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 best of coastal living, the property combines 72' of concrete seawall along a protected canal with 26' of direct Atlantic Ocean Frontage, delivering both tranquility and open-ocean beauty. A waterfront lovers dream, the canal side is fully equipped with six heavy duty dock posts and cleats, ideal for boating, fishing, and easy water access. This beautifully maintained home features two bedrooms and two full bathrooms, with tile flooring throughout, a metal roof, central air conditioning and abundant storage. The bright, open interior is surrounded by windows galore in the living area, perfectly framing the stunning outdoor scenery and flooding the home with natural light. The primary bedroom opens directly to a large covered porch, where you can wake up to breathtaking sunrises over the Atlantic. Outside, enjoy a spacious patio perfect for evening gatherings, moonrises and watching the incredible sealife. Additional features include accordion shutters and a full line of appliances, making this home as functional as it is beautiful. Located in Venture Out on Cudjoe Key, a private and gated community. Residents enjoy 24 hr gated security and patrol, two pets allowed and transient rentals permitted. The community amenities are unmatched and include: Oceanfront heated saltwater pool, hot tub, marina with ship store, fuel dock, two boat ramps, two tennis courts, two pickleball courts, basketball, bocce ball and playground for the kids. This is a rare opportunity to find your happy place in paradise.
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 Keys retreat or re-imagining the space as an RV lot, this property provides flexibility in a highly desirable, gated waterfront community. Enjoy all Venture Out amenities including marina access, boat ramp, pools, recreational facilities, and 24-hour security. A great chance to create your own slice of island living.
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
Ocean-View Retreat in Gated Waterfront Community on Cudjoe Key! NIGHTLY RENTALS ALLOWED Welcome to your slice of paradise in the heart of the Florida Keys. This well-maintained 1-bedroom, 1-bathroom waterfront home is located inside the highly desirable, gated community of Venture Out, offering ocean views, direct boating access, and a plethora of amenities just steps away. The home features thoughtful upgrades throughout, including a new roof (2018), new AC (2020), and a new hot water heater (2025). All windows are newer impact-resistant. There are also Bahama shutters and powder-coated panels for both style and storm protection. Mobile home tie-downs have also been redone for added peace of mind. Outside, enjoy a 35-foot concrete seawall with dock whips, ideal for boaters, plus a concrete slab beneath the home that provides excellent additional storage space. Whether you're storing gear, kayaks, or all the toys that come with Keys living, you'll appreciate the functionality. The community amenities elevate the lifestyle even further. Residents enjoy a massive saltwater swimming pool overlooking the ocean, a community marina with fuel station, boat ramp, and on-site boat wash-down. Sports lovers will appreciate lighted tennis courts, pickleball, basketball, and bocce courts, while the recreation hall and pavilion host regular activities and events. The neighborhood is golf-cart friendly, making it easy to get around and soak in the surroundings. This location is a dream for anglers and boaters, offering some of the best fishing on Cudjoe Key, with quick access to the backcountry, offshore waters, and the Atlantic Ocean. Whether you're searching for a vacation home, a rental investment, or a full-time residence, this property delivers the complete Florida Keys lifestyle in one exceptional package. Schedule your private showing today and see why this location, this community, and this home are so special.
Are you dreaming of your own personal paradise? Look no further than this stunning property in the highly sought after Cutthroat Harbor Estates. With features that check off every box on your list, this home is truly a gem. Enjoy the luxury of CBS construction and a spacious 9000 sq. ft. lot. The 65' dock has been newly resurfaced with composite decking and comes equipped with a 10k lb boat lift and Jet ski dock. Take a dip in the heated pool with a saltwater filtration system and relax under the 10 x 16' thatched tiki hut overlooking the canal. Enjoy evenings by the firepit on the beach area or rinse off in the outdoor shower with hot/cold water. Take in the stunning sunset views from the 35' high observation deck while sipping on a drink during happy hour. You'll love the beautiful landscape, including a Zen garden, and the convenience of a circular drive with pavers and plenty of parking space under the house. Other features include a new metal roof (2017), glass outside elevator, and a large storage room. With easy access to world-class fishing and diving, this property won't last long!
