Investment - Homes for Sale in Chicago, IL

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  /2

  $27,000

  • Land
  • 0 Sq Ft

  10 E Ontario St Unit PN705, Chicago, IL 60611

  Prime corner extra space deeded parking spot, near the elevator, on the 7th floor at Ontario Place. It is located in the heart of River North and Magnificent Mile. Parking garage is monitored 24/7 and buyer doesn't have to live in the building to be able to purchase. Great Investment.

  Daniel Slivka @properties Christie's International Real Estate

  10 E Ontario St Unit PN705, Chicago, IL 60611
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  /17

  $1,285,000 New Construction

  • 9 Beds
  • 6 Baths

  4206 S Calumet Ave, Chicago, IL 60653

  This exceptional new-construction, full-masonry building features three thoughtfully designed residences, each with 3 bedrooms and 2 bathrooms-an ideal blend of investment potential and personal enjoyment. A Fusion Home combines contemporary design with elegant, livable spaces, integrating modern technology with everyday practicality. The finishes are fresh, refined, and timeless, enhanced by

  Michelle Browne @properties Christie's International Real Estate

  4206 S Calumet Ave, Chicago, IL 60653
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  /4

  $79,999

  • Land
  • 0 Sq Ft

  6844 S May St, Chicago, IL 60621

  Exceptional investment-grade vacant parcel in Englewood deep, wide lot that gives developers and investor-builders flexibility for a variety of investment strategies. RS-3 zoning permits detached single-family homes and two-flats.

  Craig Lane RE/MAX Premier

  6844 S May St, Chicago, IL 60621
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  /20

  $525,000

  • 6 Beds
  • 3 Baths

  3923 W Polk St, Chicago, IL 60624

  Welcome to East Garfield! This Legal 3 Unit Greystone Multi-Unit has been gracefully maintained with instant cashflow. Many updates have been made in all 3 units. 1st floor offers 2 bedrooms 1 bath, 2nd floor offers 3 bedrooms 1 bath and Basement unit offers 1 bedroom 1 bath. Laundry hook-up for each unit in basement. New cabinetry and countertops in Kitchens. Restored Flooring on 1st floor and

  Curtis Johnson Baird & Warner

  3923 W Polk St, Chicago, IL 60624
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  /9

  $207,000

  • 1 Bed
  • 1 Bath
  • 650 Sq Ft

  3950 N Lake Shore Dr Unit 2312, Chicago, IL 60613

  City Living at its Finest! Enjoy clear views of Lake Michigan from your living room from the 23rd floor! Sunrise over the lake and sunset views from your bedroom over the city. Beautifully maintained unit within a recently updated building, full of modern touches and amenities. Investor-friendly opportunity! This Penthouse 1BD/1BA unit offers stunning city and lake views and comes with a tenant

  Mita Nermal Shewakramani Mita Shewakramani

  3950 N Lake Shore Dr Unit 2312, Chicago, IL 60613
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  /14

  $3,550,000

  3600 S Halsted St, Chicago, IL 60609

  COMPLETELY RENOVATED SOLID BRICK 11 UNIT APARTMENT BUILDING, INCLUDES 1`COMMERCIAL SPACE, IN THE HEART OF THE BRIDGEPORT NEIGHBORHOOD. INCREDIBLE INVESTMENT OPPORTUNITY. NO WORK NEEDED - BUY AND COLLECT CASH FLOW RIGHT AWAY. TURN KEY INVESTMENT. ALL 11 UNITS HAVE BEEN BEAUTIFULLY RENOVATED AND INCLUDE 2 BEDROOMS, 8 OF THE UNITS HAVE 2 BATHROOMS, WASHER & DRYER IN UNITS. STORAGE UNITS. SEPARATE

