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luxury seaside properties for sale Monroe County, United States

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32

Seaside property with pool Islamorada (United States)

Welcome to your island King suite overlooking the beautiful lagoon at the historic Cheeca Lodge & Spa. Income producing property allowing 28 fabulous owner days! Cheeca handles all vacation rentals making your investment hassle free. The resort offers a spa, Camp Cheeca for the kids, beachfront pool, 9-hole par 3 golf course, lush gardens, bike path, tennis courts, fitness center, 5 star dining, tiki bar, beach, dock, water sports, and fishing. Sleeper sofa in living area for additional sleeping.

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$715,000
51m²
1bedroom
1bathroom

By Ocean Sotheby's International Realty

50

Seaside property with pool Marathon (United States)

of Marathon’s most vibrant & amenity rich, waterfront communities, this beautifully appointed 2 bedroom, 2 bath residence offers the ideal blend of island living, convenience, and value; without the traditional Florida Keys price tag. From the moment you arrive, the setting feels elevated, vibrant and unmistakably island inspired. Ideally situated within the community offering beautiful open water views, this residence enjoys a premier location with sweeping vistas from the top-level balcony, perfect for morning coffee or sunset cocktails. Inside, the light-filled interior features a stylish granite and stainless-steel kitchen, central air, interior laundry, and thoughtfully designed living spaces. Enjoy covered parking, under-home space, and easy access to the dock and waterfront gathering areas. Resort-style amenities include a beautiful pool, kayak launch, fire pits, outdoor kitchen, sun deck, and community lounge spaces. Walk, bike, or golf cart to waterfront restaurants, bars, live music, kayak and jet ski rentals, the iconic Seven Mile Bridge, and the scenic pedestrian bridge. $22,500 in secured rental income already in place for 2027. One of the most affordable newer construction opportunities in the Keys offering this level of lifestyle, amenities, and location. Please note: ownership is subject to monthly lot rent.

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$464,950
89m²
2bedrooms
2bathrooms

By Ocean Sotheby's International Realty

18

Seaside property with pool Key Largo (United States)

Tucked along the desirable north side of E Dock, Slip E22 offers an outstanding opportunity to own one of the few marina slips currently available at Ocean Reef Club. Measuring 70 feet in length with an impressive beam of approximately 21.5 feet, this slip comfortably accommodates the current owner's 78-foot motor yacht while providing excellent maneuverability and convenient access to the main channel. Well-equipped for larger vessels, the slip features twin 50-amp shore power connections, fresh water service, and the convenience of in-slip pump-out. The Ocean Reef Marina's experienced dock staff is always on hand to assist, creating a seamless arrival and departure experience. Its central marina location places you just moments from the fuel dock, Ship's Store, waterfront dining, and the many amenities that make Ocean Reef one of the country's premier private clubs. From your dock, you're only minutes from the Atlantic Ocean, where world-class fishing, diving, and snorkeling await, while equally convenient access to Florida Bay opens the door to spectacular sunset cruises and backcountry adventures. With only a handful of marina slips currently available for purchase, opportunities like Slip E22 are increasingly rare. Offered at $2,875,000, this is an exceptional chance to secure premier dockage in one of the most sought after marinas in the Florida Keys. Whether your passion is offshore sportfishing, cruising the Keys, or simply enjoying the effortless boating lifestyle that defines Ocean Reef Club, Slip E22 delivers the location, convenience, and service discerning boaters expect. Exceptional dockage. Effortless access. A coveted Ocean Reef address.

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$2,875,000

By Ocean Reef Club Sotheby's International Realty

22

Seaside property Marathon (United States)

A rare opportunity to own a 50-foot legal liveaboard boat slip at Bonefish Marina, one of the most desirable and well-managed marinas in the Middle Florida Keys. This oceanside marina offers protected dockage while providing quick, deep-water access to the Atlantic Ocean, making it ideal for cruisers, sportfishermen, and liveaboard enthusiasts alike. Bonefish Marina is a boating community comprised of 50 slips, thoughtfully designed to combine comfort, security, and convenience. Owners enjoy off-street parking, on-site laundry facilities, ice machine, bathhouse with showers, a welcoming clubhouse/common area, and a workshop space for light maintenance and projects. A dockmaster is on site, adding an extra level of oversight and peace of mind, and monthly rentals are permitted, offering flexibility for personal use or income potential. The marina's prime location places you just minutes from Coco Plum Beach, one of Marathon's most beloved sandy beaches. Known for its laid-back atmosphere, Coco Plum Beach offers expansive shoreline, shallow entry waters, and stunning sunrise views—perfect for morning walks, swimming, kayaking, or simply relaxing with your toes in the sand. It's a true island amenity rarely found so close to a liveaboard marina. Situated in the heart of the Middle Keys, Bonefish Marina provides easy access to local restaurants, shopping, fuel docks, and world-class fishing, diving, and boating destinations. Whether you're seeking a full-time liveaboard lifestyle, a seasonal base of operations, or a flexible investment in the Florida Keys boating market, this slip delivers an exceptional combination of location, amenities, and ocean access.

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$325,000

By Ocean Sotheby's International Realty

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15

Seaside property Marathon (United States)

Your Florida Keys address just got a lot more fun! Welcome to Slip B9 at Sombrero Marina--a liveaboard boat slip where your backyard is the water and your next adventure is always just a boat ride away. Whether you're looking for a full-time floating home, a Keys getaway, or simply your own spot to dock and enjoy island life, B9 is ready for you. Forget mowing the lawn--your days are for boating, fishing, sunset cocktails, and enjoying everything Marathon has to offer. Come tie up, settle in, and start living life the Keys way! This sale is for Slip B9 only. No boat is included or conveys with the sale.

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$275,000

By Ocean Sotheby's International Realty

14

Seaside property Key Largo (United States)

Welcome to your serene dock oasis at DS-11, a prestigious offering for those who appreciate the marina lifestyle with a touch of luxury. This exceptional south side of D location offers gateway to the opulent sea life, boasting 90 ft. of dockage on the south side for optimal access and peaceful nature views. Designated golf cart parking, along with water and electric hookups ensures convenience and accessibility while the main marina provides easy access to all community amenities. Seize the chance to own a piece of paradise where every day feels like a vacation. Discover the joy of marina living at DS-11, the perfect spot for your sportfish or motor yacht.

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$3,000,000

By Ocean Reef Club Sotheby's International Realty

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