MIAMI LUXHomesSearch
$22,500,0007 Beds9 Baths

Islamorada, FL 33036 · Upper Matecumbe

Status
Active
Type
Single Family Residence
Year Built
2026
Days on Market
120
MLS #
A11962802
County
Monroe County

Description of this home

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.

Property Details for this home

Bathrooms Full
7
Bathrooms Half
2
Interior Features
First Floor Entry, Second Floor Entry, Elevator, Walk-In Closet(s), Maid/In-Law Quarters, Media Room, Utility Room/Laundry
Flooring
Tile
Heating
Other
Cooling
Central Air
Architectural Style
Detached, Two Story
Garage Spaces
3
Parking Features
Additional Spaces Available, Covered, Driveway
Pool Features
Above Ground, Concrete
Pool Private
No
Year Built Details
Resale
Direction Faces
West

Building Information for this home

Building Name
Upper Matecumbe
Building Area Units
Square Feet
Association
No

Property Information for this home

Lot Features
5 To Less Than 10 Acre Lot
Lot Size Square Feet
0
Waterfront
Yes
Waterfront Features
WF/Pool/No Ocean Access
Frontage Length
500
View
Bay, Water
Construction Materials
Concrete Block Construction, CBS Construction
Roof
Metal Roof
Exterior Features
Open Balcony
Sewer
Public Sewer
Water Source
Municipal Water
New Construction
No

Public Records for this home

Parcel Number
00404590000000
Tax Annual Amount
$13,278
Tax Year
2,025
Tax Legal Description
32 63 37 Island Of Upper Matecumbe & Subdivision Of Lots 3-4 Pb2-59 Upper Matecumbe Tr 2-3-6 & Adj Bay Btm (2.33Ac) Or3
Zoning
NR
County Or Parish
Monroe County

Location

Courtesy of American Caribbean Real Estate

Similar Homes in Islamorada

More information about this home

This property is a single family home for sale in Islamorada, FL 33036. This property was listed for sale on February 6, 2026 by American Caribbean Real Estate, it's currently listed at $22,500,000. This listing's school district is Monroe County Public Schools. This property is a 7-bed, 9-bath single family home built in 2026.