This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/43
$15,950,000 Just Listed
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/43
Property Description
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.
Full Property Details
Full Property Details for 20 Avacado St
General
- Price: $15,950,000
- Taxes: $66,720 (2025)
- Status: Active
- Type: Single Family
- Source: Greater_Miami
- MLS ID: A11972240
- Updated: Today (2/25/2026)
- Added to Site: Today
Interior
- Interior Features: Other, No Additional Rooms
- Appliances: Dishwasher, Disposal, Dryer, Free-Standing Freezer, Microwave, Refrigerator, Wall Oven, Washer
- Flooring: Other
Rooms
Bathrooms
- Total Bathrooms: 7
- Full Bathrooms: 7
Bedrooms
- Total Bedrooms: 6
- Bedroom Features: Other
Other Rooms
- Living Room: No Additional Rooms Sq. Ft.
Additional Information
- Pool: Yes
- Pool Description: Other, 100
Exterior
- Exterior Features: Other
Parking
- Parking Features: None
Location
- Area: Islamorada, Townsite Of
- County: Monroe County
- Subdivision: ISLAMORADA, TOWNSITE OF
- Building Name: ISLAMORADA, TOWNSITE OF
- Driving Directions: From Miami, drive south on Overseas Highway. Turn right onto De Leon Ave (between Sandals and Tiny's Gas. Right onto Avacado Street. Go to dead end (white gate).
- Direction Faces: North
Community
- Community Name: Islamorada, Townsite Of
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Municipal Water
Structural Information
- Architectural Style: Detached, Two Story
- Structure Type: Pool Only, House
- Detached/Attached: Detached
- Construction: Concrete Block Construction
- Roof: Other
- Building Size: 12315
- Square Feet: 6,680
- Living Area: 6,680 Sq. Ft.
- Year Built: 2005
Lot Features
- Property View: Bay
- Lot Size (Sq. Ft.): 73,190
- Lot Features: 1 To Less Than 2 Acre Lot
- Zoning: is
Water Features
- Water View: Yes
Financial Considerations
- Price Per Sq. Ft.: $2,387.72
- Tax Amount: $66,720
- Tax Year: 2025
- Terms: All Cash, Conventional, FHA, VA Loan
Disclosures and Reports
- Legal Description: LTS 6 AND 20 AND PT MARKED RESERVED ADJ TO LT 20 AND PT VACATED AVACADO STREET AND ORANGE STREET TOWNSITE OF ISLAMORADA PB1-48 OR367-74 OR37
- Restrictions: No Restrictions
- Property ID: 00402340-000000
Listed by Beycome of Florida LLC
Get Pre-Approved Today
Schools
Schools serving 20 Avacado St
School District:Monroe County School District, Middle Torch Key, FL
| Name | Grades | Distance |
|---|---|---|
Plantation Key School 100 Lake Road, Tavernier, FL 33070 | PK-8 | 6.6 mi |
Coral Shores High School 89901 Old Highway, Tavernier, FL 33070 | 9-12 | 6.9 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 20 Avacado St
Date
Details
Price
Change
Source
2/25/2026
Listed
$15,950,000
80.74%
MLS
4/17/2023
Sold
$8,825,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 20 Avacado St
Year
Property Taxes
Change
Tax Assessment
Change
2024
100%
$7,300,974
—
2024
-100%
$7,304,040
-5%
2023
$63,949
20%
$7,693,438
43%
2021
$53,072
-12%
$5,361,775
-28%
2022
$60,198
13%
$7,435,870
38%
2021
$53,072
9%
$5,386,721
12%
2019
$48,736
6%
$4,791,304
5%
2018
$46,134
4%
$4,549,072
—
2017
$44,269
5%
$4,571,260
15%
2016
$42,222
51%
$3,992,094
51%
2015
$27,954
7%
$2,649,277
9%
2014
$26,025
—
$2,432,199
1%
2013
$26,073
—
$2,412,254
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 20 Avacado St
20 Avacado St, Islamorada, FL 33036 (MLS# A11972240) is a Single Family property with 6 bedrooms and 7 full bathrooms. 20 Avacado St is currently listed for $15,950,000 and was received on February 25, 2026. Want to learn more about 20 Avacado St? Do you have questions about finding other Single Family real estate for sale in Islamorada? You can browse all Islamorada real estate or contact a Coldwell Banker agent to request more information.

