Cudjoe Key Florida homes for sale starting at Fifty Thousand Dollars

$1,250,000 - Cudjoe Key, FL

22957 Port Royal Lane Cudjoe Key, FL - Waterfront Paradise in Cudjoe Key - A Boater's Dream!Welcome to your own piece of paradise on the highly sought-after island of Cudjoe Key! Just 22 miles from the vibrant energy of Key West, this stunning waterfront home offers the perfect blend of tropical tranquility and modern convenience.Boasting an impressive 120 feet of waterfront, this property provides exceptional boating opportunities with direct access to the open ocean and the serene backcountry waters. Whether you're an avid fisherman, kayaker, or sunset cruiser, this location is ideal for all your water adventures.The beautifully maintained three-bedroom, two-bathroom home features an open floor plan, creating a bright and airy living space perfect for entertaining or unwinding after a day on the water. Large windows and sliding glass doors fill the home with natural light while offering breathtaking canal views.Step outside to the expansive patio, where you can enjoy your morning coffee while taking in the gentle island breezes or host evening gatherings under the stars. With a spacious 12,000-square-foot lot, there's plenty of room to create your own backyard oasis--whether that means installing a large pool, tiki bar, or outdoor kitchen.Additional features include:2018 Metal Roof - Built for durability and peace of mind598 sq. ft. of downstairs storage - Perfect for all your gear and toolsAmple space for parking - Bring your boat, RV, or jet skisPotential for an accessory structure - Customize to fit your needsThis rare waterfront gem is your chance to experience the Florida Keys lifestyle at its finest. Don't miss out--schedule your private showing today and start living your island dream!

$1,249,000 - Cudjoe Key, FL

701 Spanish Main 369, 370 Drive Cudjoe Key, FL - Boater's Paradise with Expansive Waterfront Views!Rare opportunity to own one of only three double lots in Venture Out on Cudjoe Key! This 2-bedroom, 2-bath home offers unbeatable waterfront living with a newer 70-ft concrete seawall equipped with davits, bumpers, swim ladder, fish cleaning station, and upgraded dock posts and cleats--perfect for accommodating your large boats. Enjoy sweeping open water views from the expansive deck featuring a hot tub, retractable awning, and ample space for entertaining. Two convenient parking spots are located right at your front door. Come put your personal touches on this property and make it your own coastal retreat! Located directly across from the marina and fuel dock, you'll have quick access to the ocean--just 15 minutes to deep-sea fishing and diving, and only 19 miles to the excitement of Key West. Venture Out is a gated, resort-style community offering 24-hour security and top-tier amenities, including a heated pool, spa, marina store, two boat ramps, tennis, pickleball, bocce ball, basketball, a kids' playground, and over 4 miles of scenic paved roads. Transient rentals are permitted, making this an ideal personal, investment or vacation home. Don't miss this exceptional waterfront retreat in one of the Keys' most vibrant communities!

$1,199,000 - Cudjoe Key, FL

21014 7Th Avenue Cudjoe Key, FL - Nestled in one of the Lower Keys' most coveted boating communities, this meticulously renovated 3 bedroom 2 bathroom coastal retreat is more than just a home...it's a gateway to endless aquatic adventures. Situated on a deep-draft, flow-through canal with direct access to both the Atlantic and Gulf, this property is a dream for fishing, diving, and island-hopping enthusiasts. The brand-new concrete dock with 17k boat lift is built for the serious boater, ensuring effortless departures for your next adventure. Step inside to find a seamless blend of modern elegance and island charm. The light-filled, open-concept living space is adorned with custom tile flooring throughout, sleek quartz countertops, and premium stainless steel appliances, creating an ambiance that is both stylish and functional. The spacious guest bedrooms offer plenty of room for family and friends, while the serene primary suite serves as a private retreat, complete with a spa-like ensuite bath. Designed for both beauty and resilience, this CBS-constructed home features impact windows and doors, giving you peace of mind during any season. Beyond your backyard paradise, Cudjoe Gardens Marina is just steps away, offering a full-service experience with a large boat ramp, fuel dock, convenience store, and the beloved Bent Prop Restaurant & Bar--perfect for enjoying a sunset cocktail after a day on the water.Whether you're seeking a full-time residence or the ultimate vacation getaway, this home delivers luxury, convenience, and some of the best boating access in the Lower Keys. Don't miss your chance to own this waterfront gem.

