Homes for Sale near The Chicago Free School

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  /3

  $100,000

  • Land
  • 0.69 Acre
  • $144,928 per Acre

  4759 S Maplewood Ave, Chicago, IL 60632

  Build new in Brighton Park! This 25'x125' RM-4.5 zoned lot offers a rare opportunity for multi-unit development, single-family home, or townhouse in a growing residential neighborhood. Located directly across from the NEW James Shields Middle School, the NEW Brighton Park Campus and Park District Headquarters, two new turf soccer fields, the new Sputnik coffeehouse and much more! RM-4.5 zoning

  Erika Villegas Re/Max In The Village

  4759 S Maplewood Ave, Chicago, IL 60632
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  /2

  $100,000

  • Land
  • 0.72 Acre
  • $138,889 per Acre

  4757 S Maplewood Ave, Chicago, IL 60632

  Build new in Brighton Park! This 25'x125' RM-4.5 zoned lot offers a rare opportunity for multi-unit development, single-family home, or townhouse in a growing residential neighborhood. Located directly across from the NEW James Shields Middle School, the NEW Brighton Park Campus and Park District Headquarters, two new turf soccer fields, the new Sputnik coffeehouse and much more! RM-4.5 zoning

  Erika Villegas Re/Max In The Village

  4757 S Maplewood Ave, Chicago, IL 60632
• 

  

  /2

  $100,000

  • Land
  • 0.72 Acre
  • $138,889 per Acre

  4754 S Rockwell St, Chicago, IL 60632

  Build new in Brighton Park! This 25'x125' RM-4.5 zoned lot offers a rare opportunity for multi-unit development, single-family home, or townhouse in a growing residential neighborhood. Located directly across from the NEW James Shields Middle School, the NEW Brighton Park Campus and Park District Headquarters, two new turf soccer fields, the new Sputnik coffeehouse and much more! RM-4.5 zoning

  Erika Villegas Re/Max In The Village

  4754 S Rockwell St, Chicago, IL 60632
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  /40

  $319,000

  • 3 Beds
  • 3 Baths
  • 2,300 Sq Ft

  1363 E 64th St Unit 1, Chicago, IL 60637

  Experience contemporary living in this spacious duplex condo featuring 3 bedrooms, 3 full bathrooms. The main level welcomes you with a bright and airy living room, accentuated by sleek finishes and modern fixtures throughout. Each bedroom is generously sized, offering ample closet space for comfortable living. Enjoy the convenience of a in-unit laundry with a washer and dryer included. This home

  Catalina Gomez de la casa Su Familia Real Estate Inc

  1363 E 64th St Unit 1, Chicago, IL 60637
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  /41

  $999,500

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft

  1920 S Shelby Ct, Chicago, IL 60608

  Truly One-of-a-Kind! From the moment you arrive, you'll know this home is something special. The bold, modern exterior and custom steel details set the tone for what's inside - a masterfully designed space that blends contemporary style with warm, natural elements. The open-concept main level features a stunning chef's kitchen surrounded by metal, wood, and stone, flooded with natural light and

  Konstantin Shelegeda Inter Properties Inc

  1920 S Shelby Ct, Chicago, IL 60608
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  /3

  $130,000

  • 4 Beds
  • 2 Baths
  • 1,177 Sq Ft

  7225 S Paulina St, Chicago, IL 60636

  SHOWINGS ARE ONLY BEING DONE ON TUESDAYS AND WEDNESDAYS BETWEEN 4-5PM CASH OFFERS ONLY AT THIS TIME. THANKS FOR YOUR INTEREST.

  Shantell Lumpkins Coldwell Banker Realty

  7225 S Paulina St, Chicago, IL 60636
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  /6

  $60,000

  • 3 Beds
  • 1 Bath
  • 1,789 Sq Ft

  2650 E 77th St, Chicago, IL 60649

  ***Attention all investors/rehabbers*** This spacious 1,789 square foot 3-bed, 2.5-bath brick townhouse is in need of a full renovation, but has excellent potential. Prime South Shore location just steps to Rainbow Beach and Metra. This home is being sold as-is. No survey. Must take subject to any violations/code compliance requirements. All showings require a hold-harmless.

