Investment - Homes for Sale in Chicago, IL

• 

  

  

  /25

  $700,000

  • 11 Beds
  • 7 Baths

  7732 S Phillips Ave, Chicago, IL 60649

  Welcome to 7732 S. Phillips - an exceptionally large jumbo brick building offering over 7,500 square feet of living space plus an additional oversized storage room adjacent to the basement level. This is one of the largest multi-unit buildings in the neighborhood and presents a rare opportunity for both investors and owner-occupants seeking strong rental income and modern updates throughout. The

  Colleen Berg Berg Properties

  7732 S Phillips Ave, Chicago, IL 60649
• 

  

  

  /16

  $929,000

  Pending

  • 11 Beds
  • 4 Baths

  2249 W Arthur Ave, Chicago, IL 60645

  Rarely available jumbo 3-flat with a finished basement on an extra-wide lot, ideally located near Warren Park on a quiet one-way street. Potential to convert to a 4-unit building, subject to zoning and city approval. Features three spacious 3Bed/1Bath units with oak cabinet eat-in kitchens, large formal dining rooms, hardwood floors throughout, and vinyl windows, plus a finished 2Bed/1Bath

  Whitney Wang Prospect Equities Real Estate

  2249 W Arthur Ave, Chicago, IL 60645
• 

  

  

  /22

  $99,900

  $38K PRICE DROP

  • 5 Beds
  • 1.5 Baths

  12210 S Normal Ave, Chicago, IL 60628

  Fantastic opportunity to own a spacious five-bedroom home on a great block in West Pullman! The main level offers a bright and inviting living area with recessed lighting and bay windows that bring in wonderful natural light, along with a kitchen, dining space, and two bedrooms. The second level features three additional bedrooms and a full bath, creating flexibility for larger households or

  Eric Egeland GenStone Realty

  12210 S Normal Ave, Chicago, IL 60628
• 

  

  

  /41

  $445,000

  Pending

  • 5 Beds
  • 3 Baths

  1910 S Leavitt St, Chicago, IL 60608

  Located in the heart of Pilsen, this classic Chicago brick 3-unit building presents an exceptional investment opportunity in one of the city's most vibrant and rapidly appreciating neighborhoods. Each unit features 2 bedrooms and 1 bath, offering highly desirable layouts with strong rental appeal. Current rents are: Basement - $1,300/month, Unit 1 - $1,400/month, and Unit 2 - $1,400/month, with

  Christine Jankelow Compass

  1910 S Leavitt St, Chicago, IL 60608
• 

  

  

  /15

  $59,900

  Pending

  • 2 Beds
  • 1.5 Baths
  • 1,215 Sq Ft

  10710 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, Bathrooms, 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

  10710 S Langley Ave, Chicago, IL 60628
• 

  

  /30

  $450,000

  Pending

  • 5 Beds
  • 3 Baths

  3301 N Ozanam Ave, Chicago, IL 60634

  Excellent investment opportunity in a desirable Northwest Chicago neighborhood. This fully leased, well-maintained building generates $3,500 per month in gross rental income ($42,000 annually), with an estimated net operating income of $26,613.52 and a current cap rate of approximately 5.91%. With only a modest 10% increase in rents, the cap rate would exceed 6.5%, presenting strong upside

  David Mahoney Jameson Sotheby's Intl Realty

  3301 N Ozanam Ave, Chicago, IL 60634
• 

  

  /22

  $530,000

  $70K PRICE DROP Pending

  • 4 Beds
  • 2 Baths

  1920 S Sangamon St, Chicago, IL 60608

  Located in the heart of Chicago's vibrant Pilsen neighborhood, this charming 2-flat blends classic character with strong investment potential. Each spacious unit features beautiful hardwood floors, abundant natural light, and a functional layout designed for comfortable living. The bright living areas flow seamlessly into each bedroom, while the kitchens offer cabinet space, room for dining and

  Lisa Rosenboom Coldwell Banker Realty

  1920 S Sangamon St, Chicago, IL 60608
• 

  

  /16

  $125,500

  Pending

  • 4 Beds
  • 2 Baths
  • 1,082 Sq Ft

  549 W 95th St, Chicago, IL 60628

  What a wonderful opportunity to own a unique split level home. 4 bedrooms, 2 full baths and a subbasement. This 3 level home can be a great investment property or a place to call home. Being sold As-Is,but can be occupied while doing your personal upgrades. Priced below market to sell fast. Only As-Is buyers please.

