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$400,000 - $500,000 Florida Keys Homes For Sale - Real Estate

Total Listings 22
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$499,000
Marathon
Grassy Key   - MM: 58.90
2 Bed, 2 Baths, 874 SqFt Days Listed: 72
-5.67% ($30,000) 1 Price Change : Last Change 1 Day Ago
Half Duplex - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Welcome to 57538 Bailey St! This tastefully decorated 2-bedroom home is a gem. The modern kitchen features stainless steel appliances, including a dishwasher, microwave, and range. Upstairs, enjoy the convenience of central A/C and an in-unit washer/dryer. The downstairs area is a tropical oasis, complete with a fenced yard, tiki hut, hot tub, and cozy sitting area--perfect for entertaining. Nestled just a short drive from Marathons vibrant offerings: Shopping, aquatic adventures, and dining options. To explore this inviting property in person, call today!

$499,000
Key Colony
Coury Subdivision   - MM: 53.50
5 Bed, 5 Baths, 3,545 SqFt Days Listed: 88
Fractional Ow - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 30ft.

Own 1/8 of this professionally managed, turnkey waterfront retreat in Key Colony Beach--The Gem of the Florida Keys--at a fraction of the cost! This is not a timeshare, but true real estate ownership, allowing you to enjoy luxury homeownership in the Keys with hassle-free management.Surrounded by pristine waterways, this newly constructed 2021 home sits on a prime 80 ft wide waterfront lot and offers direct boating access to both the Gulf and the Atlantic Ocean. A 30-foot private dock awaits out back--ideal for your boats, jet skis, paddleboards, or launching into the open water for a day of fishing and fun.After a day on the water, relax in your concrete in-ground pool, perfectly positioned on the east-facing patio for shaded afternoons. The expansive covered outdoor kitchen and dining area create a seamless indoor-outdoor lifestyle, perfect for entertaining or simply unwinding in style.Inside, the open-concept great room connects effortlessly to the gourmet kitchen, a chefs dream with premium Thermador appliances, a large island, and ample counter space. Upstairs, a cozy family room with wet bar opens to a private balcony overlooking the peaceful canal.The primary suite offers a spa-like retreat with a dual sink vanity, soaking tub, and tiled walk-in shower. With four additional bedrooms and bathrooms, theres plenty of room for family and guests to enjoy in comfort.Fully furnished and professionally decorated, this luxury home is maintained by a dedicated management team--providing the ultimate in stress-free ownership. Whether youre looking for a second home or a smart vacation rental investment, your waterfront paradise is waiting. Schedule your private tour today!

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 06-16-2025.
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