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Investment - Homes for Sale in Chicago, IL

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  • /35

    $629,000

    • 4 Beds
    • 2 Baths

    3311 N Kostner Ave, Chicago, IL 60641

    Updated 2-flat in the heart of Chicago's vibrant Irving Park. Located on a quiet, tree-lined street, the units have been updated with hardwood/laminate floors, stainless steel appliances, and updated kitchens/bathrooms. 1st and 2nd floor units feature 2 bedrooms and 1 bathroom, with good closet space and enclosed porch. The attic unit has been beautifully renovated and features 1 bedroom and 1

    Mihaela Pintilie Century 21 S.G.R., Inc.

    3311 N Kostner Ave, Chicago, IL 60641
  • /20

    $210,000

    • 1 Bed
    • 1 Bath
    • 850 Sq Ft

    633 S Plymouth Ct Unit 1107, Chicago, IL 60605

    True loft living in the heart of Printer's Row! This well-maintained studio features soaring 12-ft barrel-vaulted ceilings and a unique glass block bedroom division that creates a distinct sleeping area while maintaining an open, airy feel with a touch of retro character. The space is filled with natural light, enhancing the expansive layout and highlighting the classic loft charm. The spacious

    Harmony Zhang @properties Christie's International Real Estate

    633 S Plymouth Ct Unit 1107, Chicago, IL 60605
  • /2

    $39,900

    • Land
    • 0.06 Acre
    • $665,000 per Acre

    711 N Ridgeway Ave, Chicago, IL 60624

    Prime vacant lot in vibrant Humboldt Park! Build your dream single-family home, duplex, or multi-unit investment property on this ~3,000 sq ft parcel in a rapidly improving West Side neighborhood. Close to Humboldt Park's green spaces, trails, lagoon, and booming restaurants/cafes along Division St. Easy access to CTA, I-90/94, and downtown Chicago. Utilities at street; great opportunity for

    Anthony Adreani Adreani Realty Inc

    711 N Ridgeway Ave, Chicago, IL 60624
  • /37

    $499,000

    • 5 Beds
    • 3 Baths

    4322 N Monticello Ave, Chicago, IL 60618

    Excellent investment opportunity in Albany Park! This legal 3-unit offers immediate income with plenty of upside for appreciation and improved returns. Ideal for investors seeking a value-add asset or owner-occupants looking to house hack. All three units are in solid, liveable condition, with room for cosmetic updates to increase rents and long-term equity. Strong rental demand in the area

    Dan Nelson Compass

    4322 N Monticello Ave, Chicago, IL 60618
  • /4

    $47,499

    • Land
    • 0 Acre

    6719 S Perry Ave, Chicago, IL 60621

    Prime and Zoned RT4 buildable lot at 6719 S Perry Ave, just south of 67th St. Perfect for two-flats, townhouses, or low-density multifamily. Convenient to 67th St, schools, shopping, and public transportation. An opportunity for development or investment in Chicago's South Side.

    Courtney Nelson Coldwell Banker Realty

    6719 S Perry Ave, Chicago, IL 60621
  • /10

    $39,900

    • 4 Beds
    • 2 Baths
    • 1,170 Sq Ft

    4801 S Princeton Ave, Chicago, IL 60609

    Investor's Dream! This single-family home is a blank canvas awaiting your vision. Perfect for rehabbers or savvy buyers looking to customize from the ground up, this property needs a full gut rehab. Situated on a spacious lot, the home features a nice-sized yard and a garage for added value. Located in a desirable area, this is an excellent opportunity to create your dream home or a profitable

    Dhereck Gomez 33 Realty

    4801 S Princeton Ave, Chicago, IL 60609
  • /5

    $95,000

    • 3 Beds
    • 1 Bath
    • 819 Sq Ft

    15 E 126th St, Chicago, IL 60628

    Charming 1.5 story home offering 3 bedrooms and 1 full bath. Property is being sold AS IS, providing an excellent opportunity for investors or buyers looking to add their personal touch. With its unbeatable price and potential, this home is ideal for creating long term value. Take advantage and make this property your next investment or future home. With interest rates still at a great level, now

    Damaris Santiago Manage Chicago, Inc.

