Investment - Homes for Sale in Chicago, IL

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  /17

  $139,900

  • 9 Beds
  • 4 Baths

  5435 S Princeton Ave, Chicago, IL 60609

  **Incredible Investment Opportunity: 3-Unit Property for the Price of 2!** Attention investors and renovators! This unique property offers an extraordinary chance to acquire a total of four units for the price of two. Situated on a sizable lot, this distressed, as-is 2-flat building features two units, each with 2 bedrooms and 1 bathroom. Adding significant value, the property includes a coach

  Ubaldo Garcia RE/MAX Mi Casa

  5435 S Princeton Ave, Chicago, IL 60609
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  /5

  $1,320,000

  • 4 Beds
  • 4 Baths

  2742 N Kenmore Ave, Chicago, IL 60614

  Exceptional Two-Unit Property in Prime Lincoln Park Location This beautifully maintained two-unit building offers a rare opportunity in the heart of Lincoln Park. The upper unit is a sun-filled duplex featuring vaulted ceilings, a spacious and thoughtfully designed layout, and a cozy working fireplace. It also includes an in-unit washer and dryer for added convenience. The first-floor unit is

  David Grieco Westward Properties LLc

  2742 N Kenmore Ave, Chicago, IL 60614
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  /34

  $735,000

  • 6 Beds
  • 3 Baths

  820 N Monticello Ave, Chicago, IL 60651

  Discover a true value add opportunity right here in Humboldt Park. This is a legal 3-unit brick building paired with the separately-deeded and fenced lot next door at 822 N. Monticello Avenue. This property boasts a new oversized tandem parking garage and a full dormered loft.The garage and loft are spray foam insulated, making it the perfect all-weather additional living space. Unit layout,

  Joseph Reyna Real People Realty

  820 N Monticello Ave, Chicago, IL 60651
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  /38

  $269,900

  • 1 Bed
  • 1 Bath
  • 804 Sq Ft

  1636 N Wells St Unit 3007, Chicago, IL 60614

  " BACK ON THE MARKET - Buyer got cold feet. Great opportunity for the next buyer! " Welcome to Unit 3007 at 1636 N Wells Street-a stunning, fully renovated high-rise condo offering the perfect blend of modern luxury, unbeatable location, and sophisticated city living in the heart of Chicago's iconic Old Town neighborhood. Perched on the 30th floor, this one-bedroom, one-bath unit showcases

  Fernando Godoy eXp Realty

  1636 N Wells St Unit 3007, Chicago, IL 60614
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  /17

  $152,000

  • 6 Beds
  • 2 Baths

  2641 W 69th St, Chicago, IL 60629

  Chicago Lawn 2-Flat--Great Investment Opportunity! Spacious Brick 2-Flat located in the Chicago Lawn neighborhood. Each unit offers 3 bedrooms and 1 full bathoom, with good sized living and dining areas. The property also featurea a full finished basement providing extra space and flexibility. While the home needs work, it offers tremendous potential for the right buyer - whether you're an

  Michael Olszewski Area Wide Realty

  2641 W 69th St, Chicago, IL 60629
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  /23

  $1,460,000

  1534 E Marquette Rd, Chicago, IL 60637

  An Investor's Dream: High-Quality Multifamily Asset in Woodlawn's Growth Corridor right along the Lakefront. This professionally managed and meticulously maintained multifamily property at 1534 E Marquette Road is a premier investment opportunity in Chicago's rapidly appreciating Woodlawn community. Positioned for both immediate cash flow and substantial long-term equity growth, this asset

  Wayne Beals Exit Strategy Realty / EMA Management

  1534 E Marquette Rd, Chicago, IL 60637
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  /9

  $549,000

  • 6 Beds
  • 3 Baths

  1205 N Hamlin Ave, Chicago, IL 60651

  Beautifully maintained legal 3-flat brick building located in Chicago's vibrant Humboldt Park neighborhood. Each spacious unit features 2 bedrooms and 1 bath, and the property is fully rented, generating a large amount per month in combined rental income. Enjoy classic hardwood flooring throughout the first and second floors, with durable tile flooring in the basement unit. Additional amenities

  Jason Rosenberg Infiniti Properties, Inc.