$1,196,000 - Cudjoe Key, FL

22946 Bluegill Lane Cudjoe Key, FL - If you are looking for the ''Island Life'' with the best boating access in the Keys, this is the property for you. This beautifully updated tropical Keys home on a lushly landscaped spacious 10,200 square foot lot, is located in the tranquil setting of sought after Cudjoe Ocean Shores. This subdivision is extremely desirable for its premier boating access to world class fishing and diving in both the Atlantic and the Gulf via Kemp Channel. Kemp is one of the deeper easier channels to navigate to the Gulf, and has a much higher bridge clearance to get under US 1 for quick and easy access to the Atlantic. This combined with having 85' of canal frontage on an extra wide canal with lots of room to maneuver, makes this property perfect for bigger boats. With two ensuite bedrooms and a split floor plan, this home offers extra privacy for family and guests. The large covered screened back deck spans the length of the house overlooking the canal and is the perfect setting for dining al fresco. There is a garage and large enclosure below, and plenty of room in the fenced yard to store your toys. Start and end your day on the rooftop deck, sipping coffee soaking in morning sunrises over Kemp Channel and savoring appetizers and cocktails as you enjoy the unique and spectacular Keys sunsets. This property has impact windows and a metal roof for your added protection and reduced insurance premiums. A 22 KW whole house propane powered generator keeps you comfy whenever we have a power outage. Located only a short 20 minute drive to Key West.

$1,149,000 - Cudjoe Key, FL

21073 7Th Avenue Cudjoe Key, FL - Florida Keys Waterfront Paradise - 80' Dock & No Bridges to Open Water!Nestled in a boater's paradise, this 2,198 sq. ft. 3-bed, 2-bath home offers a split floor plan for privacy and comfort. Inside, the spacious kitchen boasts stainless steel appliances, generous cabinet space, and ample corian counter space perfect for cooking up your fresh catch. The open-concept living and dining area flows effortlessly to four sets of French doors, leading to a large screened patio ideal for seamless indoor-outdoor living. A large utility room adds extra convenience.With 80 feet of canal frontage and no bridges to open water, you're just minutes from incredible destinations like American Shoal, Looe Key, and Marvin Key. Spend your days snorkeling, fishing, or exploring pristine islands, then unwind with unforgettable dining experiences at fantastic nearby restaurants.Whether you're an angler, adventurer, or just seeking the perfect Keys retreat, this home is your gateway to paradise.

$1,149,000 - Cudjoe Key, FL

128 Le Grand Lane Cudjoe Key, FL - Welcome to your stunning 3-bedroom, 2-bathroom oasis, nestled at the end of a peaceful cul-de-sac on a double canal. Surrounded by lush fruit trees, this home offers the perfect blend of tranquility and luxury. Step inside to find a spacious open floor plan that creates a bright and airy atmosphere, ideal for entertaining. The chef-friendly kitchen is equipped with modern appliances, making it a culinary enthusiast's dream. The tranquil master retreat overlooks the pool and features a spacious bathroom complete with a jetted tub for ultimate relaxation. The guest bedroom offers its own access to the guest bath, along with a walk-in closet and serene water views. This home is truly a haven for outdoor lovers. With over 200 feet of waterfront, you'll have ample space for all your water activities. Enjoy the convenience of a 14k boatlift and 10,000k davits, perfect for boating enthusiasts. For those who love to fish, there's a dedicated fish cleaning table and tackle storage. After a day on the water, refresh yourself in the outdoor heated shower. OFFER COMPLETELY FURNISED

$1,135,000 - Cudjoe Key, FL

22837 Calico Jack Circle Cudjoe Key, FL - Open Water Views & Sunset Skies with great boating access describes this Concrete Block Construction Home with pre-stress concrete beams holding up a poured concrete floor.... Lot to the east is available for sale at additional price. Home features open floor plan with vaulted ceilings, tile floors throughout, partial walk-around, storm shutters, 2018 A/C, impact front door and metal roof. Storage room below and ample parking too. Quick commute to Key West, shopping, restaurants and all other conveniences. Excellent Oceanside boating access to the best fishing and diving spots in the Lower Keys. Enjoy the outdoors and gorgeous sunset skies on your screened porch facing the canal & Cudjoe Bay.....Great Home and Great Location!