    15 E 126th St, Chicago, IL 60628
  • /21

    $399,900

    • 7 Beds
    • 2 Baths

    6156 S Indiana Ave, Chicago, IL 60637

    Rare investment opportunity off of the 94 in the heart of the South Side on a beautiful wide tree lined street -this fully rehabbed FHA Approved two-unit solid brick building features 7 bedrooms and 2 full baths, private fenced yard and detached 2-car garage. Hardwood floors shine throughout, a full unfinished basement with laundry area provides extra space and future potential. Live in one unit

    Talia Ramos Re/Max Properties Northwest

    6156 S Indiana Ave, Chicago, IL 60637
  • /45

    $489,000

    • 6 Beds
    • 3 Baths

    2420 S Sawyer Ave, Chicago, IL 60623

    Solid brick, 3-unit building in a rapidly developing neighborhood, fully renovated in 2023 and completely move-in ready. Each unit features separate furnaces (2023), central A/C (2023), and in-unit washer/dryer (2023), offering independent utilities and modern convenience for tenants. Quality finishes and numerous recent upgrades make this a true turnkey, income-ready investment with minimal

    Yomaira Roman Herrera RE/MAX LOYALTY

    2420 S Sawyer Ave, Chicago, IL 60623
  • /14

    $569,999

    • 5 Beds
    • 3 Baths

    921 N Drake Ave, Chicago, IL 60651

    Incredible Investment Opportunity in Humboldt Park! Welcome to 921 N Drake, a well-maintained brick 2-flat offering spacious living and income potential. This property features a 2-bedroom unit and a 3-bedroom unit, each with 1 full bathroom, ideal for owner-occupants or savvy investors. Both units offer generous room sizes, hardwood flooring, and great natural light throughout. The property

    Areli Heredia Re/Max In The Village

    921 N Drake Ave, Chicago, IL 60651
  • /49

    $350,000

    6049 S Champlain Ave, Chicago, IL 60637

    Turnkey SRO Investment Opportunity in Charming Greystone! Discover a long-established Single Room Occupancy (SRO) greystone property, thoughtfully managed by the current owner. Featuring 8 rooms across what appears to be a 2-unit structure with a finished basement, it has served senior tenants with distinction for years. Why this property stands out: High demand: SROs offer affordable housing for

    David Thomas Blue Door Dave Inc

    6049 S Champlain Ave, Chicago, IL 60637
  • /32

    $299,900

    • 5 Beds
    • 2 Baths
    • 2,067 Sq Ft

    6316 S Keeler Ave, Chicago, IL 60629

    This home has so much to offer... charming original features to be cherished and potential to design your perfect living space.... hardwood flooring, foyer, 5 true bedrooms, 2 bathrooms, spacious kitchen with two pantries, front room open to formal dining area, and an expansive basement with so much possibility, open and waiting for your finishing touch. Nestled in the Westlawn neighborhood of

    Erin Smith HomeSmart Realty Group

    6316 S Keeler Ave, Chicago, IL 60629
  • /2

    $425,000

    • 10 Beds
    • 4 Baths

    8301 S Carpenter St, Chicago, IL 60620

    Turnkey 4-Unit Brick Investment - Fully Occupied Solid all-brick 4-unit building featuring (2) 2 bed/1 bath units and (2) 3 bed/1 bath units. All hardwood floors, updated cabinets, and newer appliances throughout. All units are occupied, providing immediate cash flow. Low-maintenance property and a strong addition to any investment portfolio. Must give 48 hour notice before viewing.

