5-Bedroom Homes for Sale in Chicago, IL

• 

  

  

  /19

  $675,000

  • 6 Beds
  • 3 Baths

  6224 S Greenwood Ave, Chicago, IL 60637

  Discover a prime investment opportunity in this exquisite Romanesque Revival three-flat, perfectly positioned just steps from the prestigious University of Chicago on an extra deep lot. This architecturally significant building has been well maintained and professionally managed, by a local investor/owner. The building is fully occupied with high-quality, performing leases, offering immediate

  Wayne Beals Exit Strategy Realty / EMA Management

  6224 S Greenwood Ave, Chicago, IL 60637
• 

  

  

  /7

  $189,900

  • 5 Beds
  • 2 Baths

  1244 E 70th St, Chicago, IL 60637

  Fantastic investment or live-in opportunity! This all-brick two-flat sits on an oversized, fully fenced corner lot in a rapidly growing pocket of Woodlawn. Each unit is thoughtfully laid out, featuring formal living and dining rooms, spacious eat-in kitchens with walk-in pantries, and individual heat and central air-ideal for both comfort and privacy. Rear porch and roof were replaced in 2017,

  James Mattz Keller Williams Preferred Rlty

  1244 E 70th St, Chicago, IL 60637
• 

  

  

  /28

  $280,000

  • 5 Beds
  • 2 Baths

  7549 S Langley Ave, Chicago, IL 60619

  Buyers will adore and make this a beautiful multi-family home and investors may appreciate this find as rentals in the area may rent as much as $1200 - $1700/mo. Both units boast HWFs, large bedrooms, formal dining room, sunroom, plenty of closet space, decorative fireplace, separate furnace and circuit breakers in each unit, enclosed back porch and fenced backyard. The 2-car garage has newer

  Carl Lowe Carl Lowe

  7549 S Langley Ave, Chicago, IL 60619
• 

  

  

  /21

  $450,000

  • 7 Beds
  • 4 Baths

  520 W 44th Place, Chicago, IL 60609

  Income producing 4 unit property. 3 units are currently rented and one duplex (2ff) is available for new home owner/investor or tenant. Come view this investment opportunity before it is Gone! New Back Porch

  Nicholas Clancy Chicagoland Brokers, Inc.

  520 W 44th Place, Chicago, IL 60609
• 

  

  

  /19

  $515,000

  • 12 Beds
  • 4 Baths

  1005 N Springfield Ave, Chicago, IL 60651

  Investors!!!!!! 1005-07 N SPRINGFIELD AVE.... incredible opportunity, 4 units, 2 bedroom 13x12 plus a tandem 9x10 rooms in each unit, with separate living and dining rooms, 1400 sqft per unit, plus 2 unfinished basements with front and rear entrance. 4 car brick garage with new roof. Property needs full rehab. ""PENDING VIOLATIONS"" (11 TOTAL) Sold as is condition: CASH OFFERS ONLY.

  Jose Tenezaca RE/MAX City

  1005 N Springfield Ave, Chicago, IL 60651
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  /44

  $2,720,000

  • 6 Beds
  • 5 Baths
  • 5,400 Sq Ft

  461 W Melrose St, Chicago, IL 60657

  Behind a classic Chicago facade, this contemporary four-level home in East Lakeview offers spacious living and thoughtful updates throughout. Renovated in 2020, this home includes all new mechanicals, windows, designer lighting, and an elevator that connects every level, from the finished basement to the 3rd level. The main level features a large living and dining area that flows into an open

  Lorenzo Sanchez Engel & Voelkers Chicago

  461 W Melrose St, Chicago, IL 60657
• 

  

  /41

  $389,000

  • 5 Beds
  • 3 Baths
  • 2,800 Sq Ft

  10642 S Avenue O, Chicago, IL 60617

  Beautifully remodeled from top to bottom, this 5-bedroom, 3-bath home blends classic architecture with striking modern updates. From the moment you arrive, the inviting front porch welcomes you in. Inside, a spacious layout offers the perfect balance for everyday living and entertaining. The first floor features gleaming hardwood floors, a bright living/dining area with recessed lighting, crown

  Maria Vega RE/MAX Realty Assoc.

