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Waterfront Homes for Sale in Annapolis, MD

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  • 2010 Quay Village Ct Unit 201, Annapolis, MD 21403
    2010 Quay Village Ct Unit 201, Annapolis, MD 21403
    2010 Quay Village Ct Unit 201, Annapolis, MD 21403
    /28

    $565,000

    • 2 Beds
    • 2 Baths
    • 1,489 Sq Ft

    2010 Quay Village Ct Unit 201, Annapolis, MD 21403

    Watch sunrises over the Chesapeake Bay from this airy condo in amenity-rich Chesapeake Harbour. Updated and larger than many other two-bedroom units, this second-floor condo includes a spacious loft - ideal as a family room, home office, or third bedroom. The vaulted living room ceiling, skylights, and sliding doors bring the outdoors in while showcasing bucolic views of the water and nearby

    Sarah Greenlee Morse TTR Sotheby's International Realty

    2010 Quay Village Ct Unit 201, Annapolis, MD 21403
  • 113 Bay Dr, Annapolis, MD 21403
    113 Bay Dr, Annapolis, MD 21403
    113 Bay Dr, Annapolis, MD 21403
    /34

    $3,195,000

    • 3 Beds
    • 2.5 Baths
    • 2,286 Sq Ft

    113 Bay Dr, Annapolis, MD 21403

    *****************Bay Ridge Coastal Retreat | Annapolis Waterfront Elegance******************************Welcome to one of the most coveted addresses in Annapolis, set in the sought-after waterfront community of Bay Ridge. This exceptional property rests on a level, manicured lot with sweeping views of the Chesapeake Bay -- offering a front-row seat to some of the region's most breathtaking

    Thomas Hennerty NetRealtyNow.com, LLC

    113 Bay Dr, Annapolis, MD 21403
  • 819 Janice Dr, Annapolis, MD 21403
    819 Janice Dr, Annapolis, MD 21403
    819 Janice Dr, Annapolis, MD 21403
    /37

    $1,195,000

    • 4 Beds
    • 3.5 Baths
    • 4,043 Sq Ft

    819 Janice Dr, Annapolis, MD 21403

    Striking modern craftsman located in Eastport! This beautifully constructed home boasts 3 levels of living space including the finished basement with great room, bonus room and full bath. The inviting front porch with balcony above welcomes you as you step onto the property. The high ceilings, plethora of windows for natural light and wide open floor plan set the tone for this wonderful home. The

    Brad Kappel TTR Sotheby's International Realty

    819 Janice Dr, Annapolis, MD 21403
  • 2215 Chesapeake Harbour Dr E, Annapolis, MD 21403
    2215 Chesapeake Harbour Dr E, Annapolis, MD 21403
    2215 Chesapeake Harbour Dr E, Annapolis, MD 21403
    /68

    $2,300,000

    • 3 Beds
    • 3.5 Baths
    • 3,086 Sq Ft

    2215 Chesapeake Harbour Dr E, Annapolis, MD 21403

    Welcome to an exceptional four level townhome in the coveted Village of Chesapeake Harbour in Annapolis, where every floor captures sweeping views of the Severn River and the iconic Chesapeake Bay Bridge. An elevator services all levels, offering both convenience and comfort while enhancing the ease of everyday living. Multiple balconies and decks invite you to step outside and take in sunrise

    Stacey Stracke Douglas Realty, LLC

    2215 Chesapeake Harbour Dr E, Annapolis, MD 21403
  • 48 E Lake Dr, Annapolis, MD 21403
    48 E Lake Dr, Annapolis, MD 21403
    48 E Lake Dr, Annapolis, MD 21403
    /10

    $1,895,000

    • Land
    • 0.22 Acre
    • $8,613,636 per Acre

    48 E Lake Dr, Annapolis, MD 21403

    Last available opportunity for a buildable Waterfront lot on Lake Ogleton in the coveted community of Bay Ridge in Annapolis! This .22 acre lot has been in the same family for the past 58 years and is coming to market for the first time. With 57 feet of waterfrontage on the sparkling shores of Lake Ogleton, the possibilities are endless for building the waterfront home of your dreams! This

