Florida Keys Waterfront Homes For Sale on the Ocean Side of the Island. Oceanfront Homes

Boaters Paradise in Cudjoe Key under 1 million! Priced to Sell! Bring all offers!Bring your boat, jet skis, and sense of adventure! This upgraded two-story coastal retreat is designed for water lovers, featuring over 60 feet of dock space complete with shore power, plumbing, and brand-new dual jet ski davits plus a boat lift -- perfect for launching into the Florida Keys lifestyle.The lower level offers a private in-law suite just steps from the water. Built only three years ago, this self-contained apartment features a full kitchen, its own A/C system, premium waterproof PVC flooring, and marine-grade insulation -- ideal for guests, rental income, or extended family.Upstairs, the main residence features a bright, open-concept living space with large impact-resistant windows and doors installed by the previous owners, offering both natural light and storm protection. The home is energy-efficient and move-in ready.Located in a quiet and highly desirable neighborhood in Cudjoe Key, this fully furnished gem is a rare opportunity to own a true Keys boaters dream home. Whether youre an avid fisherman or just looking for the ultimate waterfront lifestyle, this property is a must-see!

This place has it all! Open water views can be yours at this Ocean Front A-Frame in private Lions Lair of Marathon. Outdoor Amenities include a pool, dockage for boats of 25 and under, boat ramp, tiki hut, boat trailer storage, clubhouse, and a paved path out to the jetty point. The Ocean Views greet you as you walk in this well built half duplex with impact windows and doors, 3 bedrooms, 2 baths and an office loft bonus space. Large outdoor deck that is perfect for morning coffee or an evening cocktail while enjoying the view. This is one of the premiere locations in Lions Lair offering the most privacy and convenient location to the marina and amenities. Association fees are only $1500 per year and no rentals are allowed, so you do not have to worry about being surrounded by noisy vacation rentals. Truly a unique and well built home in a hard to beat location, book your showing today!

Welcome to Blackbeard Lane on Cudjoe Key, a stunning stilted home that perfectly combines modern elegance with the charm of the Florida Keys. Built in 2012 and thoughtfully updated, this property boasts 3 bedrooms and 2 bathrooms across 1,195 sq. ft. of beautifully designed living space.The heart of the home is the expansive open-concept living area, seamlessly connecting to a chefs kitchen adorned with high-end appliances, custom cabinetry, a pot filler, and a striking Dade County Pine hood. The primary suite features an ensuite bathroom with custom finishes and generous walk-in closets, while two additional guest rooms share a stylish guest shower.Attention to detail is evident throughout, from the contemporary flooring to the Dade County Pine accents. The home is equipped with impact-resistant windows and a newer roof (2018), ensuring low insurances and peace of mind. Set on a spacious 6,000 sq. ft. lot, this property is a true boaters paradise, featuring a 40-foot seawall and a 10,000 lb boat lift, making it easy to explore nearby destinations like the American Shoal Lighthouse and Looe Key Sanctuary. Additional amenities include an outdoor shower, ample parking, and a downstairs enclosed garage for extra storage.Experience the best of Florida Keys living in this exceptional home!Property is owned by a licensed Real Estate Agent.

SPECTACULAR OCEANVIEWS!!! Just a few houses in from the Wide Open Ocean & Bay- CBS House 3 Bed/2 Bath - 80 ft. Concrete Dock on a Deep - Water -Wide - Canal. Beautifully Landscaped Yard. This home features - Cathedral Ceilings, Custom Cabinets & Island. Great Layout, & Impeccable Craftmanship on the Front Door & Tile through out. Plenty of Room for a Pool, RV, & All your toys. Quiet neighborhood - But close enough to Key West for all the Entertainment & Fun. Truly a Fishermans Dream.

