Investment - Homes for Sale in Chicago, IL

• 

  

  

  /19

  $139,900

  • 4 Beds
  • 1 Bath
  • 1,368 Sq Ft

  2751 W Maypole Ave, Chicago, IL 60612

  ATTENTION INVESTORS & REHABBERS! INCREDIBLE OPPORTUNITY IN A RAPIDLY DEVELOPING, UP-AND-COMING AREA. LARGE NO HOA TOWNHOUSE/ROW HOUSE WITH TREMENDOUS UPSIDE POTENTIAL. FEATURES 2 LEVELS OF LIVING SPACE INCLUDING LIVING ROOM, DINING ROOM, KITCHEN, 4 BEDROOMS, 1 FULL BATH, AND A FULL BASEMENT. SOLID LAYOUT READY FOR YOUR RENOVATION IDEAS. PROPERTY REQUIRES COMPLETE REHAB AND IS BEING SOLD STRICTLY

  Ngocmai Huynh VNT Realty

  2751 W Maypole Ave, Chicago, IL 60612
• 

  

  

  /3

  $30,000

  • Land
  • 0 Acre

  1212 N La Salle Dr Unit 313, Chicago, IL 60610

  MUST BE A UNIT OWNER AT 1212 N LASALLE TO PURCHASE. Prime Gold Coast/ Old Town location. This is an extra large and wide self parking spot that can accommodate a large SUV! On preferred level 3 which is indoors. This spot currently rents at $250/month. Garage is camera monitored 24/7. Easy self park access with fob. Ideal neighborhood. A great investment!

  Debra Flynn Baird & Warner

  1212 N La Salle Dr Unit 313, Chicago, IL 60610
• 

  

  

  /18

  $329,000

  • 5 Beds
  • 3 Baths

  Unlisted Address

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

  Jimmy Oliver Priority Plus Realty

  Unlisted Address
• 

  

  

  /29

  $135,000

  • 6 Beds
  • 2 Baths

  11540 S Yale Ave, Chicago, IL 60628

  In the market for a pretty much turnkey rental at a value than this spacious two unit is the one for you! Located in the West Pullman community which has seen values on the rise as of late, this jumbo building offers two units which are very generous in size and have some modern updates already completed! Each unit has similar floor plans with formal living room and dining room, three spacious

  Ryan Smith RE/MAX Premier

  11540 S Yale Ave, Chicago, IL 60628
• 

  

  /2

  $265,000

  • 5 Beds
  • 2 Baths

  6952 S Ada St, Chicago, IL 60636

  Step into a truly "ready-to-go" investment or owner-occupied opportunity. This classic Chicago 2-flat has been meticulously rehabbed inside and out (2017), offering modern comforts while retaining its sturdy frame construction. Whether you are looking to house-hack or expand your rental portfolio, this property is designed for low-maintenance living.

  Lucretia Martin Chicago Style Management LLC

  6952 S Ada St, Chicago, IL 60636
• 

  

  /5

  $1,250,000

  • 6,850 Sq Ft

  1734 W Estes Ave, Chicago, IL 60626

  Great investment opportunity with this improved Multi-Family Building in Rogers Park! Great location at Estes & N Clark, this building has 8 units- 2 Two Bedroom Units and 6 One Bedroom Units. Zoned B3-2, this building does have a newer roof, updated electric and mechanicals. Most of the units have long term tenants, with one unit needing a rehab, and another the rehab has started. This does have

  Brett McIntyre john greene, Realtor

  1734 W Estes Ave, Chicago, IL 60626
• 

  

  /10

  $187,000

  • 3 Beds
  • 1.5 Baths
  • 1,000 Sq Ft

  5359 S Lowe Ave, Chicago, IL 60609

  All Brick home, with 2-car garage Grab this Investor Special before the market gets too hot !! THIS IS A TURNKEY INVESTMENT !!! Low maintenance !! Low mortgage !! New investors become instant boss !! Existing investors add strong property to portfolio !! Start CASH-FLOWING on DAY ONE !!

