Investment - Homes for Sale in Chicago, IL

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  /10

  $760,000

  • 10 Beds
  • 4 Baths

  521 E 46th Place, Chicago, IL 60653

  A rare opportunity to own a fully occupied, cash-flowing 4-unit Graystone in the heart of Bronzeville-perfect for an owner-occupant or savvy investor. This classic building offers a total of 10 bedrooms and 4 bathrooms, combining timeless architectural character with meaningful updates. Features separate forced-air heating systems for all units, with two units equipped with central air

  Tiffany Taylor Taylor Realty Group LLC

  521 E 46th Place, Chicago, IL 60653
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  /38

  $599,999 Open Sat 11AM - 1PM

  • 3 Beds
  • 3 Baths

  5037 W Winona St, Chicago, IL 60630

  Excellent opportunity to own a well-maintained 2-flat in the highly desirable Jefferson Park neighborhood, offering strong rental potential and an ideal setup for owner-occupants. This classic Chicago multi-unit features two spacious units, a finished basement, and shared laundry, making it a versatile investment in one of the city's most commuter-friendly areas. The first-floor unit offers 2

  Cory Tanzer Option Premier LLC

  5037 W Winona St, Chicago, IL 60630
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  /27

  $498,000

  • 4,236 Sq Ft

  735 E 88th St, Chicago, IL 60619

  OWNER FINANCING POTENTIALLY AVAILABLE - SUBJECT TO TERMS AND STRUCTURE. We are pleased to present for sale 735 E 88th, a six-unit multi-family investment property in the Chatham neighborhood of Chicago. The property is composed of six four-room 1-Bed/1-Bath apartments and a three-car garage that features updated electric, updated rear porch, central boiler heat (~8 years old), common hot water,

  Gene Hart 33 Realty

  735 E 88th St, Chicago, IL 60619
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  /32

  $235,000

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

  9419 S Wabash Ave, Chicago, IL 60619

  Investor special / fixer-upper with strong value-add potential in Chicago-perfect for investors, rehabbers, flippers, or handy homebuyers looking to build equity. This 4-bedroom, 2-bath home features a spacious layout with large bedrooms, generous living areas, and a full unfinished basement ready for renovation, expansion, or additional living space. Property needs work and is being sold as-is;

  Lance Ellazar Realty of America, LLC

  9419 S Wabash Ave, Chicago, IL 60619
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  /23

  $300,000

  • 4 Beds
  • 2 Baths

  7923 S Lowe Ave, Chicago, IL 60620

  Recently updated 2-unit apartment building offering cash flow and long-term upside. Both units feature modern finishes and thoughtful upgrades, making this a low-maintenance investment from day one. Situated on a quiet cul-de-sac, the property delivers the perfect balance of privacy and convenience. Located just steps from the coming soon Metra train station and minutes from the expressway.

  Munir Matariyeh Real Broker, LLC

  7923 S Lowe Ave, Chicago, IL 60620
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  /5

  $229,000

  6401 S Bishop St, Chicago, IL 60636

  A solid investment opportunity to buy two brick buildings. The first building (6401 S Bishop) comprises two units with formal dining rooms and 2 bedrooms each, while the second building (1419-21 W 64th St) offers four units with 1 bed and 1 bath each none of the units are currently occupied offering clean slate for renovations. Both building have a need roof 2025. Buildings located close to

  Judith Salazar First Capital Realtors

  6401 S Bishop St, Chicago, IL 60636
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  /24

  $269,000

  • 6 Beds
  • 6 Baths

  7960 S Phillips Ave, Chicago, IL 60617

  This spacious 3-unit property offers an excellent opportunity for investors seeking strong upside. Each unit features 2 bedrooms, 1.5 bathrooms, a generous living area, and a full dining room-providing layouts that appeal to long-term renters or resale buyers alike. The full basement offers additional potential for storage, expanded living space, or future value-add options. A 3-car garage

