Investment - Homes for Sale in Chicago, IL

• 

  

  

  /23

  $199,900

  Pending

  • 4 Beds
  • 2 Baths

  2458 W 45th Place, Chicago, IL 60632

  Well-maintained two-unit building offering an excellent opportunity for both investors and owner-occupants in the heart of Brighton Park. Each unit features 2 bedrooms and 1 updated bathroom with separate utilities, making this an ideal income-producing property. The first-floor unit offers a bright and functional layout with a combined living and dining area, an updated kitchen with newer

  Erika Villegas Re/Max In The Village

  2458 W 45th Place, Chicago, IL 60632
• 

  

  

  /9

  $70,000

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  7337 S South Shore Dr Unit 326, Chicago, IL 60649

  Welcome to this beautifully updated 1-bedroom, 1-bathroom condo in the desirable Lake Terrace waterfront building, located in Chicago's historic South Shore neighborhood. Enjoy an exceptional combination of comfort, convenience, and value with an impressive array of building amenities, including 24-hour security and door service, multiple elevators, private storage, a fitness center, onsite

  Precious Credit Coldwell Banker Realty

  7337 S South Shore Dr Unit 326, Chicago, IL 60649
• 

  

  

  /41

  $1,225,000

  Pending

  • 3 Beds
  • 3.5 Baths

  610 N Damen Ave, Chicago, IL 60622

  Welcome to 610 N Damen, a beautifully updated 3-bedroom, 3.1-bath single-family home offering exceptional indoor-outdoor living in the heart of Ukrainian Village. Thoughtfully reimagined since its last sale, this home showcases extensive upgrades, including a complete exterior transformation with Magnolia Collection Hardie siding, new Pella windows, privacy fencing, and professional landscaping.

  Lauren Mitrick Wood Compass

  610 N Damen Ave, Chicago, IL 60622
• 

  

  

  /31

  $385,000

  Pending

  • 8 Beds
  • 4 Baths

  2856 W 38th Place, Chicago, IL 60632

  Inflation Deflator! Lay the foundation for your future with this outstanding investment opportunity in the booming Brighton Park neighborhood. This 4-unit building is ideally located near the expressway for an easy downtown commute and just minutes from shopping, restaurants, and other everyday conveniences, making it highly desirable for tenants. Whether you're looking to live in one unit while

  Thomas Domasik RE/MAX 10 in the Park

  2856 W 38th Place, Chicago, IL 60632
• 

  

  

  /24

  $950,000

  • 5 Beds
  • 3 Baths

  1851 N Fairfield Ave, Chicago, IL 60647

  Wonderful fully rented three-flat in highly sought-after West Bucktown, offering immediate income with significant upside potential. Current rents are below market, providing an excellent opportunity for increased cash flow and future value growth. Ideally located just steps from the 606 Trail and within walking distance of the CTA Western Blue Line, with convenient access to I-90/94, this

  Ryan Cherney Circle One Realty

  1851 N Fairfield Ave, Chicago, IL 60647
• 

  

  /16

  $144,900

  $5K PRICE DROP

  • 5 Beds
  • 2 Baths

  7110 S Ellis Ave, Chicago, IL 60619

  Price Improvement. Now offered at $144,900, this classic Chicago two-unit building presents exceptional value for owner-occupants and investors alike. Each unit features a spacious layout with generous room sizes, abundant natural light, and functional living and dining areas. Live in one unit while generating rental income from the other, or add this versatile property to your investment

  Christopher Clark Grandview Realty, LLC

  7110 S Ellis Ave, Chicago, IL 60619
• 

  

  /20

  $219,900

  $10K PRICE DROP Pending

  • 2 Beds
  • 2 Baths
  • 1,241 Sq Ft

  6651 S Maryland Ave Unit 1E, Chicago, IL 60637

  Welcome home to this awesome 2-bedroom, 2-bath duplex-up condo in the heart of Woodlawn. This home features hardwood floors throughout the main level, an open layout, and exposed brick that adds character and warmth. The primary suite includes an ensuite bathroom, offering comfort and privacy. Kitchen features stainless steel refrigerator and other appliances will be upgraded to stainless steel

