Chicago, IL Homes under $500,000

• 

  

  

  /30

  $409,900

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

  2717 S Michigan Ave, Chicago, IL 60616

  Incredible bang for the buck! Rarely available and highly coveted 3 story fee simple townhome in private and tranquil courtyard community that offers incredible space and updates...truly a must see! Be welcomed into this incredible home via a proper and dramatic foyer with fun feature wall and sightlines directly to either the lower level or to the main level. This wide unit has been updated

  Christy DelGreco Coldwell Banker Realty

  2717 S Michigan Ave, Chicago, IL 60616
• 

  

  

  /38

  $429,900

  • 4 Beds
  • 3 Baths
  • 1,754 Sq Ft

  458 W 127th St, Chicago, IL 60628

  Beautifully rehabbed home featuring updated finishes and modern touches throughout. Enjoy a refreshed kitchen, upgraded bathrooms, new flooring, and fresh paint. This property combines style and comfort-perfect for today's buyer!

  JC Gonzalez Cloud Gate Realty LLC

  458 W 127th St, Chicago, IL 60628
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  /42

  $439,000

  • 5 Beds
  • 2 Baths

  5919 S Rockwell St, Chicago, IL 60629

  Recently rehabbed 2-flat perfect for first-time homeowners or investors. The second-floor unit offers 3 spacious bedrooms, while the first floor includes 2 bedrooms plus a bonus room ideal for an office, nursery, or walk-in closet. Both units feature hardwood floors, updated kitchens with stainless steel appliances, and generous eat-in areas. Enclosed rear porche. Recent updates include: new

  Jona Melendez RE/MAX Premier

  5919 S Rockwell St, Chicago, IL 60629
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  /27

  $445,000

  • 2 Beds
  • 2 Baths
  • 1,312 Sq Ft

  125 E 13th St Unit 1013, Chicago, IL 60605

  Modern elegance meets unbeatable South Loop views in this beautifully updated 2 bed, 2 bath corner unit at Museum Park Lofts. Soaked in natural light, this southwest-facing home showcases breathtaking vistas of Lake Michigan and Soldier Field from the living room, primary suite, and private balcony. Step inside to soaring 10' ceilings and massive windows that flood the space with light. The open

  Tom Campone Keller Williams ONEChicago

  125 E 13th St Unit 1013, Chicago, IL 60605
• 

  

  

  /16

  $475,000

  • 2 Beds
  • 2 Baths

  400 W Ontario St Unit 513, Chicago, IL 60654

  One of the largest floor plans at Gallery 400, this extra wide, two bedroom/ two bathroom residence offers stylish, modern, open concept living. Enjoy 11-foot ceilings, hardwood floors, and abundant natural light from south facing oversized windows. The spacious layout includes a private balcony and a contemporary kitchen with stainless steel appliances, granite countertops, breakfast bar, and

  Nicholas Farnsworth Coldwell Banker Realty

  400 W Ontario St Unit 513, Chicago, IL 60654
• 

  

  /22

  $479,000

  • 1 Bed
  • 1.5 Baths

  950 N Michigan Ave Unit 2901, Chicago, IL 60611

  Fabulously chic oversized one bedroom in the heart of the city! Experience the best of city living in this beautifully designed high-floor residence on Chicago's Magnificent Mile. This spacious 1-bedroom, 1.5-bath home is completely move-in ready, offering both style and functionality. A gracious formal foyer sets the tone, leading into a thoughtful floorplan with a large living room and awesome

  Emily Sachs Wong @properties Christie's International Real Estate

  950 N Michigan Ave Unit 2901, Chicago, IL 60611
• 

  

  /23

  $437,770

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

  1735 N Latrobe Ave, Chicago, IL 60639

  Nice home 5 bedrooms, 3 bathrooms, ready to move in. 2 car garage.