  Sheila Barney-Shannon 26.2 Realty, Inc

  549 W 95th St, Chicago, IL 60628
• 

  

  /18

  $200,000

  $15K PRICE DROP

  • 4 Beds
  • 2 Baths

  124 E 110th St, Chicago, IL 60628

  Excellent investment opportunity! Solid two-flat building with strong income potential. Perfect for owner-occupant or investor looking to expand their portfolio. Separate units offer flexibility and steady rental income. Conveniently located near public transportation, schools, and shopping. The first-floor unit is vacant, offering an ideal opportunity for an owner-occupant to move right in.

  Chris Amatore Manage Chicago, Inc.

  124 E 110th St, Chicago, IL 60628
• 

  /2

  $750,000

  • 3,266 Sq Ft

  714 W 30th St, Chicago, IL 60616

  Great investment opportunity in the highly desirable Bridgeport neighborhood. Priced to sell! This 3-story, 6-unit brick building features two 2-bedroom, 1-bath apartments, 2 3 bedroom/1bath and two garden units with 1 bedroom and 1 bath each. Three units are currently rented, offering immediate income potential. Property is in need of extensive rehabilitation and not all units are currently

  Donna NAVICKAS Century 21 Circle

  714 W 30th St, Chicago, IL 60616
• 

  

  /19

  $549,999

  $25K PRICE DROP

  • 8 Beds
  • 4 Baths

  2412 N Lockwood Ave, Chicago, IL 60639

  Fully rented and well maintained, this LEGAL 3-unit multi-family property is a solid turnkey investment opportunity. The building was updated in 2018 with improvements to electrical, plumbing, flooring, bathrooms, and kitchens, giving each unit a refreshed and modern feel. Recent updates include windows, floors, appliances, plumbing, and landscaping. All three units are currently leased,

  Jonathan Michie RCI Preferred Realty

  2412 N Lockwood Ave, Chicago, IL 60639
• 

  

  /15

  $225,000

  Pending

  • 1 Bed
  • 1 Bath
  • 680 Sq Ft

  222 E Pearson St Unit 503, Chicago, IL 60611

  "Pearson on the Park" 1 bedroom home perfect for city lovers or as an investment property. This spacious 1 bedroom; 1 bathroom condominium features Brazilian cherrywood floors throughout, kitchen has granite countertops and stainless-steel appliances, lovely breakfast bar that opens to the living space as well as an in-unit new washer and dryer. A professionally managed building with 24 hour door

  Marc Kaufman Baird & Warner

  222 E Pearson St Unit 503, Chicago, IL 60611
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  /36

  $399,000

  Pending

  • 8 Beds
  • 3 Baths

  8204 S Exchange Ave, Chicago, IL 60617

  Well maintained Brick legal 3 flat building in the heart of South Chicago. This Recently updated bright building is a fantastic investment opportunity for owner-occupants or savvy investors. All units have hardwood flooring, vinyl windows, forced heat & in-unit laundry. Separate utilities. First floor unit has 2bed/1bath featuring a spacious, bright, and inviting living room, and a formal dining

  Atala Diaz Kale Realty

  8204 S Exchange Ave, Chicago, IL 60617
• 

  

  /23

  $315,000

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

  1015 S Western Ave Unit 4, Chicago, IL 60612

  Welcome home to this beautifully maintained 2-bedroom, 2-bathroom condo in the heart of Chicago's vibrant Near West Side. This bright and inviting residence offers an ideal blend of comfort, convenience, and modern updates, making it the perfect place to call home. The thoughtfully updated kitchen features a full suite of newer stainless steel appliances, including a dishwasher, oven, microwave,

