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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 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.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 liv ing 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.

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Detail Ic Property Details

Property Type : Residential - Single Family

Price : $7,495,000

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: $7,495,000
  • 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
162 Bayview Dr, Islamorada, FL, 33036 $8,950,000 8 10 5,392 5,392 SqFt
111 Anglers Way, Islamorada, FL, 33036 $1,199,990 2 3 1,376 1,376 SqFt
109 Columbus Dr, Islamorada, FL, 33036 $6,700,000 4 5 --
439 Palm Dr Drive, Islamorada, FL, 33036 $2,200,000 4 3 2,294 2,294 SqFt
102 Anglers Way, Islamorada, FL, 33036 $1,150,000 2 3 1,376 1,376 SqFt
20 Avacado St, Islamorada, FL, 33036 $15,950,000 6 7 6,680 6,680 SqFt
82719 Old Hwy, Islamorada, FL, 33036 $24,995,000 7 11 10,182 10,182 SqFt
74049 Overseas, Islamorada, FL, 33036 $3,999,999 4 4 --
145 Venetian Drive, Islamorada, FL, 33036 $3,350,000 4 4 3,182 3,182 SqFt
82768 Overseas Highway, Islamorada, FL, 33036 $25,000,000 7 10 8,288 8,288 SqFt

ByOwner last updated this listing 06/17/2026 @ 14:50

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

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