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Chicago, IL Short Sale Homes for Sale

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  • /22

    $180,000

    • 4 Beds
    • 2.5 Baths
    • 2,108 Sq Ft

    7526 S Merrill Ave, Chicago, IL 60649

    Welcome to this spacious 4 bedroom, 2.5-bathroom home located in the heart of Chicago's vibrant South Shore community-just minutes from Lake Shore Drive and the lakefront! This charming residence features a spacious floor plan, some hardwood floors, a full basement with potential to add a fifth bedroom or entertainment space, and a large backyard with room to build a two-car garage. Whether

    Agent Photo

    LaToya Moore

    Baird & Warner

    (872) 324-1361

    7526 S Merrill Ave, Chicago, IL 60649
  • /17

    $229,000

    • 4 Beds
    • 1.5 Baths
    • 1,036 Sq Ft

    7627 S Prairie Ave, Chicago, IL 60619

    4 BEDROOM HOME, CHEAP TAXES, FINISHED BASEMENT, ON A DOUBLE LOT WITH SAME PIN!!! Welcome to this beautifully maintained 4-bedroom, 1.5-bathroom home offering the perfect blend of comfort, and space. Situated on a rare double lot, this property boasts an expansive fenced-in yard-ideal for entertaining, gardening, or simply enjoying the outdoors in privacy. Step inside to discover gleaming hardwood

    David Dominguez Realty of America, LLC

    7627 S Prairie Ave, Chicago, IL 60619
  • /25

    $289,000

    • 1 Bed
    • 1 Bath

    125 E 13th St Unit 814, Chicago, IL 60605

    1 Bed/1 Bath in Museum Park with Low Assessments! Located in the highly sought-after Museum Park community, this spacious 1 bed, 1 bath condo offers one of the lowest assessment fees in the South Loop, which includes heat, A/C, water, gas, and access to the building's fitness center. The home features hardwood floors, a chef's kitchen with 42" cabinets, granite countertops with island, and

    Giancarlo Bargioni Baird & Warner

    125 E 13th St Unit 814, Chicago, IL 60605
  • /16

    $235,000

    • 2 Beds
    • 1.5 Baths
    • 900 Sq Ft

    5159 N East River Rd Unit 105, Chicago, IL 60656

    Move in ready 2 Bedroom 1.5 Bathroom condo. With updated Kitchen and bathrooms. Enjoy the hardwood floors in the living spaces and wood laminate in the bedrooms. The home offers, In unit Laundry, a large in unit storage room, an additional storage locker in the lower level, outdoor patio and a designated parking space. Gorgeous wood plank wall decor. City living with close proximity to O'Hare

    Atur Bitivan Sky High Real Estate Inc.

    5159 N East River Rd Unit 105, Chicago, IL 60656
  • /25

    $364,900

    • 1 Bed
    • 1 Bath
    • 865 Sq Ft

    909 W Washington Blvd Unit 509, Chicago, IL 60607

    Welcome to a beautifully updated and freshly painted residence in one of the West Loop's most coveted boutique buildings. This bright and spacious home features white cabinetry, granite countertops, and stainless steel appliances, offering a clean, modern aesthetic perfect for today's lifestyle. The open-concept layout seamlessly flows into a private balcony, ideal for morning coffee or evening

    Brandon Loncar Loncar Realty

    909 W Washington Blvd Unit 509, Chicago, IL 60607
  • /37

    $374,900

    • 4 Beds
    • 3 Baths
    • 2,056 Sq Ft

    6318 S Greenwood Ave Unit 1, Chicago, IL 60637

    Remodeled 4 bedroom 3 bathroom duplex down condo in the heart of Woodlawn! This unit features a living room and dining room combo, hardwood floors and new carpeting, new kitchen with cream cabinets, marble backsplash, quartz countertops and new stainless steel appliances, two newer furnaces and newer HWT, in-unit washer and dryer. The primary bedroom has a walk-in closet and en suite bath with

