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701 Spanish Main Dr Unit 214, Cudjoe
$870,000
2 Beds ⋅ 2 Baths ⋅ 615420 MLS
Welcome to your own piece of paradise in the heart of Cudjoe Key located in the gated community of Venture Out, where the island breeze and good vibes never stop! Live the island life in this turnkey 2 Bedroom, 2 Bath open water gem that's fully furnished and ready to rock your flip-flops off! Kick back on the oversized covered porch upstairs and catch the cool ocean vibes - it's your front-row ticket to the endless horizon of the turquoise Florida Keys ocean. Get the party started downstairs in this awesome finished space that's perfect for entertaining and hosting epic gatherings fit for a saltwater soul! Check out the 35' concrete seawall, ideal for all your boating adventures and water escapades right from your backyard! This stellar pad features tiled floors throughout and metal roof, a true testament to island durability and laid-back living at its finest! Don't miss out on this chance to score your own piece of island heaven - this turnkey island home is calling your name for endless fun in the sun and sea! Grab your sunglasses, slip into that aloha shirt, and come feel the island magic of this rad retreat before it's gone - because life's a beach, and this home is your ticket to the ultimate Margaritaville lifestyle on Cudjoe Key! Easy to see! Call today for your showing.

701 Spanish Main Dr Unit 214, Cudjoe
701 Spanish Main Dr Unit 512, Cudjoe
$840,000
2 Beds ⋅ 2 Baths ⋅ 617604 MLS
VACATION RENTAL OPPORTUNITY - OPEN WATER VIEWS + 43' DOCK - 2BR/2BA | 864 SQ. FT. Beautifully maintained 2-bedroom, 2-bath waterfront home offering open water views and excellent rental potential. This 864 sq. ft. property features a 43-foot dock with quick access to world-class boating, fishing, and diving in the Florida Keys. Ideal for investors or owners seeking a turn-key vacation rental property. PROPERTY FEATURES: • 864 sq. ft., efficient and well-designed floor plan • 2 Bedrooms / 2 Full Bathrooms • Open water views from the living area and outdoor spaces • 43' dock suitable for larger vessels • New hot water heater • Stainless steel appliances in updated kitchen • Protection from north winds for comfortable year-round outdoor enjoyment • Open-concept living/dining area ideal for guest appeal • Strong rental history potential in a desirable waterfront community Located minutes from top Keys attractions, marinas, and dining, this home offers excellent guest appeal and easy access to the best of island living. Perfect for buyers seeking a high-performing vacation rental or a personal getaway with income potential. Turn-key, income-ready, and perfectly positioned for the ultimate Keys lifestyle.

701 Spanish Main Dr Unit 512, Cudjoe
701 Spanish Main Dr Unit 51, Cudjoe
$837,000
2 Beds ⋅ 2 Baths ⋅ 620128 MLS
Panoramic Ocean Views W/ Transient Rental License! This beautifully updated and well-maintained stilt home offers 2 bedrooms and 2 bathrooms, large kitchen with all the necessities, panoramic ocean views, a private 35' concrete seawall for your boat and off street parking for your vehicle. This home has an open deck overlooking the crystal clear waters and a screened deck just waiting for you to come and relax. Perfect for the fishing enthusiasts, enjoy quick boating access to the Atlantic Ocean and Gulf of America. Boat, swim, snorkel or dive in the beautiful Florida Keys right from your 35-foot seawall, plus the added bonus of all that Venture Out gated community has to offer. Venture Out has 4 miles of paved secured streets to walk or bike. Amenities include oceanfront heated saltwater pool, jacuzzi, marina with fuel dock, boat launch, convenient store, tennis, pickleball, bocce, basketball, playground, fun activities and more! Close to restaurants, shopping, parks and local events, this property has something for everyone!

701 Spanish Main Dr Unit 51, Cudjoe
701 Spanish Main Dr Unit LOT 49, Cudjoe
$775,000
2 Beds ⋅ 1 Baths ⋅ 620090 MLS
********Nightly Licensed Transient Rental!!!******** This amazing, two bedroom / one bathroom, open water front views , nightly transient rental is ready for you to enjoy both the beauty of this location and the income off the nightly rental license. The floor plan makes the open water views as its main focus. Cook the catch of the day overlooking the waters that you just caught that prized fish in. Sit back and watch your friends and family enjoy those waters with your favorite beverage in hand, and enjoy those fruits of your hard labor. This home is built with easy maintenance in mind, don't worry just enjoy. This home does come with approved engineered plans to build a second bathroom if needed. There is covered parking and a covered storage for all your needs. Just sit back and enjoy this amazing location. This one is location, location, location! Enjoy tropical breezes and island living in this amenity-rich resort-style neighborhood. Venture Out features 24-hour gated security, an oceanfront heated pool, hot tub, fuel station, marina, boat ramp, tennis and pickleball courts, a waterfront picnic pavilion, and much more. Located just 19 miles from Key West and minutes from world-class fishing, diving, and boating, this home offers everything the Keys lifestyle promises - sun, sea, and serenity. Call today for a showing!

