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Private Island in the Florida Keys With Helipad and Solar Power Lists For $16 Million

August 26, 2026

Positioned just off the coast of Marathon, East Sister Rock Island is a rare private sanctuary wrapped in vibrant turquoise waters—accessible by boat or via a private, on-island helipad has hit the market for $16 million.

A once in a generation opportunity to own a legacy property, the island spans approximately 6.5 total acres—including 5.8 acres of private surrounding seabed– offering an extraordinary aquatic playground for snorkeling, swimming, kayaking, paddleboarding, fishing, and exploring the pristine waters of the Florida Keys.

At the island's heart is an updated 3-bedroom, 2-bath main residence alongside a separate guest house, offering over 5,000 square feet of refined living space. The interior highlights a chef-inspired kitchen adorned with premium countertops and contemporary finishes, while a 12-foot-wide wraparound veranda delivers sweeping, panoramic ocean vistas, breathtaking Atlantic sunrises, and iconic Keys sunsets.

Resort-style outdoor living features a waterfront pool and spa, lush tropical landscaping, dedicated alfresco lounging and dining venues, helipad, and a 100-foot deep-water dock accommodating multiple vessels.

Engineered to be eco-friendly and fully self-sufficient, East Sister Rock is powered by solar and wind systems with battery storage, a backup generator, a desalination system, and ample freshwater cistern capacity. The offering includes 99 E Ocean Drive on the mainland which includes private dock space.

1 East Sister Rock Island in Marathon, Florida Keys is listed for $16 million by Vladimir Rochebrun & Aaron Rosenthal with The Chad Carroll Group at Compass.

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Past PROFILEmiami articles about real estate in the Florida Keys:

South Florida and Miami Real Estate News, Media and Lifestyle
Private Island in the Florida Keys With Helipad and Solar Power Lists For $16 Million 9.jpg
August 26, 2026
Private Island in the Florida Keys With Helipad and Solar Power Lists For $16 Million
August 26, 2026

Positioned just off the coast of Marathon, East Sister Rock Island is a rare private sanctuary wrapped in vibrant turquoise waters—accessible by boat or via a private, on-island helipad has hit the market for $16 million. A once in a generation opportunity to own a legacy property, the island spans approximately 6.5 total acres—including 5.8 acres of private surrounding seabed– offering an extraordinary aquatic playground.

Read more →
August 26, 2026
Constellation Group and Ironwood Venture Group Complete Seaglass Cove In The Florida Keys 13.jpeg
August 19, 2026
Constellation Group and Ironwood Venture Group Complete Seaglass Cove In The Florida Keys
August 19, 2026

Constellation Group and Ironwood Venture Group have completed SeaGlass Cove, a 14-residence oceanfront community in Marathon, and the closing of an $8.46 million permanent loan from Centennial Bank. The financing replaces the project’s construction loan and marks SeaGlass Cove’s transition from development to a fully completed, move-in-ready residential community. With seven residences sold and seven remaining, the project is now 50% sold.

Read more →
August 19, 2026
Mast Capital And Koch Real Estate Investments Acquire Luxury Resort in The Florida Keys 1.jpg
July 28, 2026
Mast Capital And Koch Real Estate Investments Acquire The Islands of Islamorada Resort In The Florida Keys, Set To Launch Sales of Private Waterfront Villas
July 28, 2026

Mast Capital, in partnership with Koch Real Estate Investments, has acquired The Islands of Islamorada Resort, a luxury resort in Islamorada, Florida, offering convenient access to the Florida Keys’ renowned boating, fishing, dining and outdoor recreation destinations.

Read more →
July 28, 2026
The Wills Companies Acquires The Islands of Islamorada In The Florida Keys For $72 Million 2.jpeg
July 11, 2024
The Wills Companies Acquires The Islands of Islamorada In The Florida Keys For $72 Million
July 11, 2024

The Wills Companies, a reputable real estate development firm, has recently completed the acquisition of The Islands of Islamorada luxury resort in Islamorada, Florida, from The Frisbie Group of Palm Beach. The transaction, which amounted to $72 million, was financed by City National Bank of Florida.

