74049 Overseas Hwy
Islamorada, FL 33036
$3,850,000
$1,483/ft²
About this home
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 includes 1 additional bedroom, 1 bathroom, a cabana bath, and a second full kitchen, making it ideal for guests, multi-generational living, or maximizing short term rental income.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.
Features
- Waterfront
Property details
Listing
- MLS #
- A12064940
- Status
- For sale
- Listed on
- Aug 6, 2026
- Days on market
- 4 days
- Listing data updated
- Aug 6, 2026
Interior
- Beds
- 4
- Baths
- 4
- Living area
- 2,596 ft²
- Price per ft²
- $1,483/ft²
Building & community
- Type
- Single-family home
- Year built
- 1970
- County
- Monroe
Lot & exterior
- Lot size
- 21,600 ft²
- Waterfront
- Yes
Days on market, price per ft² and the monthly HOA amount are calculated by this site from the MLS data shown; the association fee is normalized to a monthly figure.
True monthly cost
- Mortgage (principal & interest)
- $19,468
- Property taxes (est.)
- $3,529
- Home insurance (est.)
- $600
- Flood insurance (est.)
- —
Estimated total$23,597*/mo
* Some cost lines aren't available yet for this listing; the total shown is incomplete.
Based on 20% down, a 6.5% rate and a 30-year loan, plus this home's estimated Florida carrying costs. All figures are illustrative estimates — not quotes, not financial or insurance advice.
Sources: flood zone — FEMA National Flood Hazard Layer; mortgage, taxes and insurance figures — this site's own estimates; HOA / CDD — as reported for this listing.
What will this home really cost you?
Location
Mortgage calculator
$19,468/moEstimated principal & interest. Taxes, insurance, and HOA are not included. This is an estimate, not a quote or financial advice.
This listing is courtesy of Luxe Properties.
Kimberly Farias · 786-339-6583 · kim@thefariasgroup.net · 305-809-7650
Data deemed reliable, but is not guaranteed accurate by MIAMI REALTORS®.
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