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

Total Listings 124
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$605,000
Marathon
Tranquility Bay   - MM: 48.50
2 Bed, 2 Baths, 850 SqFt Days Listed: 127
Townhouse - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Discover Paradise at Tranquility Bay Beach House Resort in the Florida Keys. Step into your very own two-bedroom tropical retreat in the heart of Marathon! This stunning villa offers breathtaking ocean and pool views, all while being just steps from the resorts premier amenities. Whether youre seeking the ultimate Florida Keys getaway or a savvy investment opportunity, this property delivers it all. With excellent rental income potential, its a smart choice for investors looking to balance relaxation with returns. Picture yourself unwinding on the beautifully landscaped grounds, taking a dip in one of two tropical pools, a morning workout session in the fitness center, or challenging your skills on the Jack Nicklaus putting green. Stroll along the pristine white sandy beach, sip on a cocktail at TJs Tiki Bar by the water, or savor fine dining at the resorts Butterfly Cafe, all without leaving the property. This charming two-story townhome offers the perfect blend of luxury and convenience. Owners can enjoy up to 35 days annually for personal use while benefiting from substantial rental income to offset ownership costs. Plus, with on-site management handling daily operations, youll experience effortless ownership and complete peace of mind. Dont miss the chance to own this slice of paradise, your dream Florida Keys escape awaits!

$625,000
Marathon
Lemon Cove   - MM: 50.00
2 Bed, 2 Baths, 1,640 SqFt Days Listed: 16
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges,Firs

Lemon Cove Condominium is just minutes from Sombrero Beach! This two-story townhouse is an end unit. Entrance is ground level with the living room, kitchen, dining area and half bath on the ground level. Upper level has 2 spacious bedrooms with ensuite full baths plus a separate laundry area. Remodel was completed in 2020 down to new studs! All electrical and plumbing was updated, along with a new kitchen, with stainless appliances, and new bathrooms, all with Granite countertops. Over 9 ceiling heights which makes the unit feel very open and spacious. Beautifully furnished as well. Tons of storage on both levels. Large, screened porch with storage for your beach chairs & gardening tools. Plant all the flowers & greenery in your private yard area till your hearts content! Complex has lush tropical landscape throughout the grounds with professional yard maintenance. Like to barbeque, theres even an EGG BBQ grill right outside your screened porch! Pet friendly with board approval. Large Tiki hut on the canal, great for pool parties with an outdoor T.V. to watch your favorite sports game while sitting by the canal! Boat dockage privileges for up to a 26 ft vessel, first come first serve, with a total of 6 boats max. Just one-half mile to Sisters Creek from your dock! Walk or bike to Sombrero Beach in minutes. Close to restaurants, grocery stores, golf, tennis and the Marathon Airport, all that Marathon has to offer. Located in the heart of the Fabulous Florida Keys!

$625,000
Duck Key
Village At Hawks Cay   - MM: 61.00
2 Bed, 2 Baths, 900 SqFt Days Listed: 156
-2.34% ($14,999) 1 Price Change : Last Change 100 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Lowest priced home in Hawks Cay!! Ready for a perfect a turnkey investment and an ideal getaway? Unwind on Duck Key at the exclusive Hawks Cay Resort, where 5-star amenities meet some of the highest rental income potential in the Florida Keys with only a minimum 2-night stay. This turnkey, tastefully designed 2-bedroom, 2-bath waterfront townhome features a fully equipped kitchen with stainless steel appliances and granite countertops, spacious bedrooms and baths, private plunge pool, an outdoor dining area with a garden, and a welcoming front porch. Take in unobstructed views of crystal-clear turquoise waters from this impeccably maintained, one-of-a-kind property. Centrally located in the Florida Keys, it offers easy access to both Miami and Key West. Just a short walk to all resort amenities and dining, providing convenience and luxury at your fingertips. Dishes, linens, and furnishings included--just bring your toothbrush! Now is the time to invest in paradise--schedule your showing today!

$629,000
Marathon
Tranquility Bay   - MM: 48.50
2 Bed, 2 Baths, 850 SqFt Days Listed: 132
-1.56% ($10,000) 1 Price Change : Last Change 2 Days Ago
Condotel - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Discover coastal charm in this two bedroom, two and one half bath home in the heart of Tranquility Bay! Fully furnished and featuring granite countertops, stainless steel appliances, and a convenient half-bath downstairs. Centrally located on the tropical grounds, your back porch view includes the lush Jack Nicklaus putting green and open-water views of the Gulf. Unwind and enjoy the private 2.5-acre white sandy beach or take a dip in one of the three pools this resort has to offer. Staying active here is a breeze! Kayaks, jet skis, and paddleboards are all available on site. Imagine catching an incredible sunset at the oceanside tiki bar after fine-dining at the resort restaurant. This opportunity is perfect for making memories -- and rental income! Owners can enjoy up to 35 days annually and have the rest of the year to generate those rental dollars. Theres truly something here for everyone.