701 Spanish Main Dr Unit LOT 49, Cudjoe
701 Spanish Main Dr Unit 172, Cudjoe
$775,000
2 Beds ⋅ 2 Baths ⋅ 617097 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 Venture Out on Cudjoe Key! This stunning 2-bedroom, 2-bathroom high-rise home offers the ultimate Florida Keys lifestyle, combining tranquil canal-front living with breathtaking ocean views and an incredible array of world-class amenities. Step inside to a bright and airy open living space that leads out to your private balconies—the perfect spot for your morning coffee while watching the boats go by. You'll enjoy unparalleled views and peace of mind overlooking your 35' wide seawall. An Investor's Dream & Your Personal Retreat: This property isn't just a home; it's a savvy investment. Nightly rentals are allowed, making it Airbnb and VRBO friendly. With its prime location and resort-style appeal, it promises an excellent return on investment, whether you're looking for a vacation home that pays for itself or a pure income generator. Resort-Style Living at Your Doorstep: Venture Out is a destination in itself. Enjoy the large heated pool, relax in the hot tub, or stay active on the tennis, pickleball, and bocce courts. The community features a playground, basketball court, bike trails, and a private saltwater swimming area. The on-site Marina is perfect for boating enthusiasts, and the Rec Center, with ping-pong, pool tables, and a library, offers endless entertainment. Don't Miss This Opportunity! Priced competitively in a premier location, this turn-key property will not last long. It offers the perfect blend of serene canal-front living, panoramic water views, and proven rental income potential. Schedule your private showing today before this incredible opportunity is gone!

701 Spanish Main Dr Unit 172, Cudjoe
701 Spanish Main Dr Unit 47, Cudjoe
$775,000
2 Beds ⋅ 2 Baths ⋅ 618106 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 turquoise Atlantic at this extraordinary one-of-a-kind, oceanfront home. The 'Crown Jewel of the Ocean' located just 19 miles from Key West, this beautifully appointed 2-bedroom, 2-bath mid-rise home offers front-row seats to the water & an unmatched boating lifestyle. Designed with serious boaters in mind, the property features a 47' seawall with over 4 feet of control depth, allowing for larger vessels. The dock is fully equipped with heavy-duty padded dock posts, cleats, a fish cleaning table, swim ladder, & mooring whips, with quick & easy access to BOTH the Atlantic Ocean & the Gulf in just minutes. Inside, the home is bright, spacious, & impeccably maintained. The open living area is framed by oversized hurricane impact windows, flooding the space with natural light while showcasing stunning, unobstructed Atlantic Ocean views. Inside is a relaxed coastal atmosphere while maintaining a clean, sophisticated feel. The fully updated kitchen features white cabinetry, stainless steel appliances, Corian countertops, & a translucent glass tile backsplash. The home was completely remodeled in 2016, with every detail thoughtfully updated, & new AC systems installed in 2024. Step out from the living area onto a large covered oceanfront porch, an ideal setting for entertaining, dining, or simply watching dolphins play & pelicans glide by. The primary suite offers generous storage & a private en-suite bath with an oversized tiled walk-in shower featuring double shower heads & a built-in bench. The guest bedroom enjoys convenient access to the second full bathroom, which mirrors the same high-end tiled walk-in shower. The community amenities elevate the lifestyle even further with a massive saltwater swimming pool overlooking the ocean, a community marina with fuel station, boat ramp, & on-site boat wash

