
Islamorada, FL 33036 · Upper Matecumbe
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
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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.