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1101 Mastic Street STREET

Islamorada, FL 33036
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Bed 8

Bed

Bath 6

Bath

SqFt3,649

Sqft

Spectacular Bayfront Estate with Guesthouse in the Heart of IslamoradaExperience 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 Birds 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 stun ning 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.

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Detail Ic Property Details

Property Type : Residential - Single Family

Price : $8,490,000

AD Id : 77792497

MLS Id : 619673

Beds : 8

Living Area Size : 3,649

Year Built : 1984

County : Monroe

Subdivision: Strattons (82.5)

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Feature Features

  • Bedroom Information

    Total Bedrooms: 8 Gym,Other,Workshop,Utility Room,Laundry Room

    Bathroom Information

    Total Baths: 6 Full Baths: 6
  • Interior Features

    Wet Bar,Built-in Cabinets,Walk-in Closet(s),Storage,Smoke Alarms,Elevator,Pantry,Fireplace(s) Appliances: More Appliances,Wine Cooler,Gas Appliances,Freezer,Disposal,Microwave,Oven,Range,Refrigerator,Dishwasher,Dryer,Washer
  • Roofing Information

    Concrete Roof

    Flooring Information

    Tile

    Heating & Cooling

    Cooling: Central Air,Ductless,Ceiling Fans(s),Wall/Window Unit(s) Heating: Central,Fireplace(s) Water Front: Yes Bay Front,Open Water Bay/Gulf View,Open Water View

    Window Information

    Window Treatments: Impact Rstnce Window,Impact Rstnce Doors

  • Building Information

    Year Built: 1984 Floor Location: 24004 Construction: CBS,Concrete Security System: Electric Gate,Other Roof: Concrete Roof
  • Exterior Features

    Fencing,Storage,Sprinkler System,Shed,Lighting

    Pool Information

    In Ground,Concrete Heated: Yes
  • Guest House Information

    Legal

  • Lot Information

    Lot Dimensions: X Lot SqFt: 24,004 Lot SqFt Source: Property Data Card 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
  • Property Information

    SQ ft (Living Area): 3,649 View: Bay/Gulf View,Open Water View Subdivision: Strattons (82.5) Stories: 2 Stories

  • Listing Price Information

    List Price: $8,490,000
  • Listing Information

    Cash,FHA,VA,Conventional

  • Tax Information

    Taxes: $16,658 Tax Year: 2025 Parcel Number: 00399130000000 Tax Exemptions: None

  • Multi-Unit Information

    Pets Allowed: Pets Allowed
  • Homeowners Association Information

    Mandatory Home Owners Asc: No 1st Right of Refusal: No Association Fee: $0.00

  • Utility Information

    FKAA,Propane,Cable Available,Whole House Generatr,Buyer to Verify,Municipal Sewer
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
87465 Old Hwy #102, Islamorada, FL, 33036 $428,000 2 2 1,032 1,032 SqFt
Residential, Islamorada, FL, 33036 $2,649,000 3 4 1,768 1,768 SqFt
164 Venetian Dr, Islamorada, FL, 33036 $1,599,000 4 2 1,680 1,680 SqFt
162 Bayview Dr, Islamorada, FL, 33036 $8,950,000 8 10 5,392 5,392 SqFt
75433 Overseas Hwy, Islamorada, FL, 33036 $3,999,000 4 4 2,624 2,624 SqFt
109 Columbus Dr, Islamorada, FL, 33036 $6,700,000 4 5 --
82719 Old Hwy, Islamorada, FL, 33036 $24,995,000 7 11 10,182 10,182 SqFt
75761 Overseas Hwy, Islamorada, FL, 33036 $4,999,900 4 4 3,001 3,001 SqFt
88110 Overseas Hwy, Islamorada, FL, 33036 $6 4 5 2,797 2,797 SqFt
79901 Overseas Higway #.., Islamorada, FL, 33036 $499,000 2 2 --

ByOwner last updated this listing 06/06/2026 @ 10:30

MLS: 619673 LISTED BY: Tracey E. Petrusha , Venture Realty Group 954-545-5583 SOURCE: Florida Keys MLS, Inc.

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