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Dulce Monahan
REALTOR®, CRS, SRES
Cell: (386) 852-9420

81486 Overseas Highway, Islamorada, FL 33036

$22,500,000
  • 81486 Overseas Highway, Islamorada, FL 33036 Main Photo

26 Photos

Active
BEDS7 BATHS7 full 2 partial SQUARE FEET8,878 MLS#618525
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONMisc Upper Matacumbe (820)

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. 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.

81486 Overseas Highway | MLS# 618525

This single family home located at 81486 Overseas Highway, Islamorada, FL 33036 is currently listed for sale with an asking price of $22,500,000. This property was built in 2026 and has 7 bedrooms and 7 full and 2 partial baths with 8878 sq. ft. Overseas Highway is located in the Misc Upper Matacumbe (820) subdivision. Search Misc Upper Matacumbe (820) real estate on dulcemonahan.adamscameron.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Garage: 4
Heating: Central
Lot Size: 5.82 Acres
Roof Type: Metal Roof
Stories: 2.0
Taxes: $17,678
Year Built: 2026

Feature Descriptions

Accessibility: Accessible Elevator Installed
Appliances: No Appliances
Building Above Flood: Yes
Days on Site: 265
Dockage: None
Exterior: CBS, Concrete
Exterior: Rain Gutters, Storage, Outdoor Kitchen
Flood Zone: X, AE8, AE9
Flooring: Tile
Furnished: Unfurnished
HOA (1st Right of Refusal) Y/N: No
HOA (Mandatory) Y/N: No
Interior: Elevator, Walk-in Closet(s), Storage
Key/Island: Upper Matecumbe Key Islamorada
Listing Board: Florida Keys
Lot Dimensions: 5.82Acre(s)
Parcel #: 00404590000000
Parking: Garage, Trailer Storage, Covered Parking, RV Parking Open, Guest Parking, Carport
Parking Space(s): 4+
Pets: Pets Allowed
Pool: Above Ground, Decked, Concrete, Lap
Property Condition: New Construction
Sewer Hookup: No
Specialty Rooms: Laundry Room, Media Room
Swimming Pool: Yes
Tax exemptions: None
Units: 1
Utilities: FKAA, Elect Separate Meter, Buyer to Verify, Cistern
Waterfront: Bay Front
Waterview: Bay/Gulf View
Windows/Doors: Sliding Glass Doors, Impact Rstnce Window, Impact Rstnce Doors
Zoning: NR - Native Residential

Listed By / Shown By

Listed By

Agency Name: American Caribbean Real Estate, Christie's International Rea
Agency Phone: (305) 664-4966

Shown By

Agent Name: Dulce Monahan
Agent Phone: Cell: (386) 852-9420
Agency Title: Adams Cameron & Co. REALTORS

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Estimated Payment

$ 127,790.12 per month $119,754.45 Principal & Interest $1,473.17 Property Tax $6,562.50 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 10/31/2026. The listing information on this page last changed on 10/31/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sat 10/31/2026 12:31:10 AM EST) or Miami MLS (last updated Sat 10/31/2026 12:28:56 AM EST) or Stellar MLS (last updated Sat 10/31/2026 12:24:50 AM EST) or Daytona MLS (last updated Fri 10/30/2026 11:36:47 PM EST) or Tallahassee MLS (last updated Fri 10/30/2026 10:48:33 PM EST) or Northeast Florida MLS (last updated Sat 10/31/2026 12:18:58 AM EST) or My State MLS (last updated Fri 10/30/2026 11:30:54 PM EST) or Florida Keys MLS (last updated Fri 10/30/2026 8:33:12 PM EST). Real estate listings held by brokerage firms other than Adams Cameron & Co. REALTORS may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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