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Investment - Homes for Sale in Chicago, IL

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  • /10

    $438,000

    • 8 Beds
    • 4 Baths

    8643 S Exchange Ave, Chicago, IL 60617

    Modern 4-Unit Multi-Family in South Chicago! Beautifully updated 4-unit building featuring spacious 2-bedroom, 1-bath apartments. Each unit offers a modern open-concept kitchen with stainless steel appliances, white shaker cabinets, and stylish backsplash. Enjoy hardwood-style flooring, bright bedrooms with closet space, and updated bathrooms with tiled showers, bathtubs, and stylish vanities.

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    Lisa Magidson

    North Clybourn Group, Inc.

    (872) 312-8247

    8643 S Exchange Ave, Chicago, IL 60617
  • /19

    $195,000

    • 3 Beds
    • 2 Baths

    7847 S Maryland Ave, Chicago, IL 60619

    Perfectly positioned in a residential neighborhood, use as an apartment upstairs with a business below, or, transform the current commercial space in to residential. Flexible building perfect for investment or personal use. Current use is a condo rental upstairs, hair salon and office (with separate hallway entrance) on first floor. Renters are on a month-to-month, both are long time tenants.

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    Laraine Hanson

    Laraine Hanson

    (872) 224-4821

    7847 S Maryland Ave, Chicago, IL 60619
  • /16

    $189,000

    • Studio
    • 1 Bath
    • 550 Sq Ft

    1540 N Lasalle Dr Unit 907, Chicago, IL 60610

    Welcome to this beautifully upgraded 9th-floor studio offering stunning west-facing views and floor-to-ceiling windows that flood the space with natural light. Located in one of Old Town's most desirable pockets, this unit combines style, comfort, and unbeatable convenience. The open layout features a modern kitchen, a generous living/sleeping area, and a wall of windows showcasing fabulous

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    Crystal Banks

    Landstar Realty Group, Inc.

    (773) 232-2953

    1540 N Lasalle Dr Unit 907, Chicago, IL 60610
  • /10

    $390,000

    • 3 Beds
    • 1 Bath

    726 N Troy St, Chicago, IL 60612

    ***Prime ADU opportunity! Ideal for adding a garden unit and potential coach house, offering multiple income streams and strong value-add potential under Chicago's new ADU guidelines.*** Incredible opportunity for homeowners, investors, or developers First floor has been fully gutted - ready for your vision Second floor is currently occupied will be out by end of March. Located in a prime Chicago

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    Araceli Montalvo

    Extreme Realty LLC

    (312) 874-5489

    726 N Troy St, Chicago, IL 60612
  • /11

    $118,500

    • 1 Bed
    • 1 Bath

    953 E 61st St Unit 1E, Chicago, IL 60637

    Comfortable Condo Near the University of Chicago - Ideal for Living or Investing. This sunny, inviting condo sits just one block from the University of Chicago and offers unbeatable convenience to campus, the Red Line, JewelOsco, and everyday essentials. Whether you're looking for a personal home or a solid investment, this location delivers. Inside, enjoy natural light throughout, easycare

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    Ericka Taylor

    Coldwell Banker Realty

    (773) 825-3943

    953 E 61st St Unit 1E, Chicago, IL 60637
  • /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
  • /18

    $133,000

    • 4 Beds
    • 2 Baths

    5538 S Perry Ave, Chicago, IL 60621

    This frame 2-unit just became an even better opportunity! Featuring 2 bedrooms and 1 bath in each unit, this property offers space, flexibility, and the chance to create something special. Yes-it needs creativity and vision to bring it back to full potential, but for the forward-thinking buyer, this is where opportunity meets upside. Each unit offers a functional layout with well-proportioned

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    Tamika Marks

    Trademarks & Associates

    (312) 564-5561

    5538 S Perry Ave, Chicago, IL 60621
  • /39

    $350,000

    • 6 Beds
    • 2 Baths

    7214 S Saint Lawrence Ave, Chicago, IL 60619

    ***Buyer Agents Read Broker Remarks***Click on the virtual tour and step into a beautifully reimagined, oversized brick two flat nestled in the heart of Chicago's historic Greater Grand Crossing neighborhood. Fully renovated in 2023, this majestic property blends timeless Chicago architecture with modern craftsmanship and thoughtful design. The building offers high efficiency heating and cooling