  Maria Setla Maria I Setla

  1735 N Latrobe Ave, Chicago, IL 60639
• 

  

  /16

  $405,000

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

  35 S Hoyne Ave Unit 4A, Chicago, IL 60612

  Welcome to 35 on the Park, a boutique 13-unit elevator building located in the heart of the Near West Side. This top-floor, two-bedroom, two-bathroom corner unit offers a bright, open-concept layout with floor-to-ceiling windows and a private balcony. The modern kitchen features quartz countertops, stainless steel appliances, and contemporary cabinetry. Additional highlights include in-unit

  Nicole Kourtis @properties Christie's International Real Estate

  35 S Hoyne Ave Unit 4A, Chicago, IL 60612
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  /16

  $425,000

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

  710 N Willard Ct Unit 3, Chicago, IL 60642

  Stylish Penthouse Living in the Heart of River West! Experience elevated city living in this sun-drenched 2 bed, 2 bath top-floor unit that features cathedral ceilings, skylights, and an open layout with hardwood floors throughout. The spacious living area is anchored by a gorgeous kitchen, cozy gas fireplace, creating the perfect ambiance year-round. A versatile bonus room provides flexible

  Steve Zaleski Compass

  710 N Willard Ct Unit 3, Chicago, IL 60642
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  /28

  $485,000

  • 4 Beds
  • 2 Baths
  • 1,941 Sq Ft

  6417 N Oxford Ave, Chicago, IL 60631

  Charming Brick Tudor in the Heart of Edison Park! Welcome to one of Chicago's most beloved neighborhoods! This spacious two-story residence offers generous living spaces ready for your personal touch. On the main floor, you'll find a formal living room, a formal dining room, two spacious bedrooms, and a roomy kitchen that leads to an enclosed porch. The second floor features an additional full

  Judith Muniz Berkshire Hathaway HomeServices Starck Real Estate

  6417 N Oxford Ave, Chicago, IL 60631
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  /30

  $499,000 Open Sun 12PM - 1:30PM

  • 2 Beds
  • 2 Baths
  • 1,162 Sq Ft

  1043 W School St Unit 208, Chicago, IL 60657

  Beautiful Chicago church conversion with amazing curb appeal. This two bedroom two bathroom condo located in the heart of Lakeview on tree lined School street is sure to impress. Features include an extra wide floor plan, with hardwood flooring throughout, fireplace and a bright kitchen with stainless steel appliances. Additional highlights include in unit laundry, central heating and cooling,

  Bethanie Williams @properties Christie's International Real Estate

  1043 W School St Unit 208, Chicago, IL 60657
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  /17

  $491,000

  • 2 Beds
  • 2 Baths
  • 1,140 Sq Ft

  195 N Harbor Dr Unit 3009, Chicago, IL 60601

  Stunning Lakefront Condo with Spectacular Views and Designer Finishes Don't miss this incredible opportunity to own a beautifully remodeled condo with breathtaking, unobstructed views of Lake Michigan, Navy Pier, seasonal fireworks, and the iconic Chicago skyline - all visible from every window. This converted 2-bedroom unit features a spacious open floor plan with high-end designer

  Kristine Chen Frost Compass

  195 N Harbor Dr Unit 3009, Chicago, IL 60601
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  /40

  $419,000

  • 3 Beds
  • 2 Baths
  • 1,069 Sq Ft

  2834 N Narragansett Ave, Chicago, IL 60634

  Charming Renovated Ranch Style Home in Prime Chicago Location! Welcome to 2834 N Narragansett Ave, a beautifully updated 3-bedroom, 2-bath ranch-style home in one of Chicago's most desirable neighborhoods. With a spacious layout, thoughtful updates, and unbeatable location, this home is the perfect blend of comfort, function, and style. Step inside to find a sun-filled family room with

  Zeeshan Bhimji Real Property Management Group Chicago

  2834 N Narragansett Ave, Chicago, IL 60634
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  /30

  $434,900

  • 6 Beds
  • 2 Baths

  2601 E 78th St, Chicago, IL 60649

  Beautifully Updated 2-Unit Home Just Steps from the Lake Don't miss this incredible opportunity to own a modern, move-in ready 2-flat just blocks from the lake! Each unit offers 3 spacious bedrooms, 1 full bathroom, a separate dining room, and a bright, inviting living room-ideal for both comfortable living and strong rental potential. Recent upgrades include: New energy-efficient