  Erin Mclaughlin Jameson Sotheby's International Realty

  3600 S Halsted St, Chicago, IL 60609
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  /25

  $1,199,000 New Construction

  • 9 Beds
  • 6 Baths

  4934 S Champlain Ave, Chicago, IL 60615

  Welcome to this exceptional 3-flat multi-unit property with a 3-car detached garage, located in the desirable Bronzeville neighborhood. This solid masonry building is a prime real estate gem, offering an array of luxurious features that cater to modern living. Each unit showcases custom 42" cabinetry, sleek quartz countertops, and a stylish custom backsplash that define the contemporary

  Assumpta Ingram Compass

  4934 S Champlain Ave, Chicago, IL 60615
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  /15

  $164,900

  • 1 Bed
  • 1 Bath
  • 725 Sq Ft

  3553 W Sunnyside Ave Unit 1, Chicago, IL 60625

  Incredible first-time homebuyer or investment opportunity! This bright and sunny 1-bedroom + den first-floor condo is located on a quiet, tree-lined street in the heart of Albany Park. The unit features a spacious primary bedroom, oversized living room with an additional large closet, and a versatile den ideal for a dining area, home office, or flex space. Large windows throughout provide

  Eray Unsal xr realty

  3553 W Sunnyside Ave Unit 1, Chicago, IL 60625
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  /38

  $779,900

  • 9 Beds
  • 3 Baths

  2833 W Polk St, Chicago, IL 60612

  Turnkey investment opportunity with strong income potential! This well-maintained 3-unit building features an additional basement unit, offering even more rental revenue. Each spacious unit boasts 3 bedrooms and 1 bathroom, designed with modern finishes and thoughtful layouts. All units showcase open-concept living with large, elongated windows that flood the space with natural light. Kitchens

  Mayra Keating Results Realty ERA Powered

  2833 W Polk St, Chicago, IL 60612
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  /31

  $145,000

  • 5 Beds
  • 2 Baths

  8533 S Manistee Ave, Chicago, IL 60617

  Opportunity awaits with this well-located 2-unit property offering strong upside potential. Features include a solid layout, renovation potential, and a 2-car garage for added income and tenant appeal, an excellent opportunity for buyers seeking to improve and maximize long-term value. Situated within a South Chicago community experiencing continued momentum, including the City's INVEST

  Knolly Smith @properties Christie's International Real Estate

  8533 S Manistee Ave, Chicago, IL 60617
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  /40

  $1,649,900

  • 11 Beds
  • 4 Baths

  814 N Hermitage Ave, Chicago, IL 60622

  Prime investment opportunity in East Village-own a stately greystone with four updated units with potential to finish the basement for an additional income producing unit or ADU. The front building offers two 3-bed/1-bath units and one 2-bed/1-bath unit, while the updated coach house provides a private 2-bed/1-bath residence with solid income and flexibility for an owner-occupant. Two units in

  Keith Brand Berkshire Hathaway HomeServices Chicago

  814 N Hermitage Ave, Chicago, IL 60622
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  /7

  $32,500

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  4300 W Ford City Dr Unit A503, Chicago, IL 60652

  Great investment opportunity or perfect for anyone looking to own their own place. Move in ready!! 1 bedroom 1 bath condo on 5th floor. Elevator in building and coin laundry. Near shopping center, Midway Airport, public transportation, Ford City Mall and restaurants. Off street parking is available or for an additional monthly fee you can rent a parking space. Easy to show "As-Is" sale Cash Deal

  Lusy Flores Luna Realty Group

  4300 W Ford City Dr Unit A503, Chicago, IL 60652
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  /27

  $470,000 Open Sun 2PM - 3:30PM

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  420 W Ontario St Unit 209, Chicago, IL 60654

  Timber Loft with high ceilings and 2 fully enclosed bedrooms. Gas Fireplace and balcony. No specials | Investor friendly, no rental cap | Pet friendly | ~ $143,000 in reserves | Optional deeded garage parking is $25K additional. Investment friendly building with no rental cap. Tenant in place through 08-31-2026, but can sell prior with tenant in place. currently rented for $3,300 per month

