Investment - Homes for Sale in Chicago, IL

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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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  /20

  $650,000

  • 6 Beds
  • 3 Baths

  2526 W Monroe St, Chicago, IL 60612

  Welcome to 2526 W Monroe! Nestled in the desirable East Garfield Park neighborhood, this property presents an incredible opportunity in a rapidly appreciating area just minutes from the United Center and Chicago's massive $7 billion redevelopment project. Whether you're looking for a smart rental investment or a spacious home for your family with rental income potential, this property checks all

  Giancarlo Chavez Keller Williams ONEChicago

  2526 W Monroe St, Chicago, IL 60612
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  /31

  $519,900

  • 5 Beds
  • 3 Baths

  349 W 26th St, Chicago, IL 60616

  Location, location, location. First time on the market in 25 years. Investment Opportunity or Multi-Generational Living! It features two separate units with seperate utilities, perfect for investors or extended families. Unit A on the first floor offers 2 bedrooms and 1 bathroom. Unit B, spanning the second and third floors, includes 3 bedrooms, 1.5 bathrooms, with the second floor housing the

  Sonny Ruan Chi Real Estate Group LLC

  349 W 26th St, Chicago, IL 60616
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  /48

  $510,000

  • 7 Beds
  • 3 Baths

  4819 W Superior St, Chicago, IL 60644

  Prime investment opportunity awaits! Located in a highly sought-after area, this solid brick two-unit property is being beautifully renovated and days away from move-in ready! Featuring a total of 7 bedrooms and 3 bathrooms, this immaculate, thoughtfully designed home offers ample space and versatility. Live in one unit and rent the other, or generate substantial rental income. Fenced lot and

  Richard Harnik First Midwest Realty LLC

  4819 W Superior St, Chicago, IL 60644
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  /3

  $45,000

  • Land
  • 0.07 Acre
  • $642,857 per Acre

  3012 S Keeler Ave, Chicago, IL 60623

  Vacant lot for sale in the Little Village area. Build your dream home or use it as an investment property on this prime vacant lot! Perfect location.-your chance to create something from the ground up. Don't wait, this one won't last!

  Hugo Gracia Keller Williams ONEChicago

  3012 S Keeler Ave, Chicago, IL 60623
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  /21

  $495,000

  • 11 Beds
  • 3 Baths

  7305 S Yates Blvd, Chicago, IL 60649

  Exceptional multi-unit investment opportunity! This spacious building features two large 4-bedroom, 1-bath units with sunrooms plus an expansive 3-bedroom, 1-bath garden apartment with in-unit washer and dryer. Rehabbed in recent years with modern finishes, updated kitchens, and stylish decor throughout. Major improvements include a new pitched roof and city-completed sewer line replacement to

  Carolyn Walker Real People Realty

  7305 S Yates Blvd, Chicago, IL 60649
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  /19

  $74,900

  • 2 Beds
  • 1 Bath
  • 952 Sq Ft

  244 W 117th St, Chicago, IL 60628

  STOP BY SAT 23RD 11AM-1PM Looking for the perfect investment opportunity? Welcome to Pullman IL! This property offers a formal dining room and spacious living room with wood laminate flooring throughout. The main floor features two bedrooms and one bathroom, while the basement currently under construction includes three additional bedrooms & Laundry room. The kitchen previously had access to

  Jose Aguilar Realty of America, LLC

  244 W 117th St, Chicago, IL 60628
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  /27

  $649,222

  • 7 Beds
  • 2 Baths

  209 S Albany Ave, Chicago, IL 60612

  Gorgeous Historic Limestone 2-Unit w/basement and Vacant Lot (RT-4) Included! This stunning multi-unit property features a classic limestone exterior and comes with the vacant lot next door-already included in the price! Keep it for additional parking and yard space or build another investment property to maximize value. Fully rehabbed in 2020, the building boasts all new mechanics, including

  Fade Kashkeesh HomeSmart Realty Group

  209 S Albany Ave, Chicago, IL 60612
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  /27

  $180,000

  • Studio
  • 1 Bath
  • 525 Sq Ft

  539 W Stratford Place Unit 310, Chicago, IL 60657

  One of a kind, custom design; rarely available designer's home. So many updates and upgrades. The home features floating engineered hardwood Birch floors & White Carrera marble in the entry, kitchen, bathroom and closet/office space. Custom kitchen cabinets with under cabinet lighting & walnut cabinet built-ins, large Toto pedestal sink, counter depth bottom freezer refrigerator, built in wall

