Chicago, IL Multifamily Homes & Duplexes under $500,000

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  /147

  $499,000

  • 9 Beds
  • 6 Baths

  6331 S Throop St, Chicago, IL 60636

  Well-maintained 4-unit building with all units recently updated. Great opportunity to live in one unit and rent the others, or add to your investment portfolio. Exterior improvements include new windows and some tuckpointing. Each unit features updated kitchens with granite countertops, hardwood floors, new doors and trim, and modern bathrooms with ceramic tile. Freshly painted throughout. A

  

  David Hernandez

  Coldwell Banker Realty

  (773) 570-1041

  6331 S Throop St, Chicago, IL 60636
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  Explore Chicago

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  /28

  $429,900

  • 7 Beds
  • 2 Baths

  6932 S Green St, Chicago, IL 60621

  Welcome to this beautifully updated multi-unit property in the heart of Englewood. Fully renovated in 2020, this home features gleaming hardwood floors throughout, updated kitchens, modern baths, and thoughtful finishes that blend comfort with style. Each unit offers spacious layouts filled with natural light, while the unfinished basement is a blank canvas with a roughed-in bathroom, perfect

  

  LaToya Moore

  Baird & Warner

  (312) 605-1908

  6932 S Green St, Chicago, IL 60621
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  /8

  $400,000

  • 6 Beds
  • 2 Baths

  6621 S Marquette Dr, Chicago, IL 60637

  Renovated Two-Unit Greystone in West Woodlawn! This classic Chicago Greystone features two spacious 3 bed, 1 bath units, each updated with hardwood floors, stainless steel appliances, countertops, and modern finishes. Renovated in 2024 before the current tenants moved in. Underground plumbing replaced and updated in 2023 from the building to street. The unfinished basement offers potential for a

  

  Devin Burks

  @properties Christie's International Real Estate

  (312) 815-2038

  6621 S Marquette Dr, Chicago, IL 60637
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  /22

  $425,000

  • 7 Beds
  • 2 Baths

  4251 W Jackson Blvd, Chicago, IL 60624

  Welcome to Jackson. This solid brick 2-unit building features two spacious units - perfect for investors or multigenerational living. The first-floor unit offers 3 bedrooms and 1 full bath, currently leased to a reliable tenant. The second-floor unit, previously owner-occupied, boasts 4 bedrooms and 1 full bath with generous living space and natural light. Both units feature separate utilities

  

  Sohe Reyes

  Smart Home Realty

  (312) 681-7489

  4251 W Jackson Blvd, Chicago, IL 60624
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  /31

  $450,000

  • 9 Beds
  • 4 Baths

  13502 S Brandon Ave, Chicago, IL 60633

  Outstanding 4-Unit Investment Property in Prime Chicago Location! Don't miss this incredible opportunity to own a beautifully maintained and upgraded 4-unit apartment building in one of Chicago's sought-after neighborhoods. Perfect for both owner-occupants and savvy investors, this solid property offers modern updates while preserving its classic Chicago charm. Each spacious unit features

  Louis Silva @properties Christie's International Real Estate

  13502 S Brandon Ave, Chicago, IL 60633
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  /15

  $430,000

  • 8 Beds
  • 4 Baths

  5729 S Michigan Ave, Chicago, IL 60637

  Maintained large exterior brick 3 flat in Washington Park Area, on a uniform block with original interior with lots of potential waiting for the right investor looking for value and appreciation. Each unit has large living rooms, dining rooms, large bedrooms with original hardwood floors throughout. 2nd and 3rd floors have seen minor renovations while leaving much of the original architectural

