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Current MLS Property Details

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Islamorada, FL, 33036
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About This Property

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. A private floating dock offers unimpeded views of Florida Bay. Located in the heart of Islamorada, this property offers rare walkability to some of the village's most recognizable attractions. This location allows you unparalleled access to the best of Islamorada's dining, entertainment, and waterfront lifestyle. Isla House represents a rare opportunity to own one of Islamorada's most unrivaled, captivating, and serene waterfront estates—a sanctuary of elegance, craftsmanship, and timeless island charm.

Property Details

Property Type Single Family Residence
Subdivision Upper Matecumbe
Development Upper Matecumbe
Waterfront Yes
Private Pool Yes
Original List Price $22,500,000
MLS ID A11962802
Updated May 31, 2026
Quick Payment Estimate

What might this home cost each month?

Starting rate: 6.66% 30 year fixed national average · updated Aug. 27, 2026
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Estimated principal & interest $0/mo
P&I + HOA / condo $0/mo
Taxes, insurance, flood coverage and PMI are not included here. Rate is editable and is not a lender quote.
Listing Office: American Caribbean Real Estate • 305-451-4078
Listing Agent: Joy C Martin • 305-394-7866
MLS ID: A11962802
Property information is displayed from the site's BeachesMLS IDX data feed. Information is subject to change and should be independently verified.
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