Cudjoe Key Homes with Other Roof

Welcome to Cudjoe Key, a hidden gem nestled in the heart of the Florida Keys! Located in Monroe County, this picturesque island offers a unique blend of stunning natural beauty and a laid-back island lifestyle. Just a short drive from the bustling city of Key West, Cudjoe Key provides residents with the perfect escape, combining tranquility with proximity to vibrant local attractions.

Cudjoe Key is renowned for its breathtaking waterfront views, pristine beaches, and abundant opportunities for outdoor recreation. Whether you're a fishing enthusiast, a boating aficionado, or simply someone who enjoys soaking up the sun, this island has it all. Picture yourself kayaking through crystal-clear waters, exploring the lush mangroves, or enjoying a sunset picnic by the shore. The vibrant marine life and stunning coral reefs make it an ideal spot for snorkeling and diving adventures.

When it comes to real estate, Cudjoe Key offers a variety of charming homes that capture the essence of island living. Many properties feature unique designs, including homes with distinctive roofing styles that add character and charm. Whether you’re looking for a cozy cottage, a modern family home, or a luxurious waterfront estate, you’ll find an array of options that cater to your lifestyle and preferences.

Living in Cudjoe Key means embracing a community that values relaxation, adventure, and the beauty of nature. With its friendly atmosphere, stunning scenery, and diverse real estate options, Cudjoe Key is not just a place to live; it’s a way of life. Come discover your slice of paradise in this enchanting island haven!

Newest Cudjoe Key Homes with Other Roof

$267,000

1 Beds ⋅ 1 Baths ⋅ 619175 MLS

$21,000+ Gross Rental Revenue so far in 2026! Welcome to Conch Hideaway #423, a charming and income-producing tropical retreat located within the highly sought-after gated community of Venture Out in the Lower Florida Keys. This 1-bedroom, 1-bath island getaway offers the perfect blend of relaxed coastal living and strong investment potential. Currently operating as a successful vacation rental, the property has already generated over $21,000 in gross rental revenue for 2026, with approximately $17,000 in existing future reservations already secured as of June 5, 2026. Whether you're searching for a personal Florida Keys escape, a turnkey investment property, or both, this home is already producing income and ready to enjoy. Inside, you'll find a bright, coastal-inspired interior featuring an open-concept living space, Smart TV, and a pull-out sofa bed. The thoughtfully designed kitchen offers everything needed for easy vacation living, while the bedroom and full bathroom create a comfortable retreat after a day on the water. Step outside and relax in your outdoor space and enjoy the tropical breezes. A separate storage shed provides convenient space for fishing gear, bicycles, and beach essentials. Located at Mile Marker 23 on Cudjoe Key, Venture Out is a private, 24-hour gated oceanfront community known for its exceptional amenities and vibrant island atmosphere. Residents and guests enjoy access to a heated saltwater oceanfront pool and hot tub, boat ramp, fuel dock, ship store, tennis and pickleball courts, basketball and bocce courts, saltwater swimming lagoon, recreation center, market, post office, and golf cart-friendly streets throughout the community.

701 Spanish Main Dr Unit 423, Cudjoe

$485,000

1 Beds ⋅ 1 Baths ⋅ 613336 MLS

Oceanfront Paradise Awaits! Unit 182 in Venture Out Experience the epitome of Florida living in this charming one-bedroom, one-bathroom mobile home with Florida Room nestled within an exclusive gated community. This beautifully maintained home boasts: * Prime Canal front Location: Enjoy breathtaking ocean views and direct access to the water from your private 35 ft seawall. * Community Boat Ramp and boat washdown station. * Spacious Florida Room: Expand your living space with a delightful air-conditioned Florida room, perfect for relaxing and soaking in the coastal breeze. * Community Amenities: Indulge in a resort-style lifestyle with access to a huge heated pool, spa, clubhouse, pickleball courts, tennis courts, basketball courts, bocce courts, ocean swimming area and more! * Well-Maintained: This home has been meticulously cared for and is ready for you to move in and enjoy. * Gated Community: Cruise around the property in your golf cart to the community store or to join in on the numerous community activities. Live with peace of mind in a secure and exclusive gated community. Don't miss this rare opportunity to own a piece of paradise! * Exclusivity: The gated community adds a sense of security and prestige. * Nightly Rentals Allowed! Plenty of potential for rental income.

701 Spanish Main Dr Unit 182, Cudjoe

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