1101 Mastic Street
Islamorada, FL 33036
8
Bed
6
Bath
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 breathtak
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total beds: 8Bathroom Information
Total Baths: 6 Full Baths: 6Room Information
Rooms Total: 4Roofing Information
ConcreteFlooring Information
Tile -
Interior Features
BuiltInFeatures, Elevator, KitchenIsland, MainLevelPrimary, Other, Pantry, Storage, UpperLevelPrimary, WalkInClosetsRoof: ConcreteAppliances: Dryer, Dishwasher, FreeStandingFreezer, Disposal, GasRange, GasWaterHeater, Microwave, Refrigerator, Washer -
Heating & Cooling
Has Heating: Yes Heating: Central Has Cooling: Yes Cooling: CentralAir, CeilingFans, WallWindowUnits, Zoned Water front: 1
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Building Information
Year Built: 1984Construction Materials: BlockStories: 2Frontage Length: 85.00Patio And Porch Features: Patio, PorchPool Features: InGroundPrivate Pool: YesWater front Features: Bayfront,OceanAccess,Other,RiprapView: Bay, Water -
Exterior Features
Exterior Features: Lighting, OutdoorLivingArea
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Listing Price Information
Listing Price: $6999000Original Price: $8490000Cash, Conventional, FHA, VaLoan
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Tax Information
Parcel Number: 00399130000000 Tax Year: 2025 Annual Tax: $16657 Tax Legal Desc: 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
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Virtual Tour
Parking Information
Boat, CircularDriveway, Covered, Driveway, GolfCartGarage, Guest, PaverBlock, RvAccessParkingHomeowners Association Information
Association Amenities: None
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School Information
Elementary School: Plantation Key Junior High School: Senior High School: Coral Shores -
Location Information
Direction: US 1 Bay Side. WaterSource: Public Security Features: SmokeDetectors
How much is this property worth?
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| 102 Anglers Way, Islamorada, FL, 33036 | $1,150,000 | 2 | 3 | 1,376 | 1,376 SqFt |
| 88351 Old Highway HIGHWAY, Islamorada, FL, 33036 | $15,990,000 | 6 | 9 | 7,590 | 7,590 SqFt |
| 87895 Old Highway HIGHWAY, Islamorada, FL, 33036 | $24,995,000 | 5 | 8 | 9,011 | 9,011 SqFt |
| 88110 Overseas Highway, Islamorada, FL, 33036 | $6,999,000 | 4 | 5 | 2,797 | 2,797 SqFt |
| 87950 Overseas Highway .., Islamorada, FL, 33036 | $3,800,000 | 5 | 3 | 2,464 | 2,464 SqFt |
| 87445 Old Highway HIGHWAY, Islamorada, FL, 33036 | $3,995,000 | 5 | 4 | 4,014 | 4,014 SqFt |
| 87429 Old Highway HIGHWAY, Islamorada, FL, 33036 | $18,999,000 | 6 | 8 | 6,692 | 6,692 SqFt |
| 87429 Old Highway, Islamorada, FL, 33036 | $18,999,000 | 6 | 6 | 6,054 | 6,054 SqFt |
| 316 North Drive DRIVE, Islamorada, FL, 33036 | $2,400,000 | 3 | 4 | 2,309 | 2,309 SqFt |
| 316 N Dr, Islamorada, FL, 33036 | $2,400,000 | 3 | 4 | -- |
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ByOwner last updated this listing 07/22/2026 @ 19:37
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