Chicago, IL Multifamily Homes & Duplexes for Sale

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  /37

  $249,000

  • 6 Beds
  • 3 Baths

  396 E Kensington Ave, Chicago, IL 60628

  Don't miss this beautifully updated all-brick 2-unit property offering both space and style! Each unit features a spacious layout, perfect for comfortable living. One unit offers 4 generously sized bedrooms, while the other features 3 bedrooms-ideal for owner-occupants or rental income. Enjoy the cozy charm of a fireplace, relax or entertain on the deck, and take advantage of the full basement

  Jaime Birks eXp Realty

  396 E Kensington Ave, Chicago, IL 60628
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  /34

  $599,000

  • 4 Beds
  • 3 Baths

  5121 W Henderson St, Chicago, IL 60641

  Welcome to this well-maintained brick two-flat situated on a quiet residential block in the heart of Portage Park. Ideal for owner-occupants or investors, this versatile property offers exceptional potential either live in one unit and rent the other, or enjoy steady rental income from both. Each unit features spacious rooms, hardwood flooring, and a functional layout with separate living and

  Jon Ellingsen xr realty

  5121 W Henderson St, Chicago, IL 60641
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  /35

  $550,000

  • 9 Beds
  • 3 Baths

  1002 N Drake Ave, Chicago, IL 60651

  Exceptional Investment Opportunity in Hot Humboldt Park! This solid, fully rehabbed legal 3-flat offers strong income potential and modern upgrades throughout. Each spacious unit features 3 full bedrooms and recently updated kitchens with stainless steel appliances including refrigerator, stove, microwave, and dishwasher. Units 1 and 2 are equipped with central air. Independent furnaces and water

  German Llanos 24 Hour Real Estate LLC

  1002 N Drake Ave, Chicago, IL 60651
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  /30

  $194,900

  • 5 Beds
  • 2 Baths

  3011 E 80th St, Chicago, IL 60617

  Classic multi-family home offering a total of five bedrooms and two bathrooms across 2,000 square feet of living space. This property exudes timeless charm while featuring hardwood floors and a spacious living room. Recent updates include a new hot water heater, faucet replacements, and bathroom re-caulking, ensuring the home is move-in ready. With built-in laundry facilities and a history of

  Jaime Birks eXp Realty

  3011 E 80th St, Chicago, IL 60617
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  /60

  $1,150,000

  • 9 Beds
  • 7 Baths

  8729 W Summerdale Ave, Chicago, IL 60656

  WOW! Rare, Custom-Built Jumbo 3-Flat Near O'Hare! Over 8,500 Sq Ft of Living Space! Incredible opportunity to own a one-of-a-kind, oversized building featuring three huge 3-bedroom units plus a finished in-law garden unit. Meticulously maintained by long-time owners. Each unit is updated and includes a refrigerator, oven, dishwasher, and microwave. Perfect for an owner-occupant or investor.

  Gregorio Cirone xr realty

  8729 W Summerdale Ave, Chicago, IL 60656
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  /44

  $780,000

  • 8 Beds
  • 5 Baths

  5706 N Saint Louis Ave, Chicago, IL 60659

  WOW! Rare 3-Flat in North Park! Incredible opportunity to own a solid, income-producing property in one of Chicago's most sought-after neighborhoods! This meticulously maintained building features two expansive 3-bedroom units plus a fully finished 2-bedroom garden apartment-perfect for multigenerational living or maximizing rental income. Each unit includes a refrigerator, oven, and

  Gregorio Cirone xr realty

  5706 N Saint Louis Ave, Chicago, IL 60659
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  /24

  $925,000

  • 7 Beds
  • 5 Baths

  1747 N Spaulding Ave, Chicago, IL 60647

  Rare opportunity to own a fully renovated, income-producing 3-unit building in vibrant Humboldt Park, just steps from the popular 606 Trail. This turnkey property was completely redone in 2022 with brand-new plumbing, electrical, mechanicals, windows, kitchens, and baths. Each unit features spacious, light-filled layouts with large bedrooms and stylish, modern finishes throughout. Perfect for

  Omar Mohiudin Redfin Corporation

  1747 N Spaulding Ave, Chicago, IL 60647
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  /24

  $729,900

  • 6 Beds
  • 4 Baths

  3853 N Spaulding Ave, Chicago, IL 60618

  Classic brick 2-flat in Irving Park with vintage charm + modern updates! Each unit offers three bedrooms including a private bedroom with half bath, front den, sound-dampening windows, copper plumbing, updated electric w/separate panels, and GFA/central A/C. Kitchens feature maple cabinets, granite counters & SS appliances. Hardwood floors, enclosed porch w/side-by-side washer and dryer.

