Chicago, IL Multifamily Homes & Duplexes for Sale

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  /16

  $419,900

  • 9 Beds
  • 3 Baths

  4936 S Loomis St, Chicago, IL 60608

  Solid brick 3-unit building featuring three spacious apartments, each with 3 bedrooms and 1 bath. All units are equipped with newer windows, in-unit laundry, maple cabinets, and granite countertops. Two units are currently occupied, providing immediate rental income. A great investment opportunity with strong potential!

  Jaime Birks eXp Realty

  4936 S Loomis St, Chicago, IL 60608
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  /9

  $550,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 3 Baths

  4135 N Monticello Ave, Chicago, IL 60618

  3 flat in Irving Park neighborhood. Tenant on 2nd floor lease expires November 1, 2025. Each floor has one bedroom and den/office and full kitchen. Each floor has back porch room. Each unit separate heat and electric. Near public transportation and Kennedy Exp. Great investment! AS IS condition.

  Terry Young RE/MAX PREMIER

  4135 N Monticello Ave, Chicago, IL 60618
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  /39

  $699,900

  • 8 Beds
  • 7 Baths

  6527 S Drexel Ave, Chicago, IL 60637

  Beautiful 3 unit building, in the heart of Woodlawn. (2) 2bd/2bth and (1) DUPLEX with 4bd/3bth. Completed in 2008, this building has been well maintained. New decks installed 2022, primed and re-painted 2025, tuck pointed and sealed 2025, new stairwell carpet and paint 2025, New water heaters in each unit and more! Full list of improvements available. Premier block in Woodlawn, minutes from

  Jaki Harding Berkshire Hathaway HomeServices Starck Real Estate

  6527 S Drexel Ave, Chicago, IL 60637
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  /15

  $285,000

  • 6 Beds
  • 2 Baths

  8329 S Burnham Ave, Chicago, IL 60617

  Solid South Chicago 2-Flat Spacious bedrooms + eat-in kitchens big enough for a dining table! Super dry basement w/ coin laundry & tenant storage, plus enclosed back porch for totes/holiday decor. CHA voucher tenants in place (both planning to move), with rents currently low-huge upside for an investor ready to raise them! Systems serviced this year + roof in great shape. Off-street parking pad

  chequita dobson Coldwell Banker Realty

  8329 S Burnham Ave, Chicago, IL 60617
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  /25

  $559,000

  • 6 Beds
  • 3 Baths

  2536 N Austin Ave, Chicago, IL 60639

  Welcome to this beautifully maintained, all-brick two-unit building in Chicago's desirable Belmont Cragin neighborhood. Whether you're an investor seeking steady rental income or looking for the perfect space for multi-generational living, this versatile property checks all the boxes. Step inside to discover two bright and spacious units, each featuring generous living areas, modern finishes, and

  Roberta Ruiz Baird & Warner, Inc.

  2536 N Austin Ave, Chicago, IL 60639
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  /31

  $799,000

  • 6 Beds
  • 3 Baths

  4742 N Kedvale Ave, Chicago, IL 60630

  Incredible opportunity to own a fully rehabbed two-flat in the heart of Mayfair! No detail overlooked, featuring hardwood floors, abundant natural light, and open-concept living. Brand-new kitchens with quartz countertops, breakfast bars, and stainless-steel appliances. Modern bathrooms with stylish fixtures and finishes. The duplex-down (rented for $3,000/month) offers 4 beds, 2 baths with

  Kelsey Mayher Jameson Sotheby's Intl Realty

  4742 N Kedvale Ave, Chicago, IL 60630
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  /25

  $1,025,000

  • 12 Beds
  • 4 Baths

  4621 N Monticello Ave, Chicago, IL 60625

  Jumbo Brick 3-Flat plus Garden unit in red hot Albany Park! All four apartments are 3 bedroom/1 bath and have been recently rehabbed. The top three apartments all feature spacious kitchens, updated bathrooms and beautifully refinished hardwood floors throughout the extra-large living room & sunroom, formal dining room and big bedrooms. 1st floor kitchen has newer cabinets with granite

  Dale Todd Core Realty & Investments Inc.

