Investment - Homes for Sale in Chicago, IL

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  /43

  $1,250,000 Open Sun 12:15PM - 2PM

  • 5 Beds
  • 4 Baths

  6129 N Ravenswood Ave, Chicago, IL 60660

  Modern Luxury Meets Smart Investment at 6129 N Ravenswood Ave - A Fully Renovated Two-Unit Gem in Edgewater. This exceptional property has been completely rehabbed down to the studs, offering two spacious duplex units that blend contemporary design with functional layouts-perfect for an owner-occupant seeking rental income or an investor looking for a turnkey asset. Each unit features

  Gerardo Tapia-Quiroz Baird & Warner

  6129 N Ravenswood Ave, Chicago, IL 60660
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  /30

  $1,725,000

  • 9,993 Sq Ft

  4355 S St Lawrence Ave, Chicago, IL 60653

  Exceptional investment opportunity in the heart of Bronzeville! This fully leased 8-unit building features modern residences with desirable floor-plans. Each unit showcases high-end condo-quality finishes, including hardwood flooring throughout, gourmet maple kitchens with granite countertops, and stainless steel appliances. Every unit is equipped with in-unit laundry, central heat/air, private

  Michael Scanlon eXp Realty

  4355 S St Lawrence Ave, Chicago, IL 60653
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  /2

  $150,000

  • 3 Beds
  • 3 Baths
  • 1,743 Sq Ft

  6037 S Racine Ave, Chicago, IL 60636

  Good opportunity to own this single family home with 3 levels of living space. Great for owner occupy or investment. 1st and lower level has 2 bedrooms , kitchen , bath and living room. Attic offers 1 bedrooms , 1 bath and living area .

  Taurino Morales Keller Williams Preferred Realty

  6037 S Racine Ave, Chicago, IL 60636
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  /26

  $725,000

  • 8 Beds
  • 6 Baths

  6504 S Maryland Ave, Chicago, IL 60637

  Recently Renovated 3-Unit Investment Opportunity Near the Obama Presidential Center This beautifully rehabbed 3-unit building offers modern living in a prime location, just steps away from the highly anticipated Obama Presidential Library, opening in Spring 2026. Each unit has been thoughtfully updated to include a spacious master bedroom with an en-suite master bathroom, walk-in closet, and

  Brandon Williams Forward Realty

  6504 S Maryland Ave, Chicago, IL 60637
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  /43

  $895,000

  • 4 Beds
  • 3 Baths

  1224 W Lunt Ave, Chicago, IL 60626

  Exceptional Investment Opportunity - Fully rented 2 flat multi-unit property with 8 parking spaces, one block away from Loyola Park and the beach. Don't miss this rare opportunity to own a well-maintained, income-generating property, situated on an extra-deep 30' x 172' lot on a charming, tree-lined street. Both units have high 9' ceilings, hardwood floors and sun-drenched sunrooms. Unit 1 offers

  Youlia Raichev HomeSmart Connect LLC

  1224 W Lunt Ave, Chicago, IL 60626
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  /39

  $359,900

  • 16 Beds
  • 4 Baths

  13351 S Baltimore Ave, Chicago, IL 60633

  GREAT INVESTMENT PRODUCING PROPERTY, This all brick building has over 4000 sqft of living space, side lot, 2 garages for 4 cars in a prime location in the business district of the close-knit Hegewisch community. The first floor front features living room, kitchen area, full bathrooms 1 bedroom, foyer area, that leads to 1 st foor rear apartment that features 2 bedrooms, eat-in kitchen, 1 full

  Elias Quintero Bloom/Sanchez Realty, Inc.

