Investment - Homes for Sale in Chicago, IL

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  $99,900

  • 6 Beds
  • 3 Baths
  • 2,428 Sq Ft

  6700 S Stewart Ave, Chicago, IL 60621

  Investor Special - Prime Corner Lot Victorian! Seize a unique investment opportunity on this oversized corner-lot Victorian home is a diamond in the rough, ideal for the savvy investor looking for a value-add project. Situated on a nice, residential street with easy access to the expressway, making commutes a breeze. Just steps from a school and with only a handful of neighbors, offering a blend

  Eduardo Sanchez RE/MAX Mi Casa

  6700 S Stewart Ave, Chicago, IL 60621
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  /23

  $120,000

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  5247 S May St, Chicago, IL 60609

  Investor Special Near Sherman Park - Great Flip Opportunity! This 2-bedroom, 1-bathroom home is a prime opportunity for investors and seasoned flippers looking for their next project. Located near Sherman Park, this property offers excellent potential in a rapidly growing area. The interior is gutted, with major systems nearly complete, including plumbing, electrical, and furnace installation.

  Luis Perez Realty of America, LLC

  5247 S May St, Chicago, IL 60609
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  /21

  $1,995,000

  • 11,584 Sq Ft

  1371 S California Ave, Chicago, IL 60608

  Beautifully rehabbed, fully turn key, large 10 unit building across from Douglass Park. Full renovation completed in 2023 with upgrades including central AC/Heat, dishwashers, micro hoods and in-unit & coined laundry. Building is comprised of 2-bedroom units (9) and a 1-bedroom unit. Two separate building entrances offer access to the front building servicing 4 units with in-unit laundry, and the

  Petros Kyvelos Teva Realty

  1371 S California Ave, Chicago, IL 60608
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  /31

  $799,000

  • 8 Beds
  • 5 Baths

  7249 W Belmont Ave, Chicago, IL 60634

  Great investment opportunity! This beautiful, legally zoned 3-unit building is in a prime location. Two of the units feature 3 bedrooms and 1.5 bathrooms, while the third unit has 2 bedrooms and 1.5 bathrooms. Take a look at the rental potential! The current owner has invested significant time and money into upgrades over the past five years (a list of upgrades is attached in the additional

  Oskar Wiatr Hometown Real Estate

  7249 W Belmont Ave, Chicago, IL 60634
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  /7

  $170,000

  • 6 Beds
  • 2 Baths

  4018 W Polk St, Chicago, IL 60624

  FANTASTIC OPPORTUNITY FOR A REHABBER. INTERIOR HAS BEEN GUTTED TO THE STUDS. EACH UNIT IS SPACIOUS WITH GREAT NATURAL LIGHT. A PRIVATE REAR PARKING AREA PROVIDES CONVENIENCE AND VALUE FOR BOTH TENANTS AND FUTURE DEVELOPMENT OPPORTUNITIES. PROPERTY IS WELL-LOCATED NEAR PUBLIC TRANSPORTATION, SHOPS, AND MINUTES FROM DOWNTOWN. DON'T MISS THIS PRIME INVESTMENT OPPORTUNITY! SOLD AS-IS, CASH ONLY.

  Keisha Coleman Coldwell Banker Gladstone

  4018 W Polk St, Chicago, IL 60624
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  /3

  $19,000

  • Land
  • 0 Acre

  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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  /15

  $299,000 Pre-Foreclosure

  • 4 Beds
  • 2 Baths
  • 2,050 Sq Ft

  1212 W 96th St, Chicago, IL 60643

  Turnkey Investment Opportunity! Part of a single-family portfolio with an average 8 cap rate. This fully renovated, tenant-occupied property is a hassle-free addition to any investor's portfolio. Whether you're an experienced investor or a regular buyer looking for a move-in-ready home, this is a fantastic opportunity to own a well-maintained property with immediate rental income potential.

