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Middle Keys Real Estate for Sale, Homes and Condos in the Florida Keys

Total Listings 361
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$674,900
Duck Key
Village At Hawks Cay   - MM: 61.00
2 Bed, 2 Baths, 780 SqFt Days Listed: 144
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!

$675,000
Key Colony
Key Colony Beach   - MM: 53.50
2 Bed, 2 Baths, 1,100 SqFt Days Listed: 21
Half Duplex - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Stilted half duplex, in excellent condition and well maintained, two bedrooms, two bathrooms right across the street from East End Park. Water views of Key Colony Channel from front porch. Owner Occupied, never been rented. Large down stairs storage room, off street parking and covered Carport parking. Across the street from East End Park. Walking distance to Cabana Club, Restaurants, Shopping, Par 3 Golf Course, Fishing and Dive Boats, Sunset Park. Great neighborhood...

$679,900
Duck Key
Village At Hawks Cay   - MM: 61.00
2 Bed, 2 Baths, 900 SqFt Days Listed: 299
-2.73% ($19,100) 3 Price Changes : Last Change 53 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.

$685,000
Marathon
Treasure Cay   - MM: 54.50
2 Bed, 2 Baths, 1,385 SqFt Days Listed: 50
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Boat Slip3

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: 62
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: 21
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.

$690,000
Duck Key
Village At Hawks Cay   - MM: 61.00
2 Bed, 2 Baths, 780 SqFt Days Listed: 36
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage,None

Welcome to your new vacation home at Hawks Cay! This beautifully remodeled two-bedroom oceanfront villa, updated in 2021, is set in one of the resorts most desirable locations. Whether you enjoy fishing, snorkeling, dining at nearby restaurants, or unwinding at the resorts full-service spa, everything is just a short walk away. The villa features a stylish coastal design, with luxury vinyl tile throughout and custom made built-in furniture crafted specifically for this space. As an end unit, it benefits from extra windows, filling the villa with natural light and creating a bright, welcoming atmosphere. The air conditioning system was replaced in 2022, ensuring modern comfort. Step out onto your back porch and take in the stunning marina views, where you can relax as boats sail in and out, a perfect way to spend the day. If youre thinking about renting, this villa offers strong rental income potential, as nightly rentals are allowed. Whether youre looking for your own private retreat or a smart investment, this property delivers fantastic value and a perfect opportunity to embrace the Florida Keys lifestyle. Come see it for yourself and start living your dream today!

$694,000
Duck Key
Village At Hawks Cay   - MM: 61.00
2 Bed, 2 Baths, 900 SqFt Days Listed: 112
-0.86% ($6,000) 2 Price Changes : Last Change 2 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.

$695,000
Duck Key
Village At Hawks Cay   - MM: 61.00
2 Bed, 2 Baths, 900 SqFt Days Listed: 362
-1.42% ($10,000) 1 Price Change : Last Change 2 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

This beautiful waterfront villa is located in the sought-after Upper Sunset Village area within the Village at Hawks Cay. This two-bedroom, Two-bath townhome offers stunning water views and is steps away from the world-renowned Hawks Cay Resort, Marina and Angler & Ale Restaurant. Enjoy granite countertops, stainless steel appliances and breathtaking open water views. Step outside to turquoise ocean waters with convenient access for all your favorite water sports. A short distance away from the Sunset pool, you will find this villa presents a great opportunity for a second home or investment property. Join in the Hawks Cay Resort Rental program and enjoy 5 restaurants, 5 pools, private children activity area and so much more. For more details, give us a call!

$697,000
Key Colony
Cay Condo   - MM: 53.50
2 Bed, 2 Baths, 1,343 SqFt Days Listed: 90
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.

$699,000
Key Colony
Cay Condo   - MM: 53.50
2 Bed, 2 Baths, 1,344 SqFt Days Listed: 80
Condo - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: None

Enjoy breathtaking ocean views from this beautifully updated end-unit condo, perfectly situated in a premier center location within the sought-after Cay Condo community. This spacious two-story townhome-style unit is filled with natural light and offers serene views of the courtyard, manicured grounds, pool, and ocean from the private balcony. Recently undergoing a top-to-bottom, beautifully executed renovation, this move-in ready condo requires no work. The kitchen has been thoughtfully opened up to create a seamless flow to the dining and living areas, enhancing the open-concept layout. The master suite and large guest bedroom with a private balcony provide ample space, while in-unit laundry and a half bath add convenience. With onsite rental management and 14-day minimum rentals permitted, this condo is ideal for investment or peaceful living. The community also features a white sand beach, heated pool, huge tiki and oceanfront clubhouse, offering the ultimate in Key Colony Beach living!

