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

KEY WEST mid town open water 2/2 gem boasting an open floor plan offered turnkey with new furnishings and a deeded 12 X 24 gulf side boat dock. Hilton Haven is a unique neighborhood located mid island on a strip of land that offers a mixed use of waterfront properties on each side. This 8 unit condominium complex is at the end enjoying peace and quiet and also has its own private white sand beach and waterfront pool. Many extras to be enjoyed including tile floors throughout, 2 balconies offer both waterfront and sunset views and an abundance of closet space plus a designated generous storage room for all of your beach/water toys. Property was recently enrolled in a professional monthly vacation rental program. All of this within the city limits of Key West where you will find both nightlife, easy airport access and all of your shopping needs a bike ride or short drive away.

This custom-built, well-maintained 3-bedroom, 2-bath waterfront stilted home offers the perfect tropical retreat just 6 miles from Key West. Elevated on stilts, the property features 80 feet of concrete seawall, complete with davits and stunning emerald waters. The rear of the house faces west, allowing you to enjoy breathtaking sunsets from your screened-in balcony or while relaxing by the water. Ideal for both indoor and outdoor entertaining, the home boasts updated bathrooms, tile flooring throughout, and a cathedral ceiling. With two screened-in decks and a garage, this move-in ready home is surrounded by lush tropical landscaping. The canal provides easy access for swimming, paddleboarding, and kayaking. In addition, its just a short boat ride to Snipe Keys, Mud Keys, and Marvin Keys--an excellent spot for outdoor enthusiasts seeking a peaceful coastal lifestyle.

Seller is offering a $25,000 credit at closing to Buyer towards Buyers closing costs! Located in the heart of Sugarloaf Shores, this 1,344 sq ft, 2-Bedroom waterfront Pool home boasts a resort-style outdoor setting on a large corner lot. Hidden behind the luscious landscape is a sparkling pool adorned with lots of pavers and 2 well equipped Tikis providing plenty of shade and space to entertain friends. Enter into the spacious Great Room highlighted by soaring ceilings and many picture windows allowing an abundance of natural light and pretty views of the gardens. The open Kitchen features stainless steel appliances, beverage cooler, granite countertops, lots of wood cabinetry and center island for people to gather around. A large pantry/laundry room could easily be converted to a 2nd bath. Each Bedroom has ample closet space and private entry to the full Bathroom with the Primary Bedroom having direct access to the outdoor shower and water closet on the adjacent Porch. Located on the no bridge side of Sugarloaf Key with quick ocean access through Tarpon Creek. This elevated home offers plenty of covered parking and room for all your recreational vehicles and boat trailers. Offering a ton of privacy this property is unique and perfectly melds the outdoor and indoor spaces to provide the ultimate Florida Keys lifestyle.

Welcome to 38 Calle Uno, a delightful boating canal-front property nestled in the serene surroundings of Rockland Key, Florida. This beautiful Three (3) bedroom, Two (2) bathroom home with twelve hundred two (1202) square ft. of living area and a large seventy two hundred (7200) square ft. lot offers the perfect blend of island living and modern convenience, making it an ideal retreat for those seeking tranquility and easy access to the exciting Key West lifestyle just a short drive away.Step inside to discover an open-concept living area filled with natural light, featuring vaulted ceilings and an inviting layout perfect for entertaining or relaxing. The well-appointed kitchen boasts stainless steel appliances, ample counter space, and a breakfast bar, creating a seamless flow for casual dining. The kitchen comes complete with a separate spacious laundry room/walk-in-pantry.The primary bedroom is a private enclave with an en-suite bathroom, offering a peaceful retreat after a day spent on the water. Sliding glass doors allow tons of natural light, brightening the room, and gives access to the second story balcony. The second and third guest bedrooms are equally spacious, perfect for guests or as a home office. Both bathrooms are tastefully updated with modern fixtures and finishes.Outside, the large deck overlooks the canal, providing a picturesque setting for morning coffee or evening cocktails. With 60 feet of canal frontage, this property is a boaters dream, offering quick access to the Atlantic Ocean and the Gulf of Mexico.Additional features include a covered carport, ample storage space, and a low-maintenance yard, making this home perfect for year-round living or as a vacation getaway.Dont miss your chance to own a piece of paradise on Rockland Key. Schedule a showing today and start living the Florida Keys dream!