  Oscar Darden DEI Realty LLC

  7960 S Phillips Ave, Chicago, IL 60617
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  /24

  $389,000

  • 7 Beds
  • 3 Baths

  7027 S Harper Ave, Chicago, IL 60637

  Cash-Flowing Greystone Oasis Near the Obama Library Exceptional opportunity to own a beautifully updated 2-flat greystone duplexed to the basement in one of Chicago's most active and rapidly transforming South Side neighborhoods. Located just minutes from the Obama Presidential Library and surrounded by new development and investor activity, this property offers both immediate income and

  Candice Payne 5th Group Corp

  7027 S Harper Ave, Chicago, IL 60637
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  /17

  $810,000

  • 8 Beds
  • 4 Baths

  3823 N Lavergne Ave, Chicago, IL 60641

  Solid brick 4-unit building located near Six Corners. Each unit is about 900 SF and features 2 bedrooms and 1 bathroom. Unfinished basement includes coin operated laundry machines. 3 car garage space is fully rented. Building was remodeled in 2011 and has been consistently maintained. Recent improvements include tuck-pointing on the west side, above second floor windows (2025), tuckpointing on

  Advije Ismaili AA Management, LLC

  3823 N Lavergne Ave, Chicago, IL 60641
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  /3

  $30,000

  • Land
  • 0 Acre

  1212 N La Salle Dr Unit 316, Chicago, IL 60610

  MUST BE A UNIT OWNER AT 1212 N LASALLE TO PURCHASE. Prime Gold Coast/ Old Town location. This is an extra large and wide self parking spot that can accommodate a large SUV! On preferred level 3 which is indoors. This spot currently rents at $250/month. Garage is camera monitored 24/7. Easy self park access with fob. Ideal neighborhood. A great investment!

  Debra Flynn Baird & Warner

  1212 N La Salle Dr Unit 316, Chicago, IL 60610
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  /16

  $449,900

  • 4 Beds
  • 3 Baths
  • 2,460 Sq Ft

  2037 N Tripp Ave, Chicago, IL 60639

  Turnkey investment opportunity in the Hermosa Neighborhood! This fully rented, income-producing single-family property is configured like a two-flat and includes a finished 1-bedroom basement apartment, offering three total rental units and immediate cash flow. The top-floor unit features new hardwood flooring throughout, including the bedrooms, a spacious living and dining area, and a newly

  Giuseppe Zerillo Zerillo Realty Inc.

  2037 N Tripp Ave, Chicago, IL 60639
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  /20

  $324,500

  • 6 Beds
  • 2 Baths

  5632 S Wabash Ave, Chicago, IL 60637

  Ask your broker about terrific grants available! The property is eligible for up to $15,000 in assistance and a home warranty. Welcome to this well-maintained two-unit brick building offering expansive layouts, soaring ceilings, and three spacious bedrooms with one full bathroom in each unit. The upper unit benefits from an oversized layout, with particularly generous bedroom sizes created by the

  Cody Shipp Baird & Warner

  5632 S Wabash Ave, Chicago, IL 60637
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  /49

  $699,000

  • 6 Beds
  • 3 Baths

  6212 W Norwood St, Chicago, IL 60646

  Unique 2-flat bungalow with an addition on an oversized lot (119x151x31x125) and featuring two separate garages, offering exceptional flexibility and value to keep as an investment property, in-law arrangement or single family conversion. First floor lives like a single family home. Large entry foyer, living & dining room, 3 bedrooms, 2 full baths and family room addition. 2nd floor - 2nd unit

  Nicole Hajdu Baird & Warner

  6212 W Norwood St, Chicago, IL 60646
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  /3

  $9,499

  • Land
  • 0 Acre

  12017 S Wallace St, Chicago, IL 60628

  Builders, investors, and visionaries-here's your next West Pullman infill opportunity! This build-ready vacant lot offers approximately 0.072 acres (3,125 SF) of land in an established Chicago neighborhood, with utilities at or near the site to help streamline your plans. Whether you're looking to build a new single-family home, develop a smart investment project, or secure land for a future

