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For SaleSingle Family ResidenceActive

1101 Mastic Street

Islamorada, FL 33036

$5,999,000

194 Days On Site

  • 8Beds
  • 6Baths6 full
  • 3,649Sq Ft
  • $1,644Per Sq Ft
  • 1984Built
Subdivision
Strattons Subdivision Pb2-
County
Monroe
MLS®
A12009440

Overview

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.

Listing Snapshot

Price
$5,999,000
Days On Site
194 Days
Bedrooms
8
Inside Area (SqFt)
3,649 sqft
Total Baths
6
Full Baths
6
Partial Baths
0
Lot Size
N/A
Year Built
1984
MLS® Number
A12009440
Status
Active
Property Tax
$16,657 (2025)
HOA/Condo/Coop Fees
N/A
Sq Ft Source
N/A

Property Details

General Features

11 items
Carport
2
Direction Faces
Southeast
Levels
Two
Parking
Circular Driveway, Covered, Driveway, Golf Cart Garage, Guest, Other, Paver Block, RV Access/Parking
Property Sub Type
Single Family Residence
Security
Smoke Detector(s)
Sewer
Public Sewer
SqFt Total
24,004
Style
Detached, TwoStory
Water Source
Public
Zoning
SC Sub Urban Commer

Interior Features

8 items
Appliances
Dryer, Dishwasher, Freezer, Disposal, Gas Range, Microwave, Refrigerator, Wine Cooler, Washer
Cooling
Central Air, Ceiling Fan(s), Wall/Window Unit(s), Zoned
Fireplace
Yes
Fireplace Features
Decorative
Flooring
Tile
Heating
Central
Interior
Built-in Features, Kitchen Island, Other, Pantry, Walk-In Closet(s), Elevator, Master Downstairs
Spa
Yes

Exterior Features

16 items
Construction Details
Block, Concrete
Exterior
Lighting
Fencing
Fenced
Frontage
85
Lot Features
Waterfront
Other Structures
Shed(s)
Patio And Porch
Patio, Porch
Pool Features
In Ground, Private
Private Pool
Yes
Roof
Concrete
Spa
Yes
Spa Features
Heated, In Ground
View
Bay, Water
Waterfront
Yes
Waterfront Features
Ocean Access
Waterview
Bay, Water

Community Features

2 items
MLS Area
5940 Florida Other
Financing Terms Available
Cash, Conventional, FHA, VA Loan

Location

1101 Mastic Street, Islamorada, FL 33036 · 5940 Florida Other

$25M$25M$16M$4.6M
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Neighborhood & Commute

ZIP Code 33036

Median household income
$98,798
Income per person
$65,912
Households
2,060
Average household size
1.95
Median age
56.1

Source: Walk Score.

Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.

Price & Status History

  1. Listing updated with changes from the MLS®
  2. Price changed to $5,999,000
  3. Listing first seen on site
  4. Status changed to Active

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Listing courtesy of LoKation (305) 896-1080

Stellar MLS

Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.

Last checked: 2026-11-09 03:22 AM EST

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