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Investment - Homes for Sale in Chicago, IL

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  • /19

    $459,900

    • 4 Beds
    • 3 Baths

    1818 W 46th St, Chicago, IL 60609

    Beautifully rehabbed 2-flat in the heart of Chicago, built with quality builder-grade finishes, each unit features a spacious 2 bedrooms and 1 bathroom, perfect for tenants or owner-occupants. The first-floor unit offers a duplex basement, adding valuable living space and versatility. With a total of 3 bathrooms across both units, this property provides excellent rental potential or a perfect

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    Maricela Cuevas

    Realty of America, LLC

    (773) 902-0934

    1818 W 46th St, Chicago, IL 60609
  • /16

    $105,000

    • 3 Beds
    • 1.5 Baths
    • 1,300 Sq Ft

    8607 S Morgan St, Chicago, IL 60620

    This charming 3-bedroom, 1.1-bath home is located in the desirable Auburn Gresham community. Ideal for first-time buyers or investors, the property offers comfort, functionality, and great income potential. It is currently rented for $1,400 per month with a reliable month-to-month tenant who is current on rent, providing immediate cash flow. With the right updates, there is also room to increase

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    Tameka Lewis-Madkins

    Keller Williams Preferred Rlty

    (872) 327-6672

    8607 S Morgan St, Chicago, IL 60620
  • /25

    $108,000

    • 3 Beds
    • 1 Bath
    • 1,318 Sq Ft

    9222 S Ada St, Chicago, IL 60620

    PRICE REDUCTION! Investor Opportunity Alert! This classic brick bungalow at 9222 S Ada just became an even better deal. Featuring 3 bedrooms, 1 bath, a full unfinished basement, and a walk-up attic, this home offers the kind of space and layout investors love. Some fire damage in the attic means it's not for the faint of heart-but for the creative visionary - it's a golden chance to build instant

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    Tamika Marks

    Trademarks & Associates

    (312) 685-3016

    9222 S Ada St, Chicago, IL 60620
  • /19

    $189,000

    • 4 Beds
    • 2 Baths

    8220 S Wolcott Ave, Chicago, IL 60620

    Fantastic opportunity in Auburn Gresham! Bring your design ideas to this modestly updated 2-unit property. Well cared for and filled with charming vintage details, the building offers great natural light and excellent curb appeal. The basement includes a small mechanical area only. The spacious backyard is perfect for gardening or outdoor entertaining-add fencing for privacy or convert the space

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    Laraine Hanson

    Laraine Hanson

    (872) 304-5595

    8220 S Wolcott Ave, Chicago, IL 60620
  • /17

    $199,900

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft

    238 W 31st St Unit 4W, Chicago, IL 60616

    **Motivated Long Time Owner** Investor Goldmine or Perfect First Home. This 3-bedroom condo near IIT and Bridgeport is packed with potential and ready for your personal touch. Whether you're a first-time buyer looking to stop renting or an investor eyeing strong returns, this property checks all the boxes: NO RENT CAP and AIRBNB FRIENDLY Building (Rare Find these days) and unbeatable access to

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    Mario Zelaya

    eXp Realty

    (312) 561-3445

    238 W 31st St Unit 4W, Chicago, IL 60616
  • /21

    $289,900

    • 6 Beds
    • 3 Baths

    2852 S Kenneth Ave, Chicago, IL 60623

    Perfect opportunity for investors or house hackers! This spacious property offers great potential and flexible living arrangements. Live in one unit and let the rental income help with your mortgage, or add it to your investment portfolio for strong cash flow potential. The home features a total of 6 bedrooms and 3 bathrooms, including a finished attic in-law suite, ideal for extended family,

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    Oscar Arteaga

    Keller Williams Infinity

    (312) 702-1905

    2852 S Kenneth Ave, Chicago, IL 60623
  • /18

    $959,000

    • 11 Beds
    • 6 Baths

    1656 W Hollywood Ave, Chicago, IL 60660

    This remarkable building features a unique floor layout, with ample bedrooms and bathrooms. The property consists of two apartments, each with garden and in-law units. It offers plenty of storage space, a separate utility room, and a laundry area, along with rear parking availability. This property has great potential for investment and is conveniently located near shopping areas, restaurants,