  Riley Hextell eXp Realty

  1015 S Western Ave Unit 4, Chicago, IL 60612
• 

  

  /40

  $1,730,000

  • 5,886 Sq Ft

  2138 W Chicago Ave, Chicago, IL 60622

  AMAZING INVESTMENT OPPORTUNITY IN THE HEART OF UKRAINIAN VILLAGE ON HISTORIC CHICAGO AVENUE! BUILDING CONSISTS OF 6 UNITS; 5 TWO BEDROOM, ONE BATH UNITS AND THE GROUND FLOOR COMMERCIAL SPACE. ALL UNITS HAVE BEEN UPDATED WITH CENTRAL AIR, GAS FORCED AIR HEATING, MODERN KITCHENS WITH DISHWASHERS, OPEN LIVING/DINING ROOMS, SPACIOUS BEDROOMS, GOOD CLOSET AND STORAGE SPACE, UPDATED BATHROOMS, OUTDOOR

  Berthene Christos Urban Abodes Chicago

  2138 W Chicago Ave, Chicago, IL 60622
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  /7

  $129,999

  • Land
  • 0 Sq Ft

  7125 W 74th St, Chicago, IL 60638

  Builder's Dream - Prime Investment Opportunity Attention builders and investors! This 50x125 lot, featuring a 2-car garage, is ready for your next project. Located in a highly desirable area with low taxes, this property is perfect for new construction or redevelopment. Situated just one block off Harlem Avenue, this lot offers unparalleled convenience with easy access to major expressways,

  Dana Woods Realty of America, LLC

  7125 W 74th St, Chicago, IL 60638
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  /2

  $220,000

  $20K PRICE INCREASE Pending

  • 5 Beds
  • 3 Baths

  Unlisted Address

  Excellent investment opportunity on Chicago's West Side! This spacious 5-bedroom, 3-bath property is currently tenant-occupied, providing immediate rental income for investors. The home offers a flexible floor plan with generously sized bedrooms and multiple full bathrooms, ideal for maximizing rental potential or accommodating a large household. Whether you're looking to expand your rental

  Nicholas Price Coldwell Banker Realty

  Unlisted Address
• 

  

  /13

  $750,000

  Pending

  3104 W 64th St, Chicago, IL 60629

  CHICAGO LAWN - FOR SALE: Solid brick 8-unit multifamily property with a strong unit mix and excellent income potential. The building consists of six (2BD/1BA) units and two (3BD/1BA) units, generating strong cash flow for a new owner. Half of the units have been updated, and recent capital improvements include a newer roof section and a well-maintained boiler. A strong investment opportunity with

  Daniel Breiter Horvath & Tremblay IL, LLC

  3104 W 64th St, Chicago, IL 60629
• 

  

  /22

  $250,000

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  455 W Saint James Place Unit 506, Chicago, IL 60614

  This is what you've been waiting for! Perfectly positioned in the heart of Lincoln Park, this sun-drenched top-floor condo puts everything you love about city living right outside your front door. Restaurants, coffee shops, boutiques, nightlife, parks, the lakefront, public transportation-it's all at your fingertips. And yes, garage parking is included! Located in a well-maintained elevator

  Stefanie Campbell @properties Christie's International Real Estate

  455 W Saint James Place Unit 506, Chicago, IL 60614
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  /27

  $2,985,000

  $40K PRICE DROP

  5637 S Prairie Ave, Chicago, IL 60637

  New Construction 9 Unit Building by one of the Southside's Premium Developers & the Opportunity to own a trophy investment property in a rapidly appreciating neighborhood. Perfect for a 1031 Investor looking for a property with over $25,000/month in projected income (with rental and sale comps already proven by the same developer in the same area), low maintenance, and steady year-on-year upside

  Lawrence Dunning Fulton Grace Realty

  5637 S Prairie Ave, Chicago, IL 60637
• 

  /2

  $27,000

  • Land
  • 0 Sq Ft

  2103 S Trumbull Ave, Chicago, IL 60623

  Attention builders and developers! Prime RT-4 zoned vacant lot in Chicago's growing South Lawndale / Little Village neighborhood. RT-4 zoning provides excellent potential for multi-unit residential development, making this an attractive opportunity for investors and builders looking to develop in an appreciating area. Conveniently located near neighborhood amenities, schools, and recreation

