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Investment - Homes for Sale in Chicago, IL

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  • /3

    $90,000

    • Land
    • 0 Acre

    3333 S Indiana Ave, Chicago, IL 60616

    Opportunity Knocks at 3333 S. Indiana! This vacant lot in Bronzeville offers a rare chance to build exactly what you need in one of Chicago's most exciting neighborhoods. Design a modern single-family home, a multi-unit investment, or a custom project that fits your vision. The location is hard to beat! Just steps from IIT and minutes from downtown, McCormick Place, the lakefront, and major

    Kimberly Offord Coldwell Banker Realty

    3333 S Indiana Ave, Chicago, IL 60616
  • /5

    $210,000

    • 5 Beds
    • 2 Baths

    6815 S Green St, Chicago, IL 60621

    Investor Special! Well-maintained 2-Flat in growing Englewood with strong income potential. Estimated rents support a healthy CAP rate. Second-floor unit features a unique duplexed layout, creating a spacious 3BR with extra living space. Unfinished basement offers value-add potential for storage or additional units (pending permits). Secure off-street parking with cast iron gates. Turnkey

    Claes Brameus Coldwell Banker Realty

    6815 S Green St, Chicago, IL 60621
  • /76

    $769,900

    • 7 Beds
    • 5 Baths

    1800 S Jefferson St, Chicago, IL 60616

    INVESTORS !!! There is a front corner commercial space not counted in the 4 Unit building 400SQ/FT. LOCATION, LOCATION , LOCATION - Welcome! This urban newer renovated 4-Multi Unit Apartment Bldg. along with 1 commercial Kitchen store front. Is located on the corner of Jefferson and 18th Sreet. In vibrant East Pilsen one of Chicago's most dynamic neighborhoods. Experience this exceptional

    Ciso Contreras Realty of America, LLC

    1800 S Jefferson St, Chicago, IL 60616
  • /8

    $99,000

    • 4 Beds
    • 1 Bath
    • 700 Sq Ft

    12007 S Prairie Ave, Chicago, IL 60628

    4 bedroom/1 bath. Move in with a low mortgage or buy as an investment to rent. Large backyard. Large bedrooms.

    Tennille Winfrey Charles Rutenberg Realty

    12007 S Prairie Ave, Chicago, IL 60628
  • /9

    $119,900

    • 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
  • /22

    $7,000,000

    • 40,000 Sq Ft

    Unlisted Address

    Pleased to present the multifamily property at 7270 S. South Shore Dr. This asset represents a compelling investment opportunity in a vibrant community. The subject property is a 53-unit multifamily elevator building with a rooftop venue located in the heart of Chicago's tree-lined South Shore neighborhood. It is conveniently situated fifteen minutes from the Loop and one block from the

    Travis Montgomery Keller Williams ONEChicago

    Unlisted Address
  • /2

    $50,000

    • Land
    • 0.07 Acre
    • $714,286 per Acre

    824 W Garfield Blvd, Chicago, IL 60609

    Two Adjacent Lots for Sale - Prime Chicago Location! Address: 822-824 W Garfield Blvd, Chicago, IL 60609 Total Lot Size: Approx. 6,250 sq ft (each lot ~3,125 sq ft) Zoning: Residential - Vacant Land Ownership: Off-market, ready for transfer Why You'll Love It: Double the Opportunity: Two side-by-side lots offer flexibility for development-build two homes, a multi-unit, or a custom

    Spiro Georgelos Standard Properties Group LLC

    824 W Garfield Blvd, Chicago, IL 60609
  • /34

    $75,000

    • 4 Beds
    • 2 Baths
    • 1,353 Sq Ft

    10910 S Edbrooke Ave, Chicago, IL 60628

    This property presents a great opportunity for buyers seeking to add their own personal touches and create value. Featuring 4 generously sized bedrooms and 2 full bathrooms, the home provides ample living space for families or investors. While the property requires updates and repairs, it has a functional layout ready to be reimagined. Ideal for those seeking a project or investment. Conveniently

    Halina Zdanowski LPT Realty

    10910 S Edbrooke Ave, Chicago, IL 60628
  • /17

    $195,000

    • 1 Bed
    • 1 Bath
    • 840 Sq Ft

    535 N Michigan Ave Unit 1009, Chicago, IL 60611

    Experience the Energy of the City in the Heart of Chicago's Magnificent Mile! *****Welcome to the largest one-bedroom END UNIT in the building-quiet, spacious, and filled with natural light. This beautifully updated home features hardwood floors throughout, a generously sized bedroom with ample closet space, and oversized bay windows in both the living room and bedroom offering stunning city