Affordable waterfront Living in the Lower Keys! This waterfront 2-bedroom, 2-bath mobile home is located in Venture Out, a gated, resort-style community offering endless activities and true Island living at a price point rarely found on the water. Enjoy direct boating to open water, just minutes from the Atlantic and Gulf, making this a boaters dream. Located at Mile Marker 23, you're only 20 minutes from Key West, close enough to enjoy the nightlife, dining and Island culture - yet far enough to relax in a laid-back island setting. Venture Out is packed with amenities including a marina, two double wide boat ramps, Oceanfront pool, Spa and Kiddie Pool, lighted tennis and pickleball courts, bocee courts, community store with ice and fuel, planned social events and a lounge with ping-pong, pool table, darts, books and more..... perfect for full time living, a vacation escape or an income producing property. Best of all, transient short term rentals are allowed, including VRBO and Airbnb, making this an excellent opportunity for investors or buyers looking to offset ownership costs with rental income. Whether you're seeking affordable waterfront ownership, a boaters retreat or a vacation rental in the Keys, this property delivers lifestyle, location & value.
Affordable piece of paradise! Fully furnished, move in ready, open concept, bright and airy, and freshly painted interior! This 2 bedroom 2 bath home is so spacious you'll be amazed. All new furnishings included! It has a very large kitchen and living area that looks out over the canal, with sliding glass doors out on to the newly painted deck. Minisplits in each room that cool, heat and dehumidify! Plus, a 5 stage reverse osmosis water purifier! There is 44 ft of concrete dockage, very generous for this community, and lots of storage underneath the house for all your boating and fishing gear. A large pool, hot tub, and tons of community activities are just a few of the amenities Venture Out has to offer its residents.
Originally built as the developer of Cudjoe Gardens personal residence, this exceptional Mid-Century Modern waterfront Turn-Key home captures the effortless glamour of Palm Springs design blended with the laid-back sophistication of the Florida Keys. Offered fully furnished with 3 Bedrooms and 2 Baths, the residence has been beautifully remodeled with meticulous attention to detail, honoring its architectural roots while embracing modern luxury. Impact doors and windows, wide-plank engineered wood flooring, and an updated chef's kitchen with gas range create interiors that are both stylish and functional—ideal for relaxed living and elegant entertaining. The serene Primary Suite is a private sanctuary, featuring expansive picture windows that frame stunning views of the home's massive, newly refurbished waterfront pool, evoking a true resort-style experience. Designed for the boating enthusiast, the property offers deep-water dockage on a flow through canal with a concrete dock and 10,000-lb boat lift, providing effortless access to open water. A whole-house generator with automatic transfer switch ensures uninterrupted comfort and peace of mind year-round. Located within one of the Keys' most desirable waterfront neighborhoods, residents enjoy access to the Cudjoe Gardens Marina a full-service marina with fuel, bait, refreshments, and boat ramp, along with a beloved Bent Prop waterfront restaurant—all just moments from home This is a rare opportunity to own a historically significant, architecturally distinctive residence that seamlessly blends mid-century design, modern upgrades, and an unparalleled waterfront lifestyle.
Motivated Seller! Welcome home to this impressively spacious 2-bedroom, 2-bath Keys retreat, offering an elevated blend of comfort, functionality, and coastal living. The outdoor space is a dream with an in-ground concrete saltwater pool (2021) with a waterfall feature, 12k lb boat lift (2021), 60' concrete seawall, & an expansive 10' deep back porch (nearly 700 sq ft of porches), all perfect for outdoor dining, lounging, & savoring tropical breezes year-round. This home is a dream for boaters with quick easy access to open water, favorite sandbars, and world class fishing & diving. Inside, you'll find upgraded stainless steel appliances, onyx granite waterfall counters, a cedar closet in the primary suite plus a walk-in closet & additional double closet & linen cabinet, and beautiful slate flooring throughout, adding modern elegance to the easy living layout. Additional features include a 30 amp RV plug, plantation shutters throughout, Miami-Dade rated accordion shutters, a hip metal roof, excellent insurance rates, plus transferable flood insurance ($570!) for added savings. The nearly 700 sq ft permitted ground level offers an extra-large storage area, workshop, or game room, with plenty of space for an outdoor kitchen & lots of covered parking, while tropical landscaping welcomes you home. With thoughtful upgrades throughout & nearly new amenities in place, this home is waiting for you to enjoy the incredible Florida Keys lifestyle.
