Chicago, IL Homes for Sale under $400,000

• 

  

  

  /27

  $337,500

  Pending

  • 3 Beds
  • 2 Baths
  • 969 Sq Ft

  2429 N Newcastle Ave, Chicago, IL 60707

  Impeccably maintained three bedroom, two full bath, Brick Raised Ranch in the Montclare Galewood neighborhood. Hardwood Floors throughout the first level. The floor plan includes a spacious Living Room which opens to a generous sized cabinet Kitchen with Formica countertops and an adjacent eating area. The rear primary Bedroom is 15 x 10 and has a double door closet. The two middle Bedrooms are 9

  George Ristau Weichert, Realtors - All Pro

  2429 N Newcastle Ave, Chicago, IL 60707
• 

  

  

  /23

  $375,000

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  758 N Larrabee St Unit 514, Chicago, IL 60654

  Experience true loft living in this stunning and sun-drenched 2-bedroom, 2-bath residence located in the iconic Montgomery Ward Warehouse building in River North. Tucked within the neighborhood's quieter residential pocket, this home perfectly blends industrial character with modern updates and everyday comfort. From the moment you enter, the dramatic 16-foot ceilings and oversized windows create

  Matt Laricy Americorp, Ltd

  758 N Larrabee St Unit 514, Chicago, IL 60654
• 

  

  

  /30

  $359,900

  Pending

  • 2 Beds
  • 1 Bath

  1958 W George St Unit 1, Chicago, IL 60657

  Situated on picturesque, tree-lined George Street in the heart of Roscoe Village, this distinctive duplex-down offers a rare blend of space, natural light, and versatility. The thoughtfully designed main level features an open, airy layout with both bedrooms conveniently positioned near the full bathroom, kitchen, living area, and outdoor space-creating an ideal flow for everyday living. The

  James Basile Kale Realty

  1958 W George St Unit 1, Chicago, IL 60657
• 

  

  

  /19

  $399,999

  Pending

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  240 E Illinois St Unit 1503, Chicago, IL 60611

  Experience elevated city living in this beautiful south-facing one-bedroom condo, ideally situated in the heart of Streeterville. Perched on an upper floor, this home showcases stunning, unobstructed skyline views through expansive floor-to-ceiling windows and offers a private covered balcony-perfect for enjoying the city from above. The open-concept layout features a sleek, modern kitchen with

  Matt Laricy Americorp, Ltd

  240 E Illinois St Unit 1503, Chicago, IL 60611
• 

  

  

  /28

  $349,995

  Pending

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  545 N Dearborn St Unit W2010, Chicago, IL 60654

  Located in the highly sought-after River North neighborhood, this stunning 1-bedroom, 1-bathroom condo offers incredible skyline views from a spacious private balcony, filling the home with natural light. The open layout features a large kitchen with a central island and abundant storage, perfect for both everyday living and entertaining. The bright, generously sized bedroom includes a walk-in

  Matt Laricy Americorp, Ltd

  545 N Dearborn St Unit W2010, Chicago, IL 60654
• 

  

  /27

  $349,999

  Pending

  • 2 Beds
  • 2 Baths
  • 1,022 Sq Ft

  1620 S Michigan Ave Unit 514, Chicago, IL 60616

  Multiple offers received. Highest and best due by Monday 5/11 at 10am. Welcome home to this bright and inviting east-facing unit overlooking Michigan Avenue. Designed with a desirable split floor plan, this home offers the perfect balance for comfortable everyday living, working from home, and effortless entertaining. Step inside to find real hardwood floors, a spacious foyer ideal for coats and

  Almir Bajric Real Broker LLC

  1620 S Michigan Ave Unit 514, Chicago, IL 60616
• 

  

  /13

  $325,000

  Pending

  • 2 Beds
  • 1 Bath

  5921 N Paulina St Unit 59212E, Chicago, IL 60660

  Bright and sunny 2-bedroom condo in a charming courtyard building, situated on a beautiful tree-lined street in the highly desirable Edgewater/Andersonville area. This inviting unit features kitchen with cherry cabinets, granite countertops, and stainless steel appliances, flowing seamlessly into a spacious living room with exposed brick and access to a private balcony. The second bedroom offers