  Kamil Nowakowski NowEquity Real Estate

  1212 W 96th St, Chicago, IL 60643
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  /20

  $550,000

  • 8 Beds
  • 4 Baths

  128 N Menard Ave, Chicago, IL 60644

  Solid 4-Unit in Prime Austin Location! Each unit offers 2 bedrooms, 1 bathroom, hardwood floors, and a private basement-ideal for storage and laundry. Separate heating and water heaters for each unit. Tenants pay all utilities. Extra land in front allows for potential future parking expansion. Live in one unit and rent out the others-perfect for owner-occupants or investors. Strong rental market

  Shaheen Pervaiz Exit Strategy Realty

  128 N Menard Ave, Chicago, IL 60644
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  /7

  $134,900 Pre-Foreclosure

  • 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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  /3

  $30,000

  • Land
  • 0 Acre

  1212 N La Salle Dr Unit 313, 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 313, Chicago, IL 60610
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  $824,000

  1908 W 48th St, Chicago, IL 60609

  Welcome to 1908 West 48th Street, a prime investment opportunity nestled in the vibrant city of Chicago. This expansive property features fifteen bedrooms and seven bathrooms, offering a versatile layout that caters to a variety of living arrangements. Each unit within this property is equipped with separate furnaces, hot water tanks, and electric meters, ensuring convenience and efficiency for

  Elias Masud Compass

  1908 W 48th St, Chicago, IL 60609
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  $579,900 Open Sun 11AM - 2PM

  • 7 Beds
  • 3 Baths

  5102 W Belden St, Chicago, IL 60639

  Spacious and versatile multi-unit property located in the desirable Belmont Cragin neighborhood, offering an excellent opportunity for owner-occupants or investors. The first unit features 2 bedrooms and 1 full bath, with a bright living area and functional layout. The second unit offers 3 bedrooms and 1 full bath, providing generous living space and flexibility. The fully finished basement adds

  Edwin David Ruano Solaris Enterprises Inc

  5102 W Belden St, Chicago, IL 60639
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  /2

  $165,000

  • Land
  • 0 Acre

  1024 S California Ave, Chicago, IL 60612

  Located just 1.9 miles from the transformative 1901 Development, this property presents outstanding potential for mixed-use investment. Zoned C1-1, it's well-suited for both commercial and residential development. The site offers excellent access to public transportation and is surrounded by a growing range of amenities. With East Garfield Park experiencing rapid revitalization, this is a

  Robert Grilli Jameson Sotheby's Intl Realty

  1024 S California Ave, Chicago, IL 60612
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  /15

  $180,000

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft

  9214 S Woodlawn Ave, Chicago, IL 60619

  Welcome to your dream home at 9214 S Woodlawn Ave! Nestled in a tranquil neighborhood with tons of development, this beautifully rehabbed 3-bedroom, 1-bathroom gem exudes modern elegance and comfort. The kitchen is equipped with brand-new appliances, custom cabinetry, and quartz countertops. Large windows flood the living spaces with an abundance of natural light, creating a warm and inviting

  Amir Abed Kale Realty

  9214 S Woodlawn Ave, Chicago, IL 60619
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  /15

  $149,900

  • 5 Beds
  • 2.5 Baths
  • 2,808 Sq Ft

  10901 S Michigan Ave, Chicago, IL 60628

  Beautiful Single Family Residence with basement and outdoor parking, being used as a 2 Unit property. 1 Bedroom in first floor Unit, and 4 Bedrooms in second floor Unit. Seller is addressing zoning for this property, it should be a 2 Unit. Great investment opportunity, live in one and rent the other! Subject to prior offer cancellation. Property is currently being zoned as a Single Family

  Michael Olszewski Area Wide Realty

  10901 S Michigan Ave, Chicago, IL 60628
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  $489,000 Open Sat 12PM - 2PM

  2916 W 25th Place, Chicago, IL 60623

  Introducing 2916 w 25th place a legal 5 unit property with an all-brick 4-unit building in the front and a coach house in the rear. Conveniently located close to all that little village has to offer. It is perfect for either an owner-occupant or an investor. this property is a fantastic investment. The building is commuter-friendly, with nearby shopping, dining, and recreational options. It's

  Mitir Patel Essex 312, LLC

  2916 W 25th Place, Chicago, IL 60623
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  $995,000 New Construction

  • 9 Beds
  • 6 Baths

  Chicago, IL 60615

  Brand NEW construction 3 unit residential building in Bronzeville! This property is perfectly placed on a beautiful, tree lined block! This multi - unit building features 3 units - all units offer 3 bedrooms with 2 full bathroom floor plan. Each unit offers custom white and wood finish cabinetry, quartz countertops and backsplash, stainless steel appliances + gold GlideRite hardware. Every unit