Nestled in the heart of the stunning Florida Keys and perfect for anyone looking to escape the hustle and bustle of everyday life, this two-bedroom, two-bath home is a sanctuary of serenity and keys living. This property boasts an extra-large lot, providing ample space for outdoor activities, relaxation, and entertainment and there is lots of room for a pool and Tiki hut. The tropical landscaping enhances the sense of privacy and tranquility. Step inside to find interiors that perfectly blend modern convenience with island charm. The home features bamboo and tile floors, offering a cool and clean space with beautiful wood cathedral ceilings. The open floor plan makes the space feel even larger and more inviting. There is a large L-shaped dock overlooking a wide swimming canal that offers crystal-clear waters that are perfect for a refreshing dip. Whether youre an experienced swimmer or just looking to cool off, the canal provides a safe and enjoyable environment for water activities. Another benefit is the unparalleled access to the pristine waters of the Florida Keys, making it perfect for boating, swimming, and fishing. Whether you prefer a day at the beach, flats fishing in the backcountry, or the ocean, imagine stepping out of your home and onto your boat for a day of exploration and adventure. The dock is also an excellent spot for sunbathing, reading, gorgeous sunsets, or enjoying a quiet evening under the stars. Located in the heart of the Florida Keys, this property provides easy access to all the attractions and amenities the Keys and Key West offers. From world-class dining and shopping to outdoor adventures like snorkeling, diving, and fishing, there is something for everyone to enjoy. Explore the vibrant local culture with visits to nearby museums, art galleries, and historic sites. Dont miss the opportunity to experience the beauty and charm of the Keys in this exceptional home. Call for a showing today and start creating unforgettable memories.

Paradise found! You will fall in love with everything this ABOVE FLOOD TURN-KEY waterfront half duplex has to offer....situated in a prime location in renowned Key Colony Beach. Steps from the GOLF clubhouse, TENNIS/pickle ball courts, trailer storage area and only a quick boat ride to the Ocean or Gulf side (via the Vaca Cut). This CBS built 2 bed/ 2 bath home comes with your very own backyard POOL oasis and well maintained 37.5 Ft. CONCRETE dock. Privacy fencing and an expensive shaded LANAI make this home the perfect place to enjoy all the ocean breezes that surround you. Other notable features include; a METAL roof, IMPACT windows and doors, HIGH cathedral ceilings with character and a modern coastal kitchen with stainless steel appliances and stone counter tops. LOW insurances and plenty of room to park multiple cars and storage area under the home. Enjoy the bike/walking paths with a quick ride to sunset park. Island is very safe and family friendly. This property is currently a vacation rental and will make a great second home/primary home or investment property. Call today, because with so many PERKS under $1M, this property will NOT last!!!

Boaters Paradise in Big Pine Key! This immaculate waterfront home boasts beautiful bayviews and 130 feet of canalfront dockage, perfect for offshore Atlantic Ocean fishing or Florida Bay adventures. Located in a prime area, youll enjoy some of the best boating experiences in the Keys, with Looe Key Coral Reef, Picnic Island, and Content Keys just minutes away. Set on a spacious corner-like lot, this property features a private boat ramp where you can launch your boat with a straight shot to the bay and beyond. Additionally, ample downstairs storage for all your fishing gear and water toys. Inside, the 3-bedroom, 2-bath home offers impact windows and doors, granite countertops, and an open-concept layout for bright, comfortable living. Step outside to a brand-new raised concrete heated pool, or relax in the screened downstairs patio, perfect for entertaining. Situated in a desirable subdivision, youll be close to local restaurants, parks, and all the natural beauty of Big Pine Key. Dont miss this exceptional waterfront opportunity!

