1 / 25
25 photos
+20
1101 Mastic Street
Islamorada, FL, 33036
Active$7,495,000
1101 Mastic Street
Islamorada, FL, 33036
Active$7,495,000
8
Bedrooms
6
Bathrooms
—
Living Area
1984
Year Built
Islamorada, FL, 33036
Active$7,495,000
Islamorada, FL, 33036
Active$7,495,000
8
Bedrooms
6
Bathrooms
—
Living Area
1984
Year Built
56
Days on Market
Data sources: SFWMD AHED waterway polygons · FHWA National Bridge Inventory 2024 · Not provided by the MLS or listing broker.
Spectacular Bayfront Estate with Guesthouse in the Heart of Islamorada. & 7 Day Rental Potential, Seller Financing Available. Experience luxury coastal living at its finest in this exceptional Gated bayfront estate, ideally situated in the heart of Islamorada. Set on a rare peninsula with over 225 feet of prime waterfront, this property offers unmatched privacy, panoramic views, and direct access to both the Florida Bay and Atlantic Ocean. The main residence features 7 spacious bedrooms and 5 beautifully appointed bathrooms designed with both elegance and comfort in mind--perfect for entertaining or hosting large gatherings. A dramatic third-floor Bird's Nest Sky Lounge features 360-degree glass walls and a walkout rooftop deck, capturing breathtaking vistas in every direction. Expansive living areas and thoughtfully designed spaces capture stunning water views from every angle. A private 1-bedroom, 1-bathroom guesthouse provides the ideal retreat for visitors, accommodating extended family, or potential rental income or creating a secluded retreat. For boating enthusiasts, the estate includes an impressive 85+ foot deep-water yacht slip and four boat lifts, offering seamless access to both the Bay and Ocean--an unparalleled fishing advantage in the Florida Keys.
See the property and tour the dock. A licensed waterfront specialist will arrange your private showing.
Select a date
Islamorada, FL, 33036
Displayed by Blue Mar Real Estate Group Inc., Licensed Florida Real Estate Broker (DBPR CQ1018554) · [email protected]
Listing courtesy of LoKation via MIAMI REALTORS®
Last updated: 6/23/2026
© 2026 Miami Association of REALTORS®, Inc. All rights reserved. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of the Miami Association of REALTORS®. Information is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal.
IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Nearest Bridge Clearances
Florida Keys, critical for tall/large vessels
Estimate your monthly payment for this waterfront property
$1,499,000 down
Estimated payments only. Actual rates and terms may vary.
$7.1M239 Tavernier Dr
Tavernier, FL
Courtesy of Aria Luxe Inc via MIAMI REALTORS®
$9.7M180 Pompano Dr
Key Largo, FL
Courtesy of Coldwell Banker Realty via MIAMI REALTORS®
$6.7M1002 Snapper Ln
Key Largo, FL
Courtesy of American Caribbean Real Estate via MIAMI REALTORS®
$5.3M60 Ocean Front Dr
Key Largo, FL
Courtesy of Vera Realty LLC via MIAMI REALTORS®
$6.2M137 Sapodilla Dr
Islamorada, FL
Courtesy of Ocean Sothebys Intl Realty via MIAMI REALTORS®
$8.6M162 Bayview Dr
Islamorada, FL
Courtesy of Coldwell Banker Realty via MIAMI REALTORS®