    Brad Kappel TTR Sotheby's International Realty

    48 E Lake Dr, Annapolis, MD 21403
  • 2941 Southaven Dr, Annapolis, MD 21401
    2941 Southaven Dr, Annapolis, MD 21401
    2941 Southaven Dr, Annapolis, MD 21401
    /74

    $899,999

    • 4 Beds
    • 4 Baths
    • 2,390 Sq Ft

    2941 Southaven Dr, Annapolis, MD 21401

    Back on the market and ready for its next owner!!! Want coastal style living, here is a home you can’t miss!!! Architecturally distinctive and thoughtfully designed, this three-level coastal style residence offers 4 bedrooms, 2 full baths, and 2 half baths. All this and more set on a corner lot in the established South Haven community. The home combines a flexible floor plan with curated custom

    Rob Carter Douglas Realty, LLC

    2941 Southaven Dr, Annapolis, MD 21401
  • 312 Severn Ave Unit W-401, Annapolis, MD 21403
    312 Severn Ave Unit W-401, Annapolis, MD 21403
    312 Severn Ave Unit W-401, Annapolis, MD 21403
    /49

    $485,000

    • 1 Bed
    • 1 Bath
    • 660 Sq Ft

    312 Severn Ave Unit W-401, Annapolis, MD 21403

    Perched on the top floor of The Tecumseh, Maryland’s first condominium building, this two-level loft offers beautiful water views and an exceptional Eastport lifestyle. W401 overlooks Spa Creek with views of Ego Alley, the community marina, and Severn Avenue. This 1-bedroom, 1-bath residence features an open-concept main level with living and dining areas, a well-equipped kitchen, mechanical

    Ashley Stanwick Coldwell Banker Realty

    312 Severn Ave Unit W-401, Annapolis, MD 21403
  • 2702 Summerview Way Unit 103, Annapolis, MD 21401
    2702 Summerview Way Unit 103, Annapolis, MD 21401
    2702 Summerview Way Unit 103, Annapolis, MD 21401
    /15

    $355,000

    • 2 Beds
    • 2 Baths
    • 1,285 Sq Ft

    2702 Summerview Way Unit 103, Annapolis, MD 21401

    Move-in ready condo in the sought-after Riva Trace community! Freshly painted with brand-new carpet throughout, this home features a bright solarium, a spacious primary bedroom with a walk-in closet, and a primary bath complete with a soaking tub and separate shower. All appliances convey, making this home truly turnkey. Step outside to enjoy your own private patio. The Riva Trace community

    Carol-Ann Wyrostek Long & Foster Real Estate, Inc.

    2702 Summerview Way Unit 103, Annapolis, MD 21401
  • 357 Overlook Trail, Annapolis, MD 21401
    357 Overlook Trail, Annapolis, MD 21401
    357 Overlook Trail, Annapolis, MD 21401
    /45

    $1,200,000

    • 4 Beds
    • 4 Baths
    • 3,070 Sq Ft

    357 Overlook Trail, Annapolis, MD 21401

    Tucked within the sought-after gated waterfront community of Epping Forest, this charming Craftsman-style home pairs a serene, elevated setting with exceptional water access at the mouth of Clements Creek and the Severn River. The private sandy beach and deep-water pier with 12,000-lb boat lift create an ideal launching point for boating, paddleboarding, and exploring Annapolis waterways while

    Brad Kappel TTR Sotheby's International Realty

    357 Overlook Trail, Annapolis, MD 21401
  • 856 St Edmonds Place, Annapolis, MD 21401
    856 St Edmonds Place, Annapolis, MD 21401
    856 St Edmonds Place, Annapolis, MD 21401
    /129

    $2,795,000 Open Sun 11AM - 1PM

    • 5 Beds
    • 4.5 Baths
    • 6,412 Sq Ft

    856 St Edmonds Place, Annapolis, MD 21401

    **Open House - Sunday April 12th, 11 - 1 pm** Welcome to 856 St Edmonds Place! Newly positioned $700k below recent appraisal! Have it all with stunning views from nearly every room, deep water, privacy, and a spacious floorplan for multi generational living! Spectacular custom built waterfront home in the sought after Downs community of Annapolis! Breathtaking views await you from every corner of

