Investment - Homes for Sale in Chicago, IL

• 

  

  

  /50

  $649,900

  Pending

  • 5 Beds
  • 3 Baths

  4252 N Whipple St, Chicago, IL 60618

  Classic brick Chicago two-flat offering two spacious 2-bedroom, 1-bath residences plus a finished non-conforming lower level that adds exceptional flexibility and potential. An excellent opportunity for an owner-occupant or investor, the property provides the ability to live in one unit while generating rental income from the other, with the lower level offering additional potential for

  Leigh Marcus @properties Christie's International Real Estate

  4252 N Whipple St, Chicago, IL 60618
• 

  

  

  /13

  $495,000

  • 4 Beds
  • 2 Baths

  3512 W Belden Ave, Chicago, IL 60647

  Great investment opportunity in this rapidly appreciating area. Fully leased Logan Square two-flat featuring 2 bed/1 bath units is ready for its next owner. Each unit offers a good-sized kitchen, 2016 appliances, and a large front porch. The unit is set back on the lot with a large front yard and no buildings on either side. Keep as an income-producing property or redevelop.

  Nancy Huetteman Redfin Corporation

  3512 W Belden Ave, Chicago, IL 60647
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  /63

  $5,995,000

  • 11 Beds
  • 5.5 Baths
  • 5,100 Sq Ft

  22 E Elm St, Chicago, IL 60611

  Currently configured as two separate residences, this exceptional property offers the flexibility to function as a high-performing luxury investment or be effortlessly converted into one extraordinary single-family home. Built in 2016, 22 E. Elm spans more than 5,100 square feet across three levels plus a finished English basement and is currently arranged as an expansive 7-bedroom duplex and a

  Carrie McCormick @properties Christie's International Real Estate

  22 E Elm St, Chicago, IL 60611
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  /24

  $988,000

  334 W 29th St, Chicago, IL 60616

  Prime 6-Unit Investment Property in the Heart of Armour Square, Near Chinatown. Exceptional opportunity to own a solid, six-unit building ideally located in Armour Square, just minutes from the vibrant Chinatown neighborhood. The front building comprises five units: a spacious first-floor space, two units on the second floor, and two additional units on the third floor. A separate, remodeled

  Michael Ng Mango Realty Group

  334 W 29th St, Chicago, IL 60616
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  /4

  $238,000

  $10K PRICE DROP Pending

  • 4 Beds
  • 4 Baths

  4936 W Maypole Ave, Chicago, IL 60644

  Attention investors and rehabbers! Solid brick 4-unit building sold AS-IS. Great opportunity to bring this building back to life with your vision and create strong rental income or a beautiful owner-occupied investment. Ideal value-add project in Austin area with excellent potential for appreciation. Conveniently located near transportation, shopping, and schools. Bring your ideas and unlock the

  Carlos Crespo Realty of America, LLC

  4936 W Maypole Ave, Chicago, IL 60644
• 

  

  /21

  $825,000

  New Construction

  • 9 Beds
  • 6 Baths

  3125 W Polk St, Chicago, IL 60612

  Buyers can qualify for the Chicago Land Bank $20,000 Grant. Exceptional investment for an owner-occupant. October Delivery. New construction three-unit property featuring modern finishes and thoughtful design throughout. Each spacious unit offers 3 bedrooms and 2 full baths. Step inside to find open-concept layouts with abundant natural light, in-unit laundry, and stainless steel appliances in

  Lawrence Dunning Fulton Grace Realty

  3125 W Polk St, Chicago, IL 60612
• 

  

  /46

  $1,500,000

  Open Sat 11AM - 12:30PM

  • 4 Beds
  • 3.5 Baths
  • 3,260 Sq Ft

  3414 N Oakley Ave, Chicago, IL 60618

  A rare offering in the heart of Roscoe Village, this distinguished four-bedroom, three-and-a-half-bath residence combines dramatic architectural scale, exceptional storage, and beautifully designed indoor-outdoor living. Recently refreshed from top to bottom, the home features newly refinished hardwood floors, freshly painted interiors, refinished kitchen cabinetry, and substantial improvements