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 nestled within an exclusive gated community. Enjoy breathtaking ocean views and direct access to the water from your private 17 ft seawall. Community amenities include a boat ramp and boat washdown station after returning from a day on the water. A resort-style lifestyle with access to a huge heated pool, spa, clubhouse, pickleball courts, tennis courts, basketball courts, bocce courts, ocean swimming area with tiki huts and more! 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 an exclusive gated community which adds a sense of security and prestige. This home is ready for you to move in and enjoy! Don't miss this rare opportunity to own a piece of paradise! Nightly Rentals Allowed! Plenty of potential for rental income.
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-bathroom home, perfectly positioned directly across the street from the ocean. Wake up to serene water views and the soothing sound of the waves from your spacious, private deck—an ideal spot for your morning coffee or evening entertaining. This tropical retreat sits on a large, lushly landscaped corner lot, offering both privacy and ample space. The home itself is in excellent condition and is move-in ready, featuring modern, high-end appliances and the peace of mind that comes with accordion hurricane shutters. The versatile layout includes significant bonus space underneath the house, perfect for storage, entertaining, working on projects or just relaxing in the shade in your hammock. This is not just a home; it's a prime investment. With nightly rentals allowed and plenty of opportunities for success on platforms like Airbnb and VRBO to help offset your costs. Don't miss your chance to own a piece of paradise. Schedule your private showing today!
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 modern luxury and island life. As you step inside, you are greeted by an inviting atmosphere that captures the essence of coastal living. The master bedroom boasts an en suite bathroom, offering a serene retreat at the end of the day. This high-rise is more than just a home, it's a lifestyle waiting for you to embrace. 9' Tall ceilings with sturdy construction boasting 2x6 walls adds to the luxury feel of this recently built property. Impact rated windows and doors for added protection from the elements to keep you and your family safe. Venture Out is a vibrant community that embraces the spirit of island living, offering many amenities designed to cater to both owners and guests. Spend your afternoons soaking in the warmth of the heated pool. The marina invites boating enthusiasts to indulge their passions, while the boat ramp provides seamless access to adventure on the waters. For those seeking a little friendly competition, the courts for tennis, bocce ball, basketball, and pickleball create an atmosphere of active recreation. At the recreation hall, residents gather for activities and social events, creating a strong sense of community.
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 located in a premium location on the water with open water views and features a 35' concrete seawall for docking a boat. Dock is equipped with dock posts, cleats, water, and storage. Large patio space to enjoy paradise overlooking the water, with table and grill for outdoor dining. This property promises both convenience and relaxation. Don't miss your chance to own a piece of paradise. Venture Out community amenities abound, including a sparkling swimming pool, tennis courts, boat ramp, and clubhouse, ensuring endless opportunities for recreation and relaxation just steps from your door. Conveniently located just minutes from Key West and all the attractions of the Lower Keys, this waterfront gem offers the ideal combination of seclusion and accessibility. Whether you're seeking a weekend getaway or a year-round residence, 701 Spanish Main Dr, Unit 335, is sure to exceed your expectations. Don't miss out on this unparalleled opportunity to experience the ultimate Florida Keys lifestyle - schedule your private showing today!