    James Schaecher Keller Williams Flagship

    856 St Edmonds Place, Annapolis, MD 21401
  • 1546 Shipsview Rd, Annapolis, MD 21409
    1546 Shipsview Rd, Annapolis, MD 21409
    1546 Shipsview Rd, Annapolis, MD 21409
    /30

    $445,000

    • Land
    • 0.47 Acre
    • $946,809 per Acre

    1546 Shipsview Rd, Annapolis, MD 21409

    Plans and permits are ready and building can start right away! Conditional Grading Permit issued! This is a rare opportunity to build a home with water views in the exclusive water-privileged neighborhood of Beacon Hill. Note that the lot is mostly free of trees making it cheaper and easier to build. Buyers can design their own home or use one of two gorgeous current plans. A smart buyer would

    Alex Tower Sears TTR Sotheby's International Realty

    1546 Shipsview Rd, Annapolis, MD 21409
  • 1836 Burley Ln, Annapolis, MD 21409
    1836 Burley Ln, Annapolis, MD 21409
    1836 Burley Ln, Annapolis, MD 21409
    /92

    $1,499,999

    • 3 Beds
    • 3 Baths
    • 2,016 Sq Ft

    1836 Burley Ln, Annapolis, MD 21409

    With the ability to dock 5 boats on a beautifully protected cove on Burley Creek, with 10' MLW, potable water and electricity at the dock, with 30 AMP hook-up, you essentially have a private marina that happens to have a lovely home included. Exceptional features rarely found in Annapolis at the price point. Tucked into a lovely setting yet just minutes from downtown Annapolis, this refreshed

    Jackie Reinauer Long & Foster Real Estate, Inc.

    1836 Burley Ln, Annapolis, MD 21409
  • 2106 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403
    2106 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403
    2106 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403
    /70

    $679,900

    • 2 Beds
    • 2 Baths
    • 1,688 Sq Ft

    2106 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403

    Welcome to the gated community of Chesapeake Harbour, offering a stress-free lifestyle!This second-floor condo features two balconies. The large wrap-around balcony provides stunning views of the marina, while the second balcony, located off the kitchen, offers views of the bay.Inside, the main level features an open-concept living area and a spacious kitchen with stainless steel

    William Brown Keller Williams Realty

    2106 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403
  • 7101 Bay Front Dr Unit 301, Annapolis, MD 21403
    7101 Bay Front Dr Unit 301, Annapolis, MD 21403
    7101 Bay Front Dr Unit 301, Annapolis, MD 21403
    /58

    $300,000

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft

    7101 Bay Front Dr Unit 301, Annapolis, MD 21403

    Perhaps the finest Annapolis has to offer...A premiere, resort style retirement living option for those 60+ Time to let someone one else take care of the daily cooking and cleaning, you only need to relax, socialize with your friends and enjoy all Annapolis, Md has to offer! One monthly fee takes care of ALL utilities, daily meal, weekly cleaning, taxes, insurance, garage parking,

    Diane Gavin Long & Foster Real Estate, Inc.

    7101 Bay Front Dr Unit 301, Annapolis, MD 21403
  • 3365 Arundel on The Bay Rd, Annapolis, MD 21403
    3365 Arundel on The Bay Rd, Annapolis, MD 21403
    3365 Arundel on The Bay Rd, Annapolis, MD 21403
    /48

    $499,999

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    3365 Arundel on The Bay Rd, Annapolis, MD 21403

    New Price. Welcome Home!!! Beautiful Single Family Home, a peaceful retreat nestled in the water-privileged community of Oyster Harbor. Updates include all new oak hardwood flooring, custom kitchen cabinets with island and lots of counter space, quartz countertops and stainless steel appliances, sun filled living room, dining room, upscale bathrooms w/ custom tile and vanities, large bedrooms,

    Olisa Akpati Fairfax Realty Select

    3365 Arundel on The Bay Rd, Annapolis, MD 21403
  • 411 Ridgely Ave, Annapolis, MD 21401
    411 Ridgely Ave, Annapolis, MD 21401
    411 Ridgely Ave, Annapolis, MD 21401
    /48