  Jenny Choe Baird & Warner

  3853 N Spaulding Ave, Chicago, IL 60618
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  /18

  $1,399,500

  • 9 Beds
  • 6 Baths

  1532 N Greenview Ave, Chicago, IL 60642

  HAVE SOMEONE ELSE PAY YOUR MORTGAGE WITH THIS RARE OPPORTUNITY TO LIVE IN A RECENTLY RENOVATED 3BD+FAM RM/3BA SFH COACH HOUSE THAT IS PART OF A UNIQUE LEGAL 4-UNIT PROPERTY ON ONE OF WICKER PARK'S BEST TREE LINED ONE-WAY STREETS PERFECTLY SUITED FOR LIVE/RENT OR PURE INVESTMENT FEATURING AN ALL BRICK 3-UNIT FRONT BUILDING WITH GENEROUS FLOOR PLANS & THOUGHTFUL UPGRADES & THE AFOREMENTIONED COACH

  Mario Greco Compass

  1532 N Greenview Ave, Chicago, IL 60642
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  /56

  $675,000

  • 6 Beds
  • 3 Baths

  3234 S Princeton Ave, Chicago, IL 60616

  Discover this beautifully maintained two-unit gem in the heart of Armour Square! Both spacious units feature 3 bedrooms, a bright living room, a roomy kitchen/dining area, in-unit laundry, and gas-forced air with central AC for year-round comfort. The top-floor unit boasts two full bathrooms and a private rear deck-perfect for morning coffee or evening relaxation. The first-floor unit offers

  Miguel Lopez Redfin Corporation

  3234 S Princeton Ave, Chicago, IL 60616
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  /40

  $485,000

  • 6 Beds
  • 3 Baths

  4907 W Walton St, Chicago, IL 60651

  Nestled in the Austin neighborhood of Chicago, this fully renovated two-unit building has been completely gutted and is being given brand new life. Everything is NEW - electrical, plumbing, insulation, flooring, fixtures, appliances, and more. The first-floor unit is duplexed into the basement, offering a total of four bedrooms and two full bathrooms with an average market rent of $2,400/month.

  James Salazar @properties Christie's International Real Estate

  4907 W Walton St, Chicago, IL 60651
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  /31

  $305,000

  • 8 Beds
  • 3 Baths

  5756 S Princeton Ave, Chicago, IL 60621

  Discover an incredible opportunity for investors and owner-occupants in this versatile multi-unit property. Featuring two spacious units plus a nonconforming basement AND a coach house unlocks a ton of income potential. Units 1 and 2 offer 3 bedrooms and 1 bathroom, ideal for owner-occupants, investors, or those exploring short-term rental opportunities. Both units feature generous layouts with

  Brittany Strale Redfin Corporation

  5756 S Princeton Ave, Chicago, IL 60621
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  /38

  $1,500,000

  • 9 Beds
  • 4 Baths

  1442 W Irving Park Rd, Chicago, IL 60613

  Renovated 2-Flat in Prime Lakeview - High-Performing Airbnb Investment 1442 W Irving Park Road is a rare and exceptional opportunity to own a renovated, turnkey 2-flat currently operating as a high-performing Airbnb investment. This professionally managed property offers 9 bedrooms and 4 full bathrooms across two units: the top floor features 4 bedrooms and 2 bathrooms, and the duplex-down

  Barrie Jessome Baird & Warner

  1442 W Irving Park Rd, Chicago, IL 60613
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  /31

  $325,000

  • 4 Beds
  • 3 Baths

  11711 S Indiana Ave, Chicago, IL 60628

  Fully updated 2-unit property with fantastic curb appeal and quality upgrades throughout! Exterior improvements include new siding, gutters, and soffit, with added security for the AC units thanks to protective gorilla cages. Inside, each unit features beautiful maple cabinets paired with sleek quartz countertops. Additional highlights include a 2-car detached garage, a full unfinished walkout

