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81486 Overseas Highway HIGHWAY

Islamorada, FL 33036

$22,500,000 $94,860/Mo

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Overview

Bed

Bath

8,878

Sqft

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 o f 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.

Property Details

Property Type : Residential - Single Family

Price : $22,500,000

AD Id : 75152161

MLS Id : 618525

Beds : 7

Living Area Size : 8,878

Year Built : 2026

County : Monroe

Subdivision: Old Town - Unlisted (1.0)

Map

What's Nearby

Nearby Areas

Features

Bedroom Information

Total Bedrooms: 7 Laundry Room,Media Room

Bathroom Information

Total Baths: 9 Full Baths: 7 Half Baths: 2
Interior Features

Elevator,Walk-in Closet(s),Storage Appliances: No Appliances
Roofing Information

Metal Roof

Flooring Information

Tile

Heating & Cooling

Cooling: Central Air Heating: Central Water Front: Yes Bay Front Bay/Gulf View

Window Information

Window Treatments: Sliding Glass Doors,Impact Rstnce Window,Impact Rstnce Doors

Building Information

Year Built: 2026 Total Units: 1.00 Floor Location: 253520 Construction: CBS,Concrete Roof: Metal Roof
Exterior Features

Rain Gutters,Storage,Outdoor Kitchen

Pool Information

Above Ground,Decked,Concrete,Lap Dimensions: 50' Long
Guest House Information

Legal

Lot Information

Lot SqFt: 253,520 Lot SqFt Source: Tax Records 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
Property Information

SQ ft (Living Area): 8,878 View: Bay/Gulf View Subdivision: Misc Upper Matacumbe (82.0) Stories: 2 Stories

Listing Price Information

List Price: $22,500,000
Listing Information

Cash

Tax Information

Taxes: $13,279 Tax Year: 2025 Parcel Number: 00404590000000 Tax Exemptions: None

Multi-Unit Information

Pets Allowed: Pets Allowed
Homeowners Association Information

Mandatory Home Owners Asc: No 1st Right of Refusal: No Association Fee: $0.00

Utility Information

FKAA,Elect Separate Meter,Buyer to Verify,Cistern

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Nearby Home Value

Address	Estimate	Bed	Bath	Sq. Ft	Lot Size
87465 Old Hwy #102, Islamorada, FL, 33036	$428,000	2	2	1,032	1,032 SqFt
Residential, Islamorada, FL, 33036	$2,649,000	3	4	1,768	1,768 SqFt
164 Venetian Dr, Islamorada, FL, 33036	$1,599,000	4	2	1,680	1,680 SqFt
162 Bayview Dr, Islamorada, FL, 33036	$8,950,000	8	10	5,392	5,392 SqFt
75433 Overseas Hwy, Islamorada, FL, 33036	$3,999,000	4	4	2,624	2,624 SqFt
109 Columbus Dr, Islamorada, FL, 33036	$6,700,000	4	5	--
82719 Old Hwy, Islamorada, FL, 33036	$24,995,000	7	11	10,182	10,182 SqFt
75761 Overseas Hwy, Islamorada, FL, 33036	$4,999,900	4	4	3,001	3,001 SqFt
88110 Overseas Hwy, Islamorada, FL, 33036	$6	4	5	2,797	2,797 SqFt
79901 Overseas Higway #.., Islamorada, FL, 33036	$499,000	2	2	--

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ByOwner last updated this listing 06/07/2026 @ 06:45

MLS: 618525 LISTED BY: KELLY K SHAW PA , American Caribbean Real Estate, Christie's International Real Estate 305-664-4966 SOURCE: Florida Keys MLS, Inc.