$645,000
Duck Key
Village At Hawks Cay   - MM: 61.00
2 Bed, 2 Baths, 990 SqFt Days Listed: 62
-5.15% ($35,000) 1 Price Change : Last Change 4 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage,None

This stunning two-bedroom waterfront villa is perfectly located in the highly sought-after Marina Village at the world-renowned Hawks Cay Resort. With breathtaking water views and just steps from the main resort, marina, and Angler & Ale restaurant, this townhome offers the ultimate island lifestyle. Inside, youll find elegant granite countertops, sleek stainless-steel appliances, and an open, airy design that showcases the spectacular waterfront scenery. Step outside to soak in the beauty of the turquoise ocean, enjoy endless water sports, or take advantage of convenient dock options located directly behind the property. For those seeking investment potential, this villa can be enrolled in the resorts optional rental program, offering substantial income opportunities while providing access to an array of world-class amenities. Enjoy five sparkling pools, five unique dining options, a private childrens park, pickleball and tennis courts, a full-service spa, and so much more. Dont miss your chance to own a piece of paradise and indulge in the luxury and excitement of Hawks Cay Resort! Sold as-is. All offers are welcome. Priced to sell.

$649,000
Duck Key
Village At Hawks Cay   - MM: 61.00
2 Bed, 2 Baths, 900 SqFt Days Listed: 40
-1.52% ($10,000) 1 Price Change : Last Change 2 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage,None

Prime sunset views, nightly rentals, and an unbeatable Florida Keys resort lifestyle--what more could you ask for? Welcome to 5035 Sunset Village Drive, a beautifully updated two-bedroom, two-and-a-half-bathroom villa in the prestigious Hawks Cay Resort. Whether youre looking for a serene vacation retreat or a highly desirable investment property, this villa checks all the boxes. With a rare two-night minimum rental policy and optional on-site resort management, this property offers both flexibility and strong rental potential. Step inside to discover coastal-inspired upgrades throughout, including an updated kitchen with granite countertops, stainless steel appliances, and a high-top bar. Tile flooring runs throughout the main level, complementing the open-concept living and dining areas, which flow effortlessly onto the waterfront porch--ideal for soaking in the world-class sunset views. A convenient half-bath and in-unit laundry complete the first floor. Upstairs, two private bedroom suites await. The waterside suite boasts a private balcony overlooking breathtaking sunsets and an updated en-suite bath. The street-side suite includes an expansive owners closet, offering additional storage. Both bedrooms feature plush, updated carpeting for added comfort. As part of Hawks Cay Resort, owners and guests enjoy unparalleled amenities, including five pools, a full-service marina, five dining options, a childrens park, pickleball and tennis courts, a world-class spa, and more. Additional features include accordion and manual roll-down shutters for storm protection and an assumable flood insurance policy for peace of mind. Dont miss this opportunity to own a piece of paradise in one of the Florida Keys most sought-after destinations!

$649,000
Marathon
Ocean Isles Fishing   - MM: 52.50
1 Bed, 1 Baths, 850 SqFt Days Listed: 224
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock,Boat

Welcome to #31 at Ocean Isles Fishing Village. Turn this unit into your perfect weekend beach cottage. This unit has been appointed beautifully and is conveniently located on the corner of the complex just steps away from the entrance to ensure easy access to shopping, dining, and entertainment. If youd rather not leave the community at all, you can enjoy a large pool, a spacious club house, fishing, boat ramp, private marina and phenomenal ocean views. If you have been looking for a reason to make your dream of owning a beautiful piece of The Florida Keys come true, then look no further. Contact us today.

$649,000
Marathon
Ocean Isles Fishing   - MM: 52.50
1 Bed, 1 Baths, 850 SqFt Days Listed: 69
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges,Boat

Stunning 2-Story Oceanfront Townhouse in Ocean Isles Fishing VillageThis newly rebuilt 1-bedroom, 2-bathroom end unit offers 850 sq. ft. of modern living space, elevated above flood level for peace of mind. The spacious upstairs bedroom features a private balcony and en-suite bathroom, while the open-concept living area on the first floor includes a full bath. Enjoy incredible Atlantic Ocean views from the Olympic-sized pool or relax by the tiki hut to watch the sunset. The gated community includes an air-conditioned clubhouse, private boat dock, and assigned boat slips for homeowners. Additional features include brand-new appliances, including a washer/dryer, completely furnished and ground-level parking. Dont miss the chance to own a piece of paradise in the Florida Keys!

