Florida Keys Waterfront Homes, Condos, and Properties for Sale, Florida Keys Real Estate

Open Water Views! Deep Water Boating with a 35 dock! Licensed Transient Rental Property! Expansive water views looking down a very wide Y-shaped canal to open water! A 35 concrete seawall, perfect for the serious fisherman and diver, features a sprawling concrete deck, set up with fish cleaning table, dock posts and swim ladder for all the conveniences! Bring your boat, kayak and/or paddle board (or all) and explore the nearby Florida Keys Offshore Islands or boat to famous Looe Key Reef or be in the Atlantic Ocean in just minutes! With the high gas prices today, you will appreciate the conveniences of quick and easy access and the savings that goes with it! The main living room is nestled on the water side, from inside looking through the two glass sliders, youre overlooking the beautiful sparkling water! A recent covered porch with composite deck was added Large master suite with full size bathroom and lots of closet storage! Guest bedroom features queen bed, full size bathroom, closet storage. Additional amenities include hardie board siding, central air conditioning, metal roof, tile and vinyl floor, w/d, d/w and beautifully furnished with household items to create your own turn key vacation rental business w/ established rental history & active bookings. This home is elevated and constructed on a permanent foundation with 3 columns. Venture Out at Cudjoe Cay is a private and individually owned residential condominium community. We are a community with 24 hr. patrolled gated security, two pets allowed, no age restrictions, transient rentals. There is an abundance of amenities; heated pool, hot tub, marina convenient store, fuel dock, two boat ramps, fish cleaning, water rinse down station, two tennis courts, bocce ball, two pickleball courts, basketball, playground, rec hall, and pavilion. Over 4 miles of safe wide paved streets, owners storage, overflow parking. Lots of planned events & activities. Everything you need is right here!

Escape to paradise with this spacious townhouse-style condo offering stunning beach and ocean views in the heart of Key Colony Beach, Florida Keys. Let the sights and sounds of the sea sweep you into the relaxed rhythm of island life.With over 1,300 square feet of living space, theres plenty of room for you, your family, and friends to entertain, unwind, and create unforgettable memories. Whether youre looking for a retirement oasis, weekend escape, or investment property, this beachside gem has it all for you .NEW Photos - Virtual Tour and Floor Plan are now available. Experience the full charm of this Florida Keys retreat!

Significant reduction in price!!! Check this one out!!! Incredible Panoramic Bay View, Spectacular Sun Sets, Quiet 2BR Condo This Fantastic Condo is just steps away from the fabulous turquoise waters of Florida Bay! Enjoy spectacular sunsets and beautiful panoramic, direct bay views from your private balcony and both bedrooms! Located on the 4th floor, with elevator, Unit 422 is a special 2BR, 1.5 bath condo in the private, quiet west wing of the gated Summer Seas Condominiums. Income producing - Renters in place for season of 2026.This is a fully furnished apartment with rentals in place through March 2025 which must be honored. Summer Seas is located at MM 88.5, 68 miles from Miami, in the Heart of Islamorada, The Fishing Capital of the World. Seas has a beautiful large swimming pool, heated and cooled, and a second kids swimming pool. Other amenities include a beach with a fire pit, a marina with a new composite dock, boat ramp, fish cleaning station3, gym with all new equipment, adult game room, and kids game room all three recently remodeled! Other improvements made in the last year, waterproofed the roof, replaced the common element windows in the hallways, painted the hallways, new flooring and paint in the laundry rooms, and are in the process of installing 2 brand new elevators. 28-day minimum rental

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.

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.

Beautiful open water views and ocean breezes set the tone for this spacious 2-bedroom, 2.5-bath townhome-style condo. Just two units in from the beach, the setting offers an enviable blend of proximity and privacy. The kitchen is nicely sized with ample cabinet and countertop space, while the generous living and dining areas open to a private balcony with a stunning oceanfront backdrop--perfect for taking in the salty air and shifting water colors. Upstairs, the oversized primary suite includes an updated en-suite bath, while the guest bedroom features its own private balcony and access to a full hall bath. A convenient half bath is located on the main level. The community is centered around a delightful tropically landscaped courtyard with a large pool and features a private sandy beach, oceanfront clubhouse with an expansive deck, and a calendar of relaxed social events. With full-time onsite management and 14-day rentals permitted, this residence offers comfort, flexibility, and island living--with views and breezes that are hard to match.