    $3,950,000

    • 4 Beds
    • 4.5 Baths
    • 5,950 Sq Ft

    411 Ridgely Ave, Annapolis, MD 21401

    Coveted West Annapolis Waterfront property with deep water floating dock! Recently updated with fresh paint, refinished floors and new carpeting throughout. Experience elegance and grace in this stunning 4 story home that is sure to captivate. The contemporary architecture and voluminous spaces mixed with traditional finishes and floor plan creates a wonderful combination. Expertly designed and

    Brad Kappel TTR Sotheby's International Realty

    411 Ridgely Ave, Annapolis, MD 21401
  • 7002 Channel Village Ct Unit 101, Annapolis, MD 21403
    7002 Channel Village Ct Unit 101, Annapolis, MD 21403
    7002 Channel Village Ct Unit 101, Annapolis, MD 21403
    /48

    $525,000

    • 2 Beds
    • 2 Baths
    • 1,319 Sq Ft

    7002 Channel Village Ct Unit 101, Annapolis, MD 21403

    MOTIVATED SELLER!!!! NOT a BETTER DEAL in Chesapeake Harbour!!!This is a fabulous unit, and Welcome to Chesapeake Harbour! This beautifully updated WATER VIEW 2-bedroom, 2-bath condo offers the perfect mix of comfort, style, and easy living in one of Annapolis’s most sought-after waterfront communities is just waiting for YOU!A MOTIVATED SELLER and located in one of the best buildings, at

    Jeannine Wayson Coldwell Banker Realty

    7002 Channel Village Ct Unit 101, Annapolis, MD 21403
  • 2010 Quay Village Ct Unit 101, Annapolis, MD 21403
    2010 Quay Village Ct Unit 101, Annapolis, MD 21403
    2010 Quay Village Ct Unit 101, Annapolis, MD 21403
    /45

    $525,000

    • 2 Beds
    • 2 Baths

    2010 Quay Village Ct Unit 101, Annapolis, MD 21403

    The Seasons change the views. Come to the open house this Saturday or Sunday from 1 - 3. A great opportunity just before spring market. Quiet tranquil setting for this 2 bedroom 2 bath unit with a view of the Bay in the distance, Windows in second bedroom replaced in 2024. To be sold in As-is condition. Enjoy the community amenities - 24 hour security, tennis courts, a beach and walking trails.

    Minnie Ramirez TTR Sotheby's International Realty

    2010 Quay Village Ct Unit 101, Annapolis, MD 21403
  • 1486 Downham Market, Annapolis, MD 21401
    1486 Downham Market, Annapolis, MD 21401
    1486 Downham Market, Annapolis, MD 21401
    /106

    $3,250,000

    • 5 Beds
    • 4.5 Baths
    • 5,260 Sq Ft

    1486 Downham Market, Annapolis, MD 21401

    1486 Downham Market is the ultimate Annapolis deep-water estate—designed for those who demand luxury, security, and boating excellence. Perfectly positioned at the mouth of Clements Creek—one of the safest hurricane holes on the Severn River—this home pairs architectural brilliance with one of the region’s most coveted waterfront settings. A commanding 180’ pier with three boat slips, 50-amp

    Wendy Oliver Coldwell Banker Realty

    1486 Downham Market, Annapolis, MD 21401
  • 3300 Shore Dr, Annapolis, MD 21403
    3300 Shore Dr, Annapolis, MD 21403
    3300 Shore Dr, Annapolis, MD 21403
    /51

    $1,650,000

    • 4 Beds
    • 4 Baths
    • 2,798 Sq Ft

    3300 Shore Dr, Annapolis, MD 21403

    Stunning Waterfront Coastal Retreat on Oyster Creek with Breathtaking Sunsets! This exceptional 4-bedroom, 4-bathroom home is perfectly situated on the shores offering unique views of the Chesapeake Bay and Oyster Creek from nearly every room. Step inside to discover the open design, highlighting a gourmet kitchen designed for both beauty and function, featuring granite countertops, stainless

    John Collins Long & Foster Real Estate, Inc.

