Investment - Homes for Sale in Chicago, IL

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  /31

  $345,000

  • 5 Beds
  • 2.5 Baths
  • 1,596 Sq Ft

  4747 W Monroe St, Chicago, IL 60644

  Welcome to 4747 W Monroe St - Your Next Investment Opportunity! This spacious 5-bedroom, 3-bathroom home, is ready for your personal touch. Recently repainted and featuring beautiful hardwood floors throughout, it offers a fully finished basement, updated bathrooms, and sun-filled rooms perfect for living and entertaining. Enjoy the large backyard, two-car garage, and plenty of closet space in

  Melida Orbe Kale Realty

  4747 W Monroe St, Chicago, IL 60644
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  /2

  $17,000

  • Land
  • 0.06 Acre
  • $283,333 per Acre

  5018 S Princeton Ave, Chicago, IL 60609

  Exceptional Opportunity for Investors and Home Builders This is a rare chance to purchase a buildable lot in Chicago's Fuller Park neighborhood, just minutes from downtown. In addition to this parcel, the same owners are also offering six other nearby lots, each with its own Property Identification Number (PIN) and separate price. These additional lots are not included in the price of the

  Spasoje Bjelica City Realtor INC.

  5018 S Princeton Ave, Chicago, IL 60609
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  /27

  $269,999

  • 4 Beds
  • 2 Baths
  • 1,200 Sq Ft

  500 E 92nd St, Chicago, IL 60619

  Well-maintained brick home offering great space and functionality! This property features 2 bedrooms on the main level plus 2 additional bedrooms in the finished basement, along with 2 full bathrooms, providing flexible living arrangements for homeowners or investors. The finished basement offers additional living space and includes a washer and dryer for added convenience. Recent updates include

  Jennyfer Rodriguez Duarte Realty Company

  500 E 92nd St, Chicago, IL 60619
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  /2

  $55,000

  • Land
  • 0 Acre

  6359 S Morgan St, Chicago, IL 60621

  Oversized Corner Lot Ready for Your Vision: Opportunity meets flexibility at 6359 S. Morgan. This expansive 6,968 sq ft corner lot offers the space, visibility, and layout that today's buyers are searching for-whether you're a developer, investor, or future homeowner ready to build from the ground up. Corner positioning provides added frontage, enhanced curb appeal, and more design possibilities.

  Elijah Reese Serene Realty, Inc.

  6359 S Morgan St, Chicago, IL 60621
• 

  

  

  /19

  $349,900

  • 5 Beds
  • 2.5 Baths
  • 2,611 Sq Ft

  5632 S Christiana Ave, Chicago, IL 60629

  Located on a quiet residential street in the vibrant South Side of Chicago, this well-maintained home offers three levels of generous living space and classic Chicago charm. The home has been well taken care of by the owner and long term tenants. The property features a finished attic and basement that expand the home's versatility with two additional bedrooms, a kitchen, office space, storage,

  Annette Medina Realty of America, LLC

  5632 S Christiana Ave, Chicago, IL 60629
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  /3

  $500,000

  • 5 Beds
  • 2 Baths
  • 3,248 Sq Ft

  3328 W Warren Blvd, Chicago, IL 60624

  Own a Rare Piece of Chicago History Don't miss this incredible opportunity to restore a true architectural gem. This massive Romanesque Revival Greystone, built circa 1890 by renowned architect Charles Weary, sits on an extra-wide 35' x 125' lot in red-hot East Garfield Park. Rich in character and potential, this rarely available historic mansion offers the perfect canvas for your vision.

  Cynthia Grunst-Bednarz Baird & Warner

  3328 W Warren Blvd, Chicago, IL 60624
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  /20

  $84,900

  • 4 Beds
  • 2 Baths

  5708 S Lowe Ave, Chicago, IL 60621

  very nie property to rehab to live in or to make an investment. property has city of chicago violations. property will be sold in as is condirion. Brokers bring your buyers this is a great opportunity to fix live in or to make an investment.