  Carleen Lewis eXp Realty

  5729 S Michigan Ave, Chicago, IL 60637
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  /33

  $484,900 Open Sat 12PM - 2PM

  • 9 Beds
  • 4 Baths

  3031 S Central Park Ave, Chicago, IL 60623

  Don't miss out on this SOLID BRICK 4-UNIT in the heart of LITTLE VILLAGE, an area known for STRONG RENTAL DEMAND! This CASH-FLOWING property features a spacious 3 BEDROOM UNIT with a RECENTLY UPDATED BATHROOM, offering modern comfort and style. The three additional units each include 2 BEDROOMS and 1 BATHROOM. The building also offers an UNFINISHED BASEMENT used for tenant STORAGE and a 2-CAR

  Xochil Wendy Escobar Realty of America, LLC

  3031 S Central Park Ave, Chicago, IL 60623
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  /28

  $419,900

  • 8 Beds
  • 3 Baths

  8243 S Green St, Chicago, IL 60620

  Don't miss out on your opportunity to own this gorgeous 2-Flat, which includes a fully finished garden apartment! This building offers versatility, comfort, and style for today's modern lifestyle. Each unit features a spacious, sun-drenched layout with large windows that flood the home with natural light. Gleaming hardwood floors run throughout the first and second floors. Each main unit

  Colleen Berg Berg Properties

  8243 S Green St, Chicago, IL 60620
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  /11

  $400,000

  • 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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  /15

  $469,900

  • 4 Beds
  • 3 Baths

  6640 W Foster Ave, Chicago, IL 60656

  Great opportunities for investors or a convenient family home. A well-maintained two-unit brick building plus basement. Prime location near schools, public transportation, cta, Metra, expressways.

  Teresa Slowinski RE/MAX City

  6640 W Foster Ave, Chicago, IL 60656
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  /25

  $459,000

  • 6 Beds
  • 2 Baths

  5092 W Monroe St, Chicago, IL 60644

  Located in the vibrant Austin neighborhood of Chicago, this 2-unit property is an excellent opportunity for investors or owner-occupants. Each unit features 3 spacious bedrooms and 2 full bathrooms, with beautiful hardwood floors throughout. The kitchens and bathrooms have been recently remodeled, showcasing modern finishes that add a touch of elegance to the space. A full unfinished basement

  Adam Zagata Baird & Warner

  5092 W Monroe St, Chicago, IL 60644
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  /30

  $439,900

  • 6 Beds
  • 3 Baths

  8518 S Bennett Ave, Chicago, IL 60617

  " MULTIPLE OFFERS" WOW! WHAT A GREAT OPPORTUNITY FOR THE BUYER THAT IS LOOKING TO OWNER OCCUPY OR SMART INVESTOR. THIS 3 UNIT BEAUTY IS LOCATED IN THE HIGHLY DESIRED CALUMET HEIGHTS NEIGHBORHOOD. PROPERTY HAS BEEN BEAUTIFULLY REMODELED AND UPDATED WITH SEPERATE HEATING & ELECTRIC. SPECIOUS LIVING ROOMS AND DINNING ROOMS, SPACIOUS FLOOR PLAN WITH MODERN KITCHENS AND BATHROOMS & DEN. OWNERS UNIT

  Cheryl Gordon Elite Executives Real Estate

  8518 S Bennett Ave, Chicago, IL 60617
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  /16

  $485,000

  • 4 Beds
  • 3 Baths

  2015 N Leclaire Ave, Chicago, IL 60639

  Chicago 2 Flat for sale in Belmont Cragin neighborhood. Updates include, kitchens, bath vanities, windows, refinished oak floors, freshly painted. Move in ready investment. This Chicago 2 Flat is being sold as-is.

  Goran Utvic HomeSmart Connect LLC

  2015 N Leclaire Ave, Chicago, IL 60639
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  /36

  $435,000

  • 6 Beds
  • 3 Baths

  1019 N Mason Ave, Chicago, IL 60651

  Great opportunity on this multi-family style home with basement. Stunning move in ready, don't miss this beautifully house brick 2-flat in the heart of Chicago's Austin neighborhood! This turnkey property features two spacious units each is with new still appliance and new washer an dryer in each floor. First unit 3 bedrooms and 1 full bathroom-perfect for owner-occupants or investors seeking

