Venture Out (23.0) Homes with Canal View

Venture Out (23.0) Homes with Canal View

Welcome to Venture Out, a stunning waterfront subdivision nestled in the picturesque Cudjoe Key, Florida, within Monroe County. This charming community offers an idyllic blend of serene living and vibrant coastal lifestyle, making it the perfect retreat for those seeking both relaxation and adventure.

Venture Out is renowned for its beautiful homes, many of which boast breathtaking canal views. Imagine waking up to the gentle sound of water lapping against the dock, with the sun casting a golden hue over the shimmering canals. These homes are designed to maximize the stunning vistas, allowing residents to immerse themselves in the natural beauty of the Florida Keys.

This vibrant community is more than just a collection of houses; it’s a lifestyle. Venture Out offers a host of amenities, including a sparkling swimming pool, tennis courts, and a clubhouse, where neighbors can gather for social events and create lasting memories. For boating enthusiasts, the direct access to the canals means you can easily explore the surrounding waters, whether it’s for fishing, kayaking, or simply enjoying a sunset cruise.

Cudjoe Key itself is a hidden gem, providing a peaceful atmosphere while still being conveniently located near the bustling attractions of Key West and Big Pine Key. Here, you can enjoy a range of outdoor activities, from snorkeling in the crystal-clear waters to exploring the unique flora and fauna of the area.

If you’re searching for a home that offers both comfort and a slice of paradise, Venture Out is the perfect destination. Come discover your dream home with a canal view in this enchanting Florida community!

Newest Venture Out (23.0) Homes with Canal View

701 Spanish Main Dr Unit 455, Cudjoe
$399,999
1 Beds ⋅ 1 Baths ⋅ 621464 MLS
Looking for your own little piece of paradise? This waterfront home may be the one. Situated along a canal, it offers beautiful water views from the 17-foot concrete dock, complete with a covered back patio ideal for grilling or relaxing. The patio also features a mini sink, mini fridge, and mini freezer for your entertaining pleasure. The spacious primary suite includes a king-size bed, custom closets with built-in drawers, and large windows overlooking the back patio. The beautifully updated bathroom features a walk-in shower with glass doors, handrail, built-in bench, skylight, humidifier, and exhaust fan. A versatile bonus room can serve as a second bedroom, office, or additional living space. The upgraded kitchen boasts granite countertops, a glass-tile backsplash, and stainless-steel appliances, including a gas range with convection oven and air fryer, center burner includes a griddle feature, a refrigerator with bottom drawer freezer, a microwave, and disposal. Additional features include a pantry with drawers, a 70-pound propane tank, an on-demand hot water heater, four ductless AC units, and a full-size stackable washer and dryer conveniently tucked into the hallway closet. Numerous hallway closets provide ample storage. All windows are double paned. The home features a gable metal hip roof, gutters, Bahama and panel shutters, and reinforced FEMA-approved piers. The oversized concrete driveway provides parking for both a car and a golf cart. Large doors offer easy access to plenty of additional storage beneath the home. Venture Out offers an abundance of amenities, including oceanfront picnic areas and tiki huts, boat ramps, a marina with fuel dock and store, heated saltwater pool, hot tub, tennis and pickleball courts, bocce courts, basketball courts, community bathhouses, laundry facilities, and a clubhouse with ongoing activities. The community is completely walled, gated, and secured with on-site security guards.

701 Spanish Main Dr Unit 455, Cudjoe
701 Spanish Main Dr Unit 283, Cudjoe
$450,000
621336 MLS
Fabulous location with a concrete pad for your RV and comes ROGO exempt if you ever decide to build a stilted home. Close to pool, marina, marina store, boat ramp, fuel docks, washdown, and all the amenities Venture Out has to offer. Including pickle ball & tennis courts, heated pool, spa, clubhouse, 24 hour security guard and more. 35' dock on a wide 60' canal with a short ride out to the Gulf or Ocean for world class fishing and diving. Complete with 50amp, 110 & 220 service with water and sewer. Venture Out allows daily, weekly, and monthly rentals all located in the desirable Cudjoe Key.

