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Ad #7353599
MLS #618920
Listing photo

Discover an extraordinary opportunity to own 34,000 square feet

150 List St, Upper Matecumbe Key, FL 33036
$4,900,000
--Beds
--Baths
--Sqft
0.78Acres

About this property

Discover an extraordinary opportunity to own 34,000 square feet of prime bayfront real estate in one of Islamorada's most coveted and private enclaves. Boasting 100+ feet of pristine bay frontage, this exceptional property captures open water views, serene sunsets, and the essence of the Florida Keys lifestyle. Tucked within the property is a charming ground level 1950s cottage offering one bedroom and one bathroom - ideal for a comfortable interim residence while you bring your custom waterfront vision to life. For boating enthusiasts, the estate offers dockage with direct bay access, placing world-class fishing, sandbars, and crystal-clear waters just moments away. A permit has been submitted to repair and expand the existing dock and add two boat lifts (20,000 lb and 16,000 lb), significantly enhancing the property's boating capabilities and long-term value. With the existing estate slated for demolition and redevelopment, the conceptual renderings unveil a spectacular 4,872-square-foot custom residence offering five bedrooms, five and a half bathrooms, a three-car garage, and a resort style pool - all thoughtfully designed to capture water views from every vantage point. This remarkable bayfront estate offers endless possibilities in an unparalleled setting.

Property Features

0 Beds
0 Baths
0 Sqft
0.78 Acres
Beachview
On Beachfront
$5,995 / yr property tax
Monroe County
Strattons (825) Community

Additional Photos

Additional listing photo 1
Additional listing photo 2
Additional listing photo 3
Additional listing photo 4

Contact Information

Bonnie Ekblom Oliver

Ocean Sotheby's International Realty

305-394-1569

Location

Map
Listing Agent: Bonnie Ekblom Oliver (License #: 3186690) 305-394-1569
Broker: Ocean Sotheby's International Realty 305-712-8888 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

Discover an extraordinary opportunity to own 34,000 square feet - photo 1
Discover an extraordinary opportunity to own 34,000 square feet - photo 2
Discover an extraordinary opportunity to own 34,000 square feet - photo 3
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Discover an extraordinary opportunity to own 34,000 square feet - photo 16
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Discover an extraordinary opportunity to own 34,000 square feet - photo 20
Discover an extraordinary opportunity to own 34,000 square feet - photo 21
Discover an extraordinary opportunity to own 34,000 square feet - photo 22
Discover an extraordinary opportunity to own 34,000 square feet - photo 23
Discover an extraordinary opportunity to own 34,000 square feet - photo 24
Discover an extraordinary opportunity to own 34,000 square feet - photo 25
Discover an extraordinary opportunity to own 34,000 square feet - photo 26
Discover an extraordinary opportunity to own 34,000 square feet - photo 27
Discover an extraordinary opportunity to own 34,000 square feet - photo 28
Discover an extraordinary opportunity to own 34,000 square feet - photo 29
Discover an extraordinary opportunity to own 34,000 square feet - photo 30

$4,900,000

--
Beds
--
Baths
--
Sqft

150 List St, Upper Matecumbe Key, FL 33036

By contacting this agent you agree to these Terms and Conditions.
Home Florida Upper Matecumbe Key
Discover an extraordinary opportunity to own 34,000 square feet - photo 1
Discover an extraordinary opportunity to own 34,000 square feet - photo 2
Discover an extraordinary opportunity to own 34,000 square feet - photo 3
Discover an extraordinary opportunity to own 34,000 square feet - photo 4
Discover an extraordinary opportunity to own 34,000 square feet - photo 5
MLS# 618920
Lot For Sale

Discover an extraordinary opportunity to own 34,000 square feet

$4,900,000

150 List St, Upper Matecumbe Key, FL 33036

--
Beds
--
Baths
--
Sqft
0.78
Acres
$4,900,000
150 List St, Upper Matecumbe Key, FL 33036
-- Beds
-- Baths
-- Sqft
0.78 Acres
Discover an extraordinary opportunity to own 34,000 square feet of prime bayfront real estate in one of Islamorada's most coveted and private enclaves. Boasting 100+ feet of pristine bay frontage, this exceptional property captures open water views, serene sunsets, and the essence of the Florida Keys lifestyle. Tucked within the property is a charming ground level 1950s cottage offering one bedroom and one bathroom - ideal for a comfortable interim residence while you bring your custom waterfront vision to life. For boating enthusiasts, the estate offers dockage with direct bay access, placing world-class fishing, sandbars, and crystal-clear waters just moments away. A permit has been submitted to repair and expand the existing dock and add two boat lifts (20,000 lb and 16,000 lb), significantly enhancing the property's boating capabilities and long-term value. With the existing estate slated for demolition and redevelopment, the conceptual renderings unveil a spectacular 4,872-square-foot custom residence offering five bedrooms, five and a half bathrooms, a three-car garage, and a resort style pool - all thoughtfully designed to capture water views from every vantage point. This remarkable bayfront estate offers endless possibilities in an unparalleled setting.
160 days
on BeachHouse.com
169
views
0
saves

Property Details

HOME DETAILS

0 Beds
0 Baths
0 Sqft
0.78 Acres

BEACH & VIEW

Beachview
On Beachfront

FINANCIAL & COMMUNITY

$5,995 / yr property tax
Monroe County
Strattons (825) Community
See More Details

Location

Map
Open in Google Maps

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Ad Statistics

Ad Number
7353599
Viewed
169 times
Listing Status
Active
Added
Mar 04, 2026
Last Refreshed
Jul 03, 2026 06:17:28 PM

Listing Information

Data Source
Florida Keys Board of REALTORS®
Source Property ID
618920
Listing Agent: Bonnie Ekblom Oliver (License #: 3186690) 305-394-1569
Broker: Ocean Sotheby's International Realty 305-712-8888 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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This consent applies even if you are on a corporate, state or national Do Not Call list. Dream Home Network Inc. may share information about your recent and future site activity with its affiliates and service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners) to help them better understand what I am looking for in a property. To opt-out at any time you can reply "STOP" or contact Dream Home Network Inc. at  csv@dreamhomenetwork.com.
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SERVICES
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Dream Home Network Inc.

is committed to ensuring digital accessibility and property listings for individuals with disabilities. All information provided is deemed reliable but is not guaranteed and should be independently verified. We are continuously working to improve the accessibility of our web experience for everyone, and we welcome feedback and accommodation requests. If you wish to report an issue or seek an accommodation, please let us know.

Dream Home Network Inc. Sells leads to DHN Realty Inc. who holds real estate brokerage licenses in Alabama. Listing agents will be sent notification copy of leads on their listings where Dream Home Network Inc. is provided listings via our Feed Provider as required.

© 1997 - 2026 BeachHouse.com
Part of Dream Home Network, Inc.
Last updated on 2026.08.11
Terms & Policy