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Upper Keys Waterfront Condos for Sale - Condominiums, Open Water, Ocean and Bay / Gulf Views

Waterfront condos for sale in the Upper Keys provide residents with spectacular views of the ocean or the gulf.  With some of the best off-shore destinations for diving and fishing in the Keys located in the Upper Keys, purchasing a waterfront condo in the Upper Keys is a popular choice within the Florida Keys real estate market.  These great pieces of property often come equipped with top of the line amenities, including boat dockage.  Browse the Florida Keys MLS to see all available listings of Upper Keys waterfront condos for sale.

Total Listings 123
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$275,000
Key Largo
Baywood   - MM: 104.00
3 Bed, 3 Baths, 2,352 SqFt Days Listed: 40
Fractional Ow - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Firs

$300,000
Key Largo
Baywood   - MM: 104.00
3 Bed, 3 Baths, 2,300 SqFt Days Listed: 35
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges

Experience all the allure of Fishermans Cove fractional Ownership. where you can enjoy unparalleled views at a fraction of the price. This property cannot be rented out only the condo owners can Revel in the spaciousness of this expansive 3-bedroom, 3-bath condo, boasting direct bay access that sets the stage for breathtaking sunsets. Step into a haven of convenience, as this meticulously designed property anticipates your every need - simply pack your toothbrush and youre all set. Fishermans Cove does not permit rentals, ensuring that exclusive privileges are reserved solely for property owners. Enjoy unrestricted access to the expansive rooftop owners deck, stay active in the fully equipped gym, and luxurious private cabanas designed just for you. Embark on your own expeditions with the distinct advantage of having two boats ready for your use: a 26 Sea Fox and a 24 Contender. As well as the convenience of access to both bayside and the ocean. On average Owners take advantage of spending an average of 5 to 7 weeks per year within these highly coveted residences, although the opportunity for enjoyment extends beyond this range with no limit, allowing you to truly embrace a life of lavishness and tranquility. Strategically situated above the renowned Big Chill, youll have easy access to dining and entertainment experiences. The swift journey from Miami grants you a short trip, conveniently placing an array of experiences at your fingertips.

$325,000
Plantation Key
Sea Gulls   - MM: 90.00
1 Bed, 1 Baths, 756 SqFt Days Listed: 67
-1.22% ($4,000) 1 Price Change : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Beautiful remodeled 1/1 condo with impact windows and sliders. Large Porch with an Ocean View. Lots of Large closets in the condo and a private locked storage area outside of the condo unit. Only one flight of stairs or the elevator. Private bicycle storage area , Kayak & paddle board racks with excellent access to some of the nicest oceanside flats in the upper Keys. Clubhouse with full kitchen , Gym & yoga area have all been completely renovated. The complex has passed the most recent state inspections with flying colors says mgmt. WiFi & Cable and Water are included in the HOA fees. Possible owner financing.

$350,000
Key Largo
Baywood   - MM: 104.00
3 Bed, 3 Baths, 2,352 SqFt Days Listed: 48
Fractional Ow - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Othe

Elevate your lifestyle with this fractional ownership at Fishermans Cove, the Florida Keys most exclusive private residence club. Located along Blackwater Sound in Key Largo, this luxurious retreat offers 2,300 square feet of beautifully designed living space, including three generously sized bedrooms along with three full sized bathrooms. The newly renovated interior offers a modern-contemporary look with a tropical island twist.A fully equipped gourmet kitchen with bar seating invites indulgence, while your expansive private balcony offers front-row views of the stunning surroundings. Whether youre enjoying the rooftop owners deck, relaxing by the pool in one of three private cabanas, or venturing out to the water with access to the 26 Sea Fox or 24 Contender boats, every moment at Fishermans Cove is a luxurious escape.With concierge and housekeeping services ensuring your every need is met, this is more than just a residence--its a lifestyle. Conveniently located above Jimmy Johnsons Big Chill, youll enjoy exquisite dining and entertainment. Fishermans Cove is the ultimate in exclusive, high-end living, offering unparalleled access to the best the Keys has to offer. This property cannot be rented out. Privileges are for owners only.

