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Venture Out is located on the ocean side Cudjoe Key, south of Summerland Key and north of Sugarloaf Key, in the Florida Keys.
Active listings are shown below. There may be low inventory at the moment but you may check back or create a saved search to get notifications. If you are particularly interested in this neighborhood, click to view the updated Market Report for Venture Out (link coming soon). When available, you will see all active listings, pending sales, and home sales in the neighborhood.
Venture Out
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 spac...
- 1 Beds
- 1 Baths
- 620746 MLS
Ocean-View Waterfront Retreat in Gated Venture Out on Cudjoe Key. NIGHTLY RENTALS ALLOWED Enjoy the Florida Keys lifestyle in this well-maintained 1-bedroom, 1-bathroom...
- 1 Beds
- 1 Baths
- 620685 MLS
Ocean ''peeks'' on this corner lot adds to the serenity you will get here at Lot 610 in the gated community of Venture Out on Cudjoe Key. Easy access on 2 sides of the lo...
- 620471 MLS
Canal-front Paradise Awaits! Incredible view from your back deck! Unit 424 in Venture Out. Experience the epitome of waterfront Florida Keys living in this charming two...
- 2 Beds
- 2 Baths
- 620346 MLS
Discover your own piece of paradise in Venture Out! This beautifully maintained waterfront lot offers 17 feet of seawall and a private tropical setting enhanced by mature...
- 620344 MLS
Seller is Motivated! Coastal Charm Meets Modern Comfort Welcome to your island escape in the heart of the Lower Keys! This beautifully furnished two-bedroom, two-bath s...
- 2 Beds
- 2 Baths
- 620156 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, ...
- 620126 MLS
********Nightly Licensed Transient Rental!!!******** This amazing, two bedroom / one bathroom, open water front views , nightly transient rental is ready for you to en...
- 2 Beds
- 1 Baths
- 620090 MLS
Enjoy the Salty Air from this Key Lime Gem in the Florida Keys! This furnished, 2 bedroom, 1 bathroom manufactured home has high ceilings that allow great entertaining fr...
- 2 Beds
- 1 Baths
- 619998 MLS
Welcome to Coconut Cottage #653, a charming island retreat located in the gated waterfront community of Venture Out on Cudjoe Key. This cozy 1BD/1BA home is the perfect F...
- 1 Beds
- 1 Baths
- 619935 MLS
Spectacular peekaboo open water views abound with this updated 2 bed/2 bath canal front home with 35 foot seawall. Located in a gated community with tons of amenities. Ne...
- 2 Beds
- 2 Baths
- 619635 MLS
Great opportunity to own an income-producing home in the gated community of Venture Out on Cudjoe Key. This 2-bedroom, 1-bath mobile home features a cozy layout with a tr...
- 2 Beds
- 1 Baths
- 619246 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 gat...
- 1 Beds
- 1 Baths
- 619175 MLS
Owner says ''Bring All Offers'' Charming Coastal Retreat: 2 Bedroom, 2 Bath home with 35' concrete seawall. Nightly Rentals allowed. Welcome to your perfect getaway or ...
- 2 Beds
- 2 Baths
- 618979 MLS
Rare opportunity to own a transient (1-day minimum) rental RV lot in the Lower Keys. Located in a quiet, well-kept community, this buildable lot is perfect for your RV or...
- 618910 MLS
Licensed nightly rental. Brand new raised Sea Wall!! Discover island living at 701 Spanish Main Dr, Unit 335 in Cudjoe Key, FL. 2Bd/1Ba successful vacation rental locat...
- 2 Beds
- 1 Baths
- 615963 MLS
ROGO exempt RV Lot 496 - Waterfront Lot in Venture Out, Cudjoe Key, Mile Marker 23 Bring your RV or build your Florida Keys dream home without the hassle of going throug...
- 618458 MLS
Canal Front Oasis w/ Ocean Views & Resort Amenities | Income Producing Gem Escape to your own slice of paradise in the highly sought-after, gated resort community of ...
- 2 Beds
- 2 Baths
- 617097 MLS
Licensed Nightly Rental Property!! Discover island living at 701 Spanish Main Dr, Unit 79 in Cudjoe Key, FL. This charming property offers an unbeatable opportunity for i...
