Divider
Content Divider

Florida Keys Waterfront Homes, Condos, and Properties for Sale, Florida Keys Real Estate

Total Listings 1,071
Order By:

$515,000
Marathon
Spanish Galleon   - MM: 50.00
2 Bed, 2 Baths, 1,056 SqFt Days Listed: 135
-6.36% ($34,999) 2 Price Changes : Last Change 16 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,Other

This beautifully updated condo offers full views of Boot Key Harbor from the back and full views of a public golf course in the front. Have coffee enjoying the sunrise over the golf course and cocktails while viewing spectacular sunsets over the open harbor, as boats parade through the channel. Minutes to open water by boat, this complex offers available boat slips for up to 30 boats. Enjoy the pool while watching the harbor dolphins play or shop the many stores Marathon has to offer. This condo is minutes to grocery shopping, dining out and outdoor activities galore. Located minutes from the famous Sombrero Beach for a day in the sand and sun and full service marinas, boat ramps and all your fishing needs at your finger tips. This location is convenient to amenities, yet quite and tranquil for peaceful island life. This condo offers everything on your island wish list with a budget less than half the cost of a single family home. You get it all with the ease and convenience of condo living saving time and money on upkeep and repairs providing endless amounts of island living time. Go fishing, boating, swimming, golfing, and snorkeling instead of maintenance and yardwork. Make the most of island living and enjoy everything the Florida Keys has to offer. Your paradise is waiting! The City of Marathon is prime fishing, diving and dinning and only 45 minutes to the intrigue of historical Key West.

$524,500
Key Colony
Sea Isle Condominium   - MM: 53.50
2 Bed, 2 Baths, 990 SqFt Days Listed: 65
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Enjoy the convenience of having a private beach access steps away from your door! Come see for yourself why this property has been treasured by the family for over 45 years. Indulge in the beauty of the Florida Keys with this rare opportunity to own a pristine beachfront condo. This freshly painted ground level two-bedroom, two-bathroom haven offers breathtaking views of the Atlantic Ocean from every window. Sip your morning coffee enjoying the morning breeze on the balcony as the waves lap the shores and the sun rises above the horizon. With a private beach access at your feet, you can easily spend your days lounging on the white sandy beach, swimming in the crystal clear water, and soaking up the warm Keys sunshine. The condo itself is a turn-key vacation rental, fully furnished and bookings already in place. With similar oceanfront condos grossing over $75,000 in the past year with quite a few weeks of owner usage, this property has the potential to generate significant rental income. The spacious master bedroom boasts unparalleled views of the ocean, creating a peaceful and serene setting for relaxation. The property also includes a large heated pool, a tiki hut for shade, and a BBQ area for grilling up your catch of the day. Youll have everything you need for the ultimate beach vacation. This is your chance to own a piece of paradise in the coveted Key Colony Beach. Come see for yourself what makes this property special!

$524,999
Marathon
Royal Plum   - MM: 54.50
1 Bed, 1 Baths, 656 SqFt Days Listed: 155
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Discover paradise at 133 Coco Plum Drive, #35. This beautifully renovated vacation rental features a south-facing porch that overlooks the stunning turquoise waters of the Atlantic. Enjoy direct access to Coco Plum Beach, perfect for sunbathing, swimming, and long walks along the shore. A jogging and bike path is conveniently located just across the street, enhancing your outdoor experience. This unit is clean, fully furnished, and turn-key, with a modern open layout and a kitchen equipped with stainless steel appliances. Has impacted windows and doors with accordions over the impact windows for added safety and energy efficiency. One of the few condos that allow weekly rentals, it also offers on-site management as an option, making it an attractive investment. Relax at the refreshing pool after a day of kayaking or paddleboarding. The panoramic ocean views from your private terrace create a perfect backdrop for sunset gatherings with family and friends. This property embodies coastal living, ideal for both relaxation and adventure, making it a dream destination year-round. Imagine waking up each morning to the stunning sight of the sun rising over the horizon. As evening falls, the beachfront transforms into a picturesque setting for sunset watching. Coco Plum Beach is known for its soft sands and clear waters, offering a tranquil escape from the hustle and bustle of daily life. This oceanfront truly embodies the essence of coastal living, making it a dream destination for both relaxation and adventure. Whether youre looking for a personal retreat or an investment property, this condominium offers the best of both worlds in a prime location.