  10642 S Avenue O, Chicago, IL 60617
• 

  

  /37

  $290,000

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

  8719 S Racine Ave, Chicago, IL 60620

  Welcome to 8719 S Racine, a spacious and fully rehabbed residence offering comfort, style, and functionality across three levels of living space including a finished basement (adding a 4th level or living space). Renovated in 2025, this home blends modern finishes with classic charm. The main floor features a bright living area, a fully updated kitchen, one bedroom, and a stylishly

  Jose Ayala Luna Realty Group

  8719 S Racine Ave, Chicago, IL 60620
• 

  

  /13

  $99,750

  • 6 Beds
  • 2 Baths

  730 W 51st St, Chicago, IL 60609

  Great opportunity to own a solid Frame 2 flat in the up-and-coming Fuller Park neighborhood. Both units feature spacious 3-bedroom layouts with separate living areas. The full finished basement offers additional living or storage space. 2 car detached garage and large yard, perfect for entertaining. Tremendous potential for rehabbers, investors, or savvy owner-occupants.

  Michael Olszewski Area Wide Realty

  730 W 51st St, Chicago, IL 60609
• 

  

  /17

  $628,000

  • 8 Beds
  • 4 Baths

  911 W 32nd St, Chicago, IL 60608

  Great opportunity for investor and or owner /tenants building for sale. 4 unit brick building with finished attic. Situated in a desired diverse Bridgeport area with huge rental demand due to its close proximity to public transportation, restaurants , Chinatown and downtown Chicago.

  Shoo Chen Charles Rutenberg Realty of IL

  911 W 32nd St, Chicago, IL 60608
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  /36

  $600,000

  • 9 Beds
  • 4 Baths

  2434 S Pulaski Rd, Chicago, IL 60623

  Don't miss this rare opportunity to own a nearly 6,000 square foot, four-unit building on a corner lot, boasting timeless architectural detail and exceptional income potential! From intricate wood trim and classic moldings to oversized rooms in every unit, this property is full of character and charm. The building includes a newer wrought iron fence and a comprehensive security system with

  Melinda Chen RE/MAX Top Performers

  2434 S Pulaski Rd, Chicago, IL 60623
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  /50

  $479,999

  • 6 Beds
  • 3.5 Baths
  • 2,500 Sq Ft

  28 N Latrobe Ave, Chicago, IL 60644

  Step into a masterpiece of design where classic victorian elegance meets modern luxury. A truly one of a kind home nestled in the Austin area. No expense was spared in crafting this gem with four meticulously designed levels with 9 foot ceiling that elevate the sense of space and sophistication throughout. The seamless flow connects the living, dining and chef's kitchen areas with style and

  Monica Morales Extreme Realty LLC

  28 N Latrobe Ave, Chicago, IL 60644
• 

  

  /27

  $849,000 Open Sat 12PM - 2PM

  • 5 Beds
  • 3.5 Baths
  • 3,500 Sq Ft

  1842 W Greenleaf Ave, Chicago, IL 60626

  Rarely available! Fabulous vintage 5 bed 3 1/2 home on a very deep double lot on a beautiful residential block near CTA public transportation and Metra station. Three levels of living space plus a full unfinished basement. Lots of vintage details with many modern and recent updates. Main floor has living room, dining room, library/office, large updated eat-in kitchen and 1/2 bath. Second floor

  Nick Powers Baird & Warner

  1842 W Greenleaf Ave, Chicago, IL 60626
• 

  

  /14

  $315,000

  • 6 Beds
  • 2 Baths

  2533 E 83rd St, Chicago, IL 60617

  This Turn Key, Brick 2Flat is ideal for an owner occupant or savvy investor. Each unit features separate entrances and spacious layouts. The first-floor unit offers 3 bedrooms and 1 bath, a combined living and dining area and an eat-in kitchen. It's duplexed down to the basement, providing additional living space, ample storage, and a laundry area. The second-floor unit also includes 3 bedrooms

  Perdure Carter Realty of America, LLC

  2533 E 83rd St, Chicago, IL 60617
• 

  