  13351 S Baltimore Ave, Chicago, IL 60633
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  /16

  $310,000

  • 6 Beds
  • 3 Baths

  8423 S Muskegon Ave, Chicago, IL 60617

  Time to get off the sidelines!!! Recently updated two unit building located in a highly appreciating neighborhood! 6 bedrooms total with 3 baths! Top unit is a 4 bedroom 2 bath duplex-up that can make an incredible owner's unit or rental unit with high cash flow possibility! Market for a 4bed 2bath in the area ranges from $2600-$3400 according to CHA's site. The building is ready to go with newer

  Dexter Harper Coldwell Banker Realty

  8423 S Muskegon Ave, Chicago, IL 60617
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  /3

  $375,000

  • 1 Bed
  • 1 Bath
  • 950 Sq Ft

  1610 W Fullerton Ave Unit 405, Chicago, IL 60614

  BRIGHT AND SPACIOUS 1 BEDROOM, 1 BATH CONDO IN FANTASTIC LINCOLN PARK LOCATION IS AN EXCELLENT INVESTMENT OPPORTUNITY WTIH A GREAT LIFESTYLE! EXTRA LARGE 900+ SF SOFT-LOFT FEATURES EXPOSED CONCRETE CEILINGS, HARDWOOD FLOORS, AREA FOR A WORK FROM HOME SPACE, DINING AREA, UPGRADED KITCHEN WITH STAINLESS STEEL APPLIANCES, 42" CABINETRY WITH MODERN STAINLESS HARDWARE, GRANITE COUNTERTOPS AND

  Berthene Christos Urban Abodes Chicago

  1610 W Fullerton Ave Unit 405, Chicago, IL 60614
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  /40

  $359,900

  • 1 Bed
  • 1 Bath
  • 807 Sq Ft

  440 N Wabash Ave Unit 4610, Chicago, IL 60611

  Welcome to this stunning corner one-bedroom, one-bath condominium perfectly situated in the heart of River North. Perched on a high floor, this residence offers an open and inviting layout, featuring a granite-accented kitchen with stainless steel appliances, an in-unit washer and dryer, and a thoughtfully designed open floor plan ideal for both everyday living and entertaining. Floor-to-ceiling

  Rutul Parekh ARNI Realty Incorporated

  440 N Wabash Ave Unit 4610, Chicago, IL 60611
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  /28

  $380,000

  • 5 Beds
  • 4 Baths
  • 3,112 Sq Ft

  601 E 32nd St Unit 210-211, Chicago, IL 60616

  A truly rare chance to reside in one of the most coveted private residences in Lake Meadows. Perfectly positioned just moments from downtown Chicago and mere seconds from DuSable Lake Shore Drive, this building offers unparalleled access to premier shopping, dining, and entertainment. This expansive corner unit is a true gem-comprised of two seamlessly combined units, creating an extraordinary

  Heidie Maslo @properties Christie's International Real Estate

  601 E 32nd St Unit 210-211, Chicago, IL 60616
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  /20

  $540,000

  • 9 Beds
  • 3 Baths

  1657 S Central Park Ave, Chicago, IL 60623

  Beautifully rehabbed and move-in ready, this North Lawndale 3-flat is a fantastic opportunity for both owner-occupants and investors seeking a turnkey rental property. The building features a 2-bedroom garden unit, a spacious 3-bedroom unit on the first floor, and a large 4-bedroom unit on the top floor-offering excellent rental versatility. Each apartment has been thoughtfully updated, combining

  John Sciberras Coldwell Banker Realty

  1657 S Central Park Ave, Chicago, IL 60623
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  /28

  $539,000

  • 6 Beds
  • 3 Baths

  1132 N Lawndale Ave, Chicago, IL 60651

  Updated 2-Unit in Prime Humboldt Park - Ideal for First-Time Buyers! Welcome to this fully renovated (2022) 2-flat in the heart of Humboldt Park, featuring a spacious owner's duplex and strong rental potential. The 1st-floor unit offers 3 bedrooms, 2 bathrooms, and a finished lower level-perfect for a second living area, home office, or playroom. The basement has its own exterior entrance,

  Lucas Alvarado Jr Ready Properties Inc

  1132 N Lawndale Ave, Chicago, IL 60651
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  /30

  $624,999

  • 5 Beds
  • 2 Baths

  2131 N Springfield Ave, Chicago, IL 60647

  Welcome to 2131 N Springfield Ave, a beautifully maintained all-brick 2-flat in the heart of Logan Square, one of Chicago's most vibrant and sought-after neighborhoods. This solid building has been thoughtfully cared for with professional tuckpointing throughout, a new flat roof installed in 2020, and newer windows, ensuring long-term peace of mind for the next owner. The spacious first-floor

