Chicago, IL Homes for Sale under $300,000

• 

  

  

  /19

  $299,000 Open Sun 1PM - 3PM

  • 1 Bed
  • 1 Bath

  3644 N Pine Grove Ave Unit 1, Chicago, IL 60613

  Incredible opportunity to own a beautifully updated one-bedroom home in a classic East Lakeview pre-war courtyard building. This spacious residence seamlessly blends timeless character with thoughtful modern updates. The impeccably redesigned kitchen features custom Kitchen Craft cabinetry, a frosted-glass pantry door, and sleek white quartz and stainless steel countertops-perfect for both

  Alexandre Stoykov Compass

  3644 N Pine Grove Ave Unit 1, Chicago, IL 60613
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  /37

  $229,900

  • 6 Beds
  • 3 Baths

  396 E Kensington Ave, Chicago, IL 60628

  Don't miss this beautifully updated all-brick 2-unit property offering both space and style! Each unit features a spacious layout, perfect for comfortable living. One unit offers 4 generously sized bedrooms, while the other features 3 bedrooms-ideal for owner-occupants or rental income. Enjoy the cozy charm of a fireplace, relax or entertain on the deck, and take advantage of the full basement

  Jaime Birks eXp Realty

  396 E Kensington Ave, Chicago, IL 60628
• 

  

  

  /15

  $295,000

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

  2142 W Rosemont Ave Unit 1A, Chicago, IL 60659

  Rare opportunity to own one of the largest 3 bedroom, 2 bathroom corner units in the building! This first floor condo blends vintage charm with modern updates, offering a spacious living and dining area filled with natural light, newer floors throughout, and high ceilings. The kitchen features stainless steel appliances, granite countertops, and ample cabinet space. Enjoy generously sized

  Rita Baba Redfin Corporation

  2142 W Rosemont Ave Unit 1A, Chicago, IL 60659
• 

  

  

  /22

  $275,000

  • 1 Bed
  • 1 Bath
  • 957 Sq Ft

  4170 N Marine Dr Unit 10D, Chicago, IL 60613

  Incredible opportunity to wake up to unobstructed lake and park views from your oversized private balcony at The Waterford. This spacious 1-bedroom, 1-bath residence features real hardwood floors, a generous living room with a separate dining area, an updated bathroom, and in-unit washer/dryer. Parking is available for lease. The Waterford is a full-amenity building offering 24-hour door staff,

  Alexandre Stoykov Compass

  4170 N Marine Dr Unit 10D, Chicago, IL 60613
• 

  

  

  /26

  $239,900 Open Sat 11AM - 1PM

  • 4 Beds
  • 2.5 Baths
  • 2,164 Sq Ft

  7127 S Saint Lawrence Ave, Chicago, IL 60619

  Welcome to this sun-filled 4-bedroom, 2.5-bath home on a tree-lined street in Park Manor. Thoughtfully designed for comfort and function, this home features hardwood floors throughout the main and second levels, a spacious living room, separate dining room, and an eat-in kitchen with ample storage and table space. Ideal for those who appreciate intentional design and timeless finishes, each room

  Andrea Jiles Redfin Corporation

  7127 S Saint Lawrence Ave, Chicago, IL 60619
• 

  

  /30

  $205,000

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  655 W Irving Park Rd Unit 4711, Chicago, IL 60613

  **Stunning One-Bedroom Condo on the 47th Floor with Panoramic Views** Experience breathtaking views of downtown, Wrigley Field, and the lake from this upgraded one-bedroom condo located on the 47th floor. The kitchen boasts granite countertops, stainless steel appliances, a brand-new refrigerator, and tile flooring, while the living/dining area and bedroom feature hardwood floors throughout.