  Aaron Gaines Keller Williams Preferred Realty

  12017 S Wallace St, Chicago, IL 60628
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  /32

  $524,700

  • 6 Beds
  • 3 Baths

  5317 W Van Buren St, Chicago, IL 60644

  Prime Investment Opportunity: Fully Renovated 2-Unit Duplex in the hot Austin neighborhood! Updated from top-to-bottom, this stunning 2-unit property delivers modern luxury, strong rental income potential, and that coveted Austin vibe. Perfect for house-hackers, investors, or owner-occupants who want to live in one unit and let the other help with the mortgage. Unit 1 - Duplex-Down 3 Beds & 2

  Eric Wicencyjusz eXp Realty

  5317 W Van Buren St, Chicago, IL 60644
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  /31

  $855,000

  • 5 Beds
  • 4 Baths

  2118 N Bingham St, Chicago, IL 60647

  Hot Logan Square Opportunity! Discover this rare 2-unit property with a private coach house, perfectly situated in the heart of Logan Square. This versatile investment offers multiple income streams or the chance to live in one unit while renting the others. Main Building: Two spacious units with natural light, hardwood floors, and functional layouts. Coach House: A charming, fully separate

  Maria Valdez Roble Realty Group, LLC

  2118 N Bingham St, Chicago, IL 60647
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  /2

  $179,000

  • 5 Beds
  • 2 Baths

  531 W 61st Place, Chicago, IL 60621

  Gorgeous, renovated brick two-flat is an investor's dream and guarantees YEARS of cash flow with long term tenants! This is a solid investment that will produce great returns!! Tenants will enjoy living in a quiet neighborhood convenient to The University of Chicago, major highways, public transportation, restaurants, shopping, and Lake Michigan. In-unit features include: Brand New Appliances,

  Dimitris Mellos James Group Properties LLC

  531 W 61st Place, Chicago, IL 60621
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  /47

  $380,000

  • 10 Beds
  • 3 Baths

  1842 S Drake Ave, Chicago, IL 60623

  Discover this wonderful brick 3-flat situated in the heart of Chicago's vibrant North Lawndale neighborhood. Located less than a block from the renowned Farm on Ogden, a year-round indoor market offering fresh produce and community programs, and just minutes from the historic Douglass Park Field House-a 173-acre park featuring lagoons, playgrounds, soccer fields, and cultural events. Each of the

  Jonathan Gil Equity Realty

  1842 S Drake Ave, Chicago, IL 60623
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  /2

  $19,000

  • Land
  • 0.09 Acre
  • $211,111 per Acre

  11744 S Wallace St, Chicago, IL 60628

  This vacant lot offers endless potential-looking to build your dream house, start a new project or make a smart investment. Don't miss your chance to secure this blank canvas bring your vision to life. Act fast-opportunity like this don't last long! Drive-by anytime.

  Nelly Lara Su Familia Real Estate Inc

  11744 S Wallace St, Chicago, IL 60628
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  /24

  $195,000

  • 3 Beds
  • 1 Bath
  • 1,600 Sq Ft

  7741 S Chappel Ave, Chicago, IL 60649

  Welcome to this beautifully maintained bungalow-an exceptional investment opportunity in a highly desirable location near major highways, schools, and public transportation. This property is an as-is, making it ideal for both investors and first time buyers. The home features a spacious main-level bedroom complemented by a charming sunroom, perfect for added living space or a premium rental

  Christopher Del Cid Westward360 RM

  7741 S Chappel Ave, Chicago, IL 60649
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  /26

  $320,000

  • 4 Beds
  • 2 Baths

  8548 S Manistee Ave, Chicago, IL 60617

  This all-brick 2-flat on a quiet street is the perfect investment opportunity! Live in one and rent the other, or rent both for an income stream! Each unit features a spacious living room, a large kitchen, 2 bedrooms, and 1 full bath, plus gorgeous hardwoods that flow throughout most of each unit. The bathrooms in both units have been updated, and the kitchens have also been touched up. There is