$399,000
Plantation Key
Sea Gulls   - MM: 90.00
1 Bed, 1 Baths, 756 SqFt Days Listed: 78
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Top-Floor Oceanfront Gem in Sea Gulls Condominiums! This unit boasts breathtaking, unobstructed ocean views. Wake up to stunning sunrises every morning in this impeccably maintained 1-bedroom, 1-bathroom condo. The updated kitchen and bathroom combine modern style with functionality, while the expansive living area creates a cozy and inviting retreat. Take advantage of exceptional on-site amenities, including a weight room, yoga studio, clubhouse, and an upgraded swimming pool with a spacious deck. For outdoor enthusiasts, the pristine sandy beach provides the perfect spot to launch your kayak or paddleboard and explore the azur waters of the Florida Keys. Ideally located near restaurants, scenic parks, shopping, and more, this condo offers the perfect balance of convenience and coastal living, a prime location for both relaxation and adventure. Experience the ultimate Florida Keys lifestyle--schedule your private tour today!

$399,000
Lower Matecumbe
Islamorada South   - MM: 76.50
1 Bed, 1 Baths, 518 SqFt Days Listed: 378
-3.86% ($16,000) 1 Price Change : Last Change 96 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock25ft.

Islamorada South....One of the BEST kept secrets in Islamorada! This is a one bedroom, fully updated unit with a screened porch includes a GARAGE! The Spacious garage perfect for storing your weekend toys. Bring your boat! There is always space on the dock for your 25 boat. Clean your catch dockside on the cleaning table. Secured boat and trailer storage is available. It is just a short jaunt to the ocean or the bay. Immediate ocean access from the dock gets you to some of the best fishing, diving & crystal clear waters these islands are known for. Conveniently located on Lower Matecumbe Key yet just minutes from downtown Islamoradas famous restaurants, shops, galleries & breweries. For an intimate complex, the amenities are grand. Play a game of pickle ball in the morning, tennis in the afternoon, cool off in the pool or enjoy a game of horseshoes or shuffleboard with your neighbors after dinner or meditate under the tikis. Islamorada South provides a real community feel....come join the community!

$400,000
Plantation Key
Summer Sea   - MM: 88.50
2 Bed, 2 Baths, 794 SqFt Days Listed: 66
Condo - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Boat

Priced to sell quickly, this cozy 2 bedroom,1.5 bath apartment is on the 3rd floor of highly sought after Summer Sea Condominium. Offers an opportunity for sweat equity potential. With a private balcony, this is perfect for full time residents or second home allowing 28-day rentals. Summer Sea Condominium is a multi-story residential waterfront condominium, right on the bay affording stunning sunsets all year round. With an abundance of community areas such as a beautiful sandy beach area and lots of space to stretch, large marina with a new composite dock and boat ramp, 2 pools (one heated/cooled), 2 newly remodeled game rooms and remodeled gym with all new equipment, a large community room/kitchen and library, laundry rooms, roof top viewing deck and friendly residential atmosphere with onsite management. Two new elevators are being installed! Kayak and paddle board storage and easy boating access to the Bay and Ocean thru Tavernier Creek or Snake Creek. Safe and secure gated community in the Village of Islamorada, on Plantation Key at Mile Marker 88.5, just north of the famous Marker 88 Restaurant. First come, first serve dockage is available to the owner with size restrictions and insurance requirements. 4*4*3 storage locker on the property is also included.28-day rental minimum.Owner occupied.

$410,000
Plantation Key
Summer Sea   - MM: 88.50
1 Bed, 1 Baths, 574 SqFt Days Listed: 223
-21.15% ($110,000) 5 Price Changes : Last Change 14 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Basi

Welcome to your dream retreat at Summer Seas, where island living is easy living. This one-bedroom, one-bath condo is tastefully furnished with no detail spared, featuring new appliances and elegant furniture that perfectly complement the stunning Florida Bay views. Whether youre seeking a full-time residence or a vacation getaway, this condo offers a cozy, stylish space to call home.Summer Seas is a paradise for those who love the sun and the water. Relax by the recently renovated pool or bask on the sandy beach, soaking in the peaceful waterfront ambiance. Boating enthusiasts will love the convenience of the first-come, first-served marina, along with boat and trailer storage, a boat ramp, and a fish cleaning station. Find easy access from the Bay to the Ocean via Tavernier Creek or Snake Creek.The community offers kayak storage, a clubhouse complete with a fully equipped kitchen, and a brand-new game room for entertainment.Embrace the best of bayfront living at Summer Seas, where exceptional amenities and an unbeatable location create the perfect lifestyle. Whether youre looking to settle in or rent out, this condo offers the perfect blend of affordable luxury and convenience.

