Home in 1101 Mastic Street Islamorada for sale with MLS# A12009440

Spectacular Bayfront Estate with Guesthouse in the Heart of Islamorada 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 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.

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1101 Mastic Street, Islamorada, FL 33036

Price
Price:
$8,490,000.00
Original List Price:
$8,490,000.00
Property Status and Type
Listing Type:
For Sale
Status:
Active
Special Sale Conditions:
Listed As Is
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
A12009440
Description of Last Important Update:
New Listing
Last Major Update on:
April 28, 2026 6:33 pm
Rooms Distribution
Bedrooms:
8
Bathrooms Total:
6
Full Bath:
6
Room Type:
Laundry, Other, Storage Room, Den, Utility Room, Workshop
Measures
Lot Size Unit:
Square Feet
Property Features
View from the Property:
Water, Bay
Waterfront:
Yes
Waterfront Features:
Ocean Access, Bay Front, Other, Riprap
Frontage Length:
85
Swimming Pool Features:
Pool, In Ground
Spa
Spa Features:
Heated
Security:
Smoke Detector(s)
Appliances:
Dryer, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Freezer, Gas Range, Some Gas Appliances, Wine Cooler
Interior:
First Floor Entry, Pantry, Walk-In Closet(s), Kitchen Island, Bedroom On Main Level, Built-in Features, Fireplace, Other, Workshop, Elevator, Upper Level Primary
Exterior:
Fence, Porch, Patio, Lighting, Shed, Storm Security Shutters, Security High Impact Doors
Patio and Porch:
Patio, Open, Porch
Windows:
Impact Glass, Impact glass, Impact Glass
Other Structures:
Shed(s)
Fireplace:
Decorative
Air Conditioning
Air Conditioning System:
Zoned, Central Air, Ceiling Fan(s), Wall/window Unit(s)
Heating
Heating System:
Central
Property Entrance Faces:
Southeast
Other Equipment:
Generator
Water Access Description:
Boat Lift, Community Boat Ramp, Private Dock
Storm Protection:
Complete Impact Glass, Complete Accordion Shutters, Impact-Resistant Doors, Whole-House Permanent Generator
Construction
Year Built:
1984
Year Built Details:
Resale
Roof:
Concrete
Architectural Style:
Two Story, Detached
Levels:
Two
Construction Materials:
Block
Flooring:
Tile
Stories:
2
Taxes and Expenses
Tax Annual Amount:
$16,657.00
Tax Year:
2025
Property Tax Status:
Tax Reflects No Homestead Exemption
Parking
Garage Spaces:
0
Carport Spaces:
2
Covered Spaces:
2
Parking Features:
Driveway, Covered, Circular Driveway, Guest, Paver Block, Other, Rv Access/parking, Golf Cart Garage
Carport
Utilities
Sewer:
Public Sewer
Water Source:
Public
Community
Subdivision Name:
Strattons Subdivision Pb2-
Senior Community:
No
Restrictions:
Okay to Lease, Rental Restriction
Terms
Listing Terms Considered by Seller:
Cash, Conventional, FHA, VA Loan
Occupant Type:
Call Agent
Buyer Possession:
Close Of Escrow, Closing And Funding
Zoning and Legal
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
Real Estate Folio Number (Parcel Number):
00399130000000
Zoning Description:
SC Sub Urban Commer
Listing History
Originally published on:
April 28, 2026 6:33 pm
Active on the market since:
April 28, 2026
Price change occurred on:
April 28, 2026 6:05 pm
Listing Status Last Changed On:
April 28, 2026 6:33 pm
Photos updated on:
May 3, 2026 7:43 pm
Last Modified:
May 31, 2026 10:00 pm
Additional Information
Housing Older Persons Act:
Unverified
Type of Association:
None
Rooms Description:
Den/Library/Office, Other, Storage Room, Utility Room/Laundry, Workshop
Style:
WF/Pool/Ocean Access
Courtesy of:
LoKation
Attribution:
Not provided
Location
Street Name:
Mastic Street
Street Number:
1101
City:
Islamorada
State:
Florida
Zip Code:
33036
County:
Monroe
Latitude:
N24° 55' 10.8''
Longitude:
W81° 21' 54.1''
Property Map

Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $88,214
Median Home Value $995,600
Median Rent $1,846/mo
Median Age 56
Population 3,632

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Disclaimer: IDX listing information is presented by Rebonus Brokerage LLC for consumer informational purposes only. The information provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed by the MLS or the real estate broker. This page presents structured listing information sourced directly from the MLS via the RESO Web API feed. Rebonus prioritizes maximum field coverage and data completeness, displaying the most granular MLS-provided attributes available.