$22,500,000
 $120,785 est/mo Sourced by Back At You

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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. 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.

Details

MLS #A11962802
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusActive
Year2026
Days On Site234
Listing Provided ByAmerican Caribbean Real Estate | Joy C Martin

Features

Bed(s)7
Bath(s) 9 Total
Garage3
PoolYes
Story(s)2
ZoningNR
Water FrontYes
Property ViewYes

Exterior

Lot FeaturesFive To Ten Acres

Parking

Garage Yes / NoYes
Parking FeaturesCovered, Driveway

Taxes

Tax Annual Amount13278

Area Information

StateFL
CountyMonroe
CityIslamorada
Zip Code33036
Area2980
Community NameUpper Matecumbe
Listing VS Median (in Upper Matecumbe)
Price:
$22,500,000
low | high
Med:
$0
On site:
234
low | high
Med:
Sourced by Back At You

Market Activity 33036

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Learn More About This Property

StateFL
CountyMonroe
CityIslamorada
Zip Code33036
Area2980
Community NameUpper Matecumbe
Listing VS Median (in Upper Matecumbe)
Price:
$22,500,000
low | high
Med:
$0
On site:
234
low | high
Med:
Sourced by Back At You
Listing Updated: September 28, 2026 at 5:57:21 PM PDT