  Shams POURIAN Realistic Realty LLC

  2103 S Trumbull Ave, Chicago, IL 60623
• 

  

  /4

  $398,000

  • 8 Beds
  • 4 Baths

  2631 S Shields Ave, Chicago, IL 60616

  Exceptional investment opportunity in the heart of Armour Square! Fully rented 4-unit building located just steps from Chinatown and one block from James Ward Elementary School. All units are separately metered with tenants paying their own utilities. Fenced backyard offers two parking spaces. Outstanding location with easy access to major expressways and public transportation. Current rents are

  Michael Ng Mango Realty Group

  2631 S Shields Ave, Chicago, IL 60616
• 

  

  /43

  $1,050,000

  Pending

  • 5 Beds
  • 3.5 Baths
  • 2,930 Sq Ft

  828 S Bell Ave, Chicago, IL 60612

  Exceptional opportunity to own a sophisticated residence that lives like a single-family home while offering the rare advantage of substantial income potential. Located on a well-appointed lot with an expansive, landscaped backyard and a 2-car garage, 828 S Bell Ave seamlessly blends timeless design, modern luxury, and smart investment value. The main residence features 3 bedrooms and 2.5

  Jeremy Bentivegna @properties Christie's International Real Estate

  828 S Bell Ave, Chicago, IL 60612
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  /9

  $79,900

  $40K PRICE DROP Pending

  • 7 Beds
  • 3 Baths

  7137 S Carpenter St, Chicago, IL 60621

  GREYSTONE TWO UNIT ready for rehab. Two bedroom apartment previously in the basement. First floor 2 bedroom and second floor 3 bedroom. Property in need a lot of work, but will be a good investment/flip. Sold as is. No survey provided.

  David Williamson Choice Realty Group Inc.

  7137 S Carpenter St, Chicago, IL 60621
• 

  

  /14

  $329,000

  Pending

  • 6 Beds
  • 2 Baths

  8014 S Justine St, Chicago, IL 60620

  Introducing an exceptional opportunity in the heart of Auburn Gresham-this beautifully maintained blonde brick two-flat effortlessly blends timeless character with modern comfort. Designed for both elevated living and strategic investment, this property offers two expansive units, each featuring three generously sized bedrooms and one full bath, filled with abundant natural light and an inviting

  Eva Diaz ExaRealty LLC

  8014 S Justine St, Chicago, IL 60620
• 

  

  /50

  $1,158,300

  • 9 Beds
  • 7 Baths

  2458 N Clybourn Ave, Chicago, IL 60614

  Fantastic investment opportunity to own this rehabbed 4 flat in Lincoln Park! This building consists of one 3 bed, 2.5 bath with in unit laundry, one 3 bed, 2 bath, one 2 bed, one bath and one 1 bed, 1 bath. All units have been updated with newer kitchens, some with granite countertops, stainless appliances, refrigerators, dishwashers, microwaves, central air, gas forced air heating, onsite

  Berthene Christos Urban Abodes Chicago

  2458 N Clybourn Ave, Chicago, IL 60614
• 

  

  /14

  $160,000

  Pending

  • 2 Beds
  • 1 Bath
  • 778 Sq Ft

  11036 S Kilpatrick Ave Unit 3SE, Chicago, IL 60652

  Why rent when you can own? Welcome to this sunny 3rd-floor 2-bedroom, 1-bath condo offering comfort, style, and convenience. The sun-filled living room features sliding patio doors that lead to a spacious private balcony, perfect for morning coffee or relaxing evenings. Both bedrooms are generously sized with ample closet space. The updated full bathroom boasts a new vanity and toilet. The cozy

  Jennifer Cashman @properties Christie's International Real Estate

  11036 S Kilpatrick Ave Unit 3SE, Chicago, IL 60652
• 

  

