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Investment - Homes for Sale in Chicago, IL

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  • /23

    $265,000

    • 4 Beds
    • 2 Baths
    • 1,209 Sq Ft

    6825 S Winchester Ave, Chicago, IL 60636

    Move-In Perfect & Investment-Ready! Thanks to a full renovation backed by a July 2024. A beautifully 4 bed, 2 bath bungalow, this home blends classic charm with new construction appeal. With full-system upgrades and designer finishes throughout, it's built for premium comfort. Everything inside and out is brand new. Whether you're seeking your dream home or a rental-ready property, this turnkey

    Amanda Stapleton Blue Door Dave Inc

    6825 S Winchester Ave, Chicago, IL 60636
  • /21

    $449,000

    • 5 Beds
    • 2 Baths

    4555 S Halsted St, Chicago, IL 60609

    New investment opportunity at 4555 S. Halsted, conveniently located near Bridgeport and Chicago"s vibrant neighborhoods with great shopping, dining and employment opportunities. Easy access to public transportation and major highways.Many updates including new roof 2024, kitchens and floor Canaryville Classic Great investment or live in owner opportunity. Two units. Both are large units move-in

    Michael Rychtanek Berkshire Hathaway HomeServices Chicago

    4555 S Halsted St, Chicago, IL 60609
  • /16

    $619,900

    • 5 Beds
    • 2 Baths

    3326 W Crystal St, Chicago, IL 60651

    Beautiful 2-Unit Brick Building Steps from Humboldt Park Located just steps from vibrant Humboldt Park, this spacious and well-maintained 2-unit brick building offers a fantastic investment opportunity or live-in owner option in one of Chicago's most desirable and rapidly developing neighborhoods. Surrounded by new construction and recent rehabs, this property is ideally situated for long-term

    Michael Sahli Home-Site Realty, Inc.

    3326 W Crystal St, Chicago, IL 60651
  • /4

    $51,000

    • 2 Beds
    • 1 Bath

    9215 S Cottage Grove Ave Unit 2W, Chicago, IL 60619

    2 BEDROOM CONDO FOR SALE. THIS UNIT HAS SPACIOUS ROOMS with PLENTY OF CLOSET SPACE. PERFECT FOR A FIRST TIME HOME BUYER OR A RENT INVESTMENT. UNIT IS CURRENTLY BEING RENTED ON A MONTH TO MONTH BASIS. CLOSE TO CTA & METRA TRAINS. MOTIVATED SELLER.

    Rose Winfrey Castle Finders Realty, Inc.

    9215 S Cottage Grove Ave Unit 2W, Chicago, IL 60619
  • /30

    $335,000

    • 7 Beds
    • 3 Baths

    2743 S Sawyer Ave, Chicago, IL 60623

    Solid Brick 2-Unit with Finishesd Attic - Great Investment in Little Village! 3BR/1BA units with great rental potential. Second floor recently updated; first floor ready for your finishing touches. Finished attic adds extra bedroom and living space-ideal for extended family or additional income. Features include a enclosed porch, additional room, backyard, 2-car garage, and ample street

    Dolores Raya Coldwell Banker Realty

    2743 S Sawyer Ave, Chicago, IL 60623
  • /16

    $248,000

    • 1 Bed
    • 1 Bath

    1464 S Michigan Ave Unit 1008, Chicago, IL 60605

    Currently leased to a reliable young professional at 2,000/month through 06/30/2026-offering stable cash flow. Perfect for investment or future owner-occupancy. Enjoy sunset views from your private balcony in this well-designed South Loop 1-bedroom condo. Features include stainless steel appliances, granite countertops, gas range, breakfast bar, fireplace, BRAND-NEW in-unit washer/dryer, and

    Tony Liu YOUMU VENTURES LLC

    1464 S Michigan Ave Unit 1008, Chicago, IL 60605
  • /7

    $50,000

    • Land
    • 0 Acre

    801 S Plymouth Ct Unit 169, Chicago, IL 60605

    EXTRA LARGE PARKING (13' X 21') SPACE ON LOWER LEVEL RIGHT OFF RAMP, CLOSE TO POLK ST EXIT. SPACE IS LARGE ENOUGH TO PARK AN SUV OR VAN. GARAGE IS WELL LIT AND SECURITY PATROLLED. ACCESS WITH SECURE KEY CARD, PEDESTRIAN DOOR FOB AND ELEVATOR. GARAGE HAS AIR-HOSE AND CAR WASH. CONDO OWNERSHIP NOT REQUIRED TO PARK/OWN IN GARAGE. EXCELLENT INVESTMENT, CLOSE TO FINANCIAL DIST, DOWNTOWN CHICAGO. CALL