  Leigh Marcus @properties Christie's International Real Estate

  3414 N Oakley Ave, Chicago, IL 60618
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  /39

  $626,000

  • 7 Beds
  • 4 Baths

  154 N Lamon Ave, Chicago, IL 60644

  Welcome to this classic Chicago Two Flat nestled on a quiet cul de sac in the multifaceted Austin neighborhood, offering spacious layouts, modern updates, and excellent income potential. The first floor duplex down unit features 4 bedrooms, 2 full baths, large living and dining rooms, a den, entertainment/recreation room, and in-unit laundry. The second floor unit offers 3 bedrooms, 2 full baths,

  Patrick Teague Coldwell Banker Realty

  154 N Lamon Ave, Chicago, IL 60644
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  /26

  $400,000

  $40K PRICE DROP

  • 6 Beds
  • 2 Baths

  7227 S Michigan Ave, Chicago, IL 60619

  Turnkey Investment Opportunity - Fully Updated 2-Unit Building in Chatham/Park Manor Welcome to 7227 Michigan Ave-an exceptional opportunity to own a newly updated, income-producing building in the sought-after Chatham/Park Manor neighborhood. This well-maintained property features three spacious 3-bedroom, 1-bathroom apartments, making it ideal for investors seeking strong rental income or

  Colleen Berg Berg Properties

  7227 S Michigan Ave, Chicago, IL 60619
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  /3

  $249,999

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

  7042 S Elizabeth St, Chicago, IL 60636

  Welcome to 7042 S. Elizabeth, a spacious 1.5-story, 5-bedroom, 2-full-bath single-family home offering the perfect blend of space, character, updates, and investment potential. Located on a quiet residential block, this home is ideal for a first-time buyer looking for room to grow or an investor ready to expand their portfolio. Beautiful original hardwood floors add timeless character, while

  Candy Thomas Re-CHRG Inc

  7042 S Elizabeth St, Chicago, IL 60636
• 

  

  /13

  $279,900

  $10K PRICE DROP

  • 5 Beds
  • 2 Baths

  7448 S Maplewood Ave, Chicago, IL 60629

  Huge investment opportunity! Solid brick 2-flat built in 1970 featuring a full basement, separate utilities, corner lot, and 2-car garage. Conveniently located near schools, parks, shopping, Metra station, and CTA bus stop. Great potential for investors or rehabbers. Don't miss this opportunity! Property is being sold AS IS. CASH ONLY.

  Slawomir Nowak Virtual Key Realty INC

  7448 S Maplewood Ave, Chicago, IL 60629
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  /34

  $154,900

  $15K PRICE DROP

  • 5 Beds
  • 3 Baths

  8534 S Muskegon Ave, Chicago, IL 60617

  Position yourself for the future of South Chicago with this solid 2-unit multifamily property offering immediate income potential and exciting long-term upside. This solid 2-unit multifamily property features two spacious 2-bedroom, 1-bath units, plus in-law suite off the second floor-offering additional flexibility for extended living, storage, or future value-add possibilities. Whether you're

  Daniel Sanchez Bloom/Sanchez Realty, Inc.

  8534 S Muskegon Ave, Chicago, IL 60617
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  /39

  $2,199,000

  • 3 Beds
  • 2.5 Baths
  • 3,134 Sq Ft

  211 N Harbor Dr Unit TH01, Chicago, IL 60601

  Imagine starting your day with a walk along Chicago's lakefront, returning home through your own private entrance, and ending the evening with resort-style amenities, concierge service, and views of Navy Pier and Lake Michigan. Life at TH01 at Cirrus was designed to offer the best of both worlds. Occupying one of only two townhome residences within Cirrus, Lakeshore East's premier luxury tower,

