1,146

Homes for Rent near The Chicago Free School

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    $1,595 - $4,935 per month

    5415 S. Woodlawn Avenue

    Studio-2 Beds

    5415-5425 S Woodlawn Ave, Chicago, IL 60637

    A solid red brick base grounds this long, narrow courtyard property, while the yellow brick facade marked by projecting waves of bay windows, extends upward toward the Mission roof-line. Wrought-iron gates welcome residents into the cozy manicured grounds, located a short distance from Washington Park and the University of Chicago, with Hyde Parks Restaurant Row just a few minutes away.

    5415-5425 S Woodlawn Ave, Chicago, IL 60637
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    $2,350 per month

    • 2 Beds
    • 2 Baths
    • 1,023 Sq Ft
    • Apartment for Rent

    1711 S Carpenter St Unit 1F, Chicago, IL 60608

    Available 9/1. Come check out this gorgeously renovated 2 bed, 2 bath in the heart of Pilsen! The kitchen features white shaker cabinets, quartz countertops, backsplash, and stainless steel appliances. The bathroom features white subway tile surround and a white shaker vanity with stone countertop. Other features include hardwood flooring throughout, high ceilings, central heat/ac and in unit

    Matt Engle Fulton Grace Realty

    1711 S Carpenter St Unit 1F, Chicago, IL 60608
  • /8

    $3,300 - $10,200 per month

    5508 S. Cornell Avenue

    4 Beds

    5508 S Cornell Ave, Chicago, IL 60637

    5500 S. Cornell apartments are located on Hyde Park's Restaurant Row where you can find a variety of international cuisines for every palette. This small property consists large 4 bedroom apartments for rent located on the tree-lined avenue named for Paul Cornell, who initiated the development of Hyde Park in 1853. Our 4 Bedroom apartment include dishwashers, washers/dryers, large windows for

    5508 S Cornell Ave, Chicago, IL 60637
  • /14

    $2,990 per month

    • 3 Beds
    • 2.5 Baths
    • Condo for Rent

    4226 S Ellis Ave Unit 4S, Chicago, IL 60653

    Newer construction 3 bed/2.5 bath in booming Kenwood! Top floor unit with spacious floor plan and tall ceilings allows for plenty of natural light. Highly upgraded chef's kitchen includes modern cabinetry, Quartz countertops, island bar and high-end stainless steel appliances. Combined living/dining room with a modern fireplace, surround sound speakers, covered balcony and 1/2 bath off of kitchen

    Michelle Michalski Berkshire Hathaway HomeServices Chicago

    4226 S Ellis Ave Unit 4S, Chicago, IL 60653
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    $1,425 - $2,910 per month

    East Park Tower

    Studio-2 Beds

    5242 S Hyde Park Blvd, Chicago, IL 60615

    Located in the heart of Hyde Park, East Park Tower is one of a series of hotel apartment buildings erected in the Hyde Park area between 1918 and 1929. This ten story Georgian style building features terra cotta trim, classical columns and Palladian windows. Other features include a series of balconies up the center bay of the south wing and a horizontal brick and terra cotta belt course at the

    5242 S Hyde Park Blvd, Chicago, IL 60615
  • /9

    $2,350 per month

    • 3 Beds
    • 2 Baths
    • 950 Sq Ft
    • Apartment for Rent

    3140 S Indiana Ave Unit 106, Chicago, IL 60616

    AVAILABLE NOW! Walking distance to ICO campus and IIT campus. Fully renovated 3 bed/2bath in the Bronzeville Neighborhood. Stainless steel appliances, open concept, central heat and air. Laundry in the building. $130 bundled service fee in addition to rent which includes wireless internet! Sorry, no pets. Available furnished.