Waterfront stilted newer construction home that combines modern luxury with the serene beauty of the Florida Keys. This 4-bedroom, 3-bathroom residence is priced to sell. Inside, youll find a beautifully appointed living space, fully furnished and rental-ready. The kitchen features granite countertops, stainless steel appliances, and ample cabinet space. The open floor plan, accentuated by tile flooring throughout, makes it perfect for both relaxation and entertaining. The large master suite boasts a luxurious bath with a dual vanity, a huge walk-in closet, and an additional linen closet. Wake up to breathtaking sunrise views from the east-facing balcony that overlooks open waters. Outside, the property offers covered parking for four cars or space for trailers. The home also accommodates up to a 35 ft boat, making it ideal for boating enthusiasts. Community amenities include kayaks available for everyone to use, a resort-sized heated pool surrounded by comfortable lounge chairs and a charming thatched-roof cabana. The boat docks cater to the avid angler, while a sandy beach area invites you to unwind and soak up the tropical ambiance. Additional features include a newer A/C installed in 2020, a hot tub, a bait freezer, and window treatments throughout the home. The lush tropical landscaping enhances the vacation-like atmosphere. The homes metal roof and stilted design add to its durability and charm. With its excellent rental history and many repeat visitors, this property is a fantastic investment opportunity. The assumable flood policy under a favorable rate further adds to its appeal. Dont miss out on this exceptional property that combines luxury with the natural beauty of the Florida Keys. Contact us today to schedule a private tour and experience this tropical haven for yourself!

Renovated Waterfront Gem! Welcome to your dream coastal retreat! This beautifully updated 2-bedroom, 2-bath home offers a 60-ft concrete dock along a 60-ft wide canal, providing the perfect setup for all your boating and water adventures. The property includes covered parking and a garage, ensuring convenience and plenty of storage for your vehicles and gear.Step inside to a bright and inviting space featuring brand-new impact windows and doors, a modern kitchen with quartz countertops, stainless steel appliances, and a stylish island--perfect for entertaining. Relax in the comfort of a durable metal roof and a new HVAC system for year-round peace of mind.Step outside to your screened patio, a tranquil spot to unwind while soaking in views of the canal and open water. Whether youre enjoying your morning coffee or an evening breeze, this serene space connects you with the beauty of waterfront living.Nestled in a boaters paradise, youre just minutes from incredible destinations like Little Palm Island, Looe Key, and Marvin Key. Dive into snorkeling, fishing, or island exploration, then treat yourself to the nearby fantastic restaurants for unforgettable dining experiences.This is more than a home; its your ticket to paradise. Dont let this one slip away!

🌴 Canal-Front Home in Sugarloaf - Boat Lift Included - Motivated Seller - Only Listed for 2 Weeks! 🌴Enjoy the ultimate Keys lifestyle in this well-maintained 3-bedroom, 2-bath canal-front home in beautiful Sugarloaf Key. Located on a quiet street, this move-in ready property offers direct boating access and your own private dock with boat lift--perfect for easy access to both the Gulf and Atlantic with no bridges.Inside, the home features an open-concept layout with vaulted ceilings, a bright kitchen with stainless steel appliances, and generous living space filled with natural light.💰 Motivated seller - all reasonable offers considered!⏳ Listed for only 2 weeks - after that, its off the market!📍 Just 20 minutes from Key West, close to top-rated schools, dining, and outdoor recreation.📞 Schedule your private showing today--opportunities like this dont last!

Luxurious 4/3.5 in gated Key Largo Ocean Resort, a golf-cart friendly community featuring 24/7 security gate, clubhouse, fishing pier, marina, onsite boat ramp, basketball & tennis court, swimming pool, gym, kids park and so much more! And thats just the beginning! This home features an open floor plan with master suite on the main level, thick granite on all counters throughout. Kitchen is equipped with a wine cooler! Upper level has an additional master suite plus two more bedrooms. Every bedroom closet has upgraded build-in drawers and shelves. 2 AC units, metal roof, spray foam insulation, covered parking for multiple vehicles or even your boat, interior laundry, tankless hot water heater, outside shower, artificial turf, and lush landscaping. There is also a large storage room on the ground level for all your fishing & water toys. Electric box was also upgraded to include generator plug-in. It doesnt get any better than this. Dont miss this opportunity! Four bedroom homes in this community are rarely available. Picture yourself relaxing on the balcony after a long day of fishing and snorkeling in the crystal clear waters of the Florida Keys. Sit back and enjoy ocean breezes and a frozen cocktail! And bonus........Furniture is included! There are so many upgrades in this home! This is a great home for large families or even as an investment property! Additionally, owners can get on the wait list for a boat slip (additional fee for slip). However, a slip is not necessary as there is an on-site boat ramp and you can store your boat and trailer right under your stilt home! Competitively priced and will go FAST! Paradise is calling your name! Blink and it will be gone!

