Homes for Sale near Youth Connection Charter School

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  /6

  $199,000

  • 5 Beds
  • 2 Baths

  6454 S Winchester Ave, Chicago, IL 60636

  INVESTOR SPECIAL!! Money is to be made with this building. Building is ready to finish up, owner started making some repair. Beautiful wrought iron gate with second story balcony. Two separate units make for good rentals. Full walkout basement, possible garden apartment. Great location, close to many gas stations, retail and grocery stores, and restaurants.

  Herbert Edwards Berkshire Hathaway HomeServices Chicago

  6454 S Winchester Ave, Chicago, IL 60636
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  /4

  $295,000

  • 11 Beds
  • 4 Baths

  1600 S Saint Louis Ave, Chicago, IL 60623

  Excellent investment opportunity in the heart of North Lawndale. This Oversized non-conforming 4-unit property features tall ceilings throughout and a partially finished basement that offers additional living space and storage potential. Located near Douglas Park in a growing neighborhood, this property presents strong potential for investors seeking value and long-term growth. Convenient access

  Israel Valadez Realty of America, LLC

  1600 S Saint Louis Ave, Chicago, IL 60623
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  /41

  $419,900

  • 7 Beds
  • 2 Baths

  6810 S Wabash Ave, Chicago, IL 60637

  Welcome to 6810 S Wabash - a beautifully updated 2-flat offering modern finishes, strong rental potential, and an unbeatable location near some of the city's most exciting developments. The first-floor unit features 5 spacious bedrooms, 1 bath, a brand-new kitchen with refrigerator, stove, microwave, washer and dryer, plus new HVAC. The second-floor unit offers 2 bedrooms, 1 bath, and a fully

  Jonathan Gil Equity Realty

  6810 S Wabash Ave, Chicago, IL 60637
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  /28

  $410,000

  • 1 Bed
  • 1 Bath

  933 W Van Buren St Unit 326, Chicago, IL 60607

  Here's your chance at an incredible one bedroom condo with a private 700 square foot terrace in the West Loop! There is no better place to be than Chicago in the summer and the best place to enjoy it is on this private terrace. Completely updated throughout, this condo is a showstopper. The open layout of the living room and kitchen leading to the terrace is an entertainer's dream. This home

  Justin Hooks @properties Christie's International Real Estate

  933 W Van Buren St Unit 326, Chicago, IL 60607
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  /15

  $749,900

  • 4 Beds
  • 3.5 Baths

  530 E 44th Place, Chicago, IL 60653

  POPULAR BRONZEVILLE LOCATION! **NOW UNDER CONSTRUCTION! Delivers early 2026. Beautiful BRAND-NEW single-family home with 4BR/3.5BA. Features includes; Open floorplan concept with bay windows, contemporary kitchen with 42'' cabinets, designer backsplash, quartz countertops, stainless steel appliance package, breakfast bar, and hardwood flooring on upper levels. Primary bedroom has private

  Britta Welbon-Rivera Baird & Warner

  530 E 44th Place, Chicago, IL 60653
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  /13

  $525,000

  • 1 Bed
  • 1.5 Baths
  • 938 Sq Ft

  401 N Wabash Ave Unit 30E, Chicago, IL 60611

  LOWEST PRICED 1-BEDROOM! Spacious 1-bedroom, 1.5 bath unit in the beautiful Trump residences. Top of the line appliances and finishes throughout including marble primary bath with soaking tub and walk-in shower en suite to primary bedroom Many closets; washer/dryer adjacent to 1/2 bath and huge storage unit. Building offers fabulous health club and spa. Deeded garage parking space for an

  Lisa McGuirt Baird & Warner

  401 N Wabash Ave Unit 30E, Chicago, IL 60611
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  /93

  $2,999,000

  • 5 Beds
  • 4 Baths

  116 N Willard Ct Unit PH01, Chicago, IL 60607

  BEST VALUE PENTHOUSE WITH PRIVATE ROOFTOP IN THE WEST LOOP! LAST 2 UNITS REMAIN IN THIS DEVELOPMENT. Tucked away on a quiet side street in the heart of Chicago's vibrant West Loop, this stunning new-construction duplex penthouse offers an unparalleled blend of luxury, space, and privacy. Spanning two expansive levels with over 1700 sq ft of private rooftop deck, this 5-bedroom + den/office,

