Home in 1101 Mastic Street, Islamorada, FL 33036 for sale with MLS# A12009440
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 whole House Generator for peace of mind.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. 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.
1101 Mastic Street, Islamorada, FL 33036
- Price:
- $6,999,000.00
- Original List Price:
- $8,490,000.00
- List Price per Sq Ft (Calculated, Approx.):
- $1,918.05
- Listing Type:
- For Sale
- Status:
- Active
- Listing Category:
- Residential
- Property Type:
- Single Family House
- Description of Last Important Update:
- Price Reduced
- Last Major Update on:
- July 21, 2026 10:32 pm
- Other Special Conditions:
- Sold As-is
- Bedrooms:
- 8
- Bathrooms Total:
- 6
- Full Bath:
- 6
- Room Type:
- Laundry, Other, Den, Workshop
- Master Bedroom Bath:
- Master Bdrm - Upstairs, Master Bdrm - Ground, Other
- Living Area:
- 3,649 Sqft
- Built-Up Area:
- 0.55 Acre
- View from the Property:
- Water, Bay
- Waterfront:
- Yes
- Waterfront Features:
- Ocean Access, Other, Bayfront, Riprap
- Frontage Length:
- 85
- Private Pool
- Swimming Pool Features:
- In Ground
- Spa Features:
- Heated, In Ground
- Guest House Features:
- 1 Bath, 1 Bedrooms
- Security:
- Smoke Detector(s)
- Appliances:
- Dryer, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Gas Range, Gas Water Heater, Free-Standing Freezer
- Interior:
- Pantry, Walk-In Closet(s), Kitchen Island, Built-in Features, Elevator, Storage
- Exterior:
- Lighting
- Patio and Porch:
- Patio, Porch, Porch - Open
- Other Structures:
- Shed(s), Outbuilding
- Fireplace:
- Decorative
- Air Conditioning
- Air Conditioning System:
- Zoned, Central Air, Ceiling Fan(s), Wall/window Unit(s)
- Heating
- Heating System:
- Central
- Fence:
- Fenced
- Boat and Dock Features:
- Private Dock, Lift, Marina, Ramp
- Property Entrance Faces:
- Southeast
- Storm Protection Impact Glass:
- Complete
- Storm Protection Permanent Generator:
- Whole House
- Storm Protection Accordian Shutters:
- Complete
- Year Built:
- 1984
- Roof:
- Concrete
- Levels:
- Two
- Entry Level (floor):
- 1
- Construction Materials:
- CBS
- Flooring:
- Tile
- Number of stories:
- 2
- Property Condition:
- Resale
- Tax Annual Amount:
- $16,657.00
- Tax Year:
- 2025
- Garage Spaces:
- 0
- Carport Spaces:
- 2
- Covered Spaces:
- 2
- Parking Features:
- Driveway, Covered, Circular Driveway, Guest, Paver Block, Rv Access/parking, Golf Cart Garage, Boat Access/parking
- Carport
- Sewer:
- Public Sewer
- Water Source:
- Public
- Subdivision Name:
- Strattons Subdivision Pb2-
- Senior Community:
- Yes
- Restrictions:
- Lease Restrictions
- Community Dock
- Leasing Permitted
- Leasing Permitted Details:
- Okay To Lease With Restrictions
- Listing Terms Considered by Seller:
- Cash, Conventional, FHA, VA Loan
- Buyer Possession:
- Negotiable, Close Of Escrow
- 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:
- SC Sub Urban Commer
- Elementary School:
- Plantation Key
- High School:
- Coral Shores
- Active on the market since:
- April 28, 2026
- Listing Agreement executed on:
- April 28, 2026
- Price change occurred on:
- July 21, 2026 10:32 pm
- Listing Status Last Changed On:
- April 28, 2026 4:00 am
- Photos updated on:
- August 6, 2026 4:20 pm
- Last Modified:
- August 6, 2026 4:20 pm
- Courtesy of:
- LoKation
- Attribution:
- Not provided
- Street Name:
- Mastic
- Street Number:
- 1101
- City:
- Islamorada
- State:
- Florida
- Zip Code:
- 33036
- County:
- Monroe
- Latitude:
- N24° 55' 12''
- Longitude:
- W81° 21' 52.8''
- Street Suffix:
- Street

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