    Susan Dickman Berkshire Hathaway HomeServices Chicago

    801 S Plymouth Ct Unit 169, Chicago, IL 60605
  • /13

    $250,000

    • 2 Beds
    • 1 Bath

    6711 N Lakewood Ave Unit 2N, Chicago, IL 60626

    A very decent tenant has an MTM lease that can be turned into a lease through 05/30, 2026, at 2,000/month, offering reliable and stable cash flow. Whether you're looking for an excellent investment opportunity or a future primary residence, this unit offers both comfort and unbeatable convenience in a high-demand area. Beautifully updated second-floor condo in a bright corner building, ideally

    Tony Liu YOUMU VENTURES LLC

    6711 N Lakewood Ave Unit 2N, Chicago, IL 60626
  • /22

    $255,000

    • 1 Bed
    • 1 Bath

    833 W 15th Place Unit 514E, Chicago, IL 60608

    Modern One-Bedroom Condo with Private Entrance, Balcony & Garage Parking in Vibrant Pilsen! Welcome to your urban oasis in the heart of Chicago's dynamic neighborhood! This beautifully maintained one-bedroom condo offers a perfect blend of comfort, convenience, and community. Enjoy your open-concept living space with modern finishes and plenty of natural light. Chefs kitchen with large island,

    Angelica Zaper eXp Realty

    833 W 15th Place Unit 514E, Chicago, IL 60608
  • /47

    $670,000

    • 6 Beds
    • 4 Baths

    2713 S Crowell St, Chicago, IL 60608

    Two Homes, One Opportunity, Live, Rent, Prosper,2713 S Crowell St, Chicago, IL 60608, Move-In Ready 2-Flat located in the heart of Bridgeport, one of Chicago's most vibrant and fast-growing neighborhoods. The building stands out in the street. Step into this beautifully updated 2-flat, perfect for multi-generational living or as a turnkey investment opportunity. First Floor (2024 completed

    linda lin RE/MAX Suburban

    2713 S Crowell St, Chicago, IL 60608
  • /4

    $215,000

    • Land
    • 0 Acre

    5954 S Ashland Ave, Chicago, IL 60636

    Great investment opportunity in Chicago! This land for sale at 5950-54 S Ashland Ave is located in an area with excellent development potential. Zoned C2-2, the property supports a wide range of commercial, retail, and residential uses - ideal for mixed-use development, service-oriented businesses, or income-generating housing. Spanning approximately 123x121 ft, the site offers substantial

    Anna Sophia Chacon Charles Rutenberg Realty of IL

    5954 S Ashland Ave, Chicago, IL 60636
  • /49

    $385,000

    • 6 Beds
    • 3 Baths

    6632 S Maplewood Ave, Chicago, IL 60629

    This well-kept gem offers flexibility, charm, and investment potential. Each unit features 3 spacious bedrooms, a full bath, and approximately 1,000 sq ft of living space, plus original woodwork and large eat-in kitchens that blend character with functionality. The upstairs unit features a private balcony, ideal for savoring morning coffee or unwinding in the evening. A full basement and attic

    Crystal Banks Landstar Realty Group, Inc.