  /26

  $149,900

  • 7 Beds
  • 2 Baths

  7125 S Drexel Ave, Chicago, IL 60619

  ***Investors/Handymen, check out this gorgeous greystone 2 unit in vibrant Woodlawn!*** Newer windows and hardwood floors already present are the start of a great project! Full basement with 2 more bedrooms can be finished to significantly expand the first floor unit. Excellent location, near the upcoming Obama campus, University of Chicago campus, Close to shopping and restaurants. Corporate

  Ryan Cherney Circle One Realty

  7125 S Drexel Ave, Chicago, IL 60619
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  /20

  $1,054,999

  • 9 Beds
  • 6 Baths

  1750 W Cermak Rd, Chicago, IL 60608

  Built less than 10 years ago, this newer construction all brick multifamily features (3) 1,250 sq/ft 3bed 2 bathroom units (all identical layout) with a 3 car parking pad in the back of the property that can be reached from each units back door via metal staircase. 2 of the 3 units are rented out currently with one left vacant and ready for occupancy. The bottom unit which is available currently

  Eric Sporinsky Realty of America, LLC

  1750 W Cermak Rd, Chicago, IL 60608
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  /20

  $879,000 Open Sun 12PM - 2PM

  • 5 Beds
  • 3 Baths

  2302 W Addison St, Chicago, IL 60618

  Location , Location, Location! Stately large brick 2 flat located in a popular Lakeview location! Steps to award winning Bell school and Lane Tech ! Beautiful solid oak woodwork & oak beamed ceiling ! Large eat-in kitchens and a large bonus room off the kitchens which can be a den or office.Convenient walk in pantry in both units and large window box in top floor kitchen. Beautiful oak built-in

  Joan Brennock Baird & Warner

  2302 W Addison St, Chicago, IL 60618
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  /26

  $849,999

  • 6 Beds
  • 4 Baths

  1019 W 18th St, Chicago, IL 60608

  Turn-key four unit building in great shape currently getting $55,000/year in rental income with 1 vacant unit for immediate occupancy or for additional rental income. A lot of value add opportunity with potential to duplex down to the full basement for both the front and back buildings. Steps to everything that 18th St has to offer, potential AirBNB option with proximity to Thalia Hall. New roof

  Eric Sporinsky Realty of America, LLC

  1019 W 18th St, Chicago, IL 60608
• 

  

  /21

  $509,000

  • 6 Beds
  • 3 Baths

  4917 W Race Ave, Chicago, IL 60644

  This multi-family unit home has undergone a complete renovation, featuring ALL NEW stainless-steel appliances, custom cabinetry, quartz countertops, and hardwood flooring throughout. Peace of mind comes with all-NEW electrical, NEW plumbing, NEW furnace, and NEW water heater. Exterior upgrades include NEW windows, siding, sidewalk, fence, plus a new 2 car garage.

  Brenda Bustamante Smart Home Realty

  4917 W Race Ave, Chicago, IL 60644
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  /18

  $90,000

  • 5 Beds
  • 2.5 Baths
  • 1,194 Sq Ft

  2047 W 67th Place, Chicago, IL 60636

  This home has incredible potential! Featuring 5 bedrooms, 2.5 bathrooms, and extra rooms for additional living space, it's ready to be transformed into your dream home. While it needs some work, the possibilities are endless. This property won't last long-schedule your appointment today!

  Gerard Lewis Better Homes For America, LLC

  2047 W 67th Place, Chicago, IL 60636
• 

  

  /13

  $199,900

  • 7 Beds
  • 4 Baths

  3936 W Congress Pkwy, Chicago, IL 60624

  Attention investors! This classic Chicago Greystone two-flat is in the early stages of a gut rehab and offers incredible potential for the right buyer. With nearly 1,500 sq ft per unit, spacious layouts, and an unfinished garden-level unit with front, side, and rear entrances, this property is a prime value-add opportunity. Featuring large front rooms, separate dining rooms, and original

  Jerry Cox Vylla Home

  3936 W Congress Pkwy, Chicago, IL 60624
• 

  