  4621 N Monticello Ave, Chicago, IL 60625
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  /22

  $179,900

  • 5 Beds
  • 2 Baths

  2244 S Drake Ave, Chicago, IL 60623

  GREAT INVESTMENT OPPORTUNITY FOR THE SAVVY INVESTOR SOLD IN "AS IS" CONDITION, NO REPAIR CREDIT OFFERED, NO SURVEY OR TERMITE INSPECTION, TAX PRORATIONS 100%, BUYER TO VERIFY ROOM COUNT AND ALL SQ FOOTAGE. PROOF OF FUNDING/PRE-APPROVAL LETTER MUST ACCOMPANY ALL OFFERS.

  Emelin Brown Realty of America, LLC

  2244 S Drake Ave, Chicago, IL 60623
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  /21

  $520,000

  • 5 Beds
  • 2 Baths

  4829 S Champlain Ave, Chicago, IL 60615

  Discover this custom-style brick Georgian two-flat nestled in the heart of historic Bronzeville, Chicago. This well-maintained property features a two-bedroom, one-bath unit on the first floor and a spacious three-bedroom, one-bath unit on the second floor-perfect for investors or owner-occupants seeking rental income. Each unit showcases timeless architectural details, sun-filled living spaces,

  Omor Eguasa Baird & Warner

  4829 S Champlain Ave, Chicago, IL 60615
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  /26

  $799,000

  • 4 Beds
  • 2 Baths

  3080 N Davlin Ct, Chicago, IL 60618

  Incredible Investment Opportunity in Avondale! Located on a rare oversized 30 x 142 Chicago lot, this solid brick 2-flat with a garden unit offers versatility, income potential, and recent updates in one of the city's most vibrant neighborhoods. Each unit-first floor, second floor, and garden-features 2 spacious bedrooms and 1 full bathroom. All units include central air and have separate

  Erin Murphy Coldwell Banker Real Estate Group

  3080 N Davlin Ct, Chicago, IL 60618
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  /44

  $859,900 Open Sun 11AM - 12:30PM

  • 7 Beds
  • 3 Baths

  4624 N Springfield Ave, Chicago, IL 60625

  Be captivated by this move-in ready, vacant prime Albany Park 3-flat-a rare investment opportunity! This renovated legal 3-flat is a true gem located on a charming tree-lined street in Albany Park, a vibrant neighborhood celebrated for its cultural diversity, thriving local dining scene, walkable streets, and convenient access to top-rated schools, parks, and public transit. Unit 1 and Unit 2

  Maria DelBoccio @properties Christie's International Real Estate

  4624 N Springfield Ave, Chicago, IL 60625
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  /14

  $365,000

  • 7 Beds
  • 3 Baths

  7100 S Prairie Ave, Chicago, IL 60619

  Great "live in" investment opportunity! This sturdy structured 2unit, features a duplex down from the 1st floor to the basement. The duplex unit has 4beds 2baths and the 2nd floor unit has 3beds 1bath. Located 3 blocks from the express way and surrounded by public transportation.

  Perdure Carter Realty of America, LLC

  7100 S Prairie Ave, Chicago, IL 60619
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  /43

  $699,000 Open Sun 2PM - 3:30PM

  • 4 Beds
  • 2 Baths

  6532 N Ashland Ave, Chicago, IL 60626

  TRADITIONAL BRICK 2 FLAT IN SOUGHT AFTER ROGERS PARK AREA. THIS PROPERTY WAS GUTTED AND COMPLETELY REMODELED FROM TOP TO BOTTOM. EVERYTHING DONE WITH CITY OF CHICAGO PERMITS. ATTENTION TO DETAIL AND AND PROFESSIONAL CRAFTMANSHIP CAN BE SEEN THROUGH OUT THE BUILDING. EVERYTHING IS NEW AND READY FOR ITS NEW OWNERS. PROPERTY FEATURES 2 WELL SIZED BEDRROMS ON EACH LEVEL AND A LARGE LIVING ROOM.