    6632 S Maplewood Ave, Chicago, IL 60629
  • /2

    $700,000

    • 7 Beds
    • 6 Baths

    1526 E 65th Place, Chicago, IL 60637

    Excellent investment opportunity in the thriving Woodlawn community! This well-constructed, three-unit brick building presents significant potential for investors or homeowners interested in generating rental income. Unit 1 features two bedrooms and two bathrooms; Unit 2 offers two bedrooms and two bathrooms; and Unit 3 includes three bedrooms and one bathroom, providing flexible living

    Stephon Walker Compass

    1526 E 65th Place, Chicago, IL 60637
  • /15

    $379,900

    • 4,800 Sq Ft

    7352 S Langley Ave, Chicago, IL 60619

    Investment Opportunity in Greater Grand Crossing! This solid brick 6-unit property at 7352 S Langley sits on a quiet, tree-lined block and delivers exceptional rental income potential. Each unit offers a spacious layout, making it ideal for generating strong, consistent cash flow. Perfectly positioned minutes from Washington Park, the University of Chicago, the Museum of Science and Industry,

    Tom Sweeney Baird & Warner

    7352 S Langley Ave, Chicago, IL 60619
  • /20

    $529,000

    8142 S Maryland Ave, Chicago, IL 60619

    DON'T MISS THIS EXCEPTIONAL OPPORTUNITY TO OWN A WELL-MAINTAINED, FULLY OCCUPIED 6-UNIT BUILDING IN THE DESIRABLE CHATHAM NEIGHBORHOOD OF CHICAGO. THIS TURN-KEY PROPERTY OFFERS A STABLE, INCOME-GENERATING ASSET WITH A SOLID TENANT BASE. UNIT MIX INCLUDES: THREE SPACIOUS 3-BEDROOM, 1-BATH UNITS & THREE WELL-KEPT 2-BEDROOM, 1-BATH UNITS. WHETHER YOU'RE A SEASONED INVESTOR OR JUST ENTERING THE

    Chanan Dozier Signature Realty Services

    8142 S Maryland Ave, Chicago, IL 60619
  • /27

    $799,900

    • 5 Beds
    • 3 Baths
    • 3,659 Sq Ft

    4025 N Menard Ave, Chicago, IL 60634

    Stunning Oversized Historic Brick Bungalow on a Rare Double Lot! Experience the perfect blend of historic charm and modern convenience in this authentic 6-bedroom, 3-bathroom home, proudly recognized by the Chicago Brick Bungalow Society. Being sold for the first time in over 50 years, this property is rich in character, showcasing beautifully preserved doors, intricate moldings, hardwood floors,

    Heidi Manczko @properties Christie's International Real Estate

    4025 N Menard Ave, Chicago, IL 60634
  • /37

    $575,000

    • 4 Beds
    • 3 Baths

    7223 N Damen Ave, Chicago, IL 60645

    Beautifully Remodeled 2-Flat Building in Prime West Rogers Park Location Near Evanston and Skokie! Solid 2-flat with recent updates throughout. Each unit offers spacious layouts with modern kitchens including dishwashers, updated baths, and flooring. 1st floor unit has bathroom inside Master bedroom. 2nd floor unit includes in-unit washer and dryer. Separate utilities for each unit. Newer

    Brenda Mendez eXp Realty

    7223 N Damen Ave, Chicago, IL 60645
  • /3

    $130,000

    • Land
    • 0.08 Acre
    • $1,625,000 per Acre

    635 W 103rd St, Chicago, IL 60628

    VACANT LOTS IN WASHINGTON HEIGHTS COMMUNITY WHICH CONSIST OF 8 LOTS. EASY ACCESS TO PUBLIC TRANSPORTATION. GREAT OPPORTUNITY TO BUILD AN INVESTMENT PROPERTY. LET'S MAKE A DEAL!

    Dorothy Harris New Birth Realty Group LLC

    635 W 103rd St, Chicago, IL 60628
  • /24

    $505,000

    • 8 Beds
    • 3 Baths

    511 W 25th Place, Chicago, IL 60616

    Good location in Bridgeport, close to Chinatown and Downtown. Nearby public transportation: Orange Line Halsted station and Red Line Chinatown station, bus stops, easy access to all major highways. Healy Elementary School district. 2 units front building plus a coach house, sunny corner house and basement provides ample storage space. Front building: 1st floor brick, 2nd floor frame, sidings

    Fanny Zhao Century 21 Realty Associates

    511 W 25th Place, Chicago, IL 60616
  • /10

    $135,000

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

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

    Welcome to this charming 1-bedroom, 1-bath condo located on Hyde Park Boulevard, right in the heart of one of Chicago's most vibrant and historic neighborhoods. This condo offers unbeatable access to the University of Chicago, making it an ideal option for students or faculty looking for a comfortable, affordable alternative to high rents. Enjoy all that Hyde Park has to offer-walk to parks,