    Vergis Eiland @properties Christie's International Real Estate

    6318 S Greenwood Ave Unit 1, Chicago, IL 60637
  • /18

    $284,900

    • 4 Beds
    • 3 Baths
    • 2,100 Sq Ft

    8627 S Euclid Ave, Chicago, IL 60617

    Welcome to this beautifully maintained 5-bedroom, 3-bathroom home, perfectly situated on a clean, quiet block. Offering plenty of space for comfortable living, this property features a skylight in upstairs bedroom also including a jacuzzi tub, this property also features a full bathroom on each level for ultimate convenience. The main and upper levels boast generously sized bedrooms, while the

    Deandre Bailey Coldwell Banker Realty

    8627 S Euclid Ave, Chicago, IL 60617
  • /25

    $650,000 Open Thu 5PM - 7PM

    • 2 Beds
    • 2 Baths
    • 1,350 Sq Ft

    1416 W Olive Ave Unit 2, Chicago, IL 60660

    Vintage soul. Modern style. Andersonville at its best! This residence pairs timeless finishes with a thoughtful layout on one of the neighborhood's most picturesque blocks. Here, you're steps from vibrant cafes, boutiques, restaurants, easy transportation, and the lake - everything you love about city living at your doorstep. Inside, this home offers a two-bedroom, two-bath floorplan filled with

    Alley Ballard @properties Christie's International Real Estate

    1416 W Olive Ave Unit 2, Chicago, IL 60660
  • /2

    $130,000

    • 4 Beds
    • 3 Baths
    • 2,822 Sq Ft

    10152 S Winston Ave, Chicago, IL 60643

    Your vision! Your home! Vintage Brick Bungalow in the "Washington Heights" area. One block east of the "Beverly"! Four bedrooms and three full bathrooms. Large rooms throughout home including a good size interior foyer, Large living room with attached day room & separate dining room, stained glass windows in living room interior foyer, first floor bedrooms closets, large eat-in kitchen, oak

    Norma Lawson EXIT Strategy Realty

    10152 S Winston Ave, Chicago, IL 60643
  • /29

    $279,900

    • 4 Beds
    • 2 Baths

    7255 S Artesian Ave, Chicago, IL 60629

    Great opportunity on Chicago's southwest side! This classic brick two-flat offers generous living space, a full basement, and a detached garage. Conveniently located near parks, schools, shopping, and public transportation.

    JC Gonzalez Cloud Gate Realty LLC

    7255 S Artesian Ave, Chicago, IL 60629
  • /20

    $335,000

    • 6 Beds
    • 3 Baths

    8216 S Maryland Ave, Chicago, IL 60619

    Chatham brick 3 flat with basement. All units have same great, traditional layout with huge living, separate dining room, 2 beds/1 bath and sunroom. These units live like a 3 bedroom with sun room off of 2nd bedroom. Stable building with great rents. Individual furnaces and utilities for each unit. Finished basement and installed laundry for the convenience. Coined laundry can easily be

    Lisa Foster @properties Christie's International Real Estate

    8216 S Maryland Ave, Chicago, IL 60619
  • /27

    $145,000

    • Studio
    • 1 Bath
    • 550 Sq Ft

    777 N Michigan Ave Unit 2104, Chicago, IL 60611

    Location, Location, Location! Wonderful owner-occupied rehab opportunity, with option to install an in-unit washer & Dryer. New to the market is this spacious studio located on the infamous Magnificent Mile in the heart of Chicago. From this incredible location, you are only seconds from Water Tower Place, Bloomingdale's, Nordstrom, Northwestern Hospital, Nightlife, Restaurants, and Chicago's top

    Patrick O'Dwyer Compass

    777 N Michigan Ave Unit 2104, Chicago, IL 60611
  • /25

    $175,000

    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft

    6835 S Cornell Ave Unit 2S, Chicago, IL 60649

    TREMENDOUS SHORT SALE OPPORTUNITY! Welcome to this spacious and inviting condo located in the heart of South Shore! Step inside and be greeted by an airy open floor plan, highlighted by stunning wide plank cherry hardwood floors that flow seamlessly throughout the living area. There is three generously sized bedrooms, and plenty of room for both relaxation and privacy. The primary suite features

    Mark Santoyo RE/MAX Loyalty

    6835 S Cornell Ave Unit 2S, Chicago, IL 60649
  • /14

    $315,000

    • 2 Beds
    • 2 Baths

    10954 S Normal Ave, Chicago, IL 60628

    Come see our amazing Georgian Home, still time to pick out some finishings! Pardon our dust... but we have New Paint, Hardwood floors, New lighting, kitchen cabinets (installed), Remodeled bathroom, and basement is the midst of the transformation! 1 bedroom downstairs, 1 bath, 1 utility closet! 2 car garage and nice side yard!

