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

Total Listings 406
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$735,000
Marathon
Puerta Del Sol   - MM: 50.50
2 Bed, 2 Baths, 972 SqFt Days Listed: 71
-3.92% ($30,000) 4 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Discover the perfect vacation rental with impressive rental projections at Kokomo Cay Getaway! This beautifully maintained two-bedroom, two-bathroom home offers a serene open ocean view in a tranquil, park-like setting. Situated at the end of a quiet street, this property features bonus storage and a freshly painted deck to enjoy breathtaking sunrises with your morning coffee. Highlights include a new roof installed in 2018, a 3-ton 16 SEER AC unit, fresh paint throughout, upgraded kitchen and bathroom fixtures, and space for parking your boat or RV. Low yearly flood for only $867 can be transferred to the new owner. Kokomo Cay Getaway has a 5 star rating on Air BnB. Take advantage of this incredible opportunity to own a piece of paradise!

$739,000
Marathon
Sombrero Subdivision   - MM: 49.50
3 Bed, 3 Baths, 1,000 SqFt Days Listed: 148
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 39ft.Concrete

Welcome to your dream waterfront retreat at 330 25th St in Marathon, Florida. This fully furnished, turnkey home features three bedrooms and two bathrooms, making it the perfect getaway for families or groups. With an impressive 39 feet of concrete seawall, this property is a haven for boating enthusiasts and water lovers alike. The east-facing orientation ensures cool, shaded evenings, ideal for unwinding after a day spent on the water. Elevated on sturdy concrete columns. Inside, youll find modern amenities, including impact windows, beautiful granite countertops, and elegant tile flooring throughout. The outdoor space is equally inviting, with a fenced yard that includes a paved deck and a side yard entertainment area, perfect for gatherings and outdoor fun. Situated on a deep-water canal, youre just minutes away from the iconic 7 Mile Bridge and Sombrero Beach, making this location truly exceptional. Convenience is key, with power and water readily available at the dock, along with a fish cleaning station for your fresh catches. Currently enrolled in a vacation rental program, this property offers excellent investment potential while serving as your personal paradise. Dont miss the opportunity to own this easy-to-maintain home in the Florida Keys. Schedule your private showing today and start living the lifestyle youve always dreamed of!

$745,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
2 Bed, 2 Baths, 1,120 SqFt Days Listed: 156
-6.76% ($54,000) 1 Price Change : Last Change 4 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 62ft.

Coastal Paradise: 2-Bedroom, 2-Bath Canal-Front Home with Direct Ocean AccessThis stunning 2-bedroom, 2-bath home offers the ultimate canal-front lifestyle, minutes from open water with no bridges to navigate, perfect for boating enthusiasts. Located on the coveted Oceanside, the property features a spacious 60-foot dock ready for your vessel, offering convenient and quick access to the ocean.Inside, the open-concept living area invites relaxation, with natural light pouring in and serene water views. Enjoy seamless indoor-outdoor living with two screened patios--ideal for entertaining, morning coffee, or evening sunsets. A 2-car garage provides ample storage for vehicles and gear, enhancing both convenience and security.Move-in ready and primed for your personal touch, this home is a rare gem in a prime location. Dont miss your chance to own a slice of waterfront paradise!

$749,000
Marathon
Harbor Isle   - MM: 48.50
3 Bed, 3 Baths, 1,260 SqFt Days Listed: 161
-7.42% ($60,000) 2 Price Changes : Last Change 105 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift50ft.

Welcome to your serene canal front retreat. This charming property features an open concept design with an airy, open floor plan that seamlessly connects the living, dining and kitchen areas, perfect for family gathering sand entertaining. Equipped with updated appliances, the kitchen offers ample counter space and storage, catering to both casual meals and gourmet cooking. Retreat to the main bedroom with a spa like ensuite bathroom plus 2 cozy guests quarters. Expansive windows allow for natural light and views of the canal and boaters going bye. A spacious screened patio provides an ideal spot for morning coffee or afternoon toddy! This home features a concrete dock for boating, fishing or launching your kayak which also includes a 10,000 lb boat lift. Plenty of outdoor space for grilling and a shed for storage or crafting. This a perfect home for you or a vacation home, just bring your toothbrush and fishing pole!

