Investment - Homes for Sale in Chicago, IL

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  /29

  $799,000

  • 10 Beds
  • 3 Baths

  1749 W North Shore Ave, Chicago, IL 60626

  Fantastic Investment Opportunity! Don't miss this solid brick legal 3-flat that combines space, comfort, and strong rental potential. Two of the units feature 4 bedrooms and 1 bath, each with central A/C, while the third unit offers 3 bedrooms and 1 bath-layouts that appeal to a wide range of tenants. This is a must-see property, packed with the amenities renters value most: Two garage parking

  Pabel Reinoso Bright Future Realty

  1749 W North Shore Ave, Chicago, IL 60626
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  /31

  $345,000

  • 5 Beds
  • 2.5 Baths
  • 1,596 Sq Ft

  4747 W Monroe St, Chicago, IL 60644

  Welcome to 4747 W Monroe St - Your Next Investment Opportunity! This spacious 5-bedroom, 3-bathroom home, is ready for your personal touch. Recently repainted and featuring beautiful hardwood floors throughout, it offers a fully finished basement, updated bathrooms, and sun-filled rooms perfect for living and entertaining. Enjoy the large backyard, two-car garage, and plenty of closet space in

  Melida Orbe Kale Realty

  4747 W Monroe St, Chicago, IL 60644
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  /13

  $1,749,000

  • 5,000 Sq Ft

  1363 W Walton St, Chicago, IL 60642

  Exceptional 7 Unit MultiFamily in Noble Square / West Town. All-brick building fully gut-rehabbed in 2016. This turnkey investment features: Seven thoughtfully designed units - front building, middle building, and rear locations offering spacious layouts. Premium finishes throughout - beautiful hardwood-style vinyl floors, gourmet kitchens with stainless steel appliances and granite countertops,

  Daniel Merrion Coldwell Banker Realty

  1363 W Walton St, Chicago, IL 60642
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  /2

  $17,000

  • Land
  • 0.06 Acre
  • $283,333 per Acre

  5018 S Princeton Ave, Chicago, IL 60609

  Exceptional Opportunity for Investors and Home Builders This is a rare chance to purchase a buildable lot in Chicago's Fuller Park neighborhood, just minutes from downtown. In addition to this parcel, the same owners are also offering six other nearby lots, each with its own Property Identification Number (PIN) and separate price. These additional lots are not included in the price of the

  Spasoje Bjelica City Realtor INC.

  5018 S Princeton Ave, Chicago, IL 60609
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  /2

  $45,000

  • Land
  • 0 Acre

  1542 S Homan Ave, Chicago, IL 60623

  Solid development site in an up-and-coming corridor. This 25x125 lot offers excellent potential for residential or investment build-out. Seller is motivated and open to discussing collaborative development opportunities. Ideal location with strong future growth.

  Bridget Johnson Exit Strategy Realty

  1542 S Homan Ave, Chicago, IL 60623
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  /51

  $184,900

  • 8 Beds
  • 3 Baths

  7625 S Sangamon St, Chicago, IL 60620

  Attention investors, flippers, and owner-occupants! Here's your chance to acquire a solid two-flat with a duplexed first-floor unit and build instant equity. The spacious first-floor duplex offers five bedrooms and two full baths, remodeled about ten years ago. Unit upstairs is a 3 bedroom 1 bath. The property needs some repairs, TLC and cosmetic updates, but many big-ticket items have already

  Joanna Lewkowicz Boutique Home Realty

  7625 S Sangamon St, Chicago, IL 60620
• 

  

  /15

  $323,000

  • 3 Beds
  • 2 Baths
  • 1,295 Sq Ft

  9035 S Oglesby Ave, Chicago, IL 60617

  Turnkey Investment Opportunity! Part of a single-family portfolio with an average 8 cap rate. This fully renovated, tenant-occupied property is a hassle-free addition to any investor's portfolio. Whether you're an experienced investor or a regular buyer looking for a move-in-ready home, this is a fantastic opportunity to own a well-maintained property with immediate rental income potential.