    Howard Thomas RE/MAX Premier

    10954 S Normal Ave, Chicago, IL 60628
  • /19

    $315,000

    • 6 Beds
    • 3 Baths

    7838 S Paulina St, Chicago, IL 60620

    Investment opportunity: 2 unit with potential in law unit. This solid brick building was completely rehabbed in 2015, Newer Kitchen Cabinets, Counter tops, Sink, Faucets, GFI's & Ceramic Tile Back Splash, New Bathrooms, (Vanities, Lights, Faucets, Mirrors, Fixtures) New Light Fixtures & Ceiling Fans! Refinished floors, new trim and paint! New Exterior and Interior Doors with new handles! New

    Miguel Perea Open Path Realty

    7838 S Paulina St, Chicago, IL 60620
  • /15

    $550,000

    • 6 Beds
    • 3 Baths

    836 N Parkside Ave, Chicago, IL 60651

    This stunning 2-unit building, only two years new, sits on an extra-wide lot and offers exceptional space, style, and rental potential. The first-floor unit is a duplex extending to the lower level, featuring four spacious bedrooms and two full bathrooms. It boasts an open floor plan with hardwood floors, recessed lighting, and a modern kitchen outfitted with stainless steel appliances, quartz

    Dennis Toomey RE/MAX Action

    836 N Parkside Ave, Chicago, IL 60651
  • /18

    $760,000

    • 2 Beds
    • 2 Baths
    • 2,200 Sq Ft

    215 W Illinois St Unit 4C, Chicago, IL 60654

    Welcome to Boutique Anchor Lofts - Sophisticated Loft Living in the Heart of River North! Step into over 2,200 square feet of modern elegance in this exclusive, private elevator building. This striking loft offers soaring floor-to-ceiling windows that flood the space with natural light and frame the vibrant cityscape. Enjoy two spacious balconies and charming Juliet balconies that bring the

    JOSEPH GULI Compass

    215 W Illinois St Unit 4C, Chicago, IL 60654
  • /16

    $340,000

    • 6 Beds
    • 2 Baths

    7826 S Morgan St, Chicago, IL 60620

    APPRAISAL IN AT PRICE AND CAN CLOSE IN 30 DAYS OR LESS. JUMBO SOLID BRICK 2 FLAT REHABBED IN 2019 (ROOF, WINDOWS, DOORS, TUCKPOINTING, CONCRETE SIDEWALKS, PLUMBING, ELECTRIC, SERERATE FORCED AIR, 42- INCH CABINETS AND QUARTZ COUNTERTOPS WITH CERAMIC BACKSPLASH AND STAINLESS-STEEL APPLIANCES, DISHWASHERS, CENTRAL AIR ON ROOF, LANDSCAPING, GARAGE). BOTH UNITS HAVE 3 BEDROOMS WITH LIVING AND DINING

    James Bohannon Enterprise Realty Power Broker

    7826 S Morgan St, Chicago, IL 60620
  • /10

    $145,000

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft

    4758 S King Dr Unit 4, Chicago, IL 60615

    Tucked away in a charming coach house, this stylish 1-bedroom, 1-bathroom unit offers a perfect blend of privacy and convenience in the heart of Chicago's historic South Side. Just minutes from the Green Line, major bus routes, and the Metra, commuting downtown is a breeze, while nearby Lake Shore Drive provides quick access to the city's best attractions. Explore the vibrant culture of

    Asya Muhammad Coldwell Banker Realty

    4758 S King Dr Unit 4, Chicago, IL 60615
  • /8

    $64,900

    • 2 Beds
    • 1.5 Baths
    • 1,020 Sq Ft

    7806 S Avalon Ave, Chicago, IL 60619

    Don't Miss Out!!! This is an excellent opportunity to own a cozy 2 bedroom 1.5 bathroom home in the Avalon Park area in the City of Chicago. The home is in need of some work, but has a lot of upside once updated. The property is located near schools, parks, retail, and public transportation.