  Manuel Contreras Coldwell Banker Realty

  5708 S Lowe Ave, Chicago, IL 60621
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  /6

  $1,190,000

  2159 N Laramie Ave, Chicago, IL 60639

  Turnkey multi-unit investment property with strong in-place cash flow. The entire building was gut-rehabbed in 2022, including new electrical, new plumbing, new water lines, new gas lines, a new roof, and new windows, offering peace of mind and minimal future capital expenses. The property consists of five residential units plus additional income from laundry and garage parking. All units are

  Fei Martin Berkshire Hathaway HomeServices Chicago

  2159 N Laramie Ave, Chicago, IL 60639
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  /2

  $27,000

  • Land
  • 0 Acre

  1245 S Kolin Ave, Chicago, IL 60623

  Attention builders and developers! Prime RT-4 zoned vacant lot (25 125 / 3,125 sq ft) ready for new construction in Chicago's North Lawndale neighborhood. RT-4 zoning allows strong potential for multi-unit residential development, making this an attractive opportunity for builders and investors. Conveniently located near neighborhood amenities, schools, and recreation including Franklin Park,

  Nima POURIAN Realistic Realty LLC

  1245 S Kolin Ave, Chicago, IL 60623
• 

  

  /26

  $439,900

  • 6 Beds
  • 2 Baths

  7227 S Michigan Ave, Chicago, IL 60619

  Turnkey Investment Opportunity - Fully Updated 2-Unit Building in Chatham/Park Manor Welcome to 7227 Michigan Ave-an exceptional opportunity to own a newly updated, income-producing building in the sought-after Chatham/Park Manor neighborhood. This well-maintained property features three spacious 3-bedroom, 1-bathroom apartments, making it ideal for investors seeking strong rental income or

  Colleen Berg Berg Properties

  7227 S Michigan Ave, Chicago, IL 60619
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  /40

  $1,150,000

  • 8 Beds
  • 4 Baths

  4021 N Whipple St, Chicago, IL 60618

  Irving Park - Stately brick 3-unit building on an oversized 30 x 130 lot. Beautifully rehabbed in 2017/2018, this is a smart, turnkey investment opportunity in a prime location surrounded by million-dollar homes on a great block. Fully leased and consistently occupied with no history of vacancy. The property features three spacious 2 bed / 1 bath units plus office, along with a 2 bed / 1 bath

  Grigory Pekarsky Vesta Preferred LLC

  4021 N Whipple St, Chicago, IL 60618
• 

  

  /27

  $249,999

  • 7 Beds
  • 4 Baths

  237 W 114th St, Chicago, IL 60628

  Fantastic investment opportunity! This income-generating 2-unit duplex features strong, consistent rental income with both units currently occupied on flexible month-to-month leases, paying $1,400 and $1,600 per month. This property is immediate earnings with the potential for future rent increases. The month-to-month leases provide flexibility for repositioning, updating, or setting new rental

  Misael Chacon Beycome brokerage realty LLC

  237 W 114th St, Chicago, IL 60628
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  /21

  $775,000

  • 1 Bed
  • 2 Baths
  • 1,223 Sq Ft

  401 N Wabash Ave Unit 1842, Chicago, IL 60611

  Stunning views from this Luxurious investment at the Trump International Hotel. Take this opportunity to own this preferred Large 1 bedroom, 2 bathroom hotel suite that showcases in-demand views of iconic buildings in the City, signature views of Lake Michigan and the Chicago River, floor to ceiling windows, 11ft ceilings. Impeccably finished throughout. Enjoy 5 star Diamond rate amenities and

  Margaret Baczkowski @properties Christie's International Real Estate

  401 N Wabash Ave Unit 1842, Chicago, IL 60611
• 

  

  /17

  $495,000

  • 12 Beds
  • 6 Baths

  5718 S Green St, Chicago, IL 60621

  Beautiful grey stone rarely available , this is a great investment, 4 large unit , new roof , property in good shape and ready to move in with a little elbow grease, tall full basement , all individual heat back yard parking available , front units was made into SRO but can be easily de-convert ,great location , walk to Kennedy king college , just off the i 94 new electrical panel , some new