$650,000
Key Colony
Cay Condo   - MM: 53.50
2 Bed, 2 Baths, 1,343 SqFt Days Listed: 188
-6.74% ($47,000) 1 Price Change : Last Change 3 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

OCEAN VIEWS welcome you as you step into this updated condo and 14 day or longer rentals are allowed. You are immediately greeted by breathtaking views of the blue water and the white sand beach. The nicely renovated kitchen has tons of cabinets and counter tops for the chef in the family to prepare feasts to enjoy oceanside. The newly updated primary bath is lovely with walk-in shower and custom finishes . You will treasure the memories made while sipping coffee or enjoying an adult beverage on the balcony while taking in the tropical landscaping and mesmerizing blue water views. Amenities include heated, decked pool, HUGE beachfront tiki, community deck for sunsets, happy hour and grilling and gorgeous, private beach. Your Island retreat is waiting here on Key Colony Beach, where you can walk or bike the entire city to marina, restaurants, pickle ball, golf, tennis, bocce ball, horse shoes, basket ball, post office and Sunset Park.

$650,000
Duck Key
Village At Hawks Cay   - MM: 61.00
2 Bed, 2 Baths, 780 SqFt Days Listed: 162
-7.80% ($55,000) 2 Price Changes : Last Change 1 Day Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Escape to a serene island getaway and unwind in style at this stunning two-bedroom, one-and-a-half-bath villa, offering breathtaking water views from the patio. As part of the Hawks Cay Resort rental management program, enjoy access to all on-site amenities. With a proven rental history, this property presents a fantastic opportunity to own a second home that generates income.

$659,900
Duck Key
Village At Hawks Cay   - MM: 61.00
2 Bed, 2 Baths, 900 SqFt Days Listed: 397
-5.59% ($39,100) 4 Price Changes : Last Change 2 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

This exceptional property presents a great income-generating opportunity, with nightly rental capability. Nestled on Harbor Village Dr. within the picturesque Village at Hawks Cay, this pristine 2-bedroom, 2-bath villa features many upgrades including complete Impact windows and doors, an upgraded HVAC system in 2022, upgraded stackable washer/dryer, spa pool pump and heat pump replaced within the last year and the roof was re-screwed earlier this year. The villa includes a well-equipped kitchen with stainless steel appliances and granite countertops, combination tile and vinyl flooring and bathtub glass shower doors. The second bedroom comfortably accommodates twin beds and has its own balcony for guests to enjoy. Additionally, the private patio offers a peaceful setting with expansive canal views, a sunny spot, and a relaxing dipping pool. Schedule a tour today.

$669,000
Duck Key
Village At Hawks Cay   - MM: 61.00
2 Bed, 2 Baths, 780 SqFt Days Listed: 60
-0.87% ($5,900) 1 Price Change : Last Change 9 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Extraordinary opportunity for ownership of a rare, corner Villa in world renown Hawks Cay on Duck Key! Enjoy as your own tropical getaway and/or phenomenal vacation rental income producing property. Exceptional Rental History with outstanding returns. Freshly painted and stylishly furnished and updated with Granite Counters, Stainless appliances, Tile Floors, and sporting outstanding water views and a sandy beach area and Kayak launch that are mere footsteps from your deck. Enjoy magnificent Florida Keys Sunsets from your Western facing upstairs and downstairs decks. Comfortably sleeps 4-6 people. Ready to make Immediate $$$! Hawks Cay Resort is known worldwide for its incomparable amenities, dining, and laid-back Island Charm. Make this Home your Island Oasis Today!

$670,000
Duck Key
Village At Hawks Cay   - MM: 61.00
2 Bed, 2 Baths, 900 SqFt Days Listed: 14
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Discover an incredible opportunity to own a beautifully appointed two-bedroom, two-and-a-half-bathroom villa at the Village at Hawks Cay within the world renowned Hawks Cay Resort, located in the heart of the Florida Keys. Inside, youll find coastal-inspired decor, displaying white kitchen cabinetry, stainless steel appliances, granite countertops, and tile flooring throughout. Additional features include Impact windows and slider (2020) roof replaced in 2019 and updated AC in 2018. Step outside to your private patio oasis, complete with a splash spa pool and breathtaking views of the turquoise canal waters just beyond your backyard. With open guest parking and flexible ownership options, this villa is perfect as a personal getaway, an income-generating investment, or both. The property can be enrolled into the resorts rental program or can be rented privately, allowing for daily rentals to maximize income potential and overall value. Whether youre looking to relax, explore, or invest, this villa offers the ultimate Florida Keys lifestyle. Contact us today to schedule a viewing and experience it for yourself!

