Middle Keys Waterfront Homes for Sale, Single Family Houses, Open Water, Ocean and Bay / Gulf Views

Welcome to Your Dream Waterfront Retreat!Discover this charming 4-bedroom, 3-bathroom single-family home, perfectly situated on a canal front in one of Marathons most desirable neighborhoods. This spacious 1,744 sq. ft. residence features a thoughtful layout designed for both family living and vacation rental potential. Currently used as an vacation rental. Enjoy the serene canal views from your patio, and take advantage of 60 feet of dockage, making it easy to access the open waters of the Middle Keys. The home boasts all impact-resistant windows, ensuring safety and peace of mind. With a ground-level design, this property is ideal for easy living.Inside, youll find built-in cabinets and ample storage, complemented by a well-equipped kitchen featuring essential appliances like a dishwasher, microwave, range, refrigerator, and washer/dryer. The tile flooring throughout adds a touch of elegance while being easy to maintain.Located just behind the airport, this home offers convenient access to local amenities, a new bike path, and a community boat ramp, enhancing your lifestyle in the Keys. Pets are welcome, making this a perfect family residence or vacation rental opportunity.Schedule your personal/virtual walk-through today to experience the spacious floor plan and updates that make this home a true treasure. Your next adventure in the Middle Keys awaits!

Nestled on tranquil Flamingo Island, this impeccably maintained concrete constructed waterfront home offers direct deep-water access to the Atlantic via Sisters Creek, ideal for boaters and water enthusiasts. Owner occupied for the past 18 years, this home showcases a spacious, open-concept design with high ceilings and a screened waterside porch that spans the length of the house, perfect for enjoying the afternoon breeze. The chefs kitchen is a standout, featuring stainless applicances, generous cabinetry, an eat-at bar, and plenty of buffet storage. The primary bedroom boasts an en-suite bath, while the guest bedroom and a versatile third room, ideal as an office or additional sleeping space, provide flexible living options. Both bathubs are jetted. Downstairs, youll find a convenient drive-through garage, a dedicated workshop, an anglers room, and covered parking for three vehicles beneath the home. Parking area set up for an RV and plenty of room for a boat trailer and toys. Spacious backyard with lush green grass, mature palms, fruit trees and plenty of room for a pool. Biking distance to Sombrero Beach and walking distance to Florida Keys Country Club for a round of golf. This property is a rare gem for those seeking waterfront living with both comfort and functionality in the Florida Keys.

Discover your own piece of paradise with this luxurious 3 bedroom, 2 bath waterfront home in Marathon! Completely renovated and turn-key ready, this property is currently a successful weekly vacation rental with bookings in place into 2025, making it an ideal investment opportunity.Step inside to find modern coastal furnishings, an open-concept layout, and a new kitchen with custom cabinets, granite counters, and stainless-steel appliances. The home features impact windows and doors, ample storage, and parking for cars and boat trailers. Outside, the custom-tiled backyard boasts a pool, Tiki Hut lounge, and an outdoor stainless-steel kitchen equipped with a gas grill, griddle, oven, sink, and cooler. Enjoy the landscaped surroundings and relax in the temperature-controlled pool and custom paver patio after a day on the water. Boaters will appreciate the 60ft dockage, deep water canal, quick access to both the Gulf and the Ocean, and a convenient boat lift. The property also includes a covered fish cleaning station with power, water, and light, as well as an ice maker and freezer for storing your catch.Located in a family-friendly neighborhood in the heart of Marathon, this home not only offers high-end coastal features and turn-key condition but also serves as an excellent second home or permanent residence. Owner/Agent. Dont miss out on this opportunity--schedule your showing today!