  Kamil Nowakowski NowEquity Real Estate

  9035 S Oglesby Ave, Chicago, IL 60617
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  /4

  $449,000

  • Land
  • 0 Acre

  818 S Miller St, Chicago, IL 60607

  Prime vacant lot in the highly sought-after Tri-Taylor / University Village / Little Italy area. Located just off Taylor Street, this 25 x 100 RT-4 zoned lot offers an exceptional opportunity in one of Chicago's most desirable neighborhoods. Enjoy close proximity to the West Loop, UIC campus (two streets west), major expressways (90/94 & 290), and one of the nation's largest medical centers. This

  Sam Shaffer Chicago Properties Firm

  818 S Miller St, Chicago, IL 60607
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  /3

  $500,000

  • 5 Beds
  • 2 Baths
  • 3,248 Sq Ft

  3328 W Warren Blvd, Chicago, IL 60624

  Own a Rare Piece of Chicago History Don't miss this incredible opportunity to restore a true architectural gem. This massive Romanesque Revival Greystone, built circa 1890 by renowned architect Charles Weary, sits on an extra-wide 35' x 125' lot in red-hot East Garfield Park. Rich in character and potential, this rarely available historic mansion offers the perfect canvas for your vision.

  Cynthia Grunst-Bednarz Baird & Warner

  3328 W Warren Blvd, Chicago, IL 60624
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  /50

  $799,000

  • 8 Beds
  • 6 Baths

  2530 N Neva Ave, Chicago, IL 60707

  An amazing investment opportunity in Beautiful Montclare Neighborhood of Chicago on the edge of the city. This well-maintained multi-unit property sits on a double lot with gated access, featuring 2 buildings, The main building offers 2 large units that duplex up, offering each a separate living room, dining room, and kitchen with additional bonus rooms and spacious bedrooms, a Garden suite/in

  Fernando Roman RE/MAX Partners

  2530 N Neva Ave, Chicago, IL 60707
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  /27

  $330,000

  • 1 Bed
  • 1 Bath
  • 860 Sq Ft

  345 N La Salle Dr Unit 1902, Chicago, IL 60654

  Excellent Investment Opportunity! Currently rented until 7.31.26 ~ monthly rent will cover mortgage/assessments/taxes. Gorgeous updated condo with stainless-steel appliances, in-unit washer/dryer, and luxury vinyl flooring. Enjoy the generous living/dining space, bedroom can easily fit a king-sized bed. Not to mention, foor-to-ceiling windows enable stunning, unobstructed views of the city in the

  Leslie McGinty Corcoran Urban Real Estate

  345 N La Salle Dr Unit 1902, Chicago, IL 60654
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  /28

  $359,900

  • 2 Beds
  • 2 Baths
  • 1,519 Sq Ft

  1727 S Indiana Ave Unit 320, Chicago, IL 60616

  Live Big in the Historic Prairie District - Converted Kodak Factory Loft! If you love character, space, and a location that puts Chicago's best playground right outside your door - welcome home. This 1519 sq ft timber loft in the iconic former Kodak building delivers the kind of scale and charm you just can't recreate today. We're talking 12-foot ceilings, massive rooms, exposed brick, gleaming

  Beau Shirley Coldwell Banker Realty

  1727 S Indiana Ave Unit 320, Chicago, IL 60616
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  /17

  $219,900

  • Studio
  • 1 Bath
  • 600 Sq Ft

  777 N Michigan Ave Unit 1307, Chicago, IL 60611

  BRIGHT SPACIOUS STUDIO W/WESTERN SUNSET VIEWS OF MICHIGAN AVE & WATERTOWER PARK. FRESHLY PAINTED, NEWLY CARPETED & NEW KITCHEN FLOOR. MOVE IN OR BUY AS AN INVESTMENT. BEST LOCATION NEAR TRANSPORTATION, SHOPPING, CAFES, NORTHWESTERN & LOYOLA. FULL AMENITY BUILDING W/OUTDOOR POOL, EXERCISE ROOM, ROOFDECK, & 24HR DOORSTAFF. BUILDING HAS HEALTHY RESERVE.

