About This Home

This land at Overseas Highway in Upper Matecumbe Key Islamorada, FL is listed for $3,500,000 (5.27 acres).

Key Features

  • 5.27 acre lot
  • Waterfront

Amenities

WaterfrontView
Listing Description

A rare opportunity to own an expansive bayfront parcel at Mile Marker 81 on Upper Matecumbe Key, offered for sale for the first time since its acquisition in 1937. Located in the heart of Islamorada, this remarkable property encompasses approximately 5.26 total deeded acres, including approximately 2.84 acres of upland, with more than 250 feet of frontage on Florida Bay.

The substantial acreage and natural setting offer exceptional privacy and seclusion, while still being close to the restaurants, marinas, shops, galleries, and world-class boating and fishing that define the Islamorada lifestyle. With its coveted Upper Matecumbe Key location, expansive bayfront, and rare parcel size, this is an extraordinary opportunity to create a private waterfront estate in the Florida Keys.

Zoned Native Residential (NR), allowing single-family residential use subject to applicable Village requirements. Allowable clearing, building area, and development potential are subject to applicable Village of Islamorada regulations. Buyer to independently verify all development potential with the Village of Islamorada.

Location

Overseas Highway

Upper Matecumbe Key Islamorada, FL 33036

Unplatted Upper Mate (82.0)

Property Details

Views

Water

Questions & Answers

This 0-bedroom, 0-bathroom land at Overseas Highway is listed at $3,500,000. The estimated monthly payment is $18,719 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: 5.27 acre lot, Waterfront.

This property is listed by Natalie Biondoletti.

NB

Natalie Biondoletti

License 3381352

Agent at Coastal Realty of the Florida

Listed by Coastal Realty of the Florida · Broker phone: (305) 664-0077 · View on Broker Site · Broker website

MLS# 621407· Source: Florida Keys Board of REALTORS®· 37 days on PropertySimple

Copyright © 2026 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.

Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036

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