Investment - Homes for Sale in Chicago, IL

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  /28

  $159,600

  • 7 Beds
  • 3 Baths

  7043 S Yale Ave, Chicago, IL 60621

  Price Drop Alert - Don't Miss This Englewood Multi-Unit Opportunity! Brick 2-Unit with 8 Bedrooms & Expandable Basement Space! Now available at a new, reduced price, this property is primed for investors ready to boost their portfolio. You won't want to sleep on this cash-flow opportunity! Offering 4 spacious bedrooms in each unit for a total of 8 bedrooms, this two-flat is ideal for maximizing

  

  Tamika Marks

  Trademarks & Associates

  (312) 313-8205

  7043 S Yale Ave, Chicago, IL 60621
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  Explore Chicago

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  /30

  $62,000

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft

  352 W 116th St, Chicago, IL 60628

  **Price Drop Alert - Even More Value added to this charming & cozy home in West Pullman!** Step into this adorable 2-bedroom, 1-bath home offering just the right amount of space and charm! With approximately 880 square feet on the main level, this inviting frame home features a bright and airy living room, a combined dining area, and a functional kitchen-all with great flow for everyday living.

  

  Tamika Marks

  Trademarks & Associates

  (773) 906-7738

  352 W 116th St, Chicago, IL 60628
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  /34

  $559,900

  • 6 Beds
  • 3 Baths

  1007 S Austin Blvd, Chicago, IL 60644

  Beautifully updated 2-unit brick building offering spacious layouts in both units. Each residence features a formal living room with a decorative fireplace, a formal dining room, newer windows, renovated kitchens, walk-in pantries, and access to a private back porch area. The upper unit includes a brand-new kitchen with all-new appliances, including a dishwasher. Refinished hardwood floors and

  

  Shena Omotola

  Skyward Realty

  (773) 945-9068

  1007 S Austin Blvd, Chicago, IL 60644
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  /38

  $160,000

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

  3144 W 40th St, Chicago, IL 60632

  Room to Grow in Brighton Park - Value-Add Potential! Bring your vision to this spacious 4-bedroom, 2-bath home in the heart of Brighton Park. Featuring a full basement with exterior access and a 2-car garage, this property offers strong fundamentals and plenty of room for transformation. With updates and improvements, it has the potential to deliver excellent returns-whether you're planning a

  

  Tamika Marks

  Trademarks & Associates

  (312) 313-0931

  3144 W 40th St, Chicago, IL 60632
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  /7

  $189,900

  • 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

  

  Maricela Wilson

  Smart Home Realty

  (312) 948-9641

  537 W 61st Place, Chicago, IL 60621
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  /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

  

  Tamika Marks

  Trademarks & Associates

  (872) 328-4127

  817 W 54th St, Chicago, IL 60609
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  /146

  $449,900

  • 9 Beds
  • 6 Baths

  6331 S Throop St, Chicago, IL 60636

  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 countertops, hardwood floors, new doors and trim, and modern bathrooms with ceramic tile. Freshly painted throughout. A

  

  David Hernandez

  Coldwell Banker Realty

  (773) 570-1041

  6331 S Throop St, Chicago, IL 60636
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  /76

  $12,500,000

  • 22,000 Sq Ft

  3335 N Sheffield Ave, Chicago, IL 60657

  Introducing The Sheffield Collection - a rare trophy acquisition opportunity featuring newly constructed luxury apartment buildings in Chicago's highly sought-after East Lakeview neighborhood. Completed in 2023 and 2024, this best-in-class multifamily portfolio exemplifies the height of modern design, lifestyle appeal, and long-term investment potential. Each building offers a collection of

  

  Cyrus Seraj

  Compass

  (872) 327-4014

  3335 N Sheffield Ave, Chicago, IL 60657
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  /7

  $284,900

  • Land
  • 0.6 Acre
  • $474,833 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

  

  Andrew Dorazio

  Fitzgerald Real Estate Inc.