  Jaime Birks eXp Realty

  11711 S Indiana Ave, Chicago, IL 60628
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  /34

  $338,000

  • 4 Beds
  • 2 Baths

  333 E 117th St, Chicago, IL 60628

  Fully updated 2-flat with a charming coach house, offering an excellent investment or owner-occupant opportunity! Each unit features its own laundry for convenience. Major updates include roof, water heater, furnace, and air conditioning-all just 4 years old. The property also offers a full unfinished basement, perfect for storage or future expansion. A rare find with great income potential!

  Jaime Birks eXp Realty

  333 E 117th St, Chicago, IL 60628
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  /34

  $499,900

  • 4 Beds
  • 3 Baths

  4130 N Mason Ave, Chicago, IL 60634

  Portage Park 2-flat on a quiet tree-lined street! This well-maintained building features two spacious 2 bed/1 bath units, each offering a classic layout with a bright living room, separate dining room, hardwood floors, and central air. The first-floor unit boasts a cozy fireplace, and the second-floor kitchen was updated in 2017, adding modern functionality to vintage charm. The partially

  Nancy Huetteman Redfin Corporation

  4130 N Mason Ave, Chicago, IL 60634
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  /26

  $515,000

  • 5 Beds
  • 3 Baths

  2649 W 21st Place, Chicago, IL 60608

  Take advantage of a rare opportunity to assume a 3.125% FHA mortgage on this well-maintained and updated brick 2-flat in the heart of vibrant Pilsen. The first-floor unit offers 2 bedrooms and 1 full bath, while the spacious second unit is a duplex-up featuring 3 bedrooms and 2 full bathrooms across two levels-ideal for maximizing space and flexibility. Both units are move-in ready with modern

  Michael Scanlon eXp Realty

  2649 W 21st Place, Chicago, IL 60608
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  /43

  $639,999

  • 6 Beds
  • 3 Baths

  3140 N Ridgeway Ave, Chicago, IL 60618

  Three-Unit Building for Sale - Avondale, Chicago Incredible investment opportunity in the vibrant Avondale neighborhood! This solid three-unit building offers tons of potential and endless ideas to upgrade, modernize, or customize to your style. Whether you're looking to live in one unit and rent out the others or fully renovate for strong rental income, this property is full of possibilities.

  Maria Gutierrez Golden City Realty, Inc.

  3140 N Ridgeway Ave, Chicago, IL 60618
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  /51

  $1,200,000

  • 13 Beds
  • 8 Baths

  4734 N Drake Ave, Chicago, IL 60625

  Excellent investment in Albany Park! Well-maintained legal 4-unit building with extra-large units. Unit 1/Garden: 3 beds, 2 baths, and tall ceilings throughout. Units 2-4: approximately 1,600 sq ft units with 3-4 beds and 1.5 baths each. Apartments feature spacious kitchens, extra-large living rooms & sunrooms, formal dining rooms in original layouts, plus enclosed porch/dens on each level.

  Ledio Samarxhiu Real Broker LLC

  4734 N Drake Ave, Chicago, IL 60625
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  /28

  $499,000 Open Sat 10AM - 12PM

  • 6 Beds
  • 4 Baths

  1302 W 98th Place, Chicago, IL 60643

  Rarely available! Nestled on a quiet block in the Washington Heights neighborhood, this lovely 4-unit brick building presents a remarkable opportunity for a savvy investor or homeowner! This income producing property features three 2-bedroom units, and one spacious 1-bedroom unit. One of the units has been recently renovated and the other units have long term, stable tenants in place! Each

  Rashauna Scott Keller Williams ONEChicago

  1302 W 98th Place, Chicago, IL 60643
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  /17

  $115,000

  • 6 Beds
  • 2 Baths

  3912 W Arthington St, Chicago, IL 60624

  Two Flat with large spacious rooms. Six Bedrooms Two Bathrooms with a Full Basement. Each unit has 3BR/1 bath. Separate access to the basement through the rear and front of the property. Seller requires that all individuals that get access to the property must sign and date the Disclosure and Releases. Additional Information Tab. Completed documents need to be emailed to the Listing Agent prior