  Lola Delic @properties Christie's International Real Estate

  539 W Stratford Place Unit 310, Chicago, IL 60657
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  /21

  $334,900 Open Sun 1PM - 3PM

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

  21 E 26th St Unit 3, Chicago, IL 60616

  Experience the best of the South Loop in this Stunning Rock Star Location! This Beautifully Maintained Walk Up that has been Freshened up to Meet 2025 standards-the unit Offers an Expansive Open-Concept Layout featuring 42" Shaker cabinets, Granite Countertops, 2024 Sleek Stainless-Steel Appliances in a kitchen that flows seamlessly into the Luxurious Very Large Living/Dining area that includes a

  Sonya Lea Berkshire Hathaway HomeServices Chicago

  21 E 26th St Unit 3, Chicago, IL 60616
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  /12

  $110,000

  • 4 Beds
  • 1 Bath
  • 2,000 Sq Ft

  10434 S State St, Chicago, IL 60628

  Excellent investment opportunity! well-kept home currently tenant-occupied, offering immediate rental income while you plan your move. Bright living areas, functional layout, and close to public transportation, expressways and local amenities. A smart buy today with future owner-occupant potential.

  Chris Amatore Manage Chicago, Inc.

  10434 S State St, Chicago, IL 60628
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  /31

  $1,550,000

  • 12 Beds
  • 8 Baths

  5759 N Washtenaw Ave, Chicago, IL 60659

  Amazing 3-flat with an additional garden apartment in a desirable location. Stunning 3 apartments with 3 bedrooms/ 2 bathrooms and a garden apartment with 3 bedrooms/2 bathrooms offering spacious and open-concept floor plans designed for comfort and luxury. Step inside to discover a spacious living and dining area, a bright and airy space, and a modern open kitchen featuring a large peninsula,

  Alina Pop American International Realty

  5759 N Washtenaw Ave, Chicago, IL 60659
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  /11

  $230,000

  • 4 Beds
  • 2 Baths

  6618 S Marquette Rd, Chicago, IL 60637

  Great investment opportunity in the heart of Woodlawn! This two-unit building at 6618 S Marquette Rd features a 2 bed, 1 bath unit and a 3 bed, 1 bath unit, offering solid rental income potential. The property includes a large yard, a parking pad, and an unfinished basement with room to add value. Being sold AS-IS, it's perfect for investors or owner-occupants looking to customize and build

  Alejandro Bravo Real Broker, LLC

  6618 S Marquette Rd, Chicago, IL 60637
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  /14

  $128,900

  • 2 Beds
  • 1 Bath

  1000 E 53rd St Unit 221S, Chicago, IL 60615

  Prime Investment Opportunity in Hyde Park Seize this rare chance to own a unit in the sought-after Renaissance Place at Hyde Park, perfect for investors looking to unlock its potential. This property, being sold as-is, offers a blank slate for your creative vision. With a desirable location, it ensures maximum appeal and rental demand in a vibrant and high-demand neighborhood. The building

  Tommy Choi Keller Williams ONEChicago

  1000 E 53rd St Unit 221S, Chicago, IL 60615
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  /42

  $359,000

  • 5 Beds
  • 2 Baths
  • 798 Sq Ft

  142 W Swann St, Chicago, IL 60609

  Welcome to 142 W Swann St in the heart of Chicago's Fuller Park neighborhood! This spacious home offers a unique opportunity for multigenerational living or rental income with a finished in-law suite featuring separate utilities, entrances, private laundry, 2 bedrooms, and 1 full bath. The main level includes 3 comfortable bedrooms, 1 full bath, and a bright kitchen, along with improvements such

  Marlisa Granados RE/MAX Partners

  142 W Swann St, Chicago, IL 60609
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  /2

  $395,000

  • 6 Beds
  • 2 Baths

  6527 S Talman Ave, Chicago, IL 60629

  THIS IS A VERY SPACIOUS 2-FLAT BRICK BEAUTIFUL BUILDING. WHAT A GREAT INVESTMENT! IT HAS 3 BRS, 1 FULL BATH, KITCHEN, LIVING ROOM & DINING ROOM IN EACH UNIT. APPLIANCES INCLUDED IN BOTH UNITS ARE STOVE, MICROWAVE & REFRIGERATOR! BOTH KITCHENS FEATURE BEAUTIFUL CABINETS & GRANITE COUNTERTOPS. THERE IS A FULL UNFINISHED BASEMENT READY FOR YOUR UPGRADING POSSIBILITIES! THE ROOF IS FROM 2022.