    3300 Shore Dr, Annapolis, MD 21403
  • 9 Shipwright St, Annapolis, MD 21401
    9 Shipwright St, Annapolis, MD 21401
    9 Shipwright St, Annapolis, MD 21401
    /46

    $3,495,000

    • 3 Beds
    • 2.5 Baths
    • 2,621 Sq Ft

    9 Shipwright St, Annapolis, MD 21401

    Quintessential downtown Annapolis waterfront home on the sparkling waters of Spa Creek! This amazing property combines the best of both worlds; the charming historic feel of a downtown Annapolis home with the premier waterfront lifestyle that every resident is looking for. Nestled on a quiet street, this home is the perfect size for an easy to own, lock up and go property. With 3 bedrooms and 2.5

    Brad Kappel TTR Sotheby's International Realty

    9 Shipwright St, Annapolis, MD 21401
  • 2644 Claibourne Rd, Annapolis, MD 21403
    2644 Claibourne Rd, Annapolis, MD 21403
    2644 Claibourne Rd, Annapolis, MD 21403
    /56

    $1,384,000 New Construction

    • 6 Beds
    • 4 Baths
    • 3,702 Sq Ft

    2644 Claibourne Rd, Annapolis, MD 21403

    Waterfront Views - Annapolis Roads Community! AMAZING BRAND NEW WATER VIEW HOME in a desirable Annapolis, MD location! This stunning 5 bedroom, 3 full bathroom residence offers all the amenitiew of Annapolis Roads and lock and leave lifestyle. Situated in the sought-after Annapolis Roads community, the home occupies a premium 20,125 sq ft corner lot and features a 2-car side load garage. Special

    George Bailey Keller Williams Flagship

    2644 Claibourne Rd, Annapolis, MD 21403
  • 4 Shiley St, Annapolis, MD 21401
    4 Shiley St, Annapolis, MD 21401
    4 Shiley St, Annapolis, MD 21401
    /12

    $3,285,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 5,312 Sq Ft

    4 Shiley St, Annapolis, MD 21401

    This exceptional TO-BE-BUILT opportunity awaits in the coveted West Annapolis community —a rare 0.61-acre offering with endless potential. The custom new build was designed to seamlessly incorporate onto the expansive lot, providing your dream residence in one of the area’s most sought-after neighborhoods. The approved civil engineering plans by Drum, Loyka & Associates, LLC and architectural

    Brad Kappel TTR Sotheby's International Realty

    4 Shiley St, Annapolis, MD 21401
  • 1546 Shipsview Rd, Annapolis, MD 21409
    1546 Shipsview Rd, Annapolis, MD 21409
    1546 Shipsview Rd, Annapolis, MD 21409
    /42

    $969,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,449 Sq Ft

    1546 Shipsview Rd, Annapolis, MD 21409

    To be built! Two outstanding plans ready for new owner to make their choice and selections! Builder is ready to go! Plans and permits in hand and building can start right away! Extraordinary opportunity to tailor a home to fit your lifestyle and needs. Excellent open floor plans. Great flexible spaces with floor plans to meet your needs. Options include a main level primary suite, larger 2nd

    Alex Tower Sears TTR Sotheby's International Realty

    1546 Shipsview Rd, Annapolis, MD 21409
  • 703 Glendon Ave, Annapolis, MD 21403
    703 Glendon Ave, Annapolis, MD 21403
    703 Glendon Ave, Annapolis, MD 21403
    /35

    $2,750,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 4,116 Sq Ft

    703 Glendon Ave, Annapolis, MD 21403

    A brand-new home for the brand-new you. You’ve worked hard to get here—now you deserve a home that reflects it. With Whitehall Building & Company, your dream home becomes reality through a flexible design/build process, a guaranteed delivery date, and a fixed-price contract. This exceptional to-be-built waterfront residence in coveted Parkwood offers the perfect blend of Eastport living with the

    Colleen Smith EXP Realty, LLC

    703 Glendon Ave, Annapolis, MD 21403
  • 122 E Bay View Dr, Annapolis, MD 21403
    122 E Bay View Dr, Annapolis, MD 21403
    122 E Bay View Dr, Annapolis, MD 21403
    /29