  Sheree Bradley Kale Realty

  6651 S Maryland Ave Unit 1E, Chicago, IL 60637
• 

  

  /17

  $959,000

  $30K PRICE DROP Pending

  • 6,716 Sq Ft

  5007 W Diversey Ave, Chicago, IL 60639

  Price Reduced - Turnkey 6-Unit Investment Opportunity Turnkey 6-unit investment opportunity in the highly desirable Belmont Cragin neighborhood. This well-maintained 1970s yellow brick building features a strong unit mix of five 2-bedroom, 1-bath units and one 1-bedroom, 1-bath unit, all above grade with spacious layouts and eat-in kitchens. Many units have been updated over time, reflecting

  Randy Ghanayem Coldwell Banker Real Estate Group

  5007 W Diversey Ave, Chicago, IL 60639
• 

  

  /46

  $550,000

  Pending

  • 6 Beds
  • 2 Baths

  4862 W Cortland St, Chicago, IL 60639

  Exceptional investment opportunity in the heart of Chicago's desirable Cragin neighborhood! This spacious multi-family property offers approximately 2,540 sq ft of living space on a generous 6,300 sq ft lot, making it ideal for both investors and owner-occupants. Featuring 6 bedrooms and 2 bathrooms, this classic building provides ample space for rental income, multi-generational living, or a

  Alfredo Gonzalez Compass

  4862 W Cortland St, Chicago, IL 60639
• 

  

  /10

  $220,000

  $30K PRICE DROP

  • 6 Beds
  • 2 Baths

  3109 W Lexington St, Chicago, IL 60612

  ATTENTION ALL INVESTORS OR REHABBERS! This is your chance to finish off your way and make a big profit. Whole building has been gutted to the studs and cleaned up, basement has been dug out but no floor has been pored yet. New roof was put on in 2020, all new windows in 2019, whole building was tuck pointed, and all the stone has been freshly capped in 2023. Solid building to turn this into a 3

  Martyna Tos Northwest Real Estate Group

  3109 W Lexington St, Chicago, IL 60612
• 

  

  /47

  $1,400,000

  $295K PRICE DROP

  706 E 51st St, Chicago, IL 60615

  Stately 6-flat overlooking Washington Park. Six 3bd/2ba luxury apartments with tenant paid heat and central air, granite counters, stainless appliances, dishwashers, garbage disposers. On-site parking. Amazing architectural details with balconies overlooking the park. Great, stable cash producer in a high demand up and coming area. Turn-key investment.

  Gregory Sorg Pioneer Property Advisors

  706 E 51st St, Chicago, IL 60615
• 

  

  /16

  $99,999

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  8918 S Woodlawn Ave, Chicago, IL 60619

  INVESTOR SPECIAL - VALUE-ADD OPPORTUNITY IN CHATHAM! Attention investors and rehabbers! 8918 S Woodlawn Ave presents a fantastic opportunity to renovate and add significant value in a desirable South Side location. This property offers solid bones, strong upside potential, and the possibility of reconfiguring the layout to add a bedroom, creating an attractive 3-bedroom, 2-bath product for the

  Jessica Macey Real Broker LLC

  8918 S Woodlawn Ave, Chicago, IL 60619
• 

  

  /23

  $1,095,000

  1801 W 21st St, Chicago, IL 60608

  5-unit multifamily investment opportunity in Chicago's historic Pilsen neighborhood! The property features four 2BR/1BA units and an incredibly spacious, detached rear Coach House (3BR/1BA) - offering a high-demand mix with strong rental upside. Interiors feature updated finishes and classic wood flooring throughout. Units have central heat and shared laundry. Laundry is shared in the basement.