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    Angel Rosales

    PROSALES REALTY

    (872) 278-4411

    7214 S Saint Lawrence Ave, Chicago, IL 60619
  • /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
  • /26

    $6,000,000

    1508 W Farwell Ave, Chicago, IL 60626

    COURT YARD BUILDING! 22-Unit Apartment Building with 22 Parking Spaces - Prime Rogers Park Location. Exceptional investment opportunity in the heart of Rogers Park! This solid brick 22-unit multi-family building includes a rare 22 adjacent parking spaces, all included in the sale. The property has been remodeled with updated kitchens and bathrooms, offering strong rental appeal and low

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    Michael Stangel

    @properties Christie's International Real Estate

    (312) 764-1452

    1508 W Farwell Ave, Chicago, IL 60626
  • /22

    $485,000

    • 9 Beds
    • 3 Baths

    6728 S Langley Ave, Chicago, IL 60637

    6728 S Langley Ave offers a rare blend of historic Chicago architecture and modern lifestyle potential. This stately threeunit masonry residence stands with quiet confidence on a treelined West Woodlawn block. Inside, nearly 4,000 square feet of living space unfold across sunfilled rooms, tall ceilings, and flexible layouts that invite both comfort and creativity. Each unit is thoughtfully

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    Daisy Neal

    Daisy Neal

    (773) 729-6337

    6728 S Langley Ave, Chicago, IL 60637
  • /56

    $1,795,000

    • 5 Beds
    • 3.5 Baths
    • 3,800 Sq Ft

    5054 N Claremont Ave, Chicago, IL 60625

    Stunning Lincoln Square home where thoughtful design meets everyday comfort. Offering approximately 3,800 sq ft with 5 bedrooms and 4 baths, this beautifully reimagined residence showcases a high level of craftsmanship with White Oak flooring and exceptional custom millwork and trim throughout. Designed with both function and style in mind, the main living spaces flow effortlessly into a chef's

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    Mike Musa

    Keller Williams Preferred Rlty

    (844) 405-1290

    5054 N Claremont Ave, Chicago, IL 60625
  • /83

    $412,000

    • 9 Beds
    • 6 Baths

    6331 S Throop St, Chicago, IL 60636

    PENDING CANCELLATION OF PREVIUOS CONTRACT, BACKUP OFFERS WELCOME. SHORT SALE! Asking price approved by the lender. Well-maintained 4-unit building with all units recently updated. Great opportunity to live in one unit and rent the others, or add to your investment portfolio. Exterior improvements include new windows and some tuckpointing. Each unit features updated kitchens with granite

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    David Hernandez

    Coldwell Banker Realty

    (773) 570-1041

    6331 S Throop St, Chicago, IL 60636
  • /34

    $680,000

    • 6 Beds
    • 2 Baths

    5309 W Henderson St, Chicago, IL 60641

    Buyer Got Cold Feet & Was not ready to become a live in Landlord or so we are told. Exceptional investment opportunity in desirable Portage Park! Situated on an oversized 3,750 SF lot, this well-maintained 2-flat features two spacious 3-bedroom, 1-bath units with updated kitchens, updated bathrooms, fresh paint, newer flooring, stainless steel appliances, and central HVAC. Major improvements

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    Timothy Rhoten

    Red Carpet Investment Group In

    (312) 697-7163

    5309 W Henderson St, Chicago, IL 60641
  • /9

    $999,000

    • 6 Beds
    • 5 Baths

    2423 W Moffat St, Chicago, IL 60647

    GET 2-HOMES FOR THE PRICE OF ONE! Make 1- your Primary home, rent the other ****Investor or Value-Add Opportunity in Prime Logan Square** Excellent opportunity for investors, developers, or DIY buyers in the heart of **Logan Square**, one of Chicago's most sought-after neighborhoods. This **solid multi-family property with a coach house** sits on a generous lot and offers significant potential

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    Edgar R. Guerrero

    REMAX Legends

    (872) 225-1684

    2423 W Moffat St, Chicago, IL 60647
  • /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. Operating at an 8.5% cap rate, 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

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    Rafay Qamar

    Real Broker LLC

    (773) 985-2495

    1400 N Lawndale Ave, Chicago, IL 60651
  • /2

    $134,999

    • 3 Beds
    • 1.5 Baths
    • 1,182 Sq Ft

    10149 S Wentworth Ave, Chicago, IL 60628

    Remarks: A lovely & cozy bungalow home with three (3) bedrooms and 1 & 3/4 baths. The home features many upgrades, with newer windows and a newer furnace. A new 40-gallon hot water heater was installed in April 2026. The remodeled eat-in kitchen features a center island and a stainless-steel refrigerator, stove, and microwave. The home also features an oversized master/primary bedroom with a 3/4

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    Conrad Carpenter

    City & Suburbs Realty, Inc.