    Marissa D'Alba Westward360 RM

    3140 S Indiana Ave Unit 106, Chicago, IL 60616
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    $2,175 - $3,885 per month

    5452 S. Ellis Avenue

    1-4 Beds

    5452-5466 S Ellis Ave, Chicago, IL 60615

    Resting on a quiet corner, this classic Hyde Park edifice stands as a testament to the areas rich architectural tradition. The red brick and limestone typical of the Arts and Crafts Movement provides a clean contrast to the recessed, arched Romanesque entryways. Windows line the buildings exterior, offering abundant morning light. A short walk takes you to the University of Chicago, while Lake

    5452-5466 S Ellis Ave, Chicago, IL 60615
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    $3,750 per month

    • 3 Beds
    • 2 Baths
    • 1,750 Sq Ft
    • Apartment for Rent

    1707 S Ruble St Unit 2S, Chicago, IL 60616

    Your search is done!! Completely updated and modernized 3beds/2baths duplex in hot Pilsen! Over 1750 SQF! -- 3 large bedrooms plus a large lofted den area, 2 full bathrooms. Beautiful white shaker kitchen with granite counters, full set of SS appliances, refinished Brazilian cherry hardwood floors throughout. Great space for dining table too! Huge 2 story windows provide wonderful natural light

    Malia Motley Baird & Warner

    1707 S Ruble St Unit 2S, Chicago, IL 60616
  • /20

    $1,295 - $5,240 per month

    The Sutherland

    Studio-2 Beds

    4659 S Drexel Blvd, Chicago, IL 60653

    Inside the historic Sutherland apartment, our residents enjoy sophisticated Bronzeville studio apartments, one-bedroom, and two-bedroom apartments. Luxury finishes include granite countertops, European-style cabinetry, and stainless steel appliances. These Bronzeville apartments offer a 24-hour fitness center, lobby, onsite laundry center, Wi-Fi lounge, and parking. Our Sutherland apartments in

    4659 S Drexel Blvd, Chicago, IL 60653
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    $2,400 per month

    • 1 Bed
    • 1 Bath
    • 880 Sq Ft
    • Condo for Rent

    1255 S State St Unit 1910, Chicago, IL 60605

    AVAILABLE SEPTEMBER 1ST. THIS 880 SQ. FT. WEST FACING ONE BEDROOM UNIT ON TOP FLOOR AT VISION ON STATE INCLUDES A DEN, PERFECT FOR A HOME OFFICE, GARAGE PARKING AND STORAGE. THERE IS AN UPGRADED KITCHEN, HARDWOOD FLOORING IN THE LIVING AREA, A LARGE BALCONY, AND A FULL SIZE WASHER/DRYER. BUILDING HAS 24-HOUR DOOR PERSONS, ON SITE MANAGEMENT AND MAINTENANCE AND A LARGE EXERCISE ROOM. IT'S A GREAT

    Eve Heffer Coldwell Banker Realty

    1255 S State St Unit 1910, Chicago, IL 60605
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    $1,365 - $1,938 per month

    5405-5407 S. Woodlawn Avenue

    Studio-1 Bed

    5405-5407 S Woodlawn Ave, Chicago, IL 60615

    Standing in harmony with the architectural style and materials of its neighbors, this property is a testament to Hyde Park's eclectic architectural tradition. The uniform, richly colored brick facade is contrasted with grand, formal entries. Its location puts residents near Hyde Park's best attractions; within walking distance of 53rd Streets diverse restaurants and shops, and less than a mile

    5405-5407 S Woodlawn Ave, Chicago, IL 60615
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    $1,900 per month

    • 4 Beds
    • 1 Bath
    • 1,400 Sq Ft
    • Apartment for Rent

    6215 S Greenwood Ave Unit 1S, Chicago, IL 60637

    Large 4 BR 1 Bath + Den Unit with New Cabinets with Quartz Countertops, Stainless Steel Appliances which include a Dishwasher and Microwave. The Unit is Centrally Located within Walking Distance to Public Transportation, The University of Chicago and The Future Obama Museum.