  Jeanne Rickard Compass

  420 W Ontario St Unit 209, Chicago, IL 60654
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  /17

  $489,900

  • 7 Beds
  • 3 Baths

  7924 S Peoria St, Chicago, IL 60620

  Welcome to 7924 S Peoria St, a fantastic 3 unit building situated in a vibrant neighborhood just minutes from downtown Chicago and public transportation. This well maintained property is perfect for both homeowners and savvy investors looking to capitalize on the thriving rental market. Unit 1 is currently vacant, offering a blank canvas for new owners or tenants to personalize their space. This

  Jerry Goodwin Coldwell Banker Realty

  7924 S Peoria St, Chicago, IL 60620
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  /25

  $339,900

  • 5 Beds
  • 2.5 Baths
  • 1,596 Sq Ft

  4747 W Monroe St, Chicago, IL 60644

  Welcome to 4747 W Monroe St - Your Next Investment Opportunity! This spacious 5-bedroom, 3-bathroom home, is ready for your personal touch. Recently repainted and featuring beautiful hardwood floors throughout, it offers a fully finished basement, updated bathrooms, and sun-filled rooms perfect for living and entertaining. Enjoy the large backyard, two-car garage, and plenty of closet space in

  Melida Orbe Kale Realty

  4747 W Monroe St, Chicago, IL 60644
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  /16

  $165,000

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft

  7512 S Saint Lawrence Ave, Chicago, IL 60619

  Cash-Flowing Investment Opportunity! Solid brick 3-bedroom, 2-bath bungalow with a full basement and detached garage, located in Chicago's Greater Grand Crossing area. Property is tenant-occupied on a month-to-month lease at $1,500/month, offering immediate income with flexibility for owner-occupants or investors looking to reposition. Interior features include a spacious kitchen with ample

  Jermaine McGee Premier Midwest Realty, INC

  7512 S Saint Lawrence Ave, Chicago, IL 60619
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  /50

  $799,000

  • 8 Beds
  • 6 Baths

  2530 N Neva Ave, Chicago, IL 60707

  An amazing investment opportunity in Beautiful Montclare Neighborhood of Chicago on the edge of the city. This well-maintained multi-unit property sits on a double lot with gated access, featuring 2 buildings, The main building offers 2 large units that duplex up, offering each a separate living room, dining room, and kitchen with additional bonus rooms and spacious bedrooms, a Garden suite/in

  Fernando Roman RE/MAX Partners

  2530 N Neva Ave, Chicago, IL 60707
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  /14

  $580,000

  • 9 Beds
  • 3 Baths

  6141 S Eberhart Ave, Chicago, IL 60637

  Fully Renovated 3-Unit Property in Woodlawn - Steps from New Development Don't miss this opportunity to own a recently rehabbed 3-unit building in the heart of Woodlawn, just above 63rd Street. Located on a quiet, residential block surrounded by ongoing development and investment, including the transformative Obama Presidential Center nearby. Each unit was fully renovated in 2024, featuring

  Nayibe Garces Prello Realty

  6141 S Eberhart Ave, Chicago, IL 60637
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  /16

  $130,000

  • 6 Beds
  • 2 Baths

  2641 W 69th St, Chicago, IL 60629

  Chicago Lawn 2-Flat--Great Investment Opportunity! Spacious Brick 2-Flat located in the Chicago Lawn neighborhood. Each unit offers 3 bedrooms and 1 full bathoom, with good sized living and dining areas. The property also featurea a full finished basement providing extra space and flexibility. While the home needs work, it offers tremendous potential for the right buyer - whether you're an