  /19

  $515,000

  • 7 Beds
  • 1 Bath

  4952 W Augusta Blvd, Chicago, IL 60651

  Beautifully remodeled legal three unit in Austin Chicago! Each unit has its own unique characteristics. Newer electric, and newer Plumbing. There is a brand new garden unit with new stainless steel appliances, new flooring. 2 2 bedroom units and one 3 bedroom unit, which can be hard to find! Generously sized rooms, kitchen, living, and dining room in each unit! Huge back cement driving for

  Ruben Camacho Weichert, Realtors - All Pro

  4952 W Augusta Blvd, Chicago, IL 60651
• 

  

  /21

  $342,500

  • 5 Beds
  • 2 Baths

  7622 S Normal Ave, Chicago, IL 60620

  Welcome to this stunning Greystone 2-flat located in the Greater Grand Crossing neighborhood. The property features two beautiful, renovated units, each boasting modern amenities. The first-floor unit is a spacious 2-bedroom, 1-bathroom home that can be duplexed down, providing additional living space. The second-floor unit offers 3 bedrooms and 1 bathroom. Both units have been updated with

  Siobhan Robinson MRS Real Estate Firm

  7622 S Normal Ave, Chicago, IL 60620
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  /35

  $1,999,000

  • 5 Beds
  • 5.5 Baths
  • 5,500 Sq Ft

  3920 N Lake Shore Dr Unit 12N, Chicago, IL 60613

  Lakeview!! Lakeshore Drive Huge duplex co-op with incredible lake views. Huge two story co-op that feels like single-family home. This exceptional corner residence offers a rare blend of timeless elegance, modern luxury, and a single-family home feel-all set in a beautiful vintage co-op on iconic Lake Shore Drive. Boasting sweeping, unobstructed views of Lake Michigan and the lakefront parks,

  Grace Sergio @properties Christie's International Real Estate

  3920 N Lake Shore Dr Unit 12N, Chicago, IL 60613
• 

  

  /27

  $719,000

  • 9 Beds
  • 3 Baths

  5042 W Wellington Ave, Chicago, IL 60641

  This is a fantastic opportunity to own a solid brick two-unit property, featuring three bedrooms on each floor. The property includes a basement with two separate entrances and offers all utilities separately for each unit, along with central air conditioning. Its convenient location is close to shops, parks, schools, and restaurants. The fully finished basement provides additional living space,

  Andrea Garcia Chicagoland Brokers, Inc.

  5042 W Wellington Ave, Chicago, IL 60641
• 

  

  /58

  $494,750

  • 5 Beds
  • 4 Baths
  • 4,200 Sq Ft

  11633 S Avenue H, Chicago, IL 60617

  The original home was total rehab inside. New pluming, electrical, flooring, walls with over 220 new 2x4's for support also 50+ 2x10's in the ceiling to add support for new Hardie Board sided addition constructed on this brick raised ranch with a gated side drive on a quiet tree lined street. .High end living on all levels. Rare opportunity to own a home intended to be the builders home.

  Jim Ross Kagan Real Estate, Inc.

  11633 S Avenue H, Chicago, IL 60617
• 

  

  /18

  $449,900

  • 5 Beds
  • 2 Baths

  1024 N Lawler Ave, Chicago, IL 60651

  Come take a look at the best financial decision you will ever make! This 2-unit property features one 2 bedroom apartment, one 3 bedroom apartment, both of which have been recently renovated. It also features a semi finished basement, perfect for a related living situation. The work has been done. The tenants are in place. Just go ahead and put your offer in and you will be collecting rents

  Robert Denton Charles Rutenberg Realty of IL

  1024 N Lawler Ave, Chicago, IL 60651
• 

  

  /42

  $439,000

  • 5 Beds
  • 2 Baths

  5919 S Rockwell St, Chicago, IL 60629

  Recently rehabbed 2-flat perfect for first-time homeowners or investors. The second-floor unit offers 3 spacious bedrooms, while the first floor includes 2 bedrooms plus a bonus room ideal for an office, nursery, or walk-in closet. Both units feature hardwood floors, updated kitchens with stainless steel appliances, and generous eat-in areas. Enclosed rear porche. Recent updates include: new

  Jona Melendez RE/MAX Premier

  5919 S Rockwell St, Chicago, IL 60629
• 

  

