74049 Overseas Highway, Islamorada, FL

$3,850,000

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4

Beds

4

Baths

2,596

Square feet

0.500

Acres

About 74049 Overseas Highway

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.

Features of 74049 Overseas Highway

MLS® # A12064940
USD $3,850,000
CAD $5,311,191
CNY 元25,835,040
EUR €3,305,248
GBP £2,838,821
RUB ₽328,018,845
Bedrooms 4
Bathrooms 4.00
Full Baths 4
Acres 0.50
Year Built 1970
Type Residential
Sub-Type Single Family Residence
Restrictions Lease Restrictions
Status Active
HOPA No Hopa
Membership Equity No

Community Information

Address 74049 Overseas Highway
Area 5940 - Other Florida County
Subdivision LOWER MATECUMBE BEACH
City Islamorada
County Monroe
State FL
Zip Code 33036

Amenities

Amenities Other
Parking Driveway
View Pool, Direct Ocean, Ocean
Is Waterfront Yes
Waterfront Ocean Access, Other, Ocean Front
Has Pool Yes
Pool In Ground
Subdivision Amenities Other
Guest House No

Interior

Appliances Dryer, Dishwasher, Electric Range, Microwave, Refrigerator, Washer
Heating Central
Cooling Central Air
Fireplace No
# of Stories 2
Stories Two
Master Bedroom Master Bdrm - Ground

Exterior

Exterior Features Balcony
Roof Metal
Construction CBS
Front Exposure Northwest

School Information

Elementary Plantation Key
Middle Plantation Key
High Coral Shores

Additional Information

Date Listed August 6th, 2026
Days on Market 34
Zoning SINGLE FAMILY RESID
Foreclosure No
Short Sale No
RE / Bank Owned No
Parcel ID 00389650000000

Listing Details

OfficeLuxe Properties
Emailkim@thefariasgroup.net

Listing Map

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