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131 Ojibway Avenue, Islamorada
$3,200,000
4 Beds ⋅ 4 Baths ⋅ A12114610 MLS
Experience the ultimate Florida Keys waterfront lifestyle! Discover this exceptional 4-bedroom, 4-bathroom waterfront residence featuring solid concrete construction, a concrete roof, and a spacious custom-designed kitchen. Enjoy the ultimate boating lifestyle with a private boat lift and direct water access with no bridges. This remarkable property also features a beautiful swimming pool, a spacious garage, an outdoor summer kitchen perfect for entertaining, and breathtaking ocean views from the rooftop. Offering generous living spaces and endless opportunities for boating, fishing, and entertaining, this beautiful Islamorada home combines quality construction, comfort, and coastal elegance. Experience waterfront living at its finest!

131 Ojibway Avenue, Islamorada

122 Court Contessa, Islamorada
$2,740,000
3 Beds ⋅ 4 Baths ⋅ A12073183 MLS ⋅ Port Antigua BLDG.
Rarely available turnkey Deepwater Boater's retreat with a Private Bayside beach in the heart of the fishing capital of the world. Tucked away on a quiet cul-de-sac in one of the most desirable enclaves in the Florida Keys, this fully renovated 3-bedroom, 3.5-bath concrete residence delivers the ultimate Florida Keys lifestyle - where luxury, durability, and world-class boating converge. Built for peace of mind and longevity, the home features solid concrete construction and a concrete roof, offering superior storm resilience and insurance advantages rarely found in the Keys. Designed for serious boaters, the property boasts 90 FT of deepwater dockage with immediate access to both the bay and the Atlantic Ocean - NO BRIDGES, no delays, just open water within minutes. The home is completely updated with a seamless indoor-outdoor flow ideal for entertaining or extended stays. The oversized paved driveway provides ample parking for guests, trailers, or multiple vehicles - an uncommon convenience in this area. What truly sets this home apart is access to a rare, highly coveted private bayside beach, widely regarded by locals as one of the finest in the Florida Keys, offering a unique blend of boating and beach lifestyle that is seldom available in a single property. Whether you're seeking a primary residence, a luxury second home, or an income-producing waterfront asset, this property delivers unmatched versatility and strong potential for high-end monthly rentals.

122 Court Contessa, Islamorada

2133 Yellowtail Drive, Marathon
$1,450,000
3 Beds ⋅ 2 Baths ⋅ A12009194 MLS
Your Florida Keys Oasis is Here! Welcome to your slice of paradise, where turquoise waters, warm breezes, and endless sunshine create the lifestyle you've always dreamed of. This home offers all the amenities and easy ocean access you need to fully embrace the Florida Keys way of life, on one of the only Gulf Side flow through canals in the Middle Keys. CBS construction on 60 feet of waterfront property with 40 feet of composite dockage and 14K lb boatlift. Enjoy immediate, direct access to the Gulf of Mexico, just minutes to Sombrero Beach, Marathon Jet Center, restaurants, shopping, and world-class diving and fishing. This property is not just a dream home it's a fantastic vacation rental with 7-day minimums and current rentals in place. Don't miss this prime investment opportunity!

2133 Yellowtail Drive, Marathon

227 Sombrero Beach Road, Marathon
$1,499,999
4 Beds ⋅ 3 Baths ⋅ A11973480 MLS
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 Road, Marathon

12400 Overseas Highway, Marathon
$1,175,000
3 Beds ⋅ 3 Baths ⋅ A11976341 MLS
Welcome to your slice of paradise in Marathon — where luxury meets laid-back island living in the heart of the Florida Keys. Ideally positioned between Key West and Islamorada, this Bougainvillea oceanfront villa delivers the ultimate coastal lifestyle.From the moment you arrive, this residence makes a statement. A private elevator services all levels for effortless access. Upstairs, enjoy your 600-square-foot rooftop terrace — complete with built-in BBQ, concrete bar, and space to create your dream outdoor retreat with panoramic sunset water views.Two additional private balconies provide peaceful spots for morning coffee or relaxing with ocean breezes.Boaters will love private Dock #3 with 7-foot controlled depth, electric, fresh water, and a fish cleaning station — plus direct access to both the Atlantic Ocean and Gulf waters.Inside offers three full bathrooms and a spacious layout ready for your design vision.This boutique waterfront community of just 14 residences ensures privacy and exclusivity, with a heated oceanfront pool, covered parking, and a walking and biking path outside your door. Shopping, dining, golf, and daily conveniences are minutes away.Whether seeking a luxury retreat, income-producing property, or full-time residence, this is more than a home — it’s a lifestyle. Opportunities like this don’t last. Secure your place in paradise.

12400 Overseas Highway, Marathon

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