  Kassandra Vitogiannis Baird & Warner

  Chicago, IL 60615
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  /17

  $189,000

  • 2 Beds
  • 2 Baths

  1167 E 61st St Unit 2, Chicago, IL 60637

  This charming two-bedroom, two-bathroom condo puts you right in the heart of one of Chicago's most vibrant neighborhoods. You'll love being just steps away from the prestigious University of Chicago campus, making it perfect for students, faculty, or anyone who enjoys the energy of academic life. The location keeps getting better - you're close enough to Lake Michigan to catch those gorgeous

  John Campas Baird & Warner

  1167 E 61st St Unit 2, Chicago, IL 60637
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  /28

  $842,500

  • 7 Beds
  • 4 Baths

  4728 N Kennicott Ave, Chicago, IL 60630

  Located in the hot Mayfair community is this beautifully unique and completely transformed 2 flat with stunning contemporary finishes. Features include: large casement windows allowing lots of light into the units, hardwood flooring thru-out, open sleek kitchen concept with high-end stainless steel appliances complete with in-unit laundry and separate utilities. The first unit is duplexed down

  Tish Herrera Baird & Warner

  4728 N Kennicott Ave, Chicago, IL 60630
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  $1,049,000 New Construction

  • 9 Beds
  • 6 Baths

  5637 S Prairie Ave, Chicago, IL 60637

  BRAND NEW CONSTRUCTION 3 Unit on an oversized lot. Each luxury simplex is an oversized 3 bedroom, 2 bathroom Condo Quality Unit; each features a beautiful 1,500 sq ft open floorplan, each kitchen with high-end stainless steel appliances, quartz counters, and in-unit laundry. Extra insulation for noise reduction between floors and from the outside. Unbeatable location walking distance to the CTA

  Lawrence Dunning Fulton Grace Realty

  5637 S Prairie Ave, Chicago, IL 60637
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  /5

  $54,900 Pre-Foreclosure

  • 4 Beds
  • 1 Bath
  • 1,050 Sq Ft

  302 E 134th St, Chicago, IL 60827

  Opportunity awaits at this Riverdale Area of Chicago. This property is ideal for Investors or Rehabbers looking to create value through renovation. Home offers a solid footprint and layout with strong potential for modernization. With the right vision, this home can be transformed into a rewarding investment. Wonderful Lot Size of 45 x 171 Priced to Sell. Sold in AS IS Condition. Conveniently

  Susan Miller Ravinia Realty & Mgmt LLC

  302 E 134th St, Chicago, IL 60827
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  /23

  $149,000

  • 3 Beds
  • 1.5 Baths
  • 1,374 Sq Ft

  7038 S King Dr Unit KIN, Chicago, IL 60637

  REHAB SPECIAL!! Discover the possibilities in this classic solid brick two-story 3bd/1.5ba home located in the heart of Park Manor, just steps from major bus routes, the 69th/King corridor, and close to CTA Red/Green Line access. This is the type of property rehabbers and savvy investors look for: strong structure, spacious layout, and endless value-add potential. This property is perfect for a

  Kayla Easley eXp Realty - Chicago North Ave

  7038 S King Dr Unit KIN, Chicago, IL 60637
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  /3

  $300,000

  • Land
  • 0.37 Acre
  • $810,811 per Acre

  5721 S State St, Chicago, IL 60621

  This oversized city lot (approx. 15,946 sq ft) offers a rare opportunity for developers and investors to create something substantial in Chicago's Washington Park neighborhood. With nearly four times the size of a standard Chicago lot, this property provides maximum flexibility for residential or mixed-use development. Washington Park is experiencing growth and revitalization, supported by

  Sanina Ellison Re-CHRG Inc

  5721 S State St, Chicago, IL 60621
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  /2

  $299,000

  • 4 Beds
  • 2 Baths

  225 W 108th Place, Chicago, IL 60628

  Come see this nice 2unit building a Great investment property fully rented, with a full living room and dining room and 2 bedrooms in each unit with recent updates on electricity and plumbing, roof and furnace. Tenant pays electric and gas conveniently located close to schools and shopping areas. Easy access to major highways interstate I94 & I57

  Winston Robbins Hometown Real Estate Group LLC

  225 W 108th Place, Chicago, IL 60628
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  /19

  $200,000

  • 7 Beds
  • 3 Baths

  9338 S Marquette Ave, Chicago, IL 60617

  Attention Savvy Investors & Visionary Homebuyers! Rehabbed started in 2025, Ready for Your Final Touches: Step into this partially renovated 2-unit frame building, with 3 Bedrooms 1 Bath on each floor, with Huge Living rooms, formal Dining with Hardwood floors and a basement that can be duplex up to the first floor offering the perfect canvas to complete your dream investment or start your

