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

Total Listings 115
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$950,000
Plantation Key
Executive Bay   - MM: 87.00
2 Bed, 2 Baths, 1,359 SqFt Days Listed: 89
-4.90% ($49,000) 1 Price Change : Last Change 2 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Boat

Enjoy the vibrant coastal lifestyle of Keys living in this desirable BAYFRONT townhome located in sought-after Executive Bay Club in Islamorada! Boasting 2 bedrooms, 2 bathrooms plus a spacious loft, impact windows and doors, along with an open living layout that flows seamlessly through to the outdoor patio offering breathtaking sunsets and unobstructed Florida Bay views. Step out your back door to the sandy beach and dock with 31 boat slips available on a first-come, first-serve basis, along with 6 mooring pilings. Perfectly located to enjoy offshore fishing in the Atlantic Ocean or backcountry fishing in the Florida Bay. The community offers a wealth of resort-style amenities, including a sparkling pool, clubhouse, two tennis/pickleball courts, a sandy beach, kayak and paddleboard storage and a pet-friendly environment. Secured with a manned/gated entrance. Located just minutes away from 5-star restaurants, breweries, and boutique shops, this townhome offers both luxury and convenience in this prime location.

$970,000
Key Largo
Buttonwood Bay   - MM: 96.00
2 Bed, 2 Baths, 1,056 SqFt Days Listed: 108
-2.90% ($29,000) 2 Price Changes : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Assigned Dock,Boat S

Welcome to waterfront luxury living at Buttonwood Bay Condominiums. This gated community in Key Largo is built around a deep-water coral rock harbor adjoining the Florida Bay. This residence includes a 29 boat slip conveniently located right outside your back door, providing direct access to the stunning waters of the Florida Keys. Meticulously remodeled with high-end finishes, this unit features two bedrooms, two full baths, and a half guest bath downstairs. New impact glass windows and doors flood the interior with natural light and offer breathtaking views of the marina. The floor-to-ceiling glass accentuates the beauty of the surroundings. Step into a gourmet kitchen adorned with rare blue granite, new cabinets, and state-of-the-art appliances. Community amenities include five tennis and pickleball courts, three heated swimming pools, a well-equipped fitness center, saunas, basketball, a meeting and party venue with kitchen, eight sunset martini docks, and a rare sandy beach! A boaters paradise, Buttonwood Bay also has a Ships Store with fuel pumps, live shrimp, ice, beverages and snacks. Theres a boat launching ramp and on-site storage areas for owners boat trailers. Onsite management, in-house landscape and maintenance staffs, and a 24/7 professional security team provide ease and peace of mind for owners. Experience a lifestyle of relaxation and recreation in this waterfront haven.

$975,000
Key Largo
Moon Bay   - MM: 104.00
2 Bed, 2 Baths, 947 SqFt Days Listed: 114
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 30ft.

Moon Bay in Key Largo is a gated Florida Bay community offering weekly rentals. It is a great investment opportunity for investors or passive income when you are not using it. This corner-end unit offers unparalleled Views. This is an Updated condo that comes completely furnished. Includes a deeded 30 ft. boat slip #63 with a boat lift. Your screened balcony facing the bay gives you a Great Sunset View from this unit. Weekly Rentals, Yes Weekly Rentals ALLOWED!! This unit is licensed for short term rentals. The community just completed all major renovations with in the past 3 years including building roofs, all window and doors upgraded to impact, renovated pool and club house, entire complex painted, the parking lot was repaved, and the elevators were renovated, the HOA is as solid as they come with strong funded reserves! No Worries about assessments in the future and everything is NEW. Come take a tour of the best hidden paradise in Key Largo which offers some of the best diving and fishing! This Unit is Very Well Maintained and Ready for New Owners!

$995,000
Key Largo
Landings Of Largo   - MM: 98.00
3 Bed, 3 Baths, 1,361 SqFt Days Listed: 193
-5.15% ($54,000) 1 Price Change : Last Change 45 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Slip,

Welcome to your dream townhome in a stunning tropical paradise! Rarely available, this townhome features a lofted 3rd bedroom and bath, perfect for added space and privacy. Beautifully remodeled and move-in ready. Including a 30 ft deeded boat slip with lift. Covered parking with screened-in porch and storage. Convenient and well-maintained community offers fantastic amenities, including a bayfront marina, sparkling pools, tennis courts, and beautifully landscaped, shaded grounds perfect for leisurely strolls and outdoor activities.Dont miss your chance to own a piece of paradise, complete with all the modern comforts and unbeatable access to aquatic adventures. Your perfect tropical retreat is ready for you!