  1205 N Hamlin Ave, Chicago, IL 60651
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  /27

  $499,000

  • 4,236 Sq Ft

  735 E 88th St, Chicago, IL 60619

  We are pleased to present for sale 735 E 88th, a six-unit multi-family investment property in the Chatham neighborhood of Chicago. The property is composed of six four-room 1-Bed/1-Bath apartments and a three-car garage that features updated electric, updated rear porch, central boiler heat (~8 years old), common hot water, newer windows, hardwood floors throughout, multiple units with updated

  Gene Hart 33 Realty

  735 E 88th St, Chicago, IL 60619
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  /18

  $199,995

  • 2 Beds
  • 1.5 Baths
  • 1,250 Sq Ft

  1729 E 67th St Unit 2E, Chicago, IL 60649

  Stunningly Renovated Urban Retreat Near the Lakefront! 1729 E 67th St., Unit 2E | 2 Bed | 1.5 Bath. Welcome to your gorgeous, fully renovated sanctuary nestled in the heart of one of Chicago's most vibrant and scenic neighborhoods. This sun-drenched 2-bedroom, 1.5-bath condo has just undergone a complete transformation-every inch is fresh, modern, and move-in ready! Step inside and be greeted by

  Newell Broadway Coldwell Banker Realty

  1729 E 67th St Unit 2E, Chicago, IL 60649
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  /2

  $420,000

  • 7 Beds
  • 3 Baths

  8039 S Marquette Ave, Chicago, IL 60617

  If you're looking for investment property you found it! This 3 unit building is very spacious and has a number of updates.

  Tammy Jackson KM Realty Group, LLC

  8039 S Marquette Ave, Chicago, IL 60617
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  /24

  $289,900

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  1550 S Blue Island Ave Unit 1107, Chicago, IL 60608

  Stunning Fully Renovated Condo in the Heart of Little Italy, Chicago. Welcome to this beautifully renovated 2-bedroom, 1-bath condo located in the Little Italy neighborhood of Chicago. This move-in-ready home offers an outstanding view that fills the space with natural light-the thoughtfully updated interior features modern finishes throughout, combining style and comfort in every room. The open,

  Ryan Cherney Circle One Realty

  1550 S Blue Island Ave Unit 1107, Chicago, IL 60608
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  /3

  $30,000

  • Land
  • 0 Acre

  1212 N La Salle Dr Unit 316, Chicago, IL 60610

  MUST BE A UNIT OWNER AT 1212 N LASALLE TO PURCHASE. Prime Gold Coast/ Old Town location. This is an extra large and wide self parking spot that can accommodate a large SUV! On preferred level 3 which is indoors. This spot currently rents at $250/month. Garage is camera monitored 24/7. Easy self park access with fob. Ideal neighborhood. A great investment!

  Debra Flynn Baird & Warner

  1212 N La Salle Dr Unit 316, Chicago, IL 60610
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  /24

  $179,000 Pre-Foreclosure

  • 5 Beds
  • 3.5 Baths
  • 1,288 Sq Ft

  7133 S Constance Ave, Chicago, IL 60649

  Don't miss this spacious 5 bedroom, 3.5 bathroom property located in the highly sough after South Shore neighborhood. This home offers exceptional potential for investors, rehabbers, or buyers looking to customize a spacious residence to their own style. Renovation work has begun but is not complete, giving you the flexibility to finish the project as you desire. One bedroom on first floor, 2

