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ActiveSingle Family Residence

, Islamorada FL 33036

Islamorada, FL 33036 · MLS #A11962802
Offered at$22,500,000 Save property
BI
7Bedrooms
8Bathrooms
2026Year built

The residence

About this property

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.

At a glance

Property details

Property type
Single Family Residence
Listing type
For sale
Status
Active
Bedrooms
7
Bathrooms
8
Year built
2026
Lot size
0 sq. ft.
Subdivision
Upper Matecumbe
County
Monroe County
Days on market
266
Original list price
$22,500,000
Listing date
February 6, 2026
MLS record updated
October 30, 2026
Annual property tax
$13,278 (2025)
Listing agent
Joy Martin
Listing office
American Caribbean Real Estate
MLS number
A11962802

Neighborhood & location

Explore Upper Matecumbe

SubdivisionUpper Matecumbe
CityIslamorada
CountyMonroe County
ZIP code33036

Review nearby homes, local services, commute routes, schools, flood information, and community rules as part of your due diligence. Neighborhood information can change and should be verified with the appropriate local authority.

Property location, Islamorada FL 33036Open directions

Schools

School information

School assignments were not supplied with this MLS record. Use the local district locator to verify schools serving this address.

School boundaries, programs, ratings, and assignments can change. Confirm directly with the applicable school district.

Plan your purchase

Mortgage calculator

Estimated monthly payment$126,129
Principal & interest
$113,772
Property taxes
$1,107
Homeowners insurance
$11,250
Estimated total
$126,129

Estimate only. Taxes, insurance, association fees, PMI, interest rate, and lender terms vary. Confirm the actual payment and closing costs with a licensed mortgage professional. Review Florida mortgage and pre-approval guidance.

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Listing courtesy of American Caribbean Real Estate, 305-451-4078.

Data provided by MIAMI Association of REALTORS®. Information is deemed reliable but is not guaranteed accurate by the MLS and should be independently verified. Property availability, price, and details are subject to change without notice.

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