  Michael Olszewski Area Wide Realty

  2641 W 69th St, Chicago, IL 60629
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  /48

  $1,345,000

  • 8 Beds
  • 4 Baths

  4948 N Winchester Ave, Chicago, IL 60640

  Discover this very well-maintained four-unit building perfectly located in the heart of Ravenswood. This property sits on an extra-wide lot and offers a desirable mix of units - the top floor features a spacious one-bed/one-bath, the raised first and second floors each have two-bed/one-bath layouts, and the garden level boasts a large one-bed/one-bath unit. All units feature gas stoves and

  Stephen Fisher Westward360 RM

  4948 N Winchester Ave, Chicago, IL 60640
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  /42

  $875,000

  • 6 Beds
  • 5 Baths

  3816 W Montrose Ave, Chicago, IL 60618

  This 3-unit property is fully rented and a great income-producing investment opportunity or perfect for a Live/Work owner! Lots of recent updates: the roof was replaced 2 years ago, the front windows of the 2-bedroom were replaced in 2025, and both the 2-bed and the coach house have new electrical. The 1600 Sq. Ft. storefront is currently operating as a catering/restaurant business and is on a

  Lora Vasileva Cedar Realty

  3816 W Montrose Ave, Chicago, IL 60618
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  /23

  $199,000

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft

  5701 N Sheridan Rd Unit 7E, Chicago, IL 60660

  Seventh floor 1-bedroom residence with striking city and lake views, offering incredible light and an open, airy feel throughout. The layout maximizes space with a large living area, well-positioned kitchen, and excellent storage. Whether you're looking for a primary residence or an investment, this unit presents a strong combination of livability and long-term value. Set within Hollywood Towers,

  Neelima Avantsa Vernon Realty Inc.

  5701 N Sheridan Rd Unit 7E, Chicago, IL 60660
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  /33

  $1,200,000

  619 E Groveland Park, Chicago, IL 60616

  Pleased to present 619 E. Groveland Park, a 7-unit multifamily investment located within the gated, landmarked Groveland Park community in Chicago's Bronzeville neighborhood. Offered at a list price of $1,200,000, the property provides an opportunity to acquire an apartment asset in one of Chicago's most architecturally significant and supply-constrained submarkets, with a light value-add plan

  Tony Hardy Keller Williams ONEChicago

  619 E Groveland Park, Chicago, IL 60616
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  /16

  $350,000

  • 4 Beds
  • 3 Baths

  2631 S Sawyer Ave, Chicago, IL 60623

  Excellent opportunity to own a spacious, income-producing two-unit brick building in the heart of South Lawndale (Little Village), Chicago. This well-maintained property offers ample of living space across two generously sized units, & finished in-law arrangement, making it ideal for an owner-occupant or an investor seeking strong rental income potential. Each unit features a functional layout

  Iliana Castaneda Smart Home Realty

  2631 S Sawyer Ave, Chicago, IL 60623
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  /12

  $439,900

  • 9 Beds
  • 7 Baths

  7965 S Phillips Ave, Chicago, IL 60617

  Explore a distinctive investment opportunity nestled in the heart of Chicago's vibrant and growing South Shore neighborhood. This fully-rented brick 4-unit is the perfect turnkey investment. The property offers easy access to public transportation, scenic parks, local amenities, and is just minutes away from the lakefront. The building includes a detached 3-car garage with 2 additional parking

  Keith Carthans Century 21 S.G.R., Inc.

  7965 S Phillips Ave, Chicago, IL 60617
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  /19

  $3,500,000

  • 5 Beds
  • 8 Baths
  • 6,860 Sq Ft

  270 E Pearson St Unit 701-801, Chicago, IL 60611

  Introducing a truly one-of-a-kind duplex in one of the city's premiere boutique buildings with endless opportunities to create your dream home. Located across from Lakeshore Park and steps from the lakefront, this homes offers spectacular views of the city, park, lake, and Navy Pier. Enjoy over 6800 sq. ft. of expansive living and entertaining spaces along with 3 terraces, five en-suite bedrooms,