Top Floor D model with Two Oceanfront balconies with Impact windows and sliders !!Cafe & Pool Bar are now back OPEN !! Updated 2/2 Condo being sold fully furnished. Lighted tennis & pickle ball courts. Marina is naturally protected with a direct ocean access. Jr. Olympic heated pool pool with a 14 person Spa. Beach , boardwalk and gazebo overlooking the Atlantic Ocean. Great rental potential.

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 two years and the roof was re-screwed in early 2024. 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.

Unique little hideaway with Great Ocean Access in Upper Key Largo. Immaculate interior with two bedrooms and one and half baths for your comfort in this 2019 Tiny house. Washer and dryer included. A full size kitchen for your comfort with the canal at your back door along with a 20 foot dock. Pool and boat ramp in this small community and rentals by the day. Seller has this rented quite a bit with a great opportunity for your vacation business. Turn key mobile home at this Condo community. Manatee Cove located at Mile Marker 112. Gate access required and appointment is needed as the property is rented often.

Welcome to your new home in the heart of Islamorada! This desirable 2-bedroom, 2-bathroom townhouse offers an exceptional blend of comfort and luxury, perfect for those seeking a serene yet vibrant coastal lifestyle.Step inside to discover a spacious living area bathed in natural light, designed with an open-concept layout that flows seamlessly into the outdoor space. The modern kitchen is a chefs delight, featuring quartz countertops, stainless steel appliances, and ample storage. Perfect for entertaining or unwinding, the outdoor seating area invites you to enjoy dinners al fresco under the stars.Retreat to the oversized master bedroom, a true sanctuary offering plenty of space and comfort. This peaceful haven is perfect for relaxation after a day of enjoying the many amenities this community offers.This community boasts a sandy beach, a sparkling pool, tennis courts, and a clubhouse, ensuring endless recreation and relaxation options. For boating enthusiasts, dockage is available at the brand-new on-site marina, offering the ultimate convenience.Located within walking distance to Founders Park and just minutes away from the best dining spots in Islamorada, this townhouse places you at the center of it all. Experience the perfect blend of tranquility and excitement in this prime location.Dont miss out on this opportunity to own a piece of paradise. Schedule your private tour today!

Rare Corner Villa at World-Famous Hawks Cay - Your Island Life Starts Here!Heres your opportunity to own a corner slice of paradise at the world-renowned Hawks Cay Resort on beautiful Duck Key! Whether youre dreaming of a personal Florida Keys escape or looking to tap into a rock-solid vacation rental investment, this Villa delivers both lifestyle and income in one irresistible package.This bright and breezy 2-bedroom Villa has a freshly painted exterior, is stylishly furnished, and features granite countertops, stainless steel appliances, tile flooring, and more. But lets be real... the views steal the show. Step out to your back deck and youre just feet from a sandy beach area and a great place to launch your kayak. Sunset lovers, youre in luck--those westerly-facing decks (yes, upstairs and down) put on a nightly show that never gets old.This Villa Comfortably sleeps 4-6, making it perfect for friends, family, or your next round of paying guests. With a strong rental history and proven income, this Villa is truly turn-key--just start collecting bookings.And of if you decide to have the Villa managed by the Resort, youve got all the perks of Hawks Cay right at your fingertips: pools, spa, world-class Michelin Star dining, and that laid-back tropical island charm the Florida Keys are famous for.Ready to make island dreams (and rental income) a reality? Dont wait, make it yours today.

Turnkey Waterfront Vacation Rental with Ocean Views in Venture Out.Welcome to your Florida Keys escape--a fully furnished, income-producing 2-bedroom, 2-bath home ideally positioned on a wide canal with stunning ocean views and 35 feet of concrete seawall dockage. Located in the vibrant, gated community of Venture Out on Cudjoe Key, this well-maintained property is not just a serene coastal retreat--its also a lucrative short-term rental opportunity with bookings already in place for immediate income.Step inside to find an open-concept layout filled with natural light. The main living space offers water views and flows seamlessly into a fully equipped kitchen with stainless steel appliances, bar seating, and an adjacent dining area that overlooks the canal. Both bedrooms are comfortably appointed and the primary suite includes an en-suite bathroom with a stand-up shower. An additional full bath and in-unit washer/dryer provide everyday convenience for guests and owners alike.Boating enthusiasts will appreciate the 35 seawall with dock posts, cleats, and swim ladder--perfect for vessels up to 32. Under the home, a dedicated anglers station features a commercial-grade 100 lb. ice maker, deep freezer/bait freezer, and beverage fridge. Additional perks include two kayaks, two bicycles, and a BBQ grill, creating an inviting outdoor oasis for relaxing or entertaining.The home has been updated with a new roof in 2021. With rentals already generating consistent revenue, this is a rare opportunity to own a turnkey piece of paradise.Community Highlights: 24-hour gated security, 80 heated pool & Jacuzzi, saltwater swimming lagoon, kiddie pool, tennis, pickleball, bocce, basketball courts, onsite ship store with fuel station, boat ramp, boat wash down, laundry, post office, and more. Just 20 miles from Key West and minutes from world-class fishing and dining, this home is perfectly suited as a vacation getaway, full-time residence, or profitable rental investment.