  Anthony Disano Parkvue Realty Corporation

  2650 E 77th St, Chicago, IL 60649
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  /36

  $280,000

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

  8233 S Manistee Ave, Chicago, IL 60617

  Impressive Beautiful Brick Bungalow: 5 Bedrooms, 3 on main level and 2 in the lower level. Home has 2 full bathrooms with one on the main level and the other on the lower level. Spacious Living Room & Dining Room with wains coating & hardwood flooring through-out first floor level. Kitchen features granite counter tops, stainless steel appliances, plenty of cabinetry & a walk in pantry. Rear

  Eduardo Padro Pearson Realty Group

  8233 S Manistee Ave, Chicago, IL 60617
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  /84

  $859,000

  • 9 Beds
  • 6 Baths

  6328 S Evans Ave, Chicago, IL 60637

  Recent New Construction 3-unit in Booming Woodlawn. Set alongside multiple other New Construction Developments, this is the largest building, set on an extra-wide 36 ft lot. Contemporary & Modern design with the perfect blend of city living and convenience, close to the Green Line, the University of Chicago and Obama Library. Each unit has a spacious, open-concept layout and condo quality

  Lawrence Dunning Main Street Real Estate Group

  6328 S Evans Ave, Chicago, IL 60637
• 

  

  /23

  $190,000

  • 1 Bed
  • 1 Bath
  • 690 Sq Ft

  2323 W Pershing Rd Unit 212, Chicago, IL 60609

  Beautiful 1 bedroom, 1 bath condo at McKinley Park Lofts. Open concept living, dining and kitchen have extra-large windows for plenty of natural light. Kitchen is updated with granite countertops, stainless-steel appliances and breakfast bar island. Brand new flooring, dishwasher and garbage disposal installed. Large balcony with park views is perfect for entertaining and relaxing. This unit

  Victor Senteno Senteno Real Estate LLC

  2323 W Pershing Rd Unit 212, Chicago, IL 60609
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  /13

  $225,000

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

  7018 S Paxton Ave Unit 3N, Chicago, IL 60649

  Luxury, fully renovated top floor 3-bedroom home. Finishes include beautiful cherry hardwood floors throughout, custom hardwood cabinets, granite and stainless steel appliances. Custom Wainscoating paneling throughout the unit. Very large living and dining space, perfect for entertaining. Master suite features a large jacuzzi tub, shower, and double vanity. Proximity to public transit, shopping,

  Jon Crocilla HomeSmart Connect LLC

  7018 S Paxton Ave Unit 3N, Chicago, IL 60649
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  /5

  $125,000

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

  7854 S South Shore Dr Unit 402, Chicago, IL 60649

  Experience modern lakeside living in this beautifully renovated 2-bedroom, 2-bathroom condo just steps from Rainbow Beach in Chicago's historic South Shore neighborhood. Updated in 2025, this stylish home features hardwood floors, a sleek kitchen with quartz countertops and stainless steel appliances, and spa-inspired bathrooms. Enjoy ample natural light and easy access to public

  Deanous Reid F.J. Williams Realty LLC

  7854 S South Shore Dr Unit 402, Chicago, IL 60649
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  /36

  $295,000

  • 3 Beds
  • 3 Baths
  • 1,738 Sq Ft

  8621 S Dante Ave, Chicago, IL 60619

  Step into this beautifully renovated 4-bedroom, 3-bathroom Brick Georgian where no detail has been overlooked. Featuring gleaming hardwood floors and recessed lighting throughout, this home seamlessly blends modern style with timeless charm. The bright and spacious living room flows into a separate dining room, both filled with natural light. The stunning kitchen offers custom two-tone cabinetry,

  Ronald Ohr Avenue 1 Realty Group

  8621 S Dante Ave, Chicago, IL 60619
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  /35

  $469,000

  • 1 Bed
  • 1 Bath
  • 1,167 Sq Ft

  1201 S Prairie Ave Unit 401, Chicago, IL 60605

  Rare North-Facing Corner Unit with Stunning City & Park Views - One Museum Park West. Experience elevated city living in this one-of-a-kind, oversized one-bedroom corner unit-the largest of its kind in the building-with panoramic views of Chicago's iconic skyline and Grant Park. Located in the prestigious One Museum Park West, this luxury home features an open floorplan with floor-to-ceiling

