1101 Mastic Street, Islamorada, FL 33036

Description of 1101 Mastic Street, Islamorada, FL 33036

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.

Property Details for 1101 Mastic Street, Islamorada, FL 33036

Bathrooms Full

6

Interior Features

First Floor Entry, Built-in Features, Cooking Island, Pantry, Walk-In Closet(s), Den/Library/Office, Other, Storage, Utility Room/Laundry, Workshop

Appliances

Dishwasher, Disposal, Dryer, Gas Range, Microwave, Refrigerator, Free-Standing Freezer, Washer

Flooring

Tile

Heating

Central

Cooling

Ceiling Fan(s), Central Air, Wall/Window Unit(s), Zoned

Architectural Style

Detached, Two Story

Garage Spaces

0

Parking Features

Additional Spaces Available, Circular Driveway, Covered, Driveway, Golf Cart Parking, Guest, Other, Paver Block, Rv/Boat Parking

Pool Features

In Ground

Pool Private

No

Year Built Details

Resale

Direction Faces

Southeast

Building Information for 1101 Mastic Street, Islamorada, FL 33036

Building Name

Strattons Subdivision Pb2-

Building Area Total

24004

Building Area Units

Square Feet

Association

No

Security Features

Smoke Detector

Property Information for 1101 Mastic Street, Islamorada, FL 33036

Lot Features

1/2 To Less Than 3/4 Acre Lot

Waterfront

Yes

Waterfront Features

Ocean Access, Waterfront, Rip Rap

Frontage Length

85

View

Bay, Water

Construction Materials

CBS Construction

Roof

Concrete

Exterior Features

Lighting

Sewer

Public Sewer

Water Source

Municipal Water

New Construction

No

Public Records for 1101 Mastic Street, Islamorada, FL 33036

Parcel Number

00399130000000

Tax Annual Amount

$16,657

Tax Year

2025

Tax Legal Description

Strattons Subdivision Pb2-38 Ne 10 Ft Lot 10 & All Lot 11 Bk 1 G24-94 G49-592 Or366-6/7 Or397-476Qc Or411-520/23 Or455-6

Zoning

SC Sub Urban Commer

County Or Parish

Monroe County

Open Houses

• Friday, November 6, 2026 at 9:00 PM
• Saturday, November 7, 2026 at 5:00 PM
• Sunday, November 8, 2026 at 5:00 PM
• Monday, November 9, 2026 at 9:00 PM
• Tuesday, November 10, 2026 at 9:00 PM
• Thursday, November 12, 2026 at 9:00 PM
• Friday, November 13, 2026 at 9:00 PM

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