Cook County IL Multifamily Homes & Duplexes for Sale

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  /12

  $600,000 Open Sat 12PM - 2PM

  • 9 Beds
  • 6 Baths

  6807 S Paulina St, Chicago, IL 60636

  This newly renovated 3-unit brick building is the perfect opportunity for both investors and owner-occupants. Each spacious unit offers 3 bedrooms and 2 full bathrooms, along with beautifully updated kitchens featuring butcher block countertops, farmhouse sinks, and stainless steel appliances. Washer and dryer hookups add convenience to each home. The property also features a low-maintenance

  Lonzetta McKennie @properties Christie's International Real Estate

  6807 S Paulina St, Chicago, IL 60636
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  /40

  $460,000 Open Sat 12PM - 2PM

  • 5 Beds
  • 3 Baths

  2127 Highland Ave, Berwyn, IL 60402

  Classic all-brick 2-flat in the heart of Berwyn! 2127 Highland Avenue offers 5 bedrooms, 2 full bathrooms, with separate utilities and a spacious basement with endless potential. Vacant unit for owner occupant or investor. New roof with a full tear off in 2020 and a 20 year old garage. Each unit features bright, generous layouts with timeless character, while the wide lot, backyard, and detached

  Adam Zagata Real Broker LLC

  2127 Highland Ave, Berwyn, IL 60402
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  /3

  $3,499,000

  8001 Edgewater Rd, North Riverside, IL 60546

  Investment Opportunity: Transform a Historic Gem in Riverside Unlock the untapped potential of this rare 36+ unit mixed-use property located in the heart of historic Riverside, just minutes from the Riverside Metra Station-offering unmatched convenience for commuters to downtown Chicago. This full GUT REHAB project is a blank canvas, ready for transformation. Bring your vision and creativity to

  Katerina Vielehr @properties Christie's International Real Estate

  8001 Edgewater Rd, North Riverside, IL 60546
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  /31

  $529,000

  • 9 Beds
  • 3 Baths

  4938 W Rice St, Chicago, IL 60651

  Perfectly located on quiet tree lined street in the heart of Austin and meticulously updated throughout on a oversized 30' x 125' lot with new electricals, plumbing, and HVAC. Completely renovated 2 legal units with fully finished garden unit with separate utilities. The living room boast oversized windows with abundance of natural light. Highly upgraded kitchen with microwave, dishwasher,

  Brian Waters Mentor Listing Realty Inc.

  4938 W Rice St, Chicago, IL 60651
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  /26

  $750,000

  • 7 Beds
  • 3 Baths

  5814 N Campbell Ave, Chicago, IL 60659

  This updated and well maintained 2-Flat with garden apartment is situated on an extra-wide lot along a picturesque, tree-lined street in the desirable Arcadia Terrace Neighborhood. The building's wider footprint allows for spacious room sizes throughout. The first-floor kitchen is brand new, featuring high-end finishes and an open layout that connects seamlessly to the dining room, creating a

  Michael Hall Baird & Warner

  5814 N Campbell Ave, Chicago, IL 60659
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  /35

  $570,000

  • 5 Beds
  • 3 Baths

  5532 S Kilbourn Ave, Chicago, IL 60629

  Completely remodeled and updated property with stainless steel appliances, new cabinets and countertops, new Brazilian Cherry hardwood floors all around, new glass handrails, new bathrooms, etc. Everything is new including the entire electrical system, new copper water lines everywhere, new gas lines, etc. Must see property that can easily be rented or used for AirBNB because it is within

  Ryan Cherney Circle One Realty

  5532 S Kilbourn Ave, Chicago, IL 60629
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  /35

  $1,850,000

  3901 N Hamilton Ave, Chicago, IL 60618

  This five-unit property consists of two well-maintained brick buildings on a 40 ft wide corner in the Bell School District. The front greystone offers a updated 3,000 sq. ft. owner's open floorplan of a 4 bedroom plus office duplex with in-unit laundry plus a three-bedroom rental above, also with in-unit laundry. The duplex is move-in ready and ideal for an owner-occupant. The fully rented rear

  Kristin Gonnella Coldwell Banker Realty

  3901 N Hamilton Ave, Chicago, IL 60618
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  /45

  $699,000

  • 6 Beds
  • 4 Baths

  5000 W Grace St, Chicago, IL 60641

  5000 W Grace is a welcoming brick multi-unit residence nestled on a sunny 29' wide south facing corner lot in prime Portage Park. A spacious 3-flat brick building, it boasts two vintage 2 bed/1 bath units each with large living rooms, dining rooms, updated bathrooms, sun porches, and hardwood floors. The in-law basement suite has 2bd/1ba and updated kitchen. This classic vintage Chicago building