  Maria Rodriguez eXp Realty

  2131 N Springfield Ave, Chicago, IL 60647
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  /20

  $160,000

  • 3 Beds
  • 2 Baths
  • 1,256 Sq Ft

  8137 S Loomis Blvd, Chicago, IL 60620

  Opportunity knocks in the Auburn Gresham neighborhood! This solid brick 3-bedroom bungalow features a full finished basement and 2-car detached garage, offering great potential for renovation or investment. Whether you're a rehabber, investor, or a buyer looking to add sweat equity, this property is a fantastic value in an up-and-coming area. The main level includes a spacious living room and

  Michael Olszewski Area Wide Realty

  8137 S Loomis Blvd, Chicago, IL 60620
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  /26

  $1,265,000

  • 7,378 Sq Ft

  6646 S Greenwood Ave, Chicago, IL 60637

  Turnkey multi-family investment opportunity in a rapidly appreciating Woodlawn location! This professionally managed six-unit building, constructed in 2007, offers exceptional cash flow from day one and significant equity growth potential. The property is designed for the savvy investor seeking a low-maintenance, stable asset with high-end appeal. Investment Highlights: Strong Cash Flow, Current

  Wayne Beals Exit Strategy Realty / EMA Management

  6646 S Greenwood Ave, Chicago, IL 60637
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  /17

  $525,000

  6925 S Yale Ave, Chicago, IL 60621

  Solid 6-unit brick multi-family building located on a tree lined cul-de-sac. This property has strong bones, a newer roof, and new porch. Three of the units were recently rehabbed. 4 out of the 6 units are occupied and up to date on rent, while the remaining two units are currently listed for rent. This property also includes an additional lot with a separate PIN number used for tenant parking,

  Lauren Wright Coldwell Banker Realty

  6925 S Yale Ave, Chicago, IL 60621
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  /11

  $199,900

  • Studio
  • 1 Bath
  • 650 Sq Ft

  1360 N Sandburg Terrace Unit 1807C, Chicago, IL 60610

  Enjoy breathtaking southern views of the city skyline from your balcony. this diamond in the rough studio in the sought-after Cummings House in Sandburg Village. This in a full amenity bldg. w/ door staff, onsite management, bike room, beautifully landscaped parkways, The Sandburg Club with 2x outdoor pools, tennis courts and pickle ball center, rooftop deck and so much more. Walk to the Lake,

  Patrick Zomparelli Baird & Warner

  1360 N Sandburg Terrace Unit 1807C, Chicago, IL 60610
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  /26

  $367,000

  • 4 Beds
  • 2 Baths

  5644 S Green St, Chicago, IL 60621

  Newly Rented Two-Unit - West Englewood. This solid two-unit property offers an excellent investment or owner-occupant opportunity. Each unit features 2 bedrooms and 1 bathroom with separate utilities. The property includes a large backyard and is conveniently located 5 minutes from I-90/94 for easy commuting. Perfect setup for house hacking or expanding your rental portfolio.

  Amanda Stapleton Blue Door Dave Inc

  5644 S Green St, Chicago, IL 60621
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  /4

  $149,995

  • 4 Beds
  • 2 Baths
  • 1,535 Sq Ft

  6905 S Woodlawn Ave, Chicago, IL 60637

  Investment property. 4 Bedroom Bungalow, 2 floor SFH with basement. No Survey will be ordered. AS-IS/WHERE IS. Inspections must be waved and market on 8.0 contract. $1500 non-refundable EM deposit is required. Enter at your own risk. Seller shall not be liable for any injury caused when going through the property.