ITS ALL ABOUT QUICK BOAT ACCESS AND VIEWS! Lower your boat into the extra wide, deepwater canal from the 10,000 lb. boat lift, and youre in open water in less than a minute. Turn right, to the north, and youre heading for the Gulf; turn left, to the south, and youre heading for the Atlantic. Need fuel? No problem! Fuel, ice and more are just 1/4 mile away up the 75-ft. wide canal at Triton Sea Center. Offering some of the best alfresco dining space in the Florida Keys with views of Newfound Harbor, you can enjoy a meal from one of two screen porches upstairs or at the eight-foot built-in table on ground level overlooking the water...you may just spot the manatees that frequent this clear-water canal.The Hardie-plank siding has been freshly painted, and the wrap-around deck has being newly stained. A new washing machine, dishwasher, tankless water heater, and refrigerator were installed in 2024. Exceptional details include the impressive outdoor shower, custom gates, stainless-steel cable railings, impact-resistant windows and doors upstairs, 840 sq. ft. storage enclosure. The 60 x 112 ft. property has a fenced back yard, 60 ft. concrete seawall and room for a pool. This Newfound Paradise is fully furnished for your convenience ... just bring your boat, your fishing and dive gear, and go have fun!

Tucked within Marathons iconic Little Venice--a neighborhood known for its vintage conch homes and authentic Keys charm--this updated 2 bedroom, 2 bath cottage blends nostalgic character with modern ease. Original terrazzo floors nod to its mid-century roots, while crisp finishes, plantation shutters throughout, and a breezy, open layout evoke a relaxed, effortless vibe that feels right at home in the Keys. What truly sets this property apart is the rare double lot--offering a spacious waterfront yard with features few homes in the area can match. The backyard is a private retreat, complete with a sparkling pool, an adorable covered patio ideal for outdoor dining or lounging, and plenty of room to entertain. Theres covered parking, space for a boat trailer, and generous off-street parking. Boaters will appreciate the 50 feet of dockage on an 85-foot wide, flow-through canal--just seven homes in from open water and around the corner from Vaca Cut, providing quick access to both the Atlantic and the Gulf. While compact in footprint, the interior is exceptionally well designed--with no wasted space and a layout that lives larger than expected. Both bedrooms easily accommodate king-size beds with room to spare, combining comfort and efficiency not often found in homes of this scale. Whether youre seeking a weekend escape or a full-time home that delivers on both charm and functionality, this is an exceptional opportunity in one of Marathons most beloved waterfront enclaves.

Welcome to your dream home in the highly desirable Harborage subdivision in Key Largo! This brand new, tri-level waterfront home offers the perfect blend of luxury and functionality with an open floor plan designed for modern living and perfect for entertaining. Features 3 Bedrooms, 2.5 bathrooms. The Harborage subdivision is known for its exclusive amenities, including direct ocean access, a boat ramp, a sparkling pool, and a welcoming clubhouse. This is waterfront living at its finest! Dont miss your chance to own this incredible waterfront property in one of Key Largos most sought-after neighborhoods.