  Lorena Haro Baird & Warner

  6527 S Talman Ave, Chicago, IL 60629
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  /17

  $63,900

  • 3 Beds
  • 3 Baths
  • 1,219 Sq Ft

  6619 S Aberdeen St, Chicago, IL 60621

  Great Englewood Investment offering 4 Bedrooms, 3 Bathrooms, Living Room, Dining Room, Eat-in Kitchen, Enclosed Back Porch, and Full Basement. 2nd Floor has a Kitchenette. Peach and Apple Trees in Backyard. The property need a full rehab. Sold as is. No survey provided.

  David Williamson Choice Realty Group Inc.

  6619 S Aberdeen St, Chicago, IL 60621
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  /3

  $45,000

  • Land
  • 0 Acre

  Unlisted Address

  Why settle for the headaches of condo rentals and spend your free time fixing leaky toilets, turnover, high taxes, and costly upkeep. Here is your opportunity to get into the real estate game with an arm chair investment. This rare opportunity of indoor, heated, and secure parking space offers stronger cash flow without the stress. Say goodbye to move-in/move-out fees, appliance replacements,

  Dan Kaiser RE/MAX Suburban

  Unlisted Address
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  /21

  $359,900

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

  5445 N Sheridan Rd Unit 712, Chicago, IL 60640

  This spacious condo offers breathtaking sunrise views over Lake Michigan and city skylines. Oversized windows fill the open-concept living and dining area with abundant natural light, creating a warm and inviting atmosphere. Modern Upgrades Throughout. Two generous bedrooms with ample closet space. Two full bathrooms, tastefully updated with modern fixtures. Upgraded kitchen with granite

  Xiaohuang Wu AiHome Realty Group LLC

  5445 N Sheridan Rd Unit 712, Chicago, IL 60640
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  /60

  $750,000

  • 5 Beds
  • 3 Baths

  3331 N Drake Ave, Chicago, IL 60618

  Discover this fully renovated 2-flat in Chicago's vibrant Avondale neighborhood, perfect for owner-occupants or investors. The upstairs owner's duplex-up boasts condo-quality finishes with an open-concept layout, featuring hardwood floors, custom cabinetry, and stainless steel appliances. Bright and airy, it's flooded with natural light, complemented by modern bathrooms with sleek fixtures,

  Donald Hajdari AAA Real Estate

  3331 N Drake Ave, Chicago, IL 60618
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  /21

  $310,000

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

  1524 S Sangamon St Unit 512, Chicago, IL 60608

  Flooded with natural light, this south-facing 2-bedroom, 2-bathroom condo offers an unbeatable value in today's market. With a modern split floor plan designed for both comfort and functionality, this home is move-in ready while also providing the perfect canvas for your personal touch. Step out onto your spacious private balcony to enjoy stunning sunsets and city view, perfect for relaxing or

  Kelly Ladewig Baird & Warner

  1524 S Sangamon St Unit 512, Chicago, IL 60608
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  /32

  $1,099,000

  1645 W 17th St, Chicago, IL 60608

  Prime Turnkey Investment in Chicago's Red-Hot Pilsen Neighborhood! 5 unit building complete renovated in 2020! 100% tenant occupied and generates over $111K in annual gross rental income. The rehab included new electric, copper plumbing, individual HVAC's, new flooring and baths, washer/dryer in all units, and new roof on front building. All units have modern finishes with granite

  Brian Ruff Coldwell Banker Real Estate Group

  1645 W 17th St, Chicago, IL 60608
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  /84

  $855,000

  • 9 Beds
  • 6 Baths

  6328 S Evans Ave, Chicago, IL 60637

  Recent New Construction 3-unit in Booming Woodlawn. Set alongside multiple other New Construction Developments, this is the largest building, set on an extra-wide 36 ft lot. Contemporary & Modern design with the perfect blend of city living and convenience, close to the Green Line, the University of Chicago and Obama Library. Each unit has a spacious, open-concept layout and condo quality

  Lawrence Dunning Fulton Grace Realty

  6328 S Evans Ave, Chicago, IL 60637
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  /28

  $719,900

  • 8 Beds
  • 3 Baths

  5038 N Harding Ave, Chicago, IL 60625

  Great investment opportunity !! Legal 3 flat located on quite cul-de-sac in sought after Albany Park, known for its strong rental market. Featuring 3 spacious unit. 1st and 2nd floor offers 3 bedrooms and 1 bath and garden apartment features 2 bedrooms and 1 bath. All units with separate utilities and HVAC system including first and second floor with central AC. Tenants are on a month to month

  Harris Ali Sky High Real Estate Inc.