$419,000
Plantation Key
Sea Gulls   - MM: 90.00
2 Bed, 2 Baths, 1,179 SqFt Days Listed: 308
-15.35% ($76,000) 3 Price Changes : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Super cute fully renovated condo building in Islamorada. This 2/2 has a large balcony with ocean views huge master bedroom with access to the balcony and is waiting for your personal touch. Plenty of parking. Very easy to show.

$448,900
Plantation Key
Plantation By The Sea   - MM: 87.50
2 Bed, 2 Baths, 1,100 SqFt Days Listed: 85
-0.22% ($1,000) 1 Price Change : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 400ft.

LIVE THE DREAM IN THIS OCEANFRONT BUILDING ON MILLIONAIRES ROW IN THE BEAUTIFUL FLORIDA KEYS! LARGER THAN OTHER UNITS UNDER AIR AT 1100 SQ FT. TURN KEY STUNNING AND REMODELED, FRESHLY PAINTED, FULLY FURNISHED ALL ON ONE LEVEL 2 BEDROOM 2 FULL BATH CONDO IS MOVE IN READY! OR START MAKING MONEY AS A VACATION RENTAL RIGHT AWAY! $10,000.00 WORTH OF VACATION RENTAL BOOKINGS AND CONSULTING ARE INCLUDED WITH THIS CONDO SALE! CHEFS KITCHEN, HUGE PANTRY, BOSCH WASHER/DRYER INCLUDED WHICH IS NOT FOUND IN MOST OTHER UNITS. SPLIT BEDROOM PLAN, WOOD CABINETS IN KITCHEN AS WELL AS NEW REFRIGERATOR AND DISHWASHER. NEW WATER HEATER AND MAIN BEDROOM HAS LARGE WALK IN CLOSET. ADDITIONAL STORAGE UNIT ON MAIN FLOOR. 1 DESIGNATED COVERED PARKING SPACE & PLENTY OF GUEST PARKING, HEATED POOL, 400 FOOT DOCK/FISHING PIER ALLOWS YOU TO TIE UP YOUR BOAT FOR LOADING AND UNLOADING FOR A WONDERFUL DAY ON THE WATER, COMMUNITY ROOM AVAILABLE WITH KITCHEN TO GATHER WITH THE RESIDENTS FOR A PARTY OR RENT OUT THE SPACE FOR YOUR OWN PRIVATE EVENT, FITNESS AREA, SAUNA, AND SO MUCH MORE!WALK TO RESTAURANTS, SHOPPING, AND FOUNDERS PARK CLOSE BY AS WELL AS THEATRE OF THE SEA.

$450,000
Plantation Key
Sea Gulls   - MM: 90.00
2 Bed, 2 Baths, 1,179 SqFt Days Listed: 89
-10.00% ($50,000) 1 Price Change : Last Change 4 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

This unit at Sea Gulls Condominium is more than just a home; its an invitation to a lifestyle of comfort and coastal beauty. Whether youre seeking a serene vacation retreat or a permanent residence with resort-style amenities, this property offers a unique living experience in the Florida Keys. This renovated 4th-floor unit offers a harmonious blend of contemporary design and coastal charm, featuring two bedrooms which open to the covered balcony and two bathrooms. The kitchen features granite countertops. All windows and doors are impact. The covered balcony offers breathtaking ocean views of the sunrise and sunset.Experience living in this oceanfront unit, where every detail is designed for comfort and style. The state-of-the-art gym is fully equipped with all the essentials for a comprehensive workout, allowing you to maintain your fitness routine without leaving home. Adjacent to the gym, the yoga room offers a tranquil space for your practice. Both the gym and yoga room feature expansive windows, providing breathtaking ocean views that make your workouts a pleasure.