    (773) 299-1244

    10149 S Wentworth Ave, Chicago, IL 60628
  • /3

    $24,000

    • Land
    • 0 Sq Ft

    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 and the South Shore train!! Endless potential!

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    Michelle McManus

    @properties Christie's International Real Estate

    (773) 232-3461

    2917 E 130th St, Chicago, IL 60633
  • /29

    $219,000

    • 5 Beds
    • 2 Baths
    • 3,050 Sq Ft

    503 W 81st St, Chicago, IL 60620

    Welcome to this beautifully updated 5-bedroom, 2-bathroom home offering comfort, functionality, and incredible value! Step inside to discover a bright and inviting layout designed to accommodate both everyday living and growing households. With five spacious bedrooms, there's plenty of room for family, guests, a home office, or creative space. The full bathroom has been tastefully renovated with

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    Miguel Perea

    Open Path Realty

    (872) 246-7202

    503 W 81st St, Chicago, IL 60620
  • /15

    $375,000

    • 9 Beds
    • 3 Baths

    7927 S Langley Ave, Chicago, IL 60619

    Exceptional investment opportunity at 7927 S Langley! This maintained multi-unit building features three spacious units, including one oversized 4-bedroom unit and two generous 3-bedroom units-ideal for maximizing rental income or owner-occupant living. Each unit offers ample living space, well-proportioned bedrooms, and functional layouts designed for comfort and convenience. Additionally, each

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    Tammy Jackson

    KM Realty Group, LLC

    (872) 266-3036

    7927 S Langley Ave, Chicago, IL 60619
  • /34

    $299,900

    • 6 Beds
    • 2 Baths

    1433 S Keeler Ave, Chicago, IL 60623

    Incredible opportunity to own a solid brick 2-unit building at 1433 S Keeler in Chicago. This income-producing property features two spacious units, including a desirable duplex-up second unit that offers added living space, flexibility and the possibility of adding another bathroom. The building has been updated with clean, modern finishes including refreshed flooring, neutral paint tones, and

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    Chris Weichselbaum

    Fulton Grace Realty

    (872) 324-4283

    1433 S Keeler Ave, Chicago, IL 60623
  • /23

    $930,000

    • 9 Beds
    • 6 Baths

    6508 S Ingleside Ave, Chicago, IL 60637

    Introducing a stunning newer construction 3-unit building in the heart of Woodlawn-an exceptional, income-producing investment opportunity in one of Chicago's most rapidly evolving neighborhoods. With two units currently rented and Unit #3 vacant, this property offers immediate cash flow with the added flexibility for an owner-occupant or premium lease-up. This beautifully designed building

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    Richard Lomax

    Fulton Grace Realty

    (872) 358-9742

    6508 S Ingleside Ave, Chicago, IL 60637
  • /21

    $560,000

    • 9 Beds
    • 6 Baths

    3518 W Lexington St, Chicago, IL 60624

    Located on the west side of Chicago, 3518 W Lexington presents a strong investment opportunity in a classic multi-family building. This property features three spacious units, each offering 3 bedrooms and 2 bathrooms-an ideal layout for attracting long-term tenants and maximizing rental income. Each unit provides generous living space and functional floor plans designed for comfortable living.