701 Spanish Main Dr Unit 47, Cudjoe
701 Spanish Main Dr Unit 333\334, Cudjoe
$750,000
2 Beds ⋅ 2 Baths ⋅ 617687 MLS
Canal Front Oasis with Resort Amenities! Nightly Rentals Allowed! Income Producing Gem! RARE-DOUBLE LOT!! Allows 2 cars with 2 separate driveways. Massive 69' Seawall! RARE-DAVITS for your boat!! Escape to your own slice of paradise in the highly sought-after, gated resort community of Venture Out on Cudjoe Key! This stunning 2-bedroom, 2-bathroom mid-rise home offers the ultimate Florida Keys lifestyle, combining tranquil canal-front living with an incredible array of world-class amenities! Step inside to a bright and airy open living space that leads out to the large, covered private deck—the perfect spot for your morning coffee while watching the boats go by. You'll enjoy unparalleled views and peace of mind overlooking your 69' wide seawall. An Investor's Dream & Your Personal Retreat: This property isn't just a home; it's a savvy investment. Nightly rentals are allowed, making it Airbnb and VRBO friendly. With its prime location and resort-style appeal, it promises an excellent return on investment, whether you're looking for a vacation home that pays for itself or a pure income generator. Resort-Style Living at Your Doorstep: Venture Out is a destination in itself. Enjoy the large heated pool, relax in the hot tub, or stay active on the tennis, pickleball, and bocce courts. The community features a playground, basketball court, bike trails, and a private saltwater swimming area. The on-site Marina is perfect for boating enthusiasts, and the Rec Center, with ping-pong, pool tables, and a library, offers endless entertainment. Don't Miss This Opportunity! Priced competitively in a premier location, this turn-key property will not last long. It offers the perfect blend of serene canal-front living and proven rental income potential. Schedule your private showing today before this incredible opportunity is gone!

701 Spanish Main Dr Unit 333\334, Cudjoe
701 Spanish Main Dr Unit LOT 102, Cudjoe
$737,000
2 Beds ⋅ 2 Baths ⋅ 618570 MLS
Beautifully maintained 2 bedroom, 2 bathroom home in the highly desirable gated waterfront community of Venture Out. This unit offers comfortable coastal living with a functional layout, inviting interior spaces, and the kind of easy Keys lifestyle buyers are looking for. Enjoy your 35' seawall with quick boating access — perfect for keeping your boat right behind your property and heading out to the water with ease. Whether you're an avid boater, seasonal resident, or looking for a smart investment, this property checks the right boxes. The home shows pride of ownership and is move-in ready, making it ideal as a full-time residence, vacation getaway, or rental opportunity. Venture Out amenities include a marina and boat ramp, waterfront pool and hot tub, pickleball and tennis courts, recreation areas, community store, and planned activities — all in a secure, gated setting in the Lower Keys.

701 Spanish Main Dr Unit LOT 102, Cudjoe
701 Spanish Main Dr Unit 468, Cudjoe
$710,000
2 Beds ⋅ 2 Baths ⋅ 612583 MLS
Dream Island Living Awaits! Discover this move-in ready, fully furnished 2 bed/2bath canal front home in the secure gated community of Venture Out in CUDJOE KEY. This beautifully appointed property features a 35 ft concrete seawall, perfect for boaters and water enthusiasts, offering stunning open water views that create a serene backdrop for your island lifestyle. Enjoy ample downstairs space, ideal for entertaining family and friends in a laid-back atmosphere. Take advantage of the exceptional amenities within the community, including a heated oceanfront swimming pool, spa, pickleball and tennis courts - perfect for fun and relaxation. Convenience is key with a boat ramp located next to the on-site store and marina, which also includes a fuel station. Nightly rentals allowed. Don't miss out on this incredible opportunity to embrace the best of Florida Keys living! Call me today to schedule a showing.

701 Spanish Main Dr Unit 468, Cudjoe
701 Spanish Main Dr Unit 97, Cudjoe
$700,000
2 Beds ⋅ 2 Baths ⋅ 617476 MLS
Luxurious Waterfront Living - Welcome to your perfect coastal oasis in the sought-after community of Venture Out! This contemporary high-rise boasts million-dollar views from every angle, including a screened patio for ultimate enjoyment. With an outside elevator providing easy access, this stunning home features a serene primary suite with stylish decor and a beautiful walk-in shower in the bathroom. The second bedroom is ideal for a small bunk bed or a cozy office, and the guest bathroom has a convenient walk-in shower and laundry area. The kitchen is fully equipped with a bar and stainless-steel appliances, and the open-floor plan allows for seamless entertainment in the living area. Keep your boat at the 37-foot concrete seawall and take advantage of the prime location for offshore fishing and world-class diving. Venture Out offers exclusive amenities such as a large, heated pool, marina, boat ramp, and courts for various sports like tennis, bocce ball, basketball, and pickleball. This property would also be the perfect investment property for daily, weekly, or monthly rentals. Do not miss the chance to join this vibrant community and live the ultimate island lifestyle!

701 Spanish Main Dr Unit 97, Cudjoe
701 Spanish Main Dr Unit 87, Cudjoe
$700,000
2 Beds ⋅ 2 Baths ⋅ 617403 MLS
Priced to sell....Enjoy sweeping ocean views from this desirable 2-bed/2-bath residence, featuring a 35' dock on a pristine 60' wide canal, an exceptional setting for avid boaters with immediate access to both the Atlantic Ocean and the Gulf of Mexico. This charming home offers a wonderful canvas for personalized upgrades or serves perfectly as a serene vacation retreat. Additional highlights include generous storage space, covered parking, and the security of a gated community, all just 20 minutes from Key West. Whether you choose to make it your own coastal escape or benefit from nightly rentals as an investment property, this home offers exceptional versatility. Discover all that this coastal getaway has to offer, schedule your private visit today.

