5-Bedroom Homes for Sale in Chicago, IL

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  /32

  $350,000

  • 6 Beds
  • 2 Baths

  7436 S Langley Ave, Chicago, IL 60619

  Discover this beautifully rehabbed legal 2unit building offering a fantastic opportunity for both homeowners and investors. Each spacious unit features 3 bedrooms and 1 full bath, thoughtfully updated with modern finishes while maintaining a warm, inviting feel. The property boasts a recent renovation throughout, giving you peace of mind and a moveinready experience. The unfinished basement

  Diego Andrade Coldwell Banker Realty

  7436 S Langley Ave, Chicago, IL 60619
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  /26

  $2,199,000

  • 5 Beds
  • 4 Baths
  • 5,112 Sq Ft

  69 E Cedar St, Chicago, IL 60611

  Welcome to 69 E Cedar Street - a timeless Greystone residence nestled on a tree-lined street in Chicago's coveted Gold Coast, just steps from Lake Michigan. This 5-bedroom, 4-bath home offers over 5,100 square feet of beautifully designed living space, blending historic charm with modern updates. Inside, you'll find soaring ceilings, oversized bay windows, a formal dining room, and a gourmet

  Julie Harron Jameson Sotheby's Intl Realty

  69 E Cedar St, Chicago, IL 60611
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  /24

  $505,000

  • 8 Beds
  • 3 Baths

  511 W 25th Place, Chicago, IL 60616

  Good location in Bridgeport, close to Chinatown and Downtown. Nearby public transportation: Orange Line Halsted station and Red Line Chinatown station, bus stops, easy access to all major highways. Healy Elementary School district. 2 units front building plus a coach house, sunny corner house and basement provides ample storage space. Front building: 1st floor brick, 2nd floor frame, sidings

  Fanny Zhao Century 21 Realty Associates

  511 W 25th Place, Chicago, IL 60616
• 

  

  

  /23

  $219,999

  • 5 Beds
  • 3 Baths

  7129 S Prairie Ave, Chicago, IL 60619

  Unlock the potential in this legal 2-flat located in the heart of Greater Grand Crossing. This solid-brick building has great bones and is ready for your vision. Both units offer spacious layouts and original character waiting to be restored. This is an as-is sale, ideal for seasoned investors or buyers utilizing a renovation loan. The basement presents the opportunity to create a third unit.

  Jakeshia Thomas Blue Door Dave Inc

  7129 S Prairie Ave, Chicago, IL 60619
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  /20

  $139,900

  • 5 Beds
  • 2 Baths
  • 760 Sq Ft

  4953 S Paulina St, Chicago, IL 60609

  CASH OR REHAB LOAN ONLY!! THIS HOME HAS VIOLATIONS WITH THE CITY OF CHICAGO. SELLING IN "AS-IS" CONDITION. THIS PROPERTY IS OCCUPIED. SELLER NEEDS 60 DAYS TO CLOSE.

  Hill Torres Urbanitas Inc.

  4953 S Paulina St, Chicago, IL 60609
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  /16

  $340,000

  • 5 Beds
  • 2 Baths

  7846 S Bennett Ave, Chicago, IL 60649

  Welcome to 7846 S Bennett Ave, a charming two-flat on a quiet residential block in Chicago's South Shore neighborhood. This spacious brick building offers updated kitchens and baths, original hardwood floors, and generous living and dining areas in both units-perfect for owner-occupants or investors. Location Highlights: Convenient access to CTA buses and the Metra Electric 79th St. station makes

  Kelsey Kyser Baird & Warner

  7846 S Bennett Ave, Chicago, IL 60649
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  /13

  $649,900

  • 7 Beds
  • 6 Baths

  3659 W Palmer St, Chicago, IL 60647

  Attention Investors & Rehabbers - Logan Square Two-Unit building with endless potential! Bring your vision to this vintage brick property in the heart of Logan Square. With exposed brick accent walls, generous room sizes, and great bones, this building is ready for renovation to truly make it shine. High ceilings create an airy open feel. Recessed lighting and big windows throughout. Two story

