Investment - Homes for Sale in Chicago, IL

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  $850,000 Open Sun 11AM - 1PM

  • 6 Beds
  • 3 Baths

  4139 N Troy St, Chicago, IL 60618

  Well-maintained Chicago brick 2-flat at 4139 N. Troy offering immediate income with long-term upside. Lovingly cared for by a longtime owner, this investment property is ready for its next chapter. The building features two occupied units with strong tenants in place. Tenants pay their own utilities, with landlord responsible for water and garbage, keeping operating expenses straightforward and

  Tanya Orndorff Equity Partners Real Estate, LLC

  4139 N Troy St, Chicago, IL 60618
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  /2

  $270,000

  • 5 Beds
  • 2 Baths

  7240 S Langley Ave, Chicago, IL 60619

  Historic Charm Meets Modern Potential. Spacious Park Manor 2-Flat. A rare find in the heart of Park Manor! This stately brick two-flat (built in 1888) offers a perfect blend of historic Chicago architecture and versatile living space. Whether you're looking for a high-yield investment property or a spacious multi-generational home, 7240 S. Langley Ave provides the solid bones and updated features

  Lucretia Martin Chicago Style Management LLC

  7240 S Langley Ave, Chicago, IL 60619
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  /2

  $40,000

  • Land
  • 0 Acre

  1638 W Marquette Rd, Chicago, IL 60636

  Great opportunity for anyone looking for a good investment.

  Deetreal Perteet Deetreal Perteet

  1638 W Marquette Rd, Chicago, IL 60636
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  /13

  $240,000

  • Studio
  • 1 Bath
  • 535 Sq Ft

  400 N Lasalle Dr Unit 3706, Chicago, IL 60654

  Wonderful investment opportunity! Bring in your buyers to see this beautiful turn key studio located in the heart of River North! Updated with gorgeous finishes and newer appliances. Optimally designed to make the space multi-functional with built-ins for storage, desk space, etc. Fantastic views of the city and steps away from transit, restaurants, shopping, nightlife and entertainment. In unit

  Shauna Denton Baird & Warner

  400 N Lasalle Dr Unit 3706, Chicago, IL 60654
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  /3

  $100,000

  • Land
  • 0.06 Acre
  • $1,666,667 per Acre

  2638 S Troy St, Chicago, IL 60623

  Prime vacant land investment in the heart of Little Village, steps from the high-traffic 26th Street corridor. Located near the recently redeveloped Little Village Plaza, featuring national retailers including Starbucks, this site is surrounded by active redevelopment and strong retail demand. Excellent visibility and proximity to established commercial anchors make this an ideal infill or

  Donna Glazer Keller Williams Experience

  2638 S Troy St, Chicago, IL 60623
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  /2

  $76,500

  • 3 Beds
  • 1 Bath
  • 1,016 Sq Ft

  10106 S Union Ave, Chicago, IL 60628

  Incredible opportunity for the savvy Investor ! 3 Bedroom - 1 Bath Single family home Rehab opportunity. Located in the Fernwood enclave of Roseland. Fernwood Elementary School is Across the Street. Buyer responsible for City Violations. Blue prints and cosmetic Rehab needed. See this Fantastic Investment opportunity today. Owner Financing Available !

  Michael Montalbano Montalbano & Associates

  10106 S Union Ave, Chicago, IL 60628
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  /9

  $250,000 Open Sat 12PM - 2PM

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

  655 W Irving Park Rd Unit 510, Chicago, IL 60613

  Welcome to Park Place! Unit #510 - 655 W. Irving Park Rd. Discover incredible value in this spacious 1,150 sq. ft. 2-bedroom, 2-bath home the bestpriced 2 bed/2 bath in the building! Located in the vibrant Lakeview neighborhood, this unit is perfect for both homeowners and investors looking for strong potential. Step inside to a bright and comfortable layout featuring a galleystyle kitchen, a

  Curtis Hunt Coldwell Banker Realty

  655 W Irving Park Rd Unit 510, Chicago, IL 60613
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  /5

  $39,900

  • Land
  • 0.07 Acre
  • $570,000 per Acre

  4250 S Wells St, Chicago, IL 60609

  INVESTMENT OPPORTUNITY! - Vacant buildable lot in Excellent Area with home values over $300,000. PRICED TO SELL QUICK! NO SURVEY PROVIDED BY SELLER, PROPERTY CONVEYED WITH SPECIAL WARRANTY DEED AND TAX PRORATION AT 100%. PLEASE PROVIDE PROOF OF FUNDS WITH ALL OFFERS IN WRITING.