$675,000
Duck Key
Village At Hawks Cay   - MM: 61.00
2 Bed, 2 Baths, 780 SqFt Days Listed: 60
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage,None

**LOCATION, LOCATION! ** Discover a breathtaking oceanfront villa at Hawks Cay Resort! This exquisite two-bedroom end unit is flooded with natural light, creating an inviting atmosphere. As one of the resorts premier properties, it is conveniently located just steps from the marina and main resort area. Enjoy breathtaking views of the vibrant turquoise waters of the ocean and bay while staying close to all the excitement that Hawks Cay has to offer. And to top it off, rental dock options are available almost right outside your back door making this the ultimate waterfront retreat. Imagine yourself sitting back and relaxing on your porch, watching the beautiful boats come and go from the marina, or taking a leisurely stroll along the docks to Angler & Ale to savor in a spectacular gourmet lunch or dinner while overlooking the marina. Remodeled in 2016 and includes sleek granite countertops, stainless steel appliances, custom ceramic flooring and partial impact windows, this villa is in excellent condition and currently part of the resorts optional rental program, providing great income potential. New owners have the opportunity to enroll into the same rental program offered by the resort which will allow you to enjoy access to 61 acres of exceptional amenities, including a freshwater sandy beach lagoon, a full-service marina, 5 food and beverage outlets, tennis and pickleball courts, a luxurious spa, a childrens park and an endless array of watersports right at your doorstep. Whether youre looking for a fantastic investment property or a dream second home in a tropical paradise, this charming villa offers the best of both worlds. Dont miss your chance to own a piece of the world-renowned Hawks Cay Resort and make it yours today! Rental income available upon request.

$680,000
Marathon
Faro Blanco   - MM: 48.00
3 Bed, 3 Baths, 1,650 SqFt Days Listed: 41
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

*VIEWS* VIEWS* VIEWS*If you are looking for a Condo with gorgeous views of the Gulf of Mexico and Resort-Style Amenities then look no further than this spacious 3-bedroom, 2-bathroom condo that offers an incredible 1,650 square feet of living space, unparalleled views of the Gulf of Mexico and the iconic Lighthouse Marina. Whether youre enjoying your morning coffee on the balcony or relaxing in the living room, youll be mesmerized by the beauty of the water and marina at every turn. Enjoy all the perks of resort living, including exclusive discounts on food and drinks at the renowned Faro Blanco Resort. Take advantage of the resorts sparkling pools and picturesque marina perfect for both relaxation and recreation. This gated community ensures your privacy and peace of mind, while providing residents with some of the largest units in the area. Inside, youll find a thoughtfully designed, open floor plan with generous living spaces. Each of the three bedrooms is spacious and comfortable, with ample closet space. The unit is equipped with two full bathrooms and a full-size washer and dryer. There is a storage unit on the same floor as the unit for added convenience and an assigned covered parking spot for the owner with additional guest parking. Play a round of tennis then meet up with friends for happy hour and a bite at the waterfront restaurant. Ride your bike down to the Old Seven Mile Bridge on a sunny day & if your are feeling motivated, keep rolling straight to Pigeon Key. Time to enjoy the Keys lifestyle you have worked hard for! CONDO HAS COMPLETED RESERVE STUDY, STRUCTURAL AND MILESTONE! PETS ALLOWED!

$685,000
Duck Key
Village At Hawks Cay   - MM: 61.00
2 Bed, 2 Baths, 900 SqFt Days Listed: 210
-2.14% ($15,000) 4 Price Changes : Last Change 10 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Seize the opportunity to own a two-bedroom, two-bathroom villa in Sunset Village, with views of the pristine ocean waters off Duck Key! Witness the Keys most spectacular sunsets. Decorated in coastal theme, this villa Comes turn-key with furnishings to rent or move in immediately. Its an outstanding income-producing property featuring four balconies. The villa includes updated flooring on both levels, stainless steel appliances, granite countertops, and more.