701 Spanish Main Dr Unit 87, Cudjoe
701 Spanish Main Dr Unit 77, Cudjoe
$685,000
2 Beds ⋅ 1 Baths ⋅ 614371 MLS
GREAT PRICE for this canal-front, slice of paradise! As a successful, active vacation rental where nightly rentals are allowed, this is an excellent income-generating opportunity in the gated community of Venture Out. It's tastefully furnished and ready for you or your guests to enjoy. With all the amenities this 69-acre gated community offers, you might just decide to make it your primary home in the Lower Keys! The 35 ft. concrete seawall is the perfect spot for keeping your boat when you're not on the water in the Atlantic and back-country. You'll appreciate the convenience of the community boat ramp, as well as the on-site fuel and community store. Built in 2010, the 2-bedroom, 864 sq. ft. stilt home features a metal roof, impact-resistant windows, a covered porch with water views, a welcoming great room and well-equipped kitchen, an extra-large bath with dual vanities, and a roomy walk-in closet in the primary bedroom. The ground level provides a storage room for tools and bikes, an inviting canal-side sitting area that's under cover, and covered parking for one car. For those who enjoy staying active, golf cart-friendly Venture Out offers an 81,500-gallon heated saltwater pool, a kiddy pool, and a spa/jacuzzi, as well as lighted courts for tennis, pickleball, bocce, and basketball. You won't want to miss the variety of activities happening in the recreation hall and community pavilion! EXCLUSIONS: downstairs patio table and chairs, all wall hangings and personal property.

701 Spanish Main Dr Unit 77, Cudjoe
701 Spanish Main Dr Unit 374, Cudjoe
$650,000
2 Beds ⋅ 2 Baths ⋅ 618805 MLS
OCEANFRONT TRANSIENT RENTAL IN VENTURE OUT - CUDJOE KEY Amazing open water views of the sparkling Atlantic set the tone the moment you arrive. From this premier waterfront location, you'll enjoy sweeping vistas of the marina, lagoon, Tiki hut, and the iconic Bird Point sanctuary. Sunrise glows over endless blue water, creating a peaceful and ever-changing coastal backdrop. Positioned on a 35-foot concrete seawall, this property is a true boater's paradise. Within minutes you're in deep offshore waters for exceptional fishing or heading to the reef for world-class diving. The location offers immediate access to both the Atlantic and backcountry, making every day on the water effortless. This well maintained 1997 Palm Harbor home features two bedrooms and two bathrooms and is offered fully furnished. With transient rentals permitted, it presents an outstanding opportunity for consistent rental income while also serving as your private island retreat. Inside, cathedral ceilings elevate the main living area, creating a bright, open floor plan designed to capture water views. The living space flows seamlessly onto a covered porch perched directly at the water's edge, where the breeze, the boats, and the seabirds become part of daily life. Updates include laminate flooring, an updated bathroom, a durable metal roof, and generous storage throughout. Venture Out at Cudjoe Cay is a private, gated residential condominium community on the oceanside of Cudjoe Key with 24-hour security, a heated oceanfront saltwater pool and hot tub, marina store/market with fuel station, two boat ramps, fish cleaning station, water rinse down area, tennis and pickleball courts, bocce ball, basketball, playground, recreation hall, pavilion, owner storage lot, overflow parking, and over four miles of wide paved streets perfect for biking or cruising by golf cart. A year-round calendar of community events adds to the vibrant island lifestyle. Call today for your showing in paradise

701 Spanish Main Dr Unit 374, Cudjoe
701 Spanish Main Dr Unit 510, Cudjoe
$525,000
2 Beds ⋅ 2 Baths ⋅ 616317 MLS
Oceanfront Paradise Awaits! Unit 510 in Venture Out Experience the epitome of waterfront Florida 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 35 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 510, Cudjoe
701 Spanish Main Dr Unit 384, Cudjoe
$480,000
617053 MLS
Experience the ultimate in oceanfront living with this fantastic lot in a pristine gated community. Boasting a 53' concrete seawall and deep water access, this property is a boater's dream. The lot is RV-ready. It's also buildable, free from ROGO restrictions, and has a successful history as a vacation rental. Venture Out at Cudjoe Cay is a distinguished residential condominium community that values security and lifestyle. Enjoy 24-hour gated access, allowing up to two pets without age restrictions, and the flexibility of transient rentals. Immerse yourself in their comprehensive amenities including a heated pool, hot tub, marina with full services, tennis, pickleball, basketball courts, and more. The community is vibrant with activities such as yoga, aerobics, and social events, ensuring a fulfilling, active lifestyle. Don't miss this opportunity to secure your slice of paradise and create lasting memories in a vibrant, welcoming community in the Lower Florida Keys! *RV in photos not included, vacant lot is in a vacation rental program.*