  /15

  $514,900

  $5K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,800 Sq Ft

  2626 W Wilcox St, Chicago, IL 60612

  Spacious and move-in ready, this 3-story, 4-bedroom, 2-bath home with a walkout basement sits in the up-and-coming East Garfield Park neighborhood-an area with strong growth and investment potential. Features include an open main level, generous bedrooms, private outdoor space, and a finished basement with 2 separate entries-perfect for guests, a home office, or rental income. Highlights include

  Alison Aviles eXp Realty

  2626 W Wilcox St, Chicago, IL 60612
• 

  

  /22

  $299,900

  $15K PRICE DROP

  • 4 Beds
  • 2 Baths

  4405 W Marquette Rd, Chicago, IL 60629

  Magnificent Opportunity in West Lawn - Walking Distance to Midway Airport! Don't miss this exceptional opportunity in the highly desirable West Lawn neighborhood. This oversized, full-brick two-unit building offers tremendous potential for investors, or rehabbers looking to add value and maximize returns. Each unit features 2 bedrooms, 1 bathroom, a living room, separate dining room (with

  Enrique Zavala RE/MAX Mi Casa

  4405 W Marquette Rd, Chicago, IL 60629
• 

  

  /35

  $700,000

  • 5 Beds
  • 2 Baths

  3313 N Kenneth Ave, Chicago, IL 60641

  Rare opportunity to own a beautifully updated brick two-flat just steps from Kilbourn Park! This well-maintained investment property offers the perfect blend of immediate income and owner-occupant flexibility, featuring one vacant unit and one tenant-occupied unit leased through April 2028 at $1,930/month. Extensively renovated in 2018, the property showcases hardwood floors throughout both

  Patrick Shino Fulton Grace Realty

  3313 N Kenneth Ave, Chicago, IL 60641
• 

  

  /40

  $1,025,000

  Pending

  • 9 Beds
  • 3 Baths

  1113 S Racine Ave, Chicago, IL 60607

  Gut-Rehabbed beautiful LEGAL 3 flat with all new kitchens, cabinets, quarts countertops, stainless steel appliances, backsplashes, new bathrooms, showers/tubs, tile, flooring, washer / dryer in-unit, separate HVAC, exposed brick, high ceilings, high-rent with modern high-design custom finishes. Beautiful 1883 brick Victorian in top location in the UIC East Campus "Little Italy" neighborhood.

  Adam Saffro New Era Chicago, LLC

  1113 S Racine Ave, Chicago, IL 60607
• 

  

  /33

  $105,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  3806 W Washington Blvd Unit D1, Chicago, IL 60624

  Highly Desirable East Garfield Park! Bright and Airy 2 bed/ 2 Bath High 1st Floor Unit in Chicago's HIGHEST APPRECIATING up and coming area! Great for owner occupied living or WISE INVESTMENT W/ HIGH RENTAL MARKET!! Rental value average for this unit is 1500. SUPER EASY TO RENT! Newly remodeled unit with hardwood floors throughout, and open floor plan in CONSERVATORY MANOR! Amazing views of

  Jonie Montalbano @properties Christie's International Real Estate

  3806 W Washington Blvd Unit D1, Chicago, IL 60624
• 

  /2

  $45,000

  $5K PRICE INCREASE

  • Land
  • 0 Sq Ft

  9815 S Carpenter St, Chicago, IL 60643

  Excellent opportunity to build in the desirable Beverly/Washington Heights area of Chicago. This residential vacant lot offers approximately 4,687 square feet of land and is situated on a well-established block surrounded by residential homes. Ideal for a custom single-family residence with ample space for a garage, yard, and outdoor entertaining area. Conveniently located near schools, parks,

  Sparkle Wilson Blue Door Dave Inc

  9815 S Carpenter St, Chicago, IL 60643
• 

  

