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Florida Keys Waterfront Homes on the Bay / Gulf Side of the Island For Sale

Total Listings 279
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$1,999,000
Key Haven
Key Haven 5th Add   - MM: 5.00
3 Bed, 3 Baths, 1,610 SqFt Days Listed: 58
-9.14% ($201,000) 2 Price Changes : Last Change 8 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift80ft.Concre

Happy Hour takes a whole new twist at Pristine Bamboo Ter - Discover the ultimate waterfront oasis and fishermens retreat in this beautifully renovated concrete, single-level canal-front home. Situated on an oversized lot of 8000 sq. ft. ,this 3BD/3BA residence offers the perfect combination of peace, privacy and endless outdoor enjoyment.Located at Mile Marker 6, Key Haven offers excellent access to world class fishing and the open waters of both the Gulf and the Atlantic with no bridge restrictions, and a consistent 3ft draft. The tea-shaped canal provides easy navigation, while the 14,000 lb private boat lift and 80ft. of concrete seawall gives you all the protection and flexibility you need for a variety of watercraft vessels.After a day on the water, relax under the brand-new oversized tiki hut, the ideal spot to cool off and soak in the breathtaking waterfront views. The newly built pool adds a luxurious touch and creates an outdoor oasis with so much space to enjoy the beautiful weather that the Florida Keys is known for.Interior has been redesigned and remodeled and now offers a modern open plan concept with large kitchen at the epicenter of the home and water views from every rooms.Large private master suite with king bed and separate sitting area, large en-suite bathroom and oversized closet offers all the space you will need.Two additional bedrooms and 2 full baths, appointed with new finishes and furniture offer all the comforts for a growing family and all your visiting friends.Two new ACs, new hot water heater, all new appliances and finishes with a low maintenance exterior means a no Honey Do list for years to come, so that when you come to your Key West home, you can relax and enjoy.Plenty of room for parking an assortment of vehicles, trailers or an RV.Vacant and ready for immediate occupancy!

$1,999,000
Big Pine Key
Port Pine Heights   - MM: 29.00
2 Bed, 2 Baths, 1,312 SqFt Days Listed: 46
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift75ft.

Welcome to your private paradise in the Lower Keys! This beautifully updated 2 bed, 2 bath two-story home offers complete privacy with no direct neighbors on all sides, making it a peaceful escape surrounded by nature and the charm of the Key Deer.Step outside to your tropical oasis featuring a brand-new concrete heated pool, concrete dock with a boat lift and jet ski lift, plus an elevated sundeck perfect for soaking up the sun or enjoying canal views. The backyard is currently being transformed by a professional landscape designer set to be completed early June and WILL be included in the sale, adding lush, tropical vibes, tiki hut and pavers around the pool to complete your island retreat.The ground floor offers a fully enclosed and renovated space, perfect for guests and entertaining and storage, along with a separate laundry room for added convenience. Both levels are equipped with impact windows and doors, plus electronic roll-down screens for added shade.Whether youre boating, lounging poolside, or enjoying the wildlife, this home is designed for true Florida Keys living offering many upgrades and renovations.SALE CAN INCLUDE BRAND NEW CUSTOM FLATS BOAT.

$2,000,000
Plantation Key
Indian Waterways   - MM: 89.00
4 Bed, 4 Baths, 1,500 SqFt Days Listed: 86
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 33ft.

Exclusive opportunity to own this canal-front duplex and the adjacent vacant lot in Indian Waterways subdivision of Islamorada, FL. Each unit features two bedrooms, one bathroom, original custom kitchen cabinetry, and terrazzo floors. A connecting interior door allows the property to function easily as one expansive home or continue to be used as two separate living spaces. Boating enthusiasts will appreciate the 33-foot dock on a wide canal with direct access to the Florida Bay. The combined lots span 0.40 acres and are adorned with mature native plants and trees including Short Leaf Fig, Pigeon Plum, Mahogany, Locust Berry, and Crabwood -- creating a haven for birds and butterflies. Conveniently located near schools, Mariners hospital, grocery stores, shopping, entertainment, and Founders Park, which offers a swimming pool, bayfront beach, playground, pickle ball, tennis, and dog park. Whether youre seeking a primary residence, vacation home, investment, or redevelopment opportunity, this property invites you to live, work, and enjoy the tropical Florida Keys lifestyle.