  Michael Olszewski Area Wide Realty

  7133 S Constance Ave, Chicago, IL 60649
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  /10

  $345,000

  • 6 Beds
  • 2 Baths

  7940 S Evans Ave, Chicago, IL 60619

  INVESTMENT OPPORTUNITY! Welcome to a versatile and income-generating multi-family townhouse nestled in the heart of Chatham. Whether you're seeking a live-in owner opportunity or landlord investment, this residence is poised for rental income or owner-occupancy with solid upside potential. Don't miss your chance to own a piece of historic character in a vibrant South Side community. Unit 2 is

  Michael Fisher M Property Group LLC

  7940 S Evans Ave, Chicago, IL 60619
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  /13

  $300,000

  • 6 Beds
  • 3 Baths
  • 1,152 Sq Ft

  7634 S May St, Chicago, IL 60620

  ** Seller is offering help with closing costs** Whether you're looking for a spacious forever home or a high-potential investment, this property offers exceptional value and versatility. Welcome to this beautifully rehabbed 6-bedroom, 3-bathroom gem, offering space, style, and flexibility for today's lifestyle! This stunning home has been thoughtfully renovated from top to bottom, blending modern

  Elena Rodriguez Illinois Real Estate Partners Inc

  7634 S May St, Chicago, IL 60620
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  /2

  $20,000

  • Land
  • 0 Acre

  408 E 107th St, Chicago, IL 60628

  *****Motivated Seller**** Standard Residential or Mix-Use Lot, Great opportunity to build an investment property, or possibly a Mixed-Use Property, Parking Lot, or just additional space, near the expressway and public transportation. There are no violations. If applicable buyer responsible for any and all encumbrances.

  Tamika M Harding Keller Williams Preferred Rlty

  408 E 107th St, Chicago, IL 60628
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  /2

  $175,000

  • 7 Beds
  • 3 Baths

  7246 S East End Ave, Chicago, IL 60649

  Here is a rare chance to acquire a property in the South Shore neighborhood. With vision and execution, this asset offers substantial upside potential. Property is being sold as-is and requires a serious, seasoned investor ready to take on a full rehab project. The seller is motivated and ready to make a deal. Opportunities like this don't come around often-bring your expertise and turn this

  Lolita Russell Coldwell Banker Realty

  7246 S East End Ave, Chicago, IL 60649
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  /10

  $205,000

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  12128 S Bishop St, Chicago, IL 60643

  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

  12128 S Bishop St, Chicago, IL 60643
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  /8

  $4,700,000 Pre-Foreclosure

  5011 S Drexel Blvd, Chicago, IL 60615

  Exclusively engaged to market for sale Drexel House [5017 S DrexelBlvd], an 8-unit, 38-bedroom multifamily property in Chicago's Hyde Park neighborhood.5017 S Drexel is a gut-rehabbed property showcasing a rare and highly functional unit configuration: [7] spacious five-bedroom apartments and [1] three-bedroom unit, all equipped with three bathrooms. Each residence has been meticulously updated,

  Ryan Blake Nara Advisors, Inc

  5011 S Drexel Blvd, Chicago, IL 60615
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  /2

  $179,000

  • 5 Beds
  • 2 Baths

  531 W 61st Place, Chicago, IL 60621

  Gorgeous, renovated brick two-flat is an investor's dream and guarantees YEARS of cash flow with long term tenants! This is a solid investment that will produce great returns!! Tenants will enjoy living in a quiet neighborhood convenient to The University of Chicago, major highways, public transportation, restaurants, shopping, and Lake Michigan. In-unit features include: Brand New Appliances,

  Dimitris Mellos James Group Properties LLC

  531 W 61st Place, Chicago, IL 60621
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  /47

  $380,000

  • 10 Beds
  • 3 Baths

  1842 S Drake Ave, Chicago, IL 60623

  Discover this wonderful brick 3-flat situated in the heart of Chicago's vibrant North Lawndale neighborhood. Located less than a block from the renowned Farm on Ogden, a year-round indoor market offering fresh produce and community programs, and just minutes from the historic Douglass Park Field House-a 173-acre park featuring lagoons, playgrounds, soccer fields, and cultural events. Each of the