$999,000
Key Largo
Rock Harbor Condo   - MM: 97.50
3 Bed, 3 Baths, 1,393 SqFt Days Listed: 30
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Basi

Experience stunning bay views and sunsets from this Bayfront condo at Rock Harbor Condominum in Key Largo! This spacious 3-bedroom, 3 Full bath condo offers a large kitchen with wood cabinetry, seamlessly flowing into an open floor plan ideal for entertaining family and friends. Each generously sized bedroom (16 x12+) has a walk-in closet for added convenience and private Bathroom. Relax on the private screened balcony and enjoy the refreshing bay breezes while taking in the expansive water views. Picture waking up every morning to the awe-inspiring beauty of the bay - the perfect start to your day.Rock Harbor Club is a gated, resort-style community surrounded by lush tropical landscaping. Boating enthusiasts will appreciate the easy access, along with optional dry rack storage in-and-out service, and dockage in the sheltered basin. Unwind in the heated and chilled pool, or stay active with a variety of recreational options, including pickleball, tennis, basketball, bocce ball, kayaking, and paddleboarding, all with convenient storage and launch areas.The communitys Bayfront clubhouse offers a range of amenities, from TVs and a fully equipped kitchen to restrooms, showers, saunas, and a gym. Embrace the relaxed Key Largo lifestyle by gathering around the fire pit, lounging on the sandy beach, or enjoying nightly sunsets over the bay. Live the dream and experience the best of Florida Keys living at Rock Harbor Club!

$999,000
Key Largo
Buttonwood Bay   - MM: 96.00
2 Bed, 2 Baths, 1,238 SqFt Days Listed: 142
-4.86% ($51,000) 1 Price Change : Last Change 102 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Assigned Dock,Basin,

Beautifully completely remodeled townhome in the Boaters paradise. 27 assigned boat slip in your backyard! Travertines floors throughout, new plumbing and electric, SieMatic kitchen cabinets and Liebherr refrigerator. There is nothing that needs to be done! Buttonwood features: on site marina with fuel, bait and tackle shop, 3 heated pools, 3 tennis and 6 pickle ball courts, 2 lots for boat railer storage, beach, new gym, library, club house, on site management and 24-hour manned security including manned security gate. Great location, in close proximity to all amenities but far enough to not be disturbed.

$999,998
Lower Matecumbe
Bay Harbour   - MM: 75.00
2 Bed, 2 Baths, 1,473 SqFt Days Listed: 229
Condo - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Experience the pinnacle of Florida Keys living with this stunning 2-bedroom, 2.5-bathroom condominium in the Bay Harbour complex. Located in the heart of Islamorada, unit 102 is beautifully appointed with high-end finishes and offers breathtaking views of the water and marina. Key Features Include: Spacious Living: Spanning a generous floor plan, this unit features two sizable bedrooms, each complemented by its own ensuite, and a guest half bathroom for optimal convenience.Luxurious Appointments: Each room is meticulously designed with luxury and comfort in mind, featuring modern decor and top-of-the-line amenities.Stunning Views: From the private screened balcony, enjoy fabulous, views of the sparkling water of Captains Cove and the Atlantic Ocean across the way, providing a serene backdrop to your daily living.Prime Location: Situated within a sought-after community that offers a wealth of amenities including a pool, spa, tennis and pickleball courts, community room, gym, covered parking, guest parking, and direct access to boating facilities.Investment Potential: With the allowance for weekly rentals, this property presents a valuable investment opportunity, perfect for generating rental income.Lifestyle & Convenience:Bay Harbor Condominiums not only offer luxurious living but also a lifestyle of ease and entertainment. Whether youre indulging in the on-site amenities or exploring the local attractions of Islamorada, life here is sure to be exceptional.Invest in Your Dream:Whether as a permanent residence or a lucrative investment property, unit 102 at Bay Harbor is an excellent choice for discerning buyers seeking luxury, location, and lifestyle in the Florida Keys. Come live where others vacation in the fabulous Florida Keys!

$1,050,000
Key Largo
Key Largo North Marniers Club   - MM: 97.00
3 Bed, 3 Baths, 2,160 SqFt Days Listed: 83
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges

Boaters paradise with resort life living. Enjoy this fully furnished trilevel 3 bed 3 bath townhome with marina and partial ocean view or short term rent it as an investment. Full-service marina, tennis & basketball courts, gym, heated pools (2) with hot spas, clubhouse and picnic areas with bbq grills. Gated entrance with 24/7 security. This unit has been managed by Keys Caribbean, future reservation can be transferred if buyer/s wish to do so.