$750,000
Key Colony
Key Colony Beach   - MM: 53.50
2 Bed, 2 Baths, 885 SqFt Days Listed: 120
-7.41% ($60,000) 3 Price Changes : Last Change 14 Days Ago
Half Duplex - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: 30ft.Concrete

** NEW IMPROVED PRICE ** MOTIVATED SELLER ** Bring an offer for this fabulous 2-bedroom, 2-bathroom half-duplex, which is situated along a clean, wide canal with 30 feet of dock space, providing easy access to the open ocean. The property boasts an updated kitchen and bathrooms, spacious bedrooms, and a lovely screened-in porch. It comes fully furnished, making it ready for immediate move-in. Located at the end of the street, it offers privacy and a view of Shelter Bay. There are bikes, kayaks, and a fish-cleaning table. Key Colony is known as the GEM of the Florida Keys. You can walk or bike to the pickleball courts, 9-hole golf course, walking path, sunset park, restaurants, shopping, marina, and post office. Only an hour to Key West or Key Largo. Own your very own piece of paradise!!!

$750,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
2 Bed, 2 Baths, 960 SqFt Days Listed: 331
-2.60% ($20,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Lots of Room To Roam! Own your own compound with this triple lot home. Centrally located between Marathon and Key West for easy access to shopping and dining. This home has so many possibilities to add a pool, gardens, a Tiki bar or anything that you can imagine. Plenty of room to park all of your vehicles, trailers, and RVs. The yard is fenced in with a grass lawn perfect for your pets or kids. The home is also located on a plugged / swimming canal that is perfect for swimming, kayaking or paddle boarding. There is a concrete seawall complete with an outside bar / grill area that is perfect for entertaining. The home offers an open living concept complete with vaulted ceilings and wrap around deck areas. The property also has a cistern that is currently used for irrigation. This home has it all! Priced to sell. Make this your own piece of paradise!

$774,900
Marathon
Sombrero Subdivision   - MM: 49.50
3 Bed, 3 Baths, 1,000 SqFt Days Listed: 162
-3.02% ($24,100) 1 Price Change : Last Change 96 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 37ft.

Located in the heart of Marathon... this cute & quaint CANAL FRONT, 3 bed/ 2 bath SINGLE family home is perfectly situated close to BOOT KEY HARBOR & is close to ALL the best shopping & restaurants in town. With approx. ~37.7 Ft of concrete seawall enjoy fishing and outdoor water activities with ease from your Move-in ready waterfront cottage! This property is unique, easy to maintain and will make the PERFECT second home or rental/investment property. The OPEN concept interior has modern stainless steel appliances, granite counter tops, a NEW METAL ROOF (2024), tented 11/24 and a newer AC (2021) with an on-demand water heater. Plenty of room to store items on the side of home within a private fenced-in area. You will love... relaxing in the shade after a long successful day on the water and preparing your dinner from your fish cleaning station. Enjoy the sea breezes that surround you...from your expansive porch complete with composite Trex decking . Quick and easy boating access to the OCEAN side or Gulf from the 7 Mile bridge. Property is ready for you to move in and to become your NEW ISLAND ESCAPE! Call today to schedule a showing~this 3 bedroom home is priced to sell & weekly rentals are allowed, this WILL NOT last long!!!

$775,000
Ramrod Key
Breezeswept Beach Estates   - MM: 27.50
3 Bed, 3 Baths, 1,077 SqFt Days Listed: 124
-6.63% ($55,000) 2 Price Changes : Last Change 27 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: None

Discover your dream home nestled in the coveted Breezeswept Beach Estates on beautiful Ramrod Key! This charming canal front sanctuary is perfect for boating lovers offering seamless access to the pristine waters of the Atlantic Ocean and the vibrant Looe Key Reef. This 3 bedroom home is move in ready. The kitchen has sleek granite countertops and updated appliances. The thoughtfully well designed living area is perfect for entertaining or just relaxing. Step onto the covered porch where you can feel the ocean breeze as you unwind overlooking the tranquil canal. The downstairs enclosure provides ample space for all your fishing gear, bicycles, and all your extras. On the waterside is an outdoor shower to rinse off the salt and sand from a day of boating or being at the beach. Located in a tranquil neighborhood just a stones throw away from local restaurants, shopping areas, and a short drive to the historic Key West. Whether you are looking for a permanent residence or a weekend getaway, this home is perfect for your Keys lifestyle. Dock and boat lift permit is transferable to buyers.

