Investment - Homes for Sale in Chicago, IL

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  $55,000

  • 4 Beds
  • 2 Baths

  8207 S South Shore Dr, Chicago, IL 60617

  OPPORTUNITY ZONE INVESTMENT - REDEVELOPMENT PROJECT. 8207 S. South Shore is a residential/mixed-use frame structure positioned on a prime South Shore corridor. Part of a larger institutional campus assembly currently undergoing legal PIN separation. This property is being sold in 'As-Is' / 'Where-Is' distressed condition and requires a total gut-rehab. Ideal for a savvy developer looking for a

  Brittany Ramsey Keller Williams ONEChicago

  8207 S South Shore Dr, Chicago, IL 60617
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  $675,000

  4400 S Honore St, Chicago, IL 60609

  Excellent investment opportunity in the New City area! This mixed-use property offers strong income potential with 8 residential units plus 1 storefront, providing multiple streams of revenue. The building features a desirable unit mix, including two 4-bedroom units, one 5-bedroom unit, one 3-bedroom unit, and four 2-bedroom units, appealing to a wide range of tenants. Most apartments have been

  Maria Castillo RE/MAX Mi Casa

  4400 S Honore St, Chicago, IL 60609
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  $15,000

  • Land
  • 0 Sq Ft

  5943 S May St, Chicago, IL 60621

  Discover an exceptional development opportunity - a level, vacant parcel with utilities (electric and natural gas) available nearby, this lot offers a rare blank canvas for builders, investors, or buyers ready to design a custom home. Perfectly situated, this property is just minutes from local shopping, parks, public transit, and everyday conveniences - making it ideal for a new build or

  Aaron Gaines Keller Williams Preferred Realty

  5943 S May St, Chicago, IL 60621
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  /17

  $399,000

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

  170 W Polk St Unit 901, Chicago, IL 60605

  Welcome to this spacious, immaculate 2-bedroom, 2-bathroom corner condo in a newer boutique building steps from the scenic Southbank Riverwalk. Perfectly situated in the vibrant Loop, this home offers an ideal balance of urban convenience and peaceful living. Freshly painted throughout, the unit features soaring 11-foot ceilings, abundant natural light, and custom window treatments that enhance

  Owen Duffy Fulton Grace Realty

  170 W Polk St Unit 901, Chicago, IL 60605
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  $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 Sq Ft

  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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  /3

  $90,000

  • Land
  • 2,613 Sq Ft
  • $1,500,000 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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  $1,490,000

  • 6 Beds
  • 6 Baths

  2444 N Sheffield Ave, Chicago, IL 60614

  Turnkey, fully renovated (2023) two-unit investment property in the heart of Lincoln Park, steps from DePaul University, Jonquil Park, Whole Foods, and the Fullerton CTA Red/Brown Line station. This stabilized asset features two updated 3 bed / 3 bath units with modern finishes, strong tenant appeal, and low near-term capital expenditure requirements. Current rents are $3,700 per unit

  Haiming Qiu Good Hope Properties LLC

  2444 N Sheffield Ave, Chicago, IL 60614
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  /29

  $130,000

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  6171 N Sheridan Rd Unit 1804, Chicago, IL 60660

  Tenant to vacate June 30th. Just outside and you're moments from a swim in Lake Michigan, a stroll through Berger Park, a drink at the Waterfront Cafe, and all the restaurants, shops, and bars along Granville. Just a few blocks from Loyola University and four blocks north of Lake Shore Drive, this location is truly unbeatable. This 1-bedroom, 1-bath condo with city views-perfect for investors or

  Jen Fay Re/Max Premier

  6171 N Sheridan Rd Unit 1804, Chicago, IL 60660
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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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  /5

  $39,800

  • Land
  • 3,049 Sq Ft
  • $568,571 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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  $695,000 New Construction

  • 9 Beds
  • 6 Baths

  506 W 81st St, Chicago, IL 60620

  Simeon Manor Contemporary New Construction in West Chatham Owner-Occupant Buyers Only for one of four 3-unit residential buildings offering three spacious units, each featuring 3 bedrooms and 2 full bathrooms with open-concept layouts. Designed for modern living, each unit includes private outdoor deck space and high-quality finishes throughout. Kitchens feature stainless steel appliances,

  Lydel Blade Village Realty, Inc.

