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Property Description

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. Seller will consider all reasonable offers.

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 whole House Generator for peace of mind.

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.

Overview

Open House
10/12/2026 4:00PM - 6:00PM EDT
10/13/2026 12:00PM - 2:00PM EDT
10/14/2026 12:00PM - 3:00PM EDT
10/15/2026 4:00PM - 6:00PM EDT
10/16/2026 4:00PM - 6:00PM EDT
10/17/2026 12:00PM - 2:00PM EDT
Property Status
For Sale
MLS ID
A12009440
Property Type
Residential
Year Built
1984

Features & Amenities

Total Area
24,004 Sq.Ft.
Architecture Styles
Detached, Two Story
Water Frontage
Ocean Access, Waterfront, Rip Rap
View Description
Bay, Water
Water Source
Municipal Water
Pool
In Ground
Roof
Concrete
Lot Features
1/2 To Less Than 3/4 Acre Lot
Parking
Additional Spaces Available, Circular Driveway, Covered, Driveway, Golf Cart Parking, Guest, Other, Paver Block, Rv/Boat Parking
Heat Type
Central
Air Conditioning
Ceiling Fan(s), Central Air, Wall/Window Unit(s), Zoned
Laundry Room
Utility Room/Laundry
Fireplace
Decorative
Appliances
Dishwasher, Disposal, Dryer, Gas Range, Microwave, Refrigerator, Free-Standing Freezer, Washer
Other Interior Features
First Floor Entry, Built-in Features, Cooking Island, Pantry, Walk-In Closet(s), Den/Library/Office, Other, Storage, Utility Room/Laundry, Workshop
Sewer
Public Sewer
Security Features
Smoke Detector
Other Exterior Features
Lighting
Sales Price
$6,999,000
Real Estate Tax
$16,657/yr
Zoning
SC Sub Urban Commer

Downloads

Waterfront home beside a marina, with a private dock and nearby boat ramp.

Schedule a Tour

We would love to help you see this beautiful home! As a full-service brokerage, we can help you tour. Please submit an offer, and answer questions about the buying process.

Thank you

for your interest in 1101 Mastic Street, Islamorada, FL 33036

1101 Mastic Street
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