  Jonathan Ayala Pearson Realty Group

  6905 S Woodlawn Ave, Chicago, IL 60637
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  /7

  $564,999

  • 7,908 Sq Ft

  8051 S Honore St, Chicago, IL 60620

  Investment opportunity in Auburn Gresham! This brick 6-unit building is located on a beautiful block close to parks and public transportation. Each unit has 2 bedrooms and 1 bathroom. 5 units are currently rented. Each unit has separate heat, and 1 unit has been updated with new kitchen cabinets, quartz countertops, polished porcelain tile, and recessed lighting. This property also features a

  Darrius Doss Consumer Realty Group, Inc.

  8051 S Honore St, Chicago, IL 60620
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  /44

  $699,999

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

  1639 S Blue Island Ave, Chicago, IL 60608

  Prime mixed-use investment opportunity in the heart of Pilsen! Property is currently set up as a single-family home and building will be vacant at closing. This historic brick building, built in the late 1800's, offers approximately 4,000 sq ft across multiple units with strong potential rental income and future upside. The first-floor features an open-concept layout with two large rooms,

  Kevin Smith Century 21 S.G.R., Inc.

  1639 S Blue Island Ave, Chicago, IL 60608
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  /23

  $1,460,000

  1534 E Marquette Rd, Chicago, IL 60637

  An Investor's Dream: High-Quality Multifamily Asset in Woodlawn's Growth Corridor right along the Lakefront. This professionally managed and meticulously maintained multifamily property at 1534 E Marquette Road is a premier investment opportunity in Chicago's rapidly appreciating Woodlawn community. Positioned for both immediate cash flow and substantial long-term equity growth, this asset

  Wayne Beals Exit Strategy Realty / EMA Management

  1534 E Marquette Rd, Chicago, IL 60637
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  /12

  $79,900

  • 4 Beds
  • 2 Baths

  119 E 118th St, Chicago, IL 60628

  Two unit property is hot West Pullman area! Occupancy ready for yoyu to live in one unit and rent put the other. Fenced in with new construction happening on the same block! Red line extension coming soon. Parks, dining, entertainment, close expressway acess all nearby! Dont miss this opportunity for an awesome investment in Hot chicago suburb!

  Richard Harnik First Midwest Realty LLC

  119 E 118th St, Chicago, IL 60628
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  /36

  $1,300,000

  • 8 Beds
  • 4 Baths

  1635 N Honore St, Chicago, IL 60622

  Prime Bucktown Investment Opportunity! Legal 4-Unit All-Brick Building. Own a fully leased, low-maintenance investment property in one of Chicago's most sought-after neighborhoods. The building has been extensively updated while retaining its vintage character, making it both attractive to renters and secure for long-term ownership. Each unit features modern forced-air HVAC, in-unit laundry, many

  Steven Schnur CL3 Property Management

  1635 N Honore St, Chicago, IL 60622
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  /24

  $1,200,000

  • 7,898 Sq Ft

  818 E 106th St, Chicago, IL 60628

  Historic Pullman multi-unit! Own a Rare Piece of History in Pullman! This investment property located in Chicago is an exceptional multi-unit corner property, once home to the historic Pullman porters, offers endless possibilities for investors or owner-occupants. Currently featuring 5 oversized units with distinctive layouts, the building can easily be reconfigured into up to 12 units. The

  Mekia Hearn Serene Realty, Inc.

  818 E 106th St, Chicago, IL 60628
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  /26

  $825,000

  • 5 Beds
  • 3 Baths

  3315 N Drake Ave, Chicago, IL 60618

  Custom refined multi-family with in-law suite and tons of smart home features in Avondale! Whether you're looking for an investment property or a home for the extended family, this property provides endless possibilities, featuring two remarkable units and a private in-law suite. UNIT 1 (MAIN FLOOR): The open-concept layout features a spacious living and dining area filled with west facing

  Ross Wall @properties Christie's International Real Estate

  3315 N Drake Ave, Chicago, IL 60618
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  /23

  $235,000

  • 4 Beds
  • 1.5 Baths
  • 1,328 Sq Ft

  7815 S Emerald Ave, Chicago, IL 60620

  This recently rehabbed 5 bedroom, 1.5 bathroom house in the Auburn neighborhood can be your new home or part of your investment portfolio. Currently used as a rental property, this home located near, grocery stores, CTA/Metra and the Chicago Police Department! Completed in 2023, white, recessed cabinetry, stainless steel appliances, quartz countertops, vinyl flooring, ample sized living room