  Al Rodriguez RE/MAX City

  6532 N Ashland Ave, Chicago, IL 60626
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  /26

  $325,000

  • 5 Beds
  • 2 Baths

  2345 S Lawndale Ave, Chicago, IL 60623

  Charming brick two unit building on an extra wide lot in the heart of vibrant Little Village! The building, built in 1875, features 2 stylishly updated apartments. Unit 1 is a 3 bedroom 1 bath with a huge kitchen, stainless steel Whirlpool appliances, granite countertops, blue cabinets, and plenty of space for a dining table or floating island. New wood laminate flooring throughout the spacious

  Kat Barry Compass

  2345 S Lawndale Ave, Chicago, IL 60623
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  /5

  $200,000

  • 4 Beds
  • 2 Baths

  2817 S Trumbull Ave, Chicago, IL 60623

  This two-unit property is located in the thriving and rapidly developing Little Village neighborhood; one of Chicago's most vibrant and culturally rich areas. With solid bones and a cozy layout, newer first floor furnace and other updates throughout, this property has great potential for rental income or a live-in/lease-out setup. Little Village continues to grow, with new businesses, community

  Erica Esquivel TRP Realty LLC

  2817 S Trumbull Ave, Chicago, IL 60623
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  /17

  $539,000

  • 10 Beds
  • 4 Baths

  5310 S Wolcott Ave, Chicago, IL 60609

  Beautifully 2025 Remodeled 3-Unit Investment Property in great Location! A Rare Opportunity to own a Brick triplex ideal for investors, owner-occupants, or multi-generational living. Unit 3, duplexed up features 4 beds/1.5 bath with 2 living areas, new kitchens (quartz countertops, stainless steel appliances, In unit Washer/Dryer (installed before closing)), new plumbing, new electric, new

  Ali Sana HomeSmart Realty Group

  5310 S Wolcott Ave, Chicago, IL 60609
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  /10

  $298,000

  • 8 Beds
  • 3 Baths

  7514 S Dante Ave, Chicago, IL 60619

  Discover this updated 2023 multi-unit property that blends style, convenience, and income potential. Featuring beautiful hardwood floors throughout, this building offers two tenant-occupied units for immediate rental income, while the 1st floor unit will be delivered vacant prior to closing making this ideal for an owner-occupant. Located in a prime area near a new clinic, shopping, and

  Tom Sweeney Baird & Warner

  7514 S Dante Ave, Chicago, IL 60619
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  /29

  $524,900

  • 5 Beds
  • 4 Baths

  3159 W Washington Blvd, Chicago, IL 60612

  Welcome to 3159 W Washington Blvd-a virtually turnkey, two-flat built in 2007 that blends modern convenience with classic Chicago charm. The ground-floor unit welcomes you with gleaming hardwood floors, two spacious bedrooms, and a well-appointed bath. Upstairs, your duplex retreat boasts soaring ceilings, skylights flooding the open living space with natural light, three generous bedrooms, and

  Sohail Salahuddin eXp Realty

  3159 W Washington Blvd, Chicago, IL 60612
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  /38

  $489,000

  • 6 Beds
  • 3 Baths

  6424 S Richmond St, Chicago, IL 60629

  MARVELOUS AND ABSOLUTELY STUNNING RENOVATION ON THIS NEWLY TUCKPOINTED BRICK 2-UNIT IN CHICAGO LAWN. MAKE THIS YOUR HOME FOR FINANCIAL INTEGRITY WITH 3 BEDROOMS IN EACH UNIT AND SEPARATE UTILITIES. STEP INTO LUXURY WITH ULTRA MODERN FINISHES AND NEW OPEN CONCEPT DINING AND ISLAND KITCHEN ADORNED WITH WAINSCOTTING AND ENGINEERED WOOD LAMINATE FLOORING. NEW HIGH- END STAINLESS STEEL APPLIANCES:

  James Bohannon Enterprise Realty Power Broker

  6424 S Richmond St, Chicago, IL 60629
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  /46

  $1,695,000

  • 7 Beds
  • 6 Baths

  2528 N Fairfield Ave, Chicago, IL 60647

  Architecturally Striking & Fully Renovated Three-Flat in Prime Logan Square! This is not your average multi-family. Welcome to an amazing full renovation of a legal 3-unit building that perfectly blends modern design with architectural character in the heart of Logan Square. Every detail has been meticulously crafted, showcasing style and quality from top to bottom. The owner's residence spans