Discover the ultimate boaters retreat in beautiful Summerland Key! This stilted canal-front home features 3 bedrooms and 2 baths and easy access to the both the Atlantic Ocean and Gulf of Mexico After a day on the water unwind in the pool or relax under a palm tree in your hammock. The ground-level storage area is perfect for your boating gear and outdoor furniture. A commercial ice maker is ready to chill your catch of the day or beverages for your sandbar excursions.Enjoy the convenience of a Coast Guard-marked channel, providing a safe and enjoyable transit to and from your dock. The wide 60-foot canal makes maneuvering a breeze, and marine fuel is just 2 minutes away by boat--no more long trips to the fuel dock.Inside the home, youll find an open-concept design centered around the kitchen, dining room, and living area. Off the dining room is a screened-in porch, perfect for enjoying happy hour cocktails or taking in another incredible sunset in paradise.This home boasts three generously sized bedrooms and two baths along with a laundry room. Recent upgrades include a new AC system installed in 2022, a new hot water heater in summer 2024, and a new roof added in 2018. The furniture can be sold with the home, making it move-in or rental ready!The home is conveniently located near many stores, restaurants, and other conveniences. This location offers everything you need in tranquil Summerland Key. This home is truly a boaters dream!

Welcome to your dream waterfront retreat! This 1,120 sq. ft. 2-bedroom, 2-bath home offers million-dollar open water views, with two sets of sliders from the dining area and living room leading to a spacious screened patio--perfect for enjoying stunning sunsets.Features include: 3 split A/C units for optimal comfort Wraparound walkway for easy access around the home812 sq ft downstairs enclosure 25-ft dock just seconds from Pine Channel--ideal for boating, fishing, and exploring the Content Keys Vacant lots on both sides for ultimate privacy✅ Walking distance to a scenic waterfront community park✅ Nearby bike paths for outdoor enthusiastsLaunch your boat and head to the Atlantic, explore nearby sandbars, or enjoy world-class fishing and lobstering. This home is a rare find for those seeking the perfect mix of adventure and tranquility.Dont miss this opportunity--schedule a viewing today!

Updated cottage in Charming Little Venice named for its canals and quaint bridges. New impact windows and doors, new roof, A/C and freshly painted! located on a clear blue canal seconds from the Ocean, just one street away. Vacation Rental licensed for income!

This beautifully furnished, rental-ready condo offers stunning open water views and direct sightlines to the dock. Already an established vacation rental, generating approx. $40K/yr. thanks to the rare allowance for weekly rentals in this well-maintained condo community. Boaters will love the instant ocean and bay access, with Vaca Cut Channel just moments away. This pet-friendly community features dockage, a heated pool, elevated concrete buildings with newer metal roofs, and new hurricane impact windows and doors. This condo lives like a single-family home with two levels, two private wrap-around balconies, and designated covered parking for three vehicles. Inside, the open floor plan maximizes space and views, with a granite kitchen and sizable island plus a convenient half bath. Upstairs, enjoy two spacious bedrooms and baths, including a master suite with breathtaking Caribbean water views. Come embrace low maintenance living and the flexible lifestyle this condo will afford you!

A sought-after opportunity to own a single-family home in Key Colony Beach at this price point--an excellent alternative to a half-duplex. This bungalow-style 2-bedroom, 2-bath home features vaulted ceilings throughout and a bright, updated interior. The open living area extends to a back patio with beautiful sunset views, creating the perfect spot to unwind. With 40 feet of dockage and direct ocean access, boating, fishing, and exploring the water are right at your doorstep. Weekly vacation rentals are permitted, making it a great option for personal use or investment. Located in Key Colony Beach, a sought-after enclave offering a marina, golf course, pickleball and tennis courts, bocce, playgrounds, walking and biking paths, and waterfront dining, this home delivers the best of island living at an exceptional value.

Beautiful 2 bed, 2 bath condo Bay Harbour in Islamorada. This condo boasts a 30 boat slip. Bay Harbour allows 7-day rentals with a license from the Village. Enjoy the pool, hot tub, tennis & pickleball courts, and the many exciting local activities available in the Keys, including fishing charters, boating excursions, snorkeling, and diving adventures.