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    Maria Ortiz

    Kale Realty

    (312) 854-7291

    1656 W Hollywood Ave, Chicago, IL 60660
  • /5

    $28,000

    • Land
    • 0.11 Acre
    • $254,545 per Acre

    4058 W Adams St, Chicago, IL 60624

    Prime Corner Lot Opportunity in Chicago's West Garfield Park! Don't miss this 40 x 121 ft residential lot perfectly positioned on a visible corner-ideal for homeowners, builders, or investors ready to create something special. With generous frontage and alley access, this parcel offers flexible design potential for a single-family home, multi-unit, or potentially income-producing new construction

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    Tamika Marks

    Trademarks & Associates

    (312) 728-3941

    4058 W Adams St, Chicago, IL 60624
  • /36

    $458,000

    • 5 Beds
    • 2 Baths

    2914 W Polk St, Chicago, IL 60612

    Step right up into this fully renovated LEGAL 2 FLAT gem in the heart of the rapidly appreciating near-West side! Every detail has been modernized. This classic 1919 two-unit brick building offers a compelling investment or owner-occupant opportunity in the 60612 ZIP code. 3 bed / 1 bath rental comps at $1900-$2000/month. 2 bed / 1 bath rental comps at $1600-1700. Conservative estimated rental

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    Amy Gillham

    HomeSmart Connect LLC

    (773) 692-6447

    2914 W Polk St, Chicago, IL 60612
  • /23

    $1,395,000

    • 7,191 Sq Ft

    6215 N Washtenaw Ave, Chicago, IL 60659

    Impressive 8-unit property, above grade 6 units and featuring two additional basement apartments for added income potential. Each of the six main units offers 2 bedrooms, a large living room, a separate dining area, and a partly enclosed back porch ideal for additional storage. The basement includes one 2-bedroom and one 1-bedroom apartment. Each unit has separate central heating, and there are 6

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    Syed Hashmi

    Guidance Realty

    (773) 305-6372

    6215 N Washtenaw Ave, Chicago, IL 60659
  • /4

    $175,000

    • 6 Beds
    • 2 Baths

    2846 W Flournoy St, Chicago, IL 60612

    Opportunity is knocking in East Garfield Park! This solid brick multifamily building is a total gut rehab ready for your vision. Set on a classic Chicago streetscape, the building offers the perfect canvas to redesign and reconfigure to today's standards-ideal for a value-add investor, seasoned rehabber, or owner-occupant looking to build equity fast. Surrounded by a pocket that's flourishing

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    Edgar R. Guerrero

    REMAX Legends

    (773) 862-8282

    2846 W Flournoy St, Chicago, IL 60612
  • /5

    $110,000

    • 3 Beds
    • 1 Bath
    • 1,125 Sq Ft

    8025 S Loomis Blvd, Chicago, IL 60620

    Calling all investors! This well-kept 3-bedroom, 1-bath raised ranch brick home is ready for your finishing touches. Located on a quiet block, this property offers great potential and long-term value. Please note that the home is being sold with the current tenant in place, and the tenant is not currently paying rent. Additionally, the garage was damaged in a fire. This is a drive-by-only

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    Tameka Lewis-Madkins

    Keller Williams Preferred Rlty

    (872) 326-4980

    8025 S Loomis Blvd, Chicago, IL 60620
  • /5

    $212,000

    • 6 Beds
    • 3 Baths

    415 W 62nd St, Chicago, IL 60621

    Solid two flat. Extra large back yard, Second floor has 4 bedrooms 2 baths , first floor 2 bedrooms 1 bath. Full unfinished basement for extra income potential. Both floors are currently rented. Great for a family or an investment property.