  (708) 726-0837

  3101 W 87th St, Chicago, IL 60805
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  /2

  $65,000

  • 6 Beds
  • 2 Baths

  8830 S Exchange Ave, Chicago, IL 60617

  Prime Investment Opportunity with this dual-unit property: Front Unit offers 2 beds (with a possible 3rd), 1 bath & Rear Unit offers 1 bed with room for more, 1 bath. There is an unfinished basement for more income opportunity. Sold As-Is

  

  Rafay Qamar

  Real Broker LLC

  (872) 326-2591

  8830 S Exchange Ave, Chicago, IL 60617
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  /2

  $25,000

  • Land
  • 0 Acre

  2151 S Lawndale Ave, Chicago, IL 60623

  This lot is a short walk to the Central Park pink line stop and sits in the Ogden Corridor which has been marked for improvements by the CDOT and investment from the city for business development.

  

  Andrea Maldonado

  Realty of America, LLC

  (312) 504-4629

  2151 S Lawndale Ave, Chicago, IL 60623
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  /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

  

  LaToya Moore

  Baird & Warner

  (872) 327-6366

  1654 S Christiana Ave, Chicago, IL 60623
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  /2

  $85,000

  • 5 Beds
  • 2 Baths

  7122 S Seeley Ave, Chicago, IL 60636

  Investor Special! Spacious 5BR/2BA Home with Huge Potential Attention investors! This large dormered 5-bedroom, 2-bathroom home is a fantastic opportunity for a fix-and-flip or buy-and-hold investment. Located on a great block, this property offers incredible potential to maximize returns. Sold As-Is and sight unseen as it is currently occupied. Don't miss out on this high-potential

  

  Oscar Arteaga

  Keller Williams Infinity

  (872) 327-4188

  7122 S Seeley Ave, Chicago, IL 60636
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  /35

  $175,000

  • 5 Beds
  • 2 Baths

  7930 S Luella Ave, Chicago, IL 60617

  SHORTSALE Opportunity. Not finding what you are looking for in a multi unit? Bring your creative ideas for this diamond in the rough. Building does need work which is reflected in the list price. This Multiunit features enclosed front and back porches, tall ceilings, spacious rooms and floor plan. Great Investment Opportunity For Owner Occupant with the potential to live rent free Or Investor

  

  O'Neia Washington

  O W Auction Group LLC

  (773) 974-8432

  7930 S Luella Ave, Chicago, IL 60617
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  /32

  $719,000

  • 8 Beds
  • 3 Baths

  6712 N Maplewood Ave, Chicago, IL 60645

  Well taken care of 8 bedroom 3 bath 2 flat on a beautiful tree lined street. Both of the main units have 3 bedrooms with the primary bed having an adjoining office space. Recent tuck-point and roof maintenance along with a new installed flood control system makes this a worry free opportunity. The basement can easily be turned into an inlaw suite with roughed in plumbing for a kitchen and a full

  

  Dave Johnson

  City and Field Real Estate

  (312) 626-3110

  6712 N Maplewood Ave, Chicago, IL 60645
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  /44

  $525,000

  • 6 Beds
  • 4 Baths

  2436 W Fillmore St, Chicago, IL 60612

  Attention Investors!, automatic cash flow opportunity with appreciation potential. This 2 flat offers an excellent ready-to-go 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

  

  Dave Johnson

  City and Field Real Estate

  (773) 245-0997

  2436 W Fillmore St, Chicago, IL 60612
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  /29

  $580,000

  • 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

  

  Rafay Qamar

  Real Broker LLC

  (312) 248-6135

  5028 W Lawrence Ave, Chicago, IL 60630
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  /5

  $39,900

  • Land
  • 0 Acre

  5537 S Bishop St, Chicago, IL 60636

  Prime Vacant Lot- Surrounded by New Growth! Opportunity knocks on this good sized vacant lot. This parcel offers a rare chance to build your dream single-family home or develop a smart investment property in a fast-evolving neighborhood. Whether you're a seasoned investor, first-time developer, or looking to build custom, this is a high-potential opportunity you don't want to miss. The lot has a

  

  Leopoldo Saucedo

  Urbanitas Inc.