  Patti Furman Coldwell Banker Realty

  3659 W Palmer St, Chicago, IL 60647
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  /13

  $99,900

  • 6 Beds

  7225 S Woodlawn Ave, Chicago, IL 60619

  Calling all Rehabbers, Investors, and Contractors! Check out this 2 unit building on a corner lot in the Woodlawn Neighborhood! The building it completely gutted and nothing stands in your way of making it completely come to life again! Each unit can have 3 bedrooms 1 bath units, live in one unit and collect steady cash flow from the other. GREAT INVESTMENT OPPORTUNITY! Call and schedule your

  Frank Montro Keller Williams Preferred Rlty

  7225 S Woodlawn Ave, Chicago, IL 60619
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  /35

  $650,000

  • 6 Beds
  • 3 Baths

  4614 N Springfield Ave, Chicago, IL 60625

  Beautiful Chicago Multi-unit with 120,000 worth of updates completed by owner when he was an occupant. The property sits on a tree-lined street, lots of new construction in the area and fantastic cash flow/tenants. Property is close to 90 & 94, Parks, public transportation. Cathedral ceilings in attic in-law arrangement unit. Building is a legal 2 flat with a convertable in-law arrangement unit.

  David Wilkerson eXp Realty

  4614 N Springfield Ave, Chicago, IL 60625
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  /18

  $499,900

  • 6 Beds
  • 3 Baths

  5107 S Luna Ave, Chicago, IL 60638

  Amazing Opportunity - Legal 2-Unit in Garfield Ridge on Oversized Lot! Don't miss this incredible investment or live-in opportunity! This well-maintained legal 2-unit property sits on an oversized 50x134 lot and offers a beautifully landscaped, fully fenced backyard featuring a garden, grilling area for tenants, and a gazebo with a cozy seating area-perfect for entertaining or relaxing. The top

  Anna Krzemien RE/MAX 10

  5107 S Luna Ave, Chicago, IL 60638
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  /28

  $235,000

  • 7 Beds
  • 3 Baths

  648 W 60th St, Chicago, IL 60621

  Don't miss this incredible opportunity to own a move-in ready, income-generating two-unit building with equity waiting to be unlocked! Featuring a finished walkout basement perfect for owner-occupancy or related living, this property is ideal for both homeowners looking reduce housing expenses and investors. The numbers make GREAT sense!!! The FIRST FLOOR unit offers 3 BEDROOMS, a formal

  Eve Benton Exit Infinity Realty

  648 W 60th St, Chicago, IL 60621
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  /33

  $479,900

  • 5 Beds
  • 3.5 Baths
  • 2,371 Sq Ft

  9131 S Exchange Ave, Chicago, IL 60617

  Stunning Fully Renovated 5-Bedroom Home with Additional Lower-Level Bedroom | 3.5 Baths Welcome to 9131 S Exchange Ave, where contemporary design meets everyday comfort. This beautifully renovated home offers outstanding curb appeal and a spacious layout designed for modern living. Step inside to an open-concept main level filled with natural light. The inviting living area flows seamlessly

  Eduardo Camargo 24/7 Real Estate Inc

  9131 S Exchange Ave, Chicago, IL 60617
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  /8

  $899,900

  • 14 Beds
  • 5 Baths

  459 W 26th St, Chicago, IL 60616

  HARD TO FIND SUCH GREAT SOLID BRICK BUILDING FOR SALE. GOOD INVESTMENT, 3 FLAT + FINISHED BASEMENT + 2 CAR BRICK GARAGE. EACH UNIT WITH HARDWOOD FLOOR ,CENTRAL AIR/HEAT . UNIT WASHER/DRYER, GREAT LOCATION, CONVENIENT TO EVERYWHERE, MINS. TO CHINATOWN/ CHICAGO DOWNTOWN.