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    Tammy Jackson

    KM Realty Group, LLC

    (773) 923-3138

    3518 W Lexington St, Chicago, IL 60624
  • /4

    $549,000

    4355 W Le Moyne St, Chicago, IL 60651

    Exceptional investment opportunity in the heart of Humboldt Park! This solid 5-unit building at 4355 W Le Moyne St is a rare find for investors, developers, or savvy buyers looking to add value. The property is currently fully vacant, offering a blank slate to design, renovate, and maximize rental income or pursue a condo conversion. The building requires renovation, but its strong bones and

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    Israel Valadez

    Realty of America, LLC

    (872) 295-7561

    4355 W Le Moyne St, Chicago, IL 60651
  • /10

    $100,000

    • 3 Beds
    • 1 Bath
    • 3,720 Sq Ft

    7927 S Colfax Ave, Chicago, IL 60617

    This is a priced-to-sell-now investment, ready for your design! Featuring a larger lot than the standard city lot, a spacious yard, and a fully fenced property with a garage. Located on a lovely block with similar homes, this is a great opportunity. Sold as-is, no survey, no termite inspection. Proof of funds or a bank-qualified letter must be submitted with all contract offers. Buyer to verify

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    Tammy Jackson

    KM Realty Group, LLC

    (872) 221-6919

    7927 S Colfax Ave, Chicago, IL 60617
  • /31

    $474,999

    • 8 Beds
    • 3 Baths

    830 N Springfield Ave, Chicago, IL 60651

    Rare Investment Opportunity with Adjacent Lot in Humboldt Park! Don't miss this rare opportunity to own a solid 3-unit building plus the adjacent lot at 828 N Springfield in the rapidly growing Humboldt Park area. This versatile property is ideal for investors or owner-occupants looking to build equity while generating strong rental income. The building features three spacious units, including

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    Jertheus Butts

    Coldwell Banker Realty

    (872) 327-4423

    830 N Springfield Ave, Chicago, IL 60651
  • /2

    $149,900

    • 4 Beds
    • 1 Bath
    • 1,134 Sq Ft

    8845 S Carpenter St, Chicago, IL 60620

    Welcome to 8845 S Carpenter St in the heart of Auburn Gresham - a well-maintained 4-bedroom Chicago bungalow offering immediate cash flow and future equity potential. This property is being sold As-Is, presenting a turnkey investment for landlords or an excellent opportunity for owner-occupants looking to build wealth through real estate. Inside you'll find generous living and dining rooms, a

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    Reginald Patterson

    eXp Realty

    (872) 312-9519

    8845 S Carpenter St, Chicago, IL 60620
  • /34

    $580,000

    • 11 Beds
    • 7 Baths

    4529 S Vincennes Ave, Chicago, IL 60653

    Back on the market! Prime investment opportunity in historic Bronzeville! This classic Greystone offers over 5,200 square feet across four spacious apartments, making it an attractive income-producing property with significant long-term upside. The building benefits from key capital improvements already completed, including separate forced-air heating systems in each unit (all less than five

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    Marsha Green

    Real People Realty

    (872) 376-8388

    4529 S Vincennes Ave, Chicago, IL 60653
  • /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
  • /14

    $520,000

    • 5 Beds
    • 4 Baths

    4812 S Langley Ave, Chicago, IL 60615

    See It Now!! This massive, oversized Bronzeville Greystone 2-flat and capitalize on a high-equity opportunity in a quiet enclave just minutes from the thriving 47th St corridor. This Victorian-era property offers living on a grand scale and represents a practical project for those looking to build value in a historic neighborhood. The expansive floor plans retain exceptional original features,

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    Tom Campone

    Keller Williams ONEChicago

    (872) 390-7863

    4812 S Langley Ave, Chicago, IL 60615
  • /59

    $449,900

    • 4 Beds
    • 3.5 Baths
    • 2,100 Sq Ft

    1622 S Central Park Ave, Chicago, IL 60623

    Stunning Turnkey Gem in Chicago's Emerging North Lawndale Neighborhood ****Welcome to this beautifully reimagined single-family home, now available in Chicago's rapidly growing North Lawndale neighborhood. Thoughtfully renovated while preserving its charming 1920s vintage character, this distinctive residence offers a rare blend of historic charm and modern luxury-making it a true turnkey

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    Edgar R. Guerrero

    REMAX Legends

    (872) 326-1526

    1622 S Central Park Ave, Chicago, IL 60623
  • /32

    $455,000

    • 8 Beds
    • 3 Baths

    3430 W 12th Place, Chicago, IL 60623

    Exceptional investment opportunity to own a stately 3-flat Greystone! This well-maintained building features two expansive, updated 3-bedroom units on the upper levels and a comfortable 2-bedroom garden unit. The property perfectly blends historic Chicago character with modern rental appeal, making it an ideal choice for a savvy investor or an owner-occupant looking for a high-performing "house