  (773) 985-1242

  5537 S Bishop St, Chicago, IL 60636
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  /28

  $329,900

  • 7 Beds
  • 4 Baths

  5743 S Emerald Ave, Chicago, IL 60621

  Incredible investment property featuring 2 units fully rehabbed. Property offers not just a home but a wise investment for your future!. Highlights include new furnaces for each unit, new water heaters , new kitchen cabinets and appliances, remodeled bathrooms, new floors, new porch and new roof. It presents occupant/investor with the opportunity to take hold of a turnkey asset that has been

  

  Bill Eliopoulos

  Cosmos Realty Investors, Inc.

  (773) 232-6436

  5743 S Emerald Ave, Chicago, IL 60621
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  /19

  $172,500

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft

  4960 N Marine Dr Unit 1214, Chicago, IL 60640

  Welcome to Shoreline Park! This high-floor one-bedroom condo offers AMAZING east-facing views of the lake and is completely move-in ready. The unit features newer luxury vinyl plank floors, fresh paint, rail lighting, a modern bathroom, and an updated kitchen with stainless steel appliances. The spacious bedroom features excellent closet space, and you'll also appreciate the sizable storage

  

  Monica Washington

  Coldwell Banker Real Estate Group

  (312) 728-4106

  4960 N Marine Dr Unit 1214, Chicago, IL 60640
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  /32

  $460,000

  • 5 Beds
  • 3 Baths

  5527 W Potomac Ave, Chicago, IL 60651

  Don't miss this ideal investment opportunity-a professionally managed legal 2-flat withs g a garden-level in-law unit in Chicago's growing Austin neighborhood. This classic brick building combines vintage charm with modern updates, making it a great fit for investors or owner-occupants alike. The property includes a 2-bed, 1-bath main-floor unit and a 3-bed, 1-bath upper unit with an enclosed

  

  Kathy Szuba

  REMAX Legends

  (773) 830-2883

  5527 W Potomac Ave, Chicago, IL 60651
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  /31

  $270,000

  • 1 Bed
  • 1 Bath

  30 E Huron St Unit 2803, Chicago, IL 60611

  Prime, Always Sunny SOUTH Facing 1 Bedroom, 1 Bathroom with Stunning Unobstructed City Views! Turnkey Investment Opportunity with Tenant Through August 31st, 2026! The Open Concept Floor Plan Features Hardwood Floors & Tons of Closet Space Throughout. Modern Kitchen with Shaker Style Cabinetry, Stainless Steel Appliances, Granite Counters and A HUGE Breakfast Bar Open to the Living Room with

  

  Lauren Shimmon

  Baird & Warner

  (312) 945-0137

  30 E Huron St Unit 2803, Chicago, IL 60611
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  /14

  $325,000

  • 5 Beds
  • 2 Baths

  6510 S Rhodes Ave, Chicago, IL 60637

  Turnkey Greystone with Additional Lot - Prime West Woodlawn Investment Discover a rare opportunity to own a beautifully kept two-unit Greystone with endless income potential in the fast-growing West Woodlawn community. Ideally located near the University of Chicago, this property offers convenience, stability, and growth for seasoned investors and first-time buyers alike. The first-floor

  

  Kristen Roussev

  Village Realty, Inc.

  (773) 917-0332

  6510 S Rhodes Ave, Chicago, IL 60637
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  /23

  $205,000

  • 4 Beds
  • 2 Baths

  8220 S Wolcott Ave, Chicago, IL 60620

  Fantastic opportunity! Bring your design ideas to this modestly updated 2 unit in Auburn Gresham. Well cared for with vintage touches still in the property. Lots of natural light. Dry basement with small mechanical area. Spacious backyard ideal for gardening or outdoor entertainment. Add a fence to the yard for extra privacy. Convert the yard to parking. So many options! Window unit air

  