  Cesar Juarez Redfin Corporation

  8548 S Manistee Ave, Chicago, IL 60617
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  /9

  $199,000

  • 5 Beds
  • 2 Baths

  2334 S Trumbull Ave, Chicago, IL 60623

  CALLING ALL INVESTORS!! Brick 2-flat in Chicago's Little Village neighborhood offering strong investment potential. The lower-level unit has been fully gutted to the studs, providing a blank canvas for a builder or investor with vision to restore it to its original 2-bedroom, 1-bath layout or reimagine the space entirely. The primary unit on the main floor features 2 bedrooms and 1 bath, with the

  Christopher Shaw Coldwell Banker Realty

  2334 S Trumbull Ave, Chicago, IL 60623
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  /2

  $135,000

  • Land
  • 0.05 Acre
  • $2,700,000 per Acre

  2247 W Cermak Rd, Chicago, IL 60608

  Exceptional vacant lot located in the heart of Pilsen, one of Chicago's most vibrant and rapidly evolving neighborhoods. Surrounded by thriving local businesses, popular restaurants, and new developments, this property presents a rare opportunity to build in a high-demand corridor known for its strong foot traffic and community energy. Zoned B3-2, this site offers outstanding flexibility for

  Brittany Sanchez Realty of America, LLC

  2247 W Cermak Rd, Chicago, IL 60608
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  /2

  $170,000

  • 6 Beds
  • 3 Baths

  319 E 119th St, Chicago, IL 60628

  Spectacular investment opportunity! This solid 2-flat offers a total of 6 bedrooms and 3 bathrooms and has already undergone many major renovations. Recent improvements include updated insulation, newer windows, a new addition, a new roof, a front porch, fascia, and gutters, along with updated electric, piping, and ductwork. With so much of the heavy lifting already completed, this property is

  Araceli Solis eXp Realty

  319 E 119th St, Chicago, IL 60628
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  /16

  $124,900

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft

  5205 W Drummond Place Unit 1, Chicago, IL 60639

  This 600-square-foot condo offers 1 bedroom and 1 bathroom, featuring hardwood floors and a kitchen with granite countertops. The property includes desirable amenities such as an on-site fitness center, and coin-operated laundry facilities. With no rental cap, this unit presents a great investment opportunity for investors!

  Julianna Gil Gil & Gil Group Corp.

  5205 W Drummond Place Unit 1, Chicago, IL 60639
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  /6

  $325,000

  • 10 Beds
  • 4 Baths

  2601 W Luther St, Chicago, IL 60608

  Fully occupied multi-unit investment opportunity in the Heart of Italy neighborhood near Douglas Park with convenient access to public transportation, major expressways, UIC, and the Illinois Medical District. Property is tenant occupied with long-time tenants in place, offering immediate income for the next owner. Ideal for investors seeking a stable asset in a high-demand rental location!

  Jim Streff Berkshire Hathaway HomeServices Chicago

  2601 W Luther St, Chicago, IL 60608
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  /6

  $119,500

  • 1 Bed
  • 1 Bath

  2044 W Jarvis Ave Unit 3G, Chicago, IL 60645

  Excellent investment opportunity in Rogers Park! Well-maintained 1-bedroom, 1-bath condo in a desirable low-rise building. Ideal for investors seeking steady rental income or first-time buyers looking for affordability. Low HOA fees make this a smart addition to any portfolio. Prime location close to public transportation, parks, shopping, and restaurants. Common laundry area in building. Strong