701 Spanish Main Dr Unit 384, Cudjoe
701 Spanish Main Dr Unit LOT 411, Cudjoe
$475,000
2 Beds ⋅ 2 Baths ⋅ 621333 MLS
Entered for Statistical Purposes Only.

701 Spanish Main Dr Unit LOT 411, Cudjoe
701 Spanish Main Dr Unit 234, Cudjoe
$440,000
2 Beds ⋅ 2 Baths ⋅ 616834 MLS
Beautifully updated 2-bedroom, 1.5-bath canal-front home in the gated community of Venture Out on Cudjoe Key--offering move-in-ready comfort and an easy Florida Keys lifestyle. Bright and inviting, the home features a flexible layout with a sliding pocket door that creates a private guest space with its own half bath--ideal for visitors. The main bedroom is furnished with a queen bed, while the guest bedroom includes a full-size bed. When renovated, the seller used 2x4 construction with full insulation, Hardy board siding, and quality finishes throughout, providing lasting comfort and efficiency. Recent improvements include a new A/C, newly sealed roof, and nearly all windows replaced. Being offered fully furnished, this home is ready to enjoy from day one. Relax on the patio overlooking a wide canal, or unwind at your 35' seawall--perfect for boating, fishing, or simply enjoying the water views. Dock box and whips are included, and tropical landscaping enhances the island setting. Located in desirable Venture Out, residents enjoy a marina, heated pool, boat ramp, tennis and pickleball courts, and an active waterfront community. Seller financing will be considered--an excellent opportunity to own in the Lower Keys.

701 Spanish Main Dr Unit 234, Cudjoe
701 Spanish Main Dr Unit 600, Cudjoe
$430,000
613123 MLS
Welcome to your own slice of paradise at Venture Out, a premier gated community in the heart of the Florida Keys, located at Mile Marker 23 on Cudjoe Key. This exceptional RV lot, measuring 35' x 69', offers the perfect blend of comfort and functionality for the ultimate outdoor lifestyle. Features of this lot include a sturdy concrete seawall equipped with a convenient fish cleaning table and swim ladder, making it an ideal spot for avid fishermen and water enthusiasts. The painted concrete pad, completed in 2022, provides a clean and attractive surface for your RV or outdoor gatherings. Full hookups. Additional highlights include a dedicated 50 amp circuit for electric vehicle charging, ensuring you stay powered up while enjoying your time in paradise. A large storage shed onsite offers ample space for all your gear and supplies. Venture Out is known for its vibrant community and exceptional amenities, including access to an oceanfront saltwater swimming pool, tennis courts, pickleball and basketball courts. Direct water access for boating and fishing. There is an onsite community boat ramp, marina store and fuel station. Don't miss this opportunity to own a piece of paradise in one of Florida's most sought-after, golf cart friendly locations. Embrace the RV lifestyle and make this beautiful lot your own!

701 Spanish Main Dr Unit 600, Cudjoe
701 Spanish Main Dr Unit 574, Cudjoe
$420,000
618734 MLS
Ocean View Canal Front RV Lot in Venture Out - 35' Concrete Seawall Build, park, invest, or simply pull in and start living the Keys lifestyle. This 35' x 69' beautiful, waterfront RV lot in the private, gated community of Venture Out offers ocean views, a 35' concrete seawall, and direct boating access to both the Atlantic and backcountry waters. The lot features a concrete pad and walkway, providing a clean, low-maintenance setup ready for your RV. A survey is available for added peace of mind. Improvements onsite include a 35' concrete seawall, Fish cleaning station, Lifetime storage box, Concrete table with three benches. AT&T fiber internet has been installed here. Whether you're looking for a seasonal retreat, investment property with nightly rental potential, or a waterfront base for serious boating and fishing, this lot delivers location, views, and functionality in one of the Lower Keys' most sought-after communities. Boat whips and the separate concrete bench do not convey with sale.

