$22,500,000
7 bd · 9 ba · Single Family Residence
Address not displayed · Upper Matecumbe, 33036
For Sale · Active listing
Est. payment $124,628/mo · Mortgage calculator
Listed by American Caribbean Real Estate / Joy Martin
Contact: 305-394-7866 (listing contact).
Shown through Slice Realty. Requests from this page reach Slice Realty / Propiedad Futura, not the listing agent.
About 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.
Facts
- MLS #
- A11962802
- Subdivision
- Upper Matecumbe
- Property type
- Residential
- Property subtype
- Single Family Residence
- Year built
- 2026
- Days on market
- 120
- County
- Monroe County
- Date listed
- Feb 6, 2026
- Last updated
- Feb 11, 2026
Financial considerations
- Taxes
- $13,278 (2025)
Exterior features
- Waterfront
- Yes
- View
- Bay, Water
- Construction
- Concrete Block Construction, CBS Construction
- Roof
- Metal Roof
- Additional features
- Open Balcony
Interior features
- Heating
- Other
- Cooling
- Central Air
- Additional features
- First Floor Entry, Second Floor Entry, Elevator, Walk-In Closet(s), Maid/In-Law Quarters, Media Room, Utility Room/Laundry
Additional features
- Community
- None
Mortgage calculator
Includes principal and interest, taxes and insurance.
Rate: Freddie Mac 30-year average (2026-10-15). Estimate only.
Local context (our analysis)
Area stats are available for our covered neighborhoods. See neighborhoods.
Source: Southeast Florida MLS (SEFMLS). Last updated Feb 11, 2026, 2:49 PM ET
Listing data is deemed reliable but is not guaranteed accurate by the MLS. Information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.