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Islamorada, FL 33036

$22,500,000
Property Type: Residential Bedrooms: 7 Baths: 9 Status: Active
Current Price: $22,500,000 List Date: 2/06/2026 Last Modified: 5/31/2026

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.

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.

More Information MLS# A11962802

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

Room Information

Maid/In-Law Quarters Media Room Laundry
Listing Office: American Caribbean Real Estate
Last Updated: May - 31 - 2026
Islamorada, FL 33036- MLS# A11962802
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