Welcome to your personal paradise at this exquisite half duplex on Boot Key Harbor, offering mesmerizing waterfront harbor views from the living room, kitchen and master bedroom. Perfectly situated for boating and fishing enthusiasts, this concrete stilted structure features a metal roof (2018) and impact windows (2021), ensuring durability and peace of mind. With over 3,000 square feet of living space, this roomy home easily accommodates large families or groups and all their watercraft. The residence has 4 spacious bedrooms and 4 1/2 bathrooms, including 2 ensuite bedrooms to host your special guests. The lower level features a versatile full apartment with potential for separate long term rental, providing great investment potential. Employ just the ground floor apartment or the entire property for 7-day vacation rental income. With approximately 60 feet of prime deep water waterfront, the property includes 3 separate boat slips, a 10k boat lift, and docks equipped with power, water, and a swim ladder, making it ideal for all your boating and water activities. A fish cleaning station on the sturdy seawall adds to convenience, while cool trees provide shade for relaxing. 3 levels of porches give you comfortable access to amazing sunsets and harbor views. Watch the boats motor by all day long and catch the Holiday Lighted Parade from your front row seat. Or enjoy cool breezes and a peaceful golf course view from your cozy front porch. Comfort is paramount with an elevator for easy access, 3 air conditioning units (2 replaced recently), roomy laundry room, an air-conditioned garage and multiple storage spaces. Ride your golf cart to the beach and nearby shopping and restaurants. Just minutes from a full-service Marina, Sisters Creek and Gulf-side boating, this stunning home is a must-see. Whether youre seeking a full-time residence, a vacation retreat, or an income-generating investment, embrace the coastal life on Boot Key Harbor in Marathon today!

Welcome to 2944 Dolphin Drive, a charming 3-bedroom, 2-bathroom CBS stilted home in the heart of Marathon. This property offers breathtaking open water views and a flow-through canal, making it a boaters paradise. The synthetic dock is equipped with a swim ladder, water access, and a fish cleaning station. With a double-car covered carport, a spacious pea rock yard, and plenty of parking, theres also ample room to add a pool or further customize your outdoor space.Enjoy the tranquil surroundings from the balcony, the perfect spot to relax and take in the serene canal views. Inside, the eat-in kitchen is a chefs delight, featuring stainless steel appliances, a 5-burner hooded gas stove, a kitchen island, and stylish dark wood cabinets. The large master suite includes an ensuite bathroom with dual sinks and a walk-in tiled shower with a bench, offering both comfort and elegance.Generously sized bedrooms, a convenient pantry, and additional storage under the house ensure plenty of space for all your needs. Impact windows provide peace of mind, while the open layout and functional design make this home ideal for Keys living. Whether youre enjoying the balcony, entertaining on the waterfront deck, or taking advantage of the easy water access, this property offers everything you need to live your dream lifestyle in the Florida Keys. Dont miss this incredible opportunity!

Waterfront Retreat with Expansive Garage & Breathtaking ViewsNestled in a private, tropical setting, this stilted concrete home offers breathtaking open-water views, stunning sunsets, and complete seclusion. Originally built as a two-bedroom, one-bathroom home, it has been converted into an oversized one-bedroom, one-bathroom retreat, maximizing space and comfort. Surrounded by swaying palm trees and lush natural beauty, this property provides the perfect blend of tranquility and coastal living.A rare find in the Florida Keys, the property includes a newly built three-bay garage with two hydraulic car lifts, a 42-foot-long by approximately 12-foot-wide bay, and a 1,211 sq. ft. concrete bunker constructed in 2015. Designed with functionality in mind, the garage features a loft, workshop, ample storage, spray foam insulation, a double professional stainless steel workshop sink, and an on-demand hot water heater--making it an exceptional space for car enthusiasts, hobbyists, or additional storage.With 27 feet of direct Gulf frontage, the property offers water access and endless potential. A motorized gated entrance ensures privacy, while the serene setting creates an exclusive retreat unlike any other. Whether youre seeking a peaceful getaway, a primary residence, or an investment opportunity, this unique property captures the essence of the Florida Keys lifestyle.