    Stratos Rounis SR Realty Group Inc.

    7806 S Avalon Ave, Chicago, IL 60619
  • /7

    $99,900

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft

    947 E Hyde Park Blvd Unit G, Chicago, IL 60615

    2 bedrooms/1 bath garden unit condo with new carpeting throughout. SELLER DOES NOT PROVIDE SURVEY. Seller's portion of IL Condo Act 94-1049 dues is negotiable.

    Robert Padron Re/Max Cityview

    947 E Hyde Park Blvd Unit G, Chicago, IL 60615
  • /16

    $149,900

    • 3 Beds
    • 1.5 Baths
    • 1,603 Sq Ft

    11601 S Laflin St, Chicago, IL 60643

    AVAILABLE NOW IN THE WEST PULLMAN NEIGHBORHOOD IS A FANTASTIC SINGLE FAMILY HOME! THIS GREAT CORNER LOT HOME AT 11601 S. LAFLIN IS A UNIQUE, SUBURBAN STYLE HOME WITH AMENITIES YOU WON'T FIND IN MOST HOMES IN THE AREA. IT COMES EQUIPPED WITH A SPACIOUS OPEN FLOORPLAN, AN ATTACHED GARAGE, MASONRY GATED BACKYARD, HARDWOOD AND CERAMIC TILE FLOORING THROUGHOUT, AND CENTRAL A/C. YOU CAN MOVE RIGHT INTO

    Randall Glenn Grandview Realty, LLC

    11601 S Laflin St, Chicago, IL 60643
  • /3

    $399,900

    • 8 Beds
    • 4 Baths

    Unlisted Address

    As-is Pre-Foreclosure/Short Sale Opportunity - 8143 S Colfax Ave, Chicago, IL 60617 4 Units | 2 Beds / 1 Bath Each | Full Basement | Brick Construction... Calling all investors, house hackers, and FHA 203k buyers... this all-brick 4-unit building in South Shore is your chance to create cash flow with a long-term upside. Each of the four units feature 2 bedrooms and 1 full bathroom, offering

    Stephani Jeffery Keller Williams ONEChicago

    Unlisted Address
  • /22

    $637,900

    • 3 Beds
    • 2.5 Baths

    4248 N Sawyer Ave, Chicago, IL 60618

    Charming Craftsman Home in Pristine Condition - Highly Desirable Irving Park. Short sale. This beautifully maintained Craftsman-style home offers timeless elegance paired with modern conveniences. Featuring 3 spacious bedrooms-including a primary suite with its own bathroom-and 2.5 baths, the home also includes a fully finished basement ideal for additional living or entertainment space.

    Julie Washington eXp Realty

    4248 N Sawyer Ave, Chicago, IL 60618
  • /12

    $275,000

    • 6 Beds
    • 2 Baths

    4129 W Jackson Blvd, Chicago, IL 60624

    Presenting a classic brick two-flat building featuring a total of 6 bedrooms and 2 bathrooms, offering 3,038 sq ft of living space . Each unit comprises 3 bedrooms and 1 bathroom, providing ample space for tenants or owner-occupants. The property includes a full, unfinished basement, offering potential for additional living space or storage. Situated on a 3,125 sq ft lot, this multi-family home

    Jonathan Gil Equity Realty

    4129 W Jackson Blvd, Chicago, IL 60624
  • /16

    $135,000

    • 3 Beds
    • 1.5 Baths
    • 1,159 Sq Ft

    1040 W 104th St, Chicago, IL 60643

    Discover the potential of this 3-bedroom, 1.5-bathroom split-level gem nestled in the heart of Washington Heights. This home offers a flexible layout including a bonus room in the finished basement-perfect for a 4th bedroom, home office, guest space, or creative studio. With just minimal updates needed, this property is an ideal opportunity for homeowners or investors looking to add value in

    Briana Cattledge Coldwell Banker Realty

    1040 W 104th St, Chicago, IL 60643
  • /30

    $137,900

    • 4 Beds
    • 3 Baths
    • 1,725 Sq Ft

    701 E 89th Place, Chicago, IL 60619

    Shortsale opportunity! Brick Georgian corner lot. Spacious rooms and great closet space. Basement water damage. Excellent investment. Sold as-is. Subject to lenders approval.