Experience the Best of Both Worlds - Ocean Views & Canal Front Living in Breezeswept Beach EstatesWelcome to your dream coastal retreat in one of the Lower Keys most sought-after neighborhoods. Nestled just one block from open water, this beautifully updated 3-bedroom, 2-bath home offers peek-a-boo ocean views and deep-water canal access, ideal for both boating enthusiasts and nature lovers.With many improvements and a modern rustic coastal flair, the homes open-concept layout features vaulted ceilings, a bright and airy living space, and a seamless flow to a wraparound covered porch--perfect for entertaining or unwinding in the island breeze.The kitchen is equipped with new appliances and generous counter space, blending style with everyday function. Fully furnished and turnkey, this home invites you to move in and immediately start enjoying the island lifestyle.On the third level, wake up to views of Little Palm Island from the serene primary suite. Two additional bedrooms provide space for family, guests, or a home office.Below, enjoy a new dock, ample storage for all your gear and toys, a spacious garage, and plenty of parking for guests. Whether youre looking for a full-time residence, vacation home, or investment property, this one checks all of the boxes.Dont miss your chance to own a piece of paradise. Seller is a licensed Florida Realtor.

Panoramic Ocean Views with Transient Rental License! This beautifully updated and well-maintained stilt home offers 2 bedrooms and 2 bathrooms, large kitchen with all the necessities, panoramic ocean views, a private 35 concrete seawall for your boat and off street parking for your vehicle. This home has an open deck overlooking the crystal clear waters and a screened deck just waiting for you to come and relax. Perfect for the fishing enthusiasts, enjoy quick boating access to the Atlantic Ocean and Gulf of Mexico. Boat, swim, snorkel or dive in the beautiful Florida Keys right from your 35-foot seawall, plus the added bonus of all that Venture Out gated community has to offer. Venture Out has 4 miles of paved secured streets to walk or bike. Amenities include heated pool, hot tub, marina with fuel dock, boat launch, convenient store, tennis, pickleball, bocce, basketball, playground, fun activities and more! Close to restaurants, shopping, parks and local events, this property has something for everyone! POSSIBLE SELLER FINANCING

A genuine boaters paradise, this property is perfectly situated with eastern exposure on the last canal from the open water with convenient access to Tavernier Creek to access the Bay and the very best diving, fishing, and snorkeling opportunities around. Enjoy peek-a-boo ocean views from the wide sun deck that is perfect for entertaining, cooking out, or for dining al fresco. Master your inner captain, with a 40 concrete dock and a 10k lift. Plus, the association maintains the channel and pilings for guiding lights back home. Take advantage of the shady deck in the afternoons, daily views of the glorious sunrise, and tranquil surroundings at this quiet cul-de-sac location. A newer metal roof, accordion shutters, and an abundance of enclosed storage for all your water toys, gear, and essentials compliment this freshly painted and charming home. Positioned just around the corner from Harry Harris Park that offers an easy to launch boat ramp, beach and ball fields, this location provides easy living with quick access to shopping, dining, and local activities. Dont miss this chance to embrace the Keys lifestyle and make this unique property yours!NOT a manufactured home.

Welcome to 17245 Jamaica Lane, a waterfront 3-bedroom, 2-bathroom home in the desirable Sugarloaf Shores. This elevated residence offers 1,248 square feet of comfortable living space with beautiful canalfront views and direct canal access for boating and fishing enthusiasts. This home offers distinct living, dining, and kitchen areas, creating a natural flow. The kitchen includes granite countertops, modern appliances, and ample storage, providing a functional and stylish space for cooking and entertaining. The primary bedroom offers plenty of natural light with an en suite bathroom, while two additional bedrooms provide flexibility for family, guests, or a home office. Enjoy serene canal views from the rear balcony, perfect for relaxing or unwinding after a day on the water. With direct boating access, youre just minutes from world-class fishing, sandbars, and the best of the Lower Keys. The spacious lot offers room for a pool, allowing you to create your own private backyard oasis. On the ground level, youll find a garage and covered space--ideal for storage, a workshop, or a shaded outdoor lounge. Plus, off-street parking provides plenty of room for vehicles, a boat, or even an RV. Located in a quiet neighborhood, this home is perfect as a primary residence, weekend retreat, or vacation rental opportunity. Dont miss your chance to own a slice of paradise--schedule your private showing today!