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    Eileen Olivier

    Real People Realty

    (872) 316-9031

    415 W 62nd St, Chicago, IL 60621
  • /14

    $125,000

    • 4 Beds
    • 2 Baths
    • 2,300 Sq Ft

    9231 S Woodlawn Ave, Chicago, IL 60619

    Seize the chance to own this versatile two-unit property, offered as-is. The first floor features 2 spacious bedrooms and is currently rented on a month-to-month basis, offering flexible leasing options. The second floor includes 3 bedrooms and is secured with a lease through 2025, ensuring stable, long-term rental income. Additionally, the partially finished basement presents an opportunity for

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    Jertheus Butts

    Coldwell Banker Realty

    (312) 779-0574

    9231 S Woodlawn Ave, Chicago, IL 60619
  • /16

    $675,000

    • 3 Beds
    • 1.5 Baths
    • 1,231 Sq Ft

    4326 W School St, Chicago, IL 60641

    Incredible opportunity to custom build in booming Kilbourn Park. Tucked away on a quiet, tree-lined cul-de-sac, this one-of-a-kind property spans three separate lots (4326, 4328 & 4330) - offering unparalleled space, privacy, and potential. This classic brick bungalow features an extra-wide footprint with spacious living and dining areas, abundant closet space, and charming vintage details

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    Kimberly Brychel

    @properties Christie's International Real Estate

    (773) 825-5962

    4326 W School St, Chicago, IL 60641
  • /7

    $174,000

    • 6 Beds
    • 2 Baths

    537 W 61st Place, Chicago, IL 60621

    GREAT INVESTMENT OPPORTUNITY. FIRST FLOOR VACANT. upstairs unit rented for 1,000 looking to rent first floor unit for $1,450 3 bedrooms and a full bath on each unit. Basement is perfect for expanding great potential. Exterior has front porch. Property Sold AS IS!! SCHEDULE YOUR SHOWING

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    Maricela Wilson

    Smart Home Realty

    (312) 948-9641

    537 W 61st Place, Chicago, IL 60621
  • /44

    $479,000

    • 5 Beds
    • 3 Baths

    1400 N Lawndale Ave, Chicago, IL 60651

    Welcome to this beautifully remodeled multi-unit residence situated on a corner lot in the vibrant Humboldt Park neighborhood. Each unit has been thoughtfully updated with modern amenities, offering the perfect blend of comfort and convenience. All units feature modern updates including granite counters and stainless steel appliances in every unit, ceramic tile baths and in-unit laundry for added

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    Rafay Qamar

    Real Broker LLC

    (773) 985-2495

    1400 N Lawndale Ave, Chicago, IL 60651
  • /39

    $349,900

    • 6 Beds
    • 3 Baths

    8122 S Evans Ave, Chicago, IL 60619

    Great investment opportunity in East Chatham with this legal 3-unit building. Each of the three floors features two bedrooms, a den, and one full bath. The building includes an unfinished basement with coin laundry. Tenants pay their own utilities due to separate electric and gas meters, furnaces, and water heaters. The units boast vinyl windows and hardwood floors throughout. The building

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    Adam Ramahi

    xr realty

    (312) 262-5194

    8122 S Evans Ave, Chicago, IL 60619
  • /18

    $369,900

    • 7 Beds
    • 2 Baths

    3906 W Flournoy St, Chicago, IL 60624

    Welcome to 3906 W Flournoy St, a solid brick 2-unit building that perfectly blends comfort and versatility in the heart of West Garfield Park, Chicago. This remarkable property presents an incredible opportunity for savvy investors or families seeking a multigenerational living arrangement. The first-floor unit is a cozy retreat featuring 3 spacious bedrooms and a full bath, thoughtfully designed

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    Jerry Goodwin

    Coldwell Banker Realty

    (312) 728-7692

    3906 W Flournoy St, Chicago, IL 60624
  • /48

    $510,000

    • 8 Beds
    • 3 Baths

    4256 W Kamerling Ave, Chicago, IL 60651

    Beautiful and rare oversized Chicago two-flat on a jumbo lot in the rapidly growing Humboldt Park neighborhood, offering an incredible opportunity for investors or first-time homebuyers. This move-in-ready building features two spacious units, each with 3 bedrooms and 1 bathroom, an oversized garage, and an additional in-lot arrangement that provides extra income potential. Simply purchase and

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    Ana Sandoval-Cremieux

    Compass

    (773) 900-4625

    4256 W Kamerling Ave, Chicago, IL 60651
  • /2

    $40,000

    • Land
    • 0 Acre

    1654 S Christiana Ave, Chicago, IL 60623

    Can't find it! Build it. **Prime Investment Opportunity: Vacant Multi-Family Lot** Seize the chance to own a vacant lot zoned for multi-family use in a rapidly developing area! The block and surrounding neighborhood are experiencing a dynamic transformation, with multiple rehab projects and new developments underway. The multi-family zoning provides excellent flexibility for a variety of