  Urai Chiya @properties Christie's International Real Estate

  655 W Irving Park Rd Unit 4711, Chicago, IL 60613
• 

  

  /32

  $205,000

  • 1 Bed
  • 1 Bath
  • 757 Sq Ft

  655 W Irving Park Rd Unit 2713, Chicago, IL 60613

  Stunning 1-Bedroom with Spectacular City & Lake Views! This south-facing 1-bedroom/1-bath unit offers breathtaking views from the lake to the city, featuring hardwood floors throughout and a modern kitchen with granite countertops and stainless steel appliances. Perfectly located near the lakefront for running, biking paths, and golf courses, and just minutes from Wrigley Field, eclectic

  Urai Chiya @properties Christie's International Real Estate

  655 W Irving Park Rd Unit 2713, Chicago, IL 60613
• 

  

  /15

  $248,999

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  1550 N Lake Shore Dr Unit 32C, Chicago, IL 60610

  Experience stunning panoramas stretching across Lincoln Park, the Zoo, the Lagoon, Lake Michigan, and North Avenue Beach. This is the highest-floor one-bedroom in the building - and easily the best tier - offering an ultra-rare opportunity in one of Chicago's most iconic lakefront towers. Perfectly situated in the Gold Coast, you're just moments from Michigan Avenue, the lakefront trail, North

  Matt Laricy Americorp, Ltd

  1550 N Lake Shore Dr Unit 32C, Chicago, IL 60610
• 

  

  /21

  $230,000

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  1460 N Sandburg Terrace Unit 705A, Chicago, IL 60610

  Charming, sun-filled full-size one-bedroom condo overlooking a serene, tree-shaded courtyard in the heart of vibrant Old Town. This home features generous closet space and a thoughtfully designed layout. The Alcott House offers exceptional amenities, including a doorperson, fitness center, two pools, two tennis courts, and a rooftop sundeck with spectacular city views. Enjoy the best of Old Town

  Matt Laricy Americorp, Ltd

  1460 N Sandburg Terrace Unit 705A, Chicago, IL 60610
• 

  

  /32

  $297,900

  • 5 Beds
  • 2 Baths
  • 1,808 Sq Ft

  8613 S Colfax Ave, Chicago, IL 60617

  ***PROFESSIONAL PICTURES, VIDEO, VIRTUAL TOUR, FLOOR PLANS ARE COMING SOON***Welcome to your Beautiful Home Located in the vibrant community of South Chicago rich with history and character. Walk into this meticulously renovated 5-bedroom, 2-full bath, 1-bonus room on the first floor, open spacious living-dining, completely remodeled Kitchen with all new cabinetry and countertops, complemented

  Angel Rosales PROSALES REALTY

  8613 S Colfax Ave, Chicago, IL 60617
• 

  

  /21

  $259,900

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

  4714 S Evans Ave Unit 3N, Chicago, IL 60615

  Don't miss this beautifully updated 3-bedroom, 2-bath condo in Bronzeville! This freshly painted upper-level home is filled with natural light and features hardwood floors throughout. A gas fireplace creates a welcoming focal point in the living room, perfect for relaxing or entertaining. The spacious kitchen is outfitted with granite countertops, abundant cabinetry, and high-end LG stainless

  Stefanie D'Agostino Redfin Corporation

  4714 S Evans Ave Unit 3N, Chicago, IL 60615
• 

  

  /59

  $289,900

  • 4 Beds
  • 2.5 Baths
  • 1,980 Sq Ft

  8101 S Kimbark Ave, Chicago, IL 60619

  Welcome to 8101 S Kimbark Ave, a beautifully rehabbed 4-bedroom, 2.5-bath brick bungalow in the heart of Chicago's historic Avalon Park community. This home seamlessly blends classic architectural charm with modern comfort-featuring refinished hardwood floors, updated electrical and plumbing, contemporary fixtures, and a spacious finished basement with bonus and family rooms. Beyond the home

  Sergio Hernandez Keller Williams Premiere Properties

  8101 S Kimbark Ave, Chicago, IL 60619
• 

  

  /20

  $219,900

  • 2 Beds
  • 2 Baths
  • 1,034 Sq Ft

  5975 N Odell Ave Unit 5C, Chicago, IL 60631

  Spacious and updated condo in prime Norwood Park location. The open-concept living and dining area is perfect for relaxing or entertaining, with large windows that fill the unit with natural light. The updated kitchen features stainless steel appliances, white shaker cabinets, and abundant counter space. The primary suite includes a master bath and walk in closet. A large second bedroom and