  Helen Dai Pilsen Realty Group

  459 W 26th St, Chicago, IL 60616
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  /25

  $6,250,000

  • 5 Beds
  • 9 Baths
  • 10,179 Sq Ft

  451 W Superior St, Chicago, IL 60654

  Recently completed, beautifully RENOVATED luxury at its finest within the sought-after Kingsbury Estates (including private, gated alley). Exquisite six bedroom, six full & three half bath residence offering 10,000 sq ft of ultimate living in the heart of River North. Features include a 5-stop elevator, recreation/billard room, theatre room, wine cellar, library/office, 4 fireplaces, 2 covered

  Paul Gorney eXp Realty

  451 W Superior St, Chicago, IL 60654
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  /8

  $389,500

  • 9 Beds
  • 3 Baths

  4141 W Jackson Blvd, Chicago, IL 60624

  Investors here you go - beautiful 2 flat brownstone plus garden unit in West Garfield Park! This is priced to generate nearly 20% cash on cash returns! The building contains (2) three bedroom/ 1 bathroom units, (1) four bedroom/1 bathroom (10 bedrooms / 3 bathrooms total). Fully occupied generating over $51k/year in rents with upside potential. Building has been occupied by great tenants

  Tian Xin Weichert,Realtors-FirstChicago

  4141 W Jackson Blvd, Chicago, IL 60624
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  /58

  $1,549,000

  • 5 Beds
  • 3.5 Baths
  • 4,640 Sq Ft

  2847 W Division St, Chicago, IL 60622

  Overlooking iconic Humboldt Park, this custom-built, four-level home is where elegance meets everyday comfort. Set on an extra-wide, extra-deep lot, it's designed for both lively entertaining and quiet retreats with generous space for gatherings and intimate corners for slowing down. Step inside to soaring 10-foot ceilings, oak-stained hardwood floors, and beautifully crafted details-wainscoting,

  Joe Betancourt Betancourt Realty

  2847 W Division St, Chicago, IL 60622
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  /16

  $185,000

  • 5 Beds
  • 1 Bath
  • 1,150 Sq Ft

  12410 S Parnell Ave, Chicago, IL 60628

  Welcome to this beautifully maintained 5-bedroom home offering both space and peace of mind. Recently updated with a brand new roof and all-new copper piping, this home blends classic charm with essential modern upgrades. Whether you need extra bedrooms for family, guests, or work-from-home setups, this layout provides flexibility and comfort. Solid construction, upgraded systems, and room to

  Jose Luis Martinez GMC Realty LTD

  12410 S Parnell Ave, Chicago, IL 60628
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  /25

  $315,000

  • 8 Beds
  • 3 Baths

  5514 S Winchester Ave, Chicago, IL 60636

  Nice 2 Flat home. Quiet neighborhood. Basement is renovated for in-law, but needs to be finished. The Building has 3 furnaces,( 2- Hi efficiency), 3 water heaters (140 Gals total), 4 electrical meter boxes (1 extra for Basement ) and an electrical service panel on each floor. (200amps total) 4 additional full Closets added. 2ND FLR has new central air conditioning (16 seer hi effiency) It has

  Ryan Gehris USRealty.com, LLP

  5514 S Winchester Ave, Chicago, IL 60636
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  /36

  $225,000

  • 5 Beds
  • 2 Baths
  • 1,900 Sq Ft

  11311 S Wallace St, Chicago, IL 60628

  Welcome to 11311 S Wallace Ave, a massive fully renovated bungalow situated in the middle of Chicago's West Pullman and West Roseland neighborhood. Boasting over 1,900 sq ft across the main and second floors, this beautifully updated home offers 5 bedrooms and 2 full bathrooms, making it ideal for large households or anyone craving extra space. Sitting on an extra-wide 35x125 lot, this property

  Hugo Araujo Coldwell Banker Realty

  11311 S Wallace St, Chicago, IL 60628
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  /10

  $334,900

  • 5 Beds
  • 1.5 Baths
  • 2,000 Sq Ft

  8718 S Marshfield Ave, Chicago, IL 60620

  Spacious 8 Room, 5 Bedrooms, 1 1/2 Baths Chicago Bungalow featuring formal living room with lead trim windows and bookshelves, formal dining room leading to new kitchen with custom cabinetry, backsplash, corian countertops, pantry. 3 Bedrooms on 1st Floor and 2 Bedrooms on 2nd Floor plus a Family Room. Enclosed Back Porch. Full unfinished basement with 1/2 bathroom. Brick 2 car garage.

