About 20 Avacado Street
BAYSIDE, DEEP WATER, BREATHTAKING GULF VIEWS Welcome to one of Islamorada's premier rare bayside estate properties - a remarkable parcel that stretches from Overseas Highway all the way to the Bay. The home bestows privacy, unobstructed Gulf Views, and a deep-water basin for calm dockage cable of accommodating substantial vessels with immediate access to world class sportfishing waters. The residence includes 6 bedrooms, 7.5 bathrooms and was designed to blend coastal elegance with effortless waterfront living. In addition to the bedrooms, the main home provides a complete gym and office. A separate guest house includes a living room, full kitchen, laundry room, and two bedrooms with ensuite bathrooms. Located in the heart of Islamorada, the home is walkable to several restaurants. Agents Welcome
Features of 20 Avacado Street
| MLS® # | 618816 |
|---|---|
| Price | $15,950,000 |
| Bedrooms | 6 |
| Bathrooms | 8.00 |
| Full Baths | 7 |
| Half Baths | 1 |
| Square Footage | 6,680 |
| Acres | 1.68 |
| Year Built | 2005 |
| Type | Residential |
| Sub-Type | Single Family Residence |
| Status | Active |
Community Information
| Address | 20 Avacado Street |
|---|---|
| Area | 23 - Upper Matecumbe |
| Subdivision | Misc Upper Matacumbe (82.0) |
| City | Upper Matecumbe Key Islamorada |
| County | Monroe |
| State | FL |
| Zip Code | 33036 |
Amenities
| Utilities | Municipal Sewer, Other - See Remarks |
|---|---|
| View | Bay/Gulf View, Open Water View |
| Is Waterfront | Yes |
| Waterfront | Bay Front, Gulf Front, Open Water |
| Has Pool | Yes |
| Pool | In Ground, Concrete, Decked |
Interior
| Appliances | More Appliances, Washer, Dryer, Dishwasher, Refrigerator, Oven, Microwave, Disposal, Freezer, Gas Appliances, Ice Machine, Wine Cooler, Stainless Steel Appliance(s) |
|---|---|
| Heating | Central, Zoned |
| Cooling | Central Air |
| Fireplace | No |
| Has Basement | No |
Exterior
| Lot Description | 1 Less Than 2 Acres |
|---|---|
| Construction | CBS, Concrete, Combo Construction |
Additional Information
| Date Listed | February 25th, 2026 |
|---|---|
| Days on Market | 59 |
| Zoning | RE - Residential Estate |
| Short Sale | No |
| RE / Bank Owned | No |
Listing Details
| Agent | Steven Koleno |
|---|---|
| Office | Beycome of Florida, LLC |