701 Spanish Main Dr Unit 283, Cudjoe
701 Spanish Main Dr Unit 123, Cudjoe
$674,999
2 Beds ⋅ 2 Baths ⋅ 621327 MLS
YOUR FLORIDA KEYS ESCAPE AWAITS! Welcome to your own slice of paradise in the highly sought-after gated community of Venture Out on Cudjoe Key. This beautifully furnished 2-bedroom, 2-bath home combines water views, exceptional boating access, comfortable island living, and resort-style amenities just seconds from open water. Situated on a wide 60' canal, boaters will love the 35' concrete dockage with dock posts, cleats, swim ladder, and fish-cleaning table--perfect for days spent fishing, diving, cruising, or exploring the Keys. Inside, the bright and inviting living space opens onto a covered porch, creating the perfect place to relax after a day on the water. The home has been extensively updated, including a new kitchen in 2026, new flooring in 2022, A/C in 2020, and a new roof, siding, windows, doors, insulation, and hot water heater in 2019. A beautiful tongue-and-groove ceiling adds to the relaxed island feel. The primary suite features a king-size bed, ample storage, and private ensuite bath, while the guest bedroom offers a queen-size bed and access to the second full bath. Venture Out offers an incredible resort lifestyle with a heated pool, hot tub, marina, fuel dock, boat ramps, tennis, pickleball, bocce, basketball, playground, recreation hall, pavilion, 24-hour gated security, and more. Nightly rentals are permitted, and the home generated approximately $84,000 in gross rental revenue, providing an attractive added benefit when you're not enjoying it yourself. Seller financing may also be considered with acceptable terms. Beautifully furnished and ready to enjoy, this is your opportunity to experience the Florida Keys lifestyle from day one.

701 Spanish Main Dr Unit 123, Cudjoe
701 Spanish Main Dr Unit 171, Cudjoe
$799,000
2 Beds ⋅ 2 Baths ⋅ 621307 MLS
YOUR OCEAN FRONT FLORIDA KEYS ESCAPE AWAITS! Welcome to your own slice of paradise in the highly sought-after gated community of Venture Out on Cudjoe Key. This beautifully maintained 2-bedroom, 2-bath elevated home combines incredible ocean views, exceptional boating access, and resort-style living in one of the Lower Keys' most desirable waterfront communities. Step inside to soaring ceilings, abundant natural light, and expansive windows that bring the beautiful ocean views into the home. Covered outdoor spaces invite you to embrace the Keys lifestyle, from morning coffee overlooking the water to evening cocktails after a day on the boat. The primary suite features a king bed and ensuite bath, while the guest bedroom offers a queen bed and its own private covered porch. Boaters will love the 35' concrete seawall with heavy-duty dock posts, cleats, swim ladder, and two fish-cleaning tables. Below the home, covered parking, generous outdoor living space, and a 12'x12' concrete storage enclosure provide plenty of room for all your boating, fishing, and island gear. Venture Out offers an incredible resort lifestyle with a heated pool, hot tub, marina, fuel dock, boat ramps, pickleball, tennis, bocce, basketball, playground, recreation hall, pavilion, 24-hour gated security, and more. Nightly rentals are permitted, and the home generated approximately $100,000 in gross rental revenue in 2025, providing an attractive added benefit when you're not enjoying it yourself. Sold turnkey and ready to enjoy, this is your opportunity to own a waterfront retreat and experience the Florida Keys lifestyle from day one. Seller financing may also be considered with acceptable terms.