$1,094,000
Plantation Key
Port Of Call   - MM: 88.50
2 Bed, 2 Baths, 1,248 SqFt Days Listed: 235
-10.69% ($131,000) 1 Price Change : Last Change 150 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,Boat S

This is truly a special piece of Paradise. Located in the prestigious Islamorada on the oceanside. Port of Call is low density, small private community, consisting of 5 buildings/10units with many amenities that allows for short term vacation rentals. There is a beautiful beach with shaded tiki hut area, a refreshing pool by the water, as well as boat slips.This updated unit has 2 bedrooms and 2.5 baths. One great feature is the eat in kitchen/dining area set in a sunroom. You have direct ocean views with prevailing breezes and enjoy sunrise from anywhere in the unit. It has two large screened balconies, a spacious roof top sundeck, plus under cover parking. Close to shopping, restaurants, marinas, Founders Park, plus so much more. Two hours to Miami or Key West. Call to see Port of Call today.

$1,100,000
Windley Key
Windy Cove   - MM: 84.00
3 Bed, 3 Baths, 1,680 SqFt Days Listed: 71
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock

Peaceful Palms - is a newly-built luxury coastal development situated in the gated community of Islamorada, FL. This upscale property features 15 high-end townhomes, all boasting an oceanfront location, as well as oceanfront views. You can enjoy spectacular views of the acclaimed Sandbar and Alligator Reef Lighthouse, as well as breathtaking sunrises. For boating enthusiasts, there are oceanfront docking facilities available for rent. Additional amenities include an oceanfront pool, making it an ideal location for a Florida Keys getaway and investment property. Once assessments and approvals have been completed this year, Peaceful Palms is set to cater to weekly vacation rentals, a rarity in Islamorada. Each townhome comes with three bedrooms, three bathrooms, a spacious garage, and balconies on the second and third floors with oceanfront views. Peaceful Palms is pet-friendly. The world-class fishing and diving opportunities of Islamorada are an added attraction. With the potential halt in issuing new building permits in the Florida Keys, investing in Peaceful Palms presents a unique and timely opportunity.

$1,188,000
Plantation Key
Sea Gulls   - MM: 90.00
3 Bed, 3 Baths, 2,137 SqFt Days Listed: 361
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

STRONG RENTAL HISTORY!! Welcome to Luxury Living in this Captivating Penthouse Condominium with Unobstructed Ocean Views in Sea Gulls Development! WEEKLY RENTALS ALLOWED making this an amazing investment opportunity! This remodeled Penthouse unit boasts breathtaking panoramic Atlantic Ocean views and offers an unparalleled lifestyle on the 7th floor. With 3 bedrooms and 2 bathrooms, this residence is the epitome of seaside living. The unit is designed to maximize comfort and style with well-appointed living spaces that seamlessly blend indoor and outdoor living. Enjoy unobstructed ocean views offering a front-row seat to the beauty of the Atlantic featuring two generous balconies providing the perfect setting for savoring the fresh sea breeze and taking in the mesmerizing sunrises. Sea Gulls offers a host of amenities, including a large heated oceanfront swimming pool, a gym and clubhouse. Step onto the large sandy beach just steps away. Secured lobby, ensuring controlled access and two convenient elevators. Nestled in a great location, Sea Gulls provides proximity to 5-star restaurants and shopping. This penthouse is not just a home; its a lifestyle. Immerse yourself in the tranquility of oceanfront living. Dont miss the opportunity to make this beautiful Penthouse your own!

$1,195,000
Plantation Key
Ocean Harbor   - MM: 87.50
2 Bed, 2 Baths, 1,536 SqFt Days Listed: 112
Condo - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Boat Slip3

Expansive ocean views! Beautifully updated 2/2 condo with a 35 ft. boat slip and 18,000 lb. boat lift in Islamoradas desirable Ocean Harbour community. Enjoy immediate boating access to the Atlantic Ocean and quick boating access to Florida Bay through nearby Snake Creek channel. Open ocean views throughout from the relaxing screen porch to the large living room, dining area, kitchen and primary bedroom. This unit has been beautifully updated with an open concept kitchen, solid wood cabinets, stainless appliances and granite countertops. Both baths are tastefully updated, and all the doors and windows are impact rated. Ocean Harbour condo is situated on a sprawling 12 acres and the grounds are beautifully manicured and shaded in lush tropical landscaping. In addition to the marina, the community also offers a boat ramp and the rare convenience of onsite boat/trailer storage. There is also a large ocean view pool, ocean view clubhouse, ocean view gym, and ocean-side beach area with tiki huts and lounge chairs for enjoying the ocean breeze. The gated community also offers a covered parking spot and a storage closet for every unit, along with abundant additional open parking, electric car charging station, and tennis courts. This community allows each owner to have two pets (any size). Call today for your private tour of this outstanding Islamorada community.