  Jonathan Gil Equity Realty

  1842 S Drake Ave, Chicago, IL 60623
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  /19

  $230,000

  • 1 Bed
  • 1 Bath
  • 765 Sq Ft

  10 E Ontario St Unit 2306, Chicago, IL 60611

  Spacious convertible junior one-bedroom in the full-amenity Ontario Place-perfect for investors! This bright and functional home features wood floors throughout, a large living area, well-sized bedroom, and generous closet space. Enjoy a huge private balcony with city views and a smart, open layout. Ontario Place offers resort-style amenities including a 24-hour doorperson, fitness center,

  James Moser @properties Christie's International Real Estate

  10 E Ontario St Unit 2306, Chicago, IL 60611
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  /43

  $850,000

  • 4 Beds
  • 3 Baths

  1224 W Lunt Ave, Chicago, IL 60626

  Exceptional Investment Opportunity - Fully rented 2 flat multi-unit property with 8 parking spaces, one block away from Loyola Park and the beach. Don't miss this rare opportunity to own a well-maintained, income-generating property, situated on an extra-deep 30' x 172' lot on a charming, tree-lined street. Both units have high 9' ceilings, hardwood floors and sun-drenched sunrooms. Unit 1 offers

  Youlia Raichev HomeSmart Connect LLC

  1224 W Lunt Ave, Chicago, IL 60626
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  /9

  $199,000

  • 5 Beds
  • 2 Baths

  2334 S Trumbull Ave, Chicago, IL 60623

  CALLING ALL INVESTORS!! Brick 2-flat in Chicago's Little Village neighborhood offering strong investment potential. The lower-level unit has been fully gutted to the studs, providing a blank canvas for a builder or investor with vision to restore it to its original 2-bedroom, 1-bath layout or reimagine the space entirely. The primary unit on the main floor features 2 bedrooms and 1 bath, with the

  Christopher Shaw Coldwell Banker Realty

  2334 S Trumbull Ave, Chicago, IL 60623
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  /17

  $450,000

  • 12 Beds
  • 6 Baths

  5718 S Green St, Chicago, IL 60621

  Beautiful grey stone rarely available , this is a great investment, 4 large unit , new roof , property in good shape and ready to move in with a little elbow grease, tall full basement , all individual heat back yard parking available , front units was made into SRO but can be easily de-convert ,great location , walk to Kennedy king college , just off the i 94 new electrical panel , some new

  Leroy Viamille Mills Realty Inc

  5718 S Green St, Chicago, IL 60621
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  /38

  $440,000

  • 6,528 Sq Ft

  7701 S Eggleston Ave, Chicago, IL 60620

  Group Showings to be Held on Saturday, December 20th at 2pm CT. 9-Unit All-Brick Cash Cow Located on a Quiet Block in Chicago's Hidden Gem - Winneconna Parkway! Cap Rate: 14.4% | Cash-on-Cash Return: 32.5% - Nearly Impossible to Find Anywhere! Check Out This incredible Investment Opportunity Located in One of Chicago's Most Unique & Desirable Residential Enclaves! Situated in Historic Winneconna

  Ryan Widerberg eXp Realty - Chicago North Ave

  7701 S Eggleston Ave, Chicago, IL 60620
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  /15

  $489,900

  • 7 Beds
  • 3 Baths

  1540 S Ridgeway Ave, Chicago, IL 60623

  Welcome to a stunning 2025 full-gut rehabbed 2-flat located in the rapidly appreciating Lawndale neighborhood. Perfect for investors or owner-occupants looking for rental income, this property offers the perfect blend of modern finishes, functionality, and value. The first-floor duplex features 4 bedrooms and 2 full baths, offering generous living space ideal for larger households or higher rent

  Marcus Carter Chicagoland Brokers, Inc.