  Edgar Yuquilima Real People Realty Inc

  1019 N Mason Ave, Chicago, IL 60651
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  /33

  $495,000

  • 9 Beds
  • 3 Baths

  7654 S Emerald Ave, Chicago, IL 60620

  Stunning fully-rehabbed 3-unit greystone located in the Auburn Gresham neighborhood. This 3-unit building offers modern luxury and classic charm. Featuring a total of 9 bedrooms and 3 full bathrooms, each unit boasts beautiful hardwood floors, spacious layouts, and separate living/dining rooms. A full gut rehab in 2025 includes new roof, porch, windows, tuckpointing, central air/heat, stainless

  Jessica Hayes Century 21 S.G.R., Inc.

  7654 S Emerald Ave, Chicago, IL 60620
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  /20

  $499,000

  • 5 Beds
  • 2 Baths

  435 N Leclaire Ave, Chicago, IL 60644

  Attention buyers , investors! Beautifully renovated 2 flat on Chicago West side just minutes from Eisenhower X way and L Blue Line to the Loop and Austin. Shopping, schools, parks and all city conveniences within walking distance or minutes away.This spacious , bright and sunny 2 apartment building shines with all new exterior : windows, soffits, fascia , new roof and gutters, new

  Miroslaw Firlej Arc Red Inc Arc Realty Group

  435 N Leclaire Ave, Chicago, IL 60644
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  /26

  $499,900

  • 5 Beds
  • 3 Baths

  2124 W 24th St, Chicago, IL 60608

  Great two-unit opportunity in the Pilsen/Heart of Chicago neighborhood. Incredibly well-maintained and cared-for property by long-term owners. Each unit offers two bedrooms and a full bath, with a spacious living room, hardwood floors, and ceramic tile in the kitchen and bath. Unit 1 features central heat and air conditioning, brand-new kitchen cabinets with new granite countertops, and has been

  Chris Gomes Jameson Sotheby's Intl Realty

  2124 W 24th St, Chicago, IL 60608
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  /13

  $495,000

  9051 S Ada St, Chicago, IL 60620

  Presenting a rare chance to own a well maintained and professionally managed 6-unit apartment building with 6 two-bedroom units. Located in vibrant Washington Heights, this property is ideally situated near public transportation, local shops, dining, schools, parks etc This fully occupied property offers strong in-place income with modern finishes and mechanicals. Recent upgrades include a new

  Joe Pav Keller Williams Rlty Partners

  9051 S Ada St, Chicago, IL 60620
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  /19

  $450,000

  • 4 Beds
  • 3 Baths

  2147 N Latrobe Ave, Chicago, IL 60639

  Welcome to this beautifully updated 2-unit property, offering comfort, style, and versatility. The first unit features two spacious bedrooms and one full bathroom. The second unit is a duplex-style layout with one bedroom, two full bathrooms, and an attic - providing flexible space with room to grow or personalize. This home effortlessly blends classic charm with modern updates, including a fully

  Lorena Gomez Smart Home Realty

  2147 N Latrobe Ave, Chicago, IL 60639
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  /21

  $449,000

  • 5 Beds
  • 2 Baths

  4555 S Halsted St, Chicago, IL 60609

  New investment opportunity at 4555 S. Halsted, conveniently located near Bridgeport and Chicago"s vibrant neighborhoods with great shopping, dining and employment opportunities. Easy access to public transportation and major highways.Many updates including new roof 2024, kitchens and floor Canaryville Classic Great investment or live in owner opportunity. Two units. Both are large units move-in

  Michael Rychtanek Berkshire Hathaway HomeServices Chicago

  4555 S Halsted St, Chicago, IL 60609
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  /25

  $499,000

  • 9 Beds
  • 3 Baths

  5239 S Ingleside Ave, Chicago, IL 60615

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

  Joan Couris Keller Williams Thrive

  5239 S Ingleside Ave, Chicago, IL 60615
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  /2

  $465,000

  • 8 Beds
  • 6 Baths

  Unlisted Address

  Rarely available 4 flat with 2 units occupied on a month-to-month tenancy. Spacious units, with separate heating, brick garage and shed. Two units are vacant, needs some updates but has a lot of potential.