701 Spanish Main Dr Unit 574, Cudjoe
701 Spanish Main Dr Unit 280, Cudjoe
$420,000
1 Beds ⋅ 1 Baths ⋅ 613771 MLS
Charming Opportunity in Venture Out on Cudjoe Key! Welcome to your next project in the sought-after gated community of Venture Out! This one-bedroom, one-bath mobile home is brimming with potential, offering a unique chance for investors or DIY enthusiasts looking to create their dream getaway. As you step inside, you'll find a cozy layout that provides a blank canvas for your creative vision. While this home is in need of repairs and updates, it's situated in a prime location with an oversized 41' concrete seawall! On the backyard you have views of the open water too. Whether you're considering a complete teardown to make way for a brand-new home or envisioning a handyman special that you can renovate to your liking, the possibilities are endless. The community itself offers a friendly atmosphere, with amenities that enhance the lifestyle of its residents, including access to a massive saltwater swimming pool, community boat ramp, onsite store and fuel station, pickleball, tennis basketball and bocce courts, and beautiful outdoor spaces to enjoy. This is more than just a property; it's an opportunity to invest in your future in a vibrant community. Bring your vision and transform this mobile home into a charming retreat. Schedule your showing today and start imagining the possibilities awaiting you in Venture Out!

701 Spanish Main Dr Unit 280, Cudjoe
701 Spanish Main Dr Unit 183, Cudjoe
$415,000
617042 MLS
Welcome to Lot 183 in Venture Out, a gated waterfront community on Cudjoe Key known for its resort-style amenities and laid-back Keys lifestyle. This beautifully maintained lot features a 35' seawall for your boat, a concrete table and benches for outdoor dining, and lush landscaping on both sides for added privacy. Enjoy easy access to the marina, boat ramp, heated pool, tennis and pickleball courts, and more in this golf cart-friendly neighborhood. Whether you're seeking a great investment opportunity or your own Keys getaway, this lot offers the perfect blend of comfort, convenience, and island charm—just 19 miles from Key West!

701 Spanish Main Dr Unit 183, Cudjoe
701 Spanish Main Dr Unit 342, Cudjoe
$400,000
1 Beds ⋅ 1 Baths ⋅ 613572 MLS
Welcome to your tropical paradise at Venture Out, a gated community on Cudjoe Key, located at Mile Marker 23 in the stunning Florida Keys! This charming, fully furnished 1-bedroom, 1-bath retreat is perfect for enjoying the sun-drenched lifestyle you've been dreaming of. Step into your cozy getaway, featuring a spacious 35' concrete seawall that invites you to explore the waters. Unwind on the relaxing screened-in porch, where you can sip your morning coffee while watching boaters pass by and maybe even catch a glimpse of a playful manatee. The bedroom includes a comfortable Queen-sized bed and a TV for your entertainment. Ample storage is available with a closet and dresser. Just outside the bedroom, the bathroom is equipped with a stand-up shower and a convenient bench for added comfort. The kitchen is ready for your culinary adventures, boasting a gas stove/oven, while a laundry closet with a washer and dryer adds to your convenience. Step outside to the gas BBQ grill, perfect for grilling up your fresh catches from the day. This home is the perfect blend of style, comfort, and convenience, making it an ideal retreat. The community is packed with amenities, including an 80-foot heated saltwater swimming pool, a recreation hall, tennis and Pickleball courts, bocce courts, a basketball court, and a community store/marina with a fuel station and boat ramp. Don't miss your chance to embrace the Florida Keys lifestyle in this delightful home! Buyer to verify. Some furnishings are different from the photos.

701 Spanish Main Dr Unit 342, Cudjoe
701 Spanish Main Dr Unit 635, Cudjoe
$390,000
2 Beds ⋅ 2 Baths ⋅ 618572 MLS
Vacation Rental Property with Transient Rentals Allowed! Welcome to the epitome of comfort and convenience in this Palm Harbor fully furnished two-bedroom, two-bath home located within the highly desirable Venture Out Community. This immaculate home is nestled around tropical landscaping with a relaxing patio out back. Step into the open concept living room and well-equipped eat-in kitchen, featuring a full line of new appliances, plenty of storage, high ceilings and tile flooring throughout. Beyond your backyard and patio, you'll find a haven of amenities and recreational opportunities. Indulged in the community's amenities, including an oceanfront heated saltwater pool and jacuzzi for ultimate relaxation. A marina with a fuel dock and boat launch awaits water enthusiasts, while a convenient store caters to your everyday needs. Stay active and engaged with pickleball and tennis courts, a basketball court, and bocce ball, playground, and an array of additional activities. Venture Out is an individual owned residential condominium community with 24 hour gated security, located only 19 miles from the vibrant city of Key West! Parking for one vehicle, no age restrictions, 2 pets allowed, and transient (1 day) rentals are permitted. Motivated Seller