  Sabina Szura Baird & Warner

  116 N Willard Ct Unit PH01, Chicago, IL 60607
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  /19

  $230,000

  • 1 Bed
  • 1 Bath
  • 765 Sq Ft

  10 E Ontario St Unit 2306, Chicago, IL 60611

  Spacious convertible junior one-bedroom in the full-amenity Ontario Place-perfect for investors! This bright and functional home features wood floors throughout, a large living area, well-sized bedroom, and generous closet space. Enjoy a huge private balcony with city views and a smart, open layout. Ontario Place offers resort-style amenities including a 24-hour doorperson, fitness center,

  James Moser @properties Christie's International Real Estate

  10 E Ontario St Unit 2306, Chicago, IL 60611
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  /23

  $1,750,000

  • 3 Beds
  • 3 Baths
  • 2,273 Sq Ft

  360 W Erie St Unit 9A, Chicago, IL 60654

  2 GARAGE PARKING SPACES INCLUDED! Highest floor available since building's completion in 2019! This spectacular River North home is situated in one of Chicago's most dynamic neighborhoods. Featuring an expansive layout with two private balconies, this residence features floor-to-ceiling, wall to wall windows offering unobstructed urban views and abundant natural light. Enjoy ten-foot ceilings,

  David Stone @properties Christie's International Real Estate

  360 W Erie St Unit 9A, Chicago, IL 60654
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  /32

  $2,000,000

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

  850 W Adams St Unit 7C, Chicago, IL 60607

  Introducing a breathtaking West Loop Penthouse overlooking Mary Bartelme Park: a two-story loft offering the ultimate blend of luxury, design, and functionality. With over 3,400 sq ft of beautifully renovated living space and more than 1,000 sq ft of private outdoor retreats, this Southwest Corner Penthouse will wow you with the park and city views. The home features the ultimate West Loop loft

  Karen Schwartz Baird & Warner

  850 W Adams St Unit 7C, Chicago, IL 60607
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  /31

  $467,500

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft

  234 W Polk St Unit 3107, Chicago, IL 60607

  Experience sophisticated urban living like never before at The Reed, a brand-new luxury riverfront development in Chicago's Southbank neighborhood. Designed for exceptional lifestyles - this sustainable development by Lendlease, designed by Perkins + Will, offers first class amenities, sleek industrial-led design, direct Riverwalk and park access and stunning views. Thoughtfully curated, premier

  Brad Brondyke Jameson Sotheby's Intl Realty

  234 W Polk St Unit 3107, Chicago, IL 60607
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  /14

  $162,000

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

  7245 S Evans Ave, Chicago, IL 60619

  HANDYMAN SPECIAL PRICED TO SELL. Spacious 4-bedroom property. It was freshly remodeled last year and had a tenant who just left. The home has a 2-car garage available. Spacious living and dining room area. The property has an unfinished basement with lots of storage space and a nice backyard. The property needs retouching in painting, a few minor repairs, and a deep cleaning. Property can be

  Bilal Hussain AAA Real Estate

  7245 S Evans Ave, Chicago, IL 60619
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  /23

  $375,000

  • 2 Beds
  • 2 Baths

  10 E Ontario St Unit 2702, Chicago, IL 60611

  One of only 2 units on the 27th floor, this two-bedroom, two-bath residence with an expansive balcony overlooking River North-perfect for investors or future owners. This one-of-a-kind floor plan at Ontario Place on the 27th floor (conveniently the laundry floor). The desirable split-bedroom layout offers spacious room sizes, abundant closet space, and nice city views. Full-amenity building

  James Moser @properties Christie's International Real Estate

  10 E Ontario St Unit 2702, Chicago, IL 60611
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  /3

  $35,000

  • Land
  • 0 Acre

  6607 S Winchester Ave, Chicago, IL 60636

  Prime development area.