$790,999
Ramrod Key
Breezeswept Beach Estates   - MM: 27.50
2 Bed, 2 Baths, 1,029 SqFt Days Listed: 116
-12.11% ($109,000) 4 Price Changes : Last Change 4 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 40ft.

Welcome to Breezeswept Beach Estates, located on Ramrod Key MM 27. This home is situated on a large corner waterfront lot with an expansive outdoor entertainment area under this home. Enjoy beautiful Sunset Views from your living room and open porch area. The location includes excellent boating and fishing from this home with quick access to offshore fishing and diving sites. This home has a large covered entertainment area under the home, offering lots of room for relaxing and enjoying the outdoors. The paved driveway with the paved fire pit area is a nice added feature to enjoy your evening. add a bonus storage room down stairs. Paradise awaits you.

$799,000
Long Key
Long Key Estates   - MM: 68.00
2 Bed, 2 Baths, 795 SqFt Days Listed: 22
-6.98% ($60,000) 2 Price Changes : Last Change 4 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 60ft.

This beautifully remodeled Conch house sits on an expansive 1.5-lot property--a rare find in the area! With 90 feet of waterfront and a 60-foot concrete dock ready for use, this home is perfect for boating enthusiasts. Plenty of room for potential expansions and a pool, providing excellent opportunities for customization. Additional features include a spacious garage, an air-conditioned shed, and a brand-new electrical system with a backup generator. The home boasts all-new appliances and stunning restored terrazzo floors. Enjoy quick deep-water access to the Atlantic, Tennessee Reef, and Florida Bay, with Long Key State Park just a mile away. Residents also have access to the City of Laytons tennis courts. A prime location for anyone who loves fishing and waterfront living!

$799,000
Marathon
Sombrero Anglers C N   - MM: 49.50
2 Bed, 2 Baths, 950 SqFt Days Listed: 62
-8.69% ($76,000) 1 Price Change : Last Change 16 Days Ago
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift44ft.

Located just off Sombrero Beach Road, this elevated 2 bedroom, 1 bathroom half duplex offers the perfect blend of coastal charm, privacy, and convenience. Situated in a quiet, low-traffic neighborhood, it provides direct access to both the Ocean and Gulf via Sisters Creek. Ideal for boating and water activities.Relax on the spacious balcony, offering beautiful views of the tranquil waterway, with convenient access to the canal just steps away. This prime location, positioned near the lagoon, provides the perfect setting for water activities such as kayaking, paddleboarding, and more. Just 1.3 miles from Sombrero Beach, youre close to all the fun yet far enough to enjoy peace and quiet. Plus, with nearby walkways and bike paths along Sombrero Beach Road, youll enjoy the convenience of morning or afternoon strolls and bike rides.For boaters, the property features 44 feet of dockage with a 15,000 lb boat lift and concrete dock, ready for your next adventure. After a day on the water, unwind in your signature swim spa, the perfect spot to relax. With plenty of parking for vehicles, boat trailers, or an RV, space will never be an issue. The home also boasts a metal roof installed in 2017, offering added hurricane protection and potential insurance credits. Additional features include 475 sq ft of enclosed storage, a metal shed, and a carport with off-street parking.Whether youre looking for a full time residence, a vacation getaway, or an investment property, this waterfront gem offers exceptional value and endless possibilities.

$799,000
Summerland Key
Dobies Subdivision   - MM: 24.00
3 Bed, 3 Baths, 1,360 SqFt Days Listed: 299
-5.89% ($50,000) 3 Price Changes : Last Change 29 Days Ago
Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 48ft.

Great investment opportunity to own a duplex on the water in Summerland Key. 2 bedrooms, 1 bathroom upstairs with wood-beam vaulted ceiling and large private deck. 1 bedroom, 1 and 1/2 bathrooms downstairs with covered patio and rear patio area right off the 48-foot dock. Separate water and electric meters for each unit, shared washer and dryer. Great boating just one canal in from the open water. Restaurants, grocery stores, gas and entertainment less than a mile away. Enjoy quick access to all that the Lower Keys have to offer! New metal roof in 2022 and new A/C compressor/condensers in 2023. Hooked up to sewer.

