74049 Overseas Highway HIGHWAY
Islamorada, FL 33036
4
Bed
4
Bath
2,596Sqft
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
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
-
Bedroom Information
Total Bedrooms: 4Bathroom Information
Total Baths: 4 Full Baths: 4 -
Interior Features
Split Bedroom Appliances: Washer,Microwave,Range,Refrigerator,Dishwasher,Dryer -
Roofing Information
Metal RoofFlooring Information
TileHeating & Cooling
Cooling: Central Air,Ceiling Fans(s) Water Front: Yes Oceanfront Ocean View
-
Building Information
Year Built: 1970 Floor Location: 21600 Construction: CBS Security System: Electric Gate Roof: Metal Roof -
Exterior Features
Fencing,Sandy BeachPool Information
In Ground
-
Lot Information
Lot Dimensions: 30 X 20 Lot SqFt: 21,600 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 -
Property Information
SQ ft (Living Area): 2,596 View: Ocean View Subdivision: Lower Mat Bch (74.0) Stories: 2 Stories
-
Listing Price Information
List Price: $3,850,000 -
Listing Information
Cash,Conventional
-
Tax Information
Taxes: $21,327 Tax Year: 2025 Parcel Number: 00389650000000 Tax Exemptions: None
-
Virtual Tour
-
Multi-Unit Information
Restrict: YES -
Homeowners Association Information
Mandatory Home Owners Asc: No 1st Right of Refusal: No Association Fee: $0.00
-
Utility Information
Municipal Sewer
How much is this property worth?
Curious about this home's true market value? Use our free Home Evaluation Tool to instantly get a personalized Comparative Market Analysis (CMA) report. Make smarter, data-driven decisions before you buy.
Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| 102 Anglers Way, Islamorada, FL, 33036 | $1,150,000 | 2 | 3 | 1,376 | 1,376 SqFt |
| 88351 Old Highway HIGHWAY, Islamorada, FL, 33036 | $14,990,000 | 6 | 9 | 7,590 | 7,590 SqFt |
| 87895 Old Highway HIGHWAY, Islamorada, FL, 33036 | $24,995,000 | 5 | 8 | 9,011 | 9,011 SqFt |
| 88110 Overseas Highway, Islamorada, FL, 33036 | $6,999,000 | 4 | 5 | 2,797 | 2,797 SqFt |
| 87950 Overseas Highway .., Islamorada, FL, 33036 | $3,800,000 | 5 | 3 | 2,464 | 2,464 SqFt |
| 87445 Old Highway HIGHWAY, Islamorada, FL, 33036 | $3,995,000 | 5 | 4 | 4,014 | 4,014 SqFt |
| 87429 Old Highway HIGHWAY, Islamorada, FL, 33036 | $18,999,000 | 6 | 8 | 6,692 | 6,692 SqFt |
| 87429 Old Highway, Islamorada, FL, 33036 | $18,999,000 | 6 | 6 | 6,054 | 6,054 SqFt |
| 316 North Drive DRIVE, Islamorada, FL, 33036 | $2,400,000 | 3 | 4 | 2,309 | 2,309 SqFt |
| 316 N Dr, Islamorada, FL, 33036 | $2,400,000 | 3 | 4 | -- |
Similar Homes To 74049 Overseas Highway HIGHWAY
Nearby For Sale
ByOwner last updated this listing 08/17/2026 @ 22:36
More Cities with for Sale by Owner Homes
- Islamorada Homes For Sale By Owner
- Tavernier Homes For Sale By Owner
- Long Key Homes For Sale By Owner
- Key Largo Homes For Sale By Owner
- Duck Homes For Sale By Owner
- Key Colony Beach Homes For Sale By Owner
- Marathon Homes For Sale By Owner
- Homestead Homes For Sale By Owner
- Florida City Homes For Sale By Owner
- Cutler Bay Homes For Sale By Owner
- Big Pine Key Homes For Sale By Owner
- Palmetto Bay Homes For Sale By Owner
- Little Torch Key Homes For Sale By Owner
- Ramrod Key Homes For Sale By Owner
- Summerland Key Homes For Sale By Owner
- Pinecrest Homes For Sale By Owner
- Cudjoe Key Homes For Sale By Owner
- South Miami Homes For Sale By Owner
- Coconut Grove Homes For Sale By Owner
- Sugarloaf Homes For Sale By Owner
Homes around $3,850,000
Verify Your Email
Please enter the 6-digit verification code
sent to your email address.