  Michael Shivers S & W Realty

  6607 S Winchester Ave, Chicago, IL 60636
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  /34

  $414,999

  • 1 Bed
  • 1 Bath
  • 821 Sq Ft

  600 N Fairbanks Ct Unit 1306, Chicago, IL 60611

  WALK TO THE LAKE, BEACHES, NAVY PIER, NORTHWESTERN, MAG MILE AND MORE FROM THIS CHIC 1 BED / 1 BATH CONDO IN ICONIC HELMUT JAHN BUILDING W/ FLOOR TO CEILING WINDOWS THROUGHOUT FEATURING IMPORTED SNAIDERO CABINETRY & UPGRADED SUB ZERO/WOLF/MIELE APPLIANCES OPENING TO HUGE LIVING AREA W/ HARDWOOD FLOORS AND PRIVATE BALCONY; OVERSIZED BEDROOM W/EN SUITE MARBLE BATH COMPLETE W/ DUAL VANITY, SEPARATE

  Mario Greco Compass

  600 N Fairbanks Ct Unit 1306, Chicago, IL 60611
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  /25

  $324,000

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

  5039 S Michigan Ave Unit 1, Chicago, IL 60615

  Luxurious Condo in the growing Grand Boulevard neighborhood of Bronzeville. Located on prestigious Michigan Avenue. Spacious 1,700 sq ft, 3 Bed, 2 1/2 Bath home has high ceilings, hardwood floors, crown moldings and state of the art surround sound throughout. Open floor plan provides plenty of space with beautiful gas fireplace. Kitchen has stainless steel appliances, custom cherry cabinets and

  Stacey Smith Real Broker, LLC

  5039 S Michigan Ave Unit 1, Chicago, IL 60615
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  /30

  $750,000

  • 1 Bed
  • 1.5 Baths
  • 1,224 Sq Ft

  340 E Randolph St Unit 905, Chicago, IL 60601

  Welcome to 340 On The Park Chicago's Premium Lakeside East Lux Condominium and one of the few South Facing Unrestricted Views of Maggie Daley Park,Millennium Park , Buckingham Fountain along with The Lake Front and Chicago's Skyline!!! Best Views... Bar None through out the Unit! Custom Lighting ,Electric Window Shades, Kohler Custom Smart Toilets Light up and Play Music for total Relaxation!

  Michael Giliano Compass

  340 E Randolph St Unit 905, Chicago, IL 60601
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  /21

  $599,900

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

  453 N May St Unit 2N, Chicago, IL 60642

  Live at the center of it all-just steps from Google, Randolph Street's renowned dining scene, Fulton Market's energy, and the neighborhood favorites of West Town. The home opens to a spacious living and dining room combination, offering plenty of room to spread out, entertain, or create multiple seating areas. A cozy wood-burning fireplace anchors the space, adding warmth and character-perfect

  Evelyn Fred Baird & Warner

  453 N May St Unit 2N, Chicago, IL 60642
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  /23

  $400,000

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft

  111 E Chestnut St Unit 34J, Chicago, IL 60611

  Welcome home to this sophisticated and cozy space in the sky! Breathtaking unencumbered western city views and just steps from all the Magnificent Mile has to offer. The spacious, renovated one-bedroom home has been completely updated with hardwood floors throughout, quartz kitchen and bath countertops, luxurious plumbing fixtures, high-end stainless steel appliances, in-unit laundry, designer

  Jake Steinle Compass

  111 E Chestnut St Unit 34J, Chicago, IL 60611
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  /27

  $520,000

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

  345 N Canal St Unit 608, Chicago, IL 60606

  Stunning 2 Bed / 2 Bath SE Corner Unit with Best Views in the Building! Live on the river at historic Fulton House in this spacious 1,500 sq. ft. corner condo with barrel-vaulted ceilings, open floor plan, and tons of storage. Enjoy brand-new hardwood floors, a 2021 remodeled kitchen with stainless steel appliances, and a 2021 spa-like primary bath. Soak in skyline and river life from your