  Reed Meyer Lease312INC

  1801 W 21st St, Chicago, IL 60608
• 

  

  /34

  $425,000

  Pending

  • 4 Beds
  • 3 Baths

  1810 N Linder Ave, Chicago, IL 60639

  Welcome to this well-maintained classic Chicago brick Two Flat in the highly desirable North Austin neighborhood, offering an outstanding opportunity for both investors and owner-occupants. The 1st and 2nd floor provide spacious units that features 2 bedrooms, 1 bathroom, generous living and dining rooms, large kitchens, hardwood floors throughout, and an additional flex room that can serve as a

  Patrick Teague Coldwell Banker Realty

  1810 N Linder Ave, Chicago, IL 60639
• 

  

  /25

  $355,000

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  4518 S King Dr Unit 2A, Chicago, IL 60653

  Discover this beautifully maintained 3-bedroom, 2.5-bath condo in the heart of Bronzeville, offering approximately 1,800 square feet of spacious, move-in-ready living. Located in a secure 8-unit building along historic Martin Luther King Jr. Drive, this east-facing residence combines modern comfort, timeless character, and an unbeatable location in one of Chicago's fastest-growing neighborhoods.

  Lance Ellazar Realty of America, LLC

  4518 S King Dr Unit 2A, Chicago, IL 60653
• 

  

  /22

  $995,000

  • 4 Beds
  • 3 Baths

  4149 N Wolcott Ave, Chicago, IL 60613

  Welcome to this beautifully rehabbed, turnkey 3-unit investment property in the highly sought-after North Center neighborhood! The property features an ideal unit mix. The first floor is a spacious 2-bed, 1-bath unit highlighting a office/den, gorgeous bay windows, custom dining built-ins, and a private 8x11 terrace. The second floor is a sun-drenched 1-bed, 1-bath unit featuring beautiful

  Dana Wingate Baird & Warner

  4149 N Wolcott Ave, Chicago, IL 60613
• 

  

  /4

  $120,000

  $10K PRICE DROP

  • Land
  • 0 Sq Ft

  6415 S Drexel Ave, Chicago, IL 60637

  Adjacent lots also available: 6413 Drexel, 6411 Drexel & 6409 Drexel. Seize a premier development opportunity in the heart of Woodlawn, a high-velocity Chicago neighborhood experiencing a profound renaissance driven by massive institutional investment and the upcoming Obama Presidential Center. This prime, buildable lot offers a blank canvas for a luxury custom home or a high-density multi-unit

  Karen Fedyk Baird & Warner

  6415 S Drexel Ave, Chicago, IL 60637
• 

  

  /43

  $579,000

  Pending

  • 10 Beds
  • 5 Baths

  1908 W Marquette Rd, Chicago, IL 60636

  Completely reimagined, this turnkey 4-unit building is the investment opportunity buyers haven been waiting for. Renovated from top to bottom with modern finishes, every unit offers updated kitchens with quartz countertops, shaker cabinetry, stainless steel appliances, beautifully renovated bathrooms, spacious living areas, and durable flooring throughout. Beyond the cosmetic updates, this

  Nathan Delgado Realty of America, LLC

  1908 W Marquette Rd, Chicago, IL 60636
• 

  

  /49

  $510,000

  • 9 Beds
  • 3 Baths

  7914 S Essex Ave, Chicago, IL 60617

  Recently updated 3-unit building in Chicago offering an excellent investment opportunity! Each spacious unit features 3 bedrooms and 1 bathroom with updated finishes throughout. The kitchens have been refreshed and include a refrigerator, microwave, and dishwasher in every unit. Washer/dryer hook up in each unit. The property is fully vacant, allowing investors to set market rents immediately or

  Frank Montro Keller Williams Preferred Rlty

  7914 S Essex Ave, Chicago, IL 60617
• 

  

  /27

  $599,000

  • 4 Beds
  • 2 Baths

  6513 N Natoma Ave, Chicago, IL 60631

  Desirable Norwood Park 2-Flat (with in-law option) offering an excellent opportunity for owner-occupants or investors. 4 bedroom, 3 bath, fenced yard, 2 car garage and street parking is plentiful. Conveniently located just minutes from shopping, expressways, public transportation and Niles free bus. Enjoy nearby outdoor recreation at Caldwell Woods, the Whealan Pool Aquatic Center, and Edgebrook