  Ryan Cherney Circle One Realty

  4250 S Wells St, Chicago, IL 60609
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  /40

  $110,000

  • 2 Beds
  • 1 Bath
  • 1,040 Sq Ft

  9952 S Vincennes Ave, Chicago, IL 60643

  Investors and visionaries, take note! This fully gutted property, coupled with an adjacent lot, is your blank canvas in a prime location. With professionally staged concept images showcasing its future potential, you can envision everything from a stunning single family transformation to a lucrative multi-unit investment. The additional lot opens doors for expansion or resale. Whether you're an

  Jasmine Richmond Realty of America, LLC

  9952 S Vincennes Ave, Chicago, IL 60643
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  /2

  $285,000

  • 6 Beds
  • 3 Baths

  539 E 68th St, Chicago, IL 60637

  PRICED TO SELL! Excellent opportunity for an owner-occupant or investor seeking immediate cash flow. 1st Floor Duplex Down features 3 bedrooms, 2 bathrooms. 2nd Floor 3 bedrooms and 1 bathroom. First floor will need the kitchen and bathroom finished. Perfect for a 203k or renovation loan. Live in one unit while renting the other, or lease both for strong returns. Generous layouts, flexible use,

  Amir Abed Kale Realty

  539 E 68th St, Chicago, IL 60637
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  /7

  $149,900

  • 4 Beds
  • 2 Baths
  • 600 Sq Ft

  4534 S Honore St, Chicago, IL 60609

  Investor special in Back of the Yards! This property has been fully demoed and is ready for your vision, ideal for rehabbers, builders, or seasoned investors looking for their next project. The interior has been cleared down to the studs, offering a true blank slate to design and customize to your specifications. Major exterior improvements have already been completed, including a new roof (tear

  Daisy Esparza United Real Estate-Chicago

  4534 S Honore St, Chicago, IL 60609
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  /17

  $549,900

  • 5 Beds
  • 3 Baths

  2045 N Tripp Ave, Chicago, IL 60639

  Great opportunity to own a zoned 2-flat in the highly sought-after Hermosa neighborhood of Chicago. Each unit features a spacious layout with separate living and dining rooms, two generously sized bedrooms, a full bathroom, and an eat-in kitchen with pantry space. Hardwood floors run throughout the living rooms, dining rooms, and bedrooms, adding warmth and character to both units. The finished

  Giuseppe Zerillo Zerillo Realty Inc.

  2045 N Tripp Ave, Chicago, IL 60639
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  /10

  $389,900

  • 7 Beds
  • 5 Baths

  1473 W 77th St, Chicago, IL 60620

  Auburn Gresham Investment Opportunity with Value-Add Potential Spacious 4-unit building offering a total of 7 bedrooms and 5 bathrooms, ideal for investors or owner-occupants seeking strong income potential. The full basement features a finished recreation room perfect for entertaining or future tenant amenities, along with on-site laundry facilities. The property includes a rare 4-car garage and

  Sachet White Century 21 IMPACT

  1473 W 77th St, Chicago, IL 60620
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  /31

  $499,900

  • 5,737 Sq Ft

  351 - 355 S Cicero Ave, Chicago, IL 60644

  In the vibrant Westside of Chicago, this well-maintained mixed-use building offers a perfect blend of commercial and residential opportunities. The property features three street-level storefronts, each with large display windows, ample foot traffic, and flexible layouts suitable for retail, office, or service-based businesses. Above, you'll find four fully tenant-occupied apartments, including

  Leslie Broughton Compass

  351 - 355 S Cicero Ave, Chicago, IL 60644
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  /22

  $128,850

  • 5 Beds
  • 1.5 Baths

  12210 S Normal Ave, Chicago, IL 60628

  Fantastic opportunity to own a spacious five-bedroom home on a great block in West Pullman! The main level offers a bright and inviting living area with recessed lighting and bay windows that bring in wonderful natural light, along with a kitchen, dining space, and two bedrooms. The second level features three additional bedrooms and a full bath, creating flexibility for larger households or

  Eric Egeland GenStone Realty

  12210 S Normal Ave, Chicago, IL 60628
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  /35

  $629,900

  • 6 Beds
  • 6 Baths

  6350 S Champlain Ave, Chicago, IL 60637

  Welcome Home! Take this opportunity to own a fully rehabbed Chicago Greystone. This legal 2-unit property feels like 3 units. Property includes an in-law arrangement in the lower level with separate entry. Great opportunity for generational living or short-term rental. Build equity while living in one unit and benefit from rental income to assist with mortgage payments. This property features a 3