$529,900
Plantation Key
Sea Gulls   - MM: 90.00
2 Bed, 2 Baths, 1,179 SqFt Days Listed: 176
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Spectacularly remodeled spacious 2 bedroom/2 bathroom condo with huge balcony. Milestone inspection done and passed. NO upcoming special assessments. Excellent fishing on property at the point. Reserves at 60%! Start renting right away for a minimum of 28 days. Currently vacant easy to show. Call listing agent. Pets welcome. Washer/Dryer on every floor. Beautiful Clubhouse and Gym.

$530,000
Little Torch Key
Coral Shores Estates   - MM: 28.00
2 Bed, 2 Baths, 863 SqFt Days Listed: 144
-3.64% ($20,000) 1 Price Change : Last Change 34 Days Ago
Mobile Home - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Welcome to 27969 Lobster Tail Trail, located in Little Torch Key. This home could be your perfect turnkey get away or home sweet home ! The bright and airy open concept living, dining and kitchen areas invite you inside. Fresh flooring, lighting features and a gorgeous electric fireplace are a few of the features you are sure to love ! Two generous sized bedrooms, two full baths, and laundry closet complete the homes cozy interior. Step outside and enjoy your private swimming pool, or jump in the swimming canal for paddle boarding and kayaking, or just lounge on the deck for a little time in the sun or to watch the most stunning sunsets in the evening. Fully fenced in private front and back yard and plenty of off street parking. Public boat ramp is just down the street for all your boating needs. Dont miss out on this home! Schedule your private tour now !*Please note , this is a plugged swimming canal.

$533,995
Cudjoe Key
Venture Out   - MM: 23.00
2 Bed, 2 Baths, 718 SqFt Days Listed: 305
-17.72% ($115,005) 1 Price Change : Last Change 2 Days Ago
Mobile Home - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 35ft.Concrete

Motivated seller! Possible Seller Financing. 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. Dont 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 youre seeking a weekend getaway or a year-round residence, 701 Spanish Main Dr, Unit 335, is sure to exceed your expectations. Dont miss out on this unparalleled opportunity to experience the ultimate Florida Keys lifestyle - schedule your private showing today!

$535,000
Marathon
Coral Club   - MM: 50.00
2 Bed, 2 Baths, 938 SqFt Days Listed: 224
-2.73% ($15,000) 3 Price Changes : Last Change 1 Day Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock31ft.

Coral Club is located in the beautiful neighborhood of Sombrero Beach. This two bedroom two bathrooms waterfront condominium with open floor plan offers you the serenity the Florida Keys has to offer. A balcony over looking the water while you sip your morning cup of coffee watching the many species of fish in the canal. This condo has a bonus room perfect for an office space. Just steps away you have a storage room to store all your rods or beach essentials. Walking distance to Sombrero Beach. Grocery store is conveniently up the road. Ride you bike to the beach or grocery store, restaurants. The condominium recreational area has a heated pool, a clubhouse with a full kitchen, a half bath, and a tiki hut. Whether you are looking for a permanent residence, second home, or investment property, this one checks all the boxes. A must SEA!

$549,000
Marathon
Spanish Galleon   - MM: 50.00
2 Bed, 2 Baths, 1,096 SqFt Days Listed: 64
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock,Boat

Curated for those with a desire for a front row seat of Boot Key Harbor, Spanish Galleon awaits. Waterfront two bedroom, two bathroom corner condo with nearly 1,100 square feet and assignable dockage for a 30 foot vessel. With no stairs to climb, first level location offers effortless access, making it ideal for all ages. Be greeted by views of Boot Key Harbor from the wall of sliding glass doors upon entry. The updated kitchen boasts granite countertops, plenty of cabinet storage, updated appliances, and even a stackable washer-dryer. Recently replaced AC provides peace of mind. As a corner unit, enjoy additional windows that fill the space with natural light, and an enclosed porch making this one of the larger units in the complex. Wake up to breathtaking Boot Key Harbor views from the master bedroom and enjoy the same stunning vistas from the living area and kitchen. First come first serve dockage is assignable at only $300 per year (30 foot boat maximum). Conveying fully furnished, just bring your bathing suit to lounge in the on-site pool. With this location on desirable Sombrero Boulevard, venture to the 9 hole golf course at Florida Keys Country Club, or to grocery stores, restaurants, and other conveniences minutes away. Both the state and city required Building Recertification and Structural Integrity Reserve Study are completed. Fully funded reserves ensure long-term upkeep, reflecting the communitys proactive management and excellent maintenance. Whether youre looking for a full-time residence, or a vacation getaway, this Spanish Galleon corner condo is an ideal choice. 28 day minimum rentals allowed once per 6 months. 1 pet allowed per unit.

$550,000
Marathon
Keys Rv/mobile Home Condomini   - MM: 50.50
2 Bed, 2 Baths, 480 SqFt Days Listed: 20
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 30ft.