    Curt Krolak Safe Harbor Realty LLC

    6215 S Greenwood Ave Unit 1S, Chicago, IL 60637
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    $1,060 - $1,225 per month

    7131-45 S Yates Blvd

    2-3 Beds

    7131-7145 S Yates Blvd, Chicago, IL 60649

    This 52-unit building in South Shore, Chicago features great amenities. Walking distance to Crandon Super Market, Family Dollar and Hasan Park. Commute easily via Yates & Exchange Bus Lines or ME Metra Electric at the South Shore stop. Pets are welcome! Call today for a showing!Nearby CYM Living ApartmentsSouth Shore ApartmentsWashington Park ApartmentsGrand Crossing

    7131-7145 S Yates Blvd, Chicago, IL 60649
  • /8

    $3,300 per month

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • Apartment for Rent

    1401 E 55th St Unit 701N, Chicago, IL 60615

    Recently rehabbed 3 bedroom apartment in UPC. This apartment is FURNISHED. Excellent location close to the University of Chicago, Trader Joes, Lake Michigan, restaurants, bars, shops and plenty of public transit that goes downtown. Rent includes heat, water and cooking gas. There is shared laundry in the building. Building amenities include 24 hour security, onsite maintenance, exercise room,

    Emmett Bullen Ultimate Realty Group LLC

    1401 E 55th St Unit 701N, Chicago, IL 60615
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    $2,495 - $4,381 per month

    Shoreland

    Studio-3 Beds

    5454 S Shore Dr, Chicago, IL 60615

    An historic lakefront hotel reborn into modern, LEED-designed luxury rental apartments with upscale amenities and expansive views of Lake Michigan.

    5454 S Shore Dr, Chicago, IL 60615
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    $2,290 per month

    • 2 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Apartment for Rent

    1208 E 64th St Unit 2D, Chicago, IL 60637

    Beautiful 2-bed 2-bathroom unit with Balcony, hardwood floors, Quartz countertops, ceramic bath, stainless appliances, in-unit laundry, central heat and air. Indoor and outdoor parking. Outdoor parking is gated and assigned as well. The building also has an elevator Must See

    ANTHONY CANTY Kale Realty

    1208 E 64th St Unit 2D, Chicago, IL 60637
  • /10

    $700 - $900 per month

    Highlands Tudor Manor - 55+ Community

    Studio-1 Bed

    7010-7018 S Cregier Ave, Chicago, IL 60649

    Highlands Tudor Manor Apartments is a community designed for adults 55 years and older, offering affordable Studio and One-Bedroom apartments for low to moderate-income individuals. Our property operates under the Low-Income Housing Tax Credit (LIHTC) program, which provides affordable housing but is not a project-based subsidized property. ****Rent is not subsidized through the property itself;

    7010-7018 S Cregier Ave, Chicago, IL 60649
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    $3,200 per month

    • 3 Beds
    • 2 Baths
    • Townhouse for Rent

    648 W 16th St Unit 1, Chicago, IL 60616

    Spacious 3 bed 2 bath townhome offers contemporary living across four levels. It features hardwood floors throughout the living room, a modern kitchen with granite countertops, stainless steel appliances, and 42" cabinets with a large island. 2 large bedrooms with good-sized closets and a full bathroom on the next floor. The top-floor primary suite serves as a private retreat with a luxurious en

    Tian Shuai Fulton Grace Realty

    648 W 16th St Unit 1, Chicago, IL 60616
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    $1,350 - $5,100 per month

    5300-5308 S. Hyde Park Boulevard

    Studio-2 Beds

    5300-5308 S Hyde Park Blvd, Chicago, IL 60615

    Wrought-iron gates border 5300, which gracefully anchors the corner of South Hyde Park Boulevard and 53rd Street. Recessed entryways crowned with triangular Grecian pediments reflect a slight Gothic influence. The creamy limestone base supports and elevates a rich red brick facade, which varies in color and depth to highlight expansive, projected bay windows, ushering in morning sunlight and

    5300-5308 S Hyde Park Blvd, Chicago, IL 60615
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    $2,400 per month