$705,000
Duck Key
Village At Hawks Cay   - MM: 61.00
2 Bed, 2 Baths, 780 SqFt Days Listed: 64
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.

$709,000
Duck Key
Village At Hawks Cay   - MM: 61.00
2 Bed, 2 Baths, 900 SqFt Days Listed: 111
-1.53% ($11,000) 1 Price Change : Last Change 30 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Become part of the renowned Hawks Cay Resort while enjoying some of the highest rental income potential in the Florida Keys. This beautifully upgraded two-bedroom waterfront villa features quartz countertops, modern kitchen cabinets, stainless steel appliances, and a stunning custom bathroom on the second level, complete with an oversized walk-in shower. The villa offers unique personal touches not commonly found on the property, including a custom tile backsplash throughout the kitchen, an oversized kitchen bar, and upgraded lighting and fans throughout. Elegant porcelain flooring spans the entire villa, enhancing its sophisticated decor. In the private courtyard, relax in your own splash spa pool, complete with custom tile work and a fountain, all with direct views of the turquoise waters surrounding the Key. Impeccably maintained, this is truly a one-of-a-kind property. Enjoy full ownership within the #1 family resort in the Florida Keys. This villa is perfectly situated with just a short walk to the resorts amenities. Now is the time to invest in paradise. Schedule a showing today before its too late.

$709,000
Duck Key
Village At Hawks Cay   - MM: 61.00
2 Bed, 2 Baths, 900 SqFt Days Listed: 111
-1.53% ($11,000) 1 Price Change : Last Change 5 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Seize the opportunity to own a waterfront property in the breathtaking Florida Keys, located within the renowned Hawks Cay Resort. This beautifully decorated 2 bedroom townhouse boasts impact windows, roll-down shutters and a convenient half bathroom on the main floor. Furnished with the resorts signature furniture package, its enhanced with vibrant splashes of color throughout. The interior features luxury vinyl tile flooring and stainless steel appliances, creating a welcoming and warm atmosphere. You can choose to rent this villa privately or through the resorts rental program, offering tremendous income potential. Daily rentals are allowed which add a significant value to this villa! The outdoor space includes a private courtyard with a spa splash pool, surrounded by a privacy wall for the ultimate in backyard relaxation. Overall, this villa is in excellent condition and ready for its new owner. Dont miss this incredible opportunity!

$710,000
Duck Key
Village At Hawks Cay   - MM: 61.00
2 Bed, 2 Baths, 900 SqFt Days Listed: 8
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage,None

Nestled just steps away from the Hawks Cay Resort Sunset Pool and the stunning ocean waters, this charming two-story townhouse offers the perfect blend of comfort and style.Discover the unique charm of Key West style architecture and experience the beauty of this pool front townhome. Featuring fresh interior paint, this home boasts a newly installed white quartz kitchen countertop that perfectly complements the white cabinets, stainless steel appliances, and tiled flooring throughout. This villa boasts two comfortably sized bedrooms, each with its own balcony. The primary suite overlooks the lush greenery of the Sunset Pool, offering peek-a-boo water views and an ensuite bathroom. An additional full bathroom is located in the upstairs hallway, while a convenient half bath can be found on the first level.This property is completely turnkey if you desire to manage it independently. Hawks Cay Resort offers an optional onsite management program with a complimentary club membership for their participants, allowing owners to enjoy all of the amenities offered throughout the property.Experience a resort lifestyle at its finest with this exquisite property. Dont miss your chance to make it your own!