  Carrie McCormick @properties Christie's International Real Estate

  211 N Harbor Dr Unit TH01, Chicago, IL 60601
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  /2

  $29,999

  • Land
  • 0 Sq Ft

  7233 S Vincennes Ave, Chicago, IL 60621

  Unlock your development vision with this 2,518sq ft vacant lot, zoned RS-3 and ideal for a single-family residence or other multi-family residential use (buyer to verify). Whether you're a builder, investor, or future homeowner, this site offers a perfect blank canvas for your next project. Even better - the owner is willing to sell all 12 adjoining lots as a bundle, offering a rare opportunity

  Anthony Khoshabe United Realty and Development

  7233 S Vincennes Ave, Chicago, IL 60621
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  /21

  $725,000

  $161K PRICE DROP

  • 1 Bed
  • 2 Baths
  • 1,223 Sq Ft

  401 N Wabash Ave Unit 1842, Chicago, IL 60611

  Stunning views from this Luxurious investment at the Trump International Hotel. Take this opportunity to own this preferred Large 1 bedroom, 2 bathroom hotel suite that showcases in-demand views of iconic buildings in the City, signature views of Lake Michigan and the Chicago River, floor to ceiling windows, 11ft ceilings. Impeccably finished throughout. Enjoy 5 star Diamond rate amenities and

  Margaret Baczkowski @properties Christie's International Real Estate

  401 N Wabash Ave Unit 1842, Chicago, IL 60611
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  /11

  $210,000

  • 1 Bed
  • 1 Bath
  • 786 Sq Ft

  655 W Irving Park Rd Unit 903, Chicago, IL 60613

  1 bedroom condo, with plenty of room, in a building that has a ton to offer, pool. bbq area, lounging areas, doorman, package handling and so much more. Do not let this one slip by. currently rented til Nov 30th buy as investment or to move in

  Tim Harstead Chicago Style Management LLC

  655 W Irving Park Rd Unit 903, Chicago, IL 60613
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  /9

  $334,900

  Pending

  • 9 Beds
  • 3 Baths

  3716 W Polk St, Chicago, IL 60624

  THE CASH COW!!!! INCOME-PRODUCING INVESTMENT OPPORTUNITY IN EAST GARFIELD PARK! Calling all investors, developers, and savvy buyers looking for their next income-producing asset! Located in one of Chicago's rapidly growing neighborhoods, this oversized 3-story brick three-flat offers the perfect combination of immediate rental income and tremendous long-term upside. Featuring three spacious

  Monica Poland RE/MAX 10 Lincoln Park

  3716 W Polk St, Chicago, IL 60624
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  /3

  $189,900

  Pending

  • 5 Beds
  • 3 Baths

  2419 S Christiana Ave, Chicago, IL 60623

  Attention investors! Here is a rare and incredible opportunity to secure a solid brick multi-unit property in the heart of the high-demand Little Village neighborhood at an amazing price. This unique building is offering an expansive front yard area that truly sets it apart from typical properties in the area. the property is in solid condition but needs work. Property is being Sold As Is. No

  Marisol Doblado Compass

  2419 S Christiana Ave, Chicago, IL 60623
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  /4

  $169,900

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,009 Sq Ft

  12239 S Parnell Ave, Chicago, IL 60628

  Investment Opportunity! This occupied property is being sold at auction in as-is condition, offering investors a chance to add a value-add asset to their portfolio. The home provides a solid foundation for rental income or future improvements. Located on a residential street in Chicago, it offers convenient access to shopping, dining, schools, and public transportation. Buyer is responsible for

  Anthony Disano Parkvue Realty Corporation

  12239 S Parnell Ave, Chicago, IL 60628
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  /17

  $450,000

  $45K PRICE DROP

  • 12 Beds
  • 6 Baths

  5718 S Green St, Chicago, IL 60621

  Beautiful grey stone rarely available , this is a great investment, 4 large unit , new roof , property in good shape and ready to move in with a little elbow grease, tall full basement , all individual heat back yard parking available , front units was made into SRO but can be easily de-convert ,great location , walk to Kennedy king college , just off the i 94 new electrical panel , some new