701 Spanish Main Dr Unit 635, Cudjoe
701 Spanish Main Dr Unit 181, Cudjoe
$310,000
617506 MLS
The Ultimate Canal-Front RV Oasis in Venture Out at Cudjoe Key Seller says bring offers..Escape to your own slice of paradise with this prime waterfront RV lot in the sought-after, gated community of Venture Out on Cudjoe Key. This lot is built for the avid water enthusiast and provides a perfect base for exploring the best of the Lower and Middle Florida Keys. Fully Prepped RV Pad: Bring your rig and start relaxing immediately. The lot boasts a large, seamless one-level oversized concrete pad, offering a stable and well-maintained foundation for parking and outdoor furniture. Full hookups with 50A/30A power, sewer and water. Easy Accessibility: Lot #181 accommodates an RV up to 45 feet plus a tow vehicle without difficulty. This is an easy in and easy out back in site. Newer Tropical Landscaping: Enjoy an enhanced sense of privacy and a beautiful, classic Keys ambiance with recent landscaping upgrades. Exceptional 17-Foot Seawall: Ready for your boating toys! The private, maintained seawall is the ideal dockage for a flats boat, jet skis, or kayak launch, offering direct access to the clear waters of the Keys. Prime canal-end location with stunning ocean views. Opportunity for short term RV rental income, with three years of rental history available. Amenities include a fish cleaning station, five water spigot hookups, two picnic tables, and two dock mooring whips. Venture Out is a golf cart-friendly community offering full amenities, including a boat ramp, a heated oceanfront pool and spa, ocean front tiki huts, recreation hall, and a variety of courts for the active person. Located just a short ride from Key West or Marathon, this lot offers both a tranquil retreat and convenient access to dining, fishing, and diving. This Endless Summer Retreat could be yours!

701 Spanish Main Dr Unit 181, Cudjoe
701 Spanish Main Dr Unit 625, Cudjoe
$291,000
2 Beds ⋅ 1 Baths ⋅ 616840 MLS
Income-Producing Gem in Venture Out! Affordable 2BR/1BA Getaway with Resort Amenities. Discover an incredible opportunity to own a piece of the highly sought-after, gated community of Venture Out. This charming 2-bedroom, 1-bathroom home is one of the community's most affordable properties, offering a perfect blend of cozy comfort and exceptional investment potential. Ready for you to move in immediately and start enjoying the resort-style lifestyle or generating rental income. The home is perfectly sized for a weekend retreat or a lucrative short-term rental (Airbnb/VRBO allowed). Your Gateway to Recreation & Relaxation: When you own in Venture Out, you're not just buying a home; you're buying a lifestyle. Enjoy access to a stunning array of amenities, including: · Heated saltwater pool and sparkling spa · Tennis, pickleball, and bocce courts · Clubhouses and organized social activities · And so much more! Excellent Investment Opportunity: With nightly rentals permitted, this property is a cash flow waiting to happen. Its attractive price point ensures a low barrier to entry and a high return on investment, making it an ideal choice for first-time investors or anyone looking to expand their portfolio. Love to fish? Think of this as your perfect ''home-base fishing cabin,'' where you can return from a day on the water to all the comforts of a resort. Don't let this chance slip away. Priced as one of the least expensive homes in Venture Out and ready for you now, this is an opportunity for ownership, vacation, and income that won't last long. Contact us today to schedule your private viewing!

701 Spanish Main Dr Unit 625, Cudjoe
701 Spanish Main Dr Unit 21, Cudjoe
$280,000
1 Beds ⋅ 1 Baths ⋅ 618299 MLS
Welcome to your slice of Paradise in the florida Keys! This cozy one bed/one bath mobile home is located in the highly desirable Venture Out gated community on Cudjoe Key. Thoughtfully designed and fully furnished, this home comfortably sleeps four and is in move-in ready. Enjoy the bright and inviting Florida room featuring durable Hardie board siding, along with a covered tile patio outback, perfect for relaxing after a day on the water. Additional features include central A/C, a brand-new refrigerator, washer, dryer, and a fully equipped eat in kitchen. Venture Out is a private, oceanfront residential condominium community offering 24 gated security with an incredible list of amenities. Residents and guests enjoy an oceanfront heated saltwater pool, jacuzzi, large marina with fuel dock, ships store and boat launch, pickleball and tennis courts, basketball, bocce, playground and kids pool, plus an active calendar for community events. This property allows transient rentals with daily rentals permitted, making it an excellent investment opportunity or vacation getaway. Additional perks include parking for one vehicle, no age restrictions and two pets allowed. Conveniently located just 19 miles from the vibrant city of Key West, where you'll have easy access to world class dining, entertainment and island adventures. Motivated Seller