  Rafal Szypcio Coldwell Banker Real Estate Group

  5975 N Odell Ave Unit 5C, Chicago, IL 60631
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  /19

  $250,000

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  2728 N Hampden Ct Unit 605, Chicago, IL 60614

  Perfectly situated, 2728 N. Hampden is an incredible place to call home or an ideal investment opportunity. This beautifully remodeled 1-bedroom, 1-bath condo can even be sold fully furnished for your convenience. The unit features new vinyl flooring, fresh paint, an updated kitchen with newer appliances, and a fully renovated bathroom. Enjoy east-facing exposure with fantastic views, high

  Matt Laricy Americorp, Ltd

  2728 N Hampden Ct Unit 605, Chicago, IL 60614
• 

  

  /23

  $245,000

  • 1 Bed
  • 1 Bath
  • 788 Sq Ft

  1455 N Sandburg Terrace Unit 801B, Chicago, IL 60610

  Attention Investors! This is the one! Stunning southwest corner unit with incredible views. This oversized 1 bed, 1 bath condo features a spacious private balcony, a kitchen with stainless steel appliances, ample closet space, and a large walk-in closet. Currently tenant-occupied through 7/31/2026 at $1,725 per month. Bryant House is a well-managed building with strong reserves and numerous

  Matt Laricy Americorp, Ltd

  1455 N Sandburg Terrace Unit 801B, Chicago, IL 60610
• 

  

  /22

  $250,000

  • 3 Beds
  • 1.5 Baths
  • 1,081 Sq Ft

  9131 S Blackstone Ave, Chicago, IL 60619

  Charming 3-bedroom, 1.5-bath home on a quiet block. Situated on a spacious double lot with a large, fenced yard. Main level offers a bright living room, formal dining room, and an eat-in kitchen. Enjoy added space with an enclosed back porch and a basement with exterior access. Lower level includes a generous laundry area plus additional rooms ideal for a game room, family room, home office, or

  Danielle Daly Coldwell Banker Realty

  9131 S Blackstone Ave, Chicago, IL 60619
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  /37

  $257,500

  • 3 Beds
  • 3 Baths
  • 1,927 Sq Ft

  5000 S East End Ave Unit 23A, Chicago, IL 60615

  Motivated Seller. Perched on the 23rd floor of a beautifully maintained elevator building in the Historic Kenwood/High Park neighborhood, this spacious (nearly 2000 square feet) and sophisticated three-bedroom, three-bath condo offers breathtaking panoramic views of the Lake and Hyde Park to the West-perfect for taking in both sunrise and sunset. With only two units per floor, privacy and

  Rosa Sanchez-Fryer @properties Christie's International Real Estate

  5000 S East End Ave Unit 23A, Chicago, IL 60615
• 

  

  /22

  $249,000 Open Sun 12PM - 2PM

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  5148 N Monitor Ave Unit 301, Chicago, IL 60630

  Investor friendly!!! Buy NOW while traffic is closed on Foster. In June 2026 accessibility to the unit will be in full swing when the construction on Foster under the bridge is completed. You're saving thousands on a spacious unit that offer a beautifully rehabbed kitchen and gorgeous hardwood floors throughout! The association will consider a cat as a pet and of course emotional support animals

  Hadeil Abdelfattah Village Realty, Inc.

  5148 N Monitor Ave Unit 301, Chicago, IL 60630
• 

  

  /21

  $225,000

  • 3 Beds
  • 2 Baths
  • 1,521 Sq Ft

  5201 S Cornell Ave Unit 3E, Chicago, IL 60615

  Welcome to your new sanctuary at 5201 S Cornell Ave, Unit 3E, nestled in the prestigious Cornell Village. This exquisite 3-bedroom, 2-bath corner condo unit is a harmonious blend of comfort and sophistication, offering an urban oasis with unparalleled amenities. As you step into this radiant home, you are greeted by a flood of natural light that dances across the spacious open-plan living area,

