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$8,490,000
New Listing

1101 Mastic Street
Islamorada, FL 33036

For Sale|Single Family Residence|Active
8
Beds
6
Total Baths
6
Full Baths
1984
Built
Subdivision:
Strattons Subdivision Pb2-
County:
Monroe
Call Now: 305-390-2737
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305-390-2737
1101 Mastic Street1101 Mastic Street
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Monthly Payment (Est.)

$38,735
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Spectacular Bayfront Estate with Guesthouse in the Heart of Islamorada 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.

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Listing Snapshot
Price 
$8,490,000
Days On Site 
0 Days
Bedrooms 
8
Inside Area (SqFt) 
N/A
Total Baths 
6
Full Baths 
6
Partial Baths 
N/A
Lot Size 
N/A
Year Built 
1984
MLS® Number 
A12009440
Status 
Active
Property Tax 
$16,657
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
10 hours agoListing first seen on site
14 hours agoListing updated with changes from the MLS®
General Features
Carport 
2
Direction Faces 
Southeast
Levels 
Two
Number Of Stories 
2
Parking 
Circular DrivewayCoveredDrivewayGolf Cart GarageGuestOtherPaver BlockRV Access/Parking
Property Sub Type 
Single Family Residence
Security 
Smoke Detector(s)
Sewer 
Public Sewer
Style 
DetachedTwoStory
Water Source 
Public
Zoning 
SC Sub Urban Commer
Interior Features
Appliances 
DryerDishwasherFreezerDisposalGas RangeMicrowaveRefrigeratorWine CoolerWasher
Cooling 
Central AirCeiling Fan(s)Wall/Window Unit(s)Zoned
Fireplace 
Yes
Fireplace Features 
Decorative
Flooring 
Tile
Heating 
Central
Interior 
Built-in FeaturesKitchen IslandOtherPantryWalk-In Closet(s)ElevatorMaster Downstairs
Spa 
Yes
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Exterior Features
Construction Details 
Block
Exterior 
Lighting
Fencing 
Fenced
Frontage 
85
Lot Features 
Waterfront
Other Structures 
Shed(s)
Patio And Porch 
PatioPorch
Pool Features 
In Ground
Roof 
Concrete
Spa 
Yes
Spa Features 
Heated
View 
BayWater
Waterfront 
Yes
Waterfront Features 
Ocean Access
Waterview 
BayWater
Community Features
Financing Terms Available 
CashConventionalFHAVA Loan
MLS Area 
98 Florida Keys
Listing courtesy of LoKation

The data relating to real estate for sale on this web site comes in part from the Miami Association of Realtors, Realtor Association of Greater Ft. Lauderdale, and the South Broward Board of Realtors. Information is deemed reliable but not guaranteed. Copyright © 2026, Miami Association of Realtors, Realtor Association of Greater Ft. Lauderdale, and the South Broward Board of Realtors. All rights reserved. The information being provided is 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. The use of search facilities of data on the site, other than a consumer looking to purchase real estate, is prohibited.

Neighborhood & Commute
Source: Walkscore
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