  Katherine Paris Compass

  5000 W Grace St, Chicago, IL 60641
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  /28

  $565,000

  • 5 Beds
  • 3 Baths

  5253 W Cullom Ave, Chicago, IL 60641

  Expansive, updated 2-flat on oversized lot with modern kitchens and baths and versatile living options. The spacious top-floor unit features 3 bedrooms + den-ideal for strong rental income. The main-floor unit offers 2 bedrooms + den and space to offer 3rd bedroom. Option to maximize rent with duplex down or create an in-law suite in the basement. Solid building with lots of newer updates: Garage

  Trisha Kannon Coldwell Banker Realty

  5253 W Cullom Ave, Chicago, IL 60641
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  /21

  $900,000

  • 5 Beds
  • 3 Baths

  3621 N Ravenswood Ave, Chicago, IL 60613

  *Seller has VA loan which may be assumable.* This beautifully maintained, solid brick 2-flat in the highly desirable Lakeview neighborhood is as turn-key as they come-perfect for investors or owner-occupants alike. Nestled on a beautiful tree-lined street within the coveted Hamilton School District, this building combines timeless vintage character with modern updates. Original charm abounds

  Sarah Ahmed @properties Christie's International Real Estate

  3621 N Ravenswood Ave, Chicago, IL 60613
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  /58

  $779,900

  • 7 Beds
  • 3 Baths

  4143 W Roscoe St, Chicago, IL 60641

  HERE IT IS! Spacious Legal 2-Unit in Desirable Old Irving Park - Perfect for House Hackers or Investors! This well-maintained property offers modern updates, income potential, and a prime location on a quiet tree-lined street. The first-floor unit features 3 bedrooms, 1 bath, hardwood floors in three rooms, luxury vinyl plank flooring in the other two rooms and kitchen, central air conditioning

  Josh Reighard Baird & Warner

  4143 W Roscoe St, Chicago, IL 60641
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  /16

  $249,000 Open Sun 11AM - 1PM

  • 4 Beds
  • 2 Baths

  2655 W 24th Place, Chicago, IL 60608

  Great news for investors in search of an affordable brick income property: this one is a rare find! It features 2 income-generating apartments, with a tenant in place on the first level, so you'll be earning money from the day you take possession. Floorplans include 2 bedrooms in each unit, a cozy living room, a kitchen, and an enclosed porch. The building is being sold AS-IS. Step inside this

  Marc Wellin Durante & Rich Real Estate

  2655 W 24th Place, Chicago, IL 60608
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  /3

  $335,700

  • 9 Beds
  • 3 Baths

  4016 W Grenshaw St, Chicago, IL 60624

  Investment opportunity in North Lawndale! This multi-family property at 4016 W Crenshaw Street is being offered AS IS with tremendous upside potential. Currently fully occupied with established rental income and separate utilities in each unit. Conveniently located near public transportation including CTA trains and bus lines for easy commuting throughout Chicago. This well-positioned property

  Marquita Hollins Keller Williams Preferred Realty

  4016 W Grenshaw St, Chicago, IL 60624
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  /19

  $939,000

  • 9 Beds
  • 6 Baths

  4435 S Prairie Ave, Chicago, IL 60653

  Bronzeville newer construction investment property in vibrant neighborhood bustling with development. 7.9 Cap Rate and great opportunity for owner occupant. This exceptional three-flat building features spacious layouts with rear outdoor space and 3-car garage parking. Each of the three units offers **3 bedrooms and 2 baths**, boasting crisp, modern design and luxurious finishes throughout.

  Karen Biazar North Clybourn Group, Inc.

  4435 S Prairie Ave, Chicago, IL 60653
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  /8

  $399,000

  • 10 Beds
  • 5 Baths

  3033 S 49th Ave, Cicero, IL 60804

  Incredible Investment Opportunity in Cicero! Discover this solid 4-unit building featuring four spacious apartments plus a full basement, offering endless potential. Whether you're an investor seeking steady rental income or a homeowner looking to live in one unit while generating monthly income from the others, this property is a rare find. Each apartment offers comfortable living space

  Esmeralda Villa eXp Realty

  3033 S 49th Ave, Cicero, IL 60804
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  /25

  $375,000

  • 4 Beds
  • 2 Baths

  917 W 34th Place, Chicago, IL 60608

  Discover pristine Bridgeport living in this stunning 2-unit gem, where both 2-bed/1-bath layouts are impeccably maintained and move-in ready. The first-floor duplex boasts charm and functionality, while the upstairs shines with clean, well-kept finishes-perfect for effortless multigenerational living, a savvy house-hack, or a turnkey investment overflowing with potential. Built on solid bones and

  Mehdi Chekkouri Real 1 Realty

  917 W 34th Place, Chicago, IL 60608
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  /32

  $525,000

  7335 S Michigan Ave, Chicago, IL 60619

  Popular and well-maintained brick 6-unit property featuring spacious modern 1,000 sq. ft. A-tier units thoughtfully designed with formal Living Rooms, Dining Rooms, and sun parlor spaces. Nestled on a quiet residential block, this building offers a large rear yard and a 4-car brick garage, providing both comfort and convenience for tenants. The property is fully occupied, ensuring immediate