  Catherine Simon Vobornik Baird & Warner

  5201 S Cornell Ave Unit 3E, Chicago, IL 60615
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  /32

  $239,000 Open Sun 1PM - 2PM

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

  1041 N Ridgeway Ave, Chicago, IL 60651

  Charming Chicago Bungalow in West Humboldt Park with incredible potential! This 3-bed PLUS / 2 FULL bath home is perfect for buyers with vision-bring your "design-on-a-dime" ideas and build equity over time. The main level features an open-concept living and dining area plus a spacious bedroom. Upstairs, you'll find two additional bedrooms with great natural light. There is a full basement. Needs

  Don Felton Chicago's Real Estate Agency

  1041 N Ridgeway Ave, Chicago, IL 60651
• 

  

  /13

  $275,000

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

  3207 N Pontiac Ave Unit 2S, Chicago, IL 60634

  Spacious 2-bedroom, 2-bath condo in a prime location! This home features an open-concept layout with a generous living and dining area that flows seamlessly into the kitchen. Enjoy an oversized private balcony, extra storage, and a convenient garage parking space. Additional highlights include central heat and AC (HVAC replaced in 2024), along with a brand-new in-unit washer/dryer combo (2025).

  Dorota Dynak Coldwell Banker Residential

  3207 N Pontiac Ave Unit 2S, Chicago, IL 60634
• 

  

  /17

  $300,000

  • 4 Beds
  • 3 Baths
  • 1,557 Sq Ft

  6852 S Michigan Ave, Chicago, IL 60637

  This 22-year-old brick-front beauty shines with style, comfort, and space! Step inside to a bright, open living and dining area featuring gleaming hardwood floors and LED lighting. The spacious eat-in kitchen has granite countertops and backsplash, modern flooring, and well-maintained appliances. Step through the patio doors to a screened-in deck that overlooks a large, fenced backyard with a

  Aaron McDonald Coldwell Banker Realty

  6852 S Michigan Ave, Chicago, IL 60637
• 

  /2

  $276,500

  • 6 Beds
  • 2 Baths

  8037 S Sangamon St, Chicago, IL 60620

  This versatile two-story multi-family home features 6 bedrooms and 2 bathrooms, offering approximately 2,816 square feet of living space. With a 2-car garage and generous room sizes, this property is ideal for extended families or investment opportunities. Conveniently located with easy access to local amenities, shopping, and transportation this home combines space, function, and location. No

  Anthony Disano Parkvue Realty Corporation

  8037 S Sangamon St, Chicago, IL 60620
• 

  

  /19

  $285,000

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft

  33 W Delaware Place Unit 10B, Chicago, IL 60610

  Investors only at this point; tenant occupied. Experience sophisticated city living in the heart of the Gold Coast at Delaware and Dearborn, overlooking the serene beauty of Washington Square Park. This east-facing residence is flooded with natural light through floor-to-ceiling windows and opens to a large private balcony, perfect for enjoying morning coffee or evening sunsets. The home features

  Marc Kaufman Baird & Warner

  33 W Delaware Place Unit 10B, Chicago, IL 60610
• 

  

  /16

  $279,000

  • 3 Beds
  • 1.5 Baths
  • 1,400 Sq Ft

  5925 W Iowa St, Chicago, IL 60651

  Affordably priced, nice and cozy 3 bedroom 2 bath single family with 2 car garage, central air fully fenced yard located a stones throw from Oak Park. Close to public transportation plus features, new Feldco windows, gutters, walkways and basement partially finished for additional space. Furnace serviced annually.

  Cedrick Hunter Hunter's Realty, Inc.

  5925 W Iowa St, Chicago, IL 60651
• 

  

  /13

  $275,000

  • 3 Beds
  • 2 Baths
  • 1,163 Sq Ft

  3648 W 81st St, Chicago, IL 60652

  Sergio Sandoval Dream House Real Estate

  3648 W 81st St, Chicago, IL 60652
• 

  

  /21

  $289,500

  • 5 Beds
  • 4 Baths

  951 N Trumbull Ave, Chicago, IL 60651

  Ideal opportunity for rehabbers and investors looking for a value-add project. This classic Dutch Colonial-style brick two-flat in the heart of Humboldt Park offers exceptional potential for both investors and owner-occupants. With five bedrooms, three full bathrooms, and one half bath across three levels - including a finished basement - this property delivers flexibility and strong cash-flow