  William Barroso Kale Realty

  7815 S Emerald Ave, Chicago, IL 60620
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  /6

  $100,000

  • 7 Beds
  • 4 Baths

  645 E 113th St, Chicago, IL 60628

  Prime Investment Opportunity in Historic Pullman. For the savvy investor/discerning buyer, unlock the full potential of this 2-unit located in the rapidly revitalizing Pullman district. With a ton of square footage plus a full, unfinished basement, this property offers a rare opportunity to add significant value through renovation, reconfiguration, or redevelopment. Whether you're seeking to

  Sharial Howard @properties Christie's International Real Estate

  645 E 113th St, Chicago, IL 60628
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  /37

  $495,000 Open Sat 11AM - 1PM

  • 8 Beds
  • 3 Baths

  4704 W Monroe St, Chicago, IL 60644

  Investment opportunity in the vibrant Austin Neighborhood, just blocks from Oak Park! This refurbished legal 2-flat features three rental units: two 3-bedroom/1-bath units and a garden unit with 2 bedrooms and 1 bath. Each unit boasts updated bathrooms, gourmet kitchens with stainless steel appliances, and in-unit laundry. The lower-level unit has egress and ample storage, making it ideal for

  Cierra Thurman Keller Williams ONEChicago

  4704 W Monroe St, Chicago, IL 60644
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  /9

  $524,900

  • 12 Beds
  • 9 Baths

  3852 W Gladys Ave, Chicago, IL 60624

  Jumbo legal 3-unit, brick with an extra garden unit in Garfield Park! Each unit covers 1500 SF and has 4 bedrooms and 2 full bathrooms. Garden unit with 3 bedrooms and one full bath. Separate furnace, ample living rooms, and large sized bedrooms. Minutes away from Downtown Chicago and 2 blocks away from interstate 290 makes this a great investment in both size and location!

  Ryan Casper eXp Realty

  3852 W Gladys Ave, Chicago, IL 60624
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  /6

  $350,000

  • Land
  • 0 Acre

  6659 S Greenwood Ave, Chicago, IL 60637

  This corner lot was set to be a brand-new build, but plans have changed. This leaving YOU with the chance to bring your own vision to life! A spacious vacant lot with plenty of potential, ready for your custom design, modern build, or investment project. Permits comes with purchase and included in price. Zoning for four story eight unit dwelling building.

  Bella Hatcher Extreme Realty LLC

  6659 S Greenwood Ave, Chicago, IL 60637
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  /43

  $850,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 2,001 Sq Ft

  990 N Lake Shore Dr Unit 26A, Chicago, IL 60611

  Luxury lakefront living or investment opportunity awaits your creative eye! Indulge in panoramic vistas of Lake Michigan and Navy Pier from this distinguished 3 bedroom, 2.5 bathroom condo with approximately 2,000 square feet located in the prestigious 990 N. Lake Shore Drive condominium in Chicago's vibrant Gold Coast neighborhood. Nestled in the building's highly coveted southeast corner "A"

  Jovanka Novakovic Compass

  990 N Lake Shore Dr Unit 26A, Chicago, IL 60611
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  /44

  $1,000,000

  • 8 Beds
  • 5 Baths

  2857 N Avers Ave, Chicago, IL 60618

  Rare brick 4-Flat on an extra-wide corner lot on the border of Avondale and Logan Square! The corner building has very large and bright 2 bedroom 1 bathroom apartments. The front apartments have a large living and dining room in addition to great bedroom sizes. The rear units have a living room and a large exterior porch. All apartments have forced air heat and most have central air. The