701 Spanish Main Dr Unit 171, Cudjoe
701 Spanish Main Dr Unit 236, Cudjoe
$300,000
621280 MLS
LOWEST-PRICED WATERFRONT LOT IN VENTURE OUT! Discover your own slice of the Florida Keys at Lot 236 in Venture Out on Cudjoe Key. This beautifully landscaped waterfront lot offers a rare combination of privacy, tropical surroundings, and incredible potential in one of the Keys' most sought-after gated communities. Tucked along a peaceful canal, the property features a 13.25-foot concrete seawall and lush tropical landscaping that creates a private and inviting setting. A separate seating area nestled beneath the shade of mature palm trees provides the perfect place to relax and enjoy the laid-back Florida Keys lifestyle. Thinking about building in the future? This lot is ROGO exempt, offering a rare opportunity for future development. The property also offers excellent rental potential with nightly rentals allowed! As a Venture Out resident, you'll enjoy an impressive collection of amenities, including a large saltwater swimming pool overlooking the ocean, marina store and fuel station, two lighted tennis courts, pickleball, basketball, bocce, recreation hall, community pavilion, and boat ramp. The golf-cart-friendly community offers plenty of ways to relax, stay active, and enjoy the Florida Keys lifestyle. Priced as the lowest-priced waterfront lot in Venture Out, Lot 236 is a rare opportunity to own a piece of paradise with privacy, water views, and incredible investment potential.

701 Spanish Main Dr Unit 236, Cudjoe
701 Spanish Main Dr Unit 609, Cudjoe
$459,000
621103 MLS
Canal-front Paradise Awaits! Incredible view from your seawall! RV Lot 609 in Venture Out. Experience the epitome of waterfront Florida Keys living on this Canal Front RV Lot with 40' Seawall nestled within an exclusive gated community. This beautiful canal front property boasts: * Prime Canal front Location: Enjoy direct access to the water from your private 40 ft seawall. * Community Boat Ramp and boat washdown station. * 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 RV Lot has been very well cared for and maintained and is ready for you to bring in your RV 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! * Excellent rental income potential!!

701 Spanish Main Dr Unit 609, Cudjoe
701 Spanish Main Dr Unit 246, Cudjoe
$444,999
1 Beds ⋅ 1 Baths ⋅ 620685 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 waterfront home located in the highly desirable gated community of Venture Out. With ocean views, direct boating access, excellent amenities, and nightly rentals permitted, this property is ideal as a vacation home, income-producing investment, or full-time residence. The home features numerous updates, including a new roof in 2018, air-conditioning system in 2020, and hot water heater in 2025. Additional improvements include newer impact-resistant windows, Bahama shutters, powder-coated storm panels, and updated mobile home tie-downs for added peace of mind. Boaters will appreciate the 35-foot concrete seawall with dock whips and quick access to the backcountry, offshore waters, and Atlantic Ocean. A concrete slab beneath the home provides valuable storage for fishing gear, kayaks, bicycles, and other Keys essentials. Venture Out offers an impressive array of amenities, including a large oceanfront saltwater swimming pool, community marina with fuel station, boat ramp, and boat wash-down area. Residents and guests also enjoy lighted tennis and pickleball courts, basketball and bocce courts, a recreation hall, waterfront pavilion, and regular community activities. The golf-cart-friendly neighborhood makes it easy to enjoy everything the community has to offer. Whether you are searching for a relaxing island escape, strong rental opportunity, or waterfront home in the Lower Keys, this property delivers an exceptional combination of location, boating access, amenities, and investment potential. Schedule your private showing today and experience this special Cudjoe Key property for yourself.

701 Spanish Main Dr Unit 246, Cudjoe
701 Spanish Main Dr Unit 424, Cudjoe
$549,000
2 Beds ⋅ 2 Baths ⋅ 620346 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-bedroom, two-bathroom mid-rise mobile home nestled within an exclusive gated community. This beautiful canal front home boasts: * Prime Canal front Location: Enjoy direct access to the water from your private 17 ft seawall. * Community Boat Ramp and boat washdown station. * 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 very well cared for and updated 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! * Excellent rental income potential!!

