Main Content

1101 Mastic Street, Islamorada, FL 33036 (MLS# A12009440)

1101 Mastic Street, Islamorada, FL 33036

$8,490,000

Virtual Tour

https://www.propertypanorama.com/instaview/mia/A12009440

Virtual Tour

https://www.zillow.com/view-imx/56397a77-06d5-4cd7-aed1-51be86a27854?setAttribution=mls&wl=true&initialViewType=pano&utm_source=dashboard

Property Type: Residential Bedrooms: 8 Baths: 6 Status: Active

Current Price: $8,490,000 List Date: 4/28/2026 Last Modified: 6/10/2026

Overview

Description

Spectacular Bayfront Estate with Guesthouse in the Heart of IslamoradaExperience 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 r ... (Read more)

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.

Open Houses

Today, 4:00 pm - 5:00 pm

Listing Details MLS# A12009440

General Property Information

Property Sub Type: Single Family Residence
Bedrooms Total: 8
Bathrooms Total: 6
Bathrooms Full: 6
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 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 Appliances: Dishwasher; Disposal; Dryer; Free-Standing Freezer; Gas Range; Microwave; Refrigerator; Washer Water Heater Details: Gas Water Heater Boat and Dock Features: Lift; 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: 2026-04-28T04:00:00Z
Major Change Type: New Listing
Status Change Date: 2026-04-28

More Information

Entry Information

Entry Level: Yes

Leasing Permitted Details

Leasing Permitted YN: Yes
Okay To Lease With Restrictions: Yes

Boat and Dock Information

Dock: Yes
Dock Details: Community Boat Ramp

Pool Size Details

Pool Size (WxL): 30x16

Storm Protection

Accordian Shutters: Complete
Impact Glass: Complete
Permanent Generator: Whole House

Section Details

Parcel Number MLX: 1491

Originating Details

Originating System Key: 460051740
Originating System ID: M00000151

Office/Member Information

DXORIGMLSID: SEF

Amenities

None: Yes

Exterior Features

Lighting: Yes

Fireplace Features

Decorative: Yes

Flooring

Tile: Yes

Parking Features

Boat Access/Parking: Yes
Circular Driveway: Yes
Covered: Yes
Driveway: Yes
Guest: Yes
Golf Cart Garage: Yes
Paver Block: Yes
RV Access/Parking: Yes

Property Condition

Resale: Yes

Spa Features

Heated: Yes

Fencing

Fenced: Yes

Other Structures

Outbuilding: Yes
Shed(s): Yes

Possession

Close Of Escrow: Yes
Negotiable: Yes

Sewer

Public Sewer: Yes

Special Information

Sold As-Is: Yes

View

Water: Yes

Heating

Central: Yes

Water Access

Ocean Access: Yes

Water View

Bay: Yes

Appliances

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

Construction Materials

CBS: Yes

Interior Features

Built-in Features: Yes
Elevator: Yes
Kitchen Island: Yes
Pantry: Yes
Storage: Yes
Walk-In Closet(s): Yes

Levels

Two: Yes

Listing Terms

Cash: Yes
Conventional: Yes
FHA: Yes
VA Loan: Yes

Pool Features

In Ground: Yes

Roof

Concrete: Yes

Security Features

Smoke Detector(s): Yes

Water Source

Public: Yes

Waterfront Features

Bayfront: Yes
Rip Rap: Yes
Other: Yes

Water Heater Details

Gas Water Heater: Yes

Boat and Dock Features

Lift: Yes
Private Dock: Yes
Ramp: Yes

Cooling

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

Showing Requirements

24 Hour Notice: Yes
Appointment Only: Yes

Master Bedroom/Bath

Master Bdrm - Ground: Yes
Master Bdrm - Upstairs: Yes
Other: Yes

Restrictions

Lease Restrictions: Yes

Outdoor Living Spaces

Patio: Yes
Porch: Yes

Porch Details

Porch - Open: Yes

Room Types

Den: Yes
Laundry: Yes
Other: Yes
Workshop: Yes

Acreage Description

1/2 To Less Than 1 Acre Lot: Yes

Room Information

Room Name
Den
Other
Laundry
Workshop

Listing Office: LoKation

Last Updated: June - 10 - 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.

Main Content

1101 Mastic Street, Islamorada, FL 33036 (MLS# A12009440)