  Lawrence Dunning Fulton Grace Realty

  777 N Michigan Ave Unit 1307, Chicago, IL 60611
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  /26

  $225,000

  • 1 Bed
  • 1 Bath
  • 890 Sq Ft

  405 N Wabash Ave Unit 314, Chicago, IL 60611

  Investment Opportunity or Start Home in the Heart of River North! Located at 405 N. Wabash Ave, this one-bedroom condo in the desirable River Plaza building offers an incredible opportunity for a savvy investor or a first-time buyer ready to create their dream home. This spacious 890 square foot unit is being sold as-is, providing a blank canvas for your vision. The living and bedroom have

  Haroon Khan Streeterville Realty, LLC

  405 N Wabash Ave Unit 314, Chicago, IL 60611
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  /16

  $64,900

  • 4 Beds
  • 2 Baths

  7311 S Peoria St, Chicago, IL 60621

  Spacious 2 flat with lots of potential. Features two Separate units with 2Bd/1Ba per unit. Includes a beautiful fenced-in yard! Large windows! Just minutes from downtown, public transit and the Dan Ryan Expy!!! This property is a GREAT INVESTMENT and Will NOT LAST LONG!!! Sold as is. No survey provided.

  David Williamson Choice Realty Group Inc.

  7311 S Peoria St, Chicago, IL 60621
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  /33

  $399,000

  • 3 Beds
  • 1.5 Baths
  • 1,569 Sq Ft

  9527 S Damen Ave, Chicago, IL 60643

  In Beverly's historic Ridge District this is your perfect opportunity to own a huge 2-story Georgian on an oversized approx 50 x 180 lot situated right in Central Beverly, just a few blocks from the Metra. The fully fenced park-like backyard is massive, with mature trees that provide plenty of privacy. The generous living room features a custom fireplace, just the first of several features like

  John Zimmers EXIT Strategy Realty

  9527 S Damen Ave, Chicago, IL 60643
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  /21

  $775,000

  • 1 Bed
  • 2 Baths
  • 1,223 Sq Ft

  401 N Wabash Ave Unit 1842, Chicago, IL 60611

  Stunning views from this Luxurious investment at the Trump International Hotel. Take this opportunity to own this preferred Large 1 bedroom, 2 bathroom hotel suite that showcases in-demand views of iconic buildings in the City, signature views of Lake Michigan and the Chicago River, floor to ceiling windows, 11ft ceilings. Impeccably finished throughout. Enjoy 5 star Diamond rate amenities and

  Margaret Baczkowski @properties Christie's International Real Estate

  401 N Wabash Ave Unit 1842, Chicago, IL 60611
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  /6

  $45,000

  • Land
  • 0.07 Acre
  • $642,857 per Acre

  5962 W Iowa St, Chicago, IL 60651

  Developer Alert: Prime RS-3 Zoned Lot at 5962 W Iowa, Chicago, Illinois. Unlock the potential of this 25' x 120' RS-3 zoned lot in Chicago's revitalizing Austin neighborhood. This offering includes professionally designed architectural plans crafted by the esteemed Rus Architects/Renderers, Inc. Led by Rus Blemker, a self-certified architect in Chicago with over 25 years of experience in custom

  Thurston Gayle Baird & Warner

  5962 W Iowa St, Chicago, IL 60651
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  /22

  $139,000

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  5150 S King Dr Unit 2A, Chicago, IL 60615

  Set along historic King Drive near Washington Park, this beautifully refreshed 3-bedroom, 2-bath courtyard condo offers timeless character, modern comfort, and excellent investment potential. Step inside to a sun-filled living room anchored by a charming fireplace and adjoining sunroom surrounded by windows and natural light. A separate formal dining room sets the stage for gatherings, while the

  Kiana Szostak Baird & Warner

  5150 S King Dr Unit 2A, Chicago, IL 60615
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  /25

  $2,249,500

  • 22,546 Sq Ft

  5636 W Division St, Chicago, IL 60651

  This 33-unit mixed-use property, a bank-owned asset in Chicago's thriving North Austin neighborhood, presents an attractive investment opportunity in a historic urban setting. Constructed in 1925, the elegant terracotta building features 7 commercial storefronts, 20 one-bedroom/one-bathroom apartments, and 6 two-bedroom/one-bathroom apartments, creating a diverse and stable revenue stream. The