  Daniel Merrion Coldwell Banker Realty

  2528 N Fairfield Ave, Chicago, IL 60647
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  /22

  $429,900 Open Sat 11AM - 1PM

  • 6 Beds
  • 2 Baths

  3738 S Hermitage Ave, Chicago, IL 60609

  Ready to move it and very well maintained! This solid brick 2-flat features beautifully refinished hardwood floors, updated kitchens and bathrooms, and separate utilities for each unit. Enjoy the comfort of central air, forced heat, and the convenience of in-unit washer and dryers on both floors. Each unit has it's own mechanicals. A spacious two car garage adds value and ease. Perfect for

  Ryan Grober Jameson Sotheby's Intl Realty

  3738 S Hermitage Ave, Chicago, IL 60609
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  /29

  $820,000

  • 10 Beds
  • 3 Baths

  1749 W North Shore Ave, Chicago, IL 60626

  Fantastic Investment Opportunity! Don't miss this solid brick legal 3-flat that combines space, comfort, and strong rental potential. Two of the units feature 4 bedrooms and 1 bath, each with central A/C, while the third unit offers 3 bedrooms and 1 bath-layouts that appeal to a wide range of tenants. This is a must-see property, packed with the amenities renters value most: Two garage parking

  Pabel Reinoso Bright Future Realty

  1749 W North Shore Ave, Chicago, IL 60626
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  /21

  $635,000

  • 6 Beds
  • 3 Baths

  2342 N Kimball Ave, Chicago, IL 60647

  Ideally situated in Chicago's thriving Logan Square neighborhood. This 2 units plus attic apartment building offers excellent potential. The property features two spacious 2-bedroom + den/office units, along with one 1-bedroom attic apartment. All units are well-lit and finished with hardwood floors, with updates completed approximately 15 years ago. Recent improvements include updated siding,

  Mark Kishtow Jameson Commercial

  2342 N Kimball Ave, Chicago, IL 60647
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  /12

  $530,000

  • 6 Beds
  • 3 Baths

  6843 S Cornell Ave, Chicago, IL 60649

  Looking to become a homeowner and an investor at the same time? This classic brick three-flat in Chicago's red-hot South Shore neighborhood is your chance to live for less while your investment grows. Live and Invest in a Prime South Shore Location. Just steps from the beautiful Jackson Park Golf Course, the harbor, and the lakefront, this property puts you right in the heart of everything.

  Wayne Beals Exit Strategy Realty / EMA Management

  6843 S Cornell Ave, Chicago, IL 60649
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  /17

  $410,000

  • 8 Beds
  • 5 Baths

  7220 S Carpenter St, Chicago, IL 60621

  Spacious 3 unit all brick building updated with stainless steel appliances and granite counter tops. 1st and 2nd floor units have hardwood floors. 1st floor unit features 2 bedrooms and 2 baths, including ensuite master bath. 2nd floor unit has 3 bedrooms and 2 baths, including master bath and in-unit laundry. Basement unit has walk-up access with 3 bed rooms, 1 bathroom. Laundry room located in

  Sandra Bennett Village Realty, Inc.

  7220 S Carpenter St, Chicago, IL 60621
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  /43

  $675,000

  • 5 Beds
  • 3 Baths

  3812 S Wallace St, Chicago, IL 60609

  Updated 2-flat in coveted Bridgeport location! Spacious second floor owner's unit features 3 large bedrooms, 2 full baths, and a versatile loft area - ideal for a home office, reading room, or easily converted into a 4th bedroom. The first-floor unit boasts high ceilings, 2 bedrooms, and ample space for a formal dining area. Both units have private balconies, while the expansive party deck in

  Stephanie Rollison @properties Christie's International Real Estate

  3812 S Wallace St, Chicago, IL 60609
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  /23

  $699,500

  • 7 Beds
  • 6 Baths

  3020 W Washington Blvd, Chicago, IL 60612

  This fantastic property features three spacious units, perfect for investors or owner-occupants seeking strong rental income in a quality building. Unit 1, occupied by the owners is 2bed / 2 bath and completely updated. Units 2 is 3 bed/2 bath occupied by long term tenant. Unit 3 is 2 bed/2bath with some upgrades and tenant occupied until mid September. All units include in-unit laundry and