    • 1 Bed
    • 1.5 Baths
    • Condo for Rent

    1250 S Indiana Ave Unit 1204, Chicago, IL 60605

    Enjoy lake and city views from this spacious 1 bed 1.5 bath condo in the heart of the South Loop. The foyer welcomes you with hardwood flooring, a den space - ideal for a home office, and a powder room for your guests. The main living space is highlighted with a fireplace and large balcony with east, north and south views. The kitchen is well equipped with newer stainless steel appliances,

    Ben Lalez Compass

    1250 S Indiana Ave Unit 1204, Chicago, IL 60605
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    $1,695 - $3,150 per month

    5222-38 S. Drexel Avenue

    1-3 Beds

    5222-5238 S Drexel Ave, Chicago, IL 60615

    This three-story courtyard building is located in Hyde Park, a few blocks from the University of Chicago. A gut rehab was completed in 2011.

    5222-5238 S Drexel Ave, Chicago, IL 60615
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    $3,250 per month

    • 3 Beds
    • 3 Baths
    • 2,500 Sq Ft
    • Apartment for Rent

    1832 S Racine Ave Unit 1F, Chicago, IL 60608

    Huge 3BD/3BA Loft with Vintage Charm in the Heart of Pilsen - 2,000 Sq Ft! This beautifully rehabbed 3-bedroom, 3-bath loft offers over 2,000 sq ft of space, including a large private basement - perfect for extra storage, creative use, or a cozy hangout. Featuring soaring 15-foot ceilings, exposed brick, rich hardwood floors, and warm vintage details, this home blends old-school charm with

    Victoria Fadden Fulton Grace Realty

    1832 S Racine Ave Unit 1F, Chicago, IL 60608
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    $1,110 - $4,125 per month

    Woodlawn Terrace

    Studio-2 Beds

    4726 S Woodlawn Ave, Chicago, IL 60615

    In the true spirit of early 20th century Hyde Park architecture, the central focal point of Woodlawn Terrace is its private courtyard garden. The Hyde Park apartments' red Chicago brick facade wraps around and serves as a bold backdrop to the sweeping lines of green foliage and colorful flowers of our award-winning landscaping design. The property has gate-access entry, on-site laundry

    4726 S Woodlawn Ave, Chicago, IL 60615
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    $3,550 per month

    • 4 Beds
    • 3.5 Baths
    • Apartment for Rent

    5132 S Greenwood Ave Unit 2S, Chicago, IL 60615

    Spacious, newly-renovated 4 bedroom/3 bathroom apartment in prestigious Hyde Park neighborhood! Enjoy stunning luxury finishes including granite countertops and hardwood floors! Two bedrooms feature ensuite baths! Washer and dryer in-unit! Garage and off-street parking available! Walking distance to the University of Chicago, UC Medical Center, Washington Park, and Barack Obama's family home!

    Desmond Lathan Fulton Grace Realty

    5132 S Greenwood Ave Unit 2S, Chicago, IL 60615
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    $3,575 - $5,005 per month

    5111 S. Kimbark Avenue

    2-4 Beds

    5111 S Kimbark Ave, Chicago, IL 60653

    Ideally situated between the retail corridor along East Hyde Park Boulevard and the diverse restaurants and shops dotting 53rd Street, this building projects the simple geometry of the Arts and Crafts Movement, offering clean lines and expansive windows clearly expressed against a uniform brick backdrop. The overhanging roof and arched doorway, set back from the street in a cozy nook, reflect a

    5111 S Kimbark Ave, Chicago, IL 60653
  • /8

    $2,150 per month

    • 1 Bed
    • 1 Bath
    • 718 Sq Ft
    • Apartment for Rent

    5055 S Dorchester Ave Unit 103, Chicago, IL 60615

    Available 08/01/2025. One Bedroom, One Bathroom (No balcony) in Kenwood/Hyde Park area. A newly built luxury rental property on the border between Kenwood and Hyde Park. Espresso-dyed hardwood floors, central heating, central heating. Unit laundry, more closet space than typical closet space, stainless steel appliances, sharpened marble back panel, spa bathroom with tube or oversized shower,

    Chris Smith Coldwell Banker Realty

    5055 S Dorchester Ave Unit 103, Chicago, IL 60615
  • /9

    $990 - $1,100 per month

    Apartment for Rent

    1 Bed

    2504 W 63rd St, Chicago, IL 60629

    Chicago Lawn II is 4 buildings with one, two and three bedroom apartments that was recently fully rehabbed.

