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$22,500,000
Islamorada, FL 33036
MLS# A11962802
7 beds  |  9 baths


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Property Description
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.

Details
Contract Information
Comp Sale YN: No
Occupant Type: Call Listing Agent
Listing Date: 2026-02-06
Status: Active
Original List Price: 22500000
List Price: $22,500,000
Current Price: $22,500,000
Location and Legal
County Or Parish: Monroe
County Parish Name: Monroe
City Name: Islamorada
Municipal Code: 0
Postal Zip: 33036
Geographic Area: Other
Subdivision Number: 82
State Or Province: FL
Postal Code: 33036
Subdivision Name: Upper Matecumbe
Zoning: NR
General Property Information
Water Frontage Feet: 500
Senior Community YN: No
Outdoor Living Spaces YN: Yes
Stories Total: 2
Pool Private YN: Yes
Property Sub Type: Single Family Residence
Bedrooms Total: 7
Bathrooms Total: 9
Bathrooms Full: 7
Bathrooms Half: 2
Year Built: 2026
Garage YN: 1
Garage Spaces: 3
Covered Spaces: 3
Waterfront YN: 1
Direction Faces: West
Financial Information
Membership Fee Required YN: No
Tax Annual Amount: 13278
Tax Year: 2025
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
Office/Member Information
DXORIGMLSID: SEF
Amenities
None: 1
Flooring
Tile: 1
Leasing Permitted Details
Leasing Permitted YN: Yes
Okay To Lease: 1
Parking Features
Covered: 1
Driveway: 1
Property Condition
Resale: 1
Possession
Negotiable: 1
Sewer
Public Sewer: 1
Special Information
Sold As-Is: 1
View
Water: 1
Heating
Other: 1
Water Access
None: 1
Water View
Bay: 1
Construction Materials
Block: 1
CBS: 1
Interior Features
Elevator: 1
Walk-In Closet(s): 1
Levels
Two: 1
Listing Terms
Cash: 1
Conventional: 1
Other Equipment
None: 1
Pool Features
Above Ground: 1
Concrete: 1
Roof
Metal: 1
Water Source
Public: 1
Waterfront Features
Bayfront: 1
Cooling
Central Air: 1
Showing Requirements
Appointment Only: 1
Call Listing Agent: 1
Listing Agent Must Accompany: 1
Master Bedroom/Bath
Master Bdrm - Upstairs: 1
Pool Size Details
Pool Size (WxL): 50Ft
Restrictions
Lease Restrictions: 1
Storm Protection
Impact Glass: Partial
Tax Information
City/County: 1
Outdoor Living Spaces
Balcony: 1
Patio: 1
Porch: 1
Balcony Details
Balcony - Open: 1
Porch Details
Porch - Open: 1
Room Types
Laundry: 1
Maid/In-Law Quarters: 1
Media Room: 1
Section Details
Parcel Number MLX: 6847
Acreage Description
5 To Less Than 10 Acre Lot: 1
Status Change Information
Major Change Timestamp: 2026-02-06T18:51:55Z
Major Change Type: New Listing
Status Change Date: 2026-02-10
Originating Details
Originating System Key: 426622390
Originating System ID: M00000151
Property Features
Flooring: Tile
Leasing Permitted Details: Okay To Lease
Parking Features: Covered; Driveway
Property Condition: Resale
Construction Materials: Block; CBS
Cooling: Central Air
Heating: Other
Interior Features: Elevator; Walk-In Closet(s)
Levels: Two
Listing Terms: Cash; Conventional
Other Equipment: None
Pool Features: Above Ground; Concrete
Possession: Negotiable
Restrictions: Lease Restrictions
Roof: Metal
Sewer: Public Sewer
Special Information: Sold As-Is
Tax Information: City/County
View: Water
Water Access: None
Water Source: Public
Water View: Bay
Waterfront Features: Bayfront
Showing Requirements: Appointment Only; Call Listing Agent; Listing Agent Must Accompany
Outdoor Living Spaces: Balcony; Patio; Porch
Balcony Details: Balcony - Open
Porch Details: Porch - Open
Room Types: Laundry; Maid/In-Law Quarters; Media Room
Acreage Description: 5 To Less Than 10 Acre Lot
Supplements
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.
Room Information
Room Name
Maid/In-Law Quarters
Media Room
Laundry

IDX
Listing Office: American Caribbean Real Estate

Last Updated: May - 31 - 2026

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