  Scott Newman Keller Williams ONEChicago

  3912 W Arthington St, Chicago, IL 60624
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  /35

  $449,900

  • 4 Beds
  • 2 Baths

  5108 W Wrightwood Ave, Chicago, IL 60639

  THIS CLASSIC CHICAGO BRICK TWO-FLAT FLAUNTS A GAMBREL ROOF, GIVING IT A DUTCH COLONIAL REVIVAL INFLUENCE, AND A SPACIOUS 2ND FLOOR LIVING SPACE. HISTORIC CHARM MEETS INVESTMENT POWER IN THIS SOUGHT-AFTER BELMONT CRAGIN NEIGHBORHOOD. BOTH UNITS FLAUNT RICH HARDWOOD FLOORING, BEAUTIFULLY UPDATED KITCHENS FEATURING 42" MAPLE CABINETS, GRANITE COUNTERTOPS, WALK-IN PANTRY, AND STAINLESS-STEEL

  The Galarza Team Century 21 New Beginnings

  5108 W Wrightwood Ave, Chicago, IL 60639
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  /39

  $2,125,000

  • 6 Beds
  • 7 Baths

  548 W Fullerton Pkwy, Chicago, IL 60614

  548 Fullerton is a legal 3 flat with RM-5 zoning on 175' deep lot, generating $169,740 in rental income! Units 1 + 2 are full floor units. The third floor is currently configured as 2 separate units counted as one + the rental income and details are combined as one unit #3 in details. Lastly the garden studio apartment currently generates 21,600 and is included in the total income of unit 1.

  Klopas Stratton Team Jameson Sotheby's Int'l Realty

  548 W Fullerton Pkwy, Chicago, IL 60614
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  /2

  $635,000

  • 8 Beds
  • 3 Baths

  2434 W Pershing Rd, Chicago, IL 60632

  Sturdy brick legal 2 flat building with a finished basement in Brighton Park. Spacious units that offer living room, dining room , kitchen , bath and 3 bedrooms . Full finished basement offers 2 bedrooms and 1 bathroom. Tenants pay their own utilities. Each have separate mechanicals. The owner has kept up the building and it's ready for the next investor. Recent updates include furnaces and

  Taurino Morales Keller Williams Preferred Realty

  2434 W Pershing Rd, Chicago, IL 60632
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  /9

  $215,000

  • 5 Beds
  • 2 Baths

  33 W 112th Place, Chicago, IL 60628

  Amazing investment opportunity! Framed 2 flat offering main floor 2 bed 1 bath currently on month to month 1200 per month Sec 8. 2nd floor 3 bed 1 bath in process of a refresh. Each unit has separate electric, HWH, and heat. Full unfinished basement. Enjoy current cash flow or make it your own investment.

  Mark Rantis Keller Williams Success Realty

  33 W 112th Place, Chicago, IL 60628
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  /28

  $735,000

  • 6 Beds
  • 8 Baths

  3920 N Austin Ave, Chicago, IL 60634

  First time on market in over 25 yrs.!! This is a fantastic opportunity for a owner occ or investor. This Brick 4 unit has 4 separate gas forced (HVAC) systems, 4 hot water heaters and seporate elect. Possibility for duplexing down basement. Roof is 9 yrs, windows aprox 7 yrs, many other updates have been done over the past couple years. Coin laundry owned by seller, great extra income. Rents

  Mark Chereso Gateway Realty LLC

  3920 N Austin Ave, Chicago, IL 60634
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  /29

  $449,700

  • 5 Beds
  • 2 Baths

  2443 W Arthington St, Chicago, IL 60612

  Beautiful 2 unit with both units occupied. Leases are currently month to month in case you would like to occupy one of the units yourself, while renting the other one out! If you would like both tenants to sign a one year lease, they are also willing to do that. Tenants pay gas and electric, and owner pays for the common lighting electricity (only 200 dollars so far for the year) and water. Great

  Neil Gates Chase Real Estate LLC

  2443 W Arthington St, Chicago, IL 60612
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  /31

  $545,000

  • 6 Beds
  • 3 Baths

  3529 W 63rd Place, Chicago, IL 60629

  AMAZING OPPORTUNITY TO OWN THIS HUGE BRICK 2 FLAT!! 3 BEDROOM APARTMENTS WITH 1 BATH EACH. CENTRAL HEAT AND BEAUTIFUL HARDWOOD FLOORS WITH LARGE LIVING ROOMS AND DINING ROOMS!! SEPARATE UTILITIES!! FINISHED BASEMENT WITH FULL BATH!!