    John Sciberras Coldwell Banker Realty

    947 E Hyde Park Blvd Unit 1, Chicago, IL 60615
  • /28

    $159,921

    • 4 Beds
    • 2 Baths
    • 600 Sq Ft

    4534 S Honore St, Chicago, IL 60609

    GREAT INVESTMENT ON THIS NICE SINGLE FAMILY HOME WITH GREAT BONES AND LOTS OF POTENTIAL! PROPERTY HAS ALREADY BEEN GUTTED AND READY FOR YOUR IDEAS. IT FEATURES FOUR BEDROOMS, TWO ROUGH IN BATHS ON TWO LEVELS OF LIVING SPACE PLUS ATTIC GREAT FOR DUPLEX OR EXPANSION. ALSO, ROOF DONE IN 2024 (TEAR OFF). SOLD IN "AS IS" CONDITIONS. SELLER NOR LISTING AGENT MAKE ANY REPRESENTATIONS AS OF CONDITIONS

    Silverio Nodal Superior R.E. Services, Inc.

    4534 S Honore St, Chicago, IL 60609
  • /30

    $650,000

    • 4 Beds
    • 2 Baths

    4729 N Kildare Ave, Chicago, IL 60630

    Price Reduction! Prime Corner Lot Multi-Unit Brick Property - 3-Unit Investment Opportunity! Don't miss this incredible opportunity to own a modern, well-maintained brick building featuring 3 separate units on a desirable corner lot. Perfect for investors or owner-occupants, this property combines timeless charm with thoughtful upgrades and strong rental potential. Property Highlights: 3 Total

    Araceli Alvarado eXp Realty

    4729 N Kildare Ave, Chicago, IL 60630
  • /13

    $649,900

    • 7 Beds
    • 6 Baths

    3659 W Palmer St, Chicago, IL 60647

    Attention Investors & Rehabbers - Logan Square Two-Unit building with endless potential! Bring your vision to this vintage brick property in the heart of Logan Square. With exposed brick accent walls, generous room sizes, and great bones, this building is ready for renovation to truly make it shine. High ceilings create an airy open feel. Recessed lighting and big windows throughout. Two story

    Patti Furman Coldwell Banker Realty

    3659 W Palmer St, Chicago, IL 60647
  • /13

    $99,900

    • 6 Beds

    7225 S Woodlawn Ave, Chicago, IL 60619

    Calling all Rehabbers, Investors, and Contractors! Check out this 2 unit building on a corner lot in the Woodlawn Neighborhood! The building it completely gutted and nothing stands in your way of making it completely come to life again! Each unit can have 3 bedrooms 1 bath units, live in one unit and collect steady cash flow from the other. GREAT INVESTMENT OPPORTUNITY! Call and schedule your

    Frank Montro Keller Williams Preferred Rlty

    7225 S Woodlawn Ave, Chicago, IL 60619
  • /24

    $850,000

    108 N Hamlin Ave, Chicago, IL 60624

    108-10 N. Hamlin Ave., a 6-unit condominium deconversion in the West Garfield Park neighborhood. The building consists of (4) 2 Bedroom /1 Bathroom units and (2) 3 Bedroom/2 Bathroom duplex units, each very well-maintained by their individual owners. The building was renovated back in 2005, the work includes adding kitchen islands, in-unit washer and dryers, updating electrical and adding

    Michael Masterson Essex 312, LLC

    108 N Hamlin Ave, Chicago, IL 60624
  • /18

    $499,900

    • 6 Beds
    • 3 Baths

    5107 S Luna Ave, Chicago, IL 60638

    Amazing Opportunity - Legal 2-Unit in Garfield Ridge on Oversized Lot! Don't miss this incredible investment or live-in opportunity! This well-maintained legal 2-unit property sits on an oversized 50x134 lot and offers a beautifully landscaped, fully fenced backyard featuring a garden, grilling area for tenants, and a gazebo with a cozy seating area-perfect for entertaining or relaxing. The top

