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.
1101 Mastic Street, Islamorada, FL 33036
- Price:
- $8,490,000.00
- Original List Price:
- $8,490,000.00
- 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
- Bedrooms:
- 8
- Bathrooms Total:
- 6
- Full Bath:
- 6
- Room Type:
- Laundry, Other, Storage Room, Den, Utility Room, Workshop
- Lot Size Unit:
- Square Feet
- 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
- Year Built:
- 1984
- Year Built Details:
- Resale
- Roof:
- Concrete
- Architectural Style:
- Two Story, Detached
- Levels:
- Two
- Construction Materials:
- Block
- Flooring:
- Tile
- Stories:
- 2
- Tax Annual Amount:
- $16,657.00
- Tax Year:
- 2025
- Property Tax Status:
- Tax Reflects No Homestead Exemption
- 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
- Sewer:
- Public Sewer
- Water Source:
- Public
- Subdivision Name:
- Strattons Subdivision Pb2-
- Senior Community:
- No
- Restrictions:
- Okay to Lease, Rental Restriction
- Listing Terms Considered by Seller:
- Cash, Conventional, FHA, VA Loan
- Occupant Type:
- Call Agent
- Buyer Possession:
- Close Of Escrow, Closing And Funding
- 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
- 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
- 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
- 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''
Neighborhood Stats
Source: U.S. Census Bureau, ACS 5-Year Estimates

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