This canal-front Pool home is located bay-side on Little Torch Key offering excellent boating access to the ocean and Gulf via Pine Channel just 5 minutes away. Enjoy world-class backcountry or offshore fishing from your full length 60 concrete dock complete with davits, fish cleaning station, fenders and swim ladder plus a kayak lift to set you adrift to explore beautiful mangrove lined creeks from the provided kayaks. Fishermen will appreciate the ice maker and bait freezer and cooking their catch in the fish smoker. After a day out on the water relax by the waterfront pool, take a bike ride to Kikis Sandbar and Grill on the bikes included, or enjoy evening cocktails from the spacious screened porch with custom bar seating overlooking the water. The 3 Bedroom 2 Bath home is offered turn-key and features an open floor plan with 9 ceilings and tile throughout. The well-equipped kitchen features stainless appliances, lots of cabinetry and breakfast bar to gather around. At the end of the day guests will be accommodated in the 2 Guest Bedrooms while you retire in the Primary Suite enhanced with spacious walk-in closet and bath with double sinks and lots of storage. The home has many upgrades including a separate laundry room and impact windows and doors. The large, fenced yard boasts plenty of room to store all your toys, including 30 amp service for RV, and to stow your boat after trailing it out of the water from the nearby neighborhood boat ramp. Conveniently located with proximity to shopping and dining and the magic of Key West just 25 miles away.

Welcome to Blackbeard Lane on Cudjoe Key, a stunning stilted home that perfectly combines modern elegance with the charm of the Florida Keys. Built in 2012 and thoughtfully updated, this property boasts 3 bedrooms and 2 bathrooms across 1,195 sq. ft. of beautifully designed living space.The heart of the home is the expansive open-concept living area, seamlessly connecting to a chefs kitchen adorned with high-end appliances, custom cabinetry, a pot filler, and a striking Dade County Pine hood. The primary suite features an ensuite bathroom with custom finishes and generous walk-in closets, while two additional guest rooms share a stylish guest shower.Attention to detail is evident throughout, from the contemporary flooring to the Dade County Pine accents. The home is equipped with impact-resistant windows and a newer roof (2018), ensuring low insurances and peace of mind. Set on a spacious 6,000 sq. ft. lot, this property is a true boaters paradise, featuring a 40-foot seawall and a 10,000 lb boat lift, making it easy to explore nearby destinations like the American Shoal Lighthouse and Looe Key Sanctuary. Additional amenities include an outdoor shower, ample parking, and a downstairs enclosed garage for extra storage.Experience the best of Florida Keys living in this exceptional home!Property is owned by a licensed Real Estate Agent.

Active duty Military family has been reassigned. Their slice of Paradise can be yours! This charming 3-bedroom, 2.5-bathroom stilted home, nestled in Port Pine Heights in Big Pine, offers the perfect balance of peaceful seclusion and access to world-class boating destinations.Inside, this custom home showcases beautiful wood throughout with high ceilings that enhance the sense of openness, while an enclosed Florida sunroom provides additional living space. The chefs kitchen, beautifully remodeled in 2023, boasts upgraded finishes including, a 5 burner chef style gas cooktop, an oversized spacious island, a wine rack, and a coffee bar. Designed for both style and functionality, the kitchen features ample storage, along with top-of-the-line Smart appliances including the state-of-the-art Family Hub refrigerator. The second floor features two bedrooms and bathrooms while the third floor features the loft, half bath, and home office. Outdoor living is a highlight, with a wraparound porch as well as a tiki hut downstairs perfect for entertaining, a custom outdoor shower, and an enclosed garage offering ample storage for all your water toys. Situated on a desirable corner canal lot with over 100 of dock space, theres ample room for three, possibly four, boats. This home has been meticulously maintained, with a new kitchen in 2023, the A/C replaced in 2020 and a new roof in 2017. It is located at the end of a quiet street and fully fenced providing extra privacy, plenty of parking, and the perfect setting to embrace the relaxed Keys lifestyle.Note To Boaters: From your seawall, you are seconds away from the Big Pine Channel, with direct access to the Gulf or Content Keys--home to one of the best sandbars in the Keys--in just 20 minutes. The infamous Picnic Island, a favorite gathering spot for locals, is only 15 minutes away, and the breathtaking Looe Key Reef, part of the Florida Keys National Marine Sanctuary, is approximately a 30-45-minute boat ride.