  506 W 81st St, Chicago, IL 60620
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  /7

  $139,900

  • 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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  /23

  $330,000

  • 7 Beds
  • 2 Baths

  4126 W Jackson Blvd, Chicago, IL 60624

  Well-maintained income-generating greystone 2-flat in a convenient West Side location. The first floor features a spacious 3-bedroom unit with a nicely updated bathroom, kitchen, living room, and dining room. The second floor offers a 4-bedroom unit with an updated bathroom, kitchen, living room, and dining room, providing strong rental appeal. The property also includes a full unfinished

  Arkadiusz Szejgiec Coldwell Banker Real Estate Group

  4126 W Jackson Blvd, Chicago, IL 60624
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  $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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  /24

  $520,000

  • 4 Beds
  • 2.5 Baths
  • 2,520 Sq Ft

  4757 S Langley Ave, Chicago, IL 60615

  For this week, SHOWINGS are ONLY on Saturday 5.2.26. Please schedule for this day. Motivated Seller! Welcome Home! This beautifully maintained 4-bedroom, 2.5-bath brick home offers charm, modern updates, everyday comfort, and standout curb appeal-perfect for hosting summer gatherings and creating a warm first impression in a vibrant, growing neighborhood. Enjoy a spacious living room with

  Nicole Benson NV Realty LLC

  4757 S Langley Ave, Chicago, IL 60615
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  /16

  $929,000

  • 11 Beds
  • 4 Baths

  2249 W Arthur Ave, Chicago, IL 60645

  Rarely available jumbo 3-flat with a finished basement on an extra-wide lot, ideally located near Warren Park on a quiet one-way street. Potential to convert to a 4-unit building, subject to zoning and city approval. Features three spacious 3Bed/1Bath units with oak cabinet eat-in kitchens, large formal dining rooms, hardwood floors throughout, and vinyl windows, plus a finished 2Bed/1Bath

  Whitney Wang Prospect Equities Real Estate

  2249 W Arthur Ave, Chicago, IL 60645
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  /22

  $114,900

  • 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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  $1,730,000

  • 5,886 Sq Ft

  2138 W Chicago Ave, Chicago, IL 60622

  AMAZING INVESTMENT OPPORTUNITY IN THE HEART OF UKRAINIAN VILLAGE ON HISTORIC CHICAGO AVENUE! BUILDING CONSISTS OF 6 UNITS; 5 TWO BEDROOM, ONE BATH UNITS AND THE GROUND FLOOR COMMERCIAL SPACE. ALL UNITS HAVE BEEN UPDATED WITH CENTRAL AIR, GAS FORCED AIR HEATING, MODERN KITCHENS WITH DISHWASHERS, OPEN LIVING/DINING ROOMS, SPACIOUS BEDROOMS, GOOD CLOSET AND STORAGE SPACE, UPDATED BATHROOMS, OUTDOOR

  Berthene Christos Urban Abodes Chicago

  2138 W Chicago Ave, Chicago, IL 60622
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  $129,999

  • Land
  • 0 Sq Ft

  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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  /21

  $795,000

  • 8 Beds
  • 3 Baths

  5000 N Ridgeway Ave, Chicago, IL 60625

  Extraordinary Investment Opportunity in Albany Park! This All Brick, Legal 3-Flat offers 4,447 Square Feet of Living Space in the Oversized Units. Two units have Stainless Steel Appliances, Hardwood Floors, and Great Natural Light in the Living Rooms, Dining Rooms, and Office / Lofts. Each of these Two Units also treat you to an Oversized Primary Bedroom and Two Generously Sized Secondary

  Kazi Wahab Kale Realty

  5000 N Ridgeway Ave, Chicago, IL 60625
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  $3,025,000

  5637 S Prairie Ave, Chicago, IL 60637

  New Construction 9 Unit Building by one of the Southside's Premium Developers & the Opportunity to own a trophy investment property in a rapidly appreciating neighborhood. Perfect for a 1031 Investor looking for a property with over $25,000/month in projected income (with rental and sale comps already proven by the same developer in the same area), low maintenance, and steady year-on-year upside

  Lawrence Dunning Fulton Grace Realty

  5637 S Prairie Ave, Chicago, IL 60637
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  $27,000

  • Land
  • 0 Sq Ft

  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

  Shams POURIAN Realistic Realty LLC

  2103 S Trumbull Ave, Chicago, IL 60623
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  $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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  /50

  $1,158,300

  • 9 Beds
  • 7 Baths

  2458 N Clybourn Ave, Chicago, IL 60614

  Fantastic investment opportunity to own this rehabbed 4 flat in Lincoln Park! This building consists of one 3 bed, 2.5 bath with in unit laundry, one 3 bed, 2 bath, one 2 bed, one bath and one 1 bed, 1 bath. All units have been updated with newer kitchens, some with granite countertops, stainless appliances, refrigerators, dishwashers, microwaves, central air, gas forced air heating, onsite