  Elizabeth Avila Baird & Warner

  3020 W Washington Blvd, Chicago, IL 60612
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  /19

  $360,000

  • 5 Beds
  • 2 Baths

  7630 S Peoria St, Chicago, IL 60620

  Welcome to this beautifully updated two-unit property located in Auburn Gresham. The first-floor unit offers 2 bedrooms and 1 bathroom with updated finishes and a comfortable layout, while the second-floor unit features 3 bedrooms and 1 bathroom with an open floor plan. A full unfinished basement provides ample storage space and the potential to finish for added living area or a future

  London Ross Real People Realty

  7630 S Peoria St, Chicago, IL 60620
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  /25

  $450,000

  • 2,976 Sq Ft

  10341 S Avenue F, Chicago, IL 60617

  GREAT OPPORTUNITY!!! BUILDING HAS GREAT POTENTIAL AND RENTS CAN BE HIGHER. SOLID BRICK BUILDING WITH A 2 CAR DETACHED GARAGE. THREE APARTMENTS ARE ONE BEDROOM, KITCHEN AND BEDROOM. ONE APARTMENT HAS A TWO BEDROOM, LIVING ROOM, DINING ROOM AND KITCHEN. ONE APARTMENT HAS THREE BEDROOMS, LIVING ROOM, DINING ROOM AND KITCHEN. UTILITY ROOM HAS THREE HOT WATER HEATERS. THREE WATER BOILER HEATERS. ALL

  Gustavo Lopez G & R Realty, Inc.

  10341 S Avenue F, Chicago, IL 60617
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  /11

  $400,000

  • 8 Beds
  • 2 Baths

  7934 S Loomis Blvd, Chicago, IL 60620

  Brick 2-Flat in Historic Auburn Gresham! Each spacious unit offers 4 bedrooms and 1 bath, providing plenty of room for comfortable living. Each unit is equipped with its own furnace. The full basement adds potential for additional living or entertaining space. Don't miss this opportunity-schedule your private showing today!

  Phanethia Joe Charles Rutenberg Realty of IL

  7934 S Loomis Blvd, Chicago, IL 60620
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  /30

  $1,725,000

  • 9,993 Sq Ft

  4355 S St Lawrence Ave, Chicago, IL 60653

  Exceptional investment opportunity in the heart of Bronzeville! This fully leased 8-unit building features modern residences with desirable floor-plans. Each unit showcases high-end condo-quality finishes, including hardwood flooring throughout, gourmet maple kitchens with granite countertops, and stainless steel appliances. Every unit is equipped with in-unit laundry, central heat/air, private

  Michael Scanlon eXp Realty

  4355 S St Lawrence Ave, Chicago, IL 60653
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  /6

  $175,000

  • 4 Beds
  • 2 Baths

  11559 S Wentworth Ave, Chicago, IL 60628

  A Golden Opportunity in the High-Growth Corridor of West Pullman! A golden opportunity awaits in one of Chicago's most promising up-and-coming neighborhoods-just blocks from the future Red Line Extension. This solid, mixed-use building is brimming with potential and ready for its next chapter. The main floor offers expansive, flexible space perfect for a wide variety of uses: an event venue,

  Josie Ashmore Baird & Warner

  11559 S Wentworth Ave, Chicago, IL 60628
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  /8

  $779,000

  • 6 Beds
  • 4 Baths

  847 S Miller St, Chicago, IL 60607

  Two units brick income generated apartments, located in the heart of Little Italy. Across from UIC library, within UIC neighborhood. Desirably located for residents close to or attending UIC, convenient location to downtown, west loop and public transportations, make this an all time desirable area for local and new generations. Full basement plus 2 parking spaces in the back of the building.