  Henry Torn ListWithFreedom.com

  5359 S Lowe Ave, Chicago, IL 60609
• 

  

  /15

  $165,000

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft

  9214 S Woodlawn Ave, Chicago, IL 60619

  Welcome to your dream home at 9214 S Woodlawn Ave! Nestled in a tranquil neighborhood with tons of development, this beautifully rehabbed 3-bedroom, 1-bathroom gem exudes modern elegance and comfort. The kitchen is equipped with brand-new appliances, custom cabinetry, and quartz countertops. Large windows flood the living spaces with an abundance of natural light, creating a warm and inviting

  Amir Abed Kale Realty

  9214 S Woodlawn Ave, Chicago, IL 60619
• 

  

  /18

  $335,000

  • Studio
  • 1,566 Sq Ft

  1615 S Komensky Ave, Chicago, IL 60623

  Updated 2-unit building offering a solid investment opportunity in North Lawndale. Each unit features 2 bedrooms and 1 bathroom, making this property well suited for investors seeking rental income. Both units have undergone recent renovations and include modern kitchens and bathrooms with stainless steel appliances, granite countertops, and quality cabinetry. Exterior improvements include a

  Anthony Ramirez Keller Williams Realty Signature

  1615 S Komensky Ave, Chicago, IL 60623
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  /58

  $489,000

  2916 W 25th Place, Chicago, IL 60623

  Introducing 2916 w 25th place a legal 5 unit property with an all-brick 4-unit building in the front and a coach house in the rear. Conveniently located close to all that little village has to offer. It is perfect for either an owner-occupant or an investor. this property is a fantastic investment. The building is commuter-friendly, with nearby shopping, dining, and recreational options. It's

  Mitir Patel Essex 312, LLC

  2916 W 25th Place, Chicago, IL 60623
• 

  

  /28

  $842,500

  • 7 Beds
  • 4 Baths

  4728 N Kennicott Ave, Chicago, IL 60630

  Located in the hot Mayfair community is this beautifully unique and completely transformed 2 flat with stunning contemporary finishes. Features include: large casement windows allowing lots of light into the units, hardwood flooring thru-out, open sleek kitchen concept with high-end stainless steel appliances complete with in-unit laundry and separate utilities. The first unit is duplexed down

  Tish Herrera Baird & Warner

  4728 N Kennicott Ave, Chicago, IL 60630
• 

  

  /21

  $139,900

  • 1 Bed
  • 1 Bath

  345 E Eastgate Place Unit 204, Chicago, IL 60616

  This Eastgate Village 1BR/1BA condo is nestled in the heart of Cambridge Place, offering an ideal blend of city living and serene access to Chicago's lakefront. Large windows fill the living spaces with natural light, while the thoughtfully designed open layout maximizes both comfort and livability. The spacious bedroom features generous closet space. The kitchen offers ample cabinetry and

  The Vanna Group, Diane & Bob Baird & Warner

  345 E Eastgate Place Unit 204, Chicago, IL 60616
• 

  

  /3

  $300,000

  • Land
  • 0.37 Acre
  • $810,811 per Acre

  5721 S State St, Chicago, IL 60621

  This oversized city lot (approx. 15,946 sq ft) offers a rare opportunity for developers and investors to create something substantial in Chicago's Washington Park neighborhood. With nearly four times the size of a standard Chicago lot, this property provides maximum flexibility for residential or mixed-use development. Washington Park is experiencing growth and revitalization, supported by

  Sanina Ellison Re-CHRG Inc

  5721 S State St, Chicago, IL 60621
• 

  /2

  $299,000

  • 4 Beds
  • 2 Baths

  225 W 108th Place, Chicago, IL 60628

  Come see this nice 2unit building a Great investment property fully rented, with a full living room and dining room and 2 bedrooms in each unit with recent updates on electricity and plumbing, roof and furnace. Tenant pays electric and gas conveniently located close to schools and shopping areas. Easy access to major highways interstate I94 & I57

