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Gated Community Homes for Sale in Marathon, FL

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Welcome to your dedicated resource for gated community homes for sale in Marathon, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Marathon, FL agent, Marc Plotkin specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the gated community properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Gated Community Homes for Sale in Marathon, FL

4 Beds ⋅ 3 Baths ⋅ A12037474 MLS ⋅ Ocean E BLDG.

PRIVATE ISLAND INVESTMENT OPPORTUNITY IN THE FLORIDA KEYS! East Sister Rock is a rare, income-producing private island located just ¼ mile offshore from Marathon. Successfully operating as a luxury vacation rental and event venue for over 20 years, this one-of-a-kind property offers an exceptional blend of lifestyle, hospitality, and investment potential. Open to partnership and fractional ownership opportunities. A short boat ride across crystal-clear waters brings you to a self-sustaining tropical retreat featuring a 3BR/2BA main residence, detached guest house, a 100-foot deep-water dock capable of accommodating multiple vessels, helipad, wind and solar power, whole-house generator, and freshwater cistern. Guests enjoy world-class snorkeling, fishing, diving, kitesurfing, and watersports directly from the property. Wake to unobstructed Atlantic sunrises from the wraparound veranda and end each day with spectacular Florida Keys sunsets. Whether seeking a private family compound, luxury rental asset, event destination, or unique investment opportunity, East Sister Rock delivers an unparalleled ownership experience. Visit Floridaisland.com for details.

99 E Ocean E, Marathon

4 Beds ⋅ 5 Baths ⋅ A12028272 MLS ⋅ Sunrise Isle BLDG.

Experience the rare combination of protected dockage and direct oceanfront living at 128 Sunrise Drive. Situated within an exclusive gated enclave of just 20 lots, this newly constructed 2025 waterfront residence offers a level of privacy, luxury, and lifestyle rarely found in the Florida Keys. Positioned to capture unobstructed ocean views and a year-round ocean breeze, this home offers an elevated coastal lifestyle with exceptional attention to detail throughout. Each bedroom features a private ensuite bathroom and spacious walk-in closet, while a true foyer entry, elevator, and abundant storage create a floor plan that is as functional as it is beautiful. The open concept living offers the perfect home to entertain and enjoy tons of natural light. The interior design offers high end tile selections, designer light fixtures and wood accents throughout. The home also features 3 interior bars and window treatments throughout. The living spaces seamlessly transition outdoors, where an expansive entertainment area is designed to embrace the Keys lifestyle. Enjoy a resort-style pool and hot tub, outdoor kitchen, and multiple spaces to relax while overlooking the waters of the Atlantic. A rare wade-in beach offers effortless access to the ocean, while protected dockage on the canal side provides a secure spot for your boat. Additional features include a one-car garage, oversized air-conditioned storage space, and a generous covered carport ideal for vehicles, boats, and more!

128 Sunrise Drive, Marathon

4 Beds ⋅ 3 Baths ⋅ A11973480 MLS ⋅ Anglers At Sombrero BLDG.

Beautifully situated in iconic Sombrero Beach, this open-water retreat showcases breathtaking ocean views with ever-changing shades of turquoise and deep blue. Offering 4 bedrooms and 3 bathrooms, the home is filled with charm and coastal character. A covered lanai provides the perfect setting for outdoor dining and relaxation, while the upstairs sun deck invites you to soak in sweeping water views and refreshing sea breezes. The spacious outdoor area is ideal for entertaining or simply unwinding in your own private oasis. Located in a golf-cart-friendly, you can easily bike or walk to the grocery store and several of Marathon’s top restaurants—making this one of the most desirable areas in the Keys. Just a quarter of a mile away, you’ll also find a local golf course, adding even more recreational appeal right at your doorstep. Enjoy community gatherings at Sombrero Beach, including the famous Fourth of July celebration and fireworks. Weekly vacation rentals are permitted, offering excellent flexibility and income potential. Whether you're looking for a luxury vacation retreat, an income-producing property, or a full-time island residence, this is more than a home — it’s a lifestyle. A rare opportunity in one of Marathon’s most sought-after neighborhoods, where privacy, panoramic ocean views, nearby golf, and the relaxed island lifestyle blend seamlessly. No Association.

227 Sombrero Beach Rd, Marathon

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