    Anna Krzemien RE/MAX 10

    5107 S Luna Ave, Chicago, IL 60638
  • /45

    $675,000

    • 4,943 Sq Ft

    6058 S Massasoit Ave, Chicago, IL 60638

    6058 S Massasoit Ave is a solid, all-brick 6-unit apartment building located in the highly desirable Midway Clearing/Garfield Ridge area neighborhood. This property offers a reliable investment opportunity with a strong rent roll, generating $6,125 in monthly income and a total of $73,800 annually. The building consists of 5 one bedroom apartments - and 1 two-bedroom apartments. Additional

    Sergio Hernandez Coldwell Banker Realty

    6058 S Massasoit Ave, Chicago, IL 60638
  • /13

    $285,000

    • 2 Beds
    • 2 Baths

    4103 N Lawndale Ave Unit 202, Chicago, IL 60618

    **Investor Alert! Turnkey Rental Gem in Independence Park - Tenant in Place Until May 2026!** This charming 2-bed, 2-bath corner-unit condo is a cash-flow dream, already leased with steady income through May 2026. The updated kitchen boasts granite counters, stainless steel appliances, and a chic breakfast bar with boutique lighting, flowing seamlessly into a sunny living room with bay

    Damone Richardson Compass

    4103 N Lawndale Ave Unit 202, Chicago, IL 60618
  • /8

    $899,900

    • 14 Beds
    • 5 Baths

    459 W 26th St, Chicago, IL 60616

    HARD TO FIND SUCH GREAT SOLID BRICK BUILDING FOR SALE. GOOD INVESTMENT, 3 FLAT + FINISHED BASEMENT + 2 CAR BRICK GARAGE. EACH UNIT WITH HARDWOOD FLOOR ,CENTRAL AIR/HEAT . UNIT WASHER/DRYER, GREAT LOCATION, CONVENIENT TO EVERYWHERE, MINS. TO CHINATOWN/ CHICAGO DOWNTOWN.

    Helen Dai Pilsen Realty Group

    459 W 26th St, Chicago, IL 60616
  • /42

    $699,000

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

    111 E Chestnut St Unit 17K, Chicago, IL 60611

    Step into this beautifully and meticulously renovated 2-bed 2-bath, 1600 SF home: * Gourmet Kitchen - open concept design with stainless steel appliances, custom cabinetry, and a spacious layout perfect for entertaining. * Luxurious Bathrooms - completely remodeled with designer fixtures, sleek tile work, and upgraded plumbing for a spa-like experience. * Expansive Living Spaces - gorgeous

    Carina Sawaya Berkshire Hathaway HomeServices Chicago

    111 E Chestnut St Unit 17K, Chicago, IL 60611
  • /11

    $365,000

    • 5 Beds
    • 2 Baths

    Unlisted Address

    This renovated grey stone two-unit residence is a rare find, blending the grace and grandeur of historic architecture with the comfort and efficiency of modern upgrades. From granite countertops and solid wood cabinets to hardwood floors and energy-saving windows, every detail has been considered for today's lifestyle. The formal dining rooms and enclosed porches expand your options for living

    April Troope TADD Realty

    Unlisted Address
  • /7

    $759,000

    • 12 Beds
    • 7 Baths

    1531 S Kolin Ave, Chicago, IL 60623

    Amazing investment opportunity! Beautifully rehabbed fully rented building boasting (3) 3bedroom/2bath and (1) 3bedroom/1bath units all with in unit laundry. New kitchens, hardwood flooring, cable pre-wired throughout with security system in place; fully paved parking in rear for four cars!

    Oksana Melnchyn Cambridge Realty LLC

    1531 S Kolin Ave, Chicago, IL 60623
  • /30

    $499,000

    • 4 Beds
    • 2 Baths

    4639 W Montana St, Chicago, IL 60639

    Beautiful brick 2-Flat in Hermosa with additional non-conforming basement unit. The units are well maintained two bedroom and one bathroom apartments with lots of closet space, large windows, keyless entry, and additional three seasons room. The first floor unit has be left vacant for a potential owner occupant buyer. The building has a shared washer/dryer area for all units as well as a two

