Waterfront
Address
20 Avacado Street, Upper Matecumbe Key Islamorada, FL
Price
$ 15,950,000
Property Attributes
- MLS#618816
- TypeSingle Family
- Listing Status Active
- CountyMONROE
- CityUpper Matecumbe Key Islamorada
- AreaUpper Matecumbe
- NeighborhoodMisc Upper Matacumbe
- Zip33036
- StyleSingle Family
- Year Built2005
- Taxes$ 65124
- Price$ 15,950,000
- Bedrooms6
- Full Bathrooms7
- Half Bathrooms1
- Sqr Footage6680
- Lot Size1.68 Acres
Data Source:
Florida Keys MLS (FLKMLS)
Property Description
BAYSIDE, DEEP WATER, BREATHTAKING GULF VIEWSWelcome 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
| Price History | |
|---|---|
| 2/25/2026 | Listed $15,950,000 |
General Features
| Living Area | 6680.00 |
|---|---|
| Construction | CBS,Combo Construction,Concrete |
| Utilities | Municipal Sewer,Other - See Remarks |
| Appliances | More Appliances,Stainless Steel Appliance(s),Wine Cooler,Ice Machine,Gas Appliances,Freezer,Disposal,Microwave,Oven,Refrigerator,Dishwasher,Dryer,Washer |
| Flood Zone | AE,AE,AE,VE,AE |
| Zoning | RE - Residential Estate |
| HOA Fee | 0.00 |
| Pets Allowed Y/N | Pets Allowed |
| Status | Active |
| Full Baths | 7 |
| Half Baths | 1 |
| Year Built | 2005 |
| Subdivision | Misc Upper Matacumbe (82.0) |
| Style | Single Family |
| View | Bay/Gulf View,Open Water View |
| Property Type | A |
| Fee Includes | None |
| Acres | 1.68 |
| Lot Sqft | 73190.00 |
| Rental Allowed | With Restrictions |
| Building Style: Above Flood | Unknown |
| Control Depth | 5 |
| Dockage | Basin |
Interior Features
| Total Units | 0.00 |
|---|---|
| Appliances: Other | YES |
Exterior Features
| Pool | Yes |
|---|---|
| Waterfront | Bay Front,Open Water,Gulf Front |
| Lot Size | X |
| Land Size | 1 Less Than 2 Acres |
| Pool Info | In Ground,Decked,Concrete |
| Public Sewer Hookup | Yes |
| Side | Bay/Gulf |
Amenities
- Foreclosure
- Views
- Short Sale
- New Construction
- Adult 55+
- Lease To Own
- No HOA Fees
- Furnished
- Primary On Main
- Air Conditioning
- Seller Finance
- Green
- Fixer Upper
- Horse
- Golf
- Fireplace
- Deck
- Garage
- Basement
- Pool
Property vs Single Family Average in 33036
Price
Taxes
Year Built
Visits
In The Neighborhood
Waterfront
Upper Matecumbe Key Islamorada
$ 13,750,000
- Type
- Single Family
- Size
- 5,489 SqFt
- Rooms
- 5 Beds + 6 Baths
Upper Matecumbe Key Islamorada
$ 1,199,000
- Type
- Single Family
- Size
- 2,022 SqFt
- Rooms
- 3 Beds + 3 Baths
Waterfront
Upper Matecumbe Key Islamorada
$ 22,500,000
- Type
- Single Family
- Size
- 8,878 SqFt
- Rooms
- 7 Beds + 8 Baths
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Data Last Updated: September 11, 2026 3:21 PM UTC
Information is deemed to be reliable, but is not guaranteed. © 2026 MLS and FBS. Prepared by Florida Keys MLS, Inc. on September 11, 2026 3:16 PM UTC The information on this sheet has been made available by the MLS and may not be the listing of the provider. 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
All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data relating