  James Moser @properties Christie's International Real Estate

  1201 S Prairie Ave Unit 401, Chicago, IL 60605
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  /28

  $685,000 Open Sun 1PM - 2:30PM

  • 3 Beds
  • 2 Baths
  • 1,667 Sq Ft

  100 E 14th St Unit 1301, Chicago, IL 60605

  Can you imagine living in the most desired tier in a building where you have cityscape views to the North and amazing views of the Lake to the East, with a reconfigured floorplan that gives you a primary closet DOUBLE the size of any other in this tier that will be the envy of all of your friends?...PLUS an updated kitchen and bathrooms??!!! Now you can! Welcome home to this lightly lived in NE

  Christy DelGreco Coldwell Banker Realty

  100 E 14th St Unit 1301, Chicago, IL 60605
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  /30

  $259,000

  • 7 Beds
  • 2 Baths

  6132 S Justine St, Chicago, IL 60636

  Welcome to 6132 S Justine St, a stunning 2025 fully rehabbed gem in vibrant Englewood! This modern 7-bedroom, 2-bath home boasts a brand-new interior with luxury vinyl plank flooring throughout the main level and plush new carpeting in the upstairs bedrooms. The gourmet kitchen shines with white shaker cabinets, sleek quartz countertops, and a stylish backsplash. Both bathrooms are completely

  Ben Lalez Compass

  6132 S Justine St, Chicago, IL 60636
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  /32

  $524,975

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

  2701 S Hillock Ave, Chicago, IL 60608

  Welcome to 2701 S Hillock Ave - Renovated 4-Bedroom Home in the Heart of Bridgeport This freshly updated 4-bedroom, 2-bathroom single-family brick ranch blends vintage charm with modern style in one of Chicago's most sought-after neighborhoods. Located in Bridgeport on a quiet, tree-lined street, this move-in-ready home features a thoughtful renovation that maximizes light, flow, and function.

  Cameron Sutton @properties Christie's International Real Estate

  2701 S Hillock Ave, Chicago, IL 60608
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  /21

  $264,500

  • 1 Bed
  • 1 Bath

  2310 S Canal St Unit 212, Chicago, IL 60616

  Welcome home! Unique, corner condo offers a striking blend of style, comfort and functionality with exposed beams, high ceilings and original timber beams--all in the heart of Armour Square! Spacious living room with private balcony access offers a cozy, open floorplan that creates seamless flow into an attractive dining area and inviting kitchen, all brimming with natural light. This 1

  Holly Gross Century 21 Circle

  2310 S Canal St Unit 212, Chicago, IL 60616
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  /21

  $550,000

  • 5 Beds
  • 2 Baths

  4829 S Champlain Ave, Chicago, IL 60615

  Discover this custom-style brick Georgian two-flat nestled in the heart of historic Bronzeville, Chicago. This well-maintained property features a two-bedroom, one-bath unit on the first floor and a spacious three-bedroom, one-bath unit on the second floor-perfect for investors or owner-occupants seeking rental income. Each unit showcases timeless architectural details, sun-filled living spaces,

  Omor Eguasa Dream Town Real Estate

  4829 S Champlain Ave, Chicago, IL 60615
• 

  

  /22

  $249,000

  • 4 Beds
  • 2 Baths
  • 1,300 Sq Ft

  6541 S Hermitage Ave, Chicago, IL 60636

  Rehabbed luxury brick home ready for your family to enjoy for years to come. Start your enjoyment this summer in this spacious 2 story home with a large living room and dining room; 4 bedrooms, 2 remodeled baths, updated kitchen with new dishwasher and microwave, full basement ready for your remodeling ideas. Large yard with newer two car garage. Close to transportation and shopping. Bring