  /25

  $289,900

  • 6 Beds
  • 2 Baths

  7650 S Bishop St, Chicago, IL 60620

  Don't miss this brick 2-unit in Auburn Gresham. Each unit features a large living room, dining room, and 3 bedrooms. A 2-car garage & fenced yard add to the living space. Close to all the amenities: interstate access, grocery, and shopping. Sold As Is. Seller does not provide survey. Buyer to take subject to any code and municipal requirements. Schedule a showing today! *Property not available

  Anthony Disano Parkvue Realty Corporation

  7650 S Bishop St, Chicago, IL 60620
• 

  

  /21

  $340,000

  • 5 Beds
  • 4 Baths
  • 1,848 Sq Ft

  6922 S Campbell Ave, Chicago, IL 60629

  Looking for a large home ? Check out this remodeled 7 bedroom , 4 bathroom brick bungalow with dormer attic. The home features hardwood flooring throughout the 1st level . Spacious living room, dining room and three bedrooms. Full bath jacuzzi tub. Kitchen with wood cabinetry and large center granite island. 2nd floor offers master bedroom with master Jacuzzi bath and a 5th bedroom. Full

  Taurino Morales Keller Williams Preferred Realty

  6922 S Campbell Ave, Chicago, IL 60629
• 

  

  /28

  $1,135,000

  • 5 Beds
  • 4.5 Baths
  • 3,240 Sq Ft

  2910 W Gregory St, Chicago, IL 60625

  Live Large in Budlong Woods! Step into this elegant urban oasis where spacious design meets timeless charm. Nestled on a generous 60x133 lot, this 5-bedroom, 4.1-bath stunner delivers everything today's discerning buyer dreams of-space, style, and serenity. On the main floor, a dramatic two-story foyer welcomes you to a layout crafted for effortless entertaining. Picture cozy evenings by the

  Liliana Lohan Lohan Realty, Inc.

  2910 W Gregory St, Chicago, IL 60625
• 

  

  /32

  $889,000

  • 7 Beds
  • 5 Baths

  3003 N Ashland Ave, Chicago, IL 60657

  Located in the vibrant and highly desirable Lakeview neighborhood of Chicago, this property presents a unique opportunity for both investors and owner-occupiers. It is a 3-flat with a coach house and a fifth unit available-though the legality of the additional unit is not confirmed. Currently, the first-floor space is rented as a one-bedroom, one-bathroom residence, but it has the potential to be

  Olga Kocherlk Coldwell Banker Realty

  3003 N Ashland Ave, Chicago, IL 60657
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  /56

  $299,900

  • 5 Beds
  • 2 Baths
  • 2,520 Sq Ft

  845 W 50th Place, Chicago, IL 60609

  Unique opportunity to own this fully rehabbed 5-bedrooms, 2-bathrooms, 2 story home with a full, finished walk-out basement. Completely redone from top to bottom, waiting for a new family. Main level has an open floor plan which is perfect for a family events. Spacious kitchen offers nice cabinets with a granite countertop, a nice backsplash and all SS appliances. 600 sq ft basement is a great

  Waldemar Komendzinski Landmark Realtors

  845 W 50th Place, Chicago, IL 60609
• 

  

  /31

  $1,150,000

  • 5 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  6123 S Ellis Ave, Chicago, IL 60637

  Unparalleled comfort at 6123 South Ellis: Your Campus Address for a Healthier, Greener Future. Experience the best of both worlds in this LEED Gold-rated, all-electric superhome. Ideally situated directly across from the University of Chicago, the Lab School, the Midway and moments from the picturesque lakefront and Obama Presidential Library Site, this residence offers unparalleled convenience

  Wayne Beals Exit Strategy Realty / EMA Management

  6123 S Ellis Ave, Chicago, IL 60637
• 

  