  Winston Robbins Hometown Real Estate Group LLC

  225 W 108th Place, Chicago, IL 60628
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  /13

  $134,000

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft

  1060 W Hollywood Ave Unit 412, Chicago, IL 60660

  Great opportunity in a well-located building with no rental cap, offering flexibility for both homeowners and future investment potential. This unit is ready for a full update, providing the chance to design and customize the space to your own style. With a functional layout and strong potential, it's an ideal option for buyers looking to create value and make it their own. The building features

  Shlomo Arel Kale Realty

  1060 W Hollywood Ave Unit 412, Chicago, IL 60660
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  /40

  $1,398,000

  • 7 Beds
  • 4 Baths

  3809 N Kenmore Ave, Chicago, IL 60613

  TWO CITY APPROVED UNITS WITH THE POSSIBILITY OF ADDING ONE OR TWO ADDITIONAL APPROVED UNITS. Prime Investment Opportunity! Nestled in the heart of Lakeview/Wrigleyville, this high-income, multi-unit property offers a unbeatable location just steps from Wrigley Field. Whether you're an investor looking for a lucrative rental property or a homeowner eager to live in one of Chicago's most vibrant

  Cory Jones eXp Realty - St. Charles

  3809 N Kenmore Ave, Chicago, IL 60613
• 

  

  /41

  $595,000

  • 5 Beds
  • 3 Baths

  2165 N Moody Ave, Chicago, IL 60639

  Rare Legal Brick 3-Flat! Features two identical 2BR/1BA units and a stunning 1BR/1BA garden unit (gut-rehabbed in 2022 w/ new kitchen, bath, & electric). Meticulously maintained by long-term owners. Major upgrades include new furnaces (2023) for garden/1st floors. The building features coin laundry and a 2-car garage. Tenants pay electric. Incredible opportunity to capture market-rate rents in a

  Miguel Lopez Redfin Corporation

  2165 N Moody Ave, Chicago, IL 60639
• 

  

  /16

  $700,000

  2318 S Homan Ave, Chicago, IL 60623

  2318 S Homan Ave is a well-maintained and thoughtfully updated 6-unit multifamily investment property located in the heart of Chicago's vibrant Little Village neighborhood. This solid brick building has seen extensive capital improvements, presenting an excellent opportunity for a savvy investor seeking both strong in-place cash flow and long-term upside. Each apartment is equipped with newer

  Davis Edgerly 33 Realty

  2318 S Homan Ave, Chicago, IL 60623
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  /26

  $274,900

  • 4 Beds
  • 3 Baths
  • 1,600 Sq Ft

  7521 S Parnell Ave, Chicago, IL 60620

  Step into this fully updated 4-bedroom, 2.5-bath with a newly finished home offering the perfect balance of modern design and everyday comfort. Located in Greater Grand Crossing, this home sits on a block experiencing strong growth, with a mix of new development and long-established residences. Inside, you'll find a bright, open feel with clean, contemporary finishes throughout. The home features

  Marisol Doblado Compass

  7521 S Parnell Ave, Chicago, IL 60620
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  /8

  $299,918

  • 8 Beds
  • 4 Baths

  822 N Leclaire Ave, Chicago, IL 60651

  Own a piece of classic Chicago architecture with this turn-of-the-century Greystone 3-flat in the Austin neighborhood. Rich in character and timeless curb appeal, 822 N. LeClaire showcases striking stone detailing, decorative carvings, and vintage architectural charm that make this property truly stand out. Ideal for an owner-occupant or investor, this multi-unit building offers strong income

  Dean Chowaniec RE/MAX 10

  822 N Leclaire Ave, Chicago, IL 60651
• 

  

