1101 Mastic Street, Islamorada, FL 33036

$7,495,000

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: $7,495,000 List Date: 4/28/2026 Last Modified: 7/01/2026

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.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 fami ... (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.

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: 2026-06-13T01:49:22Z
Major Change Type: Price Reduced
Price Change Timestamp: 2026-06-13T01:49:22Z
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: July - 01 - 2026

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