  Stacey Dombar Redfin Corporation

  5921 N Paulina St Unit 59212E, Chicago, IL 60660
• 

  

  /17

  $375,000

  • 1 Bed
  • 1 Bath
  • 980 Sq Ft

  1325 N State Pkwy Unit 17C, Chicago, IL 60610

  Elegant and tastefully updated, this east-facing one-bedroom, one-bathroom home in the sought-after "C" tier of Ambassador House offers a seamless blend of lakeside tranquility and vibrant city living. Enjoy abundant natural light, partial views of Lake Michigan by day, and sparkling city lights by night, all from a quiet, tree-lined street in the heart of the prestigious Gold Coast. The

  Matt Laricy Americorp, Ltd

  1325 N State Pkwy Unit 17C, Chicago, IL 60610
• 

  

  /17

  $329,000

  • 1 Bed
  • 1 Bath

  125 S Green St Unit 307A, Chicago, IL 60607

  This modern, efficiently designed West Loop one-bedroom condo lives larger than its footprint, featuring a wall of south-facing windows stretching across both the living room and bedroom. Stainless steel appliances, granite countertops, an in-unit stacked washer and dryer, and a private balcony add everyday functionality. Full-amenity building with 24-hour door staff, fitness center, workspace,

  Daniel Close Redfin Corporation

  125 S Green St Unit 307A, Chicago, IL 60607
• 

  

  /17

  $399,000

  • 1 Bed
  • 1 Bath
  • 983 Sq Ft

  757 N Orleans St Unit 805, Chicago, IL 60654

  Bright and well-maintained 1-bedroom condo in the heart of River North, offering a functional layout and excellent natural light. The spacious living area features large windows and an open flow, ideal for both everyday living and entertaining. The kitchen provides ample storage and workspace, while the bedroom offers comfort and privacy. Currently leased at $3,000/month through June 30, 2026,

  Alexandre Stoykov Compass

  757 N Orleans St Unit 805, Chicago, IL 60654
• 

  

  /23

  $364,000

  • 2 Beds
  • 2 Baths

  440 N Wabash Ave Unit 409, Chicago, IL 60611

  Bright and sunny 2-bedroom, 2-bath corner unit with desirable southeast exposure in a prime River North location! This spacious unit features hardwood floors throughout and an open-concept living and dining area that flows into the kitchen with a breakfast bar that opens to the living area -perfect for entertaining. Both bedrooms are generously sized to accommodate a queen or king bed. The

  Layching Quek Redfin Corporation

  440 N Wabash Ave Unit 409, Chicago, IL 60611
• 

  

  /24

  $399,900

  Pending

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft

  161 W Harrison St Unit 803, Chicago, IL 60605

  $25K PRICE REDUCTION!!! Garage parking now INCLUDED in the price! Welcome home to this stunning, spacious and completely renovated 2-bedroom, 2-bathroom home in the heart of South Loop's vibrant Printer's Row! 1400 square feet of living space, updated from top to bottom, make this home a true standout. The expansive living room is bathed in natural light from brand-new west-facing windows (a

  Reve' Kendall Redfin Corporation

  161 W Harrison St Unit 803, Chicago, IL 60605
• 

  

  /26

  $359,900

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft

  1221 E Hyde Park Blvd Unit 1, Chicago, IL 60615

  Welcome home to this beautifully maintained condo filled with timeless character in the heart of historic Hyde Park! A welcoming entry showcases rich hardwood flooring and elegant crown molding that continue throughout the home. Relax in the inviting living room featuring a cozy ornamental fireplace with built-in bookcase surrounds and abundant natural light. French doors lead to a charming

  Melissa Kingsbury Redfin Corporation

  1221 E Hyde Park Blvd Unit 1, Chicago, IL 60615
• 

  

  /24

  $399,999

  • 3 Beds
  • 2 Baths

  1000 W 15th St Unit 331, Chicago, IL 60608

  Brighten your days in this sun soaked loft! Three fully enclosed bedrooms and two full baths compromise this south facing gem. Newly refinished hardwood floors, new carpeting and fresh paint invite you to move right in. Floor to ceiling windows, exposed brick, architectural elements, ceiling fan and a fireplace define the open living space. Well appointed galley kitchen boasts granite counter