701 Spanish Main Dr Unit 21, Cudjoe
701 Spanish Main Dr Unit 641, Cudjoe
$278,000
2 Beds ⋅ 1 Baths ⋅ 616003 MLS
BACK ON MARKET WITH UPDATES DONE on this charming 2 bedroom, 1 bathroom property in Venture Out. Take a look at this listing with all the updates to make this a cozy home or potential to become a profitable investment property or a relaxing weekend getaway in the highly coveted Venture Out Community in Cudjoe Key. This property boasts a great kitchen with newer appliances, plenty of counter space, and a convenient pass-through to the living room. The adjoining dining room is perfect for entertaining. Each room is equipped with mini splits for individual temperature control. This property is located next to a laundry/bath house and just across the street from a common area for peaceful walks by the water. Venture Out is a gated community with access to beautiful waterfront amenities. Enjoy resort-style living with golf carts as the main mode of transportation. The community features a large saltwater heated pool, a saltwater lagoon swimming area, a marina with a boat ramp, and fuel docks with competitive prices. You can also find a convenience store at the marina for any last-minute items before heading out for world class diving or fishing excursions. The community also offers other recreational facilities such as tennis courts, pickleball courts, bocce ball courts, and basketball courts. Don't forget about the playground, post office, and community center which hosts church services and holiday events. All of this and more within a security-guarded community. Additionally, Venture Out allows for nightly, weekly, and monthly rentals!

701 Spanish Main Dr Unit 641, Cudjoe
701 Spanish Main Dr Unit 146, Cudjoe
$268,000
618426 MLS
Buildable RV Lot. Transient (1 Day Rental) Rentals Opportunity in the Lower Keys! Located in a serene, well-maintained gated community at Mile Marker 23. This RV/Buildable lot offers the ideal spot for your home on wheels, or the opportunity to build your dream home. Boasting a private lot with landscaping, pea rock, storage box and concrete parking pad. Lot is equipped with full hookups including water, sewer, and 30, and 50 amp electric service. Enjoy the convenience of a paved parking pad and ample space for slide-outs, with additional room for outdoor seating. The Venture Out community offers 24 hour gated security, and is located only 19 miles from the vibrant city of Key West! Parking for one vehicle, no age restrictions, two pets allowed, and transient (1 day) rentals are permitted. Venture Out amenities include: oceanfront heated saltwater pool and jacuzzi, a marina with fuel dock, convenient store and boat launch, pickleball, basketball and tennis courts. Whether you're seeking a seasonal retreat or a full-time residence, this lot is ready to welcome you to the lifestyle of your dreams.

701 Spanish Main Dr Unit 146, Cudjoe
701 Spanish Main Dr Unit 396, Cudjoe
$257,500
617885 MLS
Excellent investment opportunity in the private, gated waterfront community of Venture Out on Cudjoe Key. This 35' x 69' paved and landscaped lot is ideal for an RV, with nightly rentals permitted a rare and valuable feature in the Florida Keys. Venture Out offers strong rental demand and resort-style amenities, including a boat ramp, marina store, fuel station, and recreational facilities such as basketball, bocce, tennis, and pickleball courts. Residents and guests enjoy a heated saltwater oceanfront swimming pool, a golf cart friendly layout, and an active calendar of community events that enhance guest appeal and repeat rentals. A versatile property with income potential, lifestyle appeal, and long-term value in a highly desirable Keys community. Call today for details.

701 Spanish Main Dr Unit 396, Cudjoe
701 Spanish Main Dr Unit 653, Cudjoe
$250,000
1 Beds ⋅ 1 Baths ⋅ 619935 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 Florida Keys getaway, ideal as a vacation rental investment, seasonal escape, or personal retreat. Turn-key and ready to enjoy or rent immediately, this property offers excellent income potential with nightly rentals allowed in the community. Inside, you'll find a bright and comfortable layout with an in-home washer and dryer and inviting living spaces designed for easy island living. Step outside to your private backyard oasis with tropical landscaping, perfect for relaxing after a day on the water. Located just a short walk from Venture Out's incredible resort-style amenities including an 80' heated saltwater pool, marina store with fuel, boat ramp, saltwater swimming lagoon, tennis, pickleball, bocce, basketball courts, and more. Venture Out is a golf cart-friendly, 24-hour gated community at MM 23 offering quick access to both the Atlantic Ocean and backcountry waters. Just minutes from local favorites like Square Grouper, Mangrove Mama's, Kiki's Sandbar, and only about 20 minutes from Key West. Whether you're looking to unwind, boat, fish, or generate rental income, Coconut Cottage delivers the ultimate Florida Keys lifestyle.

701 Spanish Main Dr Unit 653, Cudjoe