$799,900
Marathon
Marameade Amd   - MM: 49.50
2 Bed, 2 Baths, 1,053 SqFt Days Listed: 29
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 32ft.

Extraordinary in every way! Casa Kokomo is your ticket to chic island living. Enjoy and/or make money from Day One! Exquisitely furnished and updated and super comfortable 2 bedroom / 1 Bath waterfront half-duplex that is the perfect getaway and/or investment property that is ideal for pampered vacation rentals. 7-day rentals permitted. Gated and serenely private. Exceptional and fresh updates throughout the entire home. Newer central and ductless A/Cs, new stainless kitchen with Gas stove, freshly updated bathroom, updated water heater, metal roof. Light bright and relaxing Sunroom overlooks the canal, relaxing hot tub and alfresco dining. 32-foot concrete dock with easy access to open water. Great parking. Close proximity to Sombrero Beach. Major shops, Theater, restaurants, and Boutiques are less that 1/4 mile away. World-class fishing, diving, and sandbar hopping are just a quick boat ride away. Phenomenal rental potential. Sellers have started short term rentals this year with exceptional results. Opportunity is Knocking ... Loudly!!

$800,000
Geiger Key
Geiger Mobile Home   - MM: 9.00
2 Bed, 2 Baths, 912 SqFt Days Listed: 172
-5.88% ($50,000) 1 Price Change : Last Change 2 Days Ago
Mobile Home - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat SlipConcrete

Owner will offer seller financing. INSURANCE NOT REQUIRED for financing. This home is ideally located on a canal with a 55-foot sea wall, with direct ocean access. This home is located off mile marker 9, a perfect location to be close to Key West, but not too close to the crowds. Enjoy deep water fishing, snorkeling and scuba diving right outside your back door. Boat launch less than a mile away. Excellent rental history. 30 Day rentals allowed.

$829,000
Ramrod Key
Breezeswept Beach Estates   - MM: 27.50
2 Bed, 2 Baths, 1,148 SqFt Days Listed: 26
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Enjoy 185 of waterfront with quick ocean access at this 2 Bedroom 2 Bath 1,148 sq. ft. home custom designed and built by the current owner. Upon entering youll be greeted with a spacious open concept Great Room boasting soaring tongue in groove wood ceilings and fantastic sunset views over the salt ponds. Large sliding glass doors allow for an abundance of natural light and welcome you to the Porch where evening cocktails are enjoyed overlooking the water. The open Kitchen offers lots of cabinetry and counters, stainless appliances, gas stove and large breakfast bar to gather around. The Primary Suite has his and her closets and bath with double sinks while the Guest Bedroom is enhanced with water views and hall bath. The corner canal property has lots of room for all of your toys including storage and room for pool or RV. Just minutes to world-class fishing and spectacular diving and snorkeling at Looe Key Reef. Breezeswept Beach Estates is a small coastal community of waterfront homes with restaurants, mini golf and convenience store a short bike ride away.

$835,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
2 Bed, 2 Baths, 948 SqFt Days Listed: 60
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 60ft.

Its Five OClock Somewhere or so say guests in this comfortable Cudjoe Key canalfront home.The new Buyer can call this delightful 2 bed 2 bath HOME or it can continue as a successful vacation rental for many years to come. With the new 60 concrete dock , all will enjoy ease of secure tie up and calm canal waters to the open water of Cudjoe Bay.

$839,000
Marathon
Little Venice   - MM: 53.00
2 Bed, 2 Baths, 941 SqFt Days Listed: 149
-11.68% ($111,000) 5 Price Changes : Last Change 11 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 52ft.Concrete