  Elias Masud Compass

  345 N Canal St Unit 608, Chicago, IL 60606
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  /23

  $375,000

  • 1 Bed
  • 1 Bath

  303 W Ohio St Unit 3309, Chicago, IL 60654

  Experience deluxe city living in this stylish River North condo featuring a kitchen with granite counters, island, and stainless steel appliances. Floor-to-ceiling windows flood the space with natural light, showcasing city and lake views from your private balcony. New flooring installed April 2025 adds a fresh touch to the contemporary design. Residents enjoy premium amenities including a

  Jarrod Enright Redfin Corporation

  303 W Ohio St Unit 3309, Chicago, IL 60654
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  /56

  $269,900

  • 5 Beds
  • 2 Baths
  • 2,520 Sq Ft

  845 W 50th Place, Chicago, IL 60609

  Unique opportunity to own this fully rehabbed 5-bedrooms, 2-bathrooms, 2 story home with a full, finished walk-out basement. Completely redone from top to bottom, waiting for a new family. Main level has an open floor plan which is perfect for a family events. Spacious kitchen offers nice cabinets with a granite countertop, a nice backsplash and all SS appliances. 600 sq ft basement is a great

  Waldemar Komendzinski Landmark Realtors

  845 W 50th Place, Chicago, IL 60609
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  /18

  $384,999

  • 5 Beds
  • 2 Baths

  6602 S Marquette Rd, Chicago, IL 60637

  Newly Updated Freshly Painted 2-unit Greystone in the West Woodlawn area. Whether you keep it as a rental investment or live in one unit and rent the other out, this is a deal worth catching! Each Unit offers fresh bright layouts with ample space and updated finishes. 2 car parking pad in back. Finished basement with 2 laundry hookups, separate water heater and exit. Down the road from the

  Lisa Vlk Realty of America, LLC

  6602 S Marquette Rd, Chicago, IL 60637
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  /19

  $475,000

  • 2 Beds
  • 2 Baths
  • 1,220 Sq Ft

  175 E Delaware Place Unit 6021, Chicago, IL 60611

  Live in luxury in this iconic Chicago landmark. Completely renovated in 2024, this stunning 2BD/2BA condo has been transformed with a sleek, contemporary design and luxurious finishes throughout, including a Water Vapor Built-In Electric Fireplace. The spacious living and dining areas are ideal for entertaining, with large windows that frame dazzling sunset views over the city. The kitchen has

  Whitney Wang Prospect Equities Real Estate

  175 E Delaware Place Unit 6021, Chicago, IL 60611
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  /22

  $309,900

  • 3 Beds
  • 2 Baths
  • 1,125 Sq Ft

  724 S Oakley Blvd Unit 7241, Chicago, IL 60612

  HEART OF TRI-TAYLOR/UIC MEDICAL DISTRICT, RECENTLY RENOVATED MODERN 3 BED/2 BATH ENGLISH GARDEN, OPEN CONCEPT LIVING/DINING, MODERN WHITE EURO STYLE AND STAINLESS KITCHEN AND QUARTZ COUNTERS, WOOD FLOORS IN ALL BEDROOMS WITH QUARTZ COUNTER AND JETTED-TUB IN MASTER AND LARGE RAIN SHOWER WITH QUARTZ COUNTER AND MODERN SINK IN GUEST BATH, CENTRAL AIR, W/D IN-UNIT, ADORABLE LANDSCAPED FRONT PATIO AND

  Daniel Covarrubias Urbanitas Inc.

  724 S Oakley Blvd Unit 7241, Chicago, IL 60612
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  /33

  $329,000

  • 1 Bed
  • 1.5 Baths
  • 1,036 Sq Ft

  130 N Garland Ct Unit 1504, Chicago, IL 60602

  Welcome to this luxury large one bedroom (1,036SF), 1.1 bath condo at the Heritage of Millennium Park, situated just behind the Chicago Cultural Center, right across from the Bean, and the Millennium Park! Enjoy the beautiful west/city views from the floor-to-ceiling windows and the large balcony of this unit -- gleaming hardwood floor in kitchen and living & dining rooms, granite kitchen with

  Ning Yu Perfect Properties

  130 N Garland Ct Unit 1504, Chicago, IL 60602
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  /39

  $875,000

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

  111 E Chestnut St Unit 43K, Chicago, IL 60611

  High-end renovation with nothing overlooked! Experience breathtaking east, south, and west views of Lake Michigan and Chicago's iconic skyline from every room in this stunning, high-floor 2 bed/2 bath corner residence. With 23 floor-to-ceiling windows and custom remote-control blinds, natural light pours in from three exposures, highlighting the sleek, modern design of this 1,600 sq. ft. home.