  Salman Hakimzadeh Khoee Kale Realty

  951 N Trumbull Ave, Chicago, IL 60651
• 

  

  /21

  $238,000

  • 2 Beds
  • 1 Bath
  • 1,115 Sq Ft

  3522 S State St Unit 301, Chicago, IL 60609

  Exciting 2 bed/ 1 bath condo on State Street corridor. In a modern mid-rise building with wrapped around balcony. Floor to ceiling windows with plenty of natural light. Mins away from Loop, public transportations, Metra and Chicago White Sox is just down the block. Starbucks, Jimmy John, FedEx, PNC Bank are all around the corner. Within IIT IL Institue of Technology campus area, perfect for

  Kin Chow @properties Christie's International Real Estate

  3522 S State St Unit 301, Chicago, IL 60609
• 

  

  /21

  $289,500

  • 3 Beds
  • 3 Baths
  • 1,800 Sq Ft

  1755 E 55th St Unit 1201, Chicago, IL 60615

  Penthouse condo in the beautiful Parkshore Coop. This 3 bed/3 bath unit includes generously sized rooms, with refinished hardwood floors. This unit boasts with natural light throughout, in-unit washer and dryer and gorgeous lake views from the sunroom. One block from the lake, park and museum. Property taxes, water, heat, cooking gas, internet/direct tv are included in the monthly assessments.

  Mario Greco Compass

  1755 E 55th St Unit 1201, Chicago, IL 60615
• 

  

  /13

  $230,000

  • Land
  • 0.06 Acre
  • $3,833,333 per Acre

  2224 W Taylor St, Chicago, IL 60612

  Don't miss out on the opportunity to build in the thriving Tri-Taylor neighborhood! This unique corner lot parcel of land offers the perfect redevelopment potential for retail and or residential use, making it an ideal investment for investors or buyers looking to create their vision of the perfect home from the ground up. Why is This Lot So Exceptional: * Prime location: Situated on bustling

  Yvette DuPree @properties Christie's International Real Estate

  2224 W Taylor St, Chicago, IL 60612
• 

  

  /17

  $255,000

  • 2 Beds
  • 1 Bath
  • 930 Sq Ft

  444 E 48th St Unit B2, Chicago, IL 60615

  Bright and Spacious 2-Bedroom Garden Unit - Incredible Value in Bronzeville! Beautifully updated and thoughtfully designed, this 930 sq ft garden-level home offers the perfect blend of comfort and affordability. The open-concept layout features a large living room, an oversized eat-in kitchen with quartz countertops, white shaker cabinets, and stainless steel appliances. Both bedrooms are

  Jaymi Block REMAX Legends

  444 E 48th St Unit B2, Chicago, IL 60615
• 

  

  /18

  $235,000

  • 6 Beds
  • 2 Baths

  5757 S Carpenter St, Chicago, IL 60621

  The potential is endless with this brick two flat located on this quiet strip in Englewood. Corner lot property boasts three bedrooms, one bath on each floor with a full basement that can be converted into a third unit for max value. Plenty of work has been completed, mainly on the second floor. All materials on the premises are included in the sale.

  Tytus Cousins Intellectual Real Estate Services and Investments

  5757 S Carpenter St, Chicago, IL 60621
• 

  

  /18

  $265,000

  • 3 Beds
  • 2 Baths
  • 1,793 Sq Ft

  13415 S Mackinaw Ave, Chicago, IL 60633

  This is your new home! 3-bedrooms & 2-bath home located in the Hegewisch neighborhood-one of Chicago's neighborhoods known for its community feel, quiet streets, and unbeatable access to the city and Northwest Indiana. This move-in ready home features: - Spacious interior layout with all bedrooms on the second level - Updated bathrooms and a functional flow perfect for families or first-time

  Diana Espinoza Weichert Realtors-The Moke Agency

  13415 S Mackinaw Ave, Chicago, IL 60633
• 

  