  LaVette Jones ARNI Realty Incorporated

  6350 S Champlain Ave, Chicago, IL 60637
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  /22

  $600,000

  • 4 Beds
  • 2 Baths

  1920 S Sangamon St, Chicago, IL 60608

  Located in the heart of Chicago's vibrant Pilsen neighborhood, this charming 2-flat blends classic character with strong investment potential. Each spacious unit features beautiful hardwood floors, abundant natural light, and a functional layout designed for comfortable living. The bright living areas flow seamlessly into each bedroom, while the kitchens offer cabinet space, room for dining and

  Lisa Rosenboom Coldwell Banker Realty

  1920 S Sangamon St, Chicago, IL 60608
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  /10

  $31,200

  • 2 Beds
  • 1 Bath
  • 914 Sq Ft

  244 W 111th St, Chicago, IL 60628

  Fantastic opportunity for investment or bring your ideas and make this your home.

  Thomas Kraley Thomas Kraley

  244 W 111th St, Chicago, IL 60628
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  /18

  $210,000

  • 4 Beds
  • 2 Baths

  124 E 110th St, Chicago, IL 60628

  Excellent investment opportunity! Solid two-flat building with strong income potential. Perfect for owner-occupant or investor looking to expand their portfolio. Separate units offer flexibility and steady rental income. Conveniently located near public transportation, schools, and shopping. The first-floor unit is vacant, offering an ideal opportunity for an owner-occupant to move right in.

  Chris Amatore Manage Chicago, Inc.

  124 E 110th St, Chicago, IL 60628
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  /18

  $199,000

  • Studio
  • 1 Bath
  • 900 Sq Ft

  633 S Plymouth Ct Unit 1004, Chicago, IL 60605

  Well-maintained loft featuring high ceilings and dramatic floor-to-ceiling west-facing windows that fill the space with natural light and showcase beautiful afternoon and sunset views. The open loft layout offers a spacious, airy feel while maintaining comfort and functionality. The bathroom includes built-in storage and custom cabinetry, providing convenient organization and a clean, streamlined

  Jessica Macey Real Broker LLC

  633 S Plymouth Ct Unit 1004, Chicago, IL 60605
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  /12

  $1,050,000

  7006 S Cregier Ave, Chicago, IL 60649

  This is a unique opportunity to acquire a fully occupied, 11-unit investment property in Chicago's historic Jackson Park Highlands with little capital needed to increase rents. Current rents are running significantly below market, giving a new owner a clear and immediate path to grow income as units turn - no renovations, no forced displacement. The building has undergone significant improvements

  Matthew Neistat Jameson Sotheby's Intl Realty

  7006 S Cregier Ave, Chicago, IL 60649
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  /37

  $285,000

  • 6 Beds
  • 2 Baths

  5012 S Ada St, Chicago, IL 60609

  Incredible opportunity in the heart of New City / Back of the Yards! This spacious 4-bedroom + 2 basement bedrooms, 2-bath single-family home offers flexibility, modern updates, and outstanding investment potential in one of Chicago's fastest-growing neighborhoods. Sunlight pours through the home, highlighting beautiful hardwood floors throughout the main living areas and modern finishes. The

  Maureen Duffield eXp Realty

  5012 S Ada St, Chicago, IL 60609
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  /7

  $129,999

  • Land
  • 0 Acre

  7125 W 74th St, Chicago, IL 60638

  Builder's Dream - Prime Investment Opportunity Attention builders and investors! This 50x125 lot, featuring a 2-car garage, is ready for your next project. Located in a highly desirable area with low taxes, this property is perfect for new construction or redevelopment. Situated just one block off Harlem Avenue, this lot offers unparalleled convenience with easy access to major expressways,

  Dana Woods Realty of America, LLC

  7125 W 74th St, Chicago, IL 60638
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  /2

  $27,000

  • Land
  • 0 Acre

  2103 S Trumbull Ave, Chicago, IL 60623

  Attention builders and developers! Prime RT-4 zoned vacant lot in Chicago's growing South Lawndale / Little Village neighborhood. RT-4 zoning provides excellent potential for multi-unit residential development, making this an attractive opportunity for investors and builders looking to develop in an appreciating area. Conveniently located near neighborhood amenities, schools, and recreation

  Nima POURIAN Realistic Realty LLC

  2103 S Trumbull Ave, Chicago, IL 60623
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  /4

  $398,000

  • 8 Beds
  • 4 Baths

  2631 S Shields Ave, Chicago, IL 60616

  Exceptional investment opportunity in the heart of Armour Square! Fully rented 4-unit building located just steps from Chinatown and one block from James Ward Elementary School. All units are separately metered with tenants paying their own utilities. Fenced backyard offers two parking spaces. Outstanding location with easy access to major expressways and public transportation. Current rents are

