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ActiveSingle Family Residence

74049 Overseas Hwy, Islamorada FL 33036

Islamorada, FL 33036 · MLS #A12064940
Offered at$3,750,000 Save property
BI
4Bedrooms
4Bathrooms
2,596Sq. Ft.
1970Year built

The residence

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.

At a glance

Property details

Property type
Single Family Residence
Listing type
For sale
Status
Active
Bedrooms
4
Bathrooms
4
Living area
2,596 sq. ft.
Year built
1970
Lot size
21,600 sq. ft.
Subdivision
LOWER MATECUMBE BEACH
County
Monroe County
Days on market
84
Original list price
$3,850,000
Listing date
August 6, 2026
MLS record updated
October 29, 2026
Annual property tax
$24,268 (2025)
Listing agent
Kimberly Farias
Listing office
Luxe Properties
MLS number
A12064940

Neighborhood & location

Explore LOWER MATECUMBE BEACH

SubdivisionLOWER MATECUMBE BEACH
CityIslamorada
CountyMonroe County
ZIP code33036

Review nearby homes, local services, commute routes, schools, flood information, and community rules as part of your due diligence. Neighborhood information can change and should be verified with the appropriate local authority.

Property location74049 Overseas Hwy, Islamorada FL 33036Open directions

Schools

School information

School assignments were not supplied with this MLS record. Use the local district locator to verify schools serving this address.

School boundaries, programs, ratings, and assignments can change. Confirm directly with the applicable school district.

Plan your purchase

Mortgage calculator

Estimated monthly payment$22,859
Principal & interest
$18,962
Property taxes
$2,022
Homeowners insurance
$1,875
Estimated total
$22,859

Estimate only. Taxes, insurance, association fees, PMI, interest rate, and lender terms vary. Confirm the actual payment and closing costs with a licensed mortgage professional. Review Florida mortgage and pre-approval guidance.

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Listing courtesy of Luxe Properties, 305-809-7650.

Data provided by MIAMI Association of REALTORS®. Information is deemed reliable but is not guaranteed accurate by the MLS and should be independently verified. Property availability, price, and details are subject to change without notice.

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