Incredible opportunity to own a piece of paradise! This waterfront 2 bedroom 1 full bathroom is move in ready. Spacious kitchen with plenty of storage, open floor plan perfect for entertaining. Under house parking and plenty of room for kayaks, grilling, complete with a dock. Wonderful community with community boat ramp, several laundry rooms, oceanside picnic areas, club house, and pet friendly! Oceanfront pavilion where you can enjoy the ocean breeze or watch a sunrise! Perfect for a home away from home or year round living. Enjoy fishing, boating, kayaking, right in your back yard or a take a quick boat ride to the ocean! Newer a/c (2022), impact windows & door.

$550,000
Cudjoe Key
Venture Out   - MM: 23.00
1 Bed, 1 Baths, 320 SqFt Days Listed: 117
Mobile Home - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges,Boat

Welcome to your very own slice of paradise in the Florida Keys! This charming 1-bedroom, 1-bath coastal retreat is nestled in the vibrant, gated community of Venture Out, where every day feels like a vacation. Built in 1999 and brimming with charm, this home is ready for you to dive into the Keys lifestyle, whether youre looking for a personal hideaway or a lucrative rental property. Step outside, and youll find a 38 seawall with heavy-duty dock posts and cleats. Dock your boat and get ready for adventure open water is just seconds away! Cruise to the marina to fuel up or grab snacks at the ship store. Prefer to stay home? Your backyard is a 60 wide canal, perfect for fishing or a refreshing swim. Inside, this home is as breezy as an oceanfront afternoon. High ceilings, fresh paint, and sunny laminate floors create a bright, inviting space. The master bedroom offers plenty of storage with built-in drawers and ample closets, while the full-size bath features a tub shower and enough cabinets to keep your beach towels and sunscreen organized. Outside, enjoy morning coffee or evening cocktails while soaking in the sun and coastal breeze. With easy-care vinyl siding, hurricane shutters, and a sturdy 2018 metal roof, this home is as low-maintenance as it gets. One of the best perks of this property? Its a money-maker! Venture Out allows transient rentals for as little as one night, making this an amazing opportunity to earn income while youre away. Whether its snowbirds in winter or adventurers in summer, your guests will love the endless amenities and prime location. Venture Out isnt just a community, its a way of life! Enjoy a dip in the heated pool, soak in the hot tub, or join a pickleball match. There are boat ramps, fish-cleaning stations, tennis courts, and even bocce ball. Feeling social? Pancake breakfasts, fishing clubs, bingo nights, and yoga sessions await. Pack your flip-flops and fishing rods and start your adventure in the Florida Keys!

$550,000
Marathon
Ocean Isles Fishing   - MM: 52.50
1 Bed, 1 Baths, 850 SqFt Days Listed: 4
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges,Boat

Breathtaking townhouse, 1 BR 2 Bath on 7-acre waterfront complex located oceanside in Marathon, Fl. This retreat is designed to accommodate 4 people and is steps away from open ocean views, where you can fish off the docks, lounge under one of the many Tiki huts, or cool off in the swimming pool that overlooks the Atlantic. The clubhouse is equipped with a ice machine along with convenient grilling stations to cook your fresh catch. The vacation rental market in Marathon provides flexibility for those interested in generating additional income and allows for seven day rentals. This unit is set up for rentals with the City of Marathon and has a fantastic rental history available for review. Ocean Isles has easy access to the water with a private boat ramp for owners, allowing you to conveniently take your vessel in and out of the water. With protected boating access for owners at the Marina, featuring a new seawall, bulkhead, and docks, youll have smooth sailing for all your water excursions. The central location of Ocean Isles in Marathon makes it the perfect home base for exploring all the Florida Keys. This townhouse has a Washer and Dryer hookup ready to go or there is a laundry facility available on the property.

$559,000
Cudjoe Key
Venture Out   - MM: 23.00
2 Bed, 2 Baths, 816 SqFt Days Listed: 52
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 17ft.Concrete

Welcome to your tropical retreat! This 2-bed, 1.5-bath canal-front mobile home in Cudjoe Key offers open ocean access and the perfect blend of comfort and affordability. Located in the desirable Venture Out community, this property is also a proven income-producing vacation rental, making it a fantastic investment opportunity.Venture Out is a residential condominium community with 24-hour gated security and no age restrictions. The home includes parking for one vehicle, and the community allows transient (1-day) rentals, as well as two pets. Residents enjoy a heated saltwater oceanfront pool, jacuzzi, marina with a fuel dock, convenience store, boat launch, and recreational courts for pickleball, basketball, and tennis.This property is only 19 miles from Key West, offering proximity to shopping, dining, and entertainment while providing a serene getaway. Whether youre seeking a vacation home, a rental income property, or your own slice of paradise, this one has it all.