    2504 W 63rd St, Chicago, IL 60629
  • /11

    $1,600 per month

    • 4 Beds
    • 1 Bath
    • 650 Sq Ft
    • Apartment for Rent

    5024 S Prairie Ave Unit B, Chicago, IL 60615

    Beautifully renovated 4bed 1Bathroom Garden unit located in vibrant Bronzeville. This apartment features UTILITIES, a Eat-in Kitchen with Quartz Countertops and Stainless Steel appliances, blending comfort with modern style. Enjoy an updated bathroom, ceramic tile floors, and fresh paint throughout. Rent includes all Utilities and Laundry Access. Conveniently situated near CTA and Metra transit,

    Tyrone Green Keller Williams ONEChicago

    5024 S Prairie Ave Unit B, Chicago, IL 60615
  • /3

    $965 - $1,300 per month

    Boxelder Court

    1-2 Beds

    6205-6215 S Langley Ave, Chicago, IL 60637

    Boxelder Court is a 19-unit, vintage apartment building located on Chicago’s south side in the Woodlawn neighborhood. Historic buildings are abundant in this area with Boxelder Court representing the prevalent classic architectural style of the early 1900s. The building has been faithfully restored to reflect the original stately red brick construction and exterior architectural elements.

    6205-6215 S Langley Ave, Chicago, IL 60637
  • /21

    $2,395 per month

    • 3 Beds
    • 2 Baths
    • 1,750 Sq Ft
    • Apartment for Rent

    6622 S University Ave Unit 3, Chicago, IL 60637

    Spacious and modern 3-bedroom, 2-bathroom apartment featuring beautiful hardwood floors throughout. Enjoy a sleek kitchen with stainless steel appliances, quartz countertops, and plenty of cabinet space. The unit also includes in-unit laundry for added convenience. Step outside to your private outdoor space-perfect for relaxing or entertaining. Exterior parking available. Pet-friendly

    Adam Ballog Fulton Grace Realty

    6622 S University Ave Unit 3, Chicago, IL 60637
  • /8

    Call for Price

    Apartment for Rent

    Studio-2 Beds

    7201 S Constance Ave, Chicago, IL 60649

    7201 S Constance Ave, Chicago, IL 60649
  • /12

    $1,500 per month

    • 2 Beds
    • 1 Bath
    • Apartment for Rent

    1026 E Hyde Park Blvd Unit 1N, Chicago, IL 60615

    2 bedroom apartment on the 1st floor Available Now! Sunny apartment with view of courtyard! Hardwood floors, kitchen appliances and large bedrooms. Beautiful built in decorative fireplace w/ mantle in Master BR! Property features back porch, secure gated entry and coin laundry for the tenants. Central heat! No Pets!

    Karel Machala 606 Realty LLC

    1026 E Hyde Park Blvd Unit 1N, Chicago, IL 60615
  • /2

    $2,900 - $4,750 per month

    Apartment for Rent

    2-4 Beds

    933-943 E 54th Place, Chicago, IL 60615

    Live right by campus in this fully renovated property, conveniently located at 54th Place, between Ellis and Ingleside: •A block away from U of C •New finishes throughout •Brand-new appliances include refrigerator, range, microwave, dishwasher, garbage disposal •In Unit Washer/Dryer •USB Plugs•Quartz countertops, hardwood floors, double closets in every bedroom Contact me