    $989,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 2,465 Sq Ft

    122 E Bay View Dr, Annapolis, MD 21403

    Welcome to 122 E Bay View Drive in sought-after Hillsmere—where lifestyle and comfort come together just minutes from downtown Annapolis. Ideally located just steps from the community marina, this home also offers water peeks, bringing a touch of the Chesapeake Bay into your everyday living. This well-maintained home features generous living spaces, highlighted by hardwood floors and a

    Rachel Gontkovic EXP Realty, LLC

    122 E Bay View Dr, Annapolis, MD 21403
  • 1524 Cedar Lane Farm Rd, Annapolis, MD 21409
    1524 Cedar Lane Farm Rd, Annapolis, MD 21409
    1524 Cedar Lane Farm Rd, Annapolis, MD 21409
    /50

    $6,995,000 Coming Soon

    • 7 Beds
    • 5.5 Baths
    • 9,024 Sq Ft

    1524 Cedar Lane Farm Rd, Annapolis, MD 21409

    Escape to another world with this striking French modern waterfront estate. Exquisitely sited on a premium and private 4.15 acre lot with 600 feet of impressively rip-rapped water frontage, coveted waterfront pool, tennis court and picturesque views of the serene waters of Whitehall Creek. This ultra-luxe 9,000+ square-foot, 7 bedroom, 5.5 bathroom custom built home has been completely renovated.

    Brad Kappel TTR Sotheby's International Realty

    1524 Cedar Lane Farm Rd, Annapolis, MD 21409
  • 219 Wardour Dr, Annapolis, MD 21401
    219 Wardour Dr, Annapolis, MD 21401
    219 Wardour Dr, Annapolis, MD 21401
    /45

    $3,595,000 Coming Soon

    • 5 Beds
    • 6.5 Baths
    • 8,296 Sq Ft

    219 Wardour Dr, Annapolis, MD 21401

    Located in the coveted Wardour community, this stately home combines timeless architecture with an enviable walkable location near West Annapolis’ shops and restaurants and just minutes from downtown. With stunning curb appeal, spacious 0.55 acre lot, expansive front yard and water views from nearly every room in the home, this property offers a rare combination of privacy and community, where

    Brad Kappel TTR Sotheby's International Realty

    219 Wardour Dr, Annapolis, MD 21401
  • 125 S Winchester Rd, Annapolis, MD 21409
    125 S Winchester Rd, Annapolis, MD 21409
    125 S Winchester Rd, Annapolis, MD 21409
    /47

    $8,750,000 Coming Soon

    • 5 Beds
    • 7 Baths
    • 11,269 Sq Ft

    125 S Winchester Rd, Annapolis, MD 21409

    This Severn River estate is a rare opportunity to own one of the area’s most spectacular properties. Showcasing a negative-edge pool with beach entry and hot tub, 2 private piers to accommodate a variety of vessel sizes including a 100 ft slip, sprawling yard and sweeping views of the river and Naval Academy Bridge. Imagine waking each morning to the sun sparkling off the Severn, its reflection

    Brad Kappel TTR Sotheby's International Realty

    125 S Winchester Rd, Annapolis, MD 21409
  • 371 Carriage Park Way, Annapolis, MD 21401
    371 Carriage Park Way, Annapolis, MD 21401
    371 Carriage Park Way, Annapolis, MD 21401
    /17

    $1,282,500

    • 4 Beds
    • 3.5 Baths
    • 6,724 Sq Ft

    371 Carriage Park Way, Annapolis, MD 21401

    Foreclosure opportunity in sought-after Annapolis! Spacious 4BR/3.5BA Colonial with over 4,500 sq ft of living space. Features include multiple living areas, large kitchen footprint, finished lower level, and generous bedroom sizes. Private backyard with in-ground pool ready to be restored. Excellent potential for renovation or investment. Convenient to shopping, dining, major routes, and

    Christopher Guldi Keller Williams Flagship

    371 Carriage Park Way, Annapolis, MD 21401

Showing Results 41 - 70, Page 2 of 2

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