Endless Views, Endless Possibilities - Your Waterfront Dream Home Awaits!This unique waterfront property, designed in the shape of a riverboat, offers an exceptional opportunity to create your ideal coastal retreat. Nestled on a prime 6,500 sq ft lot, the home boasts spectacular, unobstructed views of the Gulf of Mexico from nearly every room, with a living area lined with windows that frame the breathtaking scenery.Still owned by the family who originally built it, this fixer-upper is a rare canvas for those with vision and a passion for customization. Whether you choose to renovate and transform the current structure or demolish and build your dream home from the ground up, the possibilities are truly endless. With plenty of space for a pool, tiki bar, or outdoor entertainment area, this property provides the perfect backdrop for luxurious waterfront living.Located on sought-after Vaca Cut, youll have quick access to both the Ocean and the Gulf, offering unparalleled convenience for boating and water enthusiasts.The sellers are highly motivated, so dont miss your chance to secure this one-of-a-kind property and create your very own piece of paradise!

Boot Key Harbor home located in a protected basin hurricane hole. Deep water access to the Atlantic close to all types of amenities spacious four bedroom , three bath home on a extra large lot. Newer roof 2018. Had been a vacation rental for years nicely decorated with several new upgrades throughout. At one time had approved Dive boat business on site. Endless possibilities lots of off street parking last house on the road. Could have a large extra wide power or large sailboat here in deep water with 85 feet of dockage lots potential for more than one boat

Professional pictures & tour will be available by March 31 ! This FULL DUPLEX now Available! Nicely updated and lovingly maintained by this family for over 40 years! Live in one and Rent the other! Or just enjoy the room & privacy, for all of your family and friends. Come and share the wonderful Island Life here on 9th Street in fabulous Florida Keys! This 100 ft wide canal gives you access to both the open ocean and open gulf with a brief (5 min) boat/jets ki ride or paddle (10 min) The 42 foot dock on the south side provide ample room for your boat and other water vessels. The north side has 33 ft of dockage, so with both (75 ft total) you can bring your vessels totally 70+ ft& they will have a comfortable home! The 4 bedroom& 4 bathrooms for the full duplex, with over 2,000 sf to enjoy and relax. Tons of parking for all of your toys too! Covered carport on south side. Yes, you can have your home in Paradise her in Key Colony Beach! Walk or bike the entire, 15 Street City to: marina, golf, pickle ball, tennis, bocce ball, playgrounds, horseshoes, Post Office, City Hall, Police Dept, Sunset Park & more... Whats your hurry, you are here.

REFRESHED PRICE: A boaters dream. An investors win. A motivated seller. Time to act. Tucked away on a quiet canal in the heart of Marathon, this 4-story CBS pool home offers the perfect blend of luxury, comfort, and boating convenience. With immediate Gulf access, a deep-water dock, a 20K lb boat lift, and a 30-ft cut-in boat basin, this property is a boaters dream.Step outside to your private tropical retreat, where a concrete pool with Travertine decking invites you to relax under the palms after a day on the water. Theres ample covered and uncovered parking for vehicles and a boat trailer, making island living effortless.Inside, the home showcases Travertine flooring, an open-concept living space, and a gourmet kitchen with granite countertops. The 3rd floor features three bedrooms, a full bath, and a laundry area, while the 4th floor is dedicated to the primary suite, complete with a spa-like bathroom and a private balcony offering breathtaking Gulf and lagoon views.Currently operating as a successful vacation rental with income history available, this home is a rare find in an unbeatable location. The seller is motivated - Bring you offer.

