Back on market with Huge Price Improvement! Rare Downtown

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Home For Sale

219 Preston Street

Upper Matecumbe Key, Florida 33036

Monroe County Water View: Yes

Community: Matecumbe Beach (82)

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$990,000 4 br, 2.0 bath 1766 sq. ft. 0.190 acres

Back on market with Huge Price Improvement! Rare Downtown Islamorada Opportunity... Just steps to the ocean, sunrises and sunsets. Walk to everything you love in Islamorada! Located just off the Old Hwy, oceanside, in the sought-after Matecumbe Beach neighborhood on Upper Matecumbe Key. This versatile property features two charming cottages on one property, just steps from festivals, the Arts District, Library Beach, Cheeca Lodge, Historical Hurricane Monument and some of the island's finest dining. The front cottage offers 2 bedrooms and 1 bath with +/-866 sq. ft., while the back cottage includes 2 bedrooms and 1 bath with +/-900 sq. ft. Enjoy the option to live in one and rent the other, or maximize income by renting both. An exceptional investment in a prime location, right in the heart of Islamorada's most vibrant and walkable district.

Interior:
  • Bedrooms: 4
  • Baths: 2.0
  • Sq Ft: 1766
  • Year Built: 1934
  • Utilities: 
  • Fireplaces: 
  • Stories: 
  • Heat/AC: 
  • Garage: 
Exterior:
  • Lot Size: 0.190 acre
  • Lot Dimensions: 
  • View Types: Water
  • Yard: 
  • Siding: Frame, Stucco
  • Roof: 
  • Property Taxes: $7,824
  • MLS #: 617660
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Contact Information:
Beach Home For Sale in Upper Matecumbe Key, Florida
Listing Agent: Patti Stanley, Coldwell Banker Schmitt Islamorada, 305-393-4433, 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: 6939263
Viewed 8 times.
Updated: Dec 10, 2025

This property is a Home located at 219 Preston Street, Upper Matecumbe Key, Florida 33036, and is currently For Sale at $990,000. This Home has 4 bedrooms, 2.0 baths, 1766 sq ft.