Single-family home for sale

$5,999,000

1101 Mastic StreetIslamorada, FL 33036

  • 8 Beds
  • 6 Baths
  • 3,649 Sq ft
  • 1984 Built

About this home

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.

Details

MLS #
A12009440
Property type
Single-family home
Status
Active
Days on market
183
Neighborhood
Strattons Subdivision Pb2-
County
Monroe County
Property taxes
$16,657 (2025)
Waterfront
Yes
Private pool
No
View
Bay, Water
Cooling
Ceiling Fan(s), Central Air, Wall/Window Unit(s), Zoned
Interior features
First Floor Entry, Built-in Features, Cooking Island, Pantry, Walk-In Closet(s), Den/Library/Office, Other, Storage, Utility Room/Laundry, Workshop
Exterior features
Lighting
Appliances
Dishwasher, Disposal, Dryer, Gas Range, Microwave, Refrigerator, Free-Standing Freezer, Washer

Location

Estimated payment

$31,722/mo with 20% down at 6.5% for 30 years, including taxes, before insurance.

Adjust in the mortgage calculator

Listing courtesy of LoKation · Tracey Petrusha. Listing last updated October 28, 2026 6:00 PM.

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The multiple listing information is provided by the MIAMI Association of REALTORS® from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 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. Data last updated October 29, 2026 4:34 AM.

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