  Regina Washington Matchmaker Property Solutions,LLC

  6541 S Hermitage Ave, Chicago, IL 60636
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  /40

  $370,000

  • 6 Beds
  • 2 Baths

  7353 S Doctor Martin Luther King Junior Dr, Chicago, IL 60619

  Welcome to this Classic Brick 2 Flat on an Extra Wide lot with a 3 Car Garage and an unfinished basement. The property has been remodeled for your convenience and comfort. Both units offer 3 generous bedrooms, 1 bath, kitchen, spacious living room and dining room area. There are 2 electrical panels and 2 gas meters making it ready to start renting one unit or both! Updates include: all brand new

  Alondra Diaz Sanchez Realty of America, LLC

  7353 S Doctor Martin Luther King Junior Dr, Chicago, IL 60619
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  /26

  $430,000

  • 4 Beds
  • 3 Baths
  • 2,800 Sq Ft

  3933 S Indiana Ave Unit 1, Chicago, IL 60653

  You will love this rarely available 4 Bedroom 3 Bathroom Duplex located in the Historical Bronzeville Area! As you enter you will notice the natural sunlight gleaming throughout the Open Floorplan leading from your lovely Living Room with cozy fireplace through the Dining Area and into the Kitchen! The Kitchen is a Chefs Dream with plenty of Couterspace as well as Cabinet Storage equipped with

  Jameelah Smith @properties Christie's International Real Estate

  3933 S Indiana Ave Unit 1, Chicago, IL 60653
• 

  

  /21

  $234,900

  • 5 Beds
  • 1.5 Baths
  • 1,465 Sq Ft

  5814 S Laflin St, Chicago, IL 60636

  Welcome to your new home, a truly one-of-a-kind split level ranch that exudes character and charm! The striking mosaic painting on the front of the home immediately catches the eye, setting the tone for the unique features that await inside. Boasting a spacious layout, this home offers sunny, expansive bedrooms that provide plenty of room to relax and unwind. The house has been

  Kris Clymer Kale Realty

  5814 S Laflin St, Chicago, IL 60636
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  /28

  $639,900

  • 2 Beds
  • 2 Baths
  • 1,346 Sq Ft

  233 E 13th St Unit 2402, Chicago, IL 60605

  Sky-High Sophistication in the South Loop | 24th Floor NE Unit Experience elevated urban living in this rarely available 24th-floor northeast-facing corner residence at the prestigious Museum Pointe Tower-where luxury meets iconic Chicago views. Wake up to breathtaking vistas of Grant Park, Lake Michigan, and the city's legendary skyline through floor-to-ceiling windows in every room.

  James Freier RE/MAX Action

  233 E 13th St Unit 2402, Chicago, IL 60605
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  /17

  $399,000

  • 6 Beds
  • 2 Baths

  6419 S Maplewood Ave, Chicago, IL 60629

  Charming Brick Multi-Unit in West Lawn - Ideal for Owner Occupant or Investor! This solid brick building features two spacious units, each offering 3 bedrooms and 1 bathroom. Enjoy classic hardwood floors in the living and dining rooms, ceramic tile floors in the kitchens and bathrooms, and new carpet in all bedrooms for added comfort. Recent updates include a new water heater and a

  Peter Hernandez Re/Max Premier

  6419 S Maplewood Ave, Chicago, IL 60629
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  /55

  $329,900

  • 3 Beds
  • 3 Baths
  • 2,162 Sq Ft

  8416 S Bennett Ave, Chicago, IL 60617

  An exceptional opportunity awaits you! Own this beautiful home, renovated in 2024 with every detail carefully considered: 4 Bedrooms and 3 full Bathrooms. Stunning Hardwood Floors Throughout. The Cozy Electrical Fireplace in the Living Room creates a warm and inviting atmosphere. Discover a new modern *kitchen with new cabinets, quartz countertops, three completely renovated bathrooms (New title,

  Odennys Pinto RE/MAX LOYALTY

  8416 S Bennett Ave, Chicago, IL 60617
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  /26

  $315,000

  • 4 Beds
  • 2 Baths
  • 1,986 Sq Ft

  531 E 89th Place, Chicago, IL 60619

  Welcome to this 4 bedroom, 2 bathroom Chicago bungalow. This is a quality rehab! The open-concept layout offer a moder look and style. The brand-new gleaming hardwood floors flow seamlessly throughout, adding a touch of luxury to every step. The spacious living room is designed to impress, offering abundant natural light alongside custom lighting features that enhance the atmosphere. The