  David Geary Geary's Realty LLC

  5636 W Division St, Chicago, IL 60651
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  /2

  $105,000

  • 4 Beds
  • 1 Bath
  • 1,292 Sq Ft

  12014 S Normal Ave, Chicago, IL 60628

  Charming 4-Bedroom Home - Move-In Ready or Prime Investment Opportunity! Welcome to this inviting 4-bedroom, 1-bath home that's perfect for first-time buyers, savvy investors, or anyone looking for a fresh start. Nestled in a friendly neighborhood and just steps from local parks and playgrounds, this property offers both comfort and convenience. With property taxes under $2,000 annually, it's as

  Damaris Santiago Manage Chicago, Inc.

  12014 S Normal Ave, Chicago, IL 60628
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  /25

  $60,000

  • 2 Beds
  • 1 Bath
  • 1,188 Sq Ft

  715 E 91st Place, Chicago, IL 60619

  *** BE AWARE OF SCAM, THIS PROPERTY IS ABSOLUTELLY NOT FOR RENT *** Discover the opportunity to transform potential into perfection at 715 E 91st Pl, Chicago, IL 60619 - a charming brick bungalow located in the heart of the Burnside/Chatham area, one of the city's historically rich and community-focused neighborhoods. This 2-bedroom, 1-bath single-family home may need vision and elbow grease, but

  Fernando Godoy eXp Realty

  715 E 91st Place, Chicago, IL 60619
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  /2

  $8,000

  • Land
  • 0 Acre

  4918 W Monroe St, Chicago, IL 60644

  Vacant Land. Great investment opportunity. Property is being sold as-is; no repairs will be made by seller.No survey is provided by seller. Buyer is responsible for city requirements if applicable. Buyer will need to take pending city violations if applies. CASH BUYERS FOR THIS LOT. PLEASE PROVIDE PROOF OF FUNDS WITH ALL OFFERS

  Lorenzo Pate Nuline Properties, Inc.

  4918 W Monroe St, Chicago, IL 60644
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  /47

  $670,000

  • 6 Beds
  • 4 Baths

  2713 S Crowell St, Chicago, IL 60608

  Two Homes, One Opportunity, Live, Rent, Prosper,2713 S Crowell St, Chicago, IL 60608, Move-In Ready 2-Flat located in the heart of Bridgeport, one of Chicago's most vibrant and fast-growing neighborhoods. The building stands out in the street. Step into this beautifully updated 2-flat, perfect for multi-generational living or as a turnkey investment opportunity. First Floor (2024 completed

  linda lin RE/MAX Suburban

  2713 S Crowell St, Chicago, IL 60608
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  /2

  $45,000

  • Land
  • 0 Acre

  3519 W Lexington St, Chicago, IL 60624

  Well-positioned 25x125 development lot on a quiet East Garfield Park block. Ideal for new construction or a long-term investment hold. Seller is motivated and open to partnering on feasible development ideas or creative project proposals. A strong opportunity in an improving area.

  Bridget Johnson Exit Strategy Realty

  3519 W Lexington St, Chicago, IL 60624
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  /4

  $214,900

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  5408 S Michigan Ave Unit 1S, Chicago, IL 60615

  Spacious 3-bedroom, 2-bathroom condo located in the heart of Bronzeville. This well-maintained 10-unit building is fully rented, offering excellent investment potential, yet remains ideal for owner-occupants seeking a vibrant community and prime location. The current CHA tenant is on a month-to-month lease, providing flexibility for new buyers. Perfect for investors looking to generate income or