Start the New Year in this wonderful family home with a flexible floor plan. Located on a quiet street in mid town close to schools, shopping and walking trails through Little Hamaca Park nature preserve. Upon entering the home you will find an open concept living and kitchen area perfect for family gatherings. Impact rated French doors off the living room lead you to the tropically landscaped side yard. The versatile layout offers three generous sized bedrooms and one updated bath on one side of the home. Additionally, there is a flexible space for a bedroom/den/office and an updated bath to the right side of the kitchen. Offering possibilities of a potential lock out space for guests or generating additional income. Enjoy your own private paradise with a spacious backyard on this 6,472 sq ft lot. Featuring a large 20ft x 15ft saltwater swimming pool and private waterfront allowing access to the salt ponds for paddle boarding or kayaking right from your backyard! The attached garage offers parking, extra storage and a laundry room with a new Maytag washer and steam dryer set and on demand hot water heater. Must see, call today!

This 2-story home was built for relaxation and views of the open water and unforgettable sunsets. Watching the sun dip down on the horizon, transforming a brilliant blue sky and white fluffy clouds into soft pinks and oranges is pure delight and good for the soul.The property is in the Lower Florida Keys at Mile Marker #15 in Saddlebunch Key, Bay Point Subdivision. It is only 20 minutes to downtown Key West or to Big Pine Key. It is a unique community of friendly kids, young and active mature people, working people and retirees. Many walk or jog for exercise, walk their dogs, walk with friends, ride bicycles, motorized or not, and adult tricycles and golf carts make their way around the neighborhood too. The Bay Point County Park is very popular for all ages and is complete with: Boat ramp; Fenced-in kiddie playground with swings and jungle Jims; Basketball, Volleyball, Bocce Ball and Tennis and Pickle ball courts (with lights for evening play); Picnic tables and grills, perfect for birthdays, holiday celebrations or casual get-togethers; a spacious field where dogs can run around and play freely.First Floor: 2 bedrooms, 2 baths, including a Master suite with breathtaking waterfront views.Second Floor: Spacious Great Room With high ceilings, a beautifully appointed kitchen, dining area and living space, plus an additional bedroom and bath.Shallow draft boating access to both Gulf and Atlantic on boats with outboard motors. Come and see for yourself, this is more than just a house, its a tropical paradise where every day feels like a getaway.An octagon home in a tropical area of the USA, such as Key West and the Florida Keys, has several advantages in terms of architecture, engineering, and sustainability. Heres why it is a great choice: 1. Improved Wind Resistance2. Efficient Natural Ventilation3. Better Use of Natural Light4. More Energy-Efficient Design5. Increased Stability on Elevated Foundations and more...

Now offered in the sought after Jolly Roger Estates, this beautifully maintained one owner, canal front home is just 10 years old and move-in ready. Elevated and thoughtfully designed, the 1,296 sq. ft. residence features three bedrooms and two bathrooms with refined details such as crown molding, tray ceilings, tile showers, and an open-concept living area. A new metal roof was installed in 2018, and the home is fully equipped with impact-rated windows and doors for peace of mind. Enjoy added privacy and nightly sunset views over the pristine salt marsh directly across the street. Boaters will appreciate the excellent access to both the ocean and the bay, with a private dock that includes a side lift boat elevator. The spacious lot provides a large driveway, covered parking for multiple vehicles, and space for a boat trailer. Downstairs, a full concrete pad and enclosed anglers room offer the perfect setup for storing fishing gear and water toys. Located near mile marker 28.5, Jolly Roger Estates is a peaceful waterfront community on the Atlantic side of Little Torch Key. Known for its palm-lined streets and tranquil setting, the neighborhood offers direct access to Pine Channel and world-class boating, fishing, and diving at Looe Key Reef. Just 24 miles from Key West, the area offers the perfect balance of island serenity and easy access to vibrant city amenities.