$559,000
Cudjoe Key
Venture Out   - MM: 23.00
2 Bed, 2 Baths, 667 SqFt Days Listed: 38
-1.76% ($10,000) 1 Price Change : Last Change 2 Days Ago
Mobile Home - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 35ft.Concrete

Boating enthusiasts will love the 35-foot concrete dock, complete with five sturdy posts, a fish cleaning table, cleats, and a swim ladder for easy access to open water.This turn-key, 2-bedroom, 1-bathroom home is move-in ready and located in the desirable Venture Out community, offering 24-hour gated security for peace of mind.Inside, the guest bedroom features two twin beds, a TV, a closet, and a stacked washer/dryer, while the master bedroom boasts a queen-size bed, TV, and a full bathroom.Owners benefit from transient licensing, allowing 1-day rentals. With 102 nights already booked at an average nightly rate of $244.58, this property has $24,946.80 in future bookings, making it a profitable investment. Currently, the home is used half for personal enjoyment and half for vacation rentals, offering a perfect balance of personal use and income potential.Designed for convenience, the property features a side door entrance, ramp access, and ample storage space underneath.Community amenities include a heated pool, hot tub, marina with a ship store, fuel dock, two boat ramps, tennis courts, pickleball courts, and more. Plus, residents are welcome to bring two pets!Dont miss this opportunity to own a profitable, fully equipped vacation rental in one of the most desirable locations in the Florida Keys. Review the attached documents for a detailed rental analysis.

$559,000
Key Colony
Cay Condo   - MM: 53.50
2 Bed, 2 Baths, 1,234 SqFt Days Listed: 126
Condo - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: None

Welcome to the Cay Condos. This spacious condo offers two bedrooms, two full bathrooms, kitchen that is open to the open living and dining areas. Best of all enjoy the ease of access with the ground level location and walk directly out to the manicured grounds just steps from sandy beach or the swimming pool and the unit windows have been updating making it rental ready for when you are not using it. The Cay offers lush tropical grounds, over 250 of sandy oceanfront beach, heated swimming pool, common room, off street parking and walking distance to all that Key Colony Beach has to offer. Call today to see this well appointed condo on the friendliest walking community island in the Keys.

$559,000
Little Torch Key
Coral Shores Estates   - MM: 28.00
2 Bed, 2 Baths, 960 SqFt Days Listed: 8
Mobile Home - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 49ft.Concrete

This 2-bedroom, 2-bathroom canal-front home is move-in ready and offered furnished. It has been well-maintained with numerous upgrades including a new metal roof (2022), laminate flooring throughout, new decking and screens on the large back porch, 2023 kitchen appliances and 2024 washer and dryer.Enjoy two screened porches, perfect for outdoor living and catching the ocean breeze. The concrete seawall provides space for multiple boats, with the added convenience of a boat ramp in the neighborhood. This home is a great option for those looking for a well-kept, waterfront property with convenient boating access.

$564,900
Marathon
Harbor House   - MM: 50.00
2 Bed, 2 Baths, 969 SqFt Days Listed: 22
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,Boat S

Nothing compares if youre looking for that special open waterfront home or investment, look no further than this fabulous Harbour House condo. Milestone completed and no upcoming assessments! This is a two bedroom, two bath unit overlooking the coveted Boot Key Harbor. Enjoy your morning coffee or an evening cocktail watching amazing sunsets from your patio. Just steps away from the back door is your 30 boat slip. Complex amenities include a heated pool that overlooks the harbor with a grilling area, clubhouse, private community boat ramp, kayak storage, two laundry facilities, bike area, individual storage units and an elevator. Boating enthusiasts will love the deep water access and quick Ocean/Gulf access through the 7 Mile bridge. Enjoy the open waters and explore the beautiful surroundings of the Florida Keys. Take in a round of golf just across the street at the Sombrero Country Club. Turnkey for investors: this unit is being sold furnished. What the other Condos are missing, you will most likely find here! Rentals allowed with a 28 day minimum and pet friendly. With its prime location, and fantastic water views, this is the perfect place to call home or your vacation getaway in the Florida Keys.

