1. Home
  2. Search Listings
  3. 1101 Mastic Street Islamorada, FL - 33036
  • MLS® #: A12009440
  • 1101 Mastic Street
  • Islamorada, FL 33036
  • $7,495,000
  • 8 Beds, 6 Bath
  • Residential

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. 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.

View Virtual Tour

Essential Information

  • MLS® #A12009440
  • Price$7,495,000
  • CAD Dollar$10,589,348
  • UK Pound£5,593,856
  • Euro€6,554,160
  • Bedrooms8
  • Bathrooms6.00
  • Full Baths6
  • Year Built1984
  • TypeResidential
  • Sub-TypeSingle Family Residence
  • RestrictionsLease Restrictions
  • StatusActive
  • HOPAYes

Community Information

  • Address1101 Mastic Street
  • Area5940 - Other Florida County
  • SubdivisionStrattons Subdivision Pb2-
  • CityIslamorada
  • CountyMonroe
  • StateFL
  • Zip Code33036

Amenities

  • AmenitiesNone
  • ViewWater, Bay
  • Is WaterfrontYes
  • Has PoolYes
  • PoolIn Ground

Parking

Circular Driveway, Covered, Driveway, Golf Cart Garage, Guest, Paver Block, RV Access/Parking, Boat Access/Parking

Waterfront

Ocean Access, Bayfront, Other, Rip Rap

Interior

  • HeatingCentral
  • FireplacesDecorative
  • # of Stories2
  • StoriesTwo

Interior Features

Built-in Features, Elevator, Kitchen Island, Pantry, Walk-In Closet(s), Storage

Appliances

Gas Water Heater, Dryer, Disposal, Dishwasher, Free-Standing Freezer, Gas Range, Microwave, Refrigerator, Washer

Cooling

Central Air, Ceiling Fan(s), Wall/Window Unit(s), Zoned

Exterior

  • Exterior FeaturesLighting
  • RoofConcrete
  • ConstructionCBS

School Information

  • ElementaryPlantation Key
  • HighCoral Shores
  • Office: Lokation

Property Location

Please provide a valid email address.

1101 Mastic Street on www.jupiteroceanfronthomes.us

Offered at the current list price of $7,495,000, this home for sale at 1101 Mastic Street features 8 bedrooms and 6 bathrooms. This real estate listing is located in Strattons Subdivision Pb2- of Islamorada, FL 33036 . 1101 Mastic Street is listed under the MLS ID of A12009440 and has been available through www.jupiteroceanfronthomes.us for the Islamorada real estate market for 76 days.

Similar Listings to 1101 Mastic Street

Photo of Listing #A12032087
  • MLS® #: A12032087
  • 88110 Overseas Highway
  • Islamorada, FL 33036
  • $6,999,000
  • 4 Bed, 5 Bath, 2,797 SqFt
  • Residential
Add as Favorite
Photo of Listing #A11800398
  • MLS® #: A11800398
  • 162 Bayview Drive
  • Islamorada, FL 33036
  • $8,590,000
  • 8 Bed, 10 Bath, 5,392 SqFt
  • Residential
Add as Favorite
Photo of Listing #A11885559
  • MLS® #: A11885559
  • 109 Columbus Drive
  • Islamorada, FL 33036
  • $6,700,000
  • 4 Bed, 5 Bath
  • Residential
Add as Favorite
Photo of Listing #A12000712
  • MLS® #: A12000712
  • 137 Sapodilla Drive
  • Islamorada, FL 33036
  • $6,150,000
  • 5 Bed, 6 Bath, 5,456 SqFt
  • Residential
Add as Favorite

All listings featuring the BMLS logo are provided by Beaches MLS Inc. Copyright 2026 Beaches MLS. This information is not verified for authenticity or accuracy and is not guaranteed.
© 2026 Beaches Multiple Listing Service, Inc. All rights reserved.

Listing information last updated on July 13th, 2026 at 9:51pm CDT.