  Berthene Christos Urban Abodes Chicago

  2458 N Clybourn Ave, Chicago, IL 60614
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  $343,900

  • 2 Beds
  • 2 Baths

  3234 N Central Ave Unit 304, Chicago, IL 60634

  An apartment you'll be eager to step into-and never want to leave. A bright, fully renovated 2-bedroom, 2-bath apartment where everything has already been taken care of: the renovation, the details, and the comfort. Simply move in and start living from day one-with no further investment, waiting periods, or added hassles. This highly sought-after property is situated on the 3rd floor, facing

  Brenda Sarmiento 606 Brokers LLC

  3234 N Central Ave Unit 304, Chicago, IL 60634
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  $725,000

  • 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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  /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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  /27

  $1,288,000

  • 9 Beds
  • 9 Baths

  3762 S Indiana Ave, Chicago, IL 60653

  WOW! Welcome to 3762 S. INDIANA - a STUNNING, NEWER CONSTRUCTION (2022) THREE UNIT building in the heart of Bronzeville, designed for both SAVVY INVESTORS and owner-occupants seeking strong income potential. Each of the three expansive units features 3 BEDROOMS & 3 FULL BATHROOMS, offering an ideal layout for modern living. Thoughtfully designed interiors provide spacious, functional floor plans

  Keith Schumann @properties Christie's International Real Estate

  3762 S Indiana Ave, Chicago, IL 60653
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  $799,900

  7727 S Carpenter St, Chicago, IL 60620

  Exceptional opportunity to own a fully-occupied, newly-renovated turnkey 6-unit brick building offering outstanding rental income and long-term stability. This investment property features six 3-bed/1-bath units, providing a total of 18 bedrooms and 6 bathrooms - ideal for strong, reliable cash flow. All units have central air, forced heat, stainless steel appliances, newly-renovated kitchens,

  Jessica Hayes Century 21 S.G.R., Inc.

  7727 S Carpenter St, Chicago, IL 60620
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  $1,100,000

  • 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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  $760,000

  • 10 Beds
  • 4 Baths

  521 E 46th Place, Chicago, IL 60653

  A rare opportunity to own a fully occupied, cash-flowing 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 conditioning.

  Tiffany Taylor Taylor Realty Group LLC

  521 E 46th Place, Chicago, IL 60653
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  $599,999

  • 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

  $497,500

  • 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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  $725,000

  • 6 Beds
  • 3 Baths

  3419 N Lowell Ave, Chicago, IL 60641

  Don't miss this turnkey 2 flat plus in law unit in Irving Park! This well-maintained property has had extensive updates over the past several years. Each unit features updated kitchens and bathrooms (remodeled within the last 3 years), along with recent painting throughout, creating a clean, move-in ready feel. Major mechanical updates include new furnaces and A/C condensers for each floor

  John Warren Forte Properties, Inc.

  3419 N Lowell Ave, Chicago, IL 60641
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  /13

  $510,000

  • 2 Beds
  • 2 Baths
  • 1,336 Sq Ft

  130 N Garland Ct Unit 1206, Chicago, IL 60602

  Welcome to this luxury 2-bed, 2-bath residence at 130 N Garland Ct. This tastefully designed and renovated home features an open, spacious split-bedroom floor plan for added privacy. The kitchen offers timeless granite countertops and abundant cabinet space, while the private balcony extends the living area-perfect for enjoying beautiful spring and summer days. The unit is currently rented for

  Fei Martin Berkshire Hathaway HomeServices Chicago

  130 N Garland Ct Unit 1206, Chicago, IL 60602
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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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  /7

  $110,000

  • 2 Beds
  • 2 Baths

  6852 S Dante Ave Unit 3E, Chicago, IL 60637

  Investor Opportunity Near the Obama Presidential Center!! Top-floor spacious 2-bedroom, 2-bath condo located in a classic building just minutes from the future Obama Presidential Center. This unit has a great layout with a large master bedroom & master bath, a living room with a fireplace, and hardwood floors throughout, an eat-in kitchen with a breakfast bar. The property does need some repairs,

  Erica Smith ESM Realty Group

  6852 S Dante Ave Unit 3E, Chicago, IL 60637
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  /3

  $30,000

  • Land
  • 0 Sq Ft

  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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