Chicago, IL Homes for Sale under $300,000

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  /14

  $295,000

  $25K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  1600 S Indiana Ave Unit 1401, Chicago, IL 60616

  Large one bedroom at Lakeside Tower - an excellent South loop location. The living space is open and flows naturally into the kitchen, where granite counters, stainless appliances, and a breakfast bar give you a functional layout. The primary bedroom is a standout, offering floor-to-ceiling windows. The 10 ft ceilings create something closer to a penthouse feel than a mid rise condo. In-unit

  

  Ali Arciniega

  ALLURE Real Estate

  1600 S Indiana Ave Unit 1401, Chicago, IL 60616
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  /49

  $250,000

  • 1 Bed
  • 1 Bath
  • 650 Sq Ft

  400 E Randolph St Unit 2502, Chicago, IL 60601

  North-facing Jr. one-bedroom. Lake views to the east. Newer kitchen cabinets with granite countertops. White appliances. Newer bathroom with ceramic tiles throughout. Laminate vinyl flooring. "New Eastside" neighborhood. The building, Outer Drive East, has undergone many renovations and has strong financial performance. New windows, new 5-star resort-like health, fitness, and spa. Racquetball,

  

  Shelley Stunard

  Berkshire Hathaway HomeServices Chicago

  400 E Randolph St Unit 2502, Chicago, IL 60601
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  /26

  $70,000

  • 6 Beds
  • 1.5 Baths
  • 2,132 Sq Ft

  11808 S Emerald Ave, Chicago, IL 60628

  Restore the Grandeur. Reclaim the Elegance. Revive a Piece of Chicago History. This classic American Foursquare is more than a home-it's an opportunity to bring craftsmanship, character, and timeless design back to center stage. Offering 6 true bedrooms and 1.5 baths, this spacious residence showcases the generous room sizes, traditional floor plan, and architectural presence that made Foursquare

  

  Tamika Marks

  Trademarks & Associates

  11808 S Emerald Ave, Chicago, IL 60628
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  /22

  $272,000

  $8K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 2,500 Sq Ft

  8445 S May St, Chicago, IL 60620

  Welcome to this thoughtfully renovated, solid brick Chicago bungalow offering the perfect blend of timeless character and modern comfort. This beautifully updated 4-bedroom, 1-bath home showcases quality craftsmanship and a bright, inviting interior filled with natural light and clean, neutral finishes throughout. The main level features durable luxury vinyl plank flooring, while all four

  

  Allan McLeod-Smith

  Smith and Jones Realty, LLC

  8445 S May St, Chicago, IL 60620
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  /23

  $229,000

  $26K PRICE DROP Pending

  • 1 Bed
  • 1 Bath
  • 875 Sq Ft

  910 S Michigan Ave Unit 1009, Chicago, IL 60605

  Welcome to Michigan Avenue Lofts at 910 S. Michigan Avenue! This spacious 875-square-foot one-bedroom offers classic loft character in a historic building directly across from Grant Park. The unit features hardwood floors with carpeted bedroom, high ceilings, a gas fireplace, in-unit laundry, and a generous living area. Enjoy a prime location along Chicago's Cultural Mile, with Grant Park,

  

  Martin Medenica

  Martin Medenica

  910 S Michigan Ave Unit 1009, Chicago, IL 60605
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  /21

  $240,000

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

  5401 S Hyde Park Blvd Unit 401, Chicago, IL 60615

  Check out the 3D tour and floorplan! This beautifully maintained and bright corner unit boasts ample natural light. Located in the heart of historic East Hyde Park, this 2-bedroom, 2-bathroom condo is just a couple of blocks from the lake. The kitchen is a highlight, featuring granite countertops, custom tiling, refreshed cabinetry, and stainless steel appliances. You'll appreciate the brand new

  

  Helen Sobel

  Baird & Warner

  5401 S Hyde Park Blvd Unit 401, Chicago, IL 60615
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  /10

  $225,000

  Pending

  • 1 Bed
  • 1 Bath
  • 650 Sq Ft

  4422 N Ashland Ave Unit 1E, Chicago, IL 60640

  Charming, updated 1-bedroom with amazing access to all your favorite Chicago neighborhoods and the beach! Welcome home to a raised first floor, turn-key property with parking included, in-unit laundry, and a private balcony. Modern finishes, dishwasher, and an additional storage unit round out the amenities for the home. Unbeatable value meats unbeatable location! Come see for yourself!