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    LaToya Moore

    Baird & Warner

    (872) 327-6366

    1654 S Christiana Ave, Chicago, IL 60623
  • /20

    $650,000

    7329 S Coles Ave, Chicago, IL 60649

    We are pleased to share an excellent investment opportunity now available: a multi-unit property featuring five distinct apartments. The primary building contains three units: two three-bedroom apartments and a garden-level apartment with two bedrooms. The property also includes a separate coach house situated above a three-car garage, which contains the remaining two apartments. This property is

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    Trudy Holmes

    EXIT True Design Realty LLC

    (773) 669-7938

    7329 S Coles Ave, Chicago, IL 60649
  • /21

    $525,000

    • 5 Beds
    • 2 Baths

    1847 W Touhy Ave, Chicago, IL 60626

    Beautiful Greystone 2-flat in Rogers Park. Building features 2 large apartments. Both units have updated kitchens and bathrooms with ceramic tile floors. Tiled showers and new bathroom sinks. Both kitchens have refrigerator and stove to remain. Just about every room has been freshly painted and ready to move in or rent out. Many original features remain in this vintage building including the

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    Donald Shedor

    Shedor Realty Group

    (872) 246-9359

    1847 W Touhy Ave, Chicago, IL 60626
  • /3

    $29,000

    • Land
    • 0 Acre

    2917 E 130th St, Chicago, IL 60633

    Prime 25x125 lot on the main street of East 130th in Hegewisch. Offering exceptional visibility and location. Whether you're planning to build your home or are seeking an investment opportunity, this parcel is ready for your vision. Close to Interstate, CTA Bus, Mann Park, Grissom and the South Shore train!! Endless potential!

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    Michelle McManus

    @properties Christie's International Real Estate

    (312) 874-5652

    2917 E 130th St, Chicago, IL 60633
  • /24

    $585,000

    • 12 Beds
    • 4 Baths

    5942 S Calumet Ave, Chicago, IL 60637

    Great Investment Opportunity For Owner Occupant with the potential to live rent free Or Investor looking for a great return on their investment. 3 unit Greystone. Each unit has 4 beds 1 bath and separate utilities. Recently updated Electrical and water tanks for each unit. New Intercom system has been added to the building for your convenience to give access to guests. The building has the

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    O'Neia Washington

    O W Auction Group LLC

    (773) 692-5866

    5942 S Calumet Ave, Chicago, IL 60637
  • /7

    $194,900

    • Land
    • 0.6 Acre
    • $324,833 per Acre

    3101 W 87th St, Chicago, IL 60805

    Prime Commercial Land for Sale in Evergreen Park, IL. Discover an exceptional opportunity to acquire a strategically located, 0.6 acre parcel of commercially zoned land in the heart of Evergreen Park IL. This versatile lot offers immense potential for various business ventures, making it an ideal investment for developers, entrepreneurs or businesses looking to expand. This lot consists of 5

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    Andrew Dorazio

    Dorazio Real Estate LLC

    (464) 733-2377

    3101 W 87th St, Chicago, IL 60805
  • /29

    $289,000

    • 6 Beds
    • 2 Baths

    817 W 54th St, Chicago, IL 60609

    Solid Brick Two-Unit Income Property in New City! This well-maintained building features two spacious 3-bedroom units, each offering a bright living room, formal dining room, and full bath. Updated mechanicals and separate heating systems mean tenants pay all utilities-a smart setup for investors or owner-occupants seeking added income. The full open basement currently serves as the laundry and

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    Tamika Marks

    Trademarks & Associates

    (312) 728-8916

    817 W 54th St, Chicago, IL 60609
  • /19

    $285,000

    • 5 Beds
    • 2 Baths

    708 W 61st Place, Chicago, IL 60621

    Seller is motivated! Solid 2 unit building, well maintained, with unfinished basement. Move in ready! Rehabbed in 2020: New Roof, New back porch, Tuck-pointing included in renovation. No garage, but there is slab parking in the rear. Hidden gem in Englewood! Great location. Close to public transportation. Just minutes from the Dan Ryan Expressway. Great opportunity for investment or owner

