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.
| MLS # | 618525 |
|---|---|
| Listing Type | For Sale |
| Style | House |
| Sub-Type | Resale |
| Status | Active |
| Year | 2026 |
| Days On Site | 202 |
| Listing Provided By | American Caribbean Real Estate, Christie's International Real Estate | KELLY K SHAW PA |
| Bed(s) | 7 |
|---|---|
| Bath(s) | 9 Total |
| SQ Feet | 8,878 |
| Units | 1 |
| Zoning | NR - Native Residential |
| Acreage | 5.82 |
| Water Front | Yes |
| Property View | Bay |
| Property | 13278 |
|---|
| State | FL |
|---|---|
| County | Monroe |
| City | ISLAMORADA |
| Zip Code | 33036 |
| Area | 23 Upper Matecumbe |
| Community Name | Misc Upper Matacumbe (82.0) |
| Listing VS Median (in Misc Upper Matacumbe (82.0)) | |
Price: $22,500,000 low | high Med: $13,750,000 sqft: 8,878 low | high Med: 5,489 $ / sqft: $2,534 low | high Med: $2,505 On site: 202 low | high Med: 49 | |
| State | FL |
|---|---|
| County | Monroe |
| City | ISLAMORADA |
| Zip Code | 33036 |
| Area | 23 Upper Matecumbe |
| Community Name | Misc Upper Matacumbe (82.0) |
| Listing VS Median (in Misc Upper Matacumbe (82.0)) | |
Price: $22,500,000 low | high Med: $13,750,000 sqft: 8,878 low | high Med: 5,489 $ / sqft: $2,534 low | high Med: $2,505 On site: 202 low | high Med: 49 | |