  

  Adam McDowell

  Berkshire Hathaway HomeServices Chicago

  4422 N Ashland Ave Unit 1E, Chicago, IL 60640
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  /23

  $299,900

  • 2 Beds
  • 3 Baths

  4158 S Campbell Ave, Chicago, IL 60632

  Property needs some work, SOLD As-Is. Zoning is RS-3 Large corner brick 2 story building with live work potential, second floor 2 bedroom w/den, one bath apartment, hardwood floor and wood trim thought out the whole unit, w/d hook-up installed and AC set up but not installed. Newer boiler heat. 1st floor FORMER TAVERN with original bar and tin ceilings, and two half baths. There is a former

  

  Melissa Stanley

  Baird & Warner

  4158 S Campbell Ave, Chicago, IL 60632
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  /18

  $130,000

  $10K PRICE DROP

  • Studio
  • 1 Bath
  • 420 Sq Ft

  601 E 32nd St Unit 403, Chicago, IL 60616

  Freshly updated studio in desirable beautiful Lake Meadows Condo! This move-in-ready home features fresh paint, updated appliances, generous closet space. Step outside to your private balcony and enjoy a quick walk to the lake front in a meticulously maintained, full-amenity building. Residents enjoy a rooftop deck, bike room, 24-hour door staff, beautifully landscaped grounds, and the

  

  Natasha Jenkins

  Luxesquire Realty

  601 E 32nd St Unit 403, Chicago, IL 60616
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  /32

  $125,000

  Pending

  • 2 Beds
  • 1.5 Baths
  • 1,422 Sq Ft

  4928 W Congress Pkwy, Chicago, IL 60644

  Opportunity Knocks-Will You Answer? If you've been searching for a property with character, potential, and room to make your mark, this could be the one. Situated on a generous lot in Chicago's Austin neighborhood, this classic home is ready for its next chapter. Originally designed as a 2-bedroom residence, the home features hardwood floors on the main level, a separate dining room, and an

  

  Tamika Marks

  Trademarks & Associates

  4928 W Congress Pkwy, Chicago, IL 60644
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  /21

  $249,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,579 Sq Ft

  11924 Longwood Dr, Blue Island, IL 60406

  Solid 3-bedroom, 2-bath home in Blue Island sits on a desirable corner lot and offers a great layout across three full levels of living space. Featuring a fully finished basement, this property is the ideal match for an owner-occupant, offering a spacious yard perfect for summer entertaining and outdoor living.

  

  Airel Hermosillo

  Smart Home Realty

  11924 Longwood Dr, Blue Island, IL 60406
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  /34

  $191,000

  • 2 Beds
  • 1 Bath

  346 N Austin Blvd Unit G, Oak Park, IL 60302

  BEAUTIFUL VINTAGE GARDEN CONDO IN VICTORIA MANOR. THIS VERY SPACIOUS UNIT FEATURES 2 BEDROOMS & 1 BATH. AN UPDATED EAT IN KITCHEN WITH STAINLESS STEEL APPLIANCES, GRANITE COUNTERS WITH PLENTY OF SPACE FOR FOOD PREPARATION. WHITE SOFT CLOSE CABINETS & DRAWERS. THE UNIT HAS A 5X8 ENTRY FOYER & A LIVING ROOM WITH FRENCH DOORS THAT LEAD TO THE DINING ROOM WITH A BAY WINDOW. THE LIVING ROOM CAN BE

  

  Carlyn Jackson

  Real People Realty

  346 N Austin Blvd Unit G, Oak Park, IL 60302
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  /21

  $265,000

  Pre-Foreclosure

  • 3 Beds
  • 2 Baths
  • 1,638 Sq Ft

  8753 S Kostner Ave, Hometown, IL 60456

  One of the largest homes in Hometown! This spacious home features 3 bedrooms and 2 full bathrooms, including a rare second-floor primary suite complete with a private bath, walk-in closet, and a space for a desk under stained glass window perfect for a home office or reading nook. The main level offers two bedrooms, including one with a beautiful skylight, a new kitchen with newer appliances, a

  

  Krystal Ruggiero

  Coldwell Banker Realty

  8753 S Kostner Ave, Hometown, IL 60456
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  /24

  $75,000

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  11519 S Kedzie Ave Unit 57, Merrionette Park, IL 60803

  Why Rent When You Can Own an End Unit with a Balcony to Call Your Own? Welcome to 11519 S Kedzie...where comfort, convenience, and affordability come together in this inviting end-unit 1-bedroom, 1-bath condominium. Whether you're purchasing your first home, downsizing, or adding to your investment portfolio, this condo offers a wonderful opportunity to enjoy low-maintenance living in a