$1,099,000 - Cudjoe Key, FL

22841 Buccaneer Lane Cudjoe Key, FL - Welcome to ''Cayo Casa Cudjoe,'' a tropical haven where the island lifestyle seamlessly blends with world-class fishing. Nestled on a beautifully landscaped triple lot, this waterfront gem offers the ultimate escape. The heart of this angler's paradise are the 2 covered boat slips, each equipped with their own lift; your gateway to the best fishing, diving and boating in the Florida Keys. Whether you're setting out for an early morning catch or cruising the calm waters at sunset, these private boat slips make every adventure effortless. The elevated main house features 2 bedrooms and 2 baths, with soaring vaulted ceilings and warm original wood flooring that bring a natural island feel to your living space. The open-concept great room is perfect for entertaining or unwinding after a day on the water, with stunning canal views just beyond your windows. Below, the ''pre-firm'' guest quarters provide a comfortable and private retreat for visitors, or the perfect spot to relax after a day spent fishing, diving, or exploring the nearby islands. With 18,564 sq ft of land, you'll have room to spread out, add a pool or just fully embrace an abundance of privacy. Whether it's hosting outdoor gatherings, parking your boat trailers and RVs, or simply soaking in the lush surroundings, ''Cayo Casa Cudjoe'' is designed to maximize your enjoyment of this beautiful tropical setting. Don't miss the chance to call this island retreat your own and experience the best of Florida Keys has to offer!

$1,095,000 - Cudjoe Key, FL

22852 John Silver Lane Cudjoe Key, FL - Welcome to your private tropical oasis in the Lower Florida Keys! This beautifully maintained waterfront home is perfectly situated on a quiet street in the desirable neighborhood of Cutthroat Harbor Estates on Cudjoe Key. Boasting 3 bedrooms, 2 bathrooms an open-concept living area, this property is designed to embrace the laid-back island lifestyle.Step inside to find a bright and airy interior with vaulted ceilings, large impact rated windows, and sliding glass impact rated doors that give the home natural light. The kitchen features a heart of the house concept, and a convenient breakfast bar, making it perfect for entertaining. Hurricane doors and windows provide safety and peace of mind as well as mitigation credits for insurance! New Gree air conditioning units with both cooling and heating.Outdoors, you'll discover a spacious patio overlooking a deepwater canal with direct access to the open ocean and the Gulf of Mexico. The property includes a 60-foot concrete dock, making it ideal for boating, fishing, or diving adventures. Take in the breeze from one of your FOUR balconies! Enjoy a variety of native trees and plants provide shade through the property. Exceptional boating out your back door! Cudjoe Bay is an exceptional spot to anchor and go for a dip to cool off. Additional features include a large lot with lush landscaping, plenty of storage for your gear, covered parking, and room for an RV or trailer. If you're looking for a full-time residence, a vacation retreat or an investment property, this home offers it all. Plenty of room to add a boat lift or pool! Downstairs enclosure provides ample storage for tools and boating toys!Enjoy the beauty of the Florida Keys and the convenience of being just 20 minutes from Key West's dining, shopping, and entertainment. Schedule your private tour today and start living the dream!*Please note 3rd bedroom is open air

$1,025,000 - Cudjoe Key, FL

701 Spanish Main Drive Cudjoe Key, FL - Transiently licensed, open water & turn key, the perfect Florida Keys getaway. Dazzling views and instant access to the beautiful waters of the Florida Keys. The home is new (built in 2021) with 2 bedrooms and 2 bathrooms, 9 ft ceilings, fully furnished, leather finish granite in the kitchen and every finish taken to the next level. Impact windows and doors, 70' flat screen TV, plenty of comfortable seating options. Dock your boat right behind the house on the full width, 34ft, concrete seawall. Wonderful on-site amenities in Venture Out Resort include a heated 80-foot pool with large hot tub and kids pool, tennis courts, basketball court, bocce courts, swimming lagoon, marina & convenience market with fuel on site as well as two double wide boat ramps, a recreation center with billiards, darts, ping pong, a post office and a library. 24 Hour Patrolled Security.

Cudjoe Key, Florida listings for sale

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