  1540 S Ridgeway Ave, Chicago, IL 60623
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  /6

  $124,900

  • 1 Bed
  • 1 Bath

  2044 W Jarvis Ave Unit 3G, Chicago, IL 60645

  Excellent investment opportunity in Rogers Park! Well-maintained 1-bedroom, 1-bath condo in a desirable low-rise building. Ideal for investors seeking steady rental income or first-time buyers looking for affordability. Low HOA fees make this a smart addition to any portfolio. Prime location close to public transportation, parks, shopping, and restaurants. Common laundry area in building. Strong

  Daniel Hernandez NAIM LUXE REALTY LLC

  2044 W Jarvis Ave Unit 3G, Chicago, IL 60645
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  /4

  $65,000

  • Land
  • 0 Acre

  1532 S Kedzie Ave, Chicago, IL 60623

  Incredible Development Opportunity! Two adjacent vacant lots near Douglas Park! Don't miss this unique opportunity to acquire two contiguous vacant lots located at 1532 & 1534 S. Kedzie Ave, Chicago, IL 60623 (PINs: 16232290300000 & 16232290310000). These side-by-side parcels are being sold together at 65K each! Each lot is 25 X 125. The lots are ideal for new construction in a rapidly developing

  Thommy Purnell Kale Realty

  1532 S Kedzie Ave, Chicago, IL 60623
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  /2

  $9,900

  • Land
  • 0 Acre

  8647 S Colfax Ave, Chicago, IL 60617

  Development Opportunity in South Chicago! This 25x125 lot is located in the South Chicago neighborhood and is zoned RS-3, offering the potential to build either a single-family home or a two-flat property. With easy access to the I-90, 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

  Ronald Ohr Avenue 1 Realty Group

  8647 S Colfax Ave, Chicago, IL 60617
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  /2

  $25,000

  • Land
  • 0 Acre

  10 E Ontario St Unit S-515, Chicago, IL 60611

  Prime lower-floor garage parking spot at Ontario Place, close to the elevator! Easy investment in an area where parking is always in high demand. You do NOT have to own a condo in the building in order to buy a space. Right in the heart of River North and just steps to Magnificent Mile. Walk to and endless amount of restaurants, bars/clubs, shopping hot spots and more. This spot can be rented out

  Brady Miller Cadence Realty

  10 E Ontario St Unit S-515, Chicago, IL 60611
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  /32

  $759,000

  • 9 Beds
  • 7 Baths

  6406 S Ingleside Ave, Chicago, IL 60637

  A ROOF OVER YOUR HEAD AND MONEY IN YOUR POCKETS..........RECENTLY RENOVATED 3 UNIT IN EAST WOODLAWN. 1ST FLOOR DUPLEX FEATURES 3 BED/3 BATH, PERFECT FOR OWNER'S UNIT. 2ND AND 3RD FLOORS HAVE 3 BED/2 BATH. HARDWOOD FLOORS THROUGHOUT. LAUNDRY IN EACH UNIT. INDIVIDUAL MECHANICALS. SECURED GATED PARKING. PERFECT INVESTMENT: RENT NOW AND SELL AS CONDOS LATER, OR LIVE-IN AND LET TENANTS PAY THE

  William Kowalski William A. Kowalski

  6406 S Ingleside Ave, Chicago, IL 60637
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  /2

  $58,900

  • Land
  • 0 Acre

  4210 W Washington Blvd, Chicago, IL 60624

  Oversized Vacant Lot in Historic West Garfield Park - Developer's Dream! Prime opportunity to own a 25' x 180' RT-4 zoned lot in the heart of West Garfield Park-just steps from the lush greenery of Garfield Park and blocks from Douglas Park. This deep, buildable lot is ideal for single-family homes or multi-unit, making it perfect for investors, developers, or savvy buyers looking to capitalize

