Iconic Islamorada Oceanfront Retreat. Welcome to The Last Resort

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Home For Sale

109 Columbus Drive

Lower Matecumbe Key, Florida 33036

Monroe County

Beachfront: Yes

Ocean View: Yes

Community: Mat Ocean View (765)

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$6,700,000 4 br, 5.0 bath 3860 sq. ft. 1.140 acres

Iconic Islamorada Oceanfront Retreat. Welcome to The Last Resort, a one-of-a-kind oceanfront estate offering rare privacy and breathtaking natural beauty in the heart of Islamorada. Set on over an acre of lush tropical land, this coastal retreat boasts 165 feet of private sandy Atlantic beach, where you can launch a kayak or paddleboard right from your backyard and soak in endless turquoise views.Expansive covered verandahs, a 15' x 30' heated seaside pool, and beachside hammocks invite slow, sun-filled days and relaxed gatherings. Across the street, a separate canalfront parcel with a 37.5' concrete dock provides protected deep-water dockage and space for boats, trailers, and water toys -- an extraordinary pairing of true beachfront living and convenient boating access.Inside, the home's 3,860 square feet is designed for easy Keys living with generous main-level living areas and bedrooms, plus a spacious upstairs suite with private bath and roof-top deck capturing panoramic ocean vistas. Four bedrooms and five baths accommodate family and guests comfortably, while breezy porches and open gathering spaces make entertaining effortless.Highlights you'll love:165' of private sandy Atlantic beach with direct ocean entry, 37.5' private concrete dock on canalfront lot for boating convenience, 15' x 30' heated seaside swimming pool with expansive sun decks, over one acre of tropical privacy and mature landscaping, 4 bedrooms | 5 baths | 3,860 sq. ft. with thoughtful single-level layout plus upstairs suite and roof deck. A true Keys treasure, The Last Resort delivers a rare mix of sandy beach, deep-water dockage, and timeless coastal charm. Ann exceptional opportunity to create your own island legacy!

Interior:
  • Bedrooms: 4
  • Baths: 5.0
  • Sq Ft: 3860
  • Year Built: 1922
  • Utilities: 
  • Fireplaces: 
  • Stories: 2
  • Heat/AC: 
  • Garage: Guest, Open
Exterior:
  • Lot Size: 1.140 acre
  • Lot Dimensions: 
  • Beachfront: Yes
  • View Types: Ocean, Water
  • Yard: 
  • Siding: Frame
  • Roof: Metal
  • Property Taxes: $32,715
  • MLS #: 616619
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Contact Information:
Beach Home For Sale in Lower Matecumbe Key, Florida
Listing Agent: JOY C MARTIN, American Caribbean Real Estate, 305-394-7866, 305-664-4966 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: 6663355
Viewed 57 times.
Updated: Oct 15, 2025

This property is a Home located at 109 Columbus Drive, Lower Matecumbe Key, Florida 33036, and is currently For Sale at $6,700,000. This Home has 4 bedrooms, 5.0 baths, 3860 sq ft.