    Robert Nowak Charles Rutenberg Realty of IL

    8301 S Carpenter St, Chicago, IL 60620
  • /31

    $324,999

    • 2 Beds
    • 2 Baths
    • 900 Sq Ft

    1529 S State St Unit 8-B, Chicago, IL 60605

    Fabulous South Loop corner 2bd/2ba!! This home features a desirable split floor plan, brand new flooring and updated kitchen cabinets installed this past year, plus a private south-facing balcony perfect for entertaining. In-unit W/D and modern kitchen finishes with stainless steel appliances. Spacious master suite with updated bathroom and ClosetMaid-organized master and hallway closets. Second

    Dana Hassoun Infiniti Properties, Inc.

    1529 S State St Unit 8-B, Chicago, IL 60605
  • /2

    $525,000

    7935 S Essex Ave, Chicago, IL 60617

    Investment Opportunity: Fully Occupied 6-Unit Property with 6-Car Garage! Units: 6 Residential Parking: 6-Car Detached Garage Solid structure with updated systems: HVAC & Roof (2020), Plumbing Up to Code Looking for a property that pays for itself? This is it. This well-maintained 6-unit building is fully occupied with reliable tenants and steady rent flow. Whether you're a seasoned investor or

    Damaris Santiago Manage Chicago, Inc.

    7935 S Essex Ave, Chicago, IL 60617
  • /2

    $85,000

    • 6 Beds
    • 2 Baths

    7243 S Sangamon St, Chicago, IL 60621

    Investor Special - Rehab Opportunity! This two-unit property offers a solid investment opportunity in a strong, active market. The building has fire damage and requires a full gut renovation, making it ideal for seasoned investors and rehabbers looking to create value. With an ARV of 360K+ and strong neighborhood activity, this is a great project with serious upside potential. Sold as-is. No

    Solitaire King HomeSmart Connect LLC

    7243 S Sangamon St, Chicago, IL 60621
  • /2

    $45,000

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

    7042 S Laflin St, Chicago, IL 60636

    INVESTMENT OPPORTUNITY; EXPERIENCED INVESTOR, THIS SINGLE FAMILY HOUSE HAS 2 BEDROOMS, 1 BATHROOM, LIVING ROOM, DINING ROOM. PROPERTY IS BEING SOLD AS-IS, WHERE-IS. PROPERTY IS IN NEED OF A FULL REHAB, MUST REPLACE/UPDATE EVERYTHING. BUYER IS RESPONSIBLE FOR ALL CITY VIOLATIONS, TERMITE INSPECTION, AND SURVEY. HOUSE SITS ON THE BACK PART OF THE LOT. ****Owner is selling as a bulk package; MLS#

    Nadia Meza Classic Realty Group Prestige

    7042 S Laflin St, Chicago, IL 60636
  • /25

    $278,000

    • 5 Beds
    • 2.5 Baths
    • 1,879 Sq Ft

    11315 S Stewart Ave, Chicago, IL 60628

    Welcome home! This move-in ready single-family property is perfect whether you're buying your first home or adding to your investment portfolio. Recently renovated with a modern touch, it features an open and airy layout filled with natural light, complemented by crisp white cabinetry and elegant quartz countertops. Enjoy 5 spacious bedrooms, 2 full baths, and a convenient half bath in the

    Irene Perez Coldwell Banker Realty

    11315 S Stewart Ave, Chicago, IL 60628
  • /55

    $294,900

    • 5 Beds
    • 3 Baths
    • 2,597 Sq Ft

    8100 S Houston Ave, Chicago, IL 60617

    PRICE DROP! MOTIVATED SELLER - INVESTOR OR OWNER-OCCUPANT OPPORTUNITY! MOVE IN READY- Fully gutted and beautifully renovated brick bungalow in the up-and-coming South Shore community. This spacious home offers 5 bedrooms, 3 full bathrooms (one on each level), and a smart layout with generous closet and storage space-ideal for a large family or rental investment. Major upgrades include new

