74049 Overseas Highway, Lower Matecumbe, FL 33036 (MLS# 620893)

74049 Overseas Highway, Lower Matecumbe, FL 33036

$3,850,000
Property Type: Residential Bedrooms: 4 Baths: 4 Square Footage: 2,596 Lot Size (sq. ft.): 21,600 Status: Active
Current Price: $3,850,000 List Date: 8/06/2026 Last Modified: 9/27/2026

Overview

Description

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 ...

Listing Details MLS# 620893

Location, Tax & Legal

Street #
74049
Street Name
Overseas
Street Suffix
Highway
Key/Island
Lower Matecumbe
State/Province
FL
Zip Code
33036
County
Monroe
Subdivision
Lower Mat Bch (74.0)
Area
22 - Lower Matecumbe

Contract Information

Listing Board
Florida Keys
As is Rght to Inspct
Yes

General Property Description

Realtor.COM Type
Residential - Single Family
Style
Single Family
Waterfront
Yes
Control Depth
2
Pool
Yes
Year Built
1970
Lot SqFt
21600
Acres
0.49
Living Apx SqFt
2596
SqFt Source
Seller
Total Bedrooms
4
Full Baths
4
Total Baths
4
Rentals Allowed
With Restrictions

Association Info

Mandatory Home Owners Asc
No
1st Right of Refusal
No

Building Style

Above Flood
Unknown
# Stories
2 Stories

More Information

Property Features

Fee Includes: Other Tax Exemptions: None Waterfront: Oceanfront Waterview: Ocean View Dockage: None Property Condition: Updated/Remodeled Furnished: Furnished Cooling: Ceiling Fans(s); Central Air Utilities: Municipal Sewer Interior Features: Split Bedroom Pre-Wired: Cable Appliances: Dishwasher; Dryer; Microwave; Range; Refrigerator; Washer Exterior Features: Fencing; Sandy Beach Pool Info: In Ground Construction: CBS Shutters: Accordion Floor: Tile Roof: Metal Roof Security: Electric Gate Land Size: 1/2 - Less Than 1 AC Terms: Cash; Conventional
Listing Office: Luxe Properties, LLC.
Last Updated: September - 27 - 2026
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.
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