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

CHARMING HOME IN THE WOODS, STIRRUP KEY WOODS TO BE EXACT. Built by Islander Homes in 1980 3 bedrooms, 2 baths 1152 sq. ft. of living space with 576 sq. ft enclosed downstairs storage. Beautiful foliage on almost a quarter acre of property with plenty of room for a pool and tiki. Many features to this home: Nov. 2023 Solar panels with transferable lease agreement, July 2023 Luxaire 3 ton 15 Seer2 A/C 10 year parts and labor transferable warranty, May 2023 2023 GE Range and Microwave, GE counter depth refrigerator, July 2018 metal roof, September 2016 home updates, 8 x 30 front and back composite deck, Jen Wen missile impact front and back doors, PGT SH200 series Miami Dade product approval window glass sliding door. This home is complete with accordion hurricane shutters for all windows and sliding glass door, seamless gutters, Honda generator, motion detector security lighting and fruit bearing key lime tree. Plenty of parking space for Vehicles, boat trailer, and equipment.

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!

LOCATION, LOCATION, LOCATION, brings you here. A rare to fine opportunity in Grassy Key. This home sits on a 20,000 sq ft, .46-acre lot with lots of shaded trees, beautiful 2/1 original 1160 sq ft conch bungalow, with room to grow. Once back in the days this building housed the famous Hidey Hole Bar & Grill. It was converted and renovated into a comfortable home with high ceilings in the living and dining area, a jacuzzi tub, impact windows, metal roof, lots of storage freshly painted. Plenty of room for expansion, such as a pool, tiki, accessory structure and more! Conveniently nearby, shopping, restaurants, boat ramps fishing, snorkeling diving and more. Become the owner of a historical landmark of the Florida Keys! This home has a transient license and can be rented weekly, monthly, or yearly. Investment opportunity waits for you! Dont miss out.

Fantastic home with a Huge yard (100X150) in one of the most desirable neighborhoods in Marathon. This 2 bedroom 1 bath home is located a few homes from the boat ramp. Perfect family home with lots of room to park a boat/RV and many cars and still plenty of room for a pool

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!

Your dream home awaits in the heart of beloved Key Colony Beach! Ideal for primary or secondary residence. This East-facing, CBS-constructed half duplex was built in 2020 to the latest building codes and has been immaculately maintained ever since. With no stairs to climb, enjoy peace of mind with elevation above flood, impact windows and doors, durable metal roof, tankless hot water heater, stunning tile flooring, and affordable yearly insurances. Step inside to an open-concept living and dining area that flows effortlessly into the expansive modern kitchen--a chefs delight. Featuring sleek quartz countertops, stainless steel appliances, and driftwood-style cabinetry, this space is both stylish and functional, offering ample cabinet space to keep everything organized. Custom closet systems in all closets, and window shades on all windows. The fenced-in backyard is a lush private oasis, complete with St. Augustine grass, irrigation system, and tropical landscaping that enhances the island vibe. Room for a pool! Enjoy your morning coffee while watching the sunrise on the back porch. A side yard with a storage shed, gravel, and stepping stones adds extra convenience and low maintenance. With a freshly painted interior and exterior, pavered driveway, and assumable flood policy, begin island life right away. Key Colony Beach features a world of luxury amenities - 9-hole par 3 golf course, tennis/pickleball courts and dog park within walking distance plus restaurants, DKs Beach Boutique, Cabana Club, and Sunset Park. Farmers Market during season. Dont miss this opportunity to own a turnkey oasis in one of the most sought-after communities in the Florida Keys!

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.

**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.

This immaculate two-bedroom, two-bath canal-front townhome offers a delightful blend of Florida Keys charm and modern updates. Step inside and be greeted by updated main level flooring, a bright white kitchen with stainless steel appliances, and a spacious living area enhanced by a stylish baluster staircase. Indulge in the Florida lifestyle on your expansive private patio, one of the few that boasts additional square footage. This thoughtfully designed space includes a resurfaced spa/dipping pool with decoratively tiled steps that lead into the refreshing pool waters. Enjoy serene canal views, creating an ideal retreat for relaxation and entertainment. The primary suite is a true retreat, featuring an ensuite bathroom and a bedroom overlooking the tranquil waterway. A guest bedroom with a private balcony provides additional space for family or friends. High ceilings in the bedrooms further enhance the sense of spaciousness. An updated HVAC system, only a couple of years old, offers much more energy-efficiency and peace of mind. This townhome presents a fantastic opportunity for those seeking a relaxed waterfront second or vacation home in the Florida Keys.

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.

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.

*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!

Step into your slice of paradise in Marathon Shores at Mile Marker 52.5. This beautifully remodeled 2 bedroom, 2 bath home sits on a spacious 6,000 sq. ft. lot, offering plenty of room both inside and out. It combines coastal charm with modern upgrades, making it the perfect escape, primary residence, or investment opportunity in the Florida Keys.As you pull into the property, youre greeted by an eye catching brick driveway, spacious enough for multiple cars, a boat trailer, or even an RV. Just beyond, an ocean view adds a refreshing coastal touch to your arrival.Remodeled and reroofed in 2019, this home features durable impact windows, combining style and security. Inside, youll find open, sunlit living areas designed for relaxation and entertaining.The property also includes an enclosed storage area. Ideal for keeping your gear organized or creating a flexible BONUS space.Located within walking distance to restaurants, a pharmacy, local shops, and a gym, this home puts island living and everyday essentials within easy reach.Schedule your private showing today!

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.

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)

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.

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.

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.

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!

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!