$685,000
Marathon
Treasure Cay   - MM: 54.50
2 Bed, 2 Baths, 1,385 SqFt Days Listed: 148
Condo - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Boat Slip3

This property is under contract, Seller is accepting back up contracts. Discover your perfect slice of paradise in Unit 203 at Treasure Cay! Close your eyes and visualize this...Youre standing on your private second-floor balcony, feeling the gentle Keys breeze as you watch your boat gently swaying in your dedicated slip below. Just steps away, the pristine Coco Plum Beach beckons with its white sand and turquoise waters - your daily dose of paradise within easy walking distance.Listen to the peaceful morning sounds - no tourist noise, just the calming whispers of your mature, tranquil community. Emotional support animal is allowed. Step inside your meticulously maintained condo, where every detail speaks of thoughtful design. Feel the comfort of knowing your home is elevator-accessible, making daily life effortless. Sense the freedom as you dive into the crystal-clear pool, or feel energized on the tennis courts. Take a leisurely stroll to Coco Plum Beach anytime - its so close, you can make it your daily ritual.Everything you need is within reach - from airports for family visits to local amenities that make life here simply flow. Imagine wrapping yourself in the security and serenity of this beautiful community. This isnt just a property - its your gateway to the lifestyle youve dreamed of.Ready to experience this slice of paradise firsthand? Lets make your retirement dreams reality here at Treasure Cay.(Minimum rentals and restrictions available in documents)

$685,000
Duck Key
Village At Hawks Cay   - MM: 61.00
2 Bed, 2 Baths, 780 SqFt Days Listed: 160
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage,None

This elegant villa is perfectly situated just steps from the Sunset Pool, offering breathtaking water views. As an end unit, it enjoys an abundance of natural light, brightening up the cozy two-bedroom space located in the renowned Hawks Cay Resort in the stunning Florida Keys. Beautifully remodeled in 2021, the villa is decorated in an elegant coastal style, complete with custom made built-in furniture that complements the serene surroundings. Luxury vinyl tile flooring runs throughout, adding a touch of sophistication and durability. Relax on the porch while taking in spectacular sunsets, or launch a kayak from your back door for an easy adventure. A small, serene pocket beach is also just right around the corner. Whether youre looking for a second home or an investment, this villa offers great income potential through the resorts rental program, with daily rentals allowed making it a valuable waterfront property. Experience the best of paradise and embrace the Florida Keys lifestyle.

$685,000
Duck Key
Village At Hawks Cay   - MM: 61.00
2 Bed, 2 Baths, 900 SqFt Days Listed: 119
Townhouse - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Own a Piece of Paradise in the Florida Keys.Discover this stunning two-bedroom, two-bath Conch unit with breathtaking views of the Atlantic Ocean. Enjoy the mesmerizing sunsets every evening from your private porch. The unit boasts elegant upgrades, including stainless steel appliances, granite countertops, tasteful artwork, and high-quality furnishings.By placing this villa in the optional Hawks Cay Resort rental program, you can capitalize on its investment potential while enjoying prestigious amenities. Experience the best of both worlds: a luxurious vacation home and a profitable rental property.At the Village at Hawks Cay, youll own a slice of paradise in the world-renowned Hawks Cay Resort on Duck Key. When youre not vacationing in your villa, earn income effortlessly through the resorts rental management program, which also provides comprehensive property maintenance.As an owner, you gain access to over 60 acres of premier amenities and activities, including:Freshwater lagoon and beach areaFive swimming poolsTwo marinasFull-service spaFive restaurantsTennis courtsChildrens activity center and clubGift shopExciting activities like deep-sea reef and backcountry fishing, sailing, parasailing, snorkeling, scuba diving, and kiteboardingAdditionally, benefits from national and international marketing through Preferred Hotels & Resorts.Inquire today about this incredible investment opportunity and secure your own vacation villa at Hawks Cay Resort. Own a piece of paradise and enjoy the luxury and convenience of a world-class resort.

$689,000
Marathon
Shores, The   - MM: 54.50
3 Bed, 3 Baths, 1,620 SqFt Days Listed: 75
-1.43% ($10,000) 1 Price Change : Last Change 38 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

The Shores at Coco Plum ~ Exclusive Island Living, discover the elegance and tranquility of this upscale development with only 16 residences offering the ultimate Florida Keys lifestyle. Townhome style 3 bedroom, 2 1/2 bath condo now available to enjoy ocean vistas from the comfort of your spacious interior. Savor gentle ocean breezes and scenic views from your private, screened outdoor space. Relax on the private white sand beach, unwind by the resort-style pool, or challenge friends on the tennis courts. Immerse yourself in the beauty of the meticulously maintained tropical landscaping. Covered parking & storage add convenience and functionality for your island lifestyle. Close to all amenities the town has to offer, shopping, parks, medical facilities, library, theater and so much more.Dont miss this chance to call the Keys your home.

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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