  Daniel Hernandez NAIM LUXE REALTY LLC

  2044 W Jarvis Ave Unit 3G, Chicago, IL 60645
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  /4

  $65,000

  • Land
  • 0 Acre

  1532 S Kedzie Ave, Chicago, IL 60623

  Incredible Development Opportunity! Two adjacent vacant lots near Douglas Park! Don't miss this unique opportunity to acquire two contiguous vacant lots located at 1532 & 1534 S. Kedzie Ave, Chicago, IL 60623 (PINs: 16232290300000 & 16232290310000). These side-by-side parcels are being sold together at 65K each! Each lot is 25 X 125. The lots are ideal for new construction in a rapidly developing

  Thommy Purnell Kale Realty

  1532 S Kedzie Ave, Chicago, IL 60623
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  /2

  $9,900

  • Land
  • 0 Acre

  8647 S Colfax Ave, Chicago, IL 60617

  Development Opportunity in South Chicago! This 25x125 lot is located in the South Chicago neighborhood and is zoned RS-3, offering the potential to build either a single-family home or a two-flat property. With easy access to the I-90, this location is ideal for those seeking a strategic investment in a rapidly developing area. A mix of modern and newly renovated homes, with continued growth in

  Ronald Ohr Avenue 1 Realty Group

  8647 S Colfax Ave, Chicago, IL 60617
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  /15

  $1,250,000

  4407 W Adams St, Chicago, IL 60624

  TURN KEY, HIGH-Income producing gem in West Garfield Park area right across an elementary school. All 8 units are occupied with long-term strong tenants at maximum market rents. Full rehab in 2017 from top to bottom. 4 units are 4bedroom 1bath and 4 units are 5bedroom 1 bath. Each unit is 1400sqft. All units have Separate utilities (gas and electric). The property also features a gated parking

  Bilal Hussain Ellsbury Group LLC

  4407 W Adams St, Chicago, IL 60624
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  /11

  $545,000

  • 4 Beds
  • 3 Baths
  • 2,760 Sq Ft

  2800 W Bryn Mawr Ave, Chicago, IL 60659

  Motivated OWNER says, "Bring me an offer!" Are you Upsizing, Downsizing or looking for an Investment Property, then this is the home for you! An opportunity like this will not last much longer in this Spring Market! Buy this property and watch your value go up quickly!! Rarely available 4 Bedroom 3 Bathroom solid built brick ranch home in the desirable Lincoln Square-Budlong Woods neighborhood! A

  Anna Schreck Berkshire Hathaway HomeServices Chicago

  2800 W Bryn Mawr Ave, Chicago, IL 60659
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  /31

  $1,200,000

  • 9 Beds
  • 3 Baths

  2516 W Lyndale St, Chicago, IL 60647

  Exceptional investment opportunity in the heart of Logan Square! Situated on charming tree-lined Lyndale Street, this legal three-unit building offers the perfect blend of classic Chicago character and modern functionality in one of the city's most sought-after and rapidly growing neighborhoods. Just a short walk to Logan Boulevard, the Blue Line, parks, and a vibrant mix of restaurants, cafes,

  George Selas Baird & Warner

  2516 W Lyndale St, Chicago, IL 60647
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  /32

  $599,000

  • 8 Beds
  • 6 Baths

  2727 N Oak Park Ave, Chicago, IL 60707

  Fantastic opportunity to own this 4 family home which may bring the owner buyers extra money and for the investors return on investment or rental possibilities. Property has two car detached garage plus driveway for extra parking. Subject is located within walking distance to Locke Elementary School and Bell Park with baseball fields, a volleyball, tennis courts, playground and much more. The

  Katia Craig Coldwell Banker Realty

  2727 N Oak Park Ave, Chicago, IL 60707
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  /2

  $49,900

  • Land
  • 0 Acre

  4210 W Washington Blvd, Chicago, IL 60624

  Oversized Vacant Lot in Historic West Garfield Park - Developer's Dream! Prime opportunity to own a 25' x 180' RT-4 zoned lot in the heart of West Garfield Park-just steps from the lush greenery of Garfield Park and blocks from Douglas Park. This deep, buildable lot is ideal for single-family homes or multi-unit, making it perfect for investors, developers, or savvy buyers looking to capitalize