  Susan Durham Durham Realty

  Unlisted Address
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  /27

  $430,000

  • 6 Beds
  • 2 Baths

  6450 S Fairfield Ave, Chicago, IL 60629

  Amazing and just beautiful! Seize the opportunity to own this all-brick, cash-flowing Tenant occupied two-unit building in one of Chicago's hottest markets! Both units offer oversized living rooms, separate dining rooms, and three spacious bedrooms - prime layouts that tenants love. This brick 2-flat features separate forced air heating and new 2.5 Garage. This property is already producing

  Elvia Padilla RE/MAX MI CASA

  6450 S Fairfield Ave, Chicago, IL 60629
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  /25

  $479,800

  • 5 Beds
  • 3 Baths

  4138 W Potomac Ave, Chicago, IL 60651

  Renovated Brick 2-Flat with Garden Unit in Humboldt Park. Features: updated kitchens, baths, hardwood flooring, and mechanicals-including 3 furnaces (2016), updated electrical/plumbing, and newer roof layer with rebuilt parapet walls. Features PWC windows, 4 electric meters, 3 gas meters, and a 2-car garage. The garden-level 1-bed unit adds rental potential. Ideal for investors or owner-occupants

  Stilian Dinev Vanguard Realty, Inc.

  4138 W Potomac Ave, Chicago, IL 60651
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  /25

  $489,900

  • 5 Beds
  • 4 Baths

  4104 W Newport Ave, Chicago, IL 60641

  Incredible Investment Opportunity in the Heart of South Old Irving Park! Don't miss your chance to own this charming vintage 3-flat in one of Chicago's most vibrant neighborhoods! Perfectly situated on a tree-lined street, this property features three spacious units, a full basement, and a detached 2-car garage. The first and second floor units each offer a generous layout with a sun-filled

  Anita Janczewski Chicago Area Realty Inc

  4104 W Newport Ave, Chicago, IL 60641
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  /4

  $499,900

  • 5 Beds
  • 2 Baths

  5521 W Potomac Ave, Chicago, IL 60651

  Beautifully built 2-unit property in Chicago's Austin neighborhood! Each unit offers 2 beds, 1 bath, open layout, hardwood floors, modern finishes, and natural light. Kitchens feature granite countertops and stainless steel appliances. The 2nd floor includes an enclosed balcony. Full basement with storage and washer/dryer hookup. Enjoy a large backyard and 2 off-street parking spaces. Located

  Francisco Diaz Diaz Homes Realty

  5521 W Potomac Ave, Chicago, IL 60651
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  /47

  $470,000

  • 6 Beds
  • 3 Baths

  6107 S Richmond St, Chicago, IL 60629

  FOR SALE - SOLID BRICK 2-FLAT WITH RELATED LIVING & PRIME LOCATION! Incredible investment or owner-occupant opportunity! This well-maintained, all-brick 2-flat features two spacious 2-bedroom, 1-bath units plus a finished related living space in the basement, perfect for extended family or additional rental income. Freshly painted and ready for today's market, this property offers a

  sinoe torres Home Sales Realty INC.

  6107 S Richmond St, Chicago, IL 60629
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  /35

  $470,000

  • 6 Beds
  • 2 Baths

  5037 W Sunnyside Ave, Chicago, IL 60630

  Buyer financing fell through! Back on the market and a great investment opportunity in prime Portage Park. Bring your development ideas to this 2 flat on a 35 ft wide lot. Create a great duplex down with the first floor unit and continue to produce income with the second floor. Or build your dream single family home. Both units have 3 bedrooms and 1 bath plus a bright and spacious living

  Karen Hood @properties Christie's International Real Estate

  5037 W Sunnyside Ave, Chicago, IL 60630
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  /33

  $470,000

  • 8 Beds
  • 3 Baths

  4224 W Kamerling Ave, Chicago, IL 60651

  Well-maintained brick 2-flat with a non-conforming garden unit in West Humboldt Park. Each of the two main units 3 bedrooms and 1 bathroom, plus a 2-bedroom, 1-bath garden unit with in-unit laundry and dishwasher. New roof in 2020 and overall property has been meticulously kept. All units are tenant-occupied, including two long-term tenants. Tenants pay their own gas and electric. Current rents

  Percy Crudup North Clybourn Group, Inc.