  James Mattz Keller Williams Preferred Rlty

  7335 S Michigan Ave, Chicago, IL 60619
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  /32

  $719,000

  • 8 Beds
  • 3 Baths

  6712 N Maplewood Ave, Chicago, IL 60645

  Well taken care of 8 bedroom 3 bath 2 flat on a beautiful tree lined street. Both of the main units have 3 bedrooms with the primary bed having an adjoining office space. Recent tuck-point and roof maintenance along with a new installed flood control system makes this a worry free opportunity. The basement can easily be turned into an inlaw suite with roughed in plumbing for a kitchen and a full

  Dave Johnson City and Field Real Estate

  6712 N Maplewood Ave, Chicago, IL 60645
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  /32

  $275,000

  • 7 Beds
  • 3 Baths

  1318 S Kolin Ave, Chicago, IL 60623

  All brick 3 flat in appreciating North Lawndale. Units 1 and 2 were recently refreshed and have 2 bedrooms and 1 bathroom. Unit 2 has 3 bedrooms and 1 bathroom and is occupied by long term tenants and their lease is meant to end in February 2026. Each unit has its own furnace. Near Roosevelt bus and half block to Franklin Park outdoor pool and playground.

  Chris Weichselbaum Fulton Grace Realty

  1318 S Kolin Ave, Chicago, IL 60623
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  /11

  $375,000

  • 5 Beds
  • 3 Baths

  Unlisted Address

  Don't miss this beautifully rehabbed 2-unit brownstone in the West Englewood area-perfect as an investment opportunity or owner-occupied home! Each unit offers updated kitchens with pantry storage, enclosed back porches ideal for entertaining, and a spacious fenced backyard ready for gardening, grilling, or family fun. Bring your most selective buyers-this property won't disappoint! Features:

  Jimmy Oliver Priority Plus Realty

  Unlisted Address
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  /10

  $1,595,000

  3011 W 87th St, Evergreen Park, IL 60805

  16 Unit Building. This asset is comprised of 15 (1) bed units and (1) studio unit. Opportunity to raise rents. 8 of the units have been updated. California style building with on site laundry. 10 car parking in back plus street parking.

  Neil Gates Chase Real Estate LLC

  3011 W 87th St, Evergreen Park, IL 60805
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  /47

  $1,199,900

  • 5 Beds
  • 4 Baths

  1100 W Wellington Ave, Chicago, IL 60657

  Don't miss this rare opportunity to own a beautifully maintained 3-unit building in the heart of Lakeview, ideally situated on a serene, tree-lined block. Owned and lovingly cared for by the same owner since 1984, this charming Victorian-style property offers timeless character, income potential, and versatile living options. The spacious owner's duplex-up that lives like a single-family home

  Jeanine McShea @properties Christie's International Real Estate

  1100 W Wellington Ave, Chicago, IL 60657
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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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  /17

  $325,000

  • 6 Beds
  • 2 Baths

  744 N Long Ave, Chicago, IL 60644

  This 2-unit property in the Austin neighborhood offers a great opportunity for buyers looking to customize a home to their vision. The property features generous space with both an attic and basement that provide potential to expand the current living areas on the top and bottom floors. Each unit has a solid layout, giving you a strong foundation to re-imagine and modernize. Perfect for an

  Asya Muhammad Coldwell Banker Realty

  744 N Long Ave, Chicago, IL 60644
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  /9

  $569,000

  • 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

  $449,900

  • 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

  Loreal Urso Baird & Warner

  5092 W Monroe St, Chicago, IL 60644
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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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  /17

  $350,000

  • 5 Beds
  • 3 Baths

  6547 S Drexel Ave, Chicago, IL 60637

  Stunning Woodlawn Greystone - Steps from the University of Chicago! This classic 2-flat blends historic charm with incredible potential. Featuring a spacious layout, fenced backyard, and a solid brick 2-car garage, it's ideal for both living and investment. The first floor is already set up as a single unit, with renovations underway to duplex down-opening the door to a 4-bed, 2-bath dream

  Keona Robinson Real People Realty

  6547 S Drexel Ave, Chicago, IL 60637
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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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  /8

  $585,500

  • 4 Beds
  • 4 Baths

  10640 S Walden Pkwy, Chicago, IL 60643

  Well maintained Beverly 4-unit building is just steps from the Metra train station and walking distance of restaurants and shops on Western Avenue. This fully occupied building features (4) 1Bed/1 Bath units, all of which have updates. The units are currently leased at below-market rates to long-term tenants, making this property a stable cash flow investment that will provide long-term financial

  Julie Norris McHugh Development & Construction INC

  10640 S Walden Pkwy, Chicago, IL 60643
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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

  Unlisted Address

  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

  Unlisted Address
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  /44

  $859,900

  • 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

  • 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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