$459,000
Plantation Key
Summer Sea   - MM: 88.50
2 Bed, 2 Baths, 800 SqFt Days Listed: 53
-3.37% ($16,000) 2 Price Changes : Last Change 10 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Firs

Seaside Living at Summer Seas - Your Perfect Florida Keys Retreat! Move right into this beautifully furnished, turnkey 2-bedroom, 1.5-bath condo in the sought-after Summer Seas community on the bay. Enjoy breathtaking sunsets from the beach or the rooftop observation deck, where the beauty of the Florida Keys unfolds before you. This gated community amenities, include a heated/chilled pool, work out room, storage area, communal freezer, and ice machine. Boaters will love the first-come dockage for vessels up to 26 feet (tip to tip). Adventure awaits! With easy access to both the backcountry and ocean, you can enjoy world-class fishing, paddleboarding, kayaking, and diving in the crystal-clear waters of the Keys. Plus, youre just minutes from shopping, dining, and local hotspots. State Structural and Milestone Inspection completed and passed. Dont miss out on this rare opportunity to own a slice of paradise! 🌴☀️🏝️

$480,000
Plantation Key
Plantation By The Sea   - MM: 87.50
2 Bed, 2 Baths, 1,036 SqFt Days Listed: 204
Condo - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: NoneRip Rap

Your vacation starts now! Welcome to Plantation By The Sea. This charming TURN KEY 2 bedroom and 2 bathroom end unit offers a spacious floor plan that seamlessly connects the kitchen to the dining and living areas. It has 2 porches 1 off of the living room another off of the master bedroom. While cooking you can open up the doors and enjoy the ocean breeze and peak a boo views of the Ocean. Updates include newer ac and ac handler 2019, bathroom vanities, kitchen appliances, and new carpet in the bedrooms. Tastefully furnished and in immaculate condition. One assigned covered parking space. Ground level storage unit. Plenty of guest parking. The complex offers a heated oceanfront pool, long fishing pier, electric gate, clubhouse, sauna, gym with water views and plenty of outdoor entertainment space. Located near Founders Park, restaurants and downtown islamorada! **BUYER TO VERIFY ALL INFORMATION**

$507,000
Key Largo
Landings Of Largo   - MM: 98.00
2 Bed, 2 Baths, 778 SqFt Days Listed: 47
-1.55% ($8,000) 1 Price Change : Last Change 28 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Boat

Welcome to the Landings of Largo! This charming 2-bedroom, 2-bathroom ground-level garden condo boasts a serene pool view, just steps away from what feels like your own private oasis. Fully furnished, this condo comes complete with two kayaks for your enjoyment. Landings of Largo is a gated community offering fantastic amenities, including two pools, a marina, a community boat ramp, fish cleaning stations, a clubhouse, and on-site property management. The community is also pet-friendly, welcoming up to two pets of any size. Additional amenities include a Sunset Pier, tennis and pickleball courts, and dry boat trailer parking. Conveniently located close to top attractions and amenities, this property has it all!

$509,000
Key Largo
Ocean Pointe   - MM: 92.50
1 Bed, 1 Baths, 577 SqFt Days Listed: 165
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges,Boat

Very nicely updated 1/1 in Ocean Pointe with gorgeous ocean views that grossed over $41,000.00 with the owner using it frequently. Other 1/1s have grossed well over 60K. Impact sliders and windows with matching tile floors throughout. Being sold fully furnished. Direct ocean access marina that is naturally protected from the elements. Jr. Olympic Heated pool with a 14 person spa. Lighted tennis & pickle ball courts. Beach area with boardwalk and gazebo overlooking the Atlantic ocean. Cafe and Pool Bar are Back open after a long remodel.

$529,900
Plantation Key
Sea Gulls   - MM: 90.00
2 Bed, 2 Baths, 1,179 SqFt Days Listed: 194
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.

$575,000
Key Largo
Ocean Pointe   - MM: 92.50
2 Bed, 2 Baths, 826 SqFt Days Listed: 356
-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!