  /27

  $1,248,888

  $39K PRICE DROP

  • 9 Beds
  • 9 Baths

  3762 S Indiana Ave, Chicago, IL 60653

  WOW! ** NEW PRICE!! ** Don't miss out on 3762 S. INDIANA - a STUNNING, NEWER CONSTRUCTION (2022) THREE UNIT building in the heart of Bronzeville, designed for both SAVVY INVESTORS and owner-occupants seeking strong income potential. Each of the three expansive units features 3 BEDROOMS & 3 FULL BATHROOMS, offering an ideal layout for modern living. Thoughtfully designed interiors provide

  Keith Schumann @properties Christie's International Real Estate

  3762 S Indiana Ave, Chicago, IL 60653
• 

  

  /17

  $1,075,000

  • 12 Beds
  • 8 Baths

  5137 S Wabash Ave, Chicago, IL 60615

  HUGE, legal 4-unit property on an extra-wide lot, now ready for new ownership. Originally built in 2009 as individual condos, this building offers significantly larger units than most 3-4 flats in the area-giving it a clear competitive edge. All four apartments feature spacious 3-bedroom/2-bath layouts with stainless steel appliances, granite countertops, marble baths, fireplaces, and in-unit

  Michael Scanlon eXp Realty

  5137 S Wabash Ave, Chicago, IL 60615
• 

  

  /26

  $799,900

  Pending

  7727 S Carpenter St, Chicago, IL 60620

  Exceptional opportunity to own a fully-occupied, newly-renovated turnkey 6-unit brick building offering outstanding rental income and long-term stability. This investment property features six 3-bed/1-bath units, providing a total of 18 bedrooms and 6 bathrooms - ideal for strong, reliable cash flow. All units have central air, forced heat, stainless steel appliances, newly-renovated kitchens,

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

  7727 S Carpenter St, Chicago, IL 60620
• 

  

  /10

  $740,000

  $20K PRICE DROP

  • 10 Beds
  • 4 Baths

  521 E 46th Place, Chicago, IL 60653

  A rare opportunity to own a fully occupied, cash-flowing Graystone in the heart of Bronzeville-perfect for an owner-occupant or savvy investor. This classic building offers a total of 10 bedrooms and 4 bathrooms, combining timeless architectural character with meaningful updates. Features separate forced-air heating systems for all units, with two units equipped with central air conditioning.

  Tiffany Taylor Taylor Realty Group LLC

  521 E 46th Place, Chicago, IL 60653
• 

  

  /41

  $500,000

  Pending

  • 5 Beds
  • 4 Baths

  3659 S Union Ave, Chicago, IL 60609

  **Rare opportunity in Bridgeport with strong upside potential. Property is currently zoned RS-3 but has a long history of mixed-use and multi-unit configuration. Public record reflects multi-family classification. Ideal for investors or owner-occupants seeking conversion to multi-unit residential, redevelopment, or single-family use. Buyer to verify zoning, unit count, and compliance. Sold as-is.

  Craig Doherty @properties Christies International Real Estate

  3659 S Union Ave, Chicago, IL 60609
• 

  

  /23

  $399,900

  Pending

  • 6 Beds
  • 2 Baths

  8120 S Loomis Blvd, Chicago, IL 60620

  Beautiful Multi-Unit Investment Opportunity in Historic Auburn Gresham! Welcome to this charming 2-unit building located in the sought-after historic Auburn Gresham neighborhood, a fantastic opportunity for both investors and owner occupants alike! Each spacious unit offers 3 generously sized bedrooms and 1 full bathroom, featuring a bright and inviting living room, formal dining room, and a

  Colleen Berg Berg Properties

  8120 S Loomis Blvd, Chicago, IL 60620
• 

  

  /27

  $497,500

  $3K PRICE DROP

  • 4,236 Sq Ft

  735 E 88th St, Chicago, IL 60619

  OWNER FINANCING POTENTIALLY AVAILABLE - SUBJECT TO TERMS AND STRUCTURE. We are pleased to present for sale 735 E 88th, a six-unit multi-family investment property in the Chatham neighborhood of Chicago. The property is composed of six four-room 1-Bed/1-Bath apartments and a three-car garage that features updated electric, updated rear porch, central boiler heat (~8 years old), common hot water,

  Gene Hart 33 Realty

  735 E 88th St, Chicago, IL 60619

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