$2,049,000
Plantation Key
Plantation Key Colony   - MM: 90.00
3 Bed, 3 Baths, 1,295 SqFt Days Listed: 315
-1.91% ($40,000) 1 Price Change : Last Change 65 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Boat Lift,Dav

**Waterfront Paradise: Solid Concrete Home on Deep Water Canal**Nestled along a serene deep water canal, this exquisite solid concrete home awaits its new owner. Embark on a brick paver driveway that leads to a turn-key residence designed to impress.As a boaters paradise, this property boasts a private boat lift, davit, clean out station, and outdoor shower. Access to the communitys boat ramp allows for effortless excursions.Step inside and be captivated by the beautifully furnished interior with breathtaking canal views. The open floor plan seamlessly blends the gourmet kitchen, dining area, and living room, offering an inviting space for entertaining and relaxation. Top-of-the-line appliances and entertainment areas elevate the living experience.The spacious master bedroom and bathroom provide a luxurious oasis with access to a large screened balcony. The master bathroom features a soaking tub, separate shower, and double vanity.The downstairs level offers an enclosed garage with two bay doors and ample storage. A custom-made bar, full bathroom, and additional storage space create a versatile flex room perfect for various uses.The propertys tranquil exterior features lush landscaping, gardens, and a charming front porch. The rear stairs provide convenient access to the waterfront.With a straight shot to the bay and just around the corner from the ocean via Tavernier Creek, this home offers unparalleled access to the water. The neighborhood community offers a boat ramp for members.This dream home is a rare find. Dont miss this opportunity to own a piece of paradise. Call today to schedule a private showing and experience the beauty of this solid concrete waterfront residence. Call Today!

$2,099,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
3 Bed, 3 Baths, 2,295 SqFt Days Listed: 363
-14.64% ($360,000) 4 Price Changes : Last Change 3 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Fixed Brid

This home is not a drive by! Must see inside and the back yard too.....Located on the West Side of the Island with excellent boating access this beautiful pool home is an entertainers dream place. All new paint inside. New Roof as of 01/2025. Stunning Sunsets & Sparkling waters for swimming, snorkeling, paddleboarding .... Home features 3 bedroom suites with full baths plus a powder room too. Impact doors and windows, tile floors throughout, Viking appliances, chefs kitchen, wet bar, icemaker & additional drink fridges. Large Tiki Hut with fans, concrete heated pool and chiller too. Bring your big Boat and Smaller one too.....2 boat lifts (20K and 12K), boat house, outdoor shower, swat mosquito system, RV hookup, Terminix warranty, video surveillance, large storage shed, full home surge protection, ample storage inside and out. All tropically landscaped, paver driveways & yard fenced for your pets and privacy. Full concrete seawall & covered boat slip. Home is offered mostly furnished and outdoor furniture is included too. Location! Location! Location! New Paint inside-neutral color. And New Roof 2025.

$2,099,000
Marathon
Roosevelt Point #1   - MM: 51.00
3 Bed, 3 Baths, 2,159 SqFt Days Listed: 3
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift70ft.

This is the Florida Keys lifestyle done right! Located just 4 homes from open water, this elevated home offers instant Gulf access and a resort-style backyard that steals the show! Enjoy 100 ft. of private waterfrontage with no neighbors across the canal(undevelopable), a 70 ft. maintenance-free composite dock and a tiki hut right on the waters edge. The private backyard oasis features a heated & chilled concrete pool, elevated hot tub deck with canal views, firepit, lush landscaping plus a shaded patio for poolside lounging. Inside, the home is bright, spacious and open with soaring vaulted ceilings throughout including all three bedrooms and the oversized master bath. Take advantage of seamless indoor-outdoor living with multiple access points from the home to its nearly wraparound porches. Built with durability in mind, the home includes Hardie board siding, impact windows and a pull-through paver driveway with covered parking and a garage. Tucked away on a quiet street, yet centrally located in Marathon, this is Keys living at its finest!

$2,100,000
Key Largo
Hammer Point   - MM: 93.00
5 Bed, 5 Baths, 2,349 SqFt Days Listed: 62
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 60ft.Concrete

Blue Moon Tavernier - A Stunning Waterfront RetreatEscape to Blue Moon Tavernier, a newly renovated, spacious getaway in the Florida Keys, just an hour south of the mainland. This 5-bedroom, 2.5-bath home offers plenty of space for the whole family, plus a bonus loft/den and two fully equipped kitchens.Step inside and enjoy abundant natural light, stylish finishes, and open concept living. The first floor features an eat-in kitchen, four bedrooms, 1.5 baths, and a cozy living area--perfect for unwinding after a day on the water. The second floor boasts a full kitchen with a dry bar, a large dining table for 8, a spacious living area with an oversized sectional, and a master suite with a walk-in closet and ensuite bath.Enjoy breathtaking sunsets from the expansive second-floor balcony, complete with dining and lounge areas. The third-floor loft/den is an ideal hideaway for kids and teens, featuring a sofa bed, TV, and board games.Dock your boat right outside on a 60ft concrete dock and access open water in minutes. After a day of fishing, clean your catch on the dock, then relax in one of two outdoor lounge areas. The home features a newly built lanai and a spacious tiki hut with cozy seating.Additional amenities include a large laundry room with full-size washer/dryer and smart TVs in every bedroom.This home is being offered fully furnished.Ready for the ultimate Keys escape? Blue Moon Tavernier is waiting for you!