  4224 W Kamerling Ave, Chicago, IL 60651
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  /33

  $420,000

  • 5 Beds
  • 2 Baths

  611 N Monticello Ave, Chicago, IL 60624

  Discover this solid 5-bedroom, 2-bathroom multi-unit property located in the heart of Humbolt/West Garfield Park. Featuring a partially finished basement, this home offers excellent potential for added living space or future rental income. Enjoy the convenience of a brand-new garage, a newly installed privacy fence, and one new furnace - all enhancing the value and comfort of the property. Each

  Morgan Fernandez Luna Realty Group

  611 N Monticello Ave, Chicago, IL 60624
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  /19

  $439,000

  • 6 Beds
  • 2 Baths

  6234 S California Ave, Chicago, IL 60629

  Newly rehabbed brick two flat. 3 bed/1bath units. Updated bathrooms, porch, and refinished hardwood floors. Kitchen features granite counter tops. Separate utilities. Full basement. Some fresh tuck pointing. 2 car garage. Perfect for owner-occupants or investors. It's a smart setup for house hacking where you can live in one unit and let the other unit help cover the mortgage or simply add it to

  Alex Tantas New Hope Realty Group, Inc.

  6234 S California Ave, Chicago, IL 60629
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  /27

  $450,000

  • 8 Beds
  • 4 Baths

  8734 S Escanaba Ave, Chicago, IL 60617

  Live rent free/ tenants pay for the mortgage. Brick 4 flat building; Units offer 2 bedrooms, living room, kitchen and bathroom. Roof was done in 2020, HVAC was just installed 6 months ago. Stove, refrigerator, and A/C window unit for all 4 units. Building offers a basement with washer and dry (extra income) laundry area for added storage. The rear of the building also offers 2 parking spaces.

  Nadia Meza Classic Realty Group Prestige

  8734 S Escanaba Ave, Chicago, IL 60617
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  /35

  $485,000

  • 5 Beds
  • 3 Baths

  1939 S Sawyer Ave, Chicago, IL 60623

  FOR SALE: Stunning 2-Unit Stone & Brick 2-Flat | Prime Location Near Pink Line. Welcome to this beautifully maintained stone, limestone & brick 2-flat in a highly desirable North Lawndale - just feet from the Pink Line and minutes from downtown! This spacious property features a total of 5 bedrooms & 3 full baths, ideal for both owner-occupants and investors alike. Property Highlights: Solid

  Ignacio Marquez Midwest Real Estate Brokerage LLC

  1939 S Sawyer Ave, Chicago, IL 60623
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  /30

  $449,900

  • 6 Beds
  • 2 Baths

  4032 W Wilcox St, Chicago, IL 60624

  Welcome to this beautiful two-story Building!! Both floors incorporate spacious living and dining room areas with incredible lighting. You'll find yourself in a fully renovated bathroom with brand new flooring. First floor has two bedrooms and Second floor has 3 bedrooms. Remodeled kitchens which feature stainless steel appliances. In addition, the basement is unfinished for your Ideas. As you

