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701 Spanish Main Dr Unit 423, Cudjoe
$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
701 Spanish Main Dr Unit 69, Cudjoe
$259,000
610861 MLS
RV Lot or Build your home here in the private, gated community of Venture Out on Cudjoe Key. 35' x 69' paved and cleared lot. Nightly rentals allowed here! Many amenities on-site including a boat ramp, marina store and fuel station. Basketball, bocce, tennis and pickleball courts. Heated saltwater swimming pool right by the ocean. Venture Out is a golf cart friendly community. There are always events happening in this vibrant community! Call today for more information!

701 Spanish Main Dr Unit 69, Cudjoe
701 Spanish Main Dr Unit LOT 643, Cudjoe
$255,000
621496 MLS
Your own piece of paradise awaits! This 35' x 69' RV lot in Venture Out offers full hookups and a home base for enjoying the Florida Keys. Bring your rig, settle in, and spend your days fishing, boating, or relaxing by the pool. Enjoy a gated, golf cart-friendly community with 24-hour security, tennis, pickleball, and a marina. Local favorites like Morning Joint, Square Grouper, and 420 Lounge are just minutes away, with Key West only 19 miles down the road. Whether you're planning a winter escape, enjoying retirement, or looking for an investment opportunity, this ROGO-exempt lot puts the Keys lifestyle within reach.

701 Spanish Main Dr Unit LOT 643, Cudjoe
701 Spanish Main Dr Unit LOT 399, Cudjoe
$255,000
620126 MLS
Welcome to island living at its best in the gated waterfront community of Venture Out on Cudjoe Key. Lot 399 is a desirable 35' x 69' corner RV lot offering ocean peeks, full hookups, and endless possibilities. Whether you're looking for a personal Florida Keys retreat, an income-producing investment, or the perfect spot to build your future island home, this ROGO-exempt property checks all the boxes. One of the few communities in the Lower Keys that allows transient rentals, Venture Out offers exceptional rental income potential while providing owners and guests with a true resort-style experience. Bring your RV today or explore the opportunity to build in this sought-after waterfront community. Residents enjoy an impressive collection of amenities, including a heated saltwater swimming pool overlooking the ocean, marina with fuel station and convenience store, private boat ramp, 24-hour gated security, tennis and pickleball courts, basketball, bocce ball, playgrounds, recreation hall, and a full calendar of community events. The golf-cart-friendly streets create a relaxed island atmosphere where neighbors become friends. Perfectly positioned for boating, fishing, diving, and exploring the Florida Keys, Venture Out offers quick access to both the Atlantic Ocean and the Gulf of Mexico. Local favorites including Morning Joint, Square Grouper, and 420 Lounge are just minutes away, while the excitement, dining, and entertainment of Key West are only 19 miles down the road. Whether you're retiring in paradise, searching for a vacation getaway, or adding a high-demand rental property to your portfolio, Lot 399 offers a rare opportunity to own a piece of the Florida Keys lifestyle.

701 Spanish Main Dr Unit LOT 399, Cudjoe
1155 Thatch Ln, Cudjoe
$249,000
620046 MLS
Build your Florida Keys dream in Cudjoe Key just 3 lots from open water. Dock has already been approved and house plans are ready to submit to the county to begin the ROGO process.

1155 Thatch Ln, Cudjoe
701 Spanish Main Dr Unit 533, Cudjoe
$239,000
1 Beds ⋅ 1 Baths ⋅ 620746 MLS
Welcome to Unit 533 in the gated waterfront community of Venture Out on Cudjoe Key! This well-maintained home features a spacious addition that provides extra living space and versatility. The addition includes a comfortable living area and a flex room currently used as additional sleeping space--ideal for guests, a home office, or hobby room. The property is currently occupied by a long-term tenant, offering an opportunity for a buyer seeking immediate rental income. The home offers a functional layout suitable for full-time living, seasonal enjoyment, or future investment use. Venture Out permits transient rentals with no minimum-night requirement, giving owners flexibility in how they choose to use the property. Community amenities include a large heated and chilled saltwater pool, hot tub, swimming lagoon, full-service marina with boat ramp and fuel dock, and convenient boating access to both the Gulf of Mexico and the Atlantic Ocean. Residents and guests also enjoy pickleball, tennis, bocce ball and basketball courts, a playground, two community centers, organized activities, and on-site church services. Looking for a fresh start? The property may also offer the potential to be converted into an RV lot or rebuilt to suit your vision, subject to current building regulations and community requirements. Schedule your private showing and explore the possibilities at Unit 533!

701 Spanish Main Dr Unit 533, Cudjoe
Lot 7 Parcel 10, Cudjoe
$235,000
620165 MLS
This 24 point offshore lot has been evaluated by Monroe County and is eligible for dedication back to Monroe County so you can use those 24 points to add to your ROGO points to assist in receiving a building permit through the ROGO system.

Lot 7 Parcel 10, Cudjoe
Bk 15 Lt, Cudjoe
$30,000
619551 MLS
Still time to submit to receive 2 points into ROGO. Tier 3 lot in Cudjoe Key for ROGO Donation use. NO Building or RV allowed on this lot. Will receive 2 points - Letter attach 2 additional lots available each for $40,000

Bk 15 Lt, Cudjoe
Bk 15 Lt, Cudjoe
$30,000
619549 MLS
Still time to submit to receive 2 points into ROGO. Tier 3 lot in Cudjoe Key for ROGO Donation use. NO Building or RV allowed on this lot. Will receive 2 points - Letter attach 2 additional lots available each for $30,000

Bk 15 Lt, Cudjoe
Bk 15 Lt, Cudjoe
$30,000
619550 MLS
Still time to submit to receive 2 points into ROGO. Tier 3 lot in Cudjoe Key for ROGO Donation use. NO Building or RV allowed on this lot. Will receive 2 points - Letter attach 2 additional lots available each for $40,000

Bk 15 Lt, Cudjoe