  Leroy Viamille Mills Realty Inc

  5718 S Green St, Chicago, IL 60621
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  /51

  $1,199,000

  • 9 Beds
  • 7 Baths

  1013 W 18th Place, Chicago, IL 60608

  Rare 2023 Gut-Renovated Compound in the Heart of Pilsen! This stunning three-unit property offers a sophisticated "house-hack" or high-yield investment opportunity just steps from the coveted 18th Street corridor. The expansive front residence lives like a luxury single-family home, boasting an open-concept 4BR/3BA floor plan anchored by a Chef's kitchen with quartz counters, custom backsplash,

  Salvador Gonzalez RE/MAX Mi Casa

  1013 W 18th Place, Chicago, IL 60608
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  /25

  $1,690,000

  • 22,546 Sq Ft

  5636 W Division St, Chicago, IL 60651

  This 33-unit mixed-use property, a bank-owned asset in Chicago's thriving North Austin neighborhood, presents an attractive investment opportunity in a historic urban setting. Constructed in 1925, the elegant terracotta building features 7 commercial storefronts, 20 one-bedroom/one-bathroom apartments, and 6 two-bedroom/one-bathroom apartments, creating a diverse and stable revenue stream. The

  David Geary Geary's Realty LLC

  5636 W Division St, Chicago, IL 60651
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  /2

  $95,000

  • 4 Beds
  • 1 Bath
  • 1,292 Sq Ft

  12014 S Normal Ave, Chicago, IL 60628

  Charming 4-Bedroom Home - Move-In Ready or Prime Investment Opportunity! Welcome to this inviting 4-bedroom, 1-bath home that's perfect for first-time buyers, savvy investors, or anyone looking for a fresh start. Nestled in a friendly neighborhood and just steps from local parks and playgrounds, this property offers both comfort and convenience. With property taxes under $2,000 annually, it's as

  Damaris Santiago Manage Chicago, Inc.

  12014 S Normal Ave, Chicago, IL 60628
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  /22

  $475,000

  • 6 Beds
  • 2 Baths

  5256 S Carpenter St, Chicago, IL 60609

  Welcome to 5256 S Carpenter, a beautifully reimagined two-unit home where modern comfort, long term durability, and smart investing come together. Every inch of this property has been thoughtfully redesigned with brand new finishes, giving you the rare chance to own a turnkey building with zero updates needed. Inside each unit, you'll find sleek quartz countertops, rich hardwood flooring

  Sherry Davis Epique Realty Inc

  5256 S Carpenter St, Chicago, IL 60609
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  /2

  $8,000

  • Land
  • 0 Acre

  4918 W Monroe St, Chicago, IL 60644

  Vacant Land. Great investment opportunity. Property is being sold as-is; no repairs will be made by seller.No survey is provided by seller. Buyer is responsible for city requirements if applicable. Buyer will need to take pending city violations if applies. CASH BUYERS FOR THIS LOT. PLEASE PROVIDE PROOF OF FUNDS WITH ALL OFFERS

  Lorenzo Pate Nuline Properties, Inc.

  4918 W Monroe St, Chicago, IL 60644
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  /13

  $345,000 Open Sat 12:30AM - 2PM

  • 5 Beds
  • 3 Baths

  7034 S Hermitage Ave, Chicago, IL 60636

  Great investment opportunity in Englewood! This well-maintained two-unit building features two spacious units, each offering 2 bedrooms and 1 bathroom. Both units have separate utilities and individual meters, providing convenience for owners and tenants. The finished basement, powered by electricity, offers additional living space and can function as a potential in-law suite or extended living