  Cory Tanzer Option Premier LLC

  1000 W 15th St Unit 331, Chicago, IL 60608
• 

  

  /19

  $365,000

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft

  6007 N Sheridan Rd Unit 29F, Chicago, IL 60660

  Set in Malibu, a full-amenity lakefront building in Edgewater, this home offers unbeatable access to beaches, bike paths, parks, dining, and transit, including the CTA Red line and express buses. Steps from various grocery stores, including Mariano's and Whole Foods. Tastefully remodeled unit with expansive windows and 2 balconies flood the place with light. Full amenity building with 24/7

  Kate Seemann Redfin Corporation

  6007 N Sheridan Rd Unit 29F, Chicago, IL 60660
• 

  

  /21

  $379,900

  Pending

  • 2 Beds
  • 2 Baths

  215 N Aberdeen St Unit B-401, Chicago, IL 60607

  Stunning southeast corner 2Bed/2Bath brick and timber loft in the heart of the West Loop! This beautifully updated condo blends historic character with modern upgrades, featuring exposed brick, soaring 13' timber beamed ceilings and and newly refinished hardwood floors throughout the main living area. The open floor plan has large windows with new custom Hunter Douglas window treatments (2025)

  Jacqueline Colando Redfin Corporation

  215 N Aberdeen St Unit B-401, Chicago, IL 60607
• 

  

  /19

  $300,000

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

  1212 N Lasalle Dr Unit 701, Chicago, IL 60610

  Experience elevated city living in this beautifully positioned southeast corner residence, where floor-to-ceiling windows frame breathtaking skyline views and fill the home with natural light all day long. Designed with both comfort and functionality in mind, the open layout offers an ideal work-from-home setup while maximizing space, storage, and panoramic city scenery from nearly every room.

  Matt Laricy Americorp, Ltd

  1212 N Lasalle Dr Unit 701, Chicago, IL 60610
• 

  

  /17

  $399,999

  Pending

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  2416 W Thomas St Unit 2, Chicago, IL 60622

  Beautifully maintained 2 bed / 2 bath condo in the heart of West Town, offering an exceptional blend of location, efficiency, and long-term value. This home stands out with rare open exposure, no building directly across the street, allowing for abundant natural light, enhanced airflow, and a bright, open living experience that's hard to find in the area. Situated as a middle unit, it benefits

  Matt Laricy Americorp, Ltd

  2416 W Thomas St Unit 2, Chicago, IL 60622
• 

  

  /27

  $349,950

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  123 S Green St Unit 702B, Chicago, IL 60607

  Stunning 7th-floor one-bedroom, one-bathroom residence with skyline views and a private balcony. Floor-to-ceiling windows flood the space with natural light, creating a bright and inviting atmosphere. Ideally located in the highly sought-after Emerald building in the heart of the West Loop, this home offers unbeatable access to the best of city living just steps from your door. The kitchen is

  Matt Laricy Americorp, Ltd

  123 S Green St Unit 702B, Chicago, IL 60607
• 

  

  /28

  $375,000

  • 2 Beds
  • 2 Baths
  • 1,410 Sq Ft

  1601 S Michigan Ave Unit 107, Chicago, IL 60616

  Phenomenal opportunity to own this exceptional South Loop duplex loft! This sun-filled 2-bedroom, 2-bath home offers 1,410 square feet of beautifully designed living space with dramatic 18-foot ceilings and expansive north-facing views that create a bright, open atmosphere throughout. Blending modern updates with timeless urban character, this one-of-a-kind home features exposed brick, hardwood

  Alexandre Stoykov Compass

  1601 S Michigan Ave Unit 107, Chicago, IL 60616
• 

  