When you are looking for a vacation place, or for investment. This community offers it all. Your rental could be 1 day or 365, your choice. Owning, it is a great location, corner lot with 40 feet of dock space for your boat and a 15000 lbs. boat lift ready to use. This community offers lots of amenities, boat ramp, pool, sun deck, sun sets, tennis and basketball courts. Come tour it today, you will be impressed.

Coastal Escape in Ocean Pointe -Building 5 is the best located in the development!This beautifully updated 2BD/2BA condo in the highly sought-after Ocean Pointe development offers breathtaking views of the Atlantic Ocean and marina/harbor, with refreshing breezes year-round. Enjoy a well-maintained space with impact windows and doors, an oceanview balcony, and tasteful furnishings throughout.With 28 years of profitable rental history, this property offers robust short-term rental potential and flexible management options--whether you choose to manage it yourself or hire a property manager. The protected marina provides direct ocean access, with convenient Florida Bay access nearby.Exceptional amenities include a cafe/bar, Jr. Olympic heated pool and spa, lighted tennis and pickleball courts, playground, BBQ grills, beach, tiki huts, marina and trailer parking. Whether youre an avid fisherman or simply looking to relax on the water, this property is a true paradise to enjoy the Florida Keys!

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!

**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.

Discover your perfect island retreat at Sunset Village, nestled within the renowned Hawks Cay Resort on Duck Key. This charming 2-bedroom, 2-bathroom townhouse offers the ideal blend of relaxation and adventure, whether youre seeking a vacation getaway or a permanent coastal residence.The townhouse features four private balconies, each offering unobstructed views of the turquoise waters, ideal for watching stunning sunsets over the horizon. With 900 sq ft of living space, it comfortably accommodates up to 6 guests. The interior boasts a fully equipped kitchen, comfortable living areas, and tasteful decor, creating a welcoming atmosphere for guests.As a rental property with Hawks Cay you will have access to world-class amenities, including five pools, five restaurants, a full-service marina, a spa, and a fitness center. The townhouse is situated just steps away from the Sunset Pool, Hawks Cay Marina, and the secluded Sunset Beach, offering easy access to water activities like kayaking and paddleboarding.Whether youre seeking a serene escape or an investment opportunity, this townhouse provides the perfect setting to enjoy the laid-back island lifestyle of the Florida Keys.

This Condo grossed $27,175.62 in the first Quarter of 2025. Wow Oceanfront Views from this 2/2 Condo with TWO oceanfront balconies. Oceanfront Cafe & Pool bar are now back open !! Marina has direct ocean access and is naturally protected from the elements. Jr. Olympic pool with a 14 person Spa. Lighted Tennis & pickle ball courts. This Condo is being sold fully furnished !!

Are you dreaming of owning a piece of paradise in the Fabulous Florida Keys? Look no further than this gorgeous 2 bedroom, 2 bath waterfront home in the highly desired Venture Out Park in Cudjoe Key. This clean and updated home features a 35 concrete dock with whips, heavy duty aluminum posts, and easy access to enjoy both the gulf and ocean for world-class fishing and diving adventures. Inside, youll find all new appliances, including an extra mini refrigerator, new A/C, a gas stove with air fryer and convection capability complete w/a 100-gallon propane tank. The home also has accordion shutters for all windows, sunshades on the patio, and stunning open water views. On the dock you can take advantage of the fish cleaning station, storage under the house with lots of space and a bait freezer. Amenities at Venture Out include a marina store, boat ramp, fuel docks, heated pool with saltwater filtration, spa, pickleball and tennis courts, and even a post office. This property is also a great investment opportunity, with options for nightly, weekly, or monthly rentals. Furniture included. Dont miss your chance to own your slice of paradise.

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.