$2,100,000
Key Largo
Paradise Point   - MM: 105.00
3 Bed, 3 Baths, 2,106 SqFt Days Listed: 59
-10.64% ($250,000) 1 Price Change : Last Change 19 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Ramp7

Significant price adjustment on this exceptional opportunity. Located just off the open bayfront, let your dreams become a reality! Two waterfront lots included in this purchase, each lot deeded separately. One lot is vacant, completely cleared, pearocked, and includes a private boat ramp & 2 floating docks. Built on the second lot is a concrete home with a concrete roof offering 3 bedrooms and 3 full baths with 2B and 2B up, open living, porches on front and back of house, central air, and separate pre-firm large one bedroom guest quarters on ground level. Host your gatherings around your private bar located waterside where stories are shared and memories are made. Two laundry facilities, additional convenience half bath, storage room, undercover parking, and concrete dock and boat lift complete this package. Enjoy the existing home and build a second home on the vacant lot, or add on and build a large home on both lots. Room for a pool and so much more. Situated at the end of a quiet street in Key Largo with no neighbors across the street, the possibilities are endless, as well as the views and nightly Sunsets! This is a true Gem! Being Sold As Is

$2,100,000
Lower Matecumbe
White Marlin Beach   - MM: 74.50
3 Bed, 3 Baths, 1,263 SqFt Days Listed: 20
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davit Pads50ft.

Welcome to paradise! This inviting home features an open-concept living area, complete with a large loft that houses two cozy queen beds, a master bedroom, a guest bedroom, and two bathrooms. This well-maintained, three-story home offers ample storage, including a convenient ground-level storage area and workshop. Step outside to enjoy a brand-new refreshing saltwater pool, expansive patio and lush turf. Nestled on a cul-de-sac street, this home is set back from the Overseas Highway in a golf-cart-friendly community. From your 50 dock its quick access to bay and ocean through the Channel #2 and Channel #5 bridges. Relish stunning sunsets at your private neighborhood beach, complete with relaxing chairs, tiki huts, and grills to cook your catch.

$2,179,000
Marathon
Sea Air Estates   - MM: 52.00
3 Bed, 3 Baths, 2,277 SqFt Days Listed: 112
-2.94% ($66,000) 1 Price Change : Last Change 83 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Boat Slip,Boa

Discover the perfect blend of quality craftsmanship and waterfront convenience in this stunning 3-bedroom, 3-bathroom home. Built with solid CBS construction, this residence is designed to last and offers an inviting, open layout. Just minutes from open water access, the property is a boaters dream, featuring a boat lift that accommodates up to a 35 boat, multiple docking spaces, and a large dock box for convenient storage.Inside, the beautifully designed kitchen boasts granite countertops, enhancing both style and durability. Custom tilework throughout the home adds unique charm, while a working elevator and cozy fireplace provide additional comfort. The spacious four-car garage ensures ample storage, and the 10,000 gallon cistern with a pump offers additional water security.For added privacy and security this property is enclosed with concreate walls on both sides with gated access to the rear of the home. A versatile downstairs, currently housing a commercial ice maker, provides endless possibilities- whether for storage, tackle room ,or extra recreational space. Plus there is ample room to add a pool, creating your own private oasis.Every detail in this home has been carefully designed and fully permitted, offering peace of mind and a solid, well- built feel from the moment you walk in!

$2,199,000
Key Largo
Twin Lakes   - MM: 103.00
3 Bed, 3 Baths, 2,380 SqFt Days Listed: 28
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift75ft.