  Ryan Cherney Circle One Realty

  6513 N Natoma Ave, Chicago, IL 60631
• 

  

  /38

  $485,000

  Pending

  • 5 Beds
  • 3 Baths

  4840 W Wabansia Ave, Chicago, IL 60639

  Don't miss this opportunity to own a beautifully maintained 2-unit building in Chicago's sought-after North Austin neighborhood. Offering the perfect blend of owner-occupant appeal and investment potential, this property presents an excellent opportunity to generate rental income while building long-term equity. The owner-occupied SECOND FLOOR unit has been meticulously maintained and

  Gregorio Morales Real Broker LLC

  4840 W Wabansia Ave, Chicago, IL 60639
• 

  

  /113

  $5,250,000

  • Land
  • 3.64 Acres
  • $1,442,308 per Acre

  2849-3139 W 51st St, Chicago, IL 60632

  Exceptional development opportunity featuring multiple contiguous vacant lots at 2849-3139 W. 51st Street in Chicago! This expansive assemblage offers a rare opportunity for builders, developers, and investors to bring their vision to life. With generous frontage and approximately 3.64 acres of land, the property is well-suited for residential, mixed-use, or investment development (subject to

  Miguel Sanchez Ruiz Realty, Inc.

  2849-3139 W 51st St, Chicago, IL 60632
• 

  

  /24

  $365,000

  Pending

  • 5 Beds
  • 2 Baths

  6602 S Marquette Rd, Chicago, IL 60637

  Discover a beautifully proportioned two-flat in the heart of Chicago's historic Woodlawn neighborhood, offering a rare blend of architectural charm and modern potential. This classic Chicago two flat has strong investment appeal creating an ideal opportunity for owner-occupants or savvy investors seeking rental income. Each residence features generous living spaces filled with natural light, high

  Emily Connolly EXIT Strategy Realty

  6602 S Marquette Rd, Chicago, IL 60637
• 

  

  /27

  $559,900

  Pending

  • 5 Beds
  • 3 Baths

  1841 N Keystone Ave, Chicago, IL 60639

  Excellent opportunity to own this beautiful two flat building with finished basement in an up and coming location. Perfect for live-in homeowner or investor. This property has the characteristics of a large SFR, with the financial profile of an investment property, in an upwardly trending location. The very spacious and sunny first floor contains 3BDR/1 bth, and was fully updated in 2023 with

  Vidal Moroney Delamar Real Estate

  1841 N Keystone Ave, Chicago, IL 60639
• 

  

  /23

  $365,000

  $5K PRICE DROP

  • 6 Beds
  • 2 Baths

  6624 S Rhodes Ave, Chicago, IL 60637

  Feel free to send your clients! recently renovated fully vacant, historic greystone 2-unit in the HOT Woodlawn neighborhood! 8 minutes from the Presidential Obama Center which opens in June of this year. This classic Chicago beauty is perfect for an owner-occupant "house hacker" or a savvy investor looking for strong rental potential in a rapidly appreciating area. Both floors offer a freshly

  Ugochinyere Akindele RE/MAX Premier

  6624 S Rhodes Ave, Chicago, IL 60637
• 

  

  /13

  $499,999

  • 12 Beds
  • 5 Baths

  4035 W Harrison St, Chicago, IL 60624

  Stop the Car, and take a closer look at this wonderful Value Add Opportunity! This Sensational Center Entrance 4 Flat offers massive upside potential for the savvy investor. The floor plans are huge with 3 bedrooms, 1 bath apartments, tall ceilings, and 1200 sq ft per unit. There are two independent basement spaces in the basement with 7 ft ceilings in place, separate gas meters, electrical

  Wilfredo Aguilar Compass

  4035 W Harrison St, Chicago, IL 60624
• 

  

  /3

  $9,000

  • Land
  • 0 Sq Ft

  12017 S Wallace St, Chicago, IL 60628

  Builders, investors, and visionaries-here's your next West Pullman infill opportunity! This build-ready vacant lot offers approximately 0.072 acres (3,125 SF) of land in an established Chicago neighborhood, with utilities at or near the site to help streamline your plans. Whether you're looking to build a new single-family home, develop a smart investment project, or secure land for a future