  Jose deJesus Lozano Citywide Realty LLC

  2601 E 78th St, Chicago, IL 60649
• 

  

  /22

  $445,000

  • 2 Beds
  • 2 Baths

  2342 W Adams St Unit 406, Chicago, IL 60612

  DEVELOPER'S CLOSEOUT! LAST UNIT LEFT! Developer is offering $10,000 in closing credits if the contract is accepted by August 31st, 2025 -don't miss this opportunity! Fortress Home introducing 31- Unit Boutique ELEVATOR building and offering an urban chic living with thoughtfully designed open concept floorplan. The sleek gourmet kitchen provides custom two-tone cabinetry, quartz counters,

  Svitlana Creadon Compass

  2342 W Adams St Unit 406, Chicago, IL 60612
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  /16

  $435,000 Open Sun 11AM - 1PM

  • 1 Bed
  • 1.5 Baths
  • 1,000 Sq Ft

  1122 N Dearborn St Unit 8E, Chicago, IL 60610

  You will adore every inch of this very special Gold Coast home on a beautiful tree lined stretch of Dearborn. Gorgeous espresso oak floors run throughout including the glamorous peacock blue powder room. Completely reconfigured kitchen with grey oak cabinetry and quartz counters. Crown moulding throughout. Fine window treatments from west facing windows and full height sliding glass doors leading

  Cara Buffa Berkshire Hathaway HomeServices Chicago

  1122 N Dearborn St Unit 8E, Chicago, IL 60610
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  /5

  $413,000

  • 9 Beds
  • 4 Baths

  8344 S Brandon Ave, Chicago, IL 60617

  Just 3 minutes away from the soon to be Illinois Quantum and Microelectronics Park, this lucrative 3-Flat currently provides comfort, space, and financial gains. South Chicago is undergoing significant development and this 3-Flat is minutes away from all the action. Each unit has been improved to fit the standards of new development and electrical/plumbing has been updated to the highest

  Alexanderia Williams RE/MAX Premier

  8344 S Brandon Ave, Chicago, IL 60617
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  /16

  $479,000

  • 2 Beds
  • 2 Baths

  815 N Marshfield Ave Unit 301, Chicago, IL 60622

  Fully renovated and flooded with natural light, this corner 2 bed, 2 bath condo in a boutique elevator building offers the perfect blend of modern luxury and city convenience. This spacious condo features an open-concept layout with brand new hardwood floors, new lighting and hardware throughout, and a bright west-facing exposure. The living room is anchored by a cozy gas fireplace, and access to

  Chris Pequet Jameson Sotheby's International Realty

  815 N Marshfield Ave Unit 301, Chicago, IL 60622
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  /25

  $499,000 Open Sun 1PM - 3PM

  • 2 Beds
  • 2.5 Baths

  2150 W North Ave Unit 4, Chicago, IL 60647

  Expansive 2-Bed, 2.5-Bath Duplex in Prime Wicker Park Location - Parking Included! Don't miss this spacious and beautifully finished 2-bedroom, 2.5-bathroom duplex-down located in the heart of Wicker Park. This home features rich dark hardwood floors throughout and a bright, open main level with high ceilings, recessed lighting, and a cozy gas fireplace. The large living and dining areas flow

  Gerardo Tapia-Quiroz Baird & Warner

  2150 W North Ave Unit 4, Chicago, IL 60647
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  /19

  $419,900

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

  5116 N Natchez Ave, Chicago, IL 60656

  Welcome to 5116 N Natchez Ave, a charming 3 bed, 2 bath brick Georgian situated on an oversized lot on a quiet, tree-lined street in the heart of Norwood Park. This expanded home features a desirable first-floor layout with an extension off the back of the home, offering a spacious living room, formal dining room, eat-in kitchen, bedroom, and full bathroom, ideal for flexible living or guest