    Shelley Hu Coldwell Banker Realty

    535 N Michigan Ave Unit 1009, Chicago, IL 60611
  • /22

    $490,000

    • 5 Beds
    • 2 Baths

    3736 W Cermak Rd, Chicago, IL 60623

    Stunning Greystone 2-Flat - A Turnkey Investor's Dream, where timeless charm meets modern luxury! All major work completed ensuring a hassle-free investment. Offering two spacious units. The first floor presents a unique opportunity to duplex down into the basement, which can create additional living or entertainment space. The second-floor unit features a third bedroom, maximizing rental

    Rachel Ruffin Executive Realty Group LLC

    3736 W Cermak Rd, Chicago, IL 60623
  • /8

    $215,000

    • 6 Beds
    • 2 Baths

    31 W 112th Place, Chicago, IL 60628

    Amazing investment opportunity! Framed 2 flat offering main floor current mo to mo tenant at 1200/mo. 2nd floor 3 bed 1 bath ready for its next tenant. Each unit has separate electric, HWH, and heat. Full unfinished basement has bath and shower rough-in. Enjoy current cash flow or make it your own investment.

    Mark Rantis Keller Williams Success Realty

    31 W 112th Place, Chicago, IL 60628
  • /45

    $784,900

    • 6 Beds
    • 5 Baths

    8423 W Wilson Ave, Chicago, IL 60656

    Impressive 6 bed, 5 bath home in the desirable Forest View subdivision, perfectly located near Schiller Woods and the Kennedy Expressway (I-90). Steps from bike paths, parks, shopping, dining, Mariano's, Harlem Irving Plaza, fitness studios and more! Only a 7-minute drive to Fashion Outlets of Chicago, Rosemont Theatre, and Parkway Bank Entertainment District. The 1st and 2nd floor each feature a

    Eva Sachman Turek Berkshire Hathaway HomeServices Chicago

    8423 W Wilson Ave, Chicago, IL 60656
  • /30

    $699,900

    • 6 Beds
    • 3 Baths

    5233 W Parker Ave, Chicago, IL 60639

    Welcome to 5233 W Parker, a beautifully maintained brick two-flat in the heart of Belmont Cragin. Both units are identical and feature spacious living rooms with bay windows that flood the space with natural light, separate dining rooms perfect for entertaining, three generous bedrooms with ample closet space, and bright kitchens with a cozy sitting area overlooking the yard, all enhanced by

    Leslie Roman Realty of America, LLC

    5233 W Parker Ave, Chicago, IL 60639
  • /50

    $400,000

    • 5 Beds
    • 3 Baths

    6241 S Troy St, Chicago, IL 60629

    Beautiful Multi-Unit Opportunity! This well-maintained property offers excellent investment potential. The first unit features two generously sized bedrooms with a large living room and separate dining room with a brand new kitchen and bath. While the second unit includes three comfortable bedrooms a large living room and new bathroom. Both floors include a back bonus room for an office or

    Diana Nufio Realty of America, LLC

    6241 S Troy St, Chicago, IL 60629
  • /25

    $559,000

    • 7 Beds
    • 3 Baths

    6336 S Eberhart Ave, Chicago, IL 60637

    GREAT WOODLAWN INVESTMENT OPPORTUNITY, NEW CONTRUCTION ALL AROUND, INCLUDES A NEW MULTI MILLION DOLLAR COMMUNITY CENTER JUST FOOTSTEPS AWAY. OBAMA LIBRARY NEARBY. Welcome to 6336 S Eberhart, a stunning newly rehabbed two-unit property that has been thoughtfully renovated from top to bottom. The spacious lower unit is duplexed into the basement, offering a generous layout with 4 bedrooms and 2

    Johnathan Clancy Keller Williams Premiere Properties

    6336 S Eberhart Ave, Chicago, IL 60637
  • /16

    $1,149,999

    • 7 Beds
    • 3 Baths

    2014 N Whipple St, Chicago, IL 60647

    Prime multi-unit investment opportunity offering both immediate cash flow and long-term stability. This well-maintained property is fully rented, including several long-term tenants, providing consistent income from day one. The first-floor unit has been recently renovated with modern finishes, while the upper levels remain occupied and performing. Located in the highly sought-after Logan Square

    Daniel Walus OnPath Realty Inc.