  Caroline Druker Baird & Warner

  270 E Pearson St Unit 701-801, Chicago, IL 60611
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  /14

  $174,900

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  6113 W 64th Place Unit 5, Chicago, IL 60638

  Welcome to this well-maintained 2-bedroom, 1-bath condominium located in Chicago's desirable Clearing neighborhood-this is the type of opportunity buyers wait for. This unit features a spacious open-concept living and dining area, creating a functional layout ideal for both everyday living and entertaining. Enjoy hardwood floors, a balcony perfect for outdoor relaxation, and a freshly painted

  Tomasz Urbanek NowEquity Real Estate

  6113 W 64th Place Unit 5, Chicago, IL 60638
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  /27

  $245,999

  • 4 Beds
  • 2 Baths
  • 1,200 Sq Ft

  500 E 92nd St, Chicago, IL 60619

  Well-maintained brick home offering great space and functionality! This property features 2 bedrooms on the main level plus 2 additional bedrooms in the finished basement, along with 2 full bathrooms, providing flexible living arrangements for homeowners or investors. The finished basement offers additional living space and includes a washer and dryer for added convenience. Recent updates include

  Jennyfer Rodriguez Duarte Realty Company

  500 E 92nd St, Chicago, IL 60619
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  /18

  $400,000

  • Studio
  • 1 Bath
  • 580 Sq Ft

  401 N Wabash Ave Unit 33B, 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 33B, Chicago, IL 60611
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  /39

  $359,900

  • 15 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. This is legally zoned 2 uint residential with commercial on the 1 st floor Front . First floor rear apartment that features 2 bedrooms, eat-in kitchen, 1 full bathroom, living room. The 2

  Elias Quintero Bloom/Sanchez Realty, Inc.

  13351 S Baltimore Ave, Chicago, IL 60633
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  /12

  $270,000

  • 1 Bed
  • 1 Bath
  • 785 Sq Ft

  10 E Ontario St Unit 3307, Chicago, IL 60611

  Amazing turnkey investor opportunity at Ontario Place! 2 yr lease in place ($2300m) Gorgeous Jr 1-br w/huge balcony and great views overlooking the city: Updated AC, bath, kitchen, flooring. Incredible location for the best Restaurants, Night Life & Shopping!! Fitness Center, Rooftop Pool, Sauna, Spa, 24-hr Doorman, work center: One garage spot included! Extremely low maintenance make this a

  Jason Pietrucha Berkshire Hathaway HomeServices Chicago

  10 E Ontario St Unit 3307, Chicago, IL 60611
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  /25

  $425,000

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  1969 N Lincoln Ave Unit 1, Chicago, IL 60614

  Location! Location! Location! Welcome to this beautifully 2-bedroom condo nestled in a classic Chicago brownstone in the heart of Old Town!! Just steps from the very best of Chicago, you're surrounded by iconic destinations including Lake Michigan, Lincoln Park Zoo, the Chicago History Museum and more. Enjoy endless dining, boutique shopping, and nightlife with easy access to it all. Flooded with

  Samantha De Maria Moore Coldwell Banker Realty

  1969 N Lincoln Ave Unit 1, Chicago, IL 60614
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  /22

  $144,500

  • 3 Beds
  • 1 Bath
  • 946 Sq Ft

  2247 E 96th St, Chicago, IL 60617

  Positioned on a quiet, well-kept block in Chicago's evolving South Side, this beautifully maintained single-family home offers the perfect blend of comfort, space, and long-term value. Located in the heart of South Deering, the property sits near ongoing neighborhood reinvestment, with easy access to the expanding commercial corridors along 95th Street, local parks, and the Lake Michigan

