Home in 74049 Overseas Highway, Islamorada, FL 33036 for sale with MLS# A12064940

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.

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74049 Overseas Highway, Islamorada, FL 33036

Price
Price:
$3,850,000.00
Original List Price:
$3,850,000.00
List Price per Sq Ft (Calculated, Approx.):
$1,483.05
Property Status and Type
Listing Type:
For Sale
Status:
Active
Listing Category:
Residential
Property Type:
Single Family House
Description of Last Important Update:
New Listing
Last Major Update on:
August 6, 2026 4:00 am
Other Special Conditions:
Sold As-is
Rooms Distribution
Bedrooms:
4
Bathrooms Total:
4
Full Bath:
4
Room Type:
Garage Converted
Master Bedroom Bath:
Master Bdrm - Ground
Dining Area:
Family/Dining Combination
Measures
Living Area:
2,596 Sqft
Built-Up Area:
5,054 Sqft
Lot Size Acres:
0.5
Property Features
View from the Property:
Pool, Ocean, Direct Ocean
Waterfront:
Yes
Waterfront Features:
Ocean Access, Ocean Front, Other
Frontage Length:
30
Private Pool
Swimming Pool Features:
In Ground
Appliances:
Dryer, Dishwasher, Microwave, Refrigerator, Washer, Electric Range
Exterior:
Balcony
Patio and Porch:
Patio
Air Conditioning
Air Conditioning System:
Central Air
Heating
Heating System:
Central
Fence:
Fenced
Property Entrance Faces:
Northwest
Balcony Details:
Balcony - Open
Construction
Year Built:
1970
Roof:
Metal
Levels:
Two
Construction Materials:
CBS
Flooring:
Tile
Number of stories:
2
Flood Zone Code:
VE,AE
Property Condition:
Resale
Taxes and Expenses
Tax Annual Amount:
$24,268.00
Tax Year:
2025
Property Tax Details:
Tax Reflects No Exemptions
Parking
Garage Spaces:
0
Carport Spaces:
1
Covered Spaces:
1
Parking Features:
Driveway
Carport
Utilities
Sewer:
Public Sewer
Water Source:
Public
Community
Amenities Provided by the Homeowner's Association (HOA):
Other
Subdivision Name:
LOWER MATECUMBE BEACH
Senior Community:
No
Restrictions:
Lease Restrictions
Leasing Permitted
Leasing Permitted Details:
Okay To Lease With Restrictions
Terms
Listing Terms Considered by Seller:
Cash, Conventional
Buyer Possession:
Negotiable
Zoning and Legal
Tax Legal Description:
BK 4 LOT 2 & SW'LY 30' OF NE'LY 110' TR B LOWER MATECUMBE BEACH PB3-34 LOWER MATECUMBE OR426-786 OR1368-1165 OR3185-2211 OR3275-1588
Real Estate Folio Number (Parcel Number):
00389650000000
Zoning:
SINGLE FAMILY RESID
Public Schools Assigned
Elementary School:
Plantation Key
High School:
Coral Shores
Middle Or Junior School:
Plantation Key
Listing History
Active on the market since:
August 6, 2026
Listing Agreement executed on:
August 6, 2026
Listing Status Last Changed On:
August 6, 2026 4:00 am
Photos updated on:
August 6, 2026 9:46 pm
Last Modified:
August 6, 2026 10:13 pm
Additional Information
Courtesy of:
Luxe Properties
Attribution:
Not provided
Location
Street Name:
Overseas
Street Number:
74049
City:
Islamorada
State:
Florida
Zip Code:
33036
County:
Monroe
Latitude:
N24° 51' 16.4''
Longitude:
W81° 16' 8.6''
Street Suffix:
Highway
Property Map

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Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $88,214
Median Home Value $995,600
Median Rent $1,846/mo
Median Age 56
Population 3,632
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Association of REALTORS®
Disclaimer: IDX listing information is presented by Rebonus Brokerage LLC for consumer informational purposes only. The information provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed by the MLS or the real estate broker. This page presents structured listing information sourced directly from the MLS via the RESO Web API feed. Rebonus prioritizes maximum field coverage and data completeness, displaying the most granular MLS-provided attributes available.