    Israel Dominguez Realty of America, LLC

    8100 S Houston Ave, Chicago, IL 60617
  • /30

    $749,000

    • 5 Beds
    • 3 Baths

    3719 W Palmer St, Chicago, IL 60647

    Your next investment awaits at 3719 Palmer in the heart of Logan Square! Currently configured as a 3-unit building with two spacious 2BR/1BA units and a non-conforming 1BR/1BA attic apartment. Perfect for an investor or owner occupant w/MTM leases and unit 1 exp:9/26. Property has been completely renovated. Features include hardwood floors throughout, updated kitchens and modern bathrooms, along

    Amy Duong Kim Compass

    3719 W Palmer St, Chicago, IL 60647
  • /68

    $1,025,000

    • 12 Beds
    • 8 Baths

    5644 S Prairie Ave, Chicago, IL 60637

    4-unit, 2007 construction, perfect OWNER-OCCUPANT investment opportunity in appreciating east Washington Park! Unit 2 has been rehabbed to feature modern improvements to be compared to other new construction in the area. All four units are 3-bed / 2-bath and have in-unit laundry hook-ups, hardwood and tile throughout, modern appliances, gas-forced-heat / central air, in-unit hot water tanks, and

    Gene Hart 33 Realty

    5644 S Prairie Ave, Chicago, IL 60637
  • /2

    $22,800

    • Land
    • 0 Acre

    8459 S Manistee Ave, Chicago, IL 60617

    CORNER VACANT LOT IN HOT AREA! - great investment opportunity!

    Ryan Cherney Circle One Realty

    8459 S Manistee Ave, Chicago, IL 60617
  • /31

    $349,000

    • 5 Beds
    • 2 Baths

    7841 S Burnham Ave, Chicago, IL 60649

    Excellent investment opportunity! This well-maintained brick 2-flat features a potential in-law arrangement in the basement, beautiful bay windows, hardwood floors, and a rear 2-bedroom coach house. Each unit offers a separate living room and dining room, with 2 bedrooms in Unit 1 and 3 bedrooms in Unit 2.

    Bryant Triplett RE/MAX 10

    7841 S Burnham Ave, Chicago, IL 60649
  • /11

    $219,900

    • 4 Beds
    • 1.5 Baths
    • 1,197 Sq Ft

    623 N Christiana Ave, Chicago, IL 60624

    Brick ranch with 4 bedrooms, 1.1 bath and no basement. Perfect investment or starter home. Currently rented to Section 8 tenant who will be moving out. Good condition but could use some updates. New water heater and garage door. Windows about 6 years old, newer roof and trims. Fenced front and backyard. All appliances belong to tenant. House sold as is but everything in good working order.

    Ewa Zalupska Chicagoland Brokers, Inc.

    623 N Christiana Ave, Chicago, IL 60624
  • /13

    $2,850,000

    • 6,528 Sq Ft

    Unlisted Address

    Fully renovated 6-unit mixed-use building located in the highly desirable Roscoe Village neighborhood. The property underwent a complete gut renovation and reconfiguration in 2020, creating modern layouts with king-sized bedrooms, added closet space, and sleek contemporary finishes throughout. Designed for low maintenance and strong tenant appeal, the building offers a stable monthly rent roll

    Helen Bailey Pioneer Realty Group LLC

    Unlisted Address
  • /8

    $60,000

    • 5 Beds
    • 2 Baths

    8422 S Baltimore Ave, Chicago, IL 60617

    Legal 2-flat with incredible income potential! Great opportunity for investors or savvy buyers looking to add value. This property needs some work, but offers strong upside and the chance to create a true cash-flowing asset. High demand for 2-unit properties makes this an excellent long-term investment-live in one unit while renting out the other to help with or even eliminate your mortgage.