  Efty Garba eXp Realty

  9338 S Marquette Ave, Chicago, IL 60617
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  /9

  $224,900

  • 3 Beds
  • 2 Baths

  4855 N Springfield Ave Unit 3, Chicago, IL 60625

  Turnkey, Fully-Leased Condo in Albany Park. This top-floor fully renovated, 3BR/2BA penthouse, boasts a brand-new kitchen, 2 new baths, and all new fixtures, appliances, mechanicals, and in-unit laundry. Hardwood floors throughout. Pet-friendly with ample street parking. Prime location near transit, shops, dining, and universities. Strong rental demand with short-term rentals allowed-ideal for

  Jordan Euson Compass

  4855 N Springfield Ave Unit 3, Chicago, IL 60625
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  /18

  $189,900

  • 3 Beds
  • 2 Baths
  • 1,857 Sq Ft

  2208 W 54th Place, Chicago, IL 60609

  Opportunity knocks with this three-bedroom, two-bathroom single-family home! This property is a great investment. The house is ready for your vision and updates. The seller took care of some updates and with some TLC it could be your forever home. Featuring a spacious backyard, a detached garage, and easy access to major roads. The full basement offers additional space, and the layout provides

  Erika Villegas Re/Max In The Village

  2208 W 54th Place, Chicago, IL 60609
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  /18

  $320,000

  • 8 Beds
  • 6 Baths

  6155 S Whipple St, Chicago, IL 60629

  Fantastic Investment Opportunity in Chicago Lawn! This fully remodeled brick 2-flat features spacious 3-bedroom, 2-bath units with formal dining rooms, updated kitchens with granite countertops, and modernized baths. Each unit is equipped with forced-air heat, central air, and thermal-pane windows. Additional highlights include a finished basement, cement patio, and parking for up to 4 cars.

  Maria Castillo RE/MAX Mi Casa

  6155 S Whipple St, Chicago, IL 60629
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  /65

  $1,365,000

  • 29,760 Sq Ft

  7839 S Kingston Ave, Chicago, IL 60649

  Prime Value-Add investment opportunity in nice South Shore neighborhood. 12-unit m/u property, comprised of (8) 2 Bedroom/1Bath Units, and (4) 3 Bedroom/1 Bath units. Two 6-unit brick buildings, with center entrances front and back, with rear parking. Each unit with large bright living room, 2 or 3 full bedrooms, dining/family room, and separate kitchen with pantry and leading to back enclosed

  Tommy Choi Keller Williams ONEChicago

  7839 S Kingston Ave, Chicago, IL 60649
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  /21

  $630,000

  • 8 Beds
  • 3 Baths

  3945 W Augusta Blvd, Chicago, IL 60651

  Incredible opportunity! Stunning and rarely-available brick 2-flat plus full basement with spacious garage featuring 2 overhead doors, accommodating up to 3 vehicles inside, plus an oversized parking pad with room for 4 or more additional cars or work vehicles - ideal for contractors, hobbyists, or anyone needing extra space! This well-maintained property is a perfect investment or owner-occupant

  Ana Cardenas Century 21 S.G.R., Inc.

  3945 W Augusta Blvd, Chicago, IL 60651
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  /14

  $479,900

  • 6 Beds
  • 4 Baths

  5834 S Keeler Ave, Chicago, IL 60629

  This is the one you've been waiting for! Don't judge a book by it's cover. A true investment property with lots of living space - a total game-changer whether you're looking to invest or live and rent. Endless possibilities to maximize cash flow or house hack your way to financial freedom. Located in a prime spot close to public transportation, schools, parks, and shopping - everything tenants

  Anthony Florentino eXp Realty

  5834 S Keeler Ave, Chicago, IL 60629
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  /25

  $449,000

  • 9 Beds
  • 3 Baths

  5239 S Ingleside Ave, Chicago, IL 60615

  Exceptional investment opportunity in a prime Hyde Park location. Solid all-brick 2-unit building with a potential bonus garden apartment presents the perfect opportunity for investors or owner-occupants looking to build sweat equity. The main floor features a spacious 3-bedroom, 1-bath unit, while the upper level offers a generous 4-bedroom, 1-bath layout. The finished walk-out basement was