ONE OF THE BEST PRICED CANAL HOME IN MARATHON! Charming Key Lime Time - Your Waterfront Retreat Awaits!Step into the ultimate Keys escape with Key Lime Time, a picturesque Conch house currently a successful vacation rental, now available for you to make your own.Open Concept Living Area: Retro-inspired with a cozy vibe, this space is perfect for relaxing nights in, featuring plenty of seating for all to gather.Two Cozy Bedrooms: Both furnished with queen beds and a shared modern bathroom, offering comfort and tranquility after a day of exploring.Outdoor Screened Porch: Enjoy your morning coffee or unwind in the evening while taking in serene water views - the perfect spot to relax and soak in the Florida Keys lifestyle.Fully Equipped Kitchen: Whether youre cooking up a feast or mixing tropical drinks, this kitchen has everything you need, including a double oven, air fryer, grill, drip and Keurig coffee makers, and a blender.Sunset Fishing Off the Dock: Drop a line from the dock and catch snapper as you watch the stunning sunset paint the sky - a true Keys experience.Deep Water Dockage: A 52-foot dock with synthetic decking and a custom floating dock offers easy access for your boat and water adventures. The open-water Atlantic Ocean is just a few homes away! Located on a turquoise canal in the heart of Little Venice, Marathon, Key Lime Time provides direct access to both the Atlantic and Gulf waters, making it ideal for boating, fishing, and enjoying the tranquility of waterfront living. Whether youre seeking a peaceful getaway or a savvy investment opportunity, this enchanting home has it all.Dont miss your chance to own this perfect piece of paradise!

$849,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
3 Bed, 3 Baths, 1,560 SqFt Days Listed: 19
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Mariners Dream - Your Waterfront Paradise Awaits! Welcome to this elevated, stilted two-story home offering 1,560 SqFt of living space and a versatile 4th bedroom that doubles as a den. Situated on a deep, wide, and pristine canal in the desirable Cutthroat Harbor Estates of Cudjoe Key, this home provides the perfect canvas for renovation. With new windows and siding (Completed 2023), much of the heavy lifting has already been completed. Step outside your door to immediate access to the water, whether youre fishing, swimming, or simply soaking in the serene canal views. The 3 control depth provides crystal-clear water ideal for swimming, and theres plenty of space to add your own dock, with or without a boat lift. This home is perfect for those who appreciate the beauty of coastal living and are ready to invest a little elbow grease into transforming it into a dream waterfront retreat. NUTS & BOLTS: Large bonus space enclosure under the house opening up to the waterfront tiki bar; New windows (9) & Hardy-board Siding; 3-ton AC (1998) ; Lower enclosure (1991) Newer wood stilt piers, front and waterfront decks Tiki bar (needs restoration) ; Laundry room off the kitchen. Make this Mariners Dream your very own and embrace the ultimate coastal lifestyle!

$849,000
Marathon
Harbor Isle   - MM: 48.50
2 Bed, 2 Baths, 1,152 SqFt Days Listed: 16
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 50ft.

Location! Location! Location! Ocean side deep water home with an impressive 50ft of canal frontage! Spectacular waterfront home with views of Boot Key Harbor from your private deck! Rare deep-water canal with ocean access just minutes from your private dock! Enjoy this Renovated home with 2 beds and 2 full baths! Large outdoor entertaining space with kitchen and covered parking! whether youre looking for your own private deep water home or a 7-day vacation rental this is one that you must see!

$849,000
Geiger Key
Geiger Mobile Home   - MM: 9.00
3 Bed, 3 Baths, 1,320 SqFt Days Listed: 62
-5.56% ($50,000) 4 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Concrete

Welcome to your tropical oasis on Geiger Key!This stunning brand-new construction seamlessly blends modern luxury with island charm, offering the ultimate Keys lifestyle. Step inside to discover a bright and airy open floor plan that effortlessly connects the living, dining, and kitchen areas--perfect for both relaxing and entertaining. The chefs kitchen is a standout feature, boasting stainless steel appliances, sleek quartz countertops, and ample cabinetry to inspire your culinary creations. The spacious guest bedrooms provide a peaceful retreat for friends and family, while the primary suite is a true haven, featuring a spa-like en-suite bathroom complete with a custom tile walk-in shower and dual vanity. Outdoors, this home truly shines. Nestled along a tranquil swimming canal with a concrete seawall, youll enjoy effortless access to kayaking, swimming, and paddleboarding right from your backyard. After a day of exploring nearby islands and beaches, unwind on the expansive deck while soaking in the breathtaking Keys sunsets. Built for both style and durability, this residence features impact-resistant windows and doors, a metal roof, and Hardie board siding--designed to withstand the elements while maintaining year-round aesthetic appeal.Conveniently located just minutes from Key West, this home offers the perfect balance of serene island living and easy access to dining, entertainment, beaches and the Key West airport. Whether youre seeking a full-time residence or the perfect vacation retreat, this property provides a rare opportunity to experience the best of the Florida Keys lifestyle.

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 04-01-2025.
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