Welcome to Adams Hideaway, a beautifully remodeled solid concrete residence nestled right on the waters edge, offering unparalleled access to Blackwater Sound Bay and Adams Cut to access the Oceanside quickly. This impressive property is perfect for boating enthusiasts, featuring a brand new 2024, 15,000 lb. boat lift, allowing for hassle-free adventures on the water. Enjoy 4th of July and New Years fireworks within minutes, not to mention all the waterfront restaurants you can access by water.More than 2300 sq. ft., with 3 spacious bedrooms and 3 luxurious bathrooms, this home provides ample space for family and guests. A versatile spare room offers the perfect option for an additional bedroom or a dedicated office, catering to all your lifestyle needs. The property also includes a generous garage and extra bonus storage space that could be utilized as a shop, gym, game room, or a fishermans hangout.For those with RVs or electric vehicles, the convenient RV/EV hookup is a fantastic addition. Enjoy peace of mind with the new whole house generator backup, ensuring youre never left in the dark.The heart of the home features high-end appliances, making daily living both stylish and efficient. The primary bathroom is a true oasis, complete with multiple shower heads and a seat-warming bidet toilet, providing an unparalleled spa-like experience.Originally constructed by the esteemed local contractor Peter Raskob, this home showcases custom quality construction and attention to detail. Embrace a lifestyle of luxury, comfort, and convenience in this exquisite waterfront home!

$2,199,000
Key Largo
Stillwright Point   - MM: 105.50
3 Bed, 3 Baths, 2,194 SqFt Days Listed: 136
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davit Pads55ft.

Fully Furnished and updated. Just bring your boat! This spacious 3 bedroom 2.5 bath house features large common areas and an additional den. The relaxed themes of this house will make you feel like you have entered a peaceful paradise. Seller financing available.

$2,200,000
Plantation Key
Kahiki Harbor   - MM: 91.00
4 Bed, 4 Baths, 1,708 SqFt Days Listed: 93
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Other Dockage

Now Available! One-of-a-kind Opportunity in the desirable Kahiki Harbor neighborhood. 165 waterfront Corner Lot. Vintage 4 bedroom / 3 bath Custom built Keys home. 2/2 upstairs and a Great Room with all doors opening to the walk-around porch. Downstairs has 700 of additional enclosed storage, laundry, bathroom and two bedrooms. The home sits in the peaceful Kahiki Harbor neighborhood with deep water dockage all the way around the property. Davits and a concrete dock at one end, with additional dockage areas, a Gazebo and a Sailboat Launch Ramp following the corner of the 8,760 oversized lot. The large yard offers potential for a pool and outside entertaining areas. Endless possibilities await!- Build your Dream Home on this Unique and One-of-a-Kind Property, just off Tavernier Creek and minutes from the Ocean or Bay.

$2,200,000
Key Largo
Twin Lakes   - MM: 103.00
3 Bed, 3 Baths, 2,100 SqFt Days Listed: 10
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 75ft.

Property Located Close to all Key Largo Has to Offer, Stores, Restaurants, and Close to Miami. Canel Front 3 Bed/2.5 Bath on Blackwater Sound. Easy Access to Ocean Side through Adams Cut and Endless Bays to Enjoy. Large Canal Corner Lot. Completely Renovated in 2005 from Plumbing, Electric, HVAC, and New Generac Generator in 2022. Wrap Around Porch and Balcony off Master Suite. Eucalyptus Hardwood Floors and Tile. Impact Windows and Doors. Kitchen Appliances Replace in 2022, Walkin Laundry Room with Washer & Dryer Replace in 2024, Large Master Bedroom and Bath with Walkin Closet. Saltwater Pool with Trex Deck and Outdoor Shower. Roof Top Patio with Bay Views, 65 Trex Dock.

$2,222,000
Lower Matecumbe
Port Antigua   - MM: 74.50
3 Bed, 3 Baths, 1,560 SqFt Days Listed: 10
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits60ft.Concrete

Well priced and ready for a new family! This home has been UPDATED beautifully and has 3 bedrooms and 2 baths on the main living level. It is just waiting for a new family to begin living their best Port Antigua life! The downstairs breezeway affords a large shady area for entertaining or relaxing. Upstairs you will be greeted by an open expansive floor plan. All the windows and doors are now impact resistant and the CBS construction and concrete roof will give you peace of mind if there is a storm on the horizon. The main living level features an open floor plan with the kitchen, dining and living areas spanning the canalside of the home. All the bedrooms have ample closet space and the laundry room provides additional storage. On the ground level there is a very large storage enclosure for all of your boating paraphernalia that needs to be kept out of the weather and a large open entertaining area. Dont delay, this could be your dream home in Port Antigua!!

$2,243,160
Key Largo
Stillwright Point   - MM: 105.50
3 Bed, 3 Baths, 2,625 SqFt Days Listed: 132
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift90ft.