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    Rachael Joiner

    1st Union Realty Group

    (312) 535-6933

    708 W 61st Place, Chicago, IL 60621
  • /31

    $500,000

    • 4 Beds
    • 3 Baths

    2948 N Narragansett Ave, Chicago, IL 60634

    Presenting an exceptional opportunity in Chicago's Montclare neighborhood, this fully updated two-unit residential building blends investment stability with modern, luxury living. Originally constructed in 1920, the property has undergone comprehensive renovations including newer kitchens, baths, flooring, paint, and fixtures, resulting in a low effective age of just 20 years and a

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    Cecil Sabu

    ALLURE Real Estate

    (312) 874-6303

    2948 N Narragansett Ave, Chicago, IL 60634
  • /2

    $37,000

    • Land
    • 0 Acre

    5202-04 S Princeton Ave, Chicago, IL 60609

    Prime Double Corner Lot in Fuller Park - over 5,600 Sq Ft. Exceptional opportunity to own a spacious double corner lot in the heart of Fuller Park, Chicago. These vacant lots offer ample room for new construction, investment, or creative development. Located on a prominent corner, the lot provides excellent visibility and access from multiple directions. Buyer will be responsible for any existing

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    Ericka Taylor

    Coldwell Banker Realty

    (773) 974-1974

    5202-04 S Princeton Ave, Chicago, IL 60609
  • /45

    $435,000

    • 4 Beds
    • 2 Baths
    • 1,700 Sq Ft

    211 E Ohio St Unit 2707, Chicago, IL 60611

    INVESTOR -FRIENDLY OPPORTUNITY -A rarely available corner residence at 211 E Ohio, elegantly transformed from a 3-bedroom into a flexible 4-bedroom layout. Bathed in natural light with expansive city views, this refined home boasts a custom Italian-designed kitchen, two full bathrooms, and the exceptional convenience of an in-unit washer and dryer-one of only a select few in the building.

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    Rhonda Hoff

    Jameson Sotheby's Intl Realty

    (773) 904-1180

    211 E Ohio St Unit 2707, Chicago, IL 60611
  • /45

    $700,000

    • 6 Beds
    • 4 Baths

    3322 N Kostner Ave, Chicago, IL 60641

    Opportunity awaits with this rare 2-flat plus newly converted coach house, situated on two full lots in the highly desirable Irving Park community of Chicago. The main two-story building features a spacious first-floor unit with 2 bedrooms and 1 bath, ideal for families or rental income. The second-floor unit is duplexed and offers 3 bedrooms and 1.5 baths with a comfortable and functional

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    Rafay Qamar

    Real Broker LLC

    (312) 248-6126

    3322 N Kostner Ave, Chicago, IL 60641
  • /19

    $299,000

    • 6 Beds
    • 3 Baths

    7838 S Paulina St, Chicago, IL 60620

    Investment opportunity: 2 unit with potential in law unit. This solid brick building was completely rehabbed in 2015, Newer Kitchen Cabinets, Counter tops, Sink, Faucets, GFI's & Ceramic Tile Back Splash, New Bathrooms, (Vanities, Lights, Faucets, Mirrors, Fixtures) New Light Fixtures & Ceiling Fans! Refinished floors, new trim and paint! New Exterior and Interior Doors with new handles! New

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    Miguel Perea

    Open Path Realty

    (773) 830-2701

    7838 S Paulina St, Chicago, IL 60620
  • /44

    $510,000

    • 6 Beds
    • 4 Baths

    2436 W Fillmore St, Chicago, IL 60612

    Attention Investors!, cash flow opportunity with appreciation potential. This 2 flat offers an excellent rental option or owner occupied investment property! Situated in the blossoming Tri-Taylor area, it's a fantastic addition to your investment portfolio. Both units boast modern updates, featuring 3 bedrooms and 2 bathrooms, along with convenient in-unit laundry. The main floor extends to a