  Michael Thomas @properties Christie's International Real Estate

  111 E Chestnut St Unit 43K, Chicago, IL 60611
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  /18

  $189,000

  • 1 Bed
  • 1 Bath
  • 968 Sq Ft

  780 S Federal St Unit 310, Chicago, IL 60605

  Spacious 1-bedroom condo in historic Printer's Row. At nearly 1,000 sq ft (968 sq ft), this oversized home offers the perfect blend of comfort, convenience, and city living. Expansive living/dining room with space for a work-from-home setup, an oversized king-friendly bedroom, and great closet/storage.Well-managed elevator building with on-site laundry and professional management. Garage parking

  Christopher Doyle Jameson Sotheby's Intl Realty

  780 S Federal St Unit 310, Chicago, IL 60605
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  /13

  $135,000

  • 4 Beds
  • 2.5 Baths
  • 2,464 Sq Ft

  6738 S Normal Blvd, Chicago, IL 60621

  This spacious 4 bedroom, 2 1/2 bath hidden gem is nestled on an extremely quiet block. The house is priced to sell, and offers incredible potential. Whether you're and investor looking for your next project, or a buyer ready to bring a bit of "TLC" to the home, come take a look and make it your own. It has great "bones," which includes a 4 year old roof, and a beautiful large stairway staircase.

  Leslie Smith Mosaic Realty LLC

  6738 S Normal Blvd, Chicago, IL 60621
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  /6

  $54,000

  • Land
  • 0 Acre

  3627 S Calumet Ave, Chicago, IL 60653

  Vacant lot in Bronzeville with a lot of potential. New construction all around. Great location, close to all kinds of attractions and transportation with Rate Field (Home of the White Sox), the Dan Ryan, the Red Line, Metra, and Green Line just a few blocks west, and LSD and the gorgeous lakefront just a few block east. Walk to IIT and several restaurants and shopping centers.

  Shannon Long Mode Realty

  3627 S Calumet Ave, Chicago, IL 60653
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  /6

  $699,000

  • Land
  • 0.17 Acre
  • $4,111,765 per Acre

  3456 S Archer Ave, Chicago, IL 60608

  Don't miss your opportunity to own this triple lot in the heart of McKinley Park. Property is on 3 Pins. Prime area to develop in whether that be retail or residential. The options are endless. Zoned for C2-2

  Nikolas Xenos eXp Realty

  3456 S Archer Ave, Chicago, IL 60608
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  /39

  $1,399,000 Open Sat 10AM - 12PM

  • 3 Beds
  • 2.5 Baths
  • 2,642 Sq Ft

  420 E Waterside Dr Unit 4010, Chicago, IL 60601

  Experience luxury living high above the city at The Regatta in the peaceful Lakeshore East neighborhood. Perched in the penthouse tower of this iconic high-rise, Unit 4010 boasts an extraordinary amount of living space along with sweeping 360-degree views from wraparound floor-to-ceiling windows in every room. Two nice-sized private balconies offer outside space with gorgeous views of the river

  Chris Stockwell Compass

  420 E Waterside Dr Unit 4010, Chicago, IL 60601
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  /20

  $619,000

  • 6 Beds
  • 3 Baths

  2526 W Monroe St, Chicago, IL 60612

  Discover the Pinnacle of Urban Living at 2526 W Monroe Welcome to an extraordinary investment opportunity at 2526 W Monroe, perfectly situated in the vibrant and highly sought-after Near West Side neighborhood of Chicago. This prime property is poised for exponential growth, mere minutes from the iconic United Center and the groundbreaking $7 billion redevelopment initiative that's transforming

  Giancarlo Chavez Keller Williams ONEChicago

  2526 W Monroe St, Chicago, IL 60612
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  /4

  $50,000

  • Land
  • 0 Acre

  6049 S Saint Lawrence Ave, Chicago, IL 60637

  Vacant Lot In Primed Area! Sits Behind Occupied Commercial Building. Perfect Space For Investment. Priced To Sell!