  /14

  $325,000

  Pending

  • 1 Bed
  • 1 Bath
  • 944 Sq Ft

  700 W Van Buren St Unit 709, Chicago, IL 60607

  We cordially invite you to experience the entirety of this 7nd floor West Loop Gate condo with western and northern exposure in 3D/virtual reality before seeing it in person! Welcome home to your spacious 1 bedroom + office/den/flex space condo, located in close walking proximity to the best of both downtown (Loop), Greektown, the Fulton River District, and the West Loop. You will conveniently

  Maximilian Ortega Artizen Realty LLC

  700 W Van Buren St Unit 709, Chicago, IL 60607
• 

  

  /23

  $375,000

  • 4 Beds
  • 3 Baths
  • 2,281 Sq Ft

  5718 W Superior St, Chicago, IL 60644

  Step into comfort and style in this thoughtfully remodeled home in the heart of Chicago's Austin neighborhood! This timeless Cape Cod is perfectly designed for modern living with timeless charm, situated on an expansive 1.5 city lots. A welcoming front porch leads into the bright, open living and dining spaces featuring rich hardwood floors and a classic gas fireplace, creating the ideal setting

  Melissa Kingsbury Redfin Corporation

  5718 W Superior St, Chicago, IL 60644
• 

  

  /32

  $399,000

  • 3 Beds
  • 1.5 Baths
  • 1,332 Sq Ft

  8531 S Tripp Ave, Chicago, IL 60652

  This beautifully updated home features extensive renovations and upgrades, ensuring both style and functionality. Ideal for families or individuals looking for a turn-key residence, this property boasts modern amenities and a welcoming atmosphere. The property has undergone the following comprehensive renovations: - Bathroom Remodels ($50,000) - Kitchen Remodel ($27,500): Completed between

  Tony Rusnak Realty One Group Heartland

  8531 S Tripp Ave, Chicago, IL 60652
• 

  

  /22

  $320,000

  • 2 Beds
  • 1 Bath

  1427 W Elmdale Ave Unit 2A, Chicago, IL 60660

  Welcome home to this beautifully maintained and sun-filled 2-bedroom, 1-bath residence in the highly desirable Andersonville neighborhood. This inviting home features gleaming hardwood floors throughout, central air conditioning, and the convenience of an in-unit washer and dryer. The thoughtfully updated open-concept kitchen is perfect for both everyday living and entertaining, showcasing

  Ann Connolly Baird & Warner

  1427 W Elmdale Ave Unit 2A, Chicago, IL 60660
• 

  

  /23

  $325,000

  Pending

  • 1 Bed
  • 1 Bath

  70 W Burton Place Unit 2905F, Chicago, IL 60610

  Incredible opportunity to own a luxuriously renovated, high floor corner residence in the coveted 05 tier of Faulkner House. Perched on the 29th floor, this sophisticated southeast facing home showcases breathtaking, unobstructed lake and skyline views from every room, bathing the space in natural light and creating an extraordinary backdrop for daily living. Meticulously renovated in 2022, the

  Alexandre Stoykov Compass

  70 W Burton Place Unit 2905F, Chicago, IL 60610
• 

  

  /18

  $300,000

  Pending

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft

  711 W Gordon Terrace Unit 105, Chicago, IL 60613

  Welcome home to this bright, spacious, and thoughtfully updated 2-bedroom, 1.5-bathroom duplex-up in the charming Buena Park neighborhood of Uptown! This rarely available home perfectly combines the look and feel of a townhome with the ease and convenience of an elevator building. The first floor boasts an open-concept kitchen with white cabinets, granite countertops, and an island with a

  Nicholaos Voutsinas Redfin Corporation

  711 W Gordon Terrace Unit 105, Chicago, IL 60613
• 

  

  /21

  $315,000

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  3033 N Sheridan Rd Unit 1610, Chicago, IL 60657

  Experience elevated East Lakeview living in this bright and spacious penthouse condo, ideally located just steps from the lakefront, dining, shopping, and transit. Designed for both comfortable living and working from home, this move-in ready residence features brand new vinyl plank flooring throughout, a modern kitchen with 42" cabinets, granite countertops, stainless steel appliances, and an

  Dylan Plattwood @properties Christie's International Real Estate

  3033 N Sheridan Rd Unit 1610, Chicago, IL 60657
• 

  