    2014 N Whipple St, Chicago, IL 60647
  • /3

    $149,900

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft

    7941 S Normal Ave, Chicago, IL 60620

    Amazing investment opportunity! 3 bed 1 bath with current cash flow. Full unfinished basement waiting for your ideas. Enjoy current cash flow or make it your own investment. Sold AS-IS.

    Mark Rantis Keller Williams Success Realty

    7941 S Normal Ave, Chicago, IL 60620
  • /2

    $130,000

    • 3 Beds
    • 2 Baths
    • 1,100 Sq Ft

    8515 S Aberdeen St, Chicago, IL 60620

    Amazing investment opportunity! 3 bed 2 bath 1-1/2 story, with an additional bedroom in the basement. Enjoy current cash flow or make it your own investment. Sold As-Is

    Mark Rantis Keller Williams Success Realty

    8515 S Aberdeen St, Chicago, IL 60620
  • /32

    $455,000

    • 7 Beds
    • 3 Baths

    4336 W Adams St, Chicago, IL 60624

    Gorgeous Greystone in Hot West Garfield! This unique 2 flat has just been rehabbed and boasts 7 bedrooms and 3 baths! The first floor has been duplexed to the basement with 2 bedrooms and a bath on each floor. Perfect for an owner's unit. Perfect investment for owner occupied, cash flow play, or related living! ! Too many upgrades to mention. Come check it out before it's gone!

    Ryan Cherney Circle One Realty

    4336 W Adams St, Chicago, IL 60624
  • /3

    $335,700

    • 9 Beds
    • 3 Baths

    4016 W Grenshaw St, Chicago, IL 60624

    Investment opportunity in North Lawndale! This multi-family property at 4016 W Crenshaw Street is being offered AS IS with tremendous upside potential. Currently fully occupied with established rental income and separate utilities in each unit. Conveniently located near public transportation including CTA trains and bus lines for easy commuting throughout Chicago. This well-positioned property

    Marquita Hollins Keller Williams Preferred Realty

    4016 W Grenshaw St, Chicago, IL 60624
  • /19

    $939,000

    • 9 Beds
    • 6 Baths

    4435 S Prairie Ave, Chicago, IL 60653

    Bronzeville newer construction investment property in vibrant neighborhood bustling with development. 7.9 Cap Rate and great opportunity for owner occupant. This exceptional three-flat building features spacious layouts with rear outdoor space and 3-car garage parking. Each of the three units offers **3 bedrooms and 2 baths**, boasting crisp, modern design and luxurious finishes throughout.

    Karen Biazar North Clybourn Group, Inc.

    4435 S Prairie Ave, Chicago, IL 60653
  • /25

    $375,000 Open Thu 6:45PM - 7:30PM

    • 4 Beds
    • 2 Baths

    917 W 34th Place, Chicago, IL 60608

    Discover pristine Bridgeport living in this stunning 2-unit gem, where both 2-bed/1-bath layouts are impeccably maintained and move-in ready. The first-floor duplex boasts charm and functionality, while the upstairs shines with clean, well-kept finishes-perfect for effortless multigenerational living, a savvy house-hack, or a turnkey investment overflowing with potential. Built on solid bones and

    Mehdi Chekkouri Real 1 Realty

    917 W 34th Place, Chicago, IL 60608
  • /32

    $525,000

    7335 S Michigan Ave, Chicago, IL 60619

    Popular and well-maintained brick 6-unit property featuring spacious modern 1,000 sq. ft. A-tier units thoughtfully designed with formal Living Rooms, Dining Rooms, and sun parlor spaces. Nestled on a quiet residential block, this building offers a large rear yard and a 4-car brick garage, providing both comfort and convenience for tenants. The property is fully occupied, ensuring immediate

    James Mattz Keller Williams Preferred Rlty

    7335 S Michigan Ave, Chicago, IL 60619
  • /11

    $94,900

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft

    115 E 60th St Unit 2, Chicago, IL 60637

    PERFECT FOR FIRST TIME HOME BUYER OR RENTAL INVESTMENT, THIS SECOND-FLOOR 2-BEDROOM, 1 FULL BATH, UPDATED CONDO OFFERS LOW TAXES AND LOW HOA FEES, MAKING IT AN EXCELLENT OPPORTUNITY FOR BUYERS. THE BATHROOM HAS BEEN COMPLETELY UPDATED, AND THE UNIT FEATURES FRESH PAINT AND HARDWOOD FLOORS THROUGHOUT, CREATING A BRIGHT AND INVITING SPACE FILLED WITH NATURAL LIGHT. ADDITIONALLY, IT INCLUDES A