  Myiah Williams EXIT Strategy Realty

  7034 S Hermitage Ave, Chicago, IL 60636
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  /47

  $599,900

  • 6 Beds
  • 4 Baths

  2713 S Crowell St, Chicago, IL 60608

  Two Homes, One Opportunity, Live, Rent, Prosper,2713 S Crowell St, Chicago, IL 60608, Move-In Ready 2-Flat located in the heart of Bridgeport, one of Chicago's most vibrant and fast-growing neighborhoods. The building stands out in the street. Step into this beautifully updated 2-flat, perfect for multi-generational living or as a turnkey investment opportunity. First Floor (2024 completed

  linda lin RE/MAX Suburban

  2713 S Crowell St, Chicago, IL 60608
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  /21

  $399,000

  • Studio
  • 1 Bath
  • 675 Sq Ft

  401 N Wabash Ave Unit 2530, Chicago, IL 60611

  Experience the pinnacle of a luxury pied-a-terre without the hassle of ownership. A highly sought-after investment opportunity, this deluxe king suite at the Trump International Hotel provides immediate income potential when not in personal use. Whether you're visiting for business or leisure, enjoy world-class amenities including state of the art health club overlooking the city, an indoor pool,

  Alexandre Stoykov Compass

  401 N Wabash Ave Unit 2530, Chicago, IL 60611
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  /2

  $1,700,000

  • Land
  • 0 Acre

  2142 N Leavitt St, Chicago, IL 60647

  Situated in the heart of Bucktown-one of Chicago's most dynamic and rapidly evolving neighborhoods-this exceptional parcel offers a rare opportunity to capitalize on the area's ongoing transformation and growth. Surrounded by a surge of new construction and mixed-use developments, the property is ideally positioned within a corridor experiencing continued densification, with nearby projects

  Anthony Florentino eXp Realty

  2142 N Leavitt St, Chicago, IL 60647
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  /14

  $100,000

  • 3 Beds
  • 2 Baths
  • 672 Sq Ft

  5225 S Wood St, Chicago, IL 60609

  Vacant and ready for your vision! This single-family home offers excellent investment potential. Featuring an unfinished basement and a recently updated electrical panel, plus two water heaters, this property is set up for future upgrades and cash flow opportunities. The functional layout makes it ideal for renovation or rental potential. Conveniently located near public transportation, schools,

  J. Alday Realty of America, LLC

  5225 S Wood St, Chicago, IL 60609
• 

  

  /17

  $364,900

  • 6 Beds
  • 3 Baths

  5119 S Washtenaw Ave, Chicago, IL 60632

  2 large apartments and finished attic with additional bathroom. In a great area, close to transportation, shopping and parks. This would make a great investment for a first time buyer or someone looking to purchase a rental property. 1st floor was recently repainted and shows very well. Easy to show.

  Louis Kiessling City Life Realty

  5119 S Washtenaw Ave, Chicago, IL 60632
• 

  

  /21

  $650,000 New Construction

  • 6 Beds
  • 5 Baths

  736 N Pine Ave, Chicago, IL 60644

  OWNER-OCCUPIED BUYERS ONLY! QUALIFIES FOR 20,000 GRANT FROM THE COUNTY. ANOTHER PROJECT BY AN AWARD WINNING DEVELOPER - GT ALTERNATIVES LLC. This gorgeous 2 unit new construction is expected to be completed in June, 2026 and will feature 4 bedrooms and 3 bathrooms in the duplex down first floor unit with white shaker designer kitchen cabinets, a large peninsula, quartz counters, stainless steel

  Marika Kakhiani Pedestal Realty LLC

  736 N Pine Ave, Chicago, IL 60644
• 

  

  /18

  $350,000

  • Studio
  • 1 Bath

  401 N Wabash Ave Unit 2310, Chicago, IL 60611

  Experience the pinnacle of a luxury pied-a-terre without the hassle of ownership. A highly sought-after investment opportunity, this deluxe king suite at the Trump International Hotel provides immediate income potential when not in personal use. Whether you're visiting for business or leisure, enjoy world-class amenities including state of the art health club overlooking the city, an indoor pool,