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    Dave Johnson

    City and Field Real Estate

    (312) 757-7382

    2436 W Fillmore St, Chicago, IL 60612
  • /15

    $277,000

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft

    235 W Van Buren St Unit 2908, Chicago, IL 60607

    One bedroom One bathroom condo, facing south, a balcony with city and river view. Modern interiors featuring floor-to-ceiling windows, 10-foot ceilings, and exposed concrete accents. In unit washer and dryer. Hardwood floor in living room. Low assessment, all utilities are covered, except for electricity. No rental cap. Great opportunity for the first time home buyer or an investor. New tenant

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    Cathy Wu

    AiHome Realty Group LLC

    (773) 673-9551

    235 W Van Buren St Unit 2908, Chicago, IL 60607
  • /26

    $192,500

    • 4 Beds
    • 2 Baths

    7149 S Wood St, Chicago, IL 60636

    Solid as-is opportunity with no seller repairs-perfect for the savvy buyer seeking a smart investment. Featuring 2 spacious 2-bedroom units, currently occupied by family tenants on a month-to-month basis. With a little sweat equity, this property has strong potential to generate steady cash flow for either an investor or an owner-occupant. We're seeking serious, qualified buyers only-cash or bank

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    Jertheus Butts

    Coldwell Banker Realty

    (773) 985-3006

    7149 S Wood St, Chicago, IL 60636
  • /4

    $189,900

    • 5 Beds
    • 2 Baths

    712 W Marquette Rd, Chicago, IL 60621

    Discover a remarkable brick two-unit property with an outstanding investment opportunity and a potential living space for your family, friends, or tenants to enhance your monthly cash flow. With carefully planned renovations, this hidden gem has significant potential for appreciation in value. The property currently features long-term tenants benefiting from significantly below-market rents and

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    Milton Payton

    RE/MAX 10

    (312) 697-1961

    712 W Marquette Rd, Chicago, IL 60621
  • /3

    $70,000

    • Land
    • 0 Acre

    847 N Homan Ave, Chicago, IL 60651

    Prime Buildable Lot in Hot Humboldt Park! Fantastic opportunity to own vacant land in the thriving Humboldt Park neighborhood. Zoned RS-3, this lot is ideal for building a spacious single-family home or a multi-unit investment property. Surrounded by new construction and beautifully rehabbed homes, the area continues to grow in value. Sold as-is. No disclosures or survey provided. Whether you're

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    Ericka Taylor

    Coldwell Banker Realty

    (773) 345-7911

    847 N Homan Ave, Chicago, IL 60651
  • /10

    $139,900

    • 4 Beds
    • 4 Baths
    • 1,863 Sq Ft

    456 E 91st Place, Chicago, IL 60619

    Fantastic Investment Opportunity in the Chatham area of Chicago! This spacious 4 bedroom, 4 bathroom bungalow offers exceptional potential and is priced to sell. Situated on a prominent corner lot, this home stands out with its brick and cedar exterior, classic architectural charm, and a welcoming front porch perfect for relaxing or enjoying neighborhood views. Inside, the home features generous

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    Danny Ross

    HomeSmart Connect LLC

    (312) 508-6296

    456 E 91st Place, Chicago, IL 60619
  • /66

    $1,195,000

    • 4 Beds
    • 4 Baths
    • 3,100 Sq Ft

    405 N Wabash Ave Unit 4308, Chicago, IL 60611

    This extraordinary residence seamlessly combines multiple units into a single, stunning home, offering sweeping views from north to east to south, capturing the Chicago skyline, Lake Michigan, and the Chicago River. The home features 4 spacious bedrooms (3 ensuite) and 4 full baths, each equipped with high-end fixtures and wall-hung toilets. Upon entry, a grand foyer greets you, featuring ample

    Haroon Khan Streeterville Realty, LLC

    405 N Wabash Ave Unit 4308, Chicago, IL 60611

Showing Results 1 - 40, Page 1 of 17

Home Trends in Chicago, IL

Housing Trends

Median Sale Price
$375,000
Median Single Family Sale Price
$330,000
Median Townhouse Sale Price
$575,067
Median 2 Bedroom Sale Price
$410,000
Median 1 Bedroom Sale Price
$252,950
Average Price Per Sq Ft
$300
Number of Homes for Sale
3,210
Last 12 months Home Sales
21,818
Months of Supply
1.80
Median List Price
$370,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
6%
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