  Rocio Rodriguez Solaris Enterprises Inc

  4032 W Wilcox St, Chicago, IL 60624
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  /22

  $448,000

  • 3 Beds
  • 2 Baths

  5709 W Ainslie St, Chicago, IL 60630

  ** MULTIPLE OFFERS RECEIVED BEST AND FINAL BY 8/3 NOON **.GREAT JEFFERSON PARK LOCATION. THIS WELL-CARED FOR CHARMING, SOLID 2 FLAT HAS GOOD BONES, HARDWOOD FLRS, CENTRAL AIR, ALL SEPARATE UTILITIES, ENCLOSED PORCHES, FULL UNFIN BSMT. EXTERIOR HAS NEWER SIDING & ROOF ON THE HOUSE & GARAGE(2012). BEAUTIFUL BACKYARD W/LGE PATIO, 30 FOOT LOT. SUPER LOCATION. CLOSE TO SHOPPING AND TRANSPORTATION!

  laura arnett Baird & Warner

  5709 W Ainslie St, Chicago, IL 60630
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  /20

  $479,000

  • 4 Beds
  • 3 Baths
  • 2,500 Sq Ft

  4606 S Lake Park Ave Unit 101S, Chicago, IL 60653

  This impressive and rarely-available end-unit duplex lives like a home. This is not a vintage rehab, but modern new build in 2006. This home offers approx. 2500 sq. ft. with 4 Bedrooms and 3 Full Bathrooms spanning 2 levels. It's a corner home facing east, south and west, and overlooking the dreamy, tree-lined Kenwood avenue and gardens. The bohemian open-concept living area is both artistic and

  Kate Coyle @properties

  4606 S Lake Park Ave Unit 101S, Chicago, IL 60653
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  /12

  $429,900

  • 3 Beds
  • 2 Baths

  1622 N Washtenaw Ave, Chicago, IL 60647

  FRAME 2 UNIT BUILIDNG SOLD MOST LIKELY AS LAND. POSSIBLE STRUCTURAL ISSUES. NO BASEMENT. NO GARAGE. FIRST FLOOR IS TENANT OCCUPIED. SELLER WILL NOT REMOVE ANY DEBRIS FROM PROPERTY. SOLD AS IS WHERE IS. UNBEATABLE LOCATION. NEAR TO ALL TRANSPORTATION, PARKS AND SHOPPING. NO ZONING CHANGE OR SALE CONTINGENCIES. ACT NOW!

  Tony Zaskowski Keller Williams ONEChicago

  1622 N Washtenaw Ave, Chicago, IL 60647
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  /35

  $434,900

  • 5 Beds
  • 3 Baths

  5009 W Addison St, Chicago, IL 60641

  Amazing opportunity in sought-after Portage Park! This spacious legal 2-unit property offers versatility and strong investment potential. The first unit(front) features 2 bedrooms and 1 bath, while the second unit (rear) includes 3 bedrooms and 2 baths - ideal for extended family or rental income. Enjoy a large backyard, private green space, and a detached garage. Located near Portage Park,

  Baltazar Nunez Realty of America, LLC

  5009 W Addison St, Chicago, IL 60641
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  /32

  $449,999

  • 6 Beds
  • 2 Baths

  3738 S Hermitage Ave, Chicago, IL 60609

  Well-maintained and move-in ready! 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 A/C, forced air heat, and the convenience of in-unit washer/dryers on both floors. Each unit has its own mechanicals. A spacious 2-car garage adds value and functionality. Perfect for

  Ryan Grober Jameson Sotheby's Intl Realty

  3738 S Hermitage Ave, Chicago, IL 60609
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  /23

  $410,000

  • 2 Beds
  • 4 Baths
  • 3,400 Sq Ft

  4956 S Champlain Ave Unit 1S, Chicago, IL 60615

  Located in the architectural heritage of historic Bronzeville. This expansive 4-bedroom, 4-bathroom duplex, first floor condo offers the space and comfort of a single-family home with elevated modern finishes throughout. The open-concept layout features a centrally positioned chef's kitchen with sleek cabinetry and modern appliances, seamlessly flowing into the spacious living room with a gas

  Karmen Spears POWER Realty Chicagoland,PLLC

  4956 S Champlain Ave Unit 1S, Chicago, IL 60615

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