    Janine Houser Right Choice Realty, Inc.

    701 E 89th Place, Chicago, IL 60619
  • /32

    $135,000

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    836 E 89th St, Chicago, IL 60619

    Don't miss this unique Short Sale opportunity to own a spacious, rehabbed single-family home that was previously a 2-flat. This converted property offers the charm of a vintage structure with the comfort of modern upgrades. The home features updated kitchens, bathrooms, flooring, and mechanicals throughout, making it ready for a new owner or a great long-term investment. Subject to lenders

    Janine Houser Right Choice Realty, Inc.

    836 E 89th St, Chicago, IL 60619
  • /6

    $99,000

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    3838 W 111th St Unit 211, Chicago, IL 60655

    This charming one-bedroom condo is located in the desirable Mount Greenwood neighborhood, conveniently situated on 111th Street directly across from the Chicago High School for Agricultural Sciences. The location offers easy access to shopping, public transportation, restaurants, bars, and more. Positioned on the second floor, the unit features a comfortable living room, functional kitchen,

    Edgard Diaz Century 21 NuVision Real Estate

    3838 W 111th St Unit 211, Chicago, IL 60655
  • /24

    $296,000

    • 6 Beds
    • 2 Baths

    7124 S Ellis Ave, Chicago, IL 60619

    Fantastic opportunity to finish out this 2-unit building on a large, fenced city lot. The 2nd level unit is fully finished and features 3 oversized bedrooms, a open kitchen and open living room. The main level unit is down to the studs and awaits your finishing touches. The full basement is unfinished as well. Lots of parking in the concrete pad in the back or the street in front of the building.

    Derrick Jackson @properties Christie's International Real Estate

    7124 S Ellis Ave, Chicago, IL 60619
  • /15

    $299,000

    • 8 Beds
    • 2 Baths

    5357 S Honore St, Chicago, IL 60609

    Great cash flow investment. Spacious renovated in 2024 2 flat with already tenants in. Unit one features 4 beds/1 bath, unit 2 features 6 beds/1 bath newer roof, windows, new siding on back porch, new electric, plumbing, finished hardwood floors in living room and dining room and new carpet in bedrooms, maple kitchen cabinets, fence around the building for added privacy, plenty of storage space

    Robert Nowak Charles Rutenberg Realty of IL

    5357 S Honore St, Chicago, IL 60609
  • /11

    $150,000

    • 5 Beds
    • 3.5 Baths
    • 1,620 Sq Ft

    2802 S Homan Ave, Chicago, IL 60623

    This property has a lot of potential, livingroom dinning room, sitting room, plenty of bedrooms, family room, 3.1 baths, with in walking distance of schools, coffee shops, discount mall, public trasportation, minutes from I55. Need TLC. SHORT SALE. Could be a great investment for a first time buyer.

    Jose L Garcia Village Realty Inc

    2802 S Homan Ave, Chicago, IL 60623
  • /17

    $385,000

    • 9 Beds
    • 6 Baths

    7730 S East End Ave, Chicago, IL 60649

    Incredible brick 3 flat brick with a coveted 3br/2ba layout in each unit, plus a partially finished basement with additional full bath and kitchenette. Each unit features enormous living space. Hardwood floors and lots of original trim throughout. The square footage in each unit that feels like a home. Rooms include: Living Room-Dining room- Large Kitchen- 3 bedrooms-2 baths- Gleaming Hardwood

    Ashley Kaehn Compass

    7730 S East End Ave, Chicago, IL 60649
  • /31

    $440,000

    • 4 Beds
    • 3 Baths
    • 1,200 Sq Ft

    4322 N Kimball Ave, Chicago, IL 60618

    This beautiful house had a lot of improvements recently, but it's still waiting for your final touches. The property needs a little work to be the perfect home. If you are an investor looking for your next project this is it. Motivated seller. Call your local realtor for a private tour. SOLD AS IS.