  Deja Blair Blue Door Dave Inc

  2247 E 96th St, Chicago, IL 60617
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  /38

  $450,000

  • 1 Bed
  • 1 Bath
  • 891 Sq Ft

  175 E Delaware Place Unit 6018, Chicago, IL 60611

  Amazing opportunity to own in one of Chicago's most iconic buildings. This stunning 1 bed + office on the 60th floor offers unobstructed south/ southeast views with no diagonals, showcasing breathtaking city skyline and Lake Michigan vistas. Fully gut-rehabbed in 2024 and thoughtfully designed for modern living, the home features an open, spacious floor plan ideal for both everyday living and

  Van Pezzello Keller Williams ONEChicago

  175 E Delaware Place Unit 6018, Chicago, IL 60611
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  /44

  $515,000

  • 6 Beds
  • 4 Baths

  1653 N Mason Ave, Chicago, IL 60639

  Excellent investment opportunity in Chicago! This well-maintained 2-unit building offers approximately 3,900 sq ft of living space and is ideal for investors or owner-occupants. Each unit features 3 bedrooms, 1 full bath, and spacious layouts with a total of 5 rooms per unit. The property includes a full finished basement with 2 additional bedrooms plus a separate studio. 4 kitchens, 4baths!

  William Mombela Redfin Corporation

  1653 N Mason Ave, Chicago, IL 60639
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  /3

  $44,900

  • Land
  • 0 Sq Ft

  6051 S Saint Lawrence Ave, Chicago, IL 60637

  Vacant Lot In Primed Area! Sits Behind Occupied Commercial Building. Perfect Space For Investment. Priced To Sell!

  Renzie Gipson Coldwell Banker Realty

  6051 S Saint Lawrence Ave, Chicago, IL 60637
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  /2

  $270,000

  • 1 Bed
  • 1 Bath
  • 875 Sq Ft

  1600 S Indiana Ave Unit 1010, Chicago, IL 60616

  INVESTORS WELCOME, GREAT INVESTMENT OPPORTUNITY; units leased until End of Sept for $2,300/mn and tenant is willing to extend lease. This special CORNER 1BR/1BA home is flooded with natural light from South & west facing floor- to- ceiling windows! Boasting soaring 10-foot ceilings with a sliding door that opens to a spacious balcony, offering panoramic views of the city skyline. The kitchen

  Ihab Riad IMB Realty, LLC.

  1600 S Indiana Ave Unit 1010, Chicago, IL 60616
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  /19

  $215,000

  • 3 Beds
  • 1 Bath
  • 986 Sq Ft

  12725 S Saginaw Ave, Chicago, IL 60633

  Opportunity meets charm in this inviting South Deering home located on a peaceful block just moments from the lakefront. Whether you're searching for your next home or a smart investment, this property offers a great combination of space, location, and long-term potential. The home features a comfortable and practical layout with spacious living areas that provide flexibility for both everyday

  Michael Scanlon eXp Realty

  12725 S Saginaw Ave, Chicago, IL 60633
• 

  

  /19

  $339,000

  • 5 Beds
  • 3 Baths
  • 1,950 Sq Ft

  7409 S Eggleston Ave, Chicago, IL 60621

  This spacious brick residence offers the best of both worlds: the flexibility and income potential of a two unit building with the low tax burden of a single-family home. The main residence layout features a classic layout with hardwood floors a separate dining room and a comfortable family room ideal for everyday living and entertaining four well-sized bedrooms on the second level provide

  Spiro Georgelos Standard Properties Group LLC

  7409 S Eggleston Ave, Chicago, IL 60621
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  /7

  $69,999

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  7363 S South Shore Dr Unit 209, Chicago, IL 60649

  Discover an exceptional lakefront opportunity in the heart of the vibrant South Shore neighborhood: this spacious 1-bedroom, 1-bath condo offers approximately 800 sq ft of living space and a rare combination of location, comfort and investment potential. Step inside to find abundant natural light streaming through large windows overlooking the scenic 74th Street lakefront-ideal for those who want

  Aaron Gaines Keller Williams Preferred Realty

  7363 S South Shore Dr Unit 209, Chicago, IL 60649

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