  /20

  $499,999

  8142 S Maryland Ave, Chicago, IL 60619

  DON'T MISS THIS EXCEPTIONAL OPPORTUNITY TO OWN A WELL-MAINTAINED, FULLY OCCUPIED 6-UNIT BUILDING IN THE DESIRABLE CHATHAM NEIGHBORHOOD OF CHICAGO. THIS TURN-KEY PROPERTY OFFERS A STABLE, INCOME-GENERATING ASSET WITH A SOLID TENANT BASE. UNIT MIX INCLUDES: THREE SPACIOUS 3-BEDROOM, 1-BATH UNITS & THREE WELL-KEPT 2-BEDROOM, 1-BATH UNITS. WHETHER YOU'RE A SEASONED INVESTOR OR JUST ENTERING THE

  Chanan Dozier Compass

  8142 S Maryland Ave, Chicago, IL 60619
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  /16

  $89,000

  • Studio
  • 1 Bath
  • 700 Sq Ft

  5470 S Archer Ave Unit 3B, Chicago, IL 60638

  Attention investors and buyers seeking affordable, low-maintenance living! This charming studio condo located on the 3rd level offers a smart and efficient layout in a highly convenient Midway location. Perfectly positioned in the heart of the Midway area, this unit provides easy access to everyday essentials and major transportation options. Enjoy close proximity to shopping, restaurants, public

  Jaime Birks eXp Realty

  5470 S Archer Ave Unit 3B, Chicago, IL 60638
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  /4

  $127,500

  • Land
  • 0 Acre

  6819 S Ashland Ave, Chicago, IL 60636

  Great Investment Opportunity - South Chicago! Prime land in a high-traffic area with C1-2 zoning, perfect for mixed-use commercial and residential development. Strategic location with easy access to I-90 - downtown Chicago in under 10 minutes! Highlights: C1-2 zoning: wide range of development potential. Close to Kennedy-King College, Ogden Park & public transit. Strong visibility and

  Claudia Galaviz RE/MAX Mi Casa

  6819 S Ashland Ave, Chicago, IL 60636
• 

  

  /15

  $99,700

  • 4 Beds
  • 2 Baths

  Unlisted Address

  INVESTOR OPPORTUNITY: Two-Flat Sold AS-IS 100 W 104th St, Chicago, IL 60628 - Fernwood $99,700 | AS-IS SALE Exceptional investment opportunity in Fernwood! This 1930 two-flat offers 2,121 square feet with 4 bedrooms and 2 bathrooms across 2 income-producing units, plus a 2-car garage and full basement. PROPERTY FEATURES: 4 bedrooms | 2 bathrooms 2,121 square feet of living space 2-unit

  Henry Jones Manifest Homes Corporation

  Unlisted Address
• 

  

  /23

  $645,000

  • 9 Beds
  • 4 Baths

  4247 W Haddon Ave, Chicago, IL 60651

  Fully remodeled 3-unit building in the heart of West Humboldt Park! Situated on a spacious double lot, this property offers separate utilities for each unit, providing convenience and efficiency. Granite counter tops. New Kitchens, new bathrooms. Features include a fenced yard for added privacy and a durable shingle roof. An excellent investment opportunity or perfect for owner-occupants. Don't

  Maria Jerusalimiec Inter-City Realty, Inc.

  4247 W Haddon Ave, Chicago, IL 60651
• 

  

  /14

  $79,900

  • 2 Beds
  • 1 Bath
  • 955 Sq Ft

  10721 S Prairie Ave, Chicago, IL 60628

  Excellent investment or rehab opportunity on a quiet residential block in Chicago's Roseland neighborhood. This solid brick 2-bedroom, 1-bath home offers a spacious layout, full basement, and great bones ready for your updates. Perfect for a fix-and-flip, rental, or first-time investor project. Conveniently located near schools, parks, shopping, and public transportation, with quick access to

  Alfred Rotiroti GenStone Realty

  10721 S Prairie Ave, Chicago, IL 60628
• 

  

