Investment - Homes for Sale in Chicago, IL

• 

  

  

  /20

  $719,000

  • Land
  • 0 Sq Ft

  1620-32 N Lowell Ave, Chicago, IL 60639

  Attention investors, and business owners - this is a rare commercial opportunity in Chicago's rapidly evolving West Humboldt Park neighborhood. Introducing seven continuous vacant lots located at 1620-1632 N. Lowell Ave., offering outstanding visibility, flexibility, and long-term upside for a commercial or mixed-use project. Zoned B1-1 Neighborhood Shopping District, these properties are

  Juan Espinosa E-Professional Realty

  1620-32 N Lowell Ave, Chicago, IL 60639
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  /2

  $129,000

  • Land
  • 6,534 Sq Ft
  • $860,000 per Acre

  5634 S Calumet Ave, Chicago, IL 60637

  Unlock the potential of this exceptional double lot in one of the area's most exciting growth corridors. Surrounded by significant development and luxury new construction, this rare offering presents an incredible opportunity for builders, developers, investors, or anyone looking to create a custom dream residence. With ample space and endless possibilities, this expansive parcel provides the

  Eva Diaz ExaRealty LLC

  5634 S Calumet Ave, Chicago, IL 60637
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  /43

  $799,900

  Pending

  • 10 Beds
  • 7 Baths

  2044 W Birchwood Ave, Chicago, IL 60645

  Multiple offers received. Seller requests Highest & Best by Thursday. All showings must be completed prior to the deadline. Sight-unseen offers will be considered. Fully renovated and upgraded 3-flat in prime Rogers Park location featuring true 3-bedroom layouts and 2 full bathrooms per unit-an extremely rare configuration for the area. Each unit offers updated kitchens with modern cabinetry and

  Anel Bonfil HomeSmart Connect LLC

  2044 W Birchwood Ave, Chicago, IL 60645
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  /10

  $395,000

  8346 S Drexel Ave, Chicago, IL 60619

  TURNKEY 6-UNIT CASH-FLOWING INVESTMENT | SOLID BRICK | CHATHAM Welcome to 8346-48 S Drexel Ave, a rare 6-unit, income-producing brick building in one of Chicago's most consistently performing rental corridors. This is a true multifamily asset designed for immediate cash flow with long-term upside. This well-maintained building features six spacious units with strong rental demand, making it ideal

  Kimberly McClinton Keyed Realty Collective LLC

  8346 S Drexel Ave, Chicago, IL 60619
• 

  

  

  /22

  $559,000

  $10K PRICE DROP Pending

  • 9 Beds
  • 5 Baths

  4140 W Wilcox St, Chicago, IL 60624

  Turnkey 3-unit multifamily property for sale in West Garfield Park featuring modern updates, spacious layouts, and strong investment potential. This brick building includes 9 bedrooms, 3 full bathrooms, and 2 half bathrooms, Perfect for an owner-occupant or investor. Live in one unit and let the other two cover your mortgage, or rent all units for strong cash flow. Each unit offers updated

  Khayyan Valentine Century 21 IMPACT

  4140 W Wilcox St, Chicago, IL 60624
• 

  

  /13

  $389,900

  Pending

  • 6 Beds
  • 3 Baths

  5200 S Lorel Ave, Chicago, IL 60638

  ** Highest and Best Due by 5pm Today Monday 5/4** LOOK NO FURTHER! This property presents an excellent investment opportunity. This legal 2-unit building offers strong income potential and exceptional versatility. Each unit features spacious layouts filled with natural light. Unit 1 includes 2 bedrooms, 1 bath, and an eat-in kitchen. Unit 2 offers 3 bedrooms, 1 bath, and an updated kitchen. The

  George Sierra RE/MAX LOYALTY

  5200 S Lorel Ave, Chicago, IL 60638
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  /2

  $10,000

  Pending

  • Land
  • 0 Sq Ft

  5918 S Peoria St, Chicago, IL 60621

  Development Opportunity! This 25x125 lot is zoned RS-3, allowing for a single family or 2 flat property. This location is ideal for those seeking a strategic investment in a rapidly developing area. A mix of modern and newly renovated homes, with continued growth in the area. The Chicago neighborhood is seeing increasing development and revitalization, making this an excellent opportunity to

  Ronald Ohr Avenue 1 Realty Group

  5918 S Peoria St, Chicago, IL 60621
• 

  