  Aaron Gaines Keller Williams Preferred Realty

  12017 S Wallace St, Chicago, IL 60628
• 

  

  /23

  $225,000

  $5K PRICE INCREASE Pending

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  1663 W Pratt Blvd Unit 2, Chicago, IL 60626

  Welcome home to this beautifully maintained 2 bedroom plus den condominium nestled in the heart of Rogers Park. Blending timeless character with modern convenience, this inviting home features hardwood floors, exposed brick walls, and approximately 900 square feet of thoughtfully designed living space. The flexible floor plan includes two comfortable bedrooms plus a versatile den, making it the

  Dalia Cajigas Re/Max Cityview

  1663 W Pratt Blvd Unit 2, Chicago, IL 60626
• 

  

  /19

  $459,900

  $20K PRICE DROP

  • Studio
  • 1 Bath
  • 907 Sq Ft

  401 N Wabash Ave Unit 2304, Chicago, IL 60611

  This expansive studio spans over 900 square feet, making it the perfect "pied-a-terre" or investment rental unit. Enjoy breathtaking east-facing views of Lake Michigan, the Chicago River, and iconic city landmarks. The studio is impeccably furnished and fully equipped, featuring a Snaidero-designed kitchen with Miele and Sub-Zero stainless steel appliances. The luxurious bathroom includes a

  James Qiu Kale Realty

  401 N Wabash Ave Unit 2304, Chicago, IL 60611
• 

  

  /36

  $5,880,000

  1025 - 49 W Vermont St, Calumet Park, IL 60827

  Pleased to present the exclusive offering of Vermont Riverbend Residences, a 60-unit apartment community located at 1025-1049 W. Vermont St, Calumet Park, IL 60827 near the Little Calumet River. This investment opportunity consists of 3 contiguous, 20-unit yellow brick flexicore buildings totaling 60,459 SF and offering a desirable unit mix, strong in-place income, and significant upside

  Tony Hardy Keller Williams ONEChicago

  1025 - 49 W Vermont St, Calumet Park, IL 60827
• 

  

  /7

  $68,999

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  7363 S South Shore Dr Unit 209, Chicago, IL 60649

  Discover an exceptional lakefront opportunity in the heart of the vibrant South Shore neighborhood: this spacious 1-bedroom, 1-bath condo offers approximately 800 sq ft of living space and a rare combination of location, comfort and investment potential. Step inside to find abundant natural light streaming through large windows overlooking the scenic 74th Street lakefront-ideal for those who want

  Aaron Gaines Keller Williams Preferred Realty

  7363 S South Shore Dr Unit 209, Chicago, IL 60649
• 

  

  /36

  $1,250,000

  Pending

  • 8 Beds
  • 3 Baths

  2017 W Huron St, Chicago, IL 60612

  Welcome to 2017 W Huron-a fully rehabbed, legal 3-unit building in the heart of West Town / Ukrainian Village, offering a rare investment opportunity with over $8,200 in monthly rental income. Whether you're a savvy investor or an owner-occupant looking to reduce your mortgage, this property checks all the boxes. Each of the three units has been tastefully renovated, featuring beautiful hardwood

  Andrew Dorazio Dorazio Real Estate LLC

  2017 W Huron St, Chicago, IL 60612
• 

  

  /55

  $925,000

  $11K PRICE DROP

  • 6 Beds
  • 4 Baths

  948 N California Ave, Chicago, IL 60622

  Great investment opportunity a true legal fully leased 3 story apartment building rents below market. Great for rental income or live in owner by booming West Town area on 'California Corridor' features 3 impressive units for a total of 6 bedrooms & 4 bathrooms with a first floor duplex down & 3 remote controlls for the gated parking with 3 spots. unit features include hardwood floors, in unit

  Kelly Wong Coldwell Banker Realty

  948 N California Ave, Chicago, IL 60622
• 

  