  Leroy Viamille Mills Realty Inc

  5718 S Green St, Chicago, IL 60621
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  /5

  $189,900

  Pending

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  238 W 31st St Unit 2E, Chicago, IL 60616

  BUILDING AT CORNER OF 31ST. & WELLS. FACE TO SOUTH &EAST, BRIGHT &SPACIOUS LIVING SPACE WITH OPEN KITCHEN (3 BED/1 BATH ,1000SFT. HARDWORD FL THROUGHT, IN-UNIT LAUNDRY. EXCELLENT LOCATION, MINS. TO CHINATOWN, DOWNTOWN,EASY TO ACCESS I90/94,WALK DISTANCE TO CTA,IIT UNIVERSITY,WHITE SOX FIELD ... GREAT CHANGE TO OWN OR INVESTMENT. NO RENT CAP. VACANT. EASY TO SHOW!

  Helen Dai Pilsen Realty Group

  238 W 31st St Unit 2E, Chicago, IL 60616
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  /2

  $87,500

  $18K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 1,292 Sq Ft

  12014 S Normal Ave, Chicago, IL 60628

  Charming 4-Bedroom Home - Move-In Ready or Prime Investment Opportunity! Welcome to this inviting 4-bedroom, 1-bath home that's perfect for first-time buyers, savvy investors, or anyone looking for a fresh start. Nestled in a friendly neighborhood and just steps from local parks and playgrounds, this property offers both comfort and convenience. With property taxes under $2,000 annually, it's as

  Damaris Santiago Manage Chicago, Inc.

  12014 S Normal Ave, Chicago, IL 60628
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  /9

  $288,500

  Pending

  • Land
  • 0 Sq Ft

  1449 W Devon Ave, Chicago, IL 60660

  Rare opportunity in the booming Edgewater neighborhood! Approximately 5,500-square-foot site with B3-2 zoning, offering excellent potential for redevelopment, investment, or owner-user purposes. Currently a warehouse/office space. Excellent visibility along the Devon Avenue commercial corridor. Just blocks from the Lakefront, Loyola University, train, and more. The property is being sold as-is.

  Randy Nasatir @properties Christie's International Real Estate

  1449 W Devon Ave, Chicago, IL 60660
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  /7

  $130,000

  • 6 Beds
  • 2 Baths

  6342 S Parnell Ave, Chicago, IL 60621

  This is the Best Property Investment Opportunity here! Investors/Rehabber or Owner Occupied, this 2 flat building features one 3 bdrms & 1 bath and 2 bdrms & 1 bath unit. Instant Cash Flow! Tenants already in place. At this price point it wont last long! Make your appointments today!*Please don't disturb the tenants.*

  Rochelle Millsapp Visions Manifested Realty LLC

  6342 S Parnell Ave, Chicago, IL 60621
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  /7

  $995,900

  New Construction $4K PRICE DROP

  • 9 Beds
  • 9 Baths

  5302 S Prairie Ave, Chicago, IL 60615

  Introducing one of Chicago's most exceptional new construction trophy investments-an architectural masterpiece that effortlessly blends sophisticated luxury, uncompromising craftsmanship, and extraordinary income-producing potential. Situated on an oversized lot in one of the city's fastest-appreciating neighborhoods, this spectacular three-unit building sets a new benchmark for modern

  Eva Diaz ExaRealty LLC

  5302 S Prairie Ave, Chicago, IL 60615
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  /2

  $8,000

  • Land
  • 0 Sq Ft

  4918 W Monroe St, Chicago, IL 60644

  Vacant Land. Great investment opportunity. Property is being sold as-is; no repairs will be made by seller.No survey is provided by seller. Buyer is responsible for city requirements if applicable. Buyer will need to take pending city violations if applies. CASH BUYERS FOR THIS LOT. PLEASE PROVIDE PROOF OF FUNDS WITH ALL OFFERS

  Lorenzo Pate Nuline Properties, Inc.