  Sandra Patterson Coldwell Banker Realty

  8718 S Marshfield Ave, Chicago, IL 60620
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  /11

  $365,000

  • 5 Beds
  • 2 Baths

  Unlisted Address

  This renovated grey stone two-unit residence is a rare find, blending the grace and grandeur of historic architecture with the comfort and efficiency of modern upgrades. From granite countertops and solid wood cabinets to hardwood floors and energy-saving windows, every detail has been considered for today's lifestyle. The formal dining rooms and enclosed porches expand your options for living

  April Troope TADD Realty

  Unlisted Address
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  /59

  $7,250,000

  • 5 Beds
  • 5.5 Baths
  • 7,462 Sq Ft

  189 E Lake Shore Dr Unit 18, Chicago, IL 60611

  Amazing, dramatic penthouse in a classic vintage building on East Lake Shore Drive! This home has been completely renovated with over 7400 square feet of luxurious finishes and offers expansive lake & city views plus 2 terraces with 550 square feet of private outdoor space. Walk off the elevator into this full floor home featuring oversized windows and extraordinary ceiling height make this home

  Emily Sachs Wong @properties Christie's International Real Estate

  189 E Lake Shore Dr Unit 18, Chicago, IL 60611
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  /7

  $759,000

  • 12 Beds
  • 7 Baths

  1531 S Kolin Ave, Chicago, IL 60623

  Amazing investment opportunity! Beautifully rehabbed fully rented building boasting (3) 3bedroom/2bath and (1) 3bedroom/1bath units all with in unit laundry. New kitchens, hardwood flooring, cable pre-wired throughout with security system in place; fully paved parking in rear for four cars!

  Oksana Melnchyn Cambridge Realty LLC

  1531 S Kolin Ave, Chicago, IL 60623
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  /41

  $895,000

  • 6 Beds
  • 5 Baths

  3816 W Montrose Ave, Chicago, IL 60618

  This 3-unit property is a great investment opportunity or perfect for a Live/Work owner! The roof was replaced 2 years ago, 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 long-term, month-to-month rent, so that gives flexibility to the new owner. The second floor has a 2-bedroom,

  Lora Vasileva Cedar Realty

  3816 W Montrose Ave, Chicago, IL 60618
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  /10

  $290,000

  • 5 Beds
  • 2 Baths

  2724 W Flournoy St, Chicago, IL 60612

  Welcome to this classic two-Flat....with full basement just waiting to be converted into an in-law unit. Located on a quiet, tree-lined street with new construction all around. This well-maintained building offers two spacious units; one 3bdrm unit and one 2bdrm unit. Perfect for owner-occupants or investors, each unit features separate utilities. Major updates included newer roof, hot water

  Shirley Fields Coldwell Banker Realty

  2724 W Flournoy St, Chicago, IL 60612
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  /24

  $398,000

  • 5 Beds
  • 2 Baths

  1715 N Meade Ave, Chicago, IL 60639

  Solid brick 2-flat in desirable Galewood neighborhood! Property features 5 bedrooms, 2 full bathrooms, hardwood floors, and formal dining rooms in both units. Recent updates include newer windows and roof is 7 years old. The main unit offers a finished basement with an oversized bedroom-perfect for related living. Updated bathrooms throughout. Great opportunity for owner-occupant or investor.