$575,000
Lower Matecumbe
Islamorada South   - MM: 76.50
2 Bed, 2 Baths, 1,079 SqFt Days Listed: 138
-14.81% ($100,000) 4 Price Changes : Last Change 8 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges,Boat

Discover Your Coastal Retreat in Islamorada! Boaters Paradise: Rarely available, this pristine townhome offers direct ocean access with dockage for a boat up to 25 feet. Perfect for those who crave the open waters. Meticulously Maintained featuring 2 bedrooms and 2 baths, this home boasts a custom kitchen with wood cabinetry, a large island for entertaining, and elegant granite countertops. The open floor plan seamlessly connects the kitchen to the living area, which extends to a screened-in porch--ideal for enjoying the soothing ocean breeze. Timeless Elegance w/ Both bathrooms beautifully updated with classic finishes and tile flooring throughout enhances the coastal charm. The master suite includes a screened-in porch with a peek-a-boo ocean view, enhancing the allure of your new home. Turnkey Living: Sold fully furnished with tasteful decor, this home is move-in ready, allowing you to immediately start enjoying your Florida Keys lifestyle. Convenient Parking w/ carport and garage providing ample space for multiple vehicles. Plus, the property offers easy access to a community boat ramp and boat storage, making ocean adventures a breeze. After a day of fishing, you can conveniently clean your catch right at the dock. Situated near the heart of Islamorada, youll enjoy close proximity to shopping, grocery stores, the art district, restaurants, and all the attractions of this charming fishing town. Investment property, offering a savvy investment opportunity in addition to your dream home. Dont miss out on owning a slice of paradise in the fabulous Florida Keys!

$579,000
Key Largo
Landings Of Largo   - MM: 98.00
2 Bed, 2 Baths, 1,029 SqFt Days Listed: 145
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp

The Perfect Location For Your Home Away From Home Or Your Next Residence. Great For Investors Too! (28 Day Minimum Rental) This Home Is Fully Furnished & Ready To Occupy. This Is a MUST-SEE! From The Moment You Enter The Gate, You Know Youre Somewhere Special. Youll Feel The Keys Vibe Right Away, From The Lush Landscaping, To The Buildings Adorned With Metal Roofs & Dressed In Playful Colors. The Recently Updated World-Class Marina Stands As The Communitys Crown Jewel, Where You Can Enjoy Spectacular Sunsets From The Pier.If You Are Looking For Perfection, You Found It! This Modern Stylish Unit Is Open & Spacious! Nothing To Do Here But Move In! The Bright & Cheerful Color Pallet Sets The Tone For This Modern Keys Home. The Beauty Is In The Details! A Single And Consistent Wood-Look Laminate Floor Flows Through The Home. The Spacious Kitchen Is Perfect For Entertaining Plenty Of Counter-Space. Did We Mention The Bathrooms Have Been Updated Too! The Floor-plan Is A Split Bedroom Layout And The Bedrooms Are Generously Sized. There Are So Many Things To Appreciate About This Home, A Separate Laundry Room Located Inside The Unit With Full Size Washer & Dryer, The 1st Floor Has A Screened Patio Which Extends Your Living & Entertaining Space. A HUGE Bonus Is The Attic Area With Its Pull Downstairs That Reveals An Abundance Of Storage Space. Located in a pet-friendly community, approved pets are allowed. Renters May NOT Have Pets. The Community Is Gated And Has A Boat Ramp/Marina. Theres a Pier Overlooking The Bay To Enjoy The Sunsets Or Possibly a Fish Tugging On Your Line. There are 2 Pools, Tennis, Pickleball, Basketball, Bocce, a Clubhouse, a Gym, And Grills. The Owner Stated This Unit Has The Potential to Convert The Attic Into a Loft & Bathroom.

$586,000
Key Largo
Ocean Pointe   - MM: 92.50
2 Bed, 2 Baths, 826 SqFt Days Listed: 8
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,Boat S

This Condo Grossed $74,752.64 in 2024. Pool Bar & Oceanfront Cafe are now back OPEN at Ocean Pointe !! Upgraded 2/2 with a beautiful U kitchen and a slightly dropped ceiling for excellent LED lighting with dimmers . Being sold Fully Furnished with Housewares. The Marina is naturally protected with direct ocean access. Jr. Olympic heated pool with a 14 person Spa. Lighted Pickle ball and tennis courts Beach with tiki huts , boardwalk and Gazebo. 24 hour security manned and patrolled. Ocean Pointe is close to everything except US1 road noise.

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 03-31-2025.
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