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$6,999,000
1101 Mastic Street
Islamorada, FL 33036
MLS# A12009440
8 beds  |  6 baths


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Property 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 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.

Details
Maps
Contract Information
Comp Sale YN: No
Occupant Type: Call Listing Agent
Listing Date: 2026-04-28
Status: Active
Original List Price: 8490000
List Price: $6,999,000
Current Price: $6,999,000
Location and Legal
County Or Parish: Monroe
County Parish Name: Monroe
City Name: Islamorada
Postal Zip: 33036
Geographic Area: Other
Country: United States
Street Number: 1101
Street Name: Mastic
Street Suffix: Street
State Or Province: FL
Postal Code: 33036
Subdivision Name: Strattons Subdivision Pb2-
Area: 5940 - Other Florida County
Elementary School: Plantation Key
High School: Coral Shores
Parcel Number: 00399130000000
Zoning: SC Sub Urban Commer
Directions: US 1 Bay Side.
General Property Information
Water Frontage Feet: 85
Senior Community YN: Yes
Outdoor Living Spaces YN: Yes
Stories Total: 2
Pool Private YN: Yes
Property Sub Type: Single Family Residence
Bedrooms Total: 8
Bathrooms Total: 6
Bathrooms Full: 6
Year Built: 1984
Carport YN: 1
Carport Spaces: 2
Covered Spaces: 2
Waterfront YN: 1
Direction Faces: Southeast
Financial Information
Estimated Monthly Assoc Recurring Fee: 0
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
Office/Member Information
DXORIGMLSID: SEF
Amenities
None: 1
Entry Information
Entry Level: 1
Exterior Features
Lighting: 1
Fireplace Features
Decorative: 1
Flooring
Tile: 1
Leasing Permitted Details
Leasing Permitted YN: Yes
Okay To Lease With Restrictions: 1
Parking Features
Boat Access/Parking: 1
Circular Driveway: 1
Covered: 1
Driveway: 1
Guest: 1
Golf Cart Garage: 1
Paver Block: 1
RV Access/Parking: 1
Property Condition
Resale: 1
Spa Features
Heated: 1
Fencing
Fenced: 1
Other Structures
Outbuilding: 1
Shed(s): 1
Possession
Close Of Escrow: 1
Negotiable: 1
Sewer
Public Sewer: 1
Special Information
Sold As-Is: 1
View
Water: 1
Heating
Central: 1
Water Access
Ocean Access: 1
Water View
Bay: 1
Appliances
Dishwasher: 1
Disposal: 1
Dryer: 1
Free-Standing Freezer: 1
Gas Range: 1
Microwave: 1
Refrigerator: 1
Washer: 1
Construction Materials
CBS: 1
Interior Features
Built-in Features: 1
Elevator: 1
Kitchen Island: 1
Pantry: 1
Storage: 1
Walk-In Closet(s): 1
Levels
Two: 1
Listing Terms
Cash: 1
Conventional: 1
FHA: 1
VA Loan: 1
Pool Features
In Ground: 1
Roof
Concrete: 1
Security Features
Smoke Detector(s): 1
Water Source
Public: 1
Waterfront Features
Bayfront: 1
Rip Rap: 1
Other: 1
Water Heater Details
Gas Water Heater: 1
Boat and Dock Information
Dock: Yes
Dock Details: Community Boat Ramp
Boat and Dock Features
Lift: 1
Private Dock: 1
Ramp: 1
Cooling
Ceiling Fan(s): 1
Central Air: 1
Wall/Window Unit(s): 1
Zoned: 1
Showing Requirements
24 Hour Notice: 1
Appointment Only: 1
Master Bedroom/Bath
Master Bdrm - Ground: 1
Master Bdrm - Upstairs: 1
Other: 1
Pool Size Details
Pool Size (WxL): 30x16
Restrictions
Lease Restrictions: 1
Storm Protection
Accordian Shutters: Complete
Impact Glass: Complete
Permanent Generator: Whole House
Outdoor Living Spaces
Patio: 1
Porch: 1
Porch Details
Porch - Open: 1
Room Types
Den: 1
Laundry: 1
Other: 1
Workshop: 1
Section Details
Parcel Number MLX: 1491
Acreage Description
1/2 To Less Than 1 Acre Lot: 1
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
Originating Details
Originating System Key: 460051740
Originating System ID: M00000151
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
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.
Room Information
Room Name
Den
Other
Laundry
Workshop

IDX
Listing Office: LoKation

Last Updated: July - 21 - 2026

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