  /35

  $2,495,000 Open Wed 4PM - 6PM

  • 7 Beds
  • 6 Baths

  1705 W Leland Ave, Chicago, IL 60640

  An exceptional opportunity awaits in the vibrant Ravenswood neighborhood. This handsome, historic residence combines elegant style, modern comfort, and rare investment potential. The property features a stunning luxury owner's duplex-up plus three well-appointed rental apartments, offering both refined living and multiple income streams. The owner's duplex-up is a true showpiece, with expansive

  Keith Goad Berkshire Hathaway HomeServices Chicago

  1705 W Leland Ave, Chicago, IL 60640
• 

  /2

  $165,000

  • 3 Beds
  • 3 Baths
  • 1,450 Sq Ft

  6858 S Calumet Ave, Chicago, IL 60637

  This is the Best Investment Property Opportunity here! Investors/Rehabber or Owner Occupied, this SFH features 3 bedrooms and 3 baths. Instant Cash Flow! Tenants already in place. At this price point it wont last long! Make your appointments today!*Please don't disturb the tenants.*

  Rochelle Millsapp Visions Manifested Realty LLC

  6858 S Calumet Ave, Chicago, IL 60637
• 

  /2

  $819,000

  • 10 Beds
  • 6 Baths

  8059 S Paulina St, Chicago, IL 60620

  Beautiful corner building which has been maintained in superior fashion! This property includes 3 units with 3 beds/2 baths in each. A 4th unit with 1 bed and recently updated 1 bath is located in the basement. Filled with beautiful vintage charm, many original details and extraordinary character! This property has only had only two owners. You will be impressed with condition of each unit as

  Lauren Williams Infiniti Properties, Inc.

  8059 S Paulina St, Chicago, IL 60620
• 

  /2

  $26,500

  • Land
  • 0 Acre

  210 S Desplaines St Unit P-003, Chicago, IL 60661

  Indoor heated garage parking space at The Edge. Located on the lower level Self-park. You do not have to be a residential unit owner to own a parking space in the building. If purchased as an investment, the space can be rented to a nonresident.

  Bobbie Warren Real People Realty

  210 S Desplaines St Unit P-003, Chicago, IL 60661
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  /2

  $75,000

  • Land
  • 0 Acre

  2238 S Ridgeway Ave, Chicago, IL 60623

  Prime development opportunity in Chicago's Little Village / South Lawndale neighborhood. Oversized C1-2 zoned vacant lot (approx. 46x129) offering excellent potential for mixed-use or residential development, including possible multi-unit construction. Located on a developing block with new investment nearby and close to schools, shopping, public transportation, and recreation including

  Nima POURIAN Realistic Realty LLC

  2238 S Ridgeway Ave, Chicago, IL 60623
• 

  /2

  $21,000

  • Land
  • 0 Acre

  10 E Ontario St Unit S719, Chicago, IL 60611

  Secure, deeded self-park garage space ideally located in the heart of River North. Situated on the 7th floor, this parking spot offers convenient access and 24/7 monitored security. An excellent investment opportunity, as ownership is not restricted to building residents and the space may be leased to non-residents.

  Sharon Rizzo RE/MAX Premier Luxury Collection

  10 E Ontario St Unit S719, Chicago, IL 60611
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  /3

  $130,000

  • Land
  • 0 Acre

  6409 S Drexel Ave, Chicago, IL 60637

  Also available: 6415 Drexel (permitted for multi-family), 6413 Drexel (permitted for multi-family), & 6411 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

  Karen Fedyk Baird & Warner

  6409 S Drexel Ave, Chicago, IL 60637
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  /2

  $4,700

  • Land
  • 0 Acre

  2720 W Cortland St Unit P33, Chicago, IL 60647

  ENCLOSED PARKING SPACE IN A PRIVATE GARAGE. THIS PARKING SPACE IS OFF THE ALLEY IN A CONVENIENT 3 CAR GARAGE. THIS SPACE IS FOR ONE SMALLER CAR, MOTORCYCLE, OR USE FOR STORAGE. ANYONE FROM THE AREA CAN BUY THIS PARKING SPACE, WHICH IS IN SHORT SUPPLY IN THE AREA. PROTECT YOUR INVESTMENT AND THE HASSLE OF STREET PARKING WITH THIS SECURE SPACE.