  Sanina Ellison Re-CHRG Inc

  5408 S Michigan Ave Unit 1S, Chicago, IL 60615
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  /15

  $675,000

  7357 S Saint Lawrence Ave, Chicago, IL 60619

  Welcome to this Beautifully Rehabbed Investment Property. A solid brick, 6 unit building rehabbed within the last year and perfect for an investor seeking a turn-key asset in a strong rental market. This 2 story building features a total of 8 bedrooms and 6 bathrooms, offering a desirable mix of unit layouts to attract quality tenants. The property includes four 1-bedroom units with combined

  Perdure Carter Realty of America, LLC

  7357 S Saint Lawrence Ave, Chicago, IL 60619
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  /23

  $90,000

  • 4 Beds
  • 2 Baths
  • 1,938 Sq Ft

  7125 S University Ave, Chicago, IL 60619

  Opportunity knocks with this 4-bedroom, 2-bathroom single-family home in the heart of Chicago's Woodlawn neighborhood. This two-story property features a full basement, spacious layout, and a large yard-perfect for redevelopment or rental income. The home needs a full rehab but offers strong upside potential in an area seeing increasing investment and revitalization. Sold as-is. Don't miss this

  Arthur Weller eXp Realty

  7125 S University Ave, Chicago, IL 60619
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  /27

  $1,200,000

  6667 W Devon Ave, Chicago, IL 60631

  Presenting 6667-69 W. Devon Avenue, a six-unit multifamily investment opportunity located in the highly desirable Norwood Park neighborhood of Chicago. The property offers a strong unit mix of two garden one-bedroom units and four above-ground one-bedroom units, each modernized in with granite countertops, stainless steel appliances, hardwood flooring, ceramic-tile bathrooms, and updated

  Paul Proano Coldwell Banker Commercial NRT

  6667 W Devon Ave, Chicago, IL 60631
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  /58

  $1,099,000

  • 8 Beds
  • 4 Baths

  6129 N Ravenswood Ave, Chicago, IL 60660

  Rare 4-level duplex featuring two townhouse-style residences, each with separate entrances and generous living space. Modern Luxury Meets Smart Investment at 6129 N Ravenswood Ave - A Fully Renovated Two-Unit Gem in Edgewater. This exceptional property has been completely rehabbed down to the studs, offering two spacious duplex units that blend contemporary design with functional layouts-perfect

  Gerardo Tapia-Quiroz Baird & Warner

  6129 N Ravenswood Ave, Chicago, IL 60660
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  /17

  $364,900

  • 6 Beds
  • 3 Baths

  5119 S Washtenaw Ave, Chicago, IL 60632

  2 large apartments and finished attic with additional bathroom. In a great area, close to transportation, shopping and parks. This would make a great investment for a first time buyer or someone looking to purchase a rental property. 1st floor was recently repainted and shows very well. Easy to show.

  Louis Kiessling City Life Realty

  5119 S Washtenaw Ave, Chicago, IL 60632
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  /11

  $874,900

  • 9 Beds
  • 7 Baths

  1527 E 66th Place, Chicago, IL 60637

  Invest in Woodlawn: A Prime Opportunity! This meticulously maintained, three-unit building presents a rare chance for investment-minded buyers to capitalize on the explosive growth of Chicago's Woodlawn community. With all three units boasting a 3-bedroom, 2-bathroom layout, this property is designed for high-end rental income and long-term appreciation. Unmatched Location and Upside Potential.

  Derek Walvoord Exit Strategy Realty / EMA Management

  1527 E 66th Place, Chicago, IL 60637
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  /18

  $350,000

  • Studio
  • 1 Bath

  401 N Wabash Ave Unit 2310, Chicago, IL 60611

  Experience the pinnacle of a luxury pied-a-terre without the hassle of ownership. A highly sought-after investment opportunity, this deluxe king suite at the Trump International Hotel provides immediate income potential when not in personal use. Whether you're visiting for business or leisure, enjoy world-class amenities including state of the art health club overlooking the city, an indoor pool,