  /32

  $350,000

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft

  5445 N Sheridan Rd Unit 802, Chicago, IL 60640

  Stunning corner 2-bedroom, 2-bath residence offering spectacular, unobstructed lake views. This rarely available and updated east-facing condo is filled with natural light. The open kitchen flows seamlessly into the living space, perfectly positioned to capture the sweeping lake and park views. Tastefully renovated in 2020, the kitchen boasts modern cabinetry, sleek countertops, and

  Leopoldo Gutierrez Redfin Corporation

  5445 N Sheridan Rd Unit 802, Chicago, IL 60640
• 

  

  /18

  $325,000

  Open Sun 12PM - 1:30PM

  • 1 Bed
  • 1 Bath

  330 N Jefferson St Unit 1606, Chicago, IL 60661

  Enjoy sweeping, unobstructed west-facing views from this high-floor, investor-friendly true one-bedroom residence in the sought-after Kinzie Station community. This bright and spacious home features an open-concept living and dining area that flows seamlessly to a private balcony, perfect for taking in stunning sunsets and city views. The oversized kitchen offers generous cabinet storage,

  Matt Laricy Americorp, Ltd

  330 N Jefferson St Unit 1606, Chicago, IL 60661
• 

  

  /19

  $350,000

  Pending

  • 2 Beds
  • 2.5 Baths
  • 1,600 Sq Ft

  110 E Delaware Place Unit 704, Chicago, IL 60611

  This spacious south-facing 2 bed, 2.5 bath residence offers an incredible opportunity to personalize and add value. Filled with natural light, this charming home features generous room sizes, king-sized bedrooms, abundant closet space, and in-unit laundry. Located in boutique 110 E Delaware with only four units per floor, residents enjoy 24-hour door staff, responsive on-site management, valet

  Elizabeth Caya Redfin Corporation

  110 E Delaware Place Unit 704, Chicago, IL 60611
• 

  

  /25

  $349,000

  • 2 Beds
  • 2 Baths
  • 1,012 Sq Ft

  1069 W 14th Place Unit 229, Chicago, IL 60608

  Modernly updated + parking included + balcony + under $350K. Make this updated 2-bedroom 2-bathroom condo yours. The open-concept living and dining areas flow seamlessly into a beautifully updated kitchen with stainless steel appliances, quartz countertops, and bar seating. Perfect for both everyday living and entertaining. Start your day with coffee or tea on the tree-lined balcony or at the

  Don Felton Chicago's Real Estate Agency

  1069 W 14th Place Unit 229, Chicago, IL 60608
• 

  

  /30

  $300,000

  Pending

  • 1 Bed
  • 1 Bath

  160 E Illinois St Unit 2003, Chicago, IL 60611

  Welcome to Avenue East at 160 E Illinois St, Unit 2003-this high-floor 1-bedroom, 1-bath condo is perfectly situated in the heart of Streeterville. The monthly assessment covers heat, air conditioning, water, cooking gas, 24/7 door staff, TV/cable, internet, and access to top-tier amenities including a club room, fitness center, and sundeck-all located on the 26th floor. The unit includes a

  Chih-Hao Yang Fulton Grace Realty

  160 E Illinois St Unit 2003, Chicago, IL 60611
• 

  

  /29

  $375,000

  Pending

  • 4 Beds
  • 2 Baths
  • 1,600 Sq Ft

  1648 W 100th St, Chicago, IL 60643

  Step back in time with this beautiful, classic Beverly home! This charming residence offers 4 bedrooms, 2 full bathrooms, and an unfinished basement, blending timeless character with thoughtful updates. Enter from the inviting front porch into a main level featuring rich hardwood flooring throughout. The spacious living room showcases a classic fireplace, while the large dining room provides the

  John Litrenta Redfin Corporation

  1648 W 100th St, Chicago, IL 60643
• 

  

  /29

  $335,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft

  6122 S Greenwood Ave Unit 3S, Chicago, IL 60637

  Top-floor condos live differently. More privacy. More quiet. Better light. And that's true here. You feel it immediately. Located in the highly sought-after North Woodlawn corridor near the University of Chicago and the forthcoming Obama Presidential Center, this move-in-ready 3BD/2BA condo combines historic character with modern updates, generous living space, and rare outdoor living. The bright