  /18

  $850,000

  • 9 Beds
  • 6 Baths

  2413 W Taylor St, Chicago, IL 60612

  BRICK 3 FLAT LOCATED IN THE TRI-TAYLOR AREA.THIS PROPERTY IS WELL MAINTAINED AND FEATURES 3 LARGE 3 BEDROOM,2 BATH "CONDO READY" UNITS. PRIVATE PARKING IN THE REAR FOR 3 CARS MAKES THIS PROPERTY AN EASY RENTAL. LOCATED JUST 2 BLOCKS FROM THE MEDICAL DISTRICT AND MINUTES TO BLUE LINE. TENANTS PAY ALL UTILITIES EXCEPT FOR WATER AND TRASH. ALL THREE UNITS HAVE IN UNIT WASHER/DRYER, CENTRAL HEATING

  Xiaohuang Wu AiHome Realty Group LLC

  2413 W Taylor St, Chicago, IL 60612
• 

  

  /27

  $237,900

  • 5 Beds
  • 2 Baths
  • 1,600 Sq Ft

  822 E 89th St, Chicago, IL 60619

  Amazing value in this beautifully rehabbed home. Appraised in May at 250k BEFORE owner added central AC and new windows in basement. 5 above ground bedrooms: 2 on the 1st floor and 3 on the 2nd floor. Kitchen has gorgeous porcelain floor tiles, huge 42" white shaker cabinets, granite countertops, tiled backsplash and brand new SS appliances. Beautifully updated baths. No DIY remodel here...City

  Davi Elligan Anderson R. E.& Financial Serv

  822 E 89th St, Chicago, IL 60619
• 

  

  /40

  $366,999

  • 6 Beds
  • 2 Baths

  7353 S Doctor Martin Luther King Junior Dr, Chicago, IL 60619

  Welcome to this Classic Brick 2 Flat on an Extra Wide lot with a 3 Car Garage and an unfinished basement. The property has been remodeled for your convenience and comfort. Both units offer 3 generous bedrooms, 1 bath, kitchen, spacious living room and dining room area. There are 2 electrical panels and 2 gas meters making it ready to start renting one unit or both! Updates include: all brand new

  Alondra Diaz Sanchez Realty of America, LLC

  7353 S Doctor Martin Luther King Junior Dr, Chicago, IL 60619
• 

  

  /63

  $459,900

  • 6 Beds
  • 4 Baths
  • 1,970 Sq Ft

  822 N Lockwood Ave, Chicago, IL 60651

  STEP INTO THIS STUNNING FULLY REHABBED 6-BEDROOM, 4-BATH HOME WHERE MODERN DESIGN MEETS COMFORTABLE LIVING. THE CHEF'S KITCHEN IS A SHOWSTOPPER, FEATURING SLEEK TWO-TONE CABINETRY, QUARTZ COUNTERTOPS, A LARGE ISLAND, HIGH-END STAINLESS-STEEL APPLIANCES, AND A STYLISH HEXAGON BACKSPLASH. THE OPEN FLOOR PLAN FLOWS EFFORTLESSLY INTO THE SPACIOUS LIVING AND DINING AREAS, PERFECT FOR ENTERTAINING.

  Emelin Brown Realty of America, LLC

  822 N Lockwood Ave, Chicago, IL 60651
• 

  

  /13

  $500,000

  • 9 Beds
  • 4 Baths

  608 E 71st St, Chicago, IL 60619

  Solid Brick 4Unit Building In Greater Grand Crossing! Perfect For Investors Seeking Stable, Income Producing Property. This Well-Maintained Building Features 9 Total Bedrooms And 4 Full Bathrooms, With Each Spacious Unit Offering Separate Living And Dining Rooms, Large Kitchens And Separate Utilities For Added Convenience. The Property Also Includes A Full, Unfinished Basement Providing

  Perdure Carter Realty of America, LLC

  608 E 71st St, Chicago, IL 60619
• 

  

  /11

  $380,000

  • 5 Beds
  • 2 Baths

  814 S Karlov Ave, Chicago, IL 60624

  Luxurious Living Meets Exceptional Investment at 814 S. Karlov Welcome to this stunningly renovated two-unit gem nestled in the heart of West Garfield Park, a neighborhood on the rise and brimming with new development. This elegant brick building boasts a total of 5 bedrooms and 2 full baths, offering the perfect blend of modern comfort, style, and serious income potential. Step inside to

  Eva Diaz ExaRealty LLC

  814 S Karlov Ave, Chicago, IL 60624

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