  /23

  $119,900

  Pending

  • 5 Beds
  • 3.5 Baths
  • 1,288 Sq Ft

  7133 S Constance Ave, Chicago, IL 60649

  Don't miss this spacious 5 bedroom, 3.5 bathroom property located in the highly sough after South Shore neighborhood. This home offers exceptional potential for investors, rehabbers, or buyers looking to customize a spacious residence to their own style. Renovation work has begun but is not complete, giving you the flexibility to finish the project as you desire. One bedroom on first floor, 2

  Michael Olszewski Area Wide Realty

  7133 S Constance Ave, Chicago, IL 60649
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  /50

  $679,900

  New Construction

  • 6 Beds
  • 3 Baths

  1051 N Springfield Ave, Chicago, IL 60651

  Don't miss out on this gorgeous 2 unit 1 year old newer construction on a double lot with one PIN. Possibility to potentially add another structure or coach house later.First floor unit featuring 4 spacious bedrooms and 2 bathrooms in the down duplex. The 2nd floor features 2 bedrooms and 1 bath. Both units have designer shaker kitchen cabinets, a large peninsula, quartz countertops, stainless

  Ed Kress Executive Realty Group LLC

  1051 N Springfield Ave, Chicago, IL 60651
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  /32

  $209,999

  • 3 Beds
  • 2 Baths
  • 1,401 Sq Ft

  6823 S Dorchester Ave Unit 2, Chicago, IL 60637

  Welcome to this beautifully maintained 3-bedroom, 2-bath condominium offering the perfect combination of modern comfort, convenience, and long-term value. Built in 2007, this spacious residence features approximately 1,400 square feet of thoughtfully designed living space with an open-concept layout ideal for everyday living and entertaining. The inviting living and dining areas are accented by

  Nicole Blow HomeSmart Realty Group

  6823 S Dorchester Ave Unit 2, Chicago, IL 60637
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  /10

  $269,000

  Pending

  • 5 Beds
  • 2 Baths

  124 W 108th Place, Chicago, IL 60628

  Rare opportunity to own a spacious 2-unit building with incredible income potential in a prime Chicago location ON A HUGE TRIPLE LOT! First time on the market in over a decade, this well-maintained property is perfect for investors or owner-occupants looking to build generational wealth. The first-floor unit offers 2 bedrooms and 1 bathroom, while the second-floor unit features 3 bedrooms and 1

  Eva Diaz ExaRealty LLC

  124 W 108th Place, Chicago, IL 60628
• 

  

  /23

  $729,000

  Pending

  • 8 Beds
  • 3 Baths

  3823 N Bernard St, Chicago, IL 60618

  Multi-Unit Investment in Irving Park. Don't miss this exceptional opportunity to own a solid 3-unit masonry building in the highly sought-after Irving Park neighborhood. This property features two spacious 3-bedroom, 1-bath apartments, each offering generous layouts ideal for strong rental income. The finished garden unit adds additional value with 2 bedrooms, 1 bathroom, and a relaxing soaking

  Vincent Romano Keller Williams Success Realty

  3823 N Bernard St, Chicago, IL 60618
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  /13

  $189,900

  • 4 Beds
  • 1.5 Baths
  • 1,400 Sq Ft

  7529 S Emerald Ave, Chicago, IL 60620

  ATTENTION INVESTORS AND SAVVY BUYERS! AMAZING OPPORTUNITY TO ACQUIRE A DIAMOND IN THE ROUGH. THIS DETACHED SINGLE-FAMILY HOME IS READY FOR YOUR REHAB IDEAS. BRING YOUR CONTRACTORS AND VISION TO REALIZE THIS PROPERTY'S TRUE POTENTIAL. EXCELLENT COMMUTER LOCATION WITH QUICK ACCESS TO LOCAL AMENITIES, SCHOOLS, AND TRANSPORTATION. BEING SOLD STRICTLY AS-IS. CASH OR REHAB LOANS ONLY. DO NOT MISS OUT

  The Galarza Team Century 21 New Beginnings

  7529 S Emerald Ave, Chicago, IL 60620
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  /40

  $1,199,000

  • 4 Beds
  • 4 Baths

  1024 W 18th Place, Chicago, IL 60608

  Welcome to this rare double lot gem in the heart of Pilsen-featuring two updated units with exceptional versatility and strong investment potential. This well-maintained property blends modern upgrades with the charm and energy of one of Chicago's most vibrant neighborhoods. A brand-new roof was installed in June 2025. Each unit offers its own distinct style, making it ideal for multigenerational

  Lizette Esparza Smart Home Realty

  1024 W 18th Place, Chicago, IL 60608
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  /19

  $379,900

  Pending

  • 8 Beds
  • 3 Baths

  7704 S Carpenter St, Chicago, IL 60620

  Beautiful brick 2 unit offering an excellent opportunity for both owner occupants and investors. Updated throughout, including kitchens, bathrooms, basement, laundry hookups and mechanicals this property combines character, functionality, and income potential. The spacious first floor duplex unit offers 4 bedrooms and 2 bathrooms and is currently tenant occupied, providing immediate rental

  Nikki Boston-Brown Infiniti Properties, Inc.