  Wanda Austin-Wingood Redfin Corporation

  6122 S Greenwood Ave Unit 3S, Chicago, IL 60637
• 

  

  /18

  $300,000

  Pending

  • 1 Bed
  • 1.5 Baths

  3943 N Paulina St Unit G, Chicago, IL 60613

  Welcome to 3943 N Paulina #G - a beautifully appointed 1-bedroom, 1.5-bath garden residence offering space, functionality, and thoughtful design in an unbeatable Lakeview location. This inviting home features an open-concept layout that seamlessly connects the kitchen, living, and dining areas - ideal for both everyday living and entertaining. A west-facing bay window fills the space with natural

  Benjamin Turbow Keller Williams ONEChicago

  3943 N Paulina St Unit G, Chicago, IL 60613
• 

  

  /19

  $380,000

  Pending

  • 1 Bed
  • 1.5 Baths
  • 930 Sq Ft

  210 S Desplaines St Unit 304, Chicago, IL 60661

  Authentic Loft Character Meets Modern Luxury in the Heart of the West Loop! Rarely available and exceptionally spacious, this 930 sq. ft. 1-bedroom plus Den residence at The Edge Lofts & Tower offers the perfect urban retreat. Located in the building's historic loft base, Unit 304 features soaring 11-foot ceilings and massive floor-to-ceiling windows that flood the open-concept floor plan with

  Wendy Szostak Redfin Corporation

  210 S Desplaines St Unit 304, Chicago, IL 60661
• 

  

  /27

  $310,000

  • 2 Beds
  • 2 Baths
  • 1,325 Sq Ft

  2204 N Natchez Ave Unit 1N, Chicago, IL 60707

  Sunny and beautifully maintained 2BR/2BA condo in the sought-after Galewood Palmer Pointe subdivision in Belmont Central. This east-facing unit features a spacious open-concept layout with soaring 9-foot ceilings, elegant crown molding, and a striking wood-burning fireplace. The large kitchen is designed for both style and function, offering 42-inch cabinets, granite countertops, stainless steel

  Jacqueline Alter Redfin Corporation

  2204 N Natchez Ave Unit 1N, Chicago, IL 60707
• 

  

  /21

  $380,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,015 Sq Ft

  6237 W School St, Chicago, IL 60634

  Multiple Offers. Highest and Best by Friday Noon. Bright and airy bungalow situated on a spacious double lot with abundant natural light throughout. The main level offers 2 bedrooms and 1 full bathroom, along with a well-appointed dining room and a good-sized kitchen with stainless steel appliances, granite countertops, and dark espresso shake cabinetry.The fully finished basement provides

  Esmeralda Alvarez @properties Christie's International Real Estate

  6237 W School St, Chicago, IL 60634
• 

  

  /16

  $399,900

  Pending

  • 2 Beds
  • 2 Baths

  3142 W George St Unit C3, Chicago, IL 60618

  2Br/2Ba top floor corner unit with parking INCLUDED! This fantastic condo features exposed brick and ductwork, 10' ceilings, and walnut stained hardwood floors. Granite counters, cherry cabinets, and island in the kitchen along with, stainless steel appliances. In-unit laundry, a large deck off the kitchen, generous closet space, plus a huge storage room in the basement. One deeded exterior

  Daniel Close Redfin Corporation

  3142 W George St Unit C3, Chicago, IL 60618
• 

  

  /25

  $360,000

  $15K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 709 Sq Ft

  901 W Madison St Unit 601, Chicago, IL 60607

  Welcome to your new West Loop home! This 1 bed / 1 bath condo features an open floorplan with hardwood flooring and floor to ceiling windows for amazing natural light. Unit includes stainless steel appliances, in unit washer/dryer, and south-facing outdoor space. 901 W Madison has everything you need with amenities including fitness center, door staff, dog run, sundeck, and attached party room

  Sara Baker Westward360 RM

  901 W Madison St Unit 601, Chicago, IL 60607

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