    Emmanuel Nevarez Midwest SignatureProperties Co

    4322 N Kimball Ave, Chicago, IL 60618
  • /15

    $75,000

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft

    6700 S South Shore Dr Unit 22E, Chicago, IL 60649

    Imagine owning a spacious condo in a tremendous location -- WITH GARAGE PARKING AND LAKE VIEWS -- for less than the cost of rent. Impossible? Not at all! Your decorating skills will be useful in planning cosmetic changes that will turn this lovely unit into a forever home...or a smart investment. Tremendous potential. The layout is excellent. One of the larger one-bedroom condos in the

    Connie Gibson Coldwell Banker Realty

    6700 S South Shore Dr Unit 22E, Chicago, IL 60649
  • /2

    $599,000

    • 4 Beds
    • 2 Baths

    3748 N Troy St, Chicago, IL 60618

    TWO-FLAT IN A PRIME LOCATION! The property is tenant-occupied with long-term, month-to-month tenants. The building needs work and is being sold as-is. First Showing: Friday July 25 5 to 6 pm Please schedule your appointment through the Showing Desk. Agents: Please review the Agent Remarks for important details before scheduling.

    Martha Lozano RE/MAX City

    3748 N Troy St, Chicago, IL 60618
  • /2

    $199,900

    • 8 Beds
    • 5 Baths

    8711 S Exchange Ave, Chicago, IL 60617

    Exceptional Investment Opportunity Legal 4-Unit with Additional in-law arrangement garden unit. This high-potential property presents a rare opportunity for savvy investors. The building spans approximately 3,050 square feet and features 10 bedrooms, 5 bathrooms, and a detached 2-car garage. Currently fully occupied, the property generates $4,250 in monthly rental income, with substantial

    Rachel Ruffin Executive Realty Group LLC

    8711 S Exchange Ave, Chicago, IL 60617
  • /2

    $110,000

    • 3 Beds
    • 2 Baths
    • 1,096 Sq Ft

    12438 S La Salle St, Chicago, IL 60628

    No interior access allowed. Occupied - do not disturb occupant. Buyer will have to evict occupant. Drive-by only. SHORT SALE.

    Lisa Foster @properties Christie's International Real Estate

    12438 S La Salle St, Chicago, IL 60628
  • /2

    $112,000

    • 4 Beds
    • 2.5 Baths
    • 1,252 Sq Ft

    10444 S Wabash Ave, Chicago, IL 60628

    BRICK BUNGALOW, 2 LEVELS OF LIVING SPACE, + BASEMENT, CORPORATE OWNED PROPERTY SOLD "AS-IS" ALL IF ANY CITY INSPECTIONS/VIOLATIONS WILL BE RESPONSIBILITY OF BUYER, POF WITH ALL CASH OFFERS, SHOW AND SELL YU JECT TO SHORT SALE Approved short sale price no room for negotiation APPROVAL BT TGE BANK!!!!!!!!!!!!!!!!!!

    Ola Sanni Centurion Realty & Estates Inc

    10444 S Wabash Ave, Chicago, IL 60628
  • /20

    $135,000

    • 5 Beds
    • 2 Baths
    • 1,919 Sq Ft

    12324 S Morgan St, Calumet Park, IL 60827

    Bigger, Better, and Ready for You-Don't Miss Out on This Spacious Home! Find Your Perfect Fit in This Stunning 5BR/2BA Home! Your dream home awaits-this estate was renovated in 2020. From the moment you step inside, you'll be greeted by a bright and completely open layout that feels both spacious and inviting. The hardwood floors seamlessly connect the living and dining areas, creating a warm,

    Ericka Taylor Coldwell Banker Realty

    12324 S Morgan St, Calumet Park, IL 60827

Home Trends in Chicago, IL

Housing Trends

Median Sale Price
$370,000
Median Single Family Sale Price
$335,000
Median Townhouse Sale Price
$575,000
Median 2 Bedroom Sale Price
$409,700
Median 1 Bedroom Sale Price
$252,500
Average Price Per Sq Ft
$301
Number of Homes for Sale
4,522
Last 12 months Home Sales
22,011
Months of Supply
2.50
Median List Price
$375,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
7%
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