Venture Out (23.0) Homes with Other Roof

Welcome to Venture Out, a vibrant and inviting subdivision nestled in the heart of Cudjoe, Florida, within the picturesque Monroe County. This charming community is the perfect blend of laid-back island living and modern amenities, making it an ideal destination for those seeking a serene lifestyle in the Florida Keys.

Venture Out offers a unique selection of homes designed to cater to a variety of tastes and preferences. One standout feature of this community is its diverse architectural styles, including homes with distinctive roof designs that add character and charm to the neighborhood. Whether you’re drawn to the coastal aesthetic or prefer a more traditional look, you’ll find a home that resonates with your personal style.

Living in Venture Out means embracing a lifestyle filled with outdoor adventures and relaxation. Residents can enjoy access to stunning waterfront views, beautiful sunsets, and a plethora of recreational activities. From boating and fishing to kayaking and snorkeling, the surrounding waters are a playground for those who love the outdoors. The community also boasts amenities such as swimming pools, tennis courts, and social areas, ensuring that there’s always something to do.

Venture Out is not just a place to live; it’s a community where neighbors become friends, and every day feels like a vacation. With its prime location in Cudjoe, you’re just a short drive away from the vibrant culture and attractions of Key West, while still enjoying the tranquility that comes with living in a close-knit neighborhood.

Discover your dream home in Venture Out, where the beauty of Florida living awaits you!

Newest Venture Out (23.0) 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

Start Your Search