Looking for a waterfront property in the Florida Keys without the multimillion-dollar price tag? Dreaming of a peaceful retreat with unobstructed open-water views at an affordable price? This hidden gem in Conch Key Village offers just that. Located in a serene, well-established community, this property is perfect for anyone seeking a tranquil escape with easy access from the mainland. The home is just a short walk from a private beach on Coral Key, offering the perfect spot to enjoy the waters and relax. Ideal for weekend getaways, its only a quick drive from Miami-Dade and Broward, making it a perfect second home. Amenities include a boat ramp, private beach area, and overflow parking for boats, trailers, RVs, etc. Every homeowner has access to the boat launch ramp, making water activities a breeze. The 1-bedroom, 1-bathroom home is cozy yet full of charm, featuring large windows that allow natural light to fill the space and offer views of the surrounding beauty. The home includes a spacious garage, perfect for additional storage, and a guest area not shown in the photos thats a must-see in person. One of the highlights is the homes prime waterfront location. Enjoy direct access to fishing, kayaking, paddleboarding, and more right from your doorstep. The outdoor area is perfect for relaxing, featuring a tiki area, hot tub, and a concrete retaining wall along the water, ideal for watching sunsets or entertaining guests. Coral Key Village offers a peaceful and friendly community with well-maintained common areas and a sense of security. Whether youre enjoying a walk or simply taking in the views, this property is the perfect blend of tranquility, convenience, and waterfront living. Dont miss out on this exceptional opportunity in the Keys!

Turnkey waterfront living! One of the lowest-priced waterfront single-family homes in the Upper Keys. Located on the oceanside, this move-in-ready home presents an incredible opportunity for waterfront living at an exceptional value. Upstairs, youll find a bright and inviting 2-bedroom, 1-bath layout featuring charming Dade County pine ceilings, tile throughout, and an updated kitchen and bath with stainless steel appliances. The home is equipped with impact windows and doors, plus a new roof installed in 2022. Downstairs offers a separate guest suite and ample storage for all your fishing gear. The covered patio and spacious outdoor area provide the perfect space to relax, enjoy the ocean breeze, or fish right from your dock. The property boasts 60 on the water with a dock and a cut-in boat slip, a 10,000 pound boat lift and immediate ocean access with no fixed bridges. Just one canal from Pilot House Marina and Key Largo Fisheries, youll have quick and convenient access to bait, ice, and fuel. Located near Key Largo Parks new Pickleball courts, walking trails, playground, basketball and tennis courts, the Jacobs Aquatic Center and much more. Quick commute to the mainland. Dont miss this rare opportunity to own an affordable waterfront home in Key Largo. Call today.

Nestled in the heart of Sugarloaf Key, this charming 3-bedroom, 2-bath canal-front home offers the perfect blend of privacy and adventure. Situated on an oversized lot and surrounded by the serene beauty of a national wildlife preserve, this property is a true Florida Keys gem.Enjoy 30 feet of seawall--ideal for boating enthusiasts--and quick access to open water. The home features a durable metal roof, impact-resistant windows, and a dedicated laundry room for convenience. Inside, youll find a spacious walk-in closet, a bright and open layout, and plenty of room to relax or entertain.Located just minutes from the famous Sugarloaf jumping bridge and endless outdoor activities, this is your chance to own a slice of paradise.

60 foot wide canal, 80 feet of cement seawall. Great boating access. Welcome to 66 Colson Drive in the desirable Cudjoe Gardens! This beautifully updated 3-bedroom, 2-bathroom canal-front home offers the ultimate Keys lifestyle with direct ocean access, ideal for boating enthusiasts. The bright and open floor plan seamlessly blends indoor and outdoor living spaces, perfect for entertaining or simply relaxing by the water. The kitchen features sleek finishes, stainless steel appliances, and ample storage. This home has a brand new roof and a new AC for immediate savings. Step outside to a tropical oasis, complete with a sparkling pool and a spacious patio, all overlooking the tranquil canal. With 80 feet of waterfront with a concrete dock, this property is ready for your next adventure on the water. Embrace Keys living at its finest in this move-in-ready gem in Cudjoe Key!

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, youll 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 youre 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 Wests dining, shopping, and entertainment. Schedule your private tour today and start living the dream!*Please note 3rd bedroom is open air

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 anglers 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 youre 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, youll have room to spread out, add a pool or just fully embrace an abundance of privacy. Whether its 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. Dont miss the chance to call this island retreat your own and experience the best of Florida Keys has to offer!