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

81486 Overseas Highway,ISLAMORADA, FL 33036

ISLAMORADA, FL 33036

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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 estatesa sanctuary of elegance, craftsmanship, and timeless island charm.

Details

MLS #618525
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusActive
Year2026
Days On Site202
Listing Provided ByAmerican Caribbean Real Estate, Christie's International Real Estate | KELLY K SHAW PA

Features

Bed(s)7
Bath(s) 9 Total
SQ Feet8,878
Units1
ZoningNR - Native Residential
Acreage5.82
Water FrontYes
Property ViewBay

Taxes

Property13278

Area Information

StateFL
CountyMonroe
CityISLAMORADA
Zip Code33036
Area23 Upper Matecumbe
Community NameMisc Upper Matacumbe (82.0)
Listing VS Median (in Misc Upper Matacumbe (82.0))
Price:
$22,500,000
low | high
Med:
$13,750,000
88.888888888889% of Average
sqft:
8,878
low | high
Med:
5,489
88.173011939626% of Average
$ / sqft:
$2,534
low | high
Med:
$2,505
51.157871298152% of Average
On site:
202
low | high
Med:
49
100% of Average
Sourced by Back At You

Market Activity 33036

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Learn More About This Property

StateFL
CountyMonroe
CityISLAMORADA
Zip Code33036
Area23 Upper Matecumbe
Community NameMisc Upper Matacumbe (82.0)
Listing VS Median (in Misc Upper Matacumbe (82.0))
Price:
$22,500,000
low | high
Med:
$13,750,000
88.888888888889% of Average
sqft:
8,878
low | high
Med:
5,489
88.173011939626% of Average
$ / sqft:
$2,534
low | high
Med:
$2,505
51.157871298152% of Average
On site:
202
low | high
Med:
49
100% of Average
Sourced by Back At You
Nearby Listings (Within 1/2 mile)
Price: $16.875M - $28.125M
sqft: 6,500 - 11,000
Nearby Listings Property ImageNearby Listings Details
210 Industrial Drive Property Photo 1
$14,166
210 Industrial Drive
Islamorada, FL 33036
210 Industrial Drive Property Photo 1
$14,166
210 Industrial Drive
Islamorada, FL 33036
Listing Updated: May 21, 2026 at 5:41:07 PM PDT