  Thomas Gibbons FairGreen Real Estate LLC

  5116 N Natchez Ave, Chicago, IL 60656
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  /24

  $499,000

  • 4 Beds
  • 3 Baths

  1902 N Albany Ave, Chicago, IL 60647

  Don't miss out on this amazing opportunity !!!!! 2-Unit flat a perfect investment for savvy investors or owner-occupants looking to live in one unit and rent the other. Unbeatable location: Just one block from the popular 606 Trail and half block from Armitage Ave's vibrant restaurant row. A property that offer location, potential , and lifestyle all in one !! House Need TLC , Sold as-is

  Veronica Castaneda-Sahagun Smart Home Realty

  1902 N Albany Ave, Chicago, IL 60647
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  /13

  $500,000

  • 9 Beds
  • 4 Baths

  608 E 71st St, Chicago, IL 60619

  Solid Brick 4Unit Building In Greater Grand Crossing! Perfect For Investors Seeking Stable, Income Producing Property. This Well-Maintained Building Features 9 Total Bedrooms And 4 Full Bathrooms, With Each Spacious Unit Offering Separate Living And Dining Rooms, Large Kitchens And Separate Utilities For Added Convenience. The Property Also Includes A Full, Unfinished Basement Providing

  Perdure Carter Realty of America, LLC

  608 E 71st St, Chicago, IL 60619
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  /26

  $445,000

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft

  111 E Chestnut St Unit 44J, Chicago, IL 60611

  Imagine a home embodying vibrant city living, just steps from Michigan Avenue. This upgraded, contemporary layout features a sophisticated design with breathtaking floor-to-ceiling windows that fill the space with natural light. Located in the heart of our city's social and cultural hub, enjoy walking distance to premier shopping. Security and convenience blend seamlessly with 24/7 door

  Andretta Robinson RE/MAX 10

  111 E Chestnut St Unit 44J, Chicago, IL 60611
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  /6

  $450,000

  • 6 Beds
  • 2 Baths

  1643 E 86th Place, Chicago, IL 60617

  WOW! WHAT A GREAT OPPORTUNITY FOR THE BUYER THAT IS LOOKING TO OWNER OCCUPY OR SMART INVESTOR. THIS 2 UNIT BEAUTY HAS 6 TOTAL BEDROOMS AND IS LOCATED CLOSE TO TRANSPORTATION AND EXPRESSWAYS, EASY COMMUTE TO THE LOOP. PROPERTY HAS BEEN BEAUTIFULLY REMODELED AND UPDATED WITH SEPERATE HEATING & ELECTRIC. AMAZING KITCHEN HAS 42" MAPLE CABINETS WITH QUARTZ COUNTERS AND ALL BRAND NEW STAINLESS STEEL

  Debbie Johnston Re/Max 10

  1643 E 86th Place, Chicago, IL 60617
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  /50

  $445,000

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

  11173 S Hermosa Ave, Chicago, IL 60643

  Discover modern living in highly sought-after East Beverly! This meticulously updated home offers an inviting atmosphere with a sleek, gourmet kitchen featuring shaker-style cabinetry, quartz countertops, a generous island, and stainless steel appliances. Enjoy seamless entertaining with oak plank hardwood flooring throughout the main level's living and dining areas, leading to a private patio.

  Rosalie Diaz Chicagoland Brokers Inc.

  11173 S Hermosa Ave, Chicago, IL 60643
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  /33

  $484,900

  • 9 Beds
  • 4 Baths

  3031 S Central Park Ave, Chicago, IL 60623

  Don't miss out on this SOLID BRICK 4-UNIT in the heart of LITTLE VILLAGE, an area known for STRONG RENTAL DEMAND! This CASH-FLOWING property features a spacious 3 BEDROOM UNIT with a RECENTLY UPDATED BATHROOM, offering modern comfort and style. The three additional units each include 2 BEDROOMS and 1 BATHROOM. The building also offers an UNFINISHED BASEMENT used for tenant STORAGE and a 2-CAR

