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1101 Mastic Street, Islamorada, Florida 33036

Active For Sale
$8,490,000
  • Beds 8
  • Baths 6
  • Sq Ft 0 Sqft
  • Visits: 1 in 2 days

Description

Spectacular Bayfront Estate with Guesthouse in the Heart of IslamoradarnrnExperience 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.rnrnThe 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.rnrnA private 1-bedroom, 1-bathroom guesthouse provides the ideal retreat for visitors, accommodating extended family, or potential rental income or creating a secluded retreat. rnrnFor 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.

Features

  • Swimming Pool: Pool, In Ground
  • Heating System: Central
  • Cooling System: Zoned, Central Air, Ceiling Fan(s), Wall/window Unit(s)
  • Fireplace: Decorative
  • Security: Smoke Detector(s)
  • Patio: Open, Patio, Porch
  • Parking: Driveway, Circular Driveway, Covered, Guest, Other, Paver Block, Golf Cart Garage, RV Access/Parking

Appliances

  • Appliances: Dryer, Dishwasher, Microwave, Refrigerator, Washer, Disposal, Gas Range, Some Gas Appliances, Freezer, Wine Cooler

Address Map

  • Country: US
  • State: FL
  • County: Monroe
  • City: Islamorada
  • Subdivision: Strattons Subdivision Pb2-
  • Zipcode: 33036
  • Street: Mastic Street
  • Street Number: 1101
  • Floor Number: 0
  • Longitude: W81° 21' 54.1''
  • Latitude: N24° 55' 10.8''
  • Directions: US 1 Bay Side.
  • MLS Area: 98 Florida Keys

MLS Addon

  • Architectural Style: Detached, Two Story
  • Association Fee: $0
  • Carport Spaces: 29/04/2026
  • Close Price: $0
  • Exterior Features: Lighting, Security/High Impact Doors, Patio, Porch, Fence, Shed, Storm/Security Shutters
  • Flooring: Tile
  • Insurance Expense: $0
  • Interior Features: Bedroom on Main Level, First Floor Entry, Other, Upper Level Primary, Elevator, Walk-In Closet(s), Kitchen Island, Built-in Features, Pantry, Fireplace, Workshop
  • Levels: Two
  • Listing Terms: Cash, Conventional, FHA, VA Loan
  • New Taxes Expense: $0
  • Spa Features: Heated
  • Stories: 2
  • Tax Annual Amount: $16,657
  • Tax Year: 2025
  • Water Front Features: Ocean Access, Other, Riprap, Bayfront
  • Window Features: Impact Glass

Location

Listing Updated: 2026-04-29 08:26:08

  • Property Type : Single Family
  • Property Sub Type : Single Family Residence
  • Listing Type : For Sale
  • Listing ID : A12009440
  • Price : $8,490,000
  • View : Bay, Water
  • Bedrooms : 8
  • Bathrooms : 6
  • Full Bathrooms : 6
  • Half Bathrooms : 0
  • Square Footage : 0 Sqft
  • Year Built : 1984
  • Lot Area : 0 Acre
  • Listing Status : Active
  • Days On Market : 1
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