  Hill Torres Urbanitas Inc.

  3529 W 63rd Place, Chicago, IL 60629
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  /40

  $449,900

  • 6 Beds
  • 2 Baths

  6806 S Rockwell St, Chicago, IL 60629

  Fantastic opportunity in the Chicago Lawn area! This solid brick 2-unit property offers spacious layouts in both apartments, each featuring a bright living room, kitchen with dining area, 3 bedrooms, and 1 full bath. Appliances include refrigerator, stove, and microwave for added convenience. The unfinished basement provides additional storage space and includes laundry hookups. A brand-new 2-car

  Jose Martinez RE/MAX Mi Casa

  6806 S Rockwell St, Chicago, IL 60629
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  /14

  $829,000

  • 9 Beds
  • 6 Baths

  6349 S Maryland Ave, Chicago, IL 60637

  Set in exceptionally well-located Woodlawn on the confluence of Hyde Park walking distance to University of Chicago Campus. Built New 2022 Developer Owned and Operated. Expansive footprint, 3 flats all 3 bedroom 2 baths Exceptional Elegance, Intelligent Design, Professional Fully Appointed Kitchen Cabinetry, Integrated Appliances, Quartz Island Engineered floors, Fireplace, Curated Gallery of

  Karen Biazar North Clybourn Group, Inc.

  6349 S Maryland Ave, Chicago, IL 60637
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  /47

  $495,000

  • 9 Beds
  • 3 Baths

  6605 S Maryland Ave, Chicago, IL 60637

  Fully Rehabbed 2-Unit in Prime East Woodlawn! Welcome to this spacious two-unit building in East Woodlawn, near the University of Chicago and the Obama Presidential Center. Tons of new construction on Maryland Ave. The property has 9 bedrooms and 3 bathrooms, offering great living space and rental potential. Each unit has separate utilities. While there's no central air, both units have HVAC

  Phillip Younan Fulton Grace Realty

  6605 S Maryland Ave, Chicago, IL 60637
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  /38

  $500,000

  • 5 Beds
  • 3 Baths

  4229 N Kedzie Ave, Chicago, IL 60618

  Welcome to Albany Park! This charming 2-flat property is perfect for owner-occupants looking to generate rental income. The top unit features a spacious duplex-up layout with 3 bedrooms & 1.1 bathrooms. Top unit also offers updated kitchen cabinetry. The first-floor unit offers 2 bedrooms and 1 bathroom. Both units boast updated bathrooms, modern light fixtures, and beautifully refinished floors

  Loreal Urso Baird & Warner

  4229 N Kedzie Ave, Chicago, IL 60618
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  /29

  $775,000

  • 8 Beds
  • 3 Baths

  4946 N Mozart St, Chicago, IL 60625

  LOCATION, LOCATION, LOCATION!!! DON'T MISS OUT ON THIS CHARMING CLASSIC JUMBO RED BRICK 2 FLAT WITH GREAT BONES IN THE DESIRABLE LINCOLN SQUARE/BUD LONG NEIGHBORHOOD!!! GREAT OPPORTUNITY FOR OWNER OCCUPIED OR SAVVY INVESTOR TO REMODEL TO YOUR PREFERENCE OR RENT OUT FOR POSITIVE CASH FLOW. LOCATED ON A QUIET RESIDENTIAL STREET NEAR TO RIVER PARK WITH A POOL, RIVER, KAYAK LAUNCH, TENNIS COURT,

  Sophath Sath PROSALES REALTY

  4946 N Mozart St, Chicago, IL 60625
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  /35

  $530,000

  • 9 Beds
  • 3 Baths

  3849 W Maypole Ave, Chicago, IL 60624

  Welcome to 3849 W Maypole Ave, a beautifully maintained three-story multi-unit property offering incredible space, functionality, and income potential! Each floor features 3 spacious bedrooms, a full bathroom, living room, dining area, and a fully equipped kitchen - ideal for owner-occupants or investors looking for rental income. Located right across from the iconic Garfield Park, enjoy