  Xochil Wendy Escobar Realty of America, LLC

  3031 S Central Park Ave, Chicago, IL 60623
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  /18

  $486,000

  • 3 Beds
  • 1.5 Baths
  • 1,023 Sq Ft

  5848 N Virginia Ave, Chicago, IL 60659

  Welcome to 5848 N Virginia Ave, a charming raised ranch located in the heart of Peterson Park, backing directly to the scenic Legion Park! This well-maintained 3-bedroom, 1.5-bath home offers comfortable living with a spacious layout, including a bright main-level living room and a generously sized lower-level rec room-perfect for entertaining or relaxing. You'll also find a full laundry area and

  Melissa Doubleday Keller Williams ONEChicago

  5848 N Virginia Ave, Chicago, IL 60659
• 

  

  /19

  $485,000

  • 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. The spacious living and dining areas are ideal for entertaining, with large windows that frame dazzling sunset views over the city. The kitchen has been fully updated for modern living, while both

  Whitney Wang Prospect Equities Real Estate

  175 E Delaware Place Unit 6021, Chicago, IL 60611
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  /14

  $475,000

  • 4 Beds
  • 3 Baths

  3312 N California Ave, Chicago, IL 60618

  This enchanting home in the Avondale neighborhood boasts a delightful single-family layout with roomy interiors, high ceilings, and beautiful natural hardwood floors throughout both levels. Its exceptional location adds to its charm. First Level Highlights: Expansive living room, formal dining room, generously sized kitchen featuring granite countertops and stainless steel appliances, three

  Xiomara Maldonado North Clybourn Group, Inc.

  3312 N California Ave, Chicago, IL 60618
• 

  

  /15

  $449,900

  • 1 Bed
  • 1.5 Baths
  • 1,570 Sq Ft

  950 N Michigan Ave Unit 3501, Chicago, IL 60611

  Spectacular East city views at One Mag Mile! Well designed floor plan with expansive space (1570 sf) with floor to ceiling windows that provide tremendous natural light. This 1 bed 1.1 bath condo offers the ideal layout for living and entertaining. Flexible plan, fabulous storage, custom closets and full size washer/dryer. Exclusive building with superb full-service amenities:fabulous 24 hour

  Linda Levin Jameson Sotheby's Intl Realty

  950 N Michigan Ave Unit 3501, Chicago, IL 60611
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  /15

  $499,000

  • 2 Beds
  • 2 Baths

  2424 W Chicago Ave Unit 202, Chicago, IL 60622

  Sleek & Sunny Condo in Ukrainian Village! Fall in love with this stunning 2-bed, 2-bath condo in a boutique elevator building! Soaked in natural light from floor-to-ceiling windows, the open-concept living space features hardwood floors, an electric fireplace, and a chef's kitchen with Italian cabinets, quartz counters, and stainless steel appliances. The luxe primary suite offers a spa-style

  Layching Quek Redfin Corporation

  2424 W Chicago Ave Unit 202, Chicago, IL 60622
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  /24

  $434,900

  • 1 Bed
  • 1 Bath

  1030 N State St Unit 21K, Chicago, IL 60610

  Presenting this stunning newly gut-rehabbed unit at Newberry Plaza, located in the heart of the Gold Coast, with high floor city skyline views. Be the first to live in this impeccable unit with private balcony and in-unit washer/dryer as some of the great features. The workmanship and finishes are to the highest standards. The beautiful open kitchen has custom white shaker cabinets with

  Eamonn Stafford @properties Christie's International Real Estate

  1030 N State St Unit 21K, Chicago, IL 60610
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  /34

  $425,000

  • 2 Beds
  • 2 Baths
  • 1,217 Sq Ft

  1070 W 15th St Unit 403, Chicago, IL 60608

  Welcome to University Commons, where luxury meets location in this rare top-floor gem! This 2-bedroom, 2-bathroom condo-complete with a bonus office space and private garage-delivers comfort, functionality, and undeniable value. The sun-drenched interior showcases floor-to-ceiling windows and gleaming hardwood floors, while the modern kitchen boasts sleek 42" cabinetry, premium stainless steel