Welcome to Sea Glass Dreams, an exquisite waterfront retreat in Marathon, FL, where luxury, relaxation, and adventure await. AFFORDABLE $958 CURRENT FLOOD INSURANCE! This spacious vacation rental is sold rental-ready and comes with advanced bookings in place, offering instant income potential. With five beautifully designed bedrooms and four bathrooms, it comfortably accommodates up to twelve guests, making it ideal for families, friends, and large gatherings.Inside, the master suite provides a king bed, sofa bed, and spa-like ensuite bathroom, creating a private haven of relaxation. Additional bedrooms offer a mix of king, queen, and twin beds, along with cozy sitting areas for unwinding. The open-concept kitchen, outfitted with a gas range and modern appliances, offers a welcoming space for preparing meals and gathering with loved ones.Outside, youll find a stunning 330-square-foot private pool, perfect for refreshing swims or lounging poolside. A brand-new putting green adds to the fun, with ample space for dining al fresco or relaxing with a drink while taking in the canal views. Boating enthusiasts will appreciate the 115-foot private dock, with space for 2+ boats, complete with water and power, for easy access to the Gulf.The property is a haven for fishing enthusiasts, with a convenient fish cleaning station, bait freezer, and small commercial ice maker near the dock. Inside, a well-equipped game room features ping pong, Pac-Man, basketball, foosball, a putting green, and giant yard games, ensuring entertainment for everyone.Huge lot with room for an RV and several cars.Sea Glass Dreams is a turnkey investment opportunity, set up to welcome guests right away and provide seamless income potential in a dream vacation setting.

Immaculate and stunning, this Marathon home is the epitome of craftsmanship and beauty, maintained meticulously by full-time owners with an eye for detail. Nestled in lush landscaping, this 3-story residence offers complete privacy and curb appeal with a paver driveway and a flawless exterior. Step onto the 77 ft. concrete dock, complete with a step-down for easy boat loading and 2 sets of davits offer immediate Gulf access along with quick ocean access through nearby Vaca Cut. The homes hurricane-impact windows & doors provide security, while spacious interiors with impeccable finishes highlight the main level, featuring a modern granite kitchen, over-sized laundry room/office, and a half bath, all leading to a covered porch overlooking palms and water. Upstairs, find 3 bedrooms, including a master suite with a walk-in closet, ensuite bath, and a private balcony with tropical views. At ground level, more elevated legal living space complete with its own patio, bedroom and bathroom with exterior access. Tucked away in a quiet and beloved Gulfside neighborhood, this pristine, turnkey property awaits!

Welcome to your coastal haven in Key Colony Beach--a paradise for those seeking a beautiful home and a relaxed lifestyle. This gem of a property with eastern exposure is offered fully furnished. Featuring 2-zone AC, marble pavers, and elegant finishes like Granite, quartz, and marble countertops. Boasting 9-foot ceilings, crown molding, a garage, concrete seawall, and a step-down dock for a 37-foot boat, this residence seamlessly blends luxury with functionality. Enjoy the heated pool and the tropical ambiance in your backyard. Make this Key Colony Beach retreat your haven for a life of tranquility and leisure. Other half of this building (550 9th) can also be bought at the same price as 540 9th.

Welcome to your coastal haven in Key Colony Beach--a paradise for those seeking a beautiful home and a relaxed lifestyle. This gem of a property with eastern exposure is offered fully furnished. Featuring 2-zone AC, marble pavers, and elegant finishes like Granite and marble counter and vanity tops. Boasting 9-foot ceilings, crown molding, a garage, concrete seawall, boat lift, and a step-down dock for a 37-foot boat, this residence seamlessly blends luxury with functionality. Enjoy the heated pool and the tropical ambiance in your backyard. Make this Key Colony Beach retreat your haven for a life of tranquility and leisure. Other half of this building (540 9th) can also be bought at the same price as 550 9th.

Dont miss this incredible chance to own your own piece of paradise in the heart of the Florida Keys! This beautiful property boasts two floors, featuring 3 bedrooms and 3 full bathrooms, with stunning water views and direct ocean access. Ideally situated just minutes from Sombrero Beach and a variety of dining options, it offers the perfect blend of relaxation and convenience.

Introducing an exquisite fairly new constructed home in Marathon, FL, boasting four bedrooms, 4.5 bathrooms, and breathtaking waterfront views. This luxurious property features an inviting pool, perfect for relaxation and entertainment. Embrace coastal living at its finest, complete with a private dock, providing seamless access to the crystalline waters. With modern design elements and a prime location, this home offers the ultimate blend of comfort, style, and serene waterfront living. This is a great opportunity to have a beautiful modern home in the Keys and to generate income! Contact me today to schedule a private viewing and experience the charm of this beautiful property.

