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$3,850,000
74049 Overseas Highway
Lower Matecumbe, FL 33036
MLS# 620893
4 beds  |  4 baths  |  2596 sqft


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Property 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.

Details
Maps
Contract Information
Listing Board: Florida Keys
As is Rght to Inspct: Yes
Current Price: $3,850,000
Listing Date: 2026-08-06
List Price: $3,850,000
Location, Tax & Legal
City: ISLAMORADA
Mile Marker: 74
Marathon Neighborhood: N/A
Side: Ocean
Alternate Key #: 1478032
Parcel #: 00389650000000
Zoning: R1 - Residential Single Family
Deed Restrictions: Unknown
Legal: 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
Taxes: 21326.66
Tax Year: 2025
Pub Sewer HkUp: Yes
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
Waterfront: Yes
Control Depth: 2
Lot Size: 30 X 20
Lot SqFt: 21600
Pool: Yes
Acres: 0.49
SqFt Source: Seller
Rentals Allowed: With Restrictions
Style: Single Family
Year Built: 1970
Living Apx SqFt: 2596
Total Bedrooms: 4
Full Baths: 4
Total Baths: 4
Remarks & Misc
Remarks – Consumer: 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.
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Association Fee $: 0
Fee Includes
Other: 1
Dockage
None: 1
Tax Exemptions
None: 1
Appliances
Dishwasher: 1
Dryer: 1
Microwave: 1
Range: 1
Refrigerator: 1
Washer: 1
Cooling
Ceiling Fans(s): 1
Central Air: 1
Waterfront
Oceanfront: 1
Waterview
Ocean View: 1
Floor
Tile: 1
Interior Features
Split Bedroom: 1
Property Condition
Updated/Remodeled: 1
Building Style
Above Flood: Unknown
Stories: 2 Stories
Security
Electric Gate: 1
Construction
CBS: 1
Land Size
1/2 - Less Than 1 AC: 1
Furnished
Furnished: 1
Terms
Cash: 1
Conventional: 1
Utilities
Municipal Sewer: 1
Porch/Balcony
Open Porch/Balcony: 1
Exterior Features
Fencing: 1
Sandy Beach: 1
Pool Info
In Ground: 1
Pre-Wired
Cable: 1
Roof
Metal Roof: 1
Shutters
Accordion: 1
Status Change Info
Status: Active
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.