  Renzie Gipson Coldwell Banker Realty

  6049 S Saint Lawrence Ave, Chicago, IL 60637
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  /12

  $1,600,000

  • 2 Baths

  211 W 23rd St, Chicago, IL 60616

  Rare opportunity to own a well-maintained 2-story commercial building in the heart of Chicago's Chinatown. Prime storefront with excellent visibility and heavy foot traffic. Convenient access to shops, restaurants, and public transportation. Strong investment potential in a thriving neighborhood.

  Michael Ng Mango Realty Group

  211 W 23rd St, Chicago, IL 60616
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  /42

  $590,000

  • 8 Beds
  • 4.5 Baths
  • 1,100 Sq Ft

  5850 S Indiana Ave, Chicago, IL 60637

  Stunning Five Bedroom / three-bathroom Colonial Style house with a three bedroom / one-bathroom in-law suite, located in the Washington Park neighborhood. Take advantage of the Super low property taxes and Currently Low interest rates to secure this gorgeous home on a 32X150 Oversized lot. Family moments are best spent at HOME and I'm here to tell you that this is the HOME of your dreams. This

  Karla Mina MPower Residential Brokerage LLC

  5850 S Indiana Ave, Chicago, IL 60637
• 

  

  /12

  $375,000

  • 8 Beds
  • 5 Baths

  6333 S Racine Ave, Chicago, IL 60636

  Discover this spacious and beautifully updated 2-flat offering comfort, functionality, and peace of mind. Unit 1 (Duplex-Down): 5 generously sized bedrooms, 3 full bathrooms, Modern kitchen with updated finishes, Lower-level family/recreational room ideal for entertaining. Unit 2: 3 bedrooms, 2 bathrooms. Bright and open floor plan, Updated kitchen and baths. 2025 Upgrades: Newly installed

  Wale Bello The Bello Portfolio LLC

  6333 S Racine Ave, Chicago, IL 60636
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  /9

  $355,000

  • 6 Beds
  • 3 Baths

  5642 S Loomis Blvd, Chicago, IL 60636

  Perfect 2- flat for buy and hold investors or house hacking. Enjoy 2 fully occupied units PLUS an unofficial 3rd unit thats been recently renovated. All tenants are Section-8 so no need to worry about late rent payments. Rents are below market rate with room for more income as well! Each unit has its own furnace. Electrical and permit has been pulled. Garden unit has front and back door exits.

  Chelsea James Real People Realty

  5642 S Loomis Blvd, Chicago, IL 60636
• 

  

  /13

  $185,000

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

  5940 S King Dr Unit 2E, Chicago, IL 60637

  Welcome Home to 5940 S. King Dr, Unit 2E !!! A natural sun-light filled well maintained 2 bedroom, 2 bathroom condominium in a spectacular location and setting. Upon stepping foot onto the courtyard you are welcomed with natures songs as birds welcome your arrival in an outdoor space which feels like your in a park. Oh by the way Washington Park is directly across the street, a beautiful oasis to

  Eduardo Padro Pearson Realty Group

  5940 S King Dr Unit 2E, Chicago, IL 60637
• 

  

  /11

  $225,000

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

  1400 E 55th Place Unit 702S, Chicago, IL 60637

  An absolutely stunning, fully renovated 3-bedroom, 2-bath condo in the iconic Hyde Park building designed by renowned architect I. M. Pei. Located on an upper floor, this home features a bright, open layout and a complete recent renovation. The kitchen offers granite countertops, timeless subway tile backsplashes, elegant white shaker cabinets, white appliances, and a thoughtfully designed closet

  Fei Martin Berkshire Hathaway HomeServices Chicago

  1400 E 55th Place Unit 702S, Chicago, IL 60637

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