  Vickie Soupos Fulton Grace Realty

  4210 W Washington Blvd, Chicago, IL 60624
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  /22

  $399,000

  • Studio
  • 1 Bath
  • 600 Sq Ft

  401 N Wabash Ave Unit 31B, Chicago, IL 60611

  This stunning studio in the coveted Trump Tower showcases lots of premium upgrades, featuring soaring 10-foot ceilings, breathtaking northwest city views, and luxurious finishes including a gourmet kitchen with top-tier Wolf, Sub-Zero and Miele appliances and a spa-like bath. Residents enjoy exclusive access to five-star Trump Tower amenities and hotel services, making this the perfect

  James Qiu Kale Realty

  401 N Wabash Ave Unit 31B, Chicago, IL 60611
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  /18

  $115,000

  • 3 Beds
  • 1.5 Baths
  • 1,407 Sq Ft

  7945 S Phillips Ave, Chicago, IL 60617

  This 3-bedroom, 1.5-bath rowhouse is a prime investment opportunity just in time for spring. With a little TLC, this property can quickly be transformed into a profitable rental-or take it a step further with strategic upgrades and maximize your return with a flip. Investors love light cosmetic rehabs like this because of the fast turnaround and strong ROI potential. In as little as 30 days, you

  David Thomas Blue Door Dave Inc

  7945 S Phillips Ave, Chicago, IL 60617
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  /2

  $989,000

  • Land
  • 0 Acre

  2841-49 N Cicero Ave, Chicago, IL 60641

  On a busy Cicero Aveneue between Diversy and Fullerton, this 15,375 square foot parcel is available for sale. The land could be developed for a wide variety of retail uses. The site has low taxes for the area with substantial frontage on Cicero Avenue with easy access to bustling Six Corners. Great opportunity for a user or developer. The Belmont Cragin community has benefited from steady

  Daniel Hyman Millennium Properties RE, Inc.

  2841-49 N Cicero Ave, Chicago, IL 60641
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  /2

  $989,000

  • Land
  • 0 Acre

  1540-1542 N Western Ave, Chicago, IL 60622

  - 2 lots of prime investment / development opportunity with Western Avenue frontage, just south of North Avenue - High-visibility location with over 29,100 vehicles per day - Great West Wicker Park/Bucktown location just 2.5 blocks from The 606 / Bloomingdale Trail and steps away from North Avenue dining and nightlife options - Easily accessible to public transportation, located on CTA #49

  Ryan Cherney Circle One Realty

  1540-1542 N Western Ave, Chicago, IL 60622
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  /52

  $799,999

  • 6 Beds
  • 3 Baths

  3975 W Barry Ave, Chicago, IL 60618

  Exceptional investment opportunity! This legal 3-unit brick brownstone offers strong potential for both investors and owner-occupants. The building features spacious units with a highly desirable layout. The first-floor unit offers 2 bedrooms and 1 bathroom, the second-floor unit features a large 3 bedroom, 1 bathroom layout, and the garden/basement unit is a legal oversized 1 bedroom, 1 bathroom

  Leticia Andrade Fulton Grace Realty

  3975 W Barry Ave, Chicago, IL 60618
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  /20

  $630,000

  • 7 Beds
  • 3 Baths

  1852 W 17th St, Chicago, IL 60608

  Perfect Multi Unit opportunity located in the heart of Pilsen! One of Chicago's hottest neighborhoods in a desirable area! This building has been with the family for almost 60 years! This large building consists of 4 apartments and an unfinished attic that may possibly be duplexed. 1st floor has 2 apartments. 2nd floor apartment is spacious and long; it has 3 bedrooms a living rm, dinning rm and

  Elia Bonilla RE/MAX LOYALTY

  1852 W 17th St, Chicago, IL 60608

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