  /23

  $149,900

  $19K PRICE DROP

  • 8 Beds
  • 3 Baths

  5338 S Wood St, Chicago, IL 60609

  Great investment opportunity in the New City / Back of the Yards area! This legal 3-flat offers strong potential for investors looking to add value and generate future income. The 2nd and 3rd floor units are in livable condition, while the 1st floor unit is ready for a full renovation, providing an excellent opportunity to customize and increase equity. The property features a 2-car detached

  Maria Castillo RE/MAX Mi Casa

  5338 S Wood St, Chicago, IL 60609
• 

  

  /10

  $327,000

  $5K PRICE INCREASE

  • 6 Beds
  • 2 Baths

  7940 S Evans Ave, Chicago, IL 60619

  INVESTMENT OPPORTUNITY! Welcome to a versatile and income-generating multi-family townhouse nestled in the heart of Chatham. Whether you're seeking a live-in owner opportunity or landlord investment, this residence is poised for rental income or owner-occupancy with solid upside potential. Don't miss your chance to own a piece of historic character in a vibrant South Side community. Unit 2 is

  Michael Fisher M Property Group LLC

  7940 S Evans Ave, Chicago, IL 60619
• 

  

  /10

  $29,900

  • 2 Beds
  • 1 Bath
  • 700 Sq Ft

  9126 S Buffalo Ave Unit 1F, Chicago, IL 60617

  This is a unique investment opportunity for a buyer with vision and experience. Much of the building is currently vacant, creating the potential for a long-term strategy of acquiring additional units within this 24-unit building as they become available. Located on Chicago's Southeast Side, this ground-level corner unit offers a functional floor plan with tremendous upside. The spacious living

  Ryan Smith RE/MAX Premier

  9126 S Buffalo Ave Unit 1F, Chicago, IL 60617
• 

  

  /13

  $264,500

  • 1 Bed
  • 1.5 Baths
  • 1,073 Sq Ft

  1727 S Indiana Ave Unit 110, Chicago, IL 60616

  Rare duplex loft in the iconic Prairie District Lofts - the former Kodak Building. This 1-bedroom, 1 1/2 bathroom, two-story home delivers 1,073 sq ft of dramatic living space with 14' ceilings, 9' windows, exposed brick, timber beams, hardwood floors, and a gas fireplace. The open kitchen features a granite island, custom cabinetry, and stainless steel appliances. Two walk-in closets and in-unit

  Rachel Montel EXIT Strategy Realty

  1727 S Indiana Ave Unit 110, Chicago, IL 60616
• 

  

  /15

  $110,000

  • Land
  • 0 Sq Ft

  5101 S Richmond St, Chicago, IL 60632

  Exceptional development opportunity featuring a double residential vacant lot at 5101 S Richmond St in Chicago! This vacant lot offers an opportunity for builders, developers, and investors to bring their vision to life. With generous frontage to 51st ST, the property is well-suited for residential investment development zoned as RS-3 (subject to zoning and City approvals). Ideally located on

  Miguel Sanchez Ruiz Realty, Inc.

  5101 S Richmond St, Chicago, IL 60632
• 

  

  /83

  $412,000

  $167K PRICE DROP Pending

  • 9 Beds
  • 6 Baths

  6331 S Throop St, Chicago, IL 60636

  SHORT SALE APPROVED AT LISTING PRICE. Asking price approved by the lender. 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,

  David Hernandez Coldwell Banker Realty

  6331 S Throop St, Chicago, IL 60636
• 

  

  /15

  $53,000

  $2K PRICE DROP

  • Studio
  • 1 Bath

  7854 S South Shore Dr Unit 306, Chicago, IL 60649

  Charming, studio condo ideally positioned along the vibrant South Shore corridor. This unit offers an excellent opportunity for investors seeking immediate cash flow, while still allowing flexibility for a future owner-occupant. Situated just steps from Lake Michigan, this location places you near the South Shore Cultural Center, Rainbow Beach, and ongoing neighborhood revitalization efforts. The

  Deja Blair Blue Door Dave Inc

  7854 S South Shore Dr Unit 306, Chicago, IL 60649

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