    Anita Gee Gee Exclusive Realty Group

    8422 S Baltimore Ave, Chicago, IL 60617
  • /12

    $424,900

    • 8 Beds
    • 3 Baths

    6315 S Eberhart Ave, Chicago, IL 60637

    Discover an incredible investment opportunity in the heart of Chicago! This solid 2-unit building offers spacious living, strong rental potential, and unbeatable proximity to the highly anticipated Barack Obama Presidential Center. Location is everything-and this property delivers. Situated near public transportation, commuting is effortless with convenient access to buses and trains. Major

    Rashida King-Lynch Fathom Realty IL

    6315 S Eberhart Ave, Chicago, IL 60637
  • /2

    $12,000

    • Land

    6331 S Aberdeen St, Chicago, IL 60621

    Development Opportunity! This 25x124.68 lot 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

    Ronald Ohr Avenue 1 Realty Group

    6331 S Aberdeen St, Chicago, IL 60621
  • /2

    $420,000

    • 2 Beds
    • 1.5 Baths
    • 3,528 Sq Ft

    6206 S Knox Ave, Chicago, IL 60629

    SELLER IS A LICENSED BROKER. SOLID BRICK CHICAGO OCTAGON BUNGALOW NEAR MIDWAY AIRPORT AND ORANGE LINE. GREAT LOCATION. NEW CHICAGO LEAD SAFE WATER LINE, LARGE ROOMS, 9 FOOT CEILINGS, PLASTER WALLS, ROLLING SECURITY SHUTTERS, FULL CERAMIC BATH, HARDWOOD UNDER CARPET, ENCLOSED PORCH WITH NEWER VINYL SIDING, WALK IN PANTRY, WALK OUT BASEMENT, GREAT CITY HOME, GREAT INVESTMENT, SOLD AS IS, CALL FOR

    Walt Kanan Housecenter Realty,Inc.

    6206 S Knox Ave, Chicago, IL 60629
  • /28

    $449,000

    • 11 Beds
    • 6 Baths

    1330 S Lawndale Ave, Chicago, IL 60623

    Turn key investment opportunity in the form of a handsome Greystone with 4 rentable units. Legal 3 unit + bonus unit in basement. 10 total bedrooms and 6 total bathroom. 3 of 4 units are occupied. In unit washer / dryer, individual water heater and tenant paid utilities. Potential for owner occupy "house hack" to live in the building or use as pure investment and realize the potential $6500/mo

    Michael Scanlon eXp Realty

    1330 S Lawndale Ave, Chicago, IL 60623
  • /13

    $1,350,000

    350 E 50th St, Chicago, IL 60615

    Investor Opportunity in Historic Bronzeville | 6 Fully Rehabbed Luxury Condos with a solid Cap Rate. Rare chance to own a stabilized, income-producing portfolio of six (6) individual 2BD/2.5BA condos within a 15-unit building-each with its own PIN. The units feature modern, open floor plans with high-end finishes, stainless steel appliances, in-unit laundry, and central air. Located near Hyde

    Melinda Jordan Jameson Sotheby's Intl Realty

    350 E 50th St, Chicago, IL 60615
  • /2

    $13,999

    • Land
    • 0 Acre

    12129 S Parnell Ave, Chicago, IL 60628

    Discover a rare chance to own a premium parcel in the heart of Chicago's vibrant West Pullman community. This expansive 4,551 sq ft lot (approx. 37x123) is fully cleared and ready for your vision to take shape. Perfectly suited for building your ideal home, crafting a custom investment, or executing a smart development strategy, this property offers flexibility and potential. Nestled within a

    Aaron Gaines Keller Williams Preferred Realty

    12129 S Parnell Ave, Chicago, IL 60628
  • /9

    $145,000

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft

    6206 N Francisco Ave Unit 2B, Chicago, IL 60659

    Charming 1-bedroom, 1-bath condo in the highly sought-after West Ridge neighborhood! Featuring granite countertops, stainless steel appliances, new electricals, and brand-new windows. Whether you're looking to move right in or add a solid investment to your portfolio, this property is an excellent choice. Enjoy convenient on-site amenities including coin laundry along with a spacious,