    Daniel Walsh Prime Real Estate Group Inc

    115 E 60th St Unit 2, Chicago, IL 60637
  • /11

    $375,000

    • 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! 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 won't disappoint! Features:

    Jimmy Oliver Priority Plus Realty

    Unlisted Address
  • /11

    $72,000

    • 1 Bed
    • 1 Bath

    7337 S South Shore Dr Unit 1024, Chicago, IL 60649

    Welcome to this stunning condo, perfectly located right off the lake in one of Chicago's fastest-growing markets! This well-managed and exceptionally clean building offers top-tier amenities, including a dry cleaner, convenience store, laundry room, workout facility, sauna, and an event space with breathtaking lake views. Inside, you'll find a beautifully updated kitchen with sleek quartz

    Tom Sweeney Baird & Warner

    7337 S South Shore Dr Unit 1024, Chicago, IL 60649
  • /38

    $579,000

    • 3 Beds
    • 2 Baths
    • 1,550 Sq Ft

    1310 N Ritchie Ct Unit 7D, Chicago, IL 60610

    Exclusive Gold Coast Investment Opportunity. Elevated city living meets smart investing in this rare 3-bedroom, 2-bath residence in the heart of Chicago's prestigious Gold Coast. Located on the 7th floor of the boutique Ritchie Tower, this home is one of just 10 units in the entire building, offering unmatched privacy and exclusivity. The spacious floor plan features an open living and dining

    Amy Chantayod Coldwell Banker Realty

    1310 N Ritchie Ct Unit 7D, Chicago, IL 60610
  • /16

    $419,900

    • 9 Beds
    • 3 Baths

    4936 S Loomis St, Chicago, IL 60608

    Solid brick 3-unit building featuring three spacious apartments, each with 3 bedrooms and 1 bath. All units are equipped with newer windows, in-unit laundry, maple cabinets, and granite countertops. Two units are currently occupied, providing immediate rental income. A great investment opportunity with strong potential!

    Jaime Birks eXp Realty

    4936 S Loomis St, Chicago, IL 60608
  • /14

    $68,000

    • 2 Beds
    • 2 Baths
    • 651 Sq Ft

    6431 S Racine Ave, Chicago, IL 60636

    Great investment opportunity in the Englewood neighborhood! This 2-bedroom. 2-bathroom frame home offers a functional layout with spacious living areas and added versatility with a full finished basement. This property sits on a good sized yard, providing room for outdoor living, gardening, or expansion. While the home needs work, it has solid potential for investors, rehabbers, or buyers

    Michael Olszewski Area Wide Realty

    6431 S Racine Ave, Chicago, IL 60636
  • /9

    $569,000

    • 3 Beds
    • 3 Baths

    4135 N Monticello Ave, Chicago, IL 60618

    3 flat in Irving Park neighborhood. Tenant on 2nd floor lease expires November 1, 2025. Each floor has one bedroom and den/office and full kitchen. Each floor has back porch room. Each unit separate heat and electric. Near public transportation and Kennedy Exp. Great investment! AS IS condition.

    Terry Young RE/MAX PREMIER

    4135 N Monticello Ave, Chicago, IL 60618
  • /2

    $50,000

    • Land
    • 0 Acre

    5015 S Fairfield Ave, Chicago, IL 60632

    Great opportunity to own a residential, fenced lot ready for your vision! Build your dream home or investment property on this spacious parcel. Conveniently located near schools, shopping, dining, and transportation. Utilities are nearby, making it an ideal spot for new construction. Don't miss the chance to create the home you've been envisioning!

    Cynthia Chavez Keller Williams Infinity

    5015 S Fairfield Ave, Chicago, IL 60632
  • /25

    $559,000

    • 6 Beds
    • 3 Baths

    2536 N Austin Ave, Chicago, IL 60639

    Welcome to this beautifully maintained, all-brick two-unit building in Chicago's desirable Belmont Cragin neighborhood. Whether you're an investor seeking steady rental income or looking for the perfect space for multi-generational living, this versatile property checks all the boxes. Step inside to discover two bright and spacious units, each featuring generous living areas, modern finishes, and

    Roberta Ruiz Baird & Warner, Inc.