  Laraine Hanson

  Laraine Hanson

  (773) 985-4906

  8220 S Wolcott Ave, Chicago, IL 60620
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  /19

  $250,000

  • 2 Beds
  • 2 Baths

  13545 S Brandon Ave, Chicago, IL 60633

  Fully Rehabbed. Prime Mixed-Use Opportunity in Hegewisch! Seize this incredible investment opportunity in the heart of Hegewisch, Chicago! This well-maintained mixed-use building features a fully finished restaurant on the ground floor, ready for business, and a spacious 4-bedroom apartment upstairs-perfect for an owner-occupant or rental income. The restaurant space is designed for

  

  Mike Musa

  Keller Williams Preferred Rlty

  (312) 626-0163

  13545 S Brandon Ave, Chicago, IL 60633
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  /45

  $800,000

  • 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

  

  Rafay Qamar

  Real Broker LLC

  (773) 537-4559

  3322 N Kostner Ave, Chicago, IL 60641
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  /11

  $79,000

  • 6 Beds
  • 3 Baths
  • 1,968 Sq Ft

  11941 S La Salle St, Chicago, IL 60628

  Price Reduced! Spacious 6-Bedroom Opportunity in West Pullman - Seller Financing Available! Now is the time to act on this incredible value! This generously sized 6-bedroom, 3-bathroom home in Chicago's West Pullman neighborhood has just been reduced, making it an even more attractive opportunity for savvy buyers. Featuring a side drive and detached 2-car garage, this property is perfect for

  

  Tamika Marks

  Trademarks & Associates

  (312) 561-4963

  11941 S La Salle St, Chicago, IL 60628
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  /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

  

  Kimberly Brychel

  @properties Christie's International Real Estate

  (773) 825-5962

  4326 W School St, Chicago, IL 60641
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  /35

  $224,900

  • 3 Beds
  • 2 Baths
  • 939 Sq Ft

  2910 E 138th Place, Chicago, IL 60633

  Welcome to Burnham's one of a kind home, set on 1.4 acres of land! This property features 3 bedrooms, 2 bathrooms and a 2 car garage. Full basement features extra space for personalization, Walk-out access to a spacious backyard. The living room, dining room, and bedrooms showcase beautiful hardwood flooring. Large driveway for more parking. This property offers a perfect blend of space,

  

  Veronica Luna

  Realty of America, LLC

  (773) 877-3025

  2910 E 138th Place, Chicago, IL 60633
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  /22

  $405,000

  • 7 Beds
  • 2 Baths

  4251 W Jackson Blvd, Chicago, IL 60624

  Welcome to Jackson. This solid brick 2-unit building features two spacious units - perfect for investors or multigenerational living. The first-floor unit offers 3 bedrooms and 1 full bath, currently leased to a reliable tenant. The second-floor unit, previously owner-occupied, boasts 4 bedrooms and 1 full bath with generous living space and natural light. Both units feature separate utilities

  

  Sohe Reyes

  Smart Home Realty

  (312) 681-7489

  4251 W Jackson Blvd, Chicago, IL 60624
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  /16

  $1,600,000

  2420 N Kilbourn Ave, Chicago, IL 60639

  Great investment opportunity in an up and coming neighborhood of Hermosa in Chicago. Fully gut rehabbed last year including all new appliances, new roof, fully tuckpointed, new back decks and stairs, new plumbing, new electrical. This 8 unit building also has value add options.

  

  Dave Johnson

  City and Field Real Estate

  (773) 570-2525

  2420 N Kilbourn Ave, Chicago, IL 60639
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  /13

  $249,900

  • 6 Beds
  • 2 Baths

  7948 S Union Ave, Chicago, IL 60620

  Discover a fantastic investment opportunity in the heart of the vibrant Auburn Gresham neighborhood, this property offers easy access to local amenities, schools, parks, and public transportation! Whether you're an investor looking for rental income or a homeowner interested in house hacking and living in one unit while renting out the other, this property provides a fantastic opportunity. The

  