  4918 W Monroe St, Chicago, IL 60644
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  /14

  $315,000

  • 6 Beds
  • 2 Baths

  Unlisted Address

  Turnkey Investment Opportunity! Updated multi-unit property with each unit offering 3 bedrooms and 1 bathroom. The building is fully tenant occupied and already generating rental income, making it an excellent opportunity for investors looking to add an income-producing property to their portfolio. Updated units, spacious layouts, and established tenants make this a great investment with rental

  Sebastian Hila Optimus Realty Inc

  Unlisted Address
• 

  

  /25

  $469,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft

  1416 N Noble St Unit 3, Chicago, IL 60642

  Wicker Park / Noble Square - Top-Floor Condo with Parking, Private Deck, Rooftop Access & Rare Outdoor Green Space Opportunities like this are few and far between. Nestled on the highly sought-after Wicker Park/Noble Square border, this beautifully updated top-floor condominium offers approximately 1,250 square feet of thoughtfully designed living space in an intimate three-unit, all-brick

  Kimberley Johnson Keller Williams ONEChicago

  1416 N Noble St Unit 3, Chicago, IL 60642
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  /31

  $649,000

  Pending

  • 6 Beds
  • 3 Baths

  2441 N Hamlin Ave, Chicago, IL 60647

  Logan Square Short Sale Opportunity! This classic brick two-flat sits on a wide lot with a side drive and a 2.5-car garage in one of Logan Square's most sought-after neighborhoods. Each unit features 3 bedrooms and 1 bath. The first-floor unit has been modified by removing the wall between two bedrooms to create one larger bedroom, offering a more spacious layout. The semi-finished basement

  Cristina Ancona Fulton Grace Realty

  2441 N Hamlin Ave, Chicago, IL 60647
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  /21

  $399,000

  • Studio
  • 1 Bath
  • 675 Sq Ft

  401 N Wabash Ave Unit 2530, Chicago, IL 60611

  Experience the pinnacle of a luxury pied-a-terre without the hassle of ownership. A highly sought-after investment opportunity, this deluxe king suite at the Trump International Hotel provides immediate income potential when not in personal use. Whether you're visiting for business or leisure, enjoy world-class amenities including state of the art health club overlooking the city, an indoor pool,

  Alexandre Stoykov Compass

  401 N Wabash Ave Unit 2530, Chicago, IL 60611
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  /25

  $349,000

  Pending

  • 4 Beds
  • 2 Baths

  5332 S Maplewood Ave, Chicago, IL 60632

  Well-maintained oversized 2-unit property offering spacious living areas, excellent potential, and plenty of additional space. Each unit features 2 bedrooms plus a versatile additional room that can be used as a home office, den, or extra living space. The property also includes a full unfinished basement and additional attic space, offering an opportunity to bring your ideas and create

  Mayra Pezzella Real Broker LLC

  5332 S Maplewood Ave, Chicago, IL 60632
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  /36

  $679,000

  Pending

  • 8 Beds
  • 5 Baths

  Unlisted Address

  Discover an exceptional turnkey investment opportunity in the vibrant Woodlawn neighborhood, just minutes away from the new Obama Presidential Center, the Jackson Park Lakefront, and the University of Chicago. This stunning two-flat building with soaring ceilings, spanning 3,882 square feet, offers the perfect blend of equity, income, and space. Unit 1, a duplex on the main and lower levels,

  Wayne Beals Exit Strategy Realty / EMA Management

  Unlisted Address
• 

  

  /17

  $154,900

  $20K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,215 Sq Ft

  4028 W Wilcox St, Chicago, IL 60624

  Fantastic Value-Add Investment or Condo Alternative in West Garfield Park! Whether you are an investor looking for steady cash flow or a buyer seeking a smart alternative to condo living, this 3-bedroom, 1.5-bath single-family home offers strong upside. Uniquely situated at the back of the lot, the property features an exceptionally large front yard with landscaping or expansion potential.