Read more →
July 11, 2024
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February 15, 2024
Check Out This Private Island At Ocean Reef Club Asking $75 Million
February 15, 2024

Nestled amidst the waters of the Florida Keys sits a rare opportunity, a 26 acre Private Island plus an additional waterfront mainland home within Ocean Reef Club. The private island island features a pool home, 12 one-acre developable waterfront lots, a 20-slip marina capable of accommodating a mega-yacht, three separate apartments, dockmaster office, a white sand beach and two tennis courts which convert to a helipad for a 10 minute flight to Miami.

Read more →
February 15, 2024
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January 2, 2024
First Luxury Single-Family Residences at SeaGlass Cove in The Florida Keys Set To Be Delivered in March
January 2, 2024

The first luxury single-family residences at SeaGlass Cove in the Florida Keys are set to be delivered in March 2024. SeaGlass Cove is a new, luxurious island enclave consisting of just 14 single-family homes in Marathon, Fla., in the heart of the Florida Keys. Located at 59720 Overseas Highway in Grassy Key, the project is being developed by Constellation Group and Ironwood Venture Group.

Read more →
January 2, 2024
Pacaso Launches Luxury Second Home Co-Ownership Platform In The Florida Keys
January 5, 2022
Pacaso Launches Luxury Second Home Co-Ownership Platform In The Florida Keys
January 5, 2022

Pacaso, the leading real estate platform that helps people buy and co-own a luxury second home, has announced that it has expanded its service to the Florida Keys. The company has begun expanding its regional team in addition to an existing Miami and Fort Lauderdale-based team, and is working with a variety of local businesses to support its operations.

Read more →
January 5, 2022
America's Southernmost Marina Key West Harbour Sells For $39.5 Million
March 21, 2019
America's Southernmost Marina Key West Harbour Sells For $39.5 Million
March 21, 2019

Key West Harbour, the southernmost marina facility in The United States located in Key West, Florida, totaling 13.1 acres, has sold for $39.5 million. Avison Young Principal George Vail represented the seller, iStar Inc. Key West Harbour is located on Stock Island, a transformative tourist enclave in Key West, emerging with luxury hotel, boating, and recreational fishing.

Read more →
March 21, 2019

For more information about homes and real estate in the Florida Keys please fill out the form below:

In Florida Keys, Luxury Homes, Luxury Real Estate, Marathon, News, News & Features, Residential Tags News & Features, News, Residential, Luxury Homes, Luxury Real Estate, Marathon, Florida Keys, East Sister Rock Island, 1 East Sister Rock Island, Vladimir Rochebrun, Aaron Rosenthal, The Chad Carroll Group, Compass, 99 E Ocean Drive
Oasis Hallandale Secures Full TCO for West Tower as Closings Get Underway →

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Private Island in the Florida Keys With Helipad and Solar Power Lists For $16 Million 9.jpg
August 26, 2026
Private Island in the Florida Keys With Helipad and Solar Power Lists For $16 Million
August 26, 2026

Positioned just off the coast of Marathon, East Sister Rock Island is a rare private sanctuary wrapped in vibrant turquoise waters—accessible by boat or via a private, on-island helipad has hit the market for $16 million. A once in a generation opportunity to own a legacy property, the island spans approximately 6.5 total acres—including 5.8 acres of private surrounding seabed– offering an extraordinary aquatic playground.

Read more →
August 26, 2026
Oasis Hallandale Secures Full TCO for West Tower as Closings Get Underway.png
August 26, 2026
Oasis Hallandale Secures Full TCO for West Tower as Closings Get Underway
August 26, 2026

Oasis Hallandale has secured its full Temporary Certificate of Occupancy (TCO) for the West Tower, marking a defining milestone for one of the largest and most ambitious developments in Hallandale Beach, with residential closings now underway. With the tower now 85% sold, buyers have begun closing on their residences as Oasis Hallandale prepares to welcome its first residents.

Read more →
August 26, 2026
$39.7 Million Full-Floor Penthouse Unveiled at Maison d'Or in West Palm Beach 8.jpg
August 25, 2026
$39.7 Million Full-Floor Penthouse Unveiled at Maison d'Or in West Palm Beach
August 25, 2026

Kolter Urban and Perko Development Partners have unveiled the crown jewel at Maison d’Or, launching a $39.7 million full-floor penthouse at the boutique ultra-luxury condominium development planned along South Flagler Drive in West Palm Beach.

Read more →
August 25, 2026
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