    2536 N Austin Ave, Chicago, IL 60639
  • /8

    $585,500

    • 4 Beds
    • 4 Baths

    10640 S Walden Pkwy, Chicago, IL 60643

    Well maintained Beverly 4-unit building is just steps from the Metra train station and walking distance of restaurants and shops on Western Avenue. This fully occupied building features (4) 1Bed/1 Bath units, all of which have updates. The units are currently leased at below-market rates to long-term tenants, making this property a stable cash flow investment that will provide long-term financial

    Julie Norris McHugh Development & Construction INC

    10640 S Walden Pkwy, Chicago, IL 60643
  • /22

    $179,900

    • 5 Beds
    • 2 Baths

    2244 S Drake Ave, Chicago, IL 60623

    GREAT INVESTMENT OPPORTUNITY FOR THE SAVVY INVESTOR SOLD IN "AS IS" CONDITION, NO REPAIR CREDIT OFFERED, NO SURVEY OR TERMITE INSPECTION, TAX PRORATIONS 100%, BUYER TO VERIFY ROOM COUNT AND ALL SQ FOOTAGE. PROOF OF FUNDING/PRE-APPROVAL LETTER MUST ACCOMPANY ALL OFFERS.

    Emelin Brown Realty of America, LLC

    2244 S Drake Ave, Chicago, IL 60623
  • /26

    $799,000

    • 4 Beds
    • 2 Baths

    3080 N Davlin Ct, Chicago, IL 60618

    Incredible Investment Opportunity in Avondale! Located on a rare oversized 30 x 142 Chicago lot, this solid brick 2-flat with a garden unit offers versatility, income potential, and recent updates in one of the city's most vibrant neighborhoods. Each unit-first floor, second floor, and garden-features 2 spacious bedrooms and 1 full bathroom. All units include central air and have separate

    Erin Murphy Coldwell Banker Real Estate Group

    3080 N Davlin Ct, Chicago, IL 60618
  • /44

    $859,900 Open Sat 11AM - 12:30PM

    • 7 Beds
    • 3 Baths

    4624 N Springfield Ave, Chicago, IL 60625

    Be captivated by this move-in ready, vacant prime Albany Park 3-flat-a rare investment opportunity! This renovated legal 3-flat is a true gem located on a charming tree-lined street in Albany Park, a vibrant neighborhood celebrated for its cultural diversity, thriving local dining scene, walkable streets, and convenient access to top-rated schools, parks, and public transit. Unit 1 and Unit 2

    Maria DelBoccio @properties Christie's International Real Estate

    4624 N Springfield Ave, Chicago, IL 60625
  • /14

    $365,000

    • 7 Beds
    • 3 Baths

    7100 S Prairie Ave, Chicago, IL 60619

    Great "live in" investment opportunity! This sturdy structured 2unit, features a duplex down from the 1st floor to the basement. The duplex unit has 4beds 2baths and the 2nd floor unit has 3beds 1bath. Located 3 blocks from the express way and surrounded by public transportation.

    Perdure Carter Realty of America, LLC

    7100 S Prairie Ave, Chicago, IL 60619
  • /4

    $124,900

    • 4 Beds
    • 1 Bath
    • 1,780 Sq Ft

    1809 W 71st St, Chicago, IL 60636

    This classic brick bungalow is a blank canvas ready for your vision! In need of a complete gut rehab, this property is perfect for savvy investors or homeowners looking to create their dream space from the ground up. With solid bones and endless potential, you can design every detail to fit your style or maximize your return on investment. Whether you're planning a stunning personal residence or

    Dhereck Gomez 33 Realty

    1809 W 71st St, Chicago, IL 60636
  • /17

    $539,000

    • 10 Beds
    • 4 Baths

    5310 S Wolcott Ave, Chicago, IL 60609

    Beautifully 2025 Remodeled 3-Unit Investment Property in great Location! A Rare Opportunity to own a Brick triplex ideal for investors, owner-occupants, or multi-generational living. Unit 3, duplexed up features 4 beds/1.5 bath with 2 living areas, new kitchens (quartz countertops, stainless steel appliances, In unit Washer/Dryer (installed before closing)), new plumbing, new electric, new

    Ali Sana HomeSmart Realty Group

    5310 S Wolcott Ave, Chicago, IL 60609
  • /25

    $85,000

    • 2 Beds
    • 1 Bath
    • 1,188 Sq Ft

    715 E 91st Place, Chicago, IL 60619

    Discover the opportunity to transform potential into perfection at 715 E 91st Pl, Chicago, IL 60619 - a charming brick bungalow located in the heart of the Burnside/Chatham area, one of the city's historically rich and community-focused neighborhoods. This 2-bedroom, 1-bath single-family home may need vision and elbow grease, but it holds incredible promise for the right buyer with creativity,

    Fernando Godoy eXp Realty

    715 E 91st Place, Chicago, IL 60619

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