  Timothy Gray The Chicagoland RE Auction Co.

  2720 W Cortland St Unit P33, Chicago, IL 60647
• 

  

  /3

  $488,000

  • Land
  • 0.06 Acre
  • $8,133,333 per Acre

  1003-1005 W 31st St, Chicago, IL 60608

  An exceptional investment opportunity awaits in the heart of Bridgeport. This rare double lot, with a separate PIN and B2-2 zoning, offers tremendous potential for a multi-unit residential development or a mixed-use building. Ideally located next to neighborhood favorites such as Bridgeport Coffee and Maria's Wine Bar, the property is surrounded by a vibrant and thriving community. Just five

  Michael Ng Mango Realty Group

  1003-1005 W 31st St, Chicago, IL 60608
• 

  

  /22

  $829,000 New Construction

  • 9 Beds
  • 6 Baths

  6220 S King Dr, Chicago, IL 60637

  Gorgeous NEW Construction 3-unit in prime Woodlawn Location, with 2 of the 3 units already rneted. Built by an experienced local builder and includes a 1-year developer's warranty. Contemporary & Modern design with the perfect blend of city living and convenience. Each unit has a spacious, open-concept layout and condo-quality features, such as 42" cabinets, stainless steel appliances, recessed

  Lawrence Dunning Fulton Grace Realty

  6220 S King Dr, Chicago, IL 60637
• 

  

  /10

  $1,325,000

  • 5,200 Sq Ft

  Unlisted Address

  Turn-key Logan Square investment opportunity. Rare chance to acquire a fully gut-rehabbed five-flat on an oversized lot, tucked away on a quiet residential block just steps from Mozart Park and a quick three-minute bike ride to the 606 Trail. The building underwent a comprehensive gut renovation in 2019, including new gutters and downspouts, windows, rear steel porch, wrought iron fencing, all

  Chris Gomes Jameson Sotheby's Intl Realty

  Unlisted Address
• 

  

  /25

  $3,250,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  1931 N Sheffield Ave, Chicago, IL 60614

  RARE OPPORTUNITY MAIN HOUSE 3 BEDS, 2.5 BATHS 2400 SQUARE FEET WITH COACH HOUSE 4 BEDS, 2.5 BATHS, 2600 SQUARE FEET TOTAL 5000 SQUARE FT. Experience refined living in the heart of Chicago's historic Sheffield and Armitage district. This exceptional property combines timeless elegance with modern comfort, surrounded by premier dining, boutique shopping, and convenient Metra access. The main

  Michael Broccolino Berkshire Hathaway HomeServices Chicago

  1931 N Sheffield Ave, Chicago, IL 60614
• 

  

  /17

  $180,000

  • 1 Bed
  • 1 Bath
  • 650 Sq Ft

  4144 N Sheridan Rd Unit 409, Chicago, IL 60613

  Welcome to 4144 N Sheridan in Chicago's Buena Park neighborhood, located in Buena Park at The Park Sheridan-a well-cared-for vintage mid-rise known for its enduring construction and architectural character. Buildings from this era were built to last, and you feel that stability the moment you walk in. This north-facing unit is bright and comfortable, featuring hardwood floors and a private

  Erin Booker Engel & Voelkers Chicago North Shore

  4144 N Sheridan Rd Unit 409, Chicago, IL 60613
• 

  /2

  $16,000

  • Land
  • 0 Acre

  5926-28 S Ada St, Chicago, IL 60636

  Double Lot 48x125! Two Pins. Property 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 invest

  Ronald Ohr Avenue 1 Realty Group

  5926-28 S Ada St, Chicago, IL 60636

Showing Results 481 - 520, Page 13 of 15