701 Spanish Main Dr Unit 424, Cudjoe
701 Spanish Main Dr Unit LOT 557, Cudjoe
$365,000
620344 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 landscaping and thoughtful care. Whether you're looking for the perfect RV getaway, seasonal retreat, or future homesite, this property provides the ideal blend of privacy, beauty, and waterfront living. Located within the gated waterfront community of Venture Out, owners enjoy access to outstanding amenities including a marina, boat ramp, fuel dock, heated saltwater pool, hot tub, pickleball and tennis courts, community activities, and more. With boating, fishing, diving, and breathtaking Keys sunsets just moments away, this is your opportunity to embrace the Florida Keys lifestyle you've been dreaming about. Come see why so many choose to call Venture Out home.

701 Spanish Main Dr Unit LOT 557, Cudjoe
701 Spanish Main Dr Unit 604, Cudjoe
$595,000
2 Beds ⋅ 2 Baths ⋅ 618979 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 investment opportunity! This delightful home built in 1993, offers 816 sq. ft. of comfortable living space, fully furnished and turn-key, making it an ideal choice for both relaxation and income generation. Step inside to discover a cozy and inviting interior, complete with all the essentials for a seamless transition. The open-concept living area flows effortlessly, providing a warm atmosphere for gatherings or quiet evenings. Outside, you'll find a concrete seawall, perfect for fishing enthusiasts and water lovers alike. The included fish cleaning station makes it easy to prepare your catch right at home. With ample outdoor storage space underneath the house, you'll have plenty of room for kayaks, fishing gear, or seasonal decorations. Located in a prime area that allows for nightly rentals, this property is not only a fantastic home but also a lucrative investment opportunity. Whether you're looking to enjoy your own slice of paradise or generate rental income, this home has it all. Don't miss your chance to own this charming coastal retreat. As part of the Venture Out community, you'll enjoy an array of amenities at your doorstep. Dip into the massive saltwater swimming pool overlooking the ocean, or take advantage of the marina store and fuel station. Sports enthusiasts will love the two lighted tennis courts, pickleball, basketball, and bocce courts. The recreation hall and community pavilion host a variety of activities and events, making it easy to connect with neighbors and make new friends. This golf cart-friendly community also features a boat ramp, giving you direct access to the stunning waters of the Florida Keys. Whether you're looking for a vacation home, rental investment, or a permanent paradise, this property has it all!

701 Spanish Main Dr Unit 604, Cudjoe
701 Spanish Main Dr Unit 84, Cudjoe
$460,000
618910 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 for building a custom Keys getaway Home The property includes a 35-foot concrete seawall, dock posts, fishing cleaning station, swim ladder, Brand new concrete slab and full hookups with water, sewer, and 30, 50, and 110-amp electric service. A paved pad offers plenty of space for slide-outs, plus extra room for outdoor living or storage. Situated in the Venture Out community, you'll enjoy 24-hour gated security and a convenient location just 19 miles from Key West. The lot allows one vehicle, two pets, has no age restrictions, and permits daily rentals. Community amenities feature an oceanfront heated saltwater pool and jacuzzi, marina with fuel dock, convenience store, boat launch, and pickleball, basketball, and tennis courts. Whether you're looking for a vacation spot, rental income, or a full-time home base, this property offers an easy way to enjoy the Florida Keys lifestyle.

701 Spanish Main Dr Unit 84, Cudjoe
701 Spanish Main Dr Unit LOT 496, Cudjoe
$445,000
618458 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 through the ROGO process. Waterfront RV lot located in the gated community of Venture Out on Cudjoe Key. Lot 496 has a concrete pad, offering a durable, low-maintenance surface ideal for RV parking and outdoor living. The property features a 35' concrete seawall, providing excellent water access for boating and fishing. Additional improvements include a round concrete picnic table and a storage container onsite for convenient equipment and personal storage. The lot is just a short walk to the center of the community, allowing easy access to Venture Out amenities, including a heated saltwater swimming pool, tennis courts, pickleball courts, bocce courts, an onsite boat ramp, boat wash-down station, and marina store/market. The location is well known for excellent fishing, with quick access to both the Atlantic Ocean and backcountry waters. An excellent opportunity to own a paved waterfront RV lot in one of the Lower Keys' most desirable gated communities.

701 Spanish Main Dr Unit LOT 496, Cudjoe
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