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74049 Overseas Highway, Islamorada, FL 33036

Islamorada, FL, 33036
74049 Overseas Highway, Islamorada, FL 33036

About This Property

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.

Property Details

Property Type Single Family Residence
Subdivision LOWER MATECUMBE BEACH
Development LOWER MATECUMBE BEACH
County Monroe
Waterfront Yes
Private Pool Yes
Original List Price $3,850,000
MLS ID A12064940
Updated Aug 14, 2026
Quick Payment Estimate

What might this home cost each month?

Starting rate: 6.66% 30 year fixed national average · updated Aug. 27, 2026
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$ /mo
Estimated principal & interest $0/mo
P&I + HOA / condo $0/mo
Taxes, insurance, flood coverage and PMI are not included here. Rate is editable and is not a lender quote.
Listing Office: Luxe Properties • 305-809-7650
Listing Agent: Kimberly Farias • 786-339-6583
MLS ID: A12064940
Property information is displayed from the site's BeachesMLS IDX data feed. Information is subject to change and should be independently verified.
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