    933-943 E 54th Place, Chicago, IL 60615
  • /44

    $2,950 per month

    • 4 Beds
    • 2 Baths
    • 1,943 Sq Ft
    • House for Rent

    530 E 45th St, Chicago, IL 60653

    Welcome to this beautifully updated home offering the perfect blend of comfort and convenience! This spacious 4-bedroom, 2-bathroom single-family residence has just been renovated and is move-in ready!! You'll love the large and bright living room and formal dining room, ideal for both relaxing and entertaining. Appliances including a stove, refrigerator, dishwasher, and microwave plus a

    Zeeshan Bhimji Real Property Management Group Chicago

    530 E 45th St, Chicago, IL 60653
  • /20

    $1,640 - $5,775 per month

    The Blackwood

    1-2 Beds

    5200 S Blackstone Ave, Chicago, IL 60615

    Originally one of Chicago's most elegant 1920's hotels, The Blackwood high-rise apartments in Hyde Park exude the lavishness of the Art Deco style. Restored and updated with modern amenities including a 24-hour gym, laundry center and breathtaking lobby, it is the perfect integration of classic and contemporary living. These Hyde Park rentals offer both 1 bedroom apartments for rent and 2

    5200 S Blackstone Ave, Chicago, IL 60615
  • /8

    $1,125 per month

    • 1 Bath
    • 300 Sq Ft
    • Apartment for Rent

    5728 S Blackstone Ave Unit 108, Chicago, IL 60637

    This elegant gated building with wide cobble stone walkway and center manicured floral courtyard arrangement adds a touch of class located in the heart of campus at University of Chicago. This quaint studio has hardwood flooring throughout and ample closet space. The wide kitchen nook is cut out separate from the open floor plan and best of all heat and water are included in the rent. Amenities

    Julia Stoner Aria Real Estate

    5728 S Blackstone Ave Unit 108, Chicago, IL 60637
  • /13

    $2,995 - $8,985 per month

    5715-5725 S. Kimbark Avenue

    2-6 Beds

    5715 S Kimbark Ave, Chicago, IL 60661

    Rich red and brown brick, provide a dynamic backdrop for this property, accentuating the majestic Italianate entry. Exterior windows, highlighted by limestone, stand out against a brick exterior that curves to reveal a cozy, landscaped courtyard, just a short walk from the Midway Plaisance and the University of Chicago.

    5715 S Kimbark Ave, Chicago, IL 60661
  • /9

    $2,000 per month

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft
    • Apartment for Rent

    307 E 50th St Unit A, Chicago, IL 60615

    Near the Bronzeville, Hyde Park, and Grand Boulevard neighborhoods. 2 bed, 1 bath, with additional room for office or storage. 1st floor with only a small flight of stairs. Parking not included but can be rented from the association/property management. Coin laundry in building. small pet friendly. open to CHA vouchers

    Renzo Loyola Mills Realty Inc

    307 E 50th St Unit A, Chicago, IL 60615
  • /11

    Call for Price

    808 W 76th St

    Studio-1 Bed

    808 W 76th St, Chicago, IL 60620

    This 45-unit building in Auburn Gresham, Chicago features great amenities. Walking distance to Shewbridge Field, Sunny's Bar-B-Q, and can be easily accessed via CTA 8 Halsted and 75th St bus lines. Call today for a showing!

    808 W 76th St, Chicago, IL 60620
  • /15

    $2,700 per month

    • 2 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • Condo for Rent

    3976 S Ellis Ave Unit GS, Chicago, IL 60653

    Discover this stunning condo just minutes from downtown and steps away from Oakwood Beach and Lakeshore Drive. Stunning and completely updated, this gorgeous 2004 construction condo with 2-bedrooms and 2-bathrooms in the highly desirable Oakland/North Kenwood area. Soaring 12FT ceilings make this bright garden feel open and airy. Spacious kitchen with 42" maple shaker style cabinets, huge island

    Christopher Pertile Compass

    3976 S Ellis Ave Unit GS, Chicago, IL 60653

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