  5038 N Harding Ave, Chicago, IL 60625
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  /7

  $189,900

  • 5 Beds
  • 3 Baths

  143 W 74th St, Chicago, IL 60621

  Endless Potential in This Brick Two-Unit! This spacious brick two-unit building is a perfect opportunity for a seasoned investor or an owner-occupant looking to customize their dream property. The building requires a complete rehab, offering a blank canvas to design modern, high-demand living spaces. With generous unit layouts, solid bones, and tons of potential, this property is ideal for

  Dhereck Gomez 33 Realty

  143 W 74th St, Chicago, IL 60621
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  /6

  $21,000

  • Land
  • 0 Acre

  2948 W Wilcox St, Chicago, IL 60612

  Seeking a savvy investment opportunity in Chicago? This vacant lot in Garfield Park presents a prime opportunity in a rapidly transforming area with increasing demand for residential development. **Property Highlights:** - Prime location near public transit, schools, and parks - Minutes from Downtown Chicago & West Loop - Zoned for residential **Why Garfield Park?** - Significant

  Dawn Haley ASAGA Realty & Housing Development

  2948 W Wilcox St, Chicago, IL 60612
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  /18

  $304,900

  • 5 Beds
  • 2 Baths

  1229 E 71st St, Chicago, IL 60619

  AMAZING INVESTMENT OR OWNER-OCCUPANT OPPORTUNITY! THIS VACANT TWO-FLAT BUILDING IS READY FOR ITS NEXT CHAPTER-PERFECT FOR A SAVVY INVESTOR OR FIRST-TIME HOME BUYER LOOKING TO LIVE IN ONE UNIT AND RENT THE OTHER! CONVENIENTLY LOCATED NEAR RETAIL AND TRANSPORTATION, THIS SOLID BRICK 2-FLAT FEATURES A TOTAL OF 5 BEDROOMS AND 2 FULL BATHS, SITUATED ON A FULLY FENCED LOT WITH FRONT AND BACK YARDS, AN

  Daniel Walsh Prime Real Estate Group Inc

  1229 E 71st St, Chicago, IL 60619
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  /6

  $340,000

  • 5 Beds
  • 2 Baths

  6420 S Evans Ave, Chicago, IL 60637

  Brick 2-Flat in the Heart of Woodlawn - 5 Bedrooms Attention investors! Don't miss this solid brick 2-flat in the highly desirable Woodlawn neighborhood. This property offers a total of 5 bedrooms and 2 bathrooms - plus a basement, providing great rental income potential once fully rehabbed. The building is in need of extensive renovation and is being sold strictly AS-IS. Seller will not

  Pamela Siska eXp Realty

  6420 S Evans Ave, Chicago, IL 60637
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  /24

  $950,000

  • 4 Beds
  • 3 Baths

  1634 N Cleveland Ave, Chicago, IL 60614

  Charming single-family home with coach house in an unbeatable Old Town location | Excellent opportunity for investment or future owner-occupancy. The front home offers 3 beds + den and 2 baths, currently leased through September 2025-perfect for a future owner to update and improve rents or transition into an owner-occupied arrangement. The rear coach house is a separate 1 bed / 1 bath unit

  Owen Duffy Fulton Grace Realty

  1634 N Cleveland Ave, Chicago, IL 60614
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  /4

  $110,000

  • Land
  • 0 Acre

  6821 S Harper Ave, Chicago, IL 60637

  Investment opportunity for developer in Hyde Park. Walking distance to the OBAMA LIBRARY (UNDER CONSTRUCTION), UNIVERSITY OF CHICAGO, BEACH ON 63RD ST, BUSINESS ON 71ST, TRAIN AND MUCH MORE. ZONING RT-4. ALLOWS TO BUILT SINGLE FAMILY, TWO FAMILY, MULTI-FAMILY, SHORT TERM RENTAL, COMMERCIAL. 4,025 Sqf (25'X161.04'). CONVENIENT LOCATION FOR INTERNATIONAL STUDENTS .