  Melina Piscopo @properties Christie's International Real Estate

  1715 N Meade Ave, Chicago, IL 60639
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  /17

  $390,000

  • 8 Beds
  • 4 Baths

  4418 S Honore St, Chicago, IL 60609

  Spacious and well-designed 2 unit property offering excellent rental potential or multi-generational living. Includes a 2-car garage, storage shed, & shared laundry area. First Floor Unit: * 2 bedrooms * 1 full bathroom * Kitchen with stove and refrigerator * Dining room * Living room Second Floor Unit. 3 bedrooms * 1 full bathroom * Kitchen (no appliances) * Dining room *

  Irais Torres Barron Extreme Realty LLC

  4418 S Honore St, Chicago, IL 60609
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  /33

  $749,900

  • 5 Beds
  • 3 Baths

  5155 W Roscoe St, Chicago, IL 60641

  Whether you're searching for your next savvy investment or looking to maximize your purchase, this fantastic property in Portage Park is not to be missed! Rebuilt with meticulous architectural plans, Property features two units, offering the flexibility to live in one and lease the other, or generate income from both. Stylish interiors await you, characterized by dark walnut hardwood flooring,

  Harris Ali Sky High Real Estate Inc.

  5155 W Roscoe St, Chicago, IL 60641
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  /9

  $290,000

  • 5 Beds
  • 2 Baths

  2720 W Flournoy St, Chicago, IL 60612

  Welcome to this classic two-Flat....with full basement just waiting to be converted into an in-law unit. Located on a quiet, tree-lined street with new construction all around. This well-maintained building offers two spacious units; one 3bdrm unit and one 2bdrm unit. Perfect for owner-occupants or investors, each unit features separate utilities. Major updates included newer roof, hot water

  Shirley Fields Coldwell Banker Realty

  2720 W Flournoy St, Chicago, IL 60612
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  /14

  $1,315,000

  • 7 Beds
  • 4 Baths

  2957 N Avers Ave, Chicago, IL 60618

  Attention Investors and Owner-Occupants!! Triton presents the exclusive opportunity to acquire 2957 N. Avers, a 4-unit with one additional in-law suite. Renovated in 2019, the property features high-end kitchens with beautiful Calacatta quartz counter tops, 42" white shaker cabinets, stainless steel appliances, in-unit laundry, modern open layout floor plans, and large windows for lots of

  Harrison Cohen Triton Realty Group LLC

  2957 N Avers Ave, Chicago, IL 60618
• 

  

  /22

  $264,000

  • 5 Beds
  • 2 Baths
  • 1,225 Sq Ft

  14101 S Saginaw Ave, Chicago, IL 60633

  Charming Brick Split-Level Home Offering Space, Style & Comfort! Welcome to this beautifully completly renovated home. Featuring 5 spacious bedrooms, 2 full baths, and a bright, open living area, this home is ideal for both everyday living and entertaining. The main level boasts gleaming hardwood floors, a sun-filled living room, and an updated kitchen with new appliances and ample 42"

  Maria Salazar HomeSmart Connect LLC

  14101 S Saginaw Ave, Chicago, IL 60633
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  /5

  $269,900

  • 5 Beds
  • 2 Baths

  6639 S Sangamon St, Chicago, IL 60621

  Fresh clean 2 flat with new everything in 2021. Furnace, central air, windows, gutters, doors, sod, siding, kitchens and bathrooms, new plumbing, new fencing.. 1st floor long term tenant mtm. 2nd floor va tenant vacating 8/31/25.

  Lenor Sherman 360 Realty & Development, LLC

  6639 S Sangamon St, Chicago, IL 60621
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  /20

  $529,900

  • 10 Beds
  • 4 Baths

  1643 S Millard Ave, Chicago, IL 60623

  INVESTORS!! MASSIVE GREY STONE 3 UNIT, IN EXCELLENT CONDITION, IN FAST GROWING NORTH LAWNDALE. OVER 1,300SF IN EACH UNIT, 1st FLOOR WITH 3GOOD SIZE BEDROOMS, ONE AND A HALF BATHROOMS,2nd FLOOR WITH 4 B-ROOMS, 3rd FLOOR 3 B-ROOMS ALL 3 FLOORS WITH L-ROOM & D-ROOM. HARDWOOD FLOORS THROUGHOUT. EACH UNIT HAVE SEPARATE FORCED HEAT,. KITCHEN WITH GRANITE COUNTERTOPS,BASEMENT WITH WASHER AND DRYER.

  Clemente Lopez Chicagoland Brokers, Inc.