    Davis Edgerly 33 Realty

    4639 W Montana St, Chicago, IL 60639
  • /41

    $895,000

    • 6 Beds
    • 5 Baths

    3816 W Montrose Ave, Chicago, IL 60618

    This 3-unit property is a great investment opportunity or perfect for a Live/Work owner! The roof was replaced 2 years ago, and both the 2-bed and the coach house have new electrical. The 1600 Sq. Ft. storefront is currently operating as a catering/restaurant business and is on a long-term, month-to-month rent, so that gives flexibility to the new owner. The second floor has a 2-bedroom,

    Lora Vasileva Cedar Realty

    3816 W Montrose Ave, Chicago, IL 60618
  • /18

    $178,500

    317 E 116th St, Chicago, IL 60628

    Amazing Cash Flow Opportunity in the Hot West Pullman Area! A rare investment opportunity. The parcel includes two buildings for the price of one, making it an ideal/cant miss opportunity for savvy investors or rehabbers. With owner financing available, this is a fantastic chance to secure a property with great potential. The front building has suffered fire damage and requires significant work,

    Boris Oberman Realty Advisors Elite LLC

    317 E 116th St, Chicago, IL 60628
  • /17

    $124,900

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft

    5205 W Drummond Place Unit 1, Chicago, IL 60639

    This 600-square-foot condo offers 1 bedroom and 1 bathroom, featuring hardwood floors and a kitchen with granite countertops. The property includes desirable amenities such as an on-site fitness center, and coin-operated laundry facilities. With no rental cap, this unit presents a great investment opportunity for investors!

    Julianna Gil Gil & Gil Group Corp.

    5205 W Drummond Place Unit 1, Chicago, IL 60639
  • /33

    $749,900

    • 5 Beds
    • 3 Baths

    5155 W Roscoe St, Chicago, IL 60641

    Whether you're searching for your next savvy investment or looking to maximize your purchase, this fantastic property in Portage Park is not to be missed! Rebuilt with meticulous architectural plans, Property features two units, offering the flexibility to live in one and lease the other, or generate income from both. Stylish interiors await you, characterized by dark walnut hardwood flooring,

    Harris Ali Sky High Real Estate Inc.

    5155 W Roscoe St, Chicago, IL 60641
  • /7

    $1,850,000

    1300 S Karlov Ave, Chicago, IL 60623

    Discover an exceptional investment opportunity with this 17-unit brick building that delivers immediate income potential. This well-maintained property features individual furnaces and separate water heaters in each unit, ensuring tenant comfort while minimizing owner expenses. The building showcases thoughtful updates throughout, including modernized kitchens and bathrooms, updated electrical

    Victor Jimenez Berkshire Hathaway HomeServices American Heritage

    1300 S Karlov Ave, Chicago, IL 60623
  • /20

    $529,900

    • 10 Beds
    • 4 Baths

    1643 S Millard Ave, Chicago, IL 60623

    INVESTORS!! MASSIVE GREY STONE 3 UNIT, IN EXCELLENT CONDITION, IN FAST GROWING NORTH LAWNDALE. OVER 1,300SF IN EACH UNIT, 1st FLOOR WITH 3GOOD SIZE BEDROOMS, ONE AND A HALF BATHROOMS,2nd FLOOR WITH 4 B-ROOMS, 3rd FLOOR 3 B-ROOMS ALL 3 FLOORS WITH L-ROOM & D-ROOM. HARDWOOD FLOORS THROUGHOUT. EACH UNIT HAVE SEPARATE FORCED HEAT,. KITCHEN WITH GRANITE COUNTERTOPS,BASEMENT WITH WASHER AND DRYER.

    Clemente Lopez Chicagoland Brokers, Inc.

    1643 S Millard Ave, Chicago, IL 60623
  • /26

    $279,900

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    1431 W Cuyler Ave Unit 1S, Chicago, IL 60613

    Welcome to the heart of Wrigleyville! This 1 bed, 1 bath condo is located in a well-maintained, self-managed 9-unit building just steps from all the action. Walk to Cubs games, concerts, bars, restaurants, and everything this iconic neighborhood has to offer. Enjoy the convenience of your own dedicated parking spot and a short 15-minute walk to beautiful Lake Michigan. Whether you're looking for

    Nick Oosting Listing Leaders Northwest

    1431 W Cuyler Ave Unit 1S, Chicago, IL 60613

Showing Results 321 - 360, Page 9 of 18

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