  Alexandre Stoykov Compass

  401 N Wabash Ave Unit 2310, Chicago, IL 60611
• 

  

  /26

  $825,000

  • 6 Beds
  • 3 Baths

  2118 W Fletcher St, Chicago, IL 60618

  Charming and well-maintained 2-unit frame building with non-conforming garden apartment in a prime Roscoe Village location offering strong income potential with a projected annual income of $67,740. The property features three 2-bedroom, 1-bath units, including two above-grade units and a garden apartment. The first and second floor units offer 2 bedrooms plus a den, hardwood floors, updated

  Christina McNamee Compass

  2118 W Fletcher St, Chicago, IL 60618
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  /2

  $125,000

  • Land
  • 0.11 Acre
  • $1,136,364 per Acre

  3153 W Madison St, Chicago, IL 60612

  East Garfield Park Development Opportunity! Prime vacant lot near Madison Street and Kedzie Avenue, ready for your vision. Build your dream home or investment property in this up-and-coming Chicago neighborhood. Close proximity to public transportation and easy access to downtown. Don't miss this chance to be part of the East Garfield Park transformation! Nearby Attractions: The Hatchery The

  Arleatha Kelly Arleatha Kelly

  3153 W Madison St, Chicago, IL 60612
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  /30

  $1,500,000

  • Land
  • 0 Acre

  7018 S Stony Island Ave, Chicago, IL 60649

  Prime Commercial Lots for Sale 7018 & 7022 Stony Island Ave High-Traffic on Stony Island Near 71st Street. These two adjacent commercial lots are located directly on Stony Island Avenue-one of the busiest corridors in the Chicago metro area-offering unmatched exposure, accessibility, and investment potential. Just minutes from the upcoming Obama Presidential Center and Positioned right across

  Nella Ovallos Chicagoland Brokers, Inc.

  7018 S Stony Island Ave, Chicago, IL 60649
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  /12

  $69,900

  • 3 Beds
  • 1.5 Baths
  • 1,840 Sq Ft

  10734 S Langley Ave, Chicago, IL 60628

  Historic Row House Located In The Heart Of Beautiful Historic Pullman Neighborhood. This Property Consists Of Main Floor Living, Bedrooms With An Addition, Enclosed Porch And Full Basement. Ideal For Investors Or First Time Home Buyers Looking To Purchase In The Newly Revitalization Area. Property Sold AS-IS. Great Investment Opportunity!

  Renzie Gipson Coldwell Banker Realty

  10734 S Langley Ave, Chicago, IL 60628
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  /14

  $1,299,999

  • 4,700 Sq Ft

  1131 S Sacramento Blvd, Chicago, IL 60612

  Investor Alert: Secure a high-potential asset on the historic South Sacramento Blvd. This solid brick multi-unit sits on an oversized lot, offering the perfect canvas for a value-add "BRRRR" strategy or a stable long-term hold. Featuring expansive layouts, high ceilings, and great natural light, these units are primed for modern updates to command top-tier market rents. The location is a major

  Marisa Dickson United Real Estate - Chicago

  1131 S Sacramento Blvd, Chicago, IL 60612
• 

  

  /20

  $634,999

  • 9 Beds
  • 3 Baths

  4751 W Monroe St, Chicago, IL 60644

  Stunning Turn-Key 3-Unit in Austin - Fully Rehabbed & Investment Ready Experience a complete, gut-rehabbed 3-unit building in Austin, redesigned for durability and modern living. Each of the three spacious, condo-style units features 3 bedrooms and high-end finishes throughout. This property was fully rebuilt with city-approved plans and permits (available upon request). Property Highlights:

  Jonathan Minerick Homecoin.com

  4751 W Monroe St, Chicago, IL 60644
• 

  /2

  $75,000

  • Land
  • 0 Acre

  3347 W Iowa St, Chicago, IL 60651

  Excellent development opportunity at 3347 W Iowa St. in the heart of Humboldt Park. This 25x125 residential lot is zoned RS-3, offering flexibility for a custom single-family home or potential multi-unit development. Ideally located near Kedzie Plaza, Kells Park, and just minutes from Humboldt Park, the property is surrounded by ongoing neighborhood investment and revitalization. A compelling

  Andres Yepez Chicagoland Brokers, Inc.

