Welcome to a one-of-a-kind oceanfront estate located along the

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Home For Sale

82749 Old Highway

Upper Matecumbe Key, Florida 33036

Monroe County

Beachfront: Yes

Ocean View: Yes

Community: Russell Estates (832)

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$7,750,000 3 br, 3.0 bath 1485 sq. ft. 1.380 acres

Welcome to a one-of-a-kind oceanfront estate located along the iconic Old Highway in Islamorada -- a rare offering with 200 feet of oceanfront shoreline, a private jetty with dockage, and breathtaking panoramic views of the Atlantic Ocean. This elegant coastal retreat blends indoor-outdoor living with an open floor plan and soaring vaulted tongue-and-groove ceilings that bring warmth and character to the airy living space. Floor to ceiling windows and doors lead to an expansive open terrace, where unobstructed ocean views take center stage and sea breezes invite total relaxation. Upstairs, you'll find two spacious bedrooms and two full baths, each thoughtfully designed for comfort and ease. A versatile bonus room opens to a covered lanai that leads directly to your own sandy beach -- the perfect spot for morning coffee or sunset gatherings. The private jetty stretches 200 feet into the turquoise waters and offers dockage at the end, ideal for boating, fishing, or simply soaking in the serenity of the sea. Nestled within mature tropical landscaping, this estate offers a sense of seclusion while being just steps or a short bike ride from Islamorada's best -- charming restaurants, local boutiques, and vibrant art galleries. Whether you're looking for a serene island escape or a place to entertain in style, this exceptional property captures the spirit of the Florida Keys with timeless charm and coastal elegance. Offered by appointment only -- your piece of paradise awaits.

Interior:
  • Bedrooms: 3
  • Baths: 3.0
  • Sq Ft: 1485
  • Year Built: 1978
  • Utilities: 
  • Fireplaces: 
  • Stories: 2
  • Heat/AC: 
  • Garage: Garage, Guest, Open, RV
Exterior:
  • Lot Size: 1.380 acre
  • Lot Dimensions: 
  • Beachfront: Yes
  • View Types: Ocean, Water
  • Yard: 
  • Siding: 
  • Roof: Metal
  • Property Taxes: $6,472
  • MLS #: 616520
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Contact Information:
Beach Home For Sale in Upper Matecumbe Key, Florida
Listing Agent: Alina Davis, Coldwell Banker Schmitt Islamorada, 305-393-0541, 305-664-4470 Listing Site, Listing Status: Active
Copyright © 2025 Florida Keys Board of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Ad Number: 6633237
Viewed 89 times.
Updated: Sep 17, 2025

This property is a Home located at 82749 Old Highway, Upper Matecumbe Key, Florida 33036, and is currently For Sale at $7,750,000. This Home has 3 bedrooms, 3.0 baths, 1485 sq ft.