$1,225,000
Lower Matecumbe
Bay Harbour   - MM: 75.00
3 Bed, 3 Baths, 2,026 SqFt Days Listed: 255
-3.92% ($50,000) 1 Price Change : Last Change 93 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Slip30ft.

Bay Harbour condos, located at MM 74.5 on Lower Matecumbe is a very desirable community. BAY HARBOUR ALLOWS 7-DAY RENTALS. Transient Rental License can be obtained from the Village of Islamorada that allows weekly rentals which are restricted in most communities in Islamorada and indeed all of Monroe County. This 2,000 sq. ft three-bedroom, two and a half bathrooms has a view of the sunrise on the Atlantic Ocean. A 30 boat slip is included which allows quick access to Florida Bay and a short ride will bring you to the ocean through channel 2 or channel 5. This gated community boasts a fantastic pool and hot tub along with a gym, clubhouse and tennis courts. Landscaping and maintenance of the property is professionally directed by the on-site property manager. This unit is equipped with propane gas range. Floor plan dimensions in photos are very close estimates. Buyer to verify.

$1,225,000
Lower Matecumbe
Bay Harbour   - MM: 75.00
3 Bed, 3 Baths, 2,026 SqFt Days Listed: 25
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Slip3

Ideal location in the desirable Bay Harbour community. Convenient access to Florida Bay and the Atlantic Ocean. Community amenities include a pool, hot tub, gym, and clubhouse. Perfect for year-round living or as a vacation rental as Bay Harbour allows 7-day rentals with a Village Vacation Rental License. This condo has a 16,000# boat lift in the designated boat slip.

$1,250,000
Upper Matecumbe Key Islamorada
Beacon Reef   - MM: 83.00
2 Bed, 2 Baths, 1,275 SqFt Days Listed: 146
-3.85% ($50,000) 2 Price Changes : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock

LOCATION, DOCKAGE. Dockage on the oceanside of Upper Matecumbe Key! ALSO Parking for car and a boat!! .... Beautiful Beacon Reef, a well-known and loved condo complex located on Upper Matecumbe Key is expertly and exquisitely maintained top to bottom. First class amenities include resort style tropical landscaping with shady palm trees, lush green grass & sandy beach w/ lounge chairs. Zero entry, large walk-in pool. Chickee hut and multiple BBQs for entertaining. Newly renovated pier with plenty of dockage, can fit up to 35 boat, shore power available. Private sauna & gym overlooking the ocean. Club house with kitchen available to homeowners for private functions. This particular unit is immaculate and cared for, same owner since 94, amazing open water ocean views from covered balcony and primary bedroom. Comes with coveted covered parking, one space from elevator, room for two cars or one car w/ boat & trailer. Kitchen has been updated with stainless steel appliances and custom cabinetry. Primary bathroom has been updated as well with added closet space. All windows are impact.

$1,300,000
Plantation Key
Futura Yacht Club   - MM: 88.50
2 Bed, 2 Baths, 1,298 SqFt Days Listed: 76
-13.04% ($195,000) 1 Price Change : Last Change 2 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp,Boat Slip3

Florida Keys Dream! Open Bay Views, Sunsets and Great Ocean/Bay Boating Access ... all in Islamorada! This Futura Yacht Club 2/2.5 townhome includes a 39 ft. deeded boat slip with electric and water just steps outside your door. Futura is truly the Swiss Army knife of Keys communities because it offers one of everything you need, including an onsite boat ramp, onsite boat and trailer storage, spacious pool, two tennis and pickle ball courts, basketball court, shady green space for picnics, and lots of open space for walks and bike rides. The townhomes also allow two pets any size AND the HOA allows weekly rentals. The beach area has a fish cleaning station, kayak and stand-up paddle racks, and owners can now put boat lifts in their slips. If great boating in Islamorada is your Keys dream, its time to wake up in Futura Yacht Club!

$1,350,000
Windley Key
Pelican Cove Resort   - MM: 85.50
3 Bed, 3 Baths, 1,680 SqFt Days Listed: 92
-10.00% ($150,000) 1 Price Change : Last Change 38 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock

Peaceful Palms - is a new construction luxury coastal property, in a gated community, located in the heart of the Florida Keys. It offers 15 new high-end townhomes. Its positioned right on the oceanfront, and provides stunning views of the renowned Sandbar and Alligator Reef Lighthouse. It has breathtaking sunrises, oceanfront docking facilities available for owners and guests, an oceanfront pool, and is perfect for a Florida Keys get-away and investment property.