$720,000
Marathon
Bonefish Towers   - MM: 54.50
2 Bed, 2 Baths, 1,056 SqFt Days Listed: 231
-7.10% ($55,000) 4 Price Changes : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Welcome to Bonefish Towers. In the Florida Keys it is all about the view and this beautifully updated 2 Bedroom / 2 Bathroom unit has the view you have been dreaming about. Relax by the pool, workout in the gym, socialize on the pier, fish from the dock, and get competitive on the tennis court. Bonefish Towers is truly a complex that has something for everyone. The property has ample parking, onsite management, and 24/7 security. If you are looking for an elevated level of living, unmatched amenities and views then this is the one for you.

$720,000
Duck Key
Village At Hawks Cay   - MM: 61.00
2 Bed, 2 Baths, 900 SqFt Days Listed: 68
-4.00% ($30,000) 1 Price Change : Last Change 2 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

WELCOME TO THE TROPICS! Now at a NEW PRICE! Such a unique property in the Hawks Cay Resort! It comes with its own private hot tub! This beautiful tropical inspired villa will transport you to the islands! Inside youll find a well-equipped kitchen with granite countertops and stainless appliances. There is a 1/2 bath on the first floor for convenience. Private patio lets you relax waterside as the boats cruise by in the canal! Choose to rent the villa privately or through the resorts rental program . Great passive income producer.

$720,000
Marathon
Tropicana Subdivision   - MM: 51.00
2 Bed, 2 Baths, 1,147 SqFt Days Listed: 37
-3.87% ($29,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Welcome to paradise in Marathon, Florida! This stunning 2 bedroom 2 bathroom, 1,147sf home offers open water ocean views from both bedrooms, providing the ultimate relaxation and tranquil setting. This charming home features an updated kitchen, complete with brand new appliances including a washer, dryer, and dishwasher. The spacious living area boasts beautiful vinyl plank flooring throughout. With impact resistant windows, a metal roof, and concrete built structure, this home is not only beautiful but also incredibly durable. Step outside onto the screened patio and take in the lush surroundings of the fully fenced yard, complete with an outdoor shower for those sunny Florida days. This 5,365sf lot includes a storage shed and tiki hut with a bar, both equipped with electricity, perfect for all your outdoor essentials. With a large driveway theres enough room for multiple vehicles, as well as RV and trailer storage. Situated on a mixed-use commercially zoned street, this home allows you the opportunity to operate a home business while still enjoying the peace and privacy of your own residence. The possibilities are endless with this versatile property. Whether youre looking to enjoy it as a vacation home or turn it into a profitable rental property with weekly rentals allowed, this house has something for everyone.

$720,000
Duck Key
Village At Hawks Cay   - MM: 61.00
2 Bed, 2 Baths, 900 SqFt Days Listed: 72
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage,None

Discover Your Slice of Paradise at Marina Village - A Waterfront Gem! Welcome to luxury living at Hawks Cay Resort! This stunning 2-bedroom, 2.5-bathroom villa offers unparalleled waterfront views, blending elegance and convenience in one of the Florida Keys most sought-after locations. With breathtaking open ocean views, meticulously maintained interiors, and close proximity to all resort amenities, this villa offers the best of island living. Key features include sleek stainless steel appliances, granite countertops, and beautiful tile flooring that add a modern touch to the islands natural beauty. What truly sets this property apart is its rare nightly rental option, allowing you to generate rental income in a market where this is a rarity. Imagine unwinding on your back porch, soaking in the famous Florida Keys sunsets as you watch boats sail in and out of the marina. Whether its paddle boarding, kayaking, or simply relaxing by the water, this villa provides the ultimate tropical lifestyle. Opportunities like this dont last long! Contact us today to schedule a private tour of this waterfront treasure. Rental income details are available upon request. If you are ready to invest in paradise, then call now!

$725,000
Key Colony
Key Colony Beach Botel   - MM: 53.50
2 Bed, 2 Baths, 938 SqFt Days Listed: 62
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 20ft.

This delightful waterfront 2 bedroom 2 bath half-duplex in Key Colony Beach has great boating access to the Ocean or Gulf for all your water activities. Weekly rentals in place making this a great Investment Property. STR approved for 7 night minimum. Dock can accommodate up to an 18 ft. boat. Withing walking distance to the Beach, Shops and great restaurants (text me and Ill tell you my favorites)!

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 12-24-2024.
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