  7704 S Carpenter St, Chicago, IL 60620
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  /43

  $609,900

  $5K PRICE DROP Pending

  • 5 Beds
  • 4 Baths

  4450 N Mango Ave, Chicago, IL 60630

  Exceptional investment opportunity on the border of Jefferson/Portage Park! This beautifully maintained and updated brick 2-flat with an additional finished garden apartment offers incredible flexibility for investors and owner-occupants alike. The spacious first-floor unit features 2 bedrooms plus a versatile den that can easily serve as a third bedroom or home office, a large sun-filled living

  Alexander Kasten Coldwell Banker Realty

  4450 N Mango Ave, Chicago, IL 60630
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  /20

  $370,000

  $10K PRICE DROP

  • 7 Beds
  • 3 Baths

  8535 S Morgan St, Chicago, IL 60620

  Excellent opportunity to own a spacious income producing 2 unit building in the heart of Auburn Gresham! Investors will appreciate the strong rental potential in the area with separate utilities. The first floor unit is duplexed down to the basement and features 4 bedrooms and 2 full bathrooms with an expansive layout perfect for larger households. The second floor unit offers 3 bedrooms and 1

  Sherri Jordan Suite 527 Realty Group, LLC

  8535 S Morgan St, Chicago, IL 60620
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  /2

  $40,000

  • Land
  • 0 Sq Ft

  1518 S Homan Ave, Chicago, IL 60623

  Prime vacant lot ready for new construction or long-term investment. Motivated seller offering owner financing and willing to collaborate on the right project. Bring your plans and explore creative possibilities.

  Bridget Johnson House of Real Estate

  1518 S Homan Ave, Chicago, IL 60623
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  /17

  $86,000

  Pending

  • 5 Beds
  • 2 Baths

  6606 S Carpenter St, Chicago, IL 60621

  Perfect for Investors or Rehabbers. Here's an opportunity to fix and flip or grow your own portfolio. First Floor 2 Bedrooms and Second Floor 3 Bedrooms. Property needs a lot of work but will be a good investment/flip. SOLD AS-IS!!! This property can be purchased as a package with neighboring vacant lots 6608 S Carpenter (MLS#12574191); 6610 S Carpenter (MLS#12572766) for a total price of

  LaDeana Hilley LaDeana Hilley

  6606 S Carpenter St, Chicago, IL 60621
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  /43

  $698,000

  Pending

  • 7 Beds
  • 3 Baths

  4311 N Melvina Ave, Chicago, IL 60634

  Welcome to 4311 N Melvina Ave, an exceptional investment opportunity in the heart of Portage Park/ Dunning neighborhood. This well appointed 2 flat offers updated interiors across the first floor and finished lower level. The first floor offers a beautifully updated kitchen (2021) with stainless steel appliances, hardwood floors throughout, 3 bedrooms, updated full bath. The second floor

  Magda Chwalek Gen Z Realty LLC

  4311 N Melvina Ave, Chicago, IL 60634
• 

  

  /19

  $330,000

  $10K PRICE DROP

  • 7 Beds
  • 2 Baths
  • 1,284 Sq Ft

  6740 S Laflin St, Chicago, IL 60636

  Space is the ultimate luxury, and this massive 6-bedroom, 2-bathroom residence delivers it with purpose. Whether you are looking to house a growing family or seeking a strategic investment to build long-term equity, this property is a fortress of opportunity. The main levels offer expansive living areas with a floor plan that maximizes privacy and flow. Below, the fully finished basement expands

  Saul Allen Realty of America, LLC

  6740 S Laflin St, Chicago, IL 60636
• 

  

  /9

  $299,000

  • 4 Beds
  • 2 Baths

  5427 S Wolcott Ave, Chicago, IL 60609

  Check out this nice 2 unit building. A great investment property, fully rented with a full living room, full dining room ,kitchen and 2 bedroom in each unit and also a walk attic that can be used for storage or bedroom.The Electric and plumbing has been updated recently 6 years ago, also one of the 2 furnaces updated 6 years ago. The property is near public transportation. Set an appointment now!