$569,000
Marathon
Lady Alexander   - MM: 49.50
2 Bed, 2 Baths, 1,023 SqFt Days Listed: 89
-7.85% ($48,500) 1 Price Change : Last Change 42 Days Ago
Condo - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,First

TOP FLOOR, END UNIT, OCEAN VIEWS HUGE PRICE REDUCTION!! Artist condo with gorgeous views from living, dining, kitchen, master and guest bedroom! FANTASTIC LOCATION, tucked away at the quiet end of the complex, away from the pool with quick OCEAN and GULF access and multiple marinas near by for fueling up for a day of boating. If you are into cruising, dine by boat at one of the many bars and restaurants just a short ride from the condo or walk to waterfront dining just a few blocks down at Dockside. The beautiful Sombrero Country Club is across the street for those that like to take in a round of golf. There is a nice bike path in front of the condo that goes around the golf course and straight down to Sombrero Beach for those into biking and walking. Grocery shopping is just a few minutes up the road. The complex is well maintained and managed with heated pool, outdoor entertaining area, storage unit, kayak and bike station. No need to shutter up every time you head home, the condo has high impact windows and sliders. Enjoy a glass of wine on your screened in patio and watch the sailboats drift by. The condo board is exceptional and in good shape. Low condo dues include water, exterminating, exterior insurance and common area maintenance. Currently 1 boat slip available for an incoming buyer (fee is $370.00 a year) Easy to show to qualified buyers. Building just painted!

$570,000
Cudjoe Key
Venture Out   - MM: 23.00
2 Bed, 2 Baths, 758 SqFt Days Listed: 251
-5.00% ($30,000) 5 Price Changes : Last Change 40 Days Ago
Mobile Home - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 35ft.

LOWEST-PRICED 2/2 WATERFRONT IN VENTURE OUT! MAKE YOUR MOVE! Furnished, turnkey (even includes the Club Car golf cart!!), waterfront home full of light with 2/2 split bedroom plan and 35 of your own backyard dockage with direct ocean and Gulf access! The opportunity for nightly rentals offers LUCRATIVE RENTAL INCOME. Gorgeous sunrise/sunset skies from your fun Keysy patio and dock. This home is one of the LOWEST-PRICED available ocean-access homes with PRIVATE DOCKAGE in Venture Out AND in the Lower Keys! Diligently maintained, impact sliders (and most windows), panels and accordions for extra protection, a gas stove, lots of storage, and a tropical yard situated on a quiet street. Only about a half hour from Marathon or Key West, the quintessential Keys lifestyle in golf cart-friendly Venture Out is second to none. With a 24-hr guard-gated entry, Venture Out has an oceanfront heated pool, hot tub, beach, marina with fuel and ships store, a private boat ramp, trailer parking, pickleball and tennis courts, an active clubhouse (worship, mah jongg, bingo, plays, holiday events and more!), and kids pool and playground. This community offers it all for full- or part-time residents and investors alike and is MOVE-IN READY. Great opportunity to get in at a GREAT PRICE! This is the place youve been waiting for!

$570,000
Key Colony
Casa Clara   - MM: 53.50
2 Bed, 2 Baths, 994 SqFt Days Listed: 87
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage170ft.

Welcome to Casa Clara, where island living meets modern convenience. This inviting 2-bedroom, 2-bath condo features a refreshed kitchen and updated baths, offering a relaxed retreat with ocean views from living, primary bedroom and balcony. Unwind on Casa Claras private 600-foot white sandy beach, take a refreshing dip in the large heated swimming pool, or enjoy a friendly match on the private tennis, pickleball and shuffleboard courts. A 150-foot fishing pier invites you to unwind by the oceans edge. With a full-time onsite manager ensuring every need is met and 14-day rentals allowed, Casa Clara offers a worry-free escape thats perfect for both personal enjoyment and investment potential. Here in Key Colony Beach you can walk or bike the entire city to the Marina, Restaurants, Post Office, Sunset Park and More. You Deserve This!

$575,000
Key Largo
Ocean Pointe   - MM: 92.50
2 Bed, 2 Baths, 826 SqFt Days Listed: 338
-7.85% ($49,000) 3 Price Changes : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock

Great investment chance! 2-bed, 2-bath Condo in popular Ocean Pointe Suites, well-kept and ready for use. Earn income when youre away. Top-notch amenities include a spacious pool area with 14 person spa, lighted pickleball and tennis courts, beach area with chickee huts, clubhouse, and naturally protected Marina with boat ramp. Trailer storage offered. Nightly rentals allowed. Condo comes fully furnished, set to go with strong rental history. Perfect for a getaway spot that pays for itself. Dont miss this rare opportunity in a prime location!

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 03-13-2025.
Back To TopMore Info
Terms / Privacy / Accessibility ADA