 bd · 2 ba · 1,337 sqft
87200 Overseas Highway Apt a 7, Islamorada, FL
Luis Andrew Ruiz · EXP Realty, LLC

1 2 3…5

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: 2026-10-11 18:03:09 UTC

Islamorada housing market

September 2026 · This period is still settling

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 24, 2026

Median home size: 3,076 sq. ft.

Islamorada, FL community profile

Area: 54.6 sq. mi.

Source: HJN community data

Explore Islamorada homes

By price

Homes Under $800K
Homes Under $900K
Homes Under $1M
Homes Under $1.25M
Homes Under $1.5M
Homes Under $1.75M
Homes Under $2M
Homes Under $2.25M
Homes Under $2.5M
Homes Under $2.75M
Homes Under $3M
Homes Over $3M
Luxury Homes

By bedrooms

3 Bedroom Homes
4 Bedroom Homes

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: 2026-10-11 18:03:09 UTC

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

By type

Single-Family Homes

By feature

Homes with a Pool
Waterfront Homes

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

Islamorada housing market

September 2026 · This period is still settling

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 24, 2026

Median home size: 3,076 sq. ft.