  Alexandre Stoykov Compass

  401 N Wabash Ave Unit 2310, Chicago, IL 60611
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  /2

  $125,000

  • Land
  • 0.11 Acre
  • $1,136,364 per Acre

  3153 W Madison St, Chicago, IL 60612

  East Garfield Park Development Opportunity! Prime vacant lot near Madison Street and Kedzie Avenue, ready for your vision. Build your dream home or investment property in this up-and-coming Chicago neighborhood. Close proximity to public transportation and easy access to downtown. Don't miss this chance to be part of the East Garfield Park transformation! Nearby Attractions: The Hatchery The

  Arleatha Kelly Arleatha Kelly

  3153 W Madison St, Chicago, IL 60612
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  /30

  $1,500,000

  • Land
  • 0 Acre

  7018 S Stony Island Ave, Chicago, IL 60649

  Prime Commercial Lots for Sale 7018 & 7022 Stony Island Ave High-Traffic on Stony Island Near 71st Street. These two adjacent commercial lots are located directly on Stony Island Avenue-one of the busiest corridors in the Chicago metro area-offering unmatched exposure, accessibility, and investment potential. Just minutes from the upcoming Obama Presidential Center and Positioned right across

  Nella Ovallos Chicagoland Brokers, Inc.

  7018 S Stony Island Ave, Chicago, IL 60649
• 

  

  /12

  $194,000

  • 3 Beds
  • 1 Bath
  • 1,009 Sq Ft

  12239 S Parnell Ave, Chicago, IL 60628

  Turnkey Investment Opportunity! Part of a single-family portfolio with an average 8 cap rate. This fully renovated, tenant-occupied property is a hassle-free addition to any investors portfolio. Whether you're an experienced investor or a regular buyer looking for a move-in-ready home, this is a fantastic opportunity to own a well-maintained property with immediate rental income potential.

  Kamil Nowakowski NowEquity Real Estate

  12239 S Parnell Ave, Chicago, IL 60628
• 

  

  /16

  $899,000

  • 5 Beds
  • 3 Baths
  • 2,352 Sq Ft

  1455 N Paulina St, Chicago, IL 60622

  HUGE SF in the heart of Wicker Park. 5 beds/3 baths, LL has a separate entrance with bed and bath (think in-law or student). Large full bathrooms on each floor. Eat in kitchen. Home is currently occupied month to month. Minor updates would go a long way. Huge 2.5 car garage with large storage loft. 2 spacious outdoor areas and room above the garage to finish. Purchase as investment and keep

  Eric Feldman Turn-Key Realty, LLC

  1455 N Paulina St, Chicago, IL 60622
• 

  

  /15

  $149,999

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  5004 S Champlain Ave Unit 1, Chicago, IL 60615

  Investors, take note! This stunning, rehabbed 2-bedroom, 1-bathroom condo offers not only modern style and comfort but also a turnkey investment opportunity with rental income already in place. The unit is currently leased through April 2026, providing immediate great income. No active HOA or no monthly dues currently in place. Must be CASH BUYER. Step inside to an airy, open layout with exposed

  Ariel Martinez Duarte Realty Company

  5004 S Champlain Ave Unit 1, Chicago, IL 60615
• 

  

  /9

  $799,000

  223 N Kolmar Ave, Chicago, IL 60624

  Discover an exceptional investment opportunity with this fully occupied 7-unit brick building that delivers immediate income potential. This well-maintained property features individual in unit furnaces and NEW separate water heaters, ensuring tenant comfort while minimizing owner expenses. The building showcases thoughtful updates throughout, including modernized kitchens and bathrooms, as well

  Victor Jimenez Berkshire Hathaway HomeServices American Heritage

  223 N Kolmar Ave, Chicago, IL 60624
• 

  

  /6

  $15,000

  • Land
  • 0.07 Acre
  • $214,286 per Acre

  5935 S Carpenter St, Chicago, IL 60621

  Build your dream project or secure an investment in this prime Chicago lot, zoned RS-3! Perfectly located near major conveniences: Aldi, Walgreens, and Kennedy King College are just moments away. Enjoy easy commuting with the Halsted Green Line train station and quick access to I-94 expressway. Surrounded by parks, schools, and vibrant city amenities, this lot offers endless possibilities for

  J. Alday Realty of America, LLC

  5935 S Carpenter St, Chicago, IL 60621

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