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Single Family Residence for sale in Upper Matecumbe

List Price:$22,500,000
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Details

7
9
2026
  • List Price: $22,500,000
  • Description: Single Family Residence
  • City: Islamorada
  • Subdivision: Upper Matecumbe
  • Annual Tax: $13,278
  • County: Monroe County

Description

Introducing Isla House. A truly exceptional waterfront estate in the heart of downtown Islamorada, which exemplifies the serene beauty and elegance of Keys living. Set on a 5.82 acre double lot, Isla House overlooks 500+ feet of pristine Florida Bay waterfront. New custom construction melds traditional Caribbean architecture with clean modern aesthetics. The over 8,800 square feet of air conditioned living space is thoughtfully designed with bright open interiors which blend sophistication and comfort while framing breathtaking views of Florida Bay. You enter a sunlit two-story foyer leading you upstairs to a bespoke great room, encapsulating a dramatic vaulted wood ceiling, spacious living area, and a custom gourmet chef's kitchen. Floor to ceiling glass doors frame an unobstructed view of the spacious bay-view terrace, which features a 50 foot elevated infinity edge swimming pool and outdoor kitchen with bar. On the upstairs level you will also find a serene primary suite, five generous en-suite guest bedrooms, a powder room, and a large laundry room. The lower level offers a separate one bed en-suite with its own entrance and patio. A Media room with adjoining bathroom is the ideal flex space. A 1,600 square foot three car garage and a carport area completes the lower level. All told, there is nearly 25,000 square feet under roof cover. The estate's tropical grounds are designed to complement the home's architecture.

Features

Property Features

  • Cooling: Central Air
  • Heating: Other
  • Flooring: Tile
  • Architectural Style: Detached,Two Story
  • Roof: Metal Roof
  • Livingroom Features: Maid/In-Law Quarters,Media Room,Utility Room/Laundry
  • Exterior Features: Open Balcony,Open Porch,Patio

Additional Features

  • Exterior Features: Open Balcony
  • View: Bay,Water
  • Parking: Additional Spaces Available,Covered,Driveway
  • Lot: 5 To Less Than 10 Acre Lot
  • Interior Features: First Floor Entry,Second Floor Entry,Elevator,Walk-In Closet(s),Maid/In-Law Quarters,Media Room,Utility Room/Laundry
  • Pool Features: Above Ground,Concrete

Fees, Maintenance & Taxes

  • Tax Annual Amount: $0

School Information

  • County: Monroe County

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