  Winston Robbins Hometown Real Estate Group LLC

  5427 S Wolcott Ave, Chicago, IL 60609
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  /12

  $899,000

  4035 S Richmond St, Chicago, IL 60632

  BRIGHTON PARK - FOR SALE: 7-unit multifamily property featuring a great unit mix consisting of two (3BD/1BA) units, two (2BD/1BA) units, two (1BD/1BA) units, and one studio unit. The property generates strong rental income and currently grossing $96,420 in annually. All units are equipped with individual furnaces and individual water heaters. Located in the excellent rental market of the Brighton

  Daniel Breiter Horvath & Tremblay IL, LLC

  4035 S Richmond St, Chicago, IL 60632
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  /40

  $658,000

  $32K PRICE DROP

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

  5438 W Melrose St, Chicago, IL 60641

  Incredible opportunity to own a spacious bungalow in the heart of the highly desirable Portage Park neighborhood! This oversized home features 3 levels of living space and offers exceptional flexibility for extended families, related living, or investment potential. The property includes 8 total bedrooms, 3 full bathrooms, and 3 kitchens, with each level offering its own separate living area. The

  David Jaracz Savvy Properties Inc

  5438 W Melrose St, Chicago, IL 60641
• 

  

  /12

  $375,000

  • 9 Beds
  • 6 Baths

  1116 S California Ave, Chicago, IL 60612

  This exceptional investment opportunity is ideally located just steps away from beautiful Douglas Park. Situated close to the vibrant Tri-Taylor and Illinois Medical District neighborhoods, this property is perfectly positioned in one of Chicago's rapidly developing areas, surrounded by ongoing growth and redevelopment. Surrounded by nearby public transportation options and quick access to the

  Mariusz Misiewicz HomeSmart Connect LLC

  1116 S California Ave, Chicago, IL 60612
• 

  

  /9

  $239,000

  Pending

  • 5 Beds
  • 2 Baths

  6446 S Sangamon St, Chicago, IL 60621

  Turnkey investment opportunity you do not want to miss! Solid 2-unit building offering incredible income potential and endless possibilities for investors or owner-occupants looking to build generational wealth. Both units are fully vacant and move-in ready, allowing you to set your own rents immediately or live in one unit while collecting rental income from the other. The first unit features 2

  Eva Diaz ExaRealty LLC

  6446 S Sangamon St, Chicago, IL 60621
• 

  

  /50

  $1,355,000

  • 7 Beds
  • 6 Baths

  2342 N Lawndale Ave, Chicago, IL 60647

  WOW! Rare, Beautiful, NEW Multi-Unit Building in Prime Logan Square! Everything redone! Incredible Investment opportunity to own a one-of-a-kind, multi-unit building featuring a Duplexed Top Unit & In-Law Garden Unit! Duplexed Top Unit features 4 bed 2.5 bath! Spacious 1st Floor Unit Features 2 bed 1 bath! Garden Unit 1 bed 1 bath! Meticulously maintained and updated by current owners. Each unit

  Gregorio Cirone xr realty

  2342 N Lawndale Ave, Chicago, IL 60647
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  /6

  $21,000

  Pending

  • Land
  • 0 Sq Ft

  2948 W Wilcox St, Chicago, IL 60612

  Seeking a savvy investment opportunity in Chicago? This vacant lot in Garfield Park presents a prime opportunity in a rapidly transforming area with increasing demand for residential development. **Property Highlights:** - Prime location near public transit, schools, and parks - Minutes from Downtown Chicago & West Loop - Zoned for residential **Why Garfield Park?** - Significant investment

  Dawn Haley ASAGA Realty & Housing Development

  2948 W Wilcox St, Chicago, IL 60612
• 

  

  /11

  $599,000

  Pending

  • 10 Beds
  • 4 Baths

  1302 W 31st St, Chicago, IL 60608

  A great opportunity in Bridgeport- this 4 unit building offers two 3-bedroom units and two 2-bedroom units. Building is currently fully rented and preparing for showings. Great for investment or owner occupy. Tenants pay gas and electric.