  Maribel Castillo Sanchez RE/MAX MI CASA

  531 E 89th Place, Chicago, IL 60619
• 

  

  /21

  $275,000

  • 3 Beds
  • 1.5 Baths

  7327 S Hoyne Ave, Chicago, IL 60636

  Welcome to this beautiful brick split level house! This property features a total of 3 bedrooms and 1.5 bathroom, living room, kitchen and dining area with a split level set up. For your convenience, the new kitchen cabinets & stainless steel applicances offer an amazing update to this beautiful house, as well as a recently remodeled bathrooms and refinished hardwood floors. A freshly painted

  Maribel Castillo Sanchez RE/MAX MI CASA

  7327 S Hoyne Ave, Chicago, IL 60636
• 

  

  /22

  $345,000

  • 5 Beds
  • 2 Baths

  7053 S Eberhart Ave, Chicago, IL 60637

  This well maintained two-unit is perfect for someone who is looking to owner occupy or for an investor looking to add to their rental portfolio. The first floor unit was updated in 2022 with new flooring, bathroom, kitchen and appliances. First floor is vacant and move-in ready! Second floor unit consists of hardwood floors which are in great shape, updated kitchen and baths along with stainless

  Delane Mclurkin Kale Realty

  7053 S Eberhart Ave, Chicago, IL 60637
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  /26

  $378,000

  • 8 Beds
  • 2 Baths

  4812 S Loomis St, Chicago, IL 60608

  Welcome to this beautifully renovated 2-Units residence-perfect for homeowners looking to live in one unit and rent the other, Or for investors to cash in on. Each unit has been completely updated with modern finishes, BRAND NEW kitchens, hardwood floors, windows, roof, bathrooms, HVAC system. Each unit has 4 bedrooms and 1-bathroom, separate utilities and separate connections for laundry, fenced

  Blanca Flores Re/Max In The Village

  4812 S Loomis St, Chicago, IL 60608
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  /27

  $379,900 Open Sat 11AM - 1PM

  • 4 Beds
  • 3 Baths
  • 2,800 Sq Ft

  8031 S Harvard Ave, Chicago, IL 60620

  Welcome to this Stunning, Historical Chatham Chicago Bungalow! Exceptionally and Completely Newly Rebuilt. Plan to live in this Spacious Home offering 5 generously sized bedrooms, 3 full baths. Featuring Brand New, systems throughout-roof, electrical, plumbing, HVAC system, central air, sump pump, and a Drain Tile system. This Home has an abundance of storage, recessed lighting, and Beautiful

  Varine Hampton Coldwell Banker Realty

  8031 S Harvard Ave, Chicago, IL 60620
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  /30

  $500,000

  • 2 Beds
  • 2 Baths
  • 1,380 Sq Ft

  1335 S Prairie Ave Unit 1609, Chicago, IL 60605

  *Luxury Condo in Prestigious Museum Park* Experience the epitome of urban living in this stunning condominium residence, perfectly situated in Chicago's coveted Museum Park neighborhood. Enjoy breathtaking city and West views from the expansive balcony, overlooking the beautiful park below and beautiful sunset views. The sophisticated split-bedroom floor plan offers privacy and comfort. The

  Christophe DuPont Berkshire Hathaway HomeServices Chicago

  1335 S Prairie Ave Unit 1609, Chicago, IL 60605
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  /21

  $339,900

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

  21 E 26th St Unit 3, Chicago, IL 60616

  Experience the best of the South Loop in this Stunning Rock Star Location! This Beautifully Maintained Walk Up that has been Freshened up to Meet 2025 standards-the unit Offers an Expansive Open-Concept Layout featuring 42" Shaker cabinets, Granite Countertops, 2024 Sleek Stainless-Steel Appliances in a kitchen that flows seamlessly into the Luxurious Very Large Living/Dining area that includes a