  Noemi Ochoa Luna Realty Group

  3849 W Maypole Ave, Chicago, IL 60624
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  /27

  $430,000

  • 4 Beds
  • 3 Baths

  1422 N Latrobe Ave, Chicago, IL 60651

  Totally renovated legal brick 2 flat with full finished basement . The 1st level features a living room, dining room, 2 bedrooms, modern bathroom, beautiful kitchen with white cabinets ,quartz countertops and breakfast area. Convenient In-unit laundry. 2nd level unit offers a living room, 2 bedrooms, kitchen and full bathroom. The basement offers additional living space, 1 bedroom, Liv.rm, full

  Taurino Morales Keller Williams Preferred Realty

  1422 N Latrobe Ave, Chicago, IL 60651
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  /25

  $489,900

  2900 W 25th Place, Chicago, IL 60623

  WITHIN WALKING DISTANCE TO THE VIBRANT 26TH STREET COMMERCIAL CORRIDOR THAT HOSTS ANNUAL FESTIVALS LIKE VILLAPALOOZA, AND EASY ACCESS TO LOCAL DINING, SHOPPING, PUBLIC TRANSPORTATION, AND SCHOOLS! ZONED AS B1-2, IT ALLOWS FOR SMALL BUSINESS START-UP ON THE GROUND UNIT TO ACCOMODATE THE NEIGHBORHOOD SHOPPING DISTRICT (WITH ALDERMANIC APPROVAL). PRESENTLY ACCOMODATING 7 UNITS WITH A RENT ROLL OF

  The Galarza Team Century 21 New Beginnings

  2900 W 25th Place, Chicago, IL 60623
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  /19

  $1,050,000

  • 4 Beds
  • 4 Baths

  1330 W Early Ave, Chicago, IL 60660

  This classic Chicago brick four-flat sits on an oversized lot in the charming Magnolia Glen pocket of Edgewater. Each of the four apartments offers functional floor plans that present exciting opportunities to reconfigure. An internal staircase down to the basement with high ceilings from unit 1E allows for an incredible duplex down option. Located in the ADU pilot program zone, there is

  Randy Nasatir @properties Christie's International Real Estate

  1330 W Early Ave, Chicago, IL 60660
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  /11

  $315,000

  • 5,736 Sq Ft

  1526 E 72nd Place, Chicago, IL 60619

  Maximize your ROI with this exceptional middle-income rental development opportunity! This solid Chicago brick building, complete with balconies, is strategically located in a transit-connected hub, blocks from Metra, Jackson Park, and the Obama Library site, and just a stone's throw from the lakefront. Though in need of a full rehab, the payoff is immense. Currently set up as six 2 Bed/1 Bath

  Derek Walvoord Exit Strategy Realty / EMA Management

  1526 E 72nd Place, Chicago, IL 60619
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  /14

  $424,000

  • 7 Beds
  • 5 Baths

  38 W 78th St, Chicago, IL 60620

  Excellent Investment Opportunity in Chicago! This solid brick 3-unit building is a cash-flowing gem, perfect for both savvy investors and buyers ready to stop renting and start owning. The property features two spacious units with 3 bedrooms and 1.5 baths each, currently occupied with long-term, month-to-month tenants, providing immediate rental income. The lower-level unit includes 1 bedroom and

  Frank Montro Keller Williams Preferred Rlty

  38 W 78th St, Chicago, IL 60620
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  /72

  $425,000

  • 10 Beds
  • 5 Baths

  2711 S Hamlin Ave, Chicago, IL 60623

  Welcome to 2711 Hamlin, a rare legal 4-unit property in Chicago offering two separate two-unit buildings on an oversized lot. The front building features two spacious units along with a recently renovated full bathroom completed in 2023, plus an attic space that includes a separate one-bedroom apartment, providing flexibility for extended living or additional rental income. The rear building adds

  Ivan Blanco Baird & Warner

  2711 S Hamlin Ave, Chicago, IL 60623

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