  Julia Figueroa Vegas Casablanca

  6821 S Harper Ave, Chicago, IL 60637
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  /19

  $655,000

  • 6 Beds
  • 3 Baths

  7713 W Forest Preserve Ave, Chicago, IL 60634

  3-Unit for Owner or Investor for sale property in West Dunning - option Seller Financing* Coach House Included! Live in one rent two for additional income. Discover a rare and solid investment opportunity in the heart of West Dunning. Located at 7713 W Forest Preserve Ave, Chicago this unique property features two homes on one lot, 3 units leased generating consistent rental income from day

  Andy Olszowka Arc Red Inc Arc Realty Group

  7713 W Forest Preserve Ave, Chicago, IL 60634
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  /10

  $1,495,000

  • 5 Beds
  • 7 Baths

  Unlisted Address

  TWO WICKER PARK CONDOS (WITH SEPARATE PINS) BEING SOLD TOGETHER SO NEW OWNER HAS MANY OPTIONS - LEAVE AS A TURN-KEY INVESTMENT PROPERTY, BUY ONE/RENT ONE OR RE-SELL BOTH INDIVIDUALY AS MARKET RISES. RARE, NEWER CONSTRUCTION (2000) STRONG RENTAL INCOME OF APPROXIMATELY $7K/MONTH AND RE TAXES JUST LOWERED BY 30% (WILL COME INTO EFFECT IN FALL 2025). UPSTAIRS UNIT IS A DUPLEX WITH 3BR/3.5 BATH

  Yvonne Sito @properties Christie's International Real Estate

  Unlisted Address
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  /21

  $540,000

  • 7 Beds
  • 3 Baths

  228 N Leclaire Ave, Chicago, IL 60644

  Welcome to this beautifully renovated 2-unit property located in the heart of Chicago's vibrant West Side. Every inch of this home has been carefully designed and completely updated, offering the perfect blend of modern luxury and timeless charm. Step into the expansive first-floor unit, featuring 4 spacious bedrooms and 2 full bathrooms, duplexed down to a fully finished basement. The

  Joseph Reyna Real People Realty

  228 N Leclaire Ave, Chicago, IL 60644
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  /33

  $479,900

  • 9 Beds
  • 4 Baths

  3031 S Central Park Ave, Chicago, IL 60623

  Take advantage of this ALL BRICK 4-UNIT located in the thriving LITTLE VILLAGE community, an area recognized for CONSISTENT RENTAL DEMAND! This INCOME-PRODUCING property includes a spacious 3 BEDROOM apartment with an UPDATED BATHROOM for added comfort, along with three 2 BEDROOM/1 BATH units that provide reliable cash flow. An UNFINISHED BASEMENT offers STORAGE for tenants, while the 2-CAR

  Xochil Wendy Escobar Realty of America, LLC

  3031 S Central Park Ave, Chicago, IL 60623
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  /23

  $150,000

  • 3 Beds
  • 1.5 Baths
  • 950 Sq Ft

  9556 S Colfax Ave, Chicago, IL 60617

  This roomy townhouse presents an excellent opportunity for both homeowners and investors. The property features hardwood flooring, a full basement, and a side patio-perfect for relaxing or entertaining. A paved space provides convenient off-street parking. With some remodeling and personal touches, this home can be transformed into a beautiful residence or a strong investment. Whether you're

  Geraldine Mullen Ziggy Realty and Builders

  9556 S Colfax Ave, Chicago, IL 60617
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  /15

  $600,000

  • 11 Beds
  • 4 Baths

  5225 S Indiana Ave, Chicago, IL 60615

  Experience vintage charm and investment promise at 5225 S Indiana Ave - a stately, 19th-century masonry walk-up thoughtfully tucked into Chicago's dynamic Washington Park/Hyde Park corridor. Spread across three stories, this three-unit structure offers a generous eleven-bedroom, four-bathroom footprint ideal for rental income or renovation. Endowed with historic character and modern upside, the

  James Gurick Baird & Warner

  5225 S Indiana Ave, Chicago, IL 60615
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  /2

  $31,000

  • Land
  • 0 Acre

  4931 W Ohio St, Chicago, IL 60644

  Prime Development Opportunity!Unlock the potential of this vacant land, perfectly situated in a growing Chicago neighborhood. Zoned RS-3, this lot is ideal for building a multi-family residence and tapping into the area's increasing demand for quality housing. Enjoy proximity to parks, recreational spaces, and family-friendly amenities-perfect for future homeowners seeking comfort and

  Paula Tito eXp Realty

  4931 W Ohio St, Chicago, IL 60644

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