  Sebastian Hernandez Baird & Warner

  4028 W Wilcox St, Chicago, IL 60624
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  /35

  $899,000

  4800 S Winchester Ave, Chicago, IL 60609

  This 10-unit multifamily asset, comprised of three buildings on a single oversized parcel, offers stabilized cash flow with recent capital improvements that significantly reduce near-term expenditures. Ownership has completed upgrades to electrical, plumbing, and mechanical systems, along with exterior improvements, positioning the asset as a low-maintenance investment. Units feature renovated

  Mitir Patel Essex 312, LLC

  4800 S Winchester Ave, Chicago, IL 60609
• 

  

  /13

  $140,000

  • 1 Bed
  • 1 Bath
  • 620 Sq Ft

  955 E 61st St Unit 1, Chicago, IL 60637

  Welcome to this spacious first-floor one-bedroom condo in the heart of University of Chicago-an exciting neighborhood benefiting from continued investment and growth. Unique to the building's first-floor residences, higher ceilings enhance the home's bright, open, and comfortable feel. The functional layout offers distinct living and dining areas, a generously sized bedroom, and an impressive

  Brendan Ferguson First In Realty, Inc.

  955 E 61st St Unit 1, Chicago, IL 60637
• 

  

  /24

  $369,000

  Open Sun 11AM - 1PM $11K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,438 Sq Ft

  6404 S Langley Ave, Chicago, IL 60637

  Welcome home to this beautifully maintained 3-bedroom, 2.5-bathroom single-family residence in the heart of Chicago's thriving Woodlawn neighborhood. Offering two spacious levels of living space, a full basement, and a detached 2-car garage built in 2023, this home blends modern convenience with timeless comfort. Step inside to find a bright and inviting floor plan featuring an elegant electric

  Marie Gibson @properties Christie's International Real Estate

  6404 S Langley Ave, Chicago, IL 60637
• 

  /2

  $125,000

  • Land
  • 0 Sq Ft

  4310 W Madison St, Chicago, IL 60624

  Prime land opportunity located in the highly sought-after West Garfield Park area of Chicago. Positioned on a major intersection with strong visibility and traffic exposure, this site offers excellent potential for commercial development or mixed-use investment opportunities. Surrounded by ongoing revitalization and new development throughout the area, this property is ideal for investors,

  Da'Mon Wardlow Kale Realty

  4310 W Madison St, Chicago, IL 60624
• 

  /2

  $99,900

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,224 Sq Ft

  8610 S Ingleside Ave, Chicago, IL 60619

  Great Investment or Homeownership Opportunity! All brick two-story townhouse featuring 3 bedrooms, 1.5 bathrooms, full basement, and large, fenced yard. Conveniently located just north of the 87th Street corridor in East Chatham, this spacious corner unit offers easy access to schools, shopping, dining, services, transportation, and more. Inside, the open living and dining area combine original

  Sybil Hightower RLB Realty Group, Inc.

  8610 S Ingleside Ave, Chicago, IL 60619
• 

  

  /24

  $579,090

  Pending

  • 8 Beds
  • 3 Baths

  7125 S Kedzie Ave, Chicago, IL 60629

  Welcome to this beautifully renovated three-unit property in the heart of Chicago Lawn! Each spacious unit features generously sized bedrooms, a full bathroom, in-unit washer and dryer, and central heating and air conditioning. This property offers an excellent opportunity for both owner-occupants and investors seeking strong rental potential. The updated kitchens feature sleek countertops,

  Tanyaradzwa Mahefu Baird & Warner

  7125 S Kedzie Ave, Chicago, IL 60629
• 

  

  /52

  $249,900

  • 1 Bed
  • 1 Bath
  • 721 Sq Ft

  405 N Wabash Ave Unit 715, Chicago, IL 60611

  Experience the very best of downtown Chicago living from this spacious 1 bedroom, 1 bathroom residence located in the heart of the world renowned River North neighborhood. Perfectly positioned within one of the city's most recognized full service buildings, this inviting home combines comfort, functionality, and an unbeatable location surrounded by Chicago's iconic skyline. From the moment you

  Fernando Godoy eXp Realty

  405 N Wabash Ave Unit 715, Chicago, IL 60611

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