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4 Beds
4 Baths
2,596 sqft

$3,850,000

74049 Overseas Highway, Lower Matecumbe FL, 33036

Price per sqft$1,483.05
Built in1970
Property size2,596 sqft
Property typeResidential

Overview

Active

Listed Aug 6, 2026

Updated 13h ago

Rare opportunity to own an ocean side single family home in the heart of Islamorada. Situated on a private corner half acre lot with your own private beach, this property offers the space, privacy, and tropical lifestyle that make the Florida Keys one of the most sought-after destinations in the world. Currently operating as a successful VRBO vacation rental, this turnkey, income-producing property is being sold fully furnished, allowing the new owner to seamlessly continue operating it as a successful vacation rental from day one or immediately begin enjoying it as a private island retreat. Designed with flexibility in mind, this two-story home features a total of 4 bedrooms, 4 bathrooms, and two full kitchens. The upper level offers 3 bedrooms, 2 bathrooms, a full kitchen, and a private balcony, while the lower level offers a handicap-friendly layout, with a 1 additional bedroom, 1 bathroom, a cabana bath, and a second full kitchen. Step outside to your private pool, then take just a few steps to your own private beach, creating the ultimate island experience. A new A/C system and metal roof also adds comfort and peace of mind. Conveniently located just minutes from Robbie's Marina and Theater of the Sea, you'll enjoy world class fishing, boating, snorkeling, waterfront dining, and everything that makes Islamorada one of the premier destinations in the Florida Keys.

$25,614/mo

Est. mortgage payment based on a $3,850,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
620893

Interior Features

Bedrooms
4
Bathrooms
4
Cooling
Yes
Basement
No

Exterior Features

Lot Size
0.5 Acres

Other Property Details

Taxes
$21,327
Tax Frequency
Annually
View
Yes
Pool
Yes
Waterfront
Yes

Also listed on RAMB

MLS provider logo

Listed by Kim Farias with Luxe Properties, LLC.
Listing Contact: 305-339-6583 

The IDX display contains information sourced from the Florida Keys Board of REALTORS® as of 9/17/2026. This data is intended solely for personal, non-commercial use and is not to be utilized for any other purposes except to identify potential properties for purchase. Although the MLS data displayed is typically considered reliable, it is not guaranteed to be accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and are advised to conduct their own investigations or seek professional assistance. Other sources besides the Listing Agent may have contributed to the MLS data presented. Unless expressly specified in writing, the Broker/Agent has not confirmed any information obtained from external sources. The Broker/Agent may or may not have acted as the Listing and/or Selling Agent and cannot guarantee the accuracy of property locations displayed on any map. Any compensation offers are solely made to participants of the MLS where the listing is registered.

©2026 Florida Keys Board of REALTORS® all rights reserved.

Data last updated on 9/17/2026 at 3:35 AM UTC

 

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