Welcome to this stunningly remodeled 3-bedroom, 2.5 bathroom coastal retreat in the heart of Marathon, Florida and just minutes to the Marathon airport. This waterfront gem comes a new concrete dock boasting an 18K boat lift, new lighting plus deep draft boating access. The outdoor space is a true oasis with Silver Travertine pavers, a fully functional irrigation system, and a 2014 metal roof. Inside, the home has undergone a complete transformation. Only the charming coral rock walls remain from the original design. The third bedroom has been enlarged and now includes a full bathroom. With new plumbing, electrical systems, and electric blinds throughout, this home is truly move-in ready. The chefs kitchen is a showstopper, equipped with Thermador stainless steel appliances and ample cabinetry. The HVAC system is only two years old, featuring UV mold air treatment for improved air quality. Additionally an on-demand electric water heater and solar panel connections for a traditional hot water system. This home is outfitted with impact doors and windows, blending safety with a sleek, modern aesthetic. The spacious master suite includes a luxurious en suite bath and ample closet space. The open living and dining areas are bright and inviting, and the home includes new TVs. Practical features like a carport, downstairs storage, a shed, and a full stand-up attic round out this exceptional property. Dont miss the chance to own this boaters paradise!

This house is an outdoor lovers dream. It has all the amenities for everyone to enjoy. A beautifully proportioned back yard features a pool with built in hot tub. While some guests are in the pool, the others can play on the boat ramp/kayak launch, watching the abundant wildlife in this clean and deep canal. They can also start to try their snorkeling skills! The fur babies also enjoy this rare feature. The rest of the yard features two large seating area, one under a typical thatch hut with an outdoor TV which can also be turned to watch the big game from the pool. There is a fire pit and outdoor shower with hot and cold water. The inside of the house has updated appliances and furnishings. Lots of natural daylight and impact windows throughout. Upstairs screened porch is ideal for some quiet time with a good book or additional seating when you need it. There is a propane standby-instant on generator as an additional feature to this special property. Invite your friends and family, there is room for everyone, located in the heart of town and close to all the activities.

Welcome to 600 Calle De Luna, Marathon, FL 33050--a stunning 4-bedroom, 2.5-bath waterfront pool home on the ocean side in the desirable Flamingo Isle neighborhood. This beautifully updated property offers a seamless blend of luxury, relaxation, and income potential.The home features a spacious open kitchen with granite countertops, stainless steel appliances, and stylish finishes. Bathrooms have been tastefully updated, and the property is equipped with impact windows and doors, as well as a durable metal roof, ensuring both safety and energy efficiency. A balcony offers a perfect spot to take in the serene water views.Your private backyard oasis includes a heated custom pool and spa, a tiki hut, and tropical landscaping complemented by a mosquito misting system for comfortable outdoor living. Boating enthusiasts will love the dockage with a 17,000 lb. boat lift, davits, a fish cleaning station, and even an ice machine for your fishing adventures.This property is a licensed and established vacation rental with a strong rental history and future bookings already in place, making it an excellent opportunity for immediate income. Whether you choose to continue its success as a vacation rental or make it your permanent home, this turn-key property is ready to deliver the ultimate Keys lifestyle.Situated on peaceful Flamingo Island, this home is just a five-minute drive to the beach and close to Marathons best amenities. With breathtaking water views, luxurious finishes, and an unbeatable location, 600 Calle De Luna is a true Florida Keys gem.

Stunning open water views of the Atlantic ocean directly from your living room! This 3 bedroom 3 bath home features a spacious open floorplan, with large bedrooms and over 1800 sq. feet of living space. Meticulously updated and ready for your family to begin your FL Keys adventure! Lower your boat on the 17K pound boat lift directly into the Atlantic ocean, point south and the next stop is the Bahamas. Absolutely one of the best locations on the island for boating access to the Gulf or Atlantic. Room for a pool. Plenty of parking for you and your guests. Walk to restaurants and shops from this quaint community of Little Venice in Marathon FL.