Fall in love with this amazing house that was completely renovated in 2016 with impact windows and doors. Floors throughout premium waterproof plank. Open concept kitchen with island, granite counter tops and SS appliances. 4 bedrooms and 4 baths. (2 masters) This house has plenty, an attic that could be your kids play room. Swim all year round in huge pool with spa and heated Salt Water Pool System. Tiki bar with BBQ, all around open balcony, 3 car garage with plenty of storage, floating dock and 2 lifts in a 90 ft. Dock. Brick patio, lot size 8318 sq.ft. Plenty of space to park your RV and also accommodate guests. Tranquil canal view for big boats, kayaks or little boats that gets you right into the bay in 2 minutes. Restaurants, supermarkets, churches and schools steps away.

$2,250,000
Key Largo
Cross Key Waterways   - MM: 103.00
4 Bed, 4 Baths, 3,198 SqFt Days Listed: 38
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

Coastal elegance meets boaters paradise in this modern tri-level home with an elevator, set on a wide canal with direct Bay and ocean access. A gated entry leads to covered parking and expansive balconies capturing serene water views. Inside, a chefs kitchen showcases rich wood cabinetry, stainless steel appliances, and sleek tile finishes. Sunlit living areas flow seamlessly, while a private office doubles as a secure safe room. The primary suite offers a tranquil retreat with a sitting area and private balcony. Outside, enjoy a waterfront tiki hut, lounge area, fish station, and private dock with boat lift.

$2,250,000
Key Haven
Key Haven 2nd Add   - MM: 5.00
3 Bed, 3 Baths, 2,715 SqFt Days Listed: 103
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Concrete

UPDATED PHOTOS. Check back often! Luxury Waterfront Living in a Highly Desirable Boating Community.Live in elegance in this fully renovated 3-bedroom, 3-bathroom en-suites concrete home, designed for modern coastal living. Every detail of this residence has been meticulously updated, including ALL NEW 2025 plumbing, electrical, and HVAC systems, ensuring worry-free ownership. Step inside to a completely reimagined interior, featuring high-end luxury finishes. The open-concept design is bathed in natural light, enhanced by hurricane-impact windows and doors offering both beauty and peace of mind. The chefs kitchen is a masterpiece, boasting premium appliances, custom cabinetry, and exquisite countertops, seamlessly flowing into the spacious living and dining areas and bonus coffee/wine bar feature--perfect for entertaining. Each bedroom is a private retreat with spa-inspired en-suite bathrooms. The thoughtfully designed layout allows for guest access to one of the en-suite bathrooms, ensuring convenience without compromising privacy. An additional outdoor terrace bathroom access provides seamless functionality for those enjoying the exterior living spaces--perfect for rinsing off after a day on the water.The primary suite is a true sanctuary, opening through a set of sliding glass doors to a private covered terrace retreat. This serene outdoor space is ideal for morning coffee or unwinding in the evening, offering a peaceful connection to the surrounding coastal environment.All of this beneath a durable metal roof adding to the homes longevity and appeal. Located in an elite boating community, this property offers excellent water access, making it a dream for boaters and water enthusiasts alike. Experience luxury, security, and an unbeatable lifestyle in one of the areas most sought-after family neighborhoods. May 13: walls painted, flooring started, trim out and appliances next! Put a deposit today

$2,250,000
Key Largo
Twin Lakes   - MM: 103.00
3 Bed, 3 Baths, 1,605 SqFt Days Listed: 48
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,BasinConcr

WELCOME TO THIS FULLY REMODELED OVER SIZED WATER FRONT PROPERTY. ABSOLUTELY EVERYTHING YOU SEE HAS BEEN NEWLY REMODELED. THIS OVER SIZED LOT REQUIRES VERY LITTLE MAINTENANCE. AS YOU WALK THROUGH THE 6 FOOT METAL GATE YOU FIND PAVED PARKING FOR OVER 10 CARS. THE REST OF THE YARD FEATURES HIGH GRADE ASTRO TURF, NEW POOL & WATER HEATER. THE DOCK WAS COMPLETED IN 2024 WITH SOLID CONCRETE AND NEW 20,000LB LIFT. THIS HOME IS SOLID CONCRETE INCLUDING THE ROOF. BRAND NEW IMPACT WINDOWS AND DOORS. BRAND NEW PLUMBING AND ELECTRICAL. EVERYTHING IN THIS PROPERTY IS STILL UNDER WARRANTY. BUILT INS IN ALL CLOSETS. OUT DOOR KITCHEN WILL BE COMPLETE BEFORE CLOSING. NO EXPENSE WAS SPARED IN THE CONSTRUCTION OF THIS HOME.

$2,295,000
Plantation Key
Misc Plantation Key   - MM: 85.00
5 Bed, 5 Baths, 2,450 SqFt Days Listed: 135
-8.20% ($204,999) 1 Price Change : Last Change 15 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 40ft.

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 05-31-2025.
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