  James Rashid Real Broker LLC

  1070 W 15th St Unit 403, Chicago, IL 60608
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  /11

  $449,000

  • 2 Beds
  • 2 Baths
  • 1,150 Sq Ft

  2933 N Clybourn Ave Unit 204, Chicago, IL 60618

  This is the largest 2/2 floorplan in these condos. This South Roscoe Village/West Lakeview unit is located on the highly-desired, non-Clybourn-facing side of the building! This 15 unit boutique building is very well-maintained, pet-friendly, professionally managed and comes with low assessments! Steps (1/4 block) to the dog park, brand new pool, playground, tennis and basketball courts at Hamlin

  Ryan Gehris USRealty.com, LLP

  2933 N Clybourn Ave Unit 204, Chicago, IL 60618
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  /26

  $400,000

  • 1 Bed
  • 1 Bath
  • 875 Sq Ft

  161 E Chicago Ave Unit 40G, Chicago, IL 60611

  Experience refined living in this elegant one-bedroom residence at the prestigious Olympia Centre. The beautifully appointed kitchen features a Sub-Zero refrigerator/freezer, Thermador cooktop and oven, Bosch microwave and vented hood, white Shaker-style cabinetry, black absolute honed granite countertops, and a striking statuary white tile backsplash. The luxurious bathroom offers heated

  Kyle Harvey Baird & Warner

  161 E Chicago Ave Unit 40G, Chicago, IL 60611
• 

  

  /11

  $400,000

  • 5 Beds
  • 2 Baths

  814 S Karlov Ave, Chicago, IL 60624

  Luxurious Living Meets Exceptional Investment at 814 S. Karlov Welcome to this stunningly renovated two-unit gem nestled in the heart of West Garfield Park, a neighborhood on the rise and brimming with new development. This elegant brick building boasts a total of 5 bedrooms and 2 full baths, offering the perfect blend of modern comfort, style, and serious income potential. Step inside to

  Eva Diaz ExaRealty LLC

  814 S Karlov Ave, Chicago, IL 60624
• 

  

  /15

  $469,900

  • 4 Beds
  • 3 Baths

  6640 W Foster Ave, Chicago, IL 60656

  Great opportunities for investors or a convenient family home. A well-maintained two-unit brick building plus basement. Prime location near schools, public transportation, cta, Metra, expressways.

  Teresa Slowinski RE/MAX City

  6640 W Foster Ave, Chicago, IL 60656
• 

  

  /8

  $480,000

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

  725 W Waveland Ave Unit D, Chicago, IL 60613

  Multiple offers received! H&B Due 8/8 at 5pm. Don't miss this opportunity to reimagine a tri-level townhome in the heart of Lakeview. This spacious property offers 3 bedrooms and 2.1 bathrooms and is in need of an extensive full gut rehab, priced accordingly for investors or buyers ready to bring their vision to life. The lower level has been recently updated, providing a solid foundation for

  Shantel Franklin Coldwell Banker Realty

  725 W Waveland Ave Unit D, Chicago, IL 60613
• 

  

  /32

  $415,000

  • 9 Beds
  • 2 Baths

  8720 S May St, Chicago, IL 60620

  Great investment opportunity, to own 2-unit building. Both units feature 4 bedrooms plus one office/study, a remodeled bathroom, a remodeled kitchen, and in-unit laundry with stackable washer/dryer. All required PERMITS have been pulled, and city inspections have been passed. The units boast new shaker cabinets, quartz countertops, and new appliances, along with newer mechanicals and new AC

  Behrouz Hoghoughi Century 21 Circle

  8720 S May St, Chicago, IL 60620
• 

  

  /20

  $420,000

  • 2 Beds
  • 2 Baths
  • 1,070 Sq Ft

  1901 S Calumet Ave Unit 2212, Chicago, IL 60616

  Luxury High-Floor 2BR + Den with Jaw-Dropping City Views at Harbor View Experience upscale city living in this stunning high-floor 2 bedroom + den, 2 bath residence at Harbor View, one of South Loop's most coveted luxury condominium buildings, nestled in the historic Prairie District. With sweeping city views from every room through floor-to-ceiling windows, this home offers an abundance of

  Sang Han Platinum Partners Realtors

  1901 S Calumet Ave Unit 2212, Chicago, IL 60616

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