  /12

  $275,000

  • 3 Beds
  • 1 Bath

  516 W 45th Place, Chicago, IL 60609

  Three bedroom, One bath Canaryville home offering great potential for the right buyer. Features include a newer 2-car garage, deck, family room, eat-in kitchen, high ceilings, and fenced yard. Bright living and dining areas provide a solid foundation for customization. The home needs work and is ideal for an investor or buyer ready to bring their vision to life. Conveniently located near parks,

  Joe Langley Coldwell Banker Realty

  516 W 45th Place, Chicago, IL 60609
• 

  

  /14

  $250,000 Open Sun 1PM - 2:30PM

  • 1 Bed
  • 1 Bath

  1515 S Halsted St Unit 204, Chicago, IL 60607

  Start out 2026 with new digs - ditch renting and own your own home! Located in an all-brick, boutique building with low assessments in highly sought-after University Village, this bright and oversized 1-bedroom, 1-bathroom home is designed for both comfort and style. Featuring gleaming hardwood floors, brand-new carpet in the bedroom, tall ceilings, and a sun-drenched west-facing layout, this

  Jill Hare Jameson Sotheby's Intl Realty

  1515 S Halsted St Unit 204, Chicago, IL 60607
• 

  

  /29

  $255,000

  • 3 Beds
  • 3 Baths
  • 1,800 Sq Ft

  7825 S Ingleside Ave, Chicago, IL 60619

  Welcome to this stunningly updated home that perfectly combines modern comfort with timeless charm. Featuring 3 spacious bedrooms and 3 full bathrooms, this residence offers plenty of room for both relaxation and entertaining. Step inside to find an open and inviting floor plan filled with natural light, a beautifully renovated kitchen with sleek countertops and stainless steel appliances, and

  Pamela Brown Baird & Warner

  7825 S Ingleside Ave, Chicago, IL 60619
• 

  

  /11

  $279,000

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  235 W Van Buren St Unit 2906, Chicago, IL 60607

  Explore this stunning 1-bedroom, 1-bathroom residence situated in the vibrant financial district. Perfectly positioned near Chicago's renowned landmarks like the Sears Tower, Post Office, and Board of Trade, as well as convenient access to all CTA lines and major expressways, this luxurious home offers unparalleled convenience. Step into an open-plan kitchen and living area adorned with stainless

  Ivan Man Century 21 Realty Associates

  235 W Van Buren St Unit 2906, Chicago, IL 60607
• 

  

  /8

  $250,000

  • 3 Beds
  • 1 Bath
  • 1,038 Sq Ft

  3709 W 66th Place, Chicago, IL 60629

  Great opportunity in this single family home in West Lawn! Brick ranch with basement. Close to schools, restaurants, parks, public transportation. Sold as is.

  Grazyna Przybysz Chicago Area Realty Inc

  3709 W 66th Place, Chicago, IL 60629
• 

  

  /14

  $290,000

  • 9 Beds
  • 3 Baths

  3018 W Flournoy St, Chicago, IL 60612

  SHORT SALE Multi-Unit Investment Opportunity - 3018 W Flournoy St, Chicago 3-Unit Building | 9 Beds | 3 Baths Investor's dream! This spacious 3-unit property in Chicago's up-and-coming East Garfield Park neighborhood is a value-add opportunity with a clear path to completion. Featuring 9 bedrooms and 3 bathrooms, this building has recent updates but requires final touches to meet city code

  Yolanda Jeffries Lux Life Realty LLC

  3018 W Flournoy St, Chicago, IL 60612
• 

  

  /35

  $249,000

  • 2 Beds
  • 2 Baths

  6800 N California Ave Unit 3S, Chicago, IL 60645

  Beautifully Updated 2-Bed, 2-Bath Condo with balcony in West Ridge. This spacious and fully updated unit features a brand-new white kitchen with ample cabinet space and sleek granite countertops. The expansive living and dining room opens to a private balcony-ideal for relaxing or entertaining. Enjoy new flooring throughout, fresh paint, new light fixtures, along with recessed lights and a

  Lavinia Shimkus City Habitat Realty LLC

  6800 N California Ave Unit 3S, Chicago, IL 60645

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