  Sonya Lea Berkshire Hathaway HomeServices Chicago

  21 E 26th St Unit 3, Chicago, IL 60616
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  /23

  $575,000

  • 7 Beds
  • 2 Baths

  6111 S Eberhart Ave, Chicago, IL 60637

  Woodlawn is one of Chicago's hottest neighborhoods, and it is only going to get hotter as The Obama Presidential Library gets slated for completion in 2026! This all brick, legal 2-unit building is very well-maintained and it is in an excellent location! This property has two solid strategies. First, you can live in one unit and rent out the other unit; and, in the future, you can even create

  Peter Drossos Peter Drossos Real Estate

  6111 S Eberhart Ave, Chicago, IL 60637
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  /44

  $575,000

  • 3 Beds
  • 3.5 Baths
  • 2,900 Sq Ft

  4409 S Prairie Ave, Chicago, IL 60653

  Nestled on the historic and extra-wide Prairie Avenue, this stunning 4-bedroom, 3.5-bath residence offers a thoughtfully designed layout that perfectly blends comfort, style, and versatility. The expansive second level features three generously sized bedrooms, including a serene primary suite, along with a dedicated laundry room for added convenience. The sun-drenched main floor is made for

  Irina Ko Sky High Real Estate Inc.

  4409 S Prairie Ave, Chicago, IL 60653
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  /38

  $597,000 Open Sat 11AM - 1PM

  • 5 Beds
  • 3 Baths

  1221 E 46th St Unit 1, Chicago, IL 60653

  This expansive 5-bedroom, 3-bath duplex offers the space and feel of a single-family home, thoughtfully designed with high-end finishes throughout. Located in the heart of Kenwood, the main level features an open-concept layout with hardwood floors and floor-to-ceiling windows that fill the home with natural light. The chef's kitchen is a true showpiece, boasting a waterfall quartz island,

  Alexandre Stoykov Compass

  1221 E 46th St Unit 1, Chicago, IL 60653
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  /18

  $255,000

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

  8724 S Jeffery Blvd, Chicago, IL 60617

  Owned by one family for decades and recently renovated. HOT 3 bedroom, 2 bath property in a prime South Chicago neighborhood. Beautiful hardwood floors. Fully finished basement with a modern, gorgeous full bath. Hardwood flooring upstairs and new tile flooring in basement. Spacious kitchen with upgraded cabinetry and backsplash. 2 Bedrooms on main level with one full bath that is fully

  Gabrielle Hanson Laraine Hanson

  8724 S Jeffery Blvd, Chicago, IL 60617
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  /26

  $62,500

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  3017 E 78th St Unit 4B, Chicago, IL 60649

  Welcome to this charming vintage 1-bedroom, 1-bathroom unit, where classic elegance meets modern convenience! Original hardwood floors throughout and lots of natural light! Located on a quiet tree lined street and nestled next to a serene park with tennis courts and winding bicycle trails. This cozy gem offers views of the lake, making it the perfect retreat. Enjoy easy access to Lake Michigan,

  Rafay Qamar Real Broker LLC

  3017 E 78th St Unit 4B, Chicago, IL 60649
• 

  

  /30

  $319,999

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

  7742 S Hermitage Ave, Chicago, IL 60620

  Welcome to this beautifully renovated five-bedroom, three-bathroom bungalow nestled on a quiet, tree-lined street in the heart of Auburn Gresham. This spacious home seamlessly blends classic charm with modern updates, featuring gleaming hardwood floors throughout and a striking staircase leading to the expansive second level. Step inside to discover a sun-drenched living room that flows

  Jocelyn Hernandez Results Realty ERA Powered

  7742 S Hermitage Ave, Chicago, IL 60620
• 

  

  /30

  $245,000

  • 2 Beds
  • 1 Bath
  • 1,500 Sq Ft

  3612 S Prairie Ave Unit 2, Chicago, IL 60653

  Move right into this sleek and stylish 2-bedroom, 1-bath condo, offered fully furnished with barely used, high-end finishes. Enjoy hardwood floors throughout, in-unit laundry, and secure garage parking for ultimate convenience. The updated kitchen features new appliances, cabinets, and countertops-perfect for everyday living and entertaining alike. Located just minutes from Michigan Avenue and

  Sabrina Glover Platinum Partners Realtors

  3612 S Prairie Ave Unit 2, Chicago, IL 60653

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