  Lucas Blahnik @properties Christie's International Real Estate

  2857 N Avers Ave, Chicago, IL 60618
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  /40

  $765,000

  • 6 Beds
  • 4 Baths

  3575 W Dickens Ave, Chicago, IL 60647

  Welcome to 3575 W Dickens Ave - Your new investment is a LEGAL 4 Unit building in the highly sought-after Logan Square neighborhood. Where do I start? This beautiful building has been renovated over the last year, it has newer electrical, newer plumbing, new roof, new flooring, new kitchens, new bathrooms, most of the windows are new, new siding, new grass, etc. The list goes on. 6 Total bedrooms

  Antonio Sarmiento 606 Brokers LLC

  3575 W Dickens Ave, Chicago, IL 60647
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  /23

  $84,900

  • 3 Beds
  • 1 Bath
  • 1,048 Sq Ft

  349 E 116th St, Chicago, IL 60628

  Great opportunity at 349 E. 116th St, Chicago! This 3-bedroom, 1-bath home is perfect for first-time homeowners ready to make it their own or savvy investors looking to add value with personal touches. With strong potential and a solid layout, this property offers a chance to build equity. Don't miss out on this promising investment!

  Luis Quinones Realty of America, LLC

  349 E 116th St, Chicago, IL 60628
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  /17

  $315,000

  • 1 Bed
  • 1 Bath

  3920 N Sheridan Rd Unit 508, Chicago, IL 60613

  This spacious 1-bedroom condo is the perfect opportunity for investors or future owner-occupants looking for a move-in-ready home in one of the city's most vibrant neighborhoods. Currently rented through February 2026, the unit offers steady income and tons of upside. Featuring hardwood floors throughout, a recently updated open-concept kitchen, and an ample-sized bedroom, this home checks all

  Michael Gerhardt RE/MAX PREMIER

  3920 N Sheridan Rd Unit 508, Chicago, IL 60613
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  /6

  $199,900

  • 5 Beds
  • 2 Baths

  212 N Leamington Ave, Chicago, IL 60644

  2 flat Graystone in Austin Area with 3 bedrooms on 2nd floor, 2 bedrooms on 1st floor, 5 minutes to I-290 expressway. This is a once in a lifetime investment opportunity. Solid 2 flat would make this a remarkable fix and fip candidate / Come and make an offer and have this be your autumn project! Property is being sold occupied / Please Do not disturb Occupants / being sold in AS IS condition /

  Michael Olszewski Area Wide Realty

  212 N Leamington Ave, Chicago, IL 60644
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  /3

  $18,999

  • Land
  • 0 Acre

  6518 S Damen Ave, Chicago, IL 60636

  Prime Vacant Lot in West Englewood - Surrounded by New Growth! Opportunity knocks on this oversized vacant lot in the heart of West Englewood! This parcel offers a rare chance to build your dream single-family home or develop a smart investment property in a fast-evolving neighborhood. Single-family homes, new construction, and full rehabs are active on this very block-making this the perfect

  Aaron Gaines Keller Williams Preferred Realty

  6518 S Damen Ave, Chicago, IL 60636
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  /12

  $204,999

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  2909 N Sheridan Rd Unit 1105, Chicago, IL 60657

  Welcome to 2909 N Sheridan Rd in the sought-after East Lakeview neighborhood! This charming 1-bedroom, 1-bath condo offers beautiful city views and a fantastic location just minutes from Lake Michigan, Lincoln Park Zoo, and vibrant dining and shopping options. Inside you'll find hardwood floors throughout, granite countertops, and an efficient layout perfect for city living. The building features

  Georgeann Weisman Brokerworks Real Estate Group

  2909 N Sheridan Rd Unit 1105, Chicago, IL 60657
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  /20

  $129,900

  • 2 Beds
  • 1.5 Baths
  • 936 Sq Ft

  7251 S Ridgeland Ave Unit E, Chicago, IL 60649

  Attention all first-time homebuyers and aspiring investors seeking the ideal rental or Airbnb property! This townhome has recently undergone a significant renovation as of June 17, 2025. As you step inside, you'll be welcomed by spacious living areas featuring elegant wood laminate flooring that adds a touch of sophistication. Head up to the upper level, where you'll find a luxurious updated

  Dawn Haley ASAGA Realty & Housing Development

  7251 S Ridgeland Ave Unit E, Chicago, IL 60649

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