Home in Islamorada for sale with MLS# A11962802
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 estates-a sanctuary of elegance, craftsmanship, and timeless island charm.
The street address for this listing (MLS-A11962802) is private
- Price:
- $22,500,000.00
- Original List Price:
- $22,500,000.00
- Listing Type:
- For Sale
- Status:
- Active
- Listing Category:
- Residential
- Property Type:
- Single Family House
- Description of Last Important Update:
- New Listing
- Last Major Update on:
- February 6, 2026 6:51 pm
- Other Special Conditions:
- Sold As-is
- Bedrooms:
- 7
- Bathrooms Total:
- 9
- Full Bath:
- 7
- Half Bath:
- 2
- Room Type:
- Laundry, Media Room, Maid/in-law Quarters
- Master Bedroom Bath:
- Master Bdrm - Upstairs
- View from the Property:
- Water, Bay
- Waterfront:
- Yes
- Waterfront Features:
- None, Bayfront
- Frontage Length:
- 500
- Private Pool
- Swimming Pool Features:
- Concrete, Above Ground
- Interior:
- Walk-In Closet(s), Elevator
- Exterior:
- Balcony
- Patio and Porch:
- Patio, Porch, Porch - Open
- Air Conditioning
- Air Conditioning System:
- Central Air
- Heating
- Heating System:
- Other
- Property Entrance Faces:
- West
- Balcony Details:
- Balcony - Open
- Storm Protection Impact Glass:
- Partial
- Year Built:
- 2026
- Roof:
- Metal
- Levels:
- Two
- Construction Materials:
- Block, CBS
- Flooring:
- Tile
- Number of stories:
- 2
- Property Condition:
- Resale
- Tax Annual Amount:
- $13,278.00
- Tax Year:
- 2025
- Property Tax Details:
- City/County
- Garage
- Garage Spaces:
- 3
- Covered Spaces:
- 3
- Parking Features:
- Driveway, Covered
- Sewer:
- Public Sewer
- Water Source:
- Public
- Subdivision Name:
- Upper Matecumbe
- Senior Community:
- No
- Restrictions:
- Lease Restrictions
- Leasing Permitted
- Leasing Permitted Details:
- Okay To Lease With Restrictions
- Listing Terms Considered by Seller:
- Cash, Conventional
- Buyer Possession:
- Negotiable
- 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
- Elementary School:
- Sheridan Park
- High School:
- Coral Shores
- Active on the market since:
- February 6, 2026
- Listing Agreement executed on:
- February 6, 2026
- Listing Status Last Changed On:
- February 6, 2026 6:51 pm
- Photos updated on:
- October 30, 2026 5:42 pm
- Last Modified:
- October 31, 2026 4:57 am
- Courtesy of:
- American Caribbean Real Estate
- Attribution:
- Not provided

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Neighborhood Stats
Source: U.S. Census Bureau, ACS 5-Year Estimates
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