  3347 W Iowa St, Chicago, IL 60651
• 

  

  /23

  $575,000

  • 4 Beds
  • 2 Baths

  5758 W Warwick Ave, Chicago, IL 60634

  Great investment opportunity in Portage Park! This well-maintained corner lot 2-flat offers exceptional value for both owner-occupants and investors. The first floor has newer stainless steel appliances, a range hood, and an in-unit washer and dryer. The second floor was fully updated in 2019 and has been well maintained. The property includes a 2-car garage, plenty of free street parking, and a

  Russell Rantz Green Ivy Realty & Prop Mgmt

  5758 W Warwick Ave, Chicago, IL 60634
• 

  

  /22

  $399,999

  7459 S Champlain Ave, Chicago, IL 60619

  Exciting Investment Opportunity in Greater Grand Crossing! Don't miss this 5-unit property with an included vacant lot, offering excellent potential for investors. The main building features four residential units plus a coach house, all under the same PIN (644 E 75th St). All 5 units are rented. Highlights include: * Brand new porch and landing built in September 2025 * Two united updated with

  Jonathan Williams Coldwell Banker Realty

  7459 S Champlain Ave, Chicago, IL 60619
• 

  

  /15

  $149,999

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  5004 S Champlain Ave Unit 1, Chicago, IL 60615

  Investors, take note! This stunning, rehabbed 2-bedroom, 1-bathroom condo offers not only modern style and comfort but also a turnkey investment opportunity with rental income already in place. The unit is currently leased through April 2026, providing immediate great income. No active HOA or no monthly dues currently in place. Must be CASH BUYER. Step inside to an airy, open layout with exposed

  Ariel Martinez Duarte Realty Company

  5004 S Champlain Ave Unit 1, Chicago, IL 60615
• 

  

  /18

  $599,900

  • 4 Beds
  • 3 Baths
  • 2,160 Sq Ft

  9432 S Pleasant Ave, Chicago, IL 60643

  Welcome to Historic District of Beverly Hills. Many homes in area are already "Landmark" status. Home has great character, silent charm full with architectural details. Sits on a huge city lot. Approximately 9800 sq. ft. Big enough to add an in-law residence if you choose. Home boast 4-bedrooms 1 full bath and 2 half baths. Better than 2100 sq ft. of living space. Home has great natural light

  Yvonne Herbert A & M. Pearson, Realtors

  9432 S Pleasant Ave, Chicago, IL 60643
• 

  

  /27

  $368,900 Open Sun 2PM - 3PM

  • 5 Beds
  • 2 Baths
  • 3,308 Sq Ft

  812 S Kilbourn Ave, Chicago, IL 60624

  Spacious, versatile, and designed for real everyday living, this 3,000+ square foot brick bungalow in West Garfield Park delivers the size, layout, and upgrades families are searching for. Featuring 5 bedrooms and 2 full baths, this home offers incredible flexibility for growing households, work-from-home setups, guest accommodations, or multi-generational living. The main level showcases

  Michael Applegate Straight-A Realty, LLC

  812 S Kilbourn Ave, Chicago, IL 60624
• 

  /2

  $310,000

  • 5 Beds
  • 2 Baths

  4327 W Monroe St, Chicago, IL 60644

  Investment opportunity at 4327 W Monroe St in Chicago! This two-flat is fully occupied, making it an ideal income-producing property from day one. The building features two units-a spacious 3-bedroom, 1-bath unit and a comfortable 2-bedroom, 1-bath unit-offering strong rental appeal and steady cash flow. Whether you're expanding your portfolio or looking for a solid investment, this property

  Victor Jimenez Berkshire Hathaway HomeServices American Heritage

  4327 W Monroe St, Chicago, IL 60644

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