  Joan Couris Keller Williams Thrive

  5239 S Ingleside Ave, Chicago, IL 60615
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  /11

  $84,500

  • 3 Beds
  • 2 Baths
  • 1,088 Sq Ft

  10614 S Langley Ave, Chicago, IL 60628

  Row House located in the heart of beautiful historic Pullman neighborhood, Ideal for investor or first time home buyers.Welcome to 10614 S Langley Ave, a charming Rowhome located in the historic Pullman neighborhood of Chicago. Property Sold AS-IS..Great Investment Oppurtunity! This home showcases timeless architectural details. With 3 bedrooms and two bathrooms, Full Basement with full bath it

  Michael Giliano Compass

  10614 S Langley Ave, Chicago, IL 60628
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  /4

  $127,500

  • Land
  • 0 Acre

  6819 S Ashland Ave, Chicago, IL 60636

  Great Investment Opportunity - South Chicago! Prime land in a high-traffic area with C1-2 zoning, perfect for mixed-use commercial and residential development. Strategic location with easy access to I-90 - downtown Chicago in under 10 minutes! Highlights: C1-2 zoning: wide range of development potential. Close to Kennedy-King College, Ogden Park & public transit. Strong visibility and

  Claudia Galaviz RE/MAX Mi Casa

  6819 S Ashland Ave, Chicago, IL 60636
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  $4,000,000

  442 E 48th St, Chicago, IL 60615

  Discover a rare investment opportunity where timeless architecture meets modern luxury. Nestled in the heart of Bronzeville, just minutes from Hyde Park, the University of Chicago, Washington Park, and the lakefront, this fully renovated 9-unit brick building exudes character and craftsmanship at every turn. Over 16k finished sq ft ! Each residence has been reimagined with all-new mechanicals,

  Jaymi Block REMAX Legends

  442 E 48th St, Chicago, IL 60615
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  /23

  $645,000

  • 9 Beds
  • 4 Baths

  4247 W Haddon Ave, Chicago, IL 60651

  Fully remodeled 3-unit building in the heart of West Humboldt Park! Situated on a spacious double lot, this property offers separate utilities for each unit, providing convenience and efficiency. Granite counter tops. New Kitchens, new bathrooms. Features include a fenced yard for added privacy and a durable shingle roof. An excellent investment opportunity or perfect for owner-occupants. Don't

  Maria Jerusalimiec Inter-City Realty, Inc.

  4247 W Haddon Ave, Chicago, IL 60651
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  /14

  $109,900

  • 2 Beds
  • 1 Bath
  • 955 Sq Ft

  10721 S Prairie Ave, Chicago, IL 60628

  Excellent investment or rehab opportunity on a quiet residential block in Chicago's Roseland neighborhood. This solid brick 2-bedroom, 1-bath home offers a spacious layout, full basement, and great bones ready for your updates. Perfect for a fix-and-flip, rental, or first-time investor project. Conveniently located near schools, parks, shopping, and public transportation, with quick access to

  Alfred Rotiroti GenStone Realty

  10721 S Prairie Ave, Chicago, IL 60628
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  /37

  $699,000

  • 14,880 Sq Ft

  7833 S Kingston Ave, Chicago, IL 60649

  Prime Value-Add investment opportunity in nice South Shore neighborhood. 6-unit m/u property, comprised of (4) 2 Bedroom/1Bath Units and (2) 3 Bedroom/1 Bath units. (Being offered as discounted package with adjacent 6-unit identical building. MLS#12499606) 6-unit brick building, with center entrances front and back, with rear parking. Each unit with large bright living room, 2 or 3 full bedrooms,

  Tommy Choi Keller Williams ONEChicago

  7833 S Kingston Ave, Chicago, IL 60649
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  /25

  $1,250,700 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 Better Homes & Gardens Real Estate

  4934 S Champlain Ave, Chicago, IL 60615
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  /12

  $390,000

  • 6 Beds
  • 2 Baths

  8030 S Justine St, Chicago, IL 60620

  Brick two-flat in Chicago's Gresham neighborhood, built in 1914 and fully remodeled in 2020-features include updated kitchens, bathrooms, grey-stained hardwood floors throughout, and separate heating. Nestled in a desirable neighborhood with convenient access to shopping, dining, schools and public transportation, this wonderful brick two-flat offers an exceptional opportunity for those looking

  Norma Lawson EXIT Strategy Realty

  8030 S Justine St, Chicago, IL 60620

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