  Vickie Soupos Fulton Grace Realty

  4210 W Washington Blvd, Chicago, IL 60624
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  /4

  $295,000

  • 11 Beds
  • 4 Baths

  1600 S Saint Louis Ave, Chicago, IL 60623

  Excellent investment opportunity in the heart of North Lawndale. This Oversized non-conforming 4-unit property features tall ceilings throughout and a partially finished basement that offers additional living space and storage potential. Located near Douglas Park in a growing neighborhood, this property presents strong potential for investors seeking value and long-term growth. Convenient access

  Israel Valadez Realty of America, LLC

  1600 S Saint Louis Ave, Chicago, IL 60623
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  /2

  $989,000

  • Land
  • 0 Acre

  2841-49 N Cicero Ave, Chicago, IL 60641

  On a busy Cicero Aveneue between Diversy and Fullerton, this 15,375 square foot parcel is available for sale. The land could be developed for a wide variety of retail uses. The site has low taxes for the area with substantial frontage on Cicero Avenue with easy access to bustling Six Corners. Great opportunity for a user or developer. The Belmont Cragin community has benefited from steady

  Daniel Hyman Millennium Properties RE, Inc.

  2841-49 N Cicero Ave, Chicago, IL 60641
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  /90

  $8,360,000

  4358 S Prairie Ave, Chicago, IL 60653

  7.5 CAP Welcome to TPAL, The Prairie Ave Lofts, a Crown Jewel of the Bronzeville Collection spans 125 x 160.58 just under a 1/2 acre perfectly positioned on a prime corner in well located high growth Bronzeville 1/4 block to Green Line and Pendleton Park. An Iconic Classic Chicago All Masonry 31-unit prominent walk up with distinctive 5 entrances, steel rear decks, private all masonry

  Karen Biazar North Clybourn Group, Inc.

  4358 S Prairie Ave, Chicago, IL 60653
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  /29

  $299,900

  • 4 Beds
  • 2 Baths

  4845 S Throop St, Chicago, IL 60609

  Excellent Investment opportunity in the New City neighborhood, perfect for the first time homebuyer or for anyone wanting extra passive income! Two Unit with opportunity to duplex up to the unfinished attic. Recently updated, two bedroom, 1 bath units; Updated kitchen with Stainless Steel Appliances, new cabinets, newly remodeled bathrooms, Central Air, New garage. Bring your prequalified buyers!

  Teresa Ramirez Chicago Premier Realty, Inc.

  4845 S Throop St, Chicago, IL 60609
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  /26

  $280,000

  • 4 Beds
  • 3 Baths

  9517 S Escanaba Ave, Chicago, IL 60617

  First time on the market! Rare opportunity to own a true two-unit property with incredible potential-ideal for a house hack or investment. Needs some TLC. Each unit features 2 bedrooms, 1 bath, spacious living and dining rooms, hardwood floors throughout, and abundant natural light. Situated on a corner lot with a large backyard and an enclosed back porch offering potential for additional living

  Elizabeth Quintero @properties Christie's International Real Estate

  9517 S Escanaba Ave, Chicago, IL 60617
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  /30

  $310,000

  • 2 Beds
  • 1 Bath
  • 894 Sq Ft

  1255 S State St Unit 1201, Chicago, IL 60605

  Experience this wonderfully spacious 2-bedroom, 1-bath condo in the heart of the South Loop. Freshly painted and move-in ready, this bright and inviting unit features a recently renovated bathroom, in-unit laundry, central heat and air, and a private balcony with sweeping city views-including the iconic Sears Tower. The primary bedroom offers a generous walk-in closet, while the large open

  Hugo Alvarez Century 21 NuVision Real Estate

  1255 S State St Unit 1201, Chicago, IL 60605
• 

  /2

  $9,000

  • Land

  6150 S Throop St, Chicago, IL 60636

  Development Opportunity! This 25x116.45 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

  6150 S Throop St, Chicago, IL 60636

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