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 investors or those seeking a tranquil retreat. Currently operating as a successful vacation rental, this home is perfectly positioned to generate income or serve as your own private oasis. This property promises both convenience and relaxation. Don't miss your chance to own a piece of paradise. Venture Out community amenities abound, including a sparkling swimming pool, tennis courts, boat ramp, and clubhouse, ensuring endless opportunities for recreation and relaxation just steps from your door. Conveniently located just minutes from Key West and all the attractions of the Lower Keys, this waterfront gem offers the ideal combination of seclusion and accessibility. Whether you're seeking a weekend getaway or a year-round residence, 701 Spanish Main Dr, Unit 79, is sure to exceed your expectations. Don't miss out on this unparalleled opportunity to experience the ultimate Florida Keys lifestyle - schedule your private showing today!
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 sought-after Venture Out community. This 2 bedroom, 1.5 bath retreat is the perfect blend of comfort and style that will transport you to a world of relaxation and tranquility. This income-producing home is an active vacation rental as nightly rentals are allowed here. Turn-key vacation rental selling fully furnished. The kitchen has lots of cabinets, a tiled countertop that opens to the dining area. Tile flooring throughout, New central AC & heat installed in 2024, all appliances, stackable washer/dryer. Lots of built in storage in bedrooms and hallway. Vinyl siding and metal roof for easy maintenance. New impact resistant sliding door and new impact resistant windows installed in July 2024. Venture Out is a gated community with sixty-nine acres of tropical paradise situated on the island of Cudjoe Key, Florida, a short 23.8 miles north from the southernmost point of the U.S. in Key West Florida. A 659 Unit private residential condominium association consisting of both RV and mobile homes, both available for short term and long-term rentals. With exceptional access to both the Atlantic Ocean and the Gulf of America, this tropical island environment is perfect for all your ocean needs. Venture Out is a golf cart friendly, private gated community that boasts a plethora of amenities to elevate your time to the next level. Indulge in lots of amenities, including a Marina store with fuel onsite, bait and convenience market, boat wash down station, community boat ramp, 80-foot heated pool, Jacuzzi, large kiddie pool, salt water swimming lagoon, convenience market, post office, 2 lighted tennis courts, basketball and bocce courts. Call today to schedule your private showing! Owner is a licensed real estate agent in Florida.
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.
Located on Cudjoe Key, only 20 miles from Key West. Transient use property, over 3.5 acres, 15 units (15 ROGO exemptions), over 300 feet of water frontage, boat basin, 3 concrete docks, one wooden dock, boat ramp. Shared coin laundry, 2 swimming pools, 3 private driveways. 2 parcels on US 1 are zoned Sub Urban Commercial, excellent rental history. Property spans from US 1 to the Atlantic Ocean. Owner is licensed Realtor. Please do not walk on the property without an appointment
Exceptional waterfront pool home in Summerland Key! This beautifully updated 2156sqft concrete home is located in the desirable neighborhood of Summerland Cove, known for its incredible boating access, deep-water flow through canals and close location to Key West (just 24 miles). Enjoy the ocean and lagoon views from the kitchen, living room, dining room, loft and screened patio, or from the 64' long concrete dock! Dock comes equipped with boat davits, fish cleaning station with water and swim ladder. With no rear neighbors there is plenty of privacy to lounge by the pool (has a pool heater/chiller), throw in a paddle board or kayak and cruise the lagoon or take advantage of the incredible boating/ fishing that Summerland has to offer with quick access to the Atlantic Ocean and the Gulf!

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Cudjoe Key is located in Florida. Cudjoe Key, Florida has a population of 2,315. Cudjoe Key is less family-centric than the surrounding county with 14.31% of the households containing married families with children. The county average for households married with children is 20.65%.
The median household income in Cudjoe Key, Florida is $89,556. The median household income for the surrounding county is $73,153 compared to the national median of $69,021. The median age of people living in Cudjoe Key is 52.8 years.
The average high temperature in July is 89.4 degrees, with an average low temperature in January of 63.4 degrees. The average rainfall is approximately 44.4 inches per year, with 0 inches of snow per year.