  Margaret Lau Renet Realty & Mgmt Co

  847 S Miller St, Chicago, IL 60607
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  /26

  $725,000

  • 8 Beds
  • 6 Baths

  6504 S Maryland Ave, Chicago, IL 60637

  Recently Renovated 3-Unit Investment Opportunity Near the Obama Presidential Center This beautifully rehabbed 3-unit building offers modern living in a prime location, just steps away from the highly anticipated Obama Presidential Library, opening in Spring 2026. Each unit has been thoughtfully updated to include a spacious master bedroom with an en-suite master bathroom, walk-in closet, and

  Brandon Williams Forward Realty

  6504 S Maryland Ave, Chicago, IL 60637
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  /43

  $895,000

  • 4 Beds
  • 3 Baths

  1224 W Lunt Ave, Chicago, IL 60626

  Exceptional Investment Opportunity - Fully rented 2 flat multi-unit property with 8 parking spaces, one block away from Loyola Park and the beach. Don't miss this rare opportunity to own a well-maintained, income-generating property, situated on an extra-deep 30' x 172' lot on a charming, tree-lined street. Both units have high 9' ceilings, hardwood floors and sun-drenched sunrooms. Unit 1 offers

  Youlia Raichev HomeSmart Connect LLC

  1224 W Lunt Ave, Chicago, IL 60626
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  /17

  $599,900

  • 6 Beds
  • 3 Baths

  2453 N Tripp Ave, Chicago, IL 60639

  This well-maintained brick 2-unit building offers exceptional flexibility and charm, complete with a fully finished basement featuring 1 bedroom, 1 full bath, an eat-in kitchen, and generous living and dining areas-perfect for extended family, guests, or added rental income. Each main unit includes 2 spacious bedrooms and 1 full bath, highlighted by classic hardwood floors and timeless

  Ryan Casper eXp Realty

  2453 N Tripp Ave, Chicago, IL 60639
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  /39

  $359,900

  • 16 Beds
  • 4 Baths

  13351 S Baltimore Ave, Chicago, IL 60633

  GREAT INVESTMENT PRODUCING PROPERTY, This all brick building has over 4000 sqft of living space, side lot, 2 garages for 4 cars in a prime location in the business district of the close-knit Hegewisch community. The first floor front features living room, kitchen area, full bathrooms 1 bedroom, foyer area, that leads to 1 st foor rear apartment that features 2 bedrooms, eat-in kitchen, 1 full

  Elias Quintero Bloom/Sanchez Realty, Inc.

  13351 S Baltimore Ave, Chicago, IL 60633
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  /16

  $310,000

  • 6 Beds
  • 3 Baths

  8423 S Muskegon Ave, Chicago, IL 60617

  Time to get off the sidelines!!! Recently updated two unit building located in a highly appreciating neighborhood! 6 bedrooms total with 3 baths! Top unit is a 4 bedroom 2 bath duplex-up that can make an incredible owner's unit or rental unit with high cash flow possibility! Market for a 4bed 2bath in the area ranges from $2600-$3400 according to CHA's site. The building is ready to go with newer

  Dexter Harper Coldwell Banker Realty

  8423 S Muskegon Ave, Chicago, IL 60617
• 

  

  /20

  $375,000

  • 7 Beds
  • 3 Baths

  8122 S Kingston Ave, Chicago, IL 60617

  Investor's Dream! Don't miss this opportunity to own a spacious and well-maintained 2-unit property offering immediate rental income. Both units are currently tenant-occupied, providing instant cash flow for the savvy investor. The second-floor unit features a bright and airy 3-bedroom layout filled with natural light. The first-floor unit is a modern 3-bedroom apartment with updated

  Reggie Eaton Park Place Realty Group LLC

  8122 S Kingston Ave, Chicago, IL 60617
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  /26

  $699,000

  • 7 Beds
  • 4 Baths

  2440 S Oakley Ave, Chicago, IL 60608

  RARE CHANCE to own a huge solid all brick 4 unit apartment building on Oakley Avenue at the HEART of Heart of Chicago's classic dining scene and steps to public transit, shopping and much more. 2440 S Oakley has retained it's Victorian era charm inside and out with much of the original woodwork, hardwood flooring, hardware, fixtures and doors intact. Tall ceilings and large windows flood the

  Peter Gordon C. Gallucci Realty, Inc.

  2440 S Oakley Ave, Chicago, IL 60608

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