  Reginald Patterson

  eXp Realty

  (312) 313-3018

  7948 S Union Ave, Chicago, IL 60620
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  /10

  $235,000

  • 3 Beds
  • 2 Baths

  1400 E 55th Place Unit 1002S, Chicago, IL 60637

  Attention, investors! One of only four original 3 bedroom units in the entire University Park Condo (UPC) building in the heart of Hype Park, Chicago, with 3 bedrooms and 2 bathrooms is rented (renewed to 3 tenants) through Aug. 31, 2026. The UPC building is in very high demand for rentals among University of Chicago employees and graduate students, which makes it an excellent investment

  

  Ali Arciniega

  ALLURE Real Estate

  (312) 800-1681

  1400 E 55th Place Unit 1002S, Chicago, IL 60637
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  /25

  $599,900

  • 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. Fully occupied 3 unit Greystone. Each unit has 4 beds 1 bath and separate utilities. NEW Electrical throughout the building. Water tanks were recently updated for each unit. New Intercom system has been added to the building for your convenience.

  

  O'Neia Washington

  O W Auction Group LLC

  (312) 626-8858

  5942 S Calumet Ave, Chicago, IL 60637
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  /57

  $689,900 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,550 Sq Ft

  942 N Harding Ave, Chicago, IL 60651

  ****COMING SOON***** FALL-2025..... Luxury Meets Modern Living in West Humboldt Park: Welcome to this stunning new construction single-family home, perfectly situated in the rapidly growing West Humboldt Park neighborhood. Thoughtfully designed for both comfort and sophistication, this multi-level residence offers four spacious bedrooms, 3.5 luxurious bathrooms, a cozy family room, a dedicated

  

  Edgar Guerrero

  REMAX Legends

  (872) 258-1947

  942 N Harding Ave, Chicago, IL 60651
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  /84

  $650,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,550 Sq Ft

  932 N Monticello Ave, Chicago, IL 60651

  Luxury Meets Modern Living in West Humboldt Park: Welcome to this stunning new construction single-family home, perfectly situated in the rapidly growing West Humboldt Park neighborhood. Thoughtfully designed for both comfort and sophistication, this multi-level residence offers 5- spacious bedrooms, 3.5 luxurious bathrooms, a cozy family room, a flex-room/ space, and multiple outdoor living

  

  Edgar Guerrero

  REMAX Legends

  (773) 923-3317

  932 N Monticello Ave, Chicago, IL 60651
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  /43

  $450,000

  • 3 Beds
  • 3 Baths
  • 2,320 Sq Ft

  2515 W Harrison St Unit 1, Chicago, IL 60612

  **Seller is offering $5,000 in closing credits if the contract is accepted by August 31, 2025-don't miss this opportunity! Discover this rare spacious 3-bedroom, 3-bathroom duplex in the heart of Tri-Taylor, offering over 2,300 sq. ft. of living space, including a secure private garage space! The beautifully updated kitchen boasts quartz countertops, 42" shaker cabinets with under-cabinet

  Matt Laricy Americorp, Ltd

  2515 W Harrison St Unit 1, Chicago, IL 60612
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  /34

  $599,000

  • 4 Beds
  • 3 Baths

  5121 W Henderson St, Chicago, IL 60641

  Welcome to this well-maintained brick two-flat situated on a quiet residential block in the heart of Portage Park. Ideal for owner-occupants or investors, this versatile property offers exceptional potential either live in one unit and rent the other, or enjoy steady rental income from both. Each unit features spacious rooms, hardwood flooring, and a functional layout with separate living and

  Jon Ellingsen xr realty

  5121 W Henderson St, Chicago, IL 60641
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  /66

  $1,295,000

  • 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
• 

  

  /35

  $550,000

  • 9 Beds
  • 3 Baths

  1002 N Drake Ave, Chicago, IL 60651

  Exceptional Investment Opportunity in Hot Humboldt Park! This solid, fully rehabbed legal 3-flat offers strong income potential and modern upgrades throughout. Each spacious unit features 3 full bedrooms and recently updated kitchens with stainless steel appliances including refrigerator, stove, microwave, and dishwasher. Units 1 and 2 are equipped with central air. Independent furnaces and water

  German Llanos 24 Hour Real Estate LLC

  1002 N Drake Ave, Chicago, IL 60651

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