  Michael Ng Mango Realty Group

  2631 S Shields Ave, Chicago, IL 60616
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  /14

  $185,000

  • 5 Beds
  • 2 Baths
  • 1,998 Sq Ft

  7156 S Artesian Ave, Chicago, IL 60629

  FABULOUS INVESTMENT OPPORTUNITY ON THE SOUTHSIDE OF CHICAGO. SO MUCH POTENTIAL, ENDLESS POSSIBILITIES. PROPERTY IS READY FOR YOU TO GET THE JOB DONE! PROPERTY IS BEING SOLD "AS-IS"

  Paloma Martinez Realty of America, LLC

  7156 S Artesian Ave, Chicago, IL 60629
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  /6

  $315,000

  • 8 Beds
  • 5 Baths

  8825 S Cottage Grove Ave, Chicago, IL 60619

  Solid and spacious building featuring 3 units and a total of 5 bathrooms. Garden unit is 2 bed/1bath, 1st floor unit is 3 bed/2 bath and 2nd floor unit is 3 bed/2 bath. Unit offers hardwood floors and plenty of living space, making it an excellent option for rental income or owner occupancy. This property presents a great investment opportunity with strong potential returns. Property is being

  Erica Calvin Preferred Realty Services

  8825 S Cottage Grove Ave, Chicago, IL 60619
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  /51

  $1,320,000

  • 4 Beds
  • 4 Baths

  2742 N Kenmore Ave, Chicago, IL 60614

  Exceptional Two-Unit Property in Prime Lincoln Park Location This beautifully maintained two-unit building offers a rare opportunity in the heart of Lincoln Park. The upper unit is a sun-filled duplex featuring vaulted ceilings, a spacious and thoughtfully designed layout, and a cozy working fireplace. It also includes an in-unit washer and dryer for added convenience. The first-floor unit is

  David Grieco Westward Properties LLc

  2742 N Kenmore Ave, Chicago, IL 60614
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  /34

  $735,000

  • 6 Beds
  • 3 Baths

  820 N Monticello Ave, Chicago, IL 60651

  Discover a true value add opportunity right here in Humboldt Park. This is a legal 3-unit brick building paired with the separately-deeded and fenced lot next door at 822 N. Monticello Avenue. This property boasts a new oversized tandem parking garage and a full dormered loft.The garage and loft are spray foam insulated, making it the perfect all-weather additional living space. Unit layout,

  Joseph Reyna Real People Realty

  820 N Monticello Ave, Chicago, IL 60651
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  /33

  $105,000

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  3806 W Washington Blvd Unit D1, Chicago, IL 60624

  Highly Desirable East Garfield Park! Bright and Airy 2 bed/ 2 Bath High 1st Floor Unit in Chicago's HIGHEST APPRECIATING up and coming area! Great for owner occupied living or WISE INVESTMENT W/ HIGH RENTAL MARKET!! Rental value average for this unit is 1500. SUPER EASY TO RENT! Newly remodeled unit with hardwood floors throughout, and open floor plan in CONSERVATORY MANOR! Amazing views of

  Jonie Montalbano @properties Christie?s International Real Estate

  3806 W Washington Blvd Unit D1, Chicago, IL 60624
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  /44

  $359,000

  • 6 Beds
  • 2 Baths

  7729 S Laflin St, Chicago, IL 60620

  Fully renovated 2-unit multifamily property updated in 2024, ideal for investors or owner-occupants looking to live in one unit and rent the other. This building stands out for its low property taxes and strong income potential. Both units feature modern finishes, new flooring, fresh paint, and updated kitchens with granite countertops and stainless steel appliances. A great turnkey opportunity

  Jose Andres Torres Realty of America, LLC

  7729 S Laflin St, Chicago, IL 60620
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  /32

  $1,130,000

  • 12 Beds
  • 8 Baths

  5137 S Wabash Ave, Chicago, IL 60615

  HUGE, legal 4-unit property on an extra-wide lot, now ready for new ownership. Originally built in 2009 as individual condos, this building offers significantly larger units than most 3-4 flats in the area-giving it a clear competitive edge. All four apartments feature spacious 3-bedroom/2-bath layouts with stainless steel appliances, granite countertops, marble baths, fireplaces, and in-unit

  Michael Scanlon eXp Realty

  5137 S Wabash Ave, Chicago, IL 60615
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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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