Ad #7321000
MLS #618816
BAYSIDE, DEEP WATER, BREATHTAKING GULF VIEWS Welcome to one of
20 Avacado St, Upper Matecumbe Key, FL 33036
$15,950,000
6Beds
8Baths
6,680Sqft
1.68Acres
About this property
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
Property Features
6 Beds
8 Baths
6,680 Sqft
Built in 2005
1.68 Acres
Beachview
On Beachfront
Siding: CBS, Concrete, Combo Construction
Has Swimming Pool
Zoned, Central
$65,124 / yr property tax
Monroe County
Misc Upper Matacumbe (82) Community
Additional Photos
Contact Information
Steven Koleno
Bar Invest Realty
804-656-5007
Location
Listing Agent: Steven Koleno (License #: 3469487) 804-656-5007
Broker: Bar Invest Realty 804-656-5007 Listing Site
Copyright © 2026 Florida Keys Board of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Broker: Bar Invest Realty 804-656-5007 Listing Site
Copyright © 2026 Florida Keys Board of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
BeachHouse.com
Printed Aug 11, 2026
Photo Gallery
$15,950,000
6
Beds
8
Baths
6,680
Sqft
20 Avacado St, Upper Matecumbe Key, FL 33036
By contacting this agent you agree to these Terms and Conditions.
MLS# 618816
BAYSIDE, DEEP WATER, BREATHTAKING GULF VIEWS Welcome to one of
$15,950,000
20 Avacado St, Upper Matecumbe Key, FL 33036
6
Beds
8
Baths
6,680
Sqft
1.68
Acres
$15,950,000
20 Avacado St, Upper Matecumbe Key, FL 33036
6 Beds
8 Baths
6,680 Sqft
1.68 Acres
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
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Property Details
HOME DETAILS
6 Beds
8 Baths
6,680 Sqft
Built in 2005
1.68 Acres
BEACH & VIEW
Beachview
On Beachfront
EXTERIOR
Siding: CBS, Concrete, Combo Construction
Has Swimming Pool
INTERIOR
Zoned, Central
FINANCIAL & COMMUNITY
$65,124 / yr property tax
Monroe County
Misc Upper Matacumbe (82) Community
See More Details
Location
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Ad Statistics
Ad Number
7321000
Viewed
176 times
Listing Status
Active
Added
Feb 25, 2026
Last Refreshed
Jul 03, 2026 06:17:28 PM
Listing Information
Data Source
Florida Keys Board of REALTORS®
Source Property ID
618816
Listing Agent: Steven Koleno (License #: 3469487) 804-656-5007
Broker: Bar Invest Realty 804-656-5007 Listing Site
Copyright © 2026 Florida Keys Board of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Broker: Bar Invest Realty 804-656-5007 Listing Site
Copyright © 2026 Florida Keys Board of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
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