  1643 S Millard Ave, Chicago, IL 60623
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  /25

  $3,550,000

  • 6 Beds
  • 7 Baths

  1653 W Division St, Chicago, IL 60622

  This striking mixed-use building on Wicker Park's premier Division Street offers a unique blend of residential and commercial space. The property features two spacious, condo-quality finished apartments, each boasting three bedrooms, two bathrooms, and generous outdoor areas. The ground-level retail space, currently occupied by a kickboxing gym, features soaring 16-foot ceilings and the

  Madeleine Pearl Station Cities

  1653 W Division St, Chicago, IL 60622
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  /15

  $139,900

  • 5 Beds
  • 2 Baths
  • 1,044 Sq Ft

  7542 S Prairie Ave, Chicago, IL 60619

  Welcome to this spacious 5-bedroom, 2-bathroom brick home in the heart of the Greater Grand Crossing neighborhood. This classic Chicago home offers plenty of space, featuring a full finished basement and exterior parking. Inside, you ll find generously sized bedrooms, a functional layout and tons of potential to make it your own. This home presents an excellent opportunity for investors or

  Michael Olszewski Area Wide Realty

  7542 S Prairie Ave, Chicago, IL 60619
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  /45

  $390,000

  • 6 Beds
  • 3 Baths

  7645 S Morgan St, Chicago, IL 60620

  Welcome to this beautiful rehabbed 2-unit property with a finished basement. Combined with modern and classic charm throughout. Perfect for an investment property to add to your real estate portfolio. This multi-unit offers a duplex down unit with 2 bedrooms and 2 bathrooms plus a den, and the second unit offers 3-bedrooms with one bathroom. Each unit has separate living and dining areas, and

  Edy Ramirez Cloud Gate Realty LLC

  7645 S Morgan St, Chicago, IL 60620
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  /26

  $43,000

  • 5 Beds
  • 2 Baths
  • 1,400 Sq Ft

  10514 S Perry Ave, Chicago, IL 60628

  Five bedroom home needs a full rehab. Great space with 2 bathrooms and a full, unfinished basement. Sold as is. No survey provided.

  David Williamson Choice Realty Group Inc.

  10514 S Perry Ave, Chicago, IL 60628
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  /28

  $495,000

  • 8 Beds
  • 8 Baths

  1817 S Ashland Ave, Chicago, IL 60608

  Most Desirable Pilsen location within the business shopping district at 18th and Ashland Ave...with fantastic rental possibilities! A deceptively large building with approx. 1,300 sq. ft. per floor (times 4 levels)! You can walk to the 18th St.-PINK Line elevated train station. Minutes from downtown Chicago, lakefront, UIC campus, 18th St. entertainment and restaurants district, Thalia Hall,

  Mike Santore Keller Williams Thrive

  1817 S Ashland Ave, Chicago, IL 60608
• 

  

  /11

  $269,000

  • 6 Beds
  • 3 Baths
  • 1,845 Sq Ft

  6938 S Michigan Ave, Chicago, IL 60637

  Income, Income, Income! Its Multiunit - 3 Units, 2 3br 1 bath about 1000 SQFT, 1 basement 3 be Unit about 800 SQFT. The top floor is rented for $1,500 and prepaid till September 2025. The basement is rented for $900 and prepaid till September 2025. 1st floor is vacant now to show the unit.

  Sergey Ognev Citiland Real Estate Inc

  6938 S Michigan Ave, Chicago, IL 60637
• 

  

  /12

  $420,000

  • 8 Beds
  • 3 Baths

  8513 S Sangamon St, Chicago, IL 60620

  Incredible opportunity in Auburn Gresham-this rare all-brick 2-flat offers flexibility, cash flow, and updated systems throughout. Featuring two spacious 3-bedroom, 1-bath units, plus the potential for a third unit, this property is ideal for both owner-occupants and investors alike. Garden unit is rented. A full rehab was completed in 2020, including a new front porch, HVAC systems with

  Whitney Hampton Keller Williams ONEChicago

  8513 S Sangamon St, Chicago, IL 60620

Showing Results 521 - 560, Page 14 of 18