  Michael Horwitz Cross Street Real Estate

  1302 W 31st St, Chicago, IL 60608
• 

  

  /13

  $409,000

  Pending

  • 5 Beds
  • 2 Baths

  7144 S Ingleside Ave, Chicago, IL 60619

  Grand Crossing | 2-Unit Greystone | Airbnb Income | Third Unit Potential A rare opportunity to acquire a fully stabilized, income-producing grey stone two-flat in one of Chicago's most connected and fast-evolving neighborhoods. Meticulously maintained and recently remodeled throughout, this property delivers immediate above-market cash flow - with a third unit conversion opportunity that sets it

  Dalila Arellano A List Homes Realty

  7144 S Ingleside Ave, Chicago, IL 60619
• 

  

  /19

  $99,900

  • 4 Beds
  • 3 Baths

  8551 S Ashland Ave, Chicago, IL 60620

  Located on the historic Ashland Ave in sought after Auburn Gresham this mixed use building offers over 2500 sq feet and provides tremendous oppertunity for a buyer who is looking for office space while creating cash flow with the large apartment on the second floor. The building has had some major ticket items completed such as electric, roof, the main level has been framed out and can be the

  Ryan Smith RE/MAX Premier

  8551 S Ashland Ave, Chicago, IL 60620
• 

  

  /22

  $449,000

  $13K PRICE DROP

  • 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
• 

  

  /19

  $485,000

  • 7 Beds
  • 3 Baths

  7924 S Peoria St, Chicago, IL 60620

  Welcome to 7924 S Peoria St, a fantastic 3 unit building situated in a vibrant neighborhood just minutes from downtown Chicago and public transportation. This well maintained property is perfect for both homeowners and savvy investors looking to capitalize on the thriving rental market. Unit 1 is currently vacant, offering a blank canvas for new owners or tenants to personalize their space. This

  Jerry Goodwin Coldwell Banker Realty

  7924 S Peoria St, Chicago, IL 60620
• 

  

  /12

  $389,000

  $21K PRICE DROP

  • 10 Beds
  • 4 Baths

  4535 S Honore St, Chicago, IL 60609

  Investment opportunity in Back of the Yards! This solid 4-unit building at 4535 S Honore offers strong value-add potential with below-market rents, perfect for an investor looking to increase cash flow. Each unit provides functional layouts with steady tenant demand in a growing area. Bring your ideas and unlock the upside through rent increases and light improvements. Don't miss this chance to

  Mark Madera First In Realty, Inc.

  4535 S Honore St, Chicago, IL 60609
• 

  

  /29

  $799,000

  $21K PRICE DROP

  • 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
• 

  

  /17

  $185,000

  $15K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,250 Sq Ft

  1729 E 67th St Unit 2E, Chicago, IL 60649

  Charming 2-Bedroom Condo in the Heart of Jackson Park - Prime Location Near the Future Obama Library! Welcome to 1729 E 67th St #2E, an inviting and beautifully maintained 2-bedroom, 1.5-bathroom condo located in the highly sought-after Jackson Park neighborhood of Chicago. This bright and spacious unit offers the perfect blend of modern amenities, classic charm, and unbeatable convenience,

  Oscar Estrada eXp Realty

  1729 E 67th St Unit 2E, Chicago, IL 60649
• 

  /2

  $118,000

  $7K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,701 Sq Ft

  639 E 90th Place, Chicago, IL 60619

  Excellent investment opportunity on this single family home nested in the beautiful Chatham community! Property is in need of a little TLC to reach its full potential. Was a turnkey property recently until storm damaged the roof. Sold AS IS. Short Sale

  Dexter Harper Coldwell Banker Realty

  639 E 90th Place, Chicago, IL 60619
• 

  /2

  $55,000

  • Land
  • 0 Sq Ft

  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
• 

  

  /20

  $295,000

  Pending

  • 6 Beds
  • 3 Baths

  6029 S Loomis Blvd, Chicago, IL 60636

  Great investment opportunity in the heart of Chicago! This well maintained 2-unit building offers spacious layouts, with each unit featuring 3 bedrooms, making it ideal for strong rental income potential. The finished basement adds additional usable space, perfect for extended living or storage. The property has undergone recent updates, providing added value and peace of mind for the next owner.

  Jaqueline Valenzuela Baird & Warner

  6029 S Loomis Blvd, Chicago, IL 60636
• 

  /2

  $539,000

  Pre-Foreclosure

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  7356 N Ashland Blvd, Chicago, IL 60626

  This 3 BR, 2.5 BA brick single-family home in Rogers Park is a fantastic opportunity for an investor or a buyer looking for a project. The property sustained some water damage due to frozen pipes in January 2026. While this home needs love, its location in the heart of Rogers Park-known for its historic architecture, vibrant culture, and proximity to Lake Michigan-makes it a high-potential

  Curtis Oliver I Got Properties, LLC

  7356 N Ashland Blvd, Chicago, IL 60626

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