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    Chris Weichselbaum

    Fulton Grace Realty

    (872) 344-3854

    3430 W 12th Place, Chicago, IL 60623
  • /7

    $99,900

    • 6 Beds
    • 3 Baths
    • 2,428 Sq Ft

    6700 S Stewart Ave, Chicago, IL 60621

    Investor Special - Prime Corner Lot Victorian! Seize a unique investment opportunity on this oversized corner-lot Victorian home is a diamond in the rough, ideal for the savvy investor looking for a value-add project. Situated on a nice, residential street with easy access to the expressway, making commutes a breeze. Just steps from a school and with only a handful of neighbors, offering a blend

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    Eduardo Sanchez

    PAK Home Realty

    (312) 626-7548

    6700 S Stewart Ave, Chicago, IL 60621
  • /20

    $499,000

    • 9 Beds
    • 3 Baths

    11146 S Vernon Ave, Chicago, IL 60628

    YOUR NEXT INVESTMENT IS HERE!! This updated 3 unit property features 3 bed/1bath in each unit. All units have identical layouts.

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    Bill Eliopoulos

    Cosmos Realty Investors, Inc.

    (872) 360-8203

    11146 S Vernon Ave, Chicago, IL 60628
  • /26

    $185,000

    • 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
  • /30

    $565,000

    • 4 Beds
    • 2 Baths

    5028 W Lawrence Ave, Chicago, IL 60630

    Welcome to this beautifully renovated 2-unit building in the desirable Jefferson Park/Mayfair neighborhood. Perfect for investors or owner-occupants, this property offers two updated units with thoughtful design and modern finishes. The first-floor unit features 2 bedrooms and 1 bathroom, with a bright and open living area that flows seamlessly into the updated kitchen, complete with sleek

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    Rafay Qamar

    Real Broker LLC

    (872) 359-0354

    5028 W Lawrence Ave, Chicago, IL 60630
  • /35

    $489,900 Open Sat 12PM - 2PM

    • 6 Beds
    • 2 Baths

    4351 W Maypole Ave, Chicago, IL 60624

    Renovated Greystone 2-Unit Building with Value-Add Potential in West Garfield Park. Welcome to 4351 W Maypole Ave, a beautifully rehabbed multi-family Greystone nestled on a well-maintained, pride-filled block in Chicago's rapidly growing West Garfield Park neighborhood. This turnkey 2-unit property offers the perfect blend of modern updates, classic Chicago charm, and additional upside with a

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    Edgar R. Guerrero

    REMAX Legends

    (872) 364-9592

    4351 W Maypole Ave, Chicago, IL 60624
  • /3

    $70,000

    • Land
    • 0 Sq Ft

    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
  • /41

    $353,000

    • 4 Beds
    • 3 Baths

    Unlisted Address

    Spacious Investment Opportunity! Well-maintained 2-unit building featuring 2 bedrooms in each 1st floor unit with dining room, finished basement, total of 3 full bathrooms updated. Both units offer forced air heating systems; 1st floor approx. 7 years including A/C 2nd floor approx. 10 years. Mayor updates include a roof (5 years) and windows (8 years) Conveniently located near schools, shopping,

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    Juanita Flores

    RE/MAX 10

    (312) 635-5837

    Unlisted Address
  • /17

    $149,000

    • 1 Bed
    • 1 Bath
    • 620 Sq Ft

    3057 N Narragansett Ave Unit 9, Chicago, IL 60634

    Bright and inviting one bedroom condominium located in Chicago's desirable Dunning neighborhood offering an excellent opportunity for both homeowners and investors. This spacious top floor unit features beautiful hardwood floors, a large sun filled living room, and a comfortable bedroom with generous closet space. The updated kitchen includes granite countertops, stainless steel appliances,

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    Omar Sanchez

    Habloft LLC

    (872) 326-8984

    3057 N Narragansett Ave Unit 9, Chicago, IL 60634

Showing Results 1 - 40, Page 1 of 15

Home Trends in Chicago, IL

Housing Trends

Median Sale Price
$380,000
Median Single Family Sale Price
$340,000
Median Townhouse Sale Price
$600,000
Median 2 Bedroom Sale Price
$420,000
Median 1 Bedroom Sale Price
$260,000
Average Price Per Sq Ft
$307
Number of Homes for Sale
3,090
Last 12 months Home Sales
21,229
Months of Supply
1.70
Median List Price
$379,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
5%
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