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74049 Overseas Highway, Lower Matecumbe, FL 33036

New Listing
$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: 8/06/2026

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 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.

More Information MLS# 620893

Contract Information

Current Price: $3,850,000 Listing Date: 2026-08-06 Listing Board: Florida Keys List Price: $3,850,000 As is Rght to Inspct: Yes

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

General Property Description

Realtor.COM Type: Residential - Single Family Style: Single Family Waterfront: Yes Control Depth: 2 Pool: Yes Year Built: 1970 Lot Size: 30 X 20 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

Status Change Info

Status: Active

Association Info

Mandatory Home Owners Asc: No 1st Right of Refusal: No

Building Style

Above Flood: Unknown Stories: 2 Stories

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: August - 06 - 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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