1101 Mastic Street, Islamorada, FL 33036

$6,999,000
Property Type: Residential Bedrooms: 8 Baths: 6 Square Footage: 24,004 Status: Active
Current Price: $6,999,000 List Date: 4/28/2026 Last Modified: 9/12/2026

Overview

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-b ...

Supplements: Step outside to your own waterfront oasis, where a gorgeous heated bayfront pool invites relaxation while you take in breathtaking sunset views and the tranquil surroundings.Blending luxury, comfort, and premier waterfront access, this remarkable estate presents a rare mixed-use opportunity in one of Islamorada's most coveted locations.

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Listing Details MLS# A12009440

General Property Information

Property Sub Type
Single Family Residence
Bedrooms Total
8
Bathrooms Total
6
Bathrooms Full
6
Building Area Main
24004
Living Area Main
3649
Year Built
1984
Carport YN
Yes
Carport Spaces
2
Covered Spaces
2
Senior Community YN
Yes
Waterfront YN
Yes
Water Frontage Feet
85
Outdoor Living Spaces YN
Yes
Stories Total
2
Direction Faces
Southeast
Pool Private YN
Yes

Property Features

Exterior Features: Lighting Fireplace Features: Decorative Flooring: Tile Guest House Features: 1 Bath; 1 Bedrooms Leasing Permitted Details: Okay To Lease With Restrictions Parking Features: Boat Access/Parking; Circular Driveway; Covered; Driveway; Golf Cart Garage; Guest; Paver Block; RV Access/Parking Property Condition: Resale Spa Features: Heated; In Ground Appliances: Dishwasher; Disposal; Dryer; Free-Standing Freezer; Gas Range; Microwave; Refrigerator; Washer Water Heater Details: Gas Water Heater Boat and Dock Features: Lift; Marina; Private Dock; Ramp Construction Materials: CBS Cooling: Ceiling Fan(s); Central Air; Wall/Window Unit(s); Zoned Fencing: Fenced Heating: Central Interior Features: Built-in Features; Elevator; Kitchen Island; Pantry; Storage; Walk-In Closet(s) Levels: Two Listing Terms: Cash; Conventional; FHA; VA Loan Other Structures: Outbuilding; Shed(s) Pool Features: In Ground Possession: Close Of Escrow; Negotiable Restrictions: Lease Restrictions Roof: Concrete Security Features: Smoke Detector(s) Sewer: Public Sewer Special Information: Sold As-Is View: Water Water Access: Ocean Access Water Source: Public Water View: Bay Waterfront Features: Bayfront; Rip Rap; Other Showing Requirements: 24 Hour Notice; Appointment Only Outdoor Living Spaces: Patio; Porch Porch Details: Porch - Open Room Types: Den; Laundry; Other; Workshop Acreage Description: 1/2 To Less Than 1 Acre Lot

Contract Information

Comp Sale YN
No
Original List Price
8490000
Occupant Type
Call Listing Agent

Location and Legal

Country
United States
County Or Parish
Monroe
County Parish Name
Monroe
Street Number
1101
Street Name
Mastic
Street Suffix
Street
City Name
Islamorada
State Or Province
FL
Postal Code
33036
Postal Zip
33036
Subdivision Name
Strattons Subdivision Pb2-
Area
5940 - Other Florida County
Geographic Area
Other
Elementary School
Plantation Key
High School
Coral Shores
Parcel Number
00399130000000
Zoning
SC Sub Urban Commer
Directions
US 1 Bay Side.

Financial Information

Membership Fee Required YN
No
Tax Annual Amount
16657
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

Status Change Information

Major Change Timestamp
2026-07-21T22:32:36Z
Major Change Type
Price Reduced
Price Change Timestamp
2026-07-21T22:32:36Z
Status Change Date
2026-04-28

More Information

Entry Information

Entry Level
Yes

Leasing Permitted Details

Leasing Permitted YN
Yes

Boat and Dock Information

Dock
Yes
Dock Details
Community Boat Ramp, Community Ramp

Pool Size Details

Pool Size (WxL)
30x16

Storm Protection

Accordian Shutters
Complete
Impact Glass
Complete
Permanent Generator
Whole House

Price Calculations

Current Price To SqFt
1918.05

Section Details

Parcel Number MLX
1491

Originating Details

Originating System Key
460051740
Originating System ID
M00000151

Room Information

Room Name
Den
Other
Laundry
Workshop
IDX
Listing Office: LoKation
Last Updated: September - 12 - 2026
This information is not verified for authenticity or accuracy and is not guaranteed and may not reflect all real estate activity in the market. Copyright 2026 Beaches Multiple Listing Service, Inc. All rights reserved. Information Not Guaranteed and Must Be Confirmed by End User. Site contains live data.

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