$1,400,000
Key Largo
Key Largo North Marniers Club   - MM: 97.00
3 Bed, 3 Baths, 1,876 SqFt Days Listed: 147
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin,Other Dockage

Discover your dream waterfront home at Mariners Club in Key Largo! This stunning three-bedroom, two-and-a-half-bathroom condo is all on one level, offering breathtaking views of the deep-water marina and the sparkling Atlantic Ocean beyond. Fully furnished and ready for you to enjoy the seaside lifestyle, it provides easy access to world-class diving, fishing, and boating. Residents of Mariners Club benefit from resort-style amenities, making every day feel like a Florida Keys vacation. Boaters will appreciate the deep-water marina with protected dockage and immediate ocean access. Enjoy the sparkling swimming pools, relax in the hot tubs, stay fit at the gym, or enjoy tennis and pickleball. A manned gated entrance ensures peace and tranquility for those looking to unwind. The immaculate kitchen, living, and dining areas feature high ceilings and expansive ocean views from every angle. This beautiful condo holds significant potential as a lucrative rental property. It is in pristine condition with impact windows and doors and an upgraded air conditioning system designed to prevent dust and mold. Its a turnkey investment ready for immediate enjoyment or rental. The condo offers two convenient entrances, eliminating the need for stairs when entering from the front-- a helpful feature for those with strollers or mobility concerns. Step through the gate of the breezy lanai to the marina filled with charming boats. Dockage is available for owners or guests. Its pet-friendly for owners and long-term renters, so you wont need to leave Fido behind. There are no restrictions on the number of rental days in Mariners Club. Owners are free to rent independently or use a local management company. This home is a fantastic opportunity for investors or those seeking a second home that can also generate income. Its a must-see! Dont miss the video & 3D tour. Due from buyer at closing: refundable $45,000 equity membership, non-refundable $10,166.26 capital contribution.

$1,495,000
Plantation Key
Ocean Harbor   - MM: 87.50
3 Bed, 3 Baths, 1,813 SqFt Days Listed: 12
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges,Othe

Resort-Style Living at Ocean Harbour in Islamorada Welcome to this exceptional end-unit condo at Ocean Harbour, where resort-style living meets the serene beauty of Floridas coastline. Upon entering through the gated entry, youre greeted by lush, tropically landscaped grounds that lead you to your stunning, updated home. This unit offers a coveted location with a storage room conveniently situated just outside the front door. Inside, the spacious 3-bedroom, 2-bath condo has been tastefully updated, featuring a well-appointed large kitchen perfect for both casual entertaining and preparing special meals to enjoy on your oceanfront screened terrace. The desirable split floor plan includes a luxurious primary suite with oceanfront views, an en-suite bath with a spa-like feel, and a walk-in closet. Across the living room, youll find two additional bedrooms and a second full bath. One of these bedrooms offers sweeping oceanfront views, while the other enjoys its own private balcony--perfect for morning coffee or evening starlight. Set on over 12 acres of meticulously maintained tropical landscaping, the Ocean Harbour community offers unparalleled amenities, including a marina, tennis and pickleball courts, clubhouse, gym, tiki bar with BBQ, car charging station, trailer storage, and more. Ocean Harbour is known as the premier address in Islamorada, offering its residents luxurious living in one of the most coveted locations in the Florida Keys. Rental boat slips are readily available in the marina. The condo comes furnished with the exception of artwork and a couple of items which are marked.

$1,499,500
Key Largo
Key Largo Yacht Club   - MM: 100.00
3 Bed, 3 Baths, 2,261 SqFt Days Listed: 50
Townhouse - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges,Boat

Exclusive 3 bedroom and 2.5 bath 3 story, 2 car garage Townhouse at Key Largo Yacht Club with water front views including a deeded 12,000 lb boat lift is a rare find. The 10 acre, 24 unit community offers tropical privacy beyond the gates with a heated pool and spa, private marina, boat ramp, boat trailer storage, tennis courts, and playground. The townhome has 3 floors of fabulous views of the marina and ocean front. All bathrooms have been completely remodeled. 3rd floor encompasses the master suite. Ground level has your own patio for entertaining, grilling or just simply enjoying the ocean breezes. Easy boating access to Rodriguez Key or Mosquito Bank. Take a golfcart ride within the neighborhood to Key Largo park with 9 Pickleball courts, shopping, or choose from 1 of several resturants in the neighborhood.

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 12-21-2024.
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