- 2 Beds
- 2 Baths
- 615962 MLS
Discover the ultimate escape! This highly sought-after waterfront RV lot offers everything the coastal enthusiast dreams of, combining luxury amenities with unparalleled ...
- 617378 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 ...
- 1 Beds
- 1 Baths
- 613336 MLS
Canal-front Paradise Awaits! Incredible view from your back deck! Unit 453 in Venture Out. Experience the epitome of waterfront Florida Keys living in this charming two...
- 2 Beds
- 2 Baths
- 618300 MLS
This Truly Spectacular Oceanfront Property offers the ultimate waterfront lifestyle and is a one of a kind, featuring an impressive 98' seawall. Designed to capture the b...
- 2 Beds
- 2 Baths
- 618239 MLS
Welcome to your slice of the Florida Keys lifestyle! This charming beach-themed retreat is the perfect blend of cozy comfort and coastal style. This 2-bedroom, 1-bathroom...
- 2 Beds
- 1 Baths
- 618674 MLS
Canal-front opportunity in Venture Out! This 1 bedroom / 1 bath property offers a 17' seawall and endless potential for future use. Whether you're envisioning a personal ...
- 2 Beds
- 1 Baths
- 618228 MLS
Coastal Paradise with Income Potential! Stunning 2BR/2BA Home Steps from the Ocean. Embrace the ultimate coastal lifestyle in this beautifully maintained 2-bedroom, 2-ba...
- 2 Beds
- 2 Baths
- 616828 MLS
Oceanfront Paradise Awaits! Unit 247 in Venture Out experience the epitome of Florida living in this charming, fully furnished two-bedroom, two-bathroom mobile home nestl...
- 2 Beds
- 2 Baths
- 617289 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...
- 610861 MLS
Welcome to your piece of paradise in the exclusive gated community of Venture Out on Cudjoe Key. This stunning high-rise, built in 2024, embodies the perfect blend of mod...
- 2 Beds
- 2 Baths
- 618622 MLS
Transient Rental Vacation Home. Welcome to your ultimate island getaway on Cudjoe Key! Step into this charming coastal oasis nestled on a spacious corner lot in the sou...
- 2 Beds
- 2 Baths
- 614618 MLS
4th of JULY PRICE REDUCTION!!! Price DROPPED below 500k! This is THE lowest 2BR/BA priced home in Venture Out on Cudjoe Key! MOTIVATED SELLER! Turn-key 2BR/2BA water...
- 2 Beds
- 2 Baths
- 618828 MLS
Prime RV lot offering a 35' concrete seawall with quick boating access and plenty of outdoor comfort. A concrete pad, dock box, and fish cleaning station make it easy to ...
- 617117 MLS
Welcome to your piece of paradise in the exclusive gated community of Venture Out on Cudjoe Key. This stunning high-rise, built in 2024, embodies the perfect blend of mod...
- 2 Beds
- 2 Baths
- 616817 MLS
This charming and meticulously maintained property is perfect for anyone looking to start enjoying the tropical paradise of the Florida Keys. It comes fully furnished wit...
- 2 Beds
- 1 Baths
- 618353 MLS
This is the house for your boat! Priced to sell! ENDLESS OCEANFRONT LIVING - 47' SEAWALL Wake up every morning to sweeping sunrises & unobstructed views of the turquoi...
- 2 Beds
- 2 Baths
- 618106 MLS
Welcome to island living at its best! This 35'x 69' RV lot is ready for your rig with full hookups and all the perks of Venture Out—golf cart streets, 24-hour security, p...
- 617920 MLS
Welcome to your opportunity in the gated waterfront community of Venture Out! This 1 bedroom, 1.5 bath property offers 35 feet of concrete seawall and direct canal access...
- 1 Beds
- 2 Baths
- 618837 MLS
A place to live, winter or Airbnb. Daily rentals allowed. Waterfront view down the canal. 17 ft seawall. Covered back patio for grilling or lounging. Front covered balcon...
- 1 Beds
- 1 Baths
- 618628 MLS