    Maggie Perez HomeSmart Connect LLC

    6206 N Francisco Ave Unit 2B, Chicago, IL 60659
  • /23

    $129,000

    • Studio
    • 1 Bath

    4240 N Clarendon Ave Unit 309N, Chicago, IL 60613

    CHEAPER THAN A DORM! College students! Live the best of North Side life in this modern studio condo just a couple blocks from Montrose Beach and Montrose Harbor. Enjoy an open, light-filled layout with sleek finishes and a stylish full bath. The building features an exercise room, conference room, and a shared backyard perfect for gatherings or quiet mornings. Nestled in the vibrant

    Nina Ordaz Realty of America, LLC

    4240 N Clarendon Ave Unit 309N, Chicago, IL 60613
  • /20

    $335,000

    • 3 Beds
    • 4 Baths

    7915 S Dobson Ave, Chicago, IL 60619

    Time to get off the sidelines!!! Recently updated FOUR unit brick building located in the highly appreciating neighborhood of Chatham! 3/4 Units occupied leaving one unit for your creative ideas. Property has been professionally managed by a seasoned company for the past few years. Very responsible owner who tends to the building. SUPER LOW TAXES & a highly appreciating neighborhood makes for a

    Dexter Harper Coldwell Banker Realty

    7915 S Dobson Ave, Chicago, IL 60619
  • /2

    $28,000

    • Land
    • 0 Acre

    111 E Chestnut St Unit 6A2, Chicago, IL 60611

    Perfect chance to own your own garage spot by the magnificent mile where parking is a premium! You don't have to live in the building to own, use or rent out. Recently painted and new LED lighting installed. Great investment! Currently rented at $300 a month.

    Beverly Fishman Berkshire Hathaway HomeServices Chicago

    111 E Chestnut St Unit 6A2, Chicago, IL 60611
  • /3

    $130,000

    • Land
    • 0 Acre

    6413 S Drexel Ave, Chicago, IL 60637

    This lot already has an approved building permit for a multi-family dwelling! Also available: 6415 Drexel (also permitted for multi-family), 6411 Drexel & 6409 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

    Karen Fedyk Baird & Warner

    6413 S Drexel Ave, Chicago, IL 60637
  • /6

    $195,000

    • 4 Beds
    • 2 Baths

    175 N Lavergne Ave, Chicago, IL 60644

    Attention investors and rehabbers! Solid brick 2-unit building sold AS-IS. Property is fully vacant and ready for renovation. Great opportunity to bring this building back to life with your vision and create strong rental income or a beautiful owner-occupied investment. Ideal value-add project in Austin area with excellent potential for appreciation. Conveniently located near transportation,

    Niktora Julian Crown&Keys Realty Signature Collection

    175 N Lavergne Ave, Chicago, IL 60644
  • /20

    $550,000

    • 8 Beds
    • 4 Baths

    128 N Menard Ave, Chicago, IL 60644

    Solid 4-Unit in Prime Austin Location! Each unit offers 2 bedrooms, 1 bathroom, hardwood floors, and a private basement-ideal for storage and laundry. Separate heating and water heaters for each unit. Tenants pay all utilities. Extra land in front allows for potential future parking expansion. Live in one unit and rent out the others-perfect for owner-occupants or investors. Strong rental market

    Shaheen Pervaiz Exit Strategy Realty

    128 N Menard Ave, Chicago, IL 60644
  • /25

    $369,000

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

    1645 W Ogden Ave Unit 439, Chicago, IL 60612

    This updated, move-in ready 2-bedroom, 2-bath loft offers the perfect blend of modern design, low-maintenance living, and long-term value in one of Chicago's most dynamic locations. Ideally situated near the Illinois Medical District (a major employment and innovation hub), West Loop's renowned dining, shopping, and entertainment, and just a short walk to the United Center, this home also

    Ruben Marin Century 21 Circle

    1645 W Ogden Ave Unit 439, Chicago, IL 60612

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