  

  Tamika Marks

  Trademarks & Associates

  11519 S Kedzie Ave Unit 57, Merrionette Park, IL 60803
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  /29

  $249,500

  Pending

  • 2 Beds
  • 2 Baths
  • 1,225 Sq Ft

  6301 N Sheridan Rd Unit 18E, Chicago, IL 60660

  Enjoy spectacular panoramic lake views from this meticulously maintained 18th-floor condominium, offering the perfect blend of comfort, convenience, and city living. This spacious two-bedroom, two-bath residence features an inviting floor plan, abundant natural light, and breathtaking views of Lake Michigan from high above the city. The well-cared-for interior showcases pride of ownership

  

  Bill Dafnis

  Keller Williams Thrive

  6301 N Sheridan Rd Unit 18E, Chicago, IL 60660
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  /32

  $285,000

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

  5740 N Sheridan Rd Unit 17C, Chicago, IL 60660

  Completely newly renovated with high quality finishes throughout, this bright and airy high floor 2 bedroom, 2 bathroom corner unit offers sophisticated lakefront living with breathtaking panoramic views of Lake Michigan and the Chicago skyline. Rarely available and ideally positioned with Southeast exposure, this stunning residence captures picturesque partial lake views to the east and

  

  Angel Rosales

  PROSALES REALTY

  5740 N Sheridan Rd Unit 17C, Chicago, IL 60660
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  /14

  $249,900

  Pending

  • 1 Bed
  • 1 Bath

  1733 W Balmoral Ave Unit 3A, Chicago, IL 60640

  Bright and spacious top-floor 1-bedroom condo in a beautiful courtyard building in Andersonville! The unit features an open floor plan with hardwood floors throughout. The kitchen is equipped with 42-inch wood cabinets, granite counters, a breakfast bar, and stainless-steel appliances. In addition to a good-sized bedroom and a neutral white bathroom, the condo includes in-unit laundry, central

  

  Patty Cerny

  Compass

  1733 W Balmoral Ave Unit 3A, Chicago, IL 60640
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  /2

  $10,000

  • Land
  • 0 Sq Ft

  1250 W 108th St, Chicago, IL 60643

  ATTENTION DEVELOPERS/BUILDERS/INVESTORS. EXCELLENT OPPORTUNITY TO BUY AND BUILD ALSO FOR SALE SEPARATELY ARE LOTS 1204/1206/1216/1228/1230/1250/1252

  

  Jeanine Czerwin

  Wirtz Real Estate Group Inc.

  1250 W 108th St, Chicago, IL 60643
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  /19

  $215,000

  $10K PRICE DROP Pending

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

  6215 N Oakley Ave Unit G, Chicago, IL 60659

  Move In Ready 2 Bedroom, 2 Bathroom Condo Near Warren Park | Vacant and ready for immediate occupancy, this updated 2 bedroom, 2 bathroom condo offers a spacious layout, modern finishes and strong appeal for owner occupants and investors. NEW, durable natural wood-tone vinyl flooring runs throughout for a warm, cohesive look. | The generous living room is ideal for relaxing and entertaining,

  

  Ali Bakir

  MorphEasy Realty

  6215 N Oakley Ave Unit G, Chicago, IL 60659
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  /2

  $10,000

  • Land
  • 0 Sq Ft

  5739 S Elizabeth St, Chicago, IL 60636

  ATTENTION DEVELOPERS/BUILDERS/INVESTORS. EXCELLENT OPPORTUNITY TO BUY AND BUILD

  

  Jeanine Czerwin

  Wirtz Real Estate Group Inc.

  5739 S Elizabeth St, Chicago, IL 60636
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  /2

  $10,000

  • Land
  • 3,049 Sq Ft
  • $142,857 per Acre

  6449 S Laflin St, Chicago, IL 60636

  ATTENTION DEVELOPERS/BUILDERS/INVESTORS. EXCELLENT OPPORTUNITY TO BUY AND BUILD ALSO LISTED FOR SALE SEPARATELY ARE LOTS 6447/6451

  

  Jeanine Czerwin

  Wirtz Real Estate Group Inc.

  6449 S Laflin St, Chicago, IL 60636
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  /2

  $10,000

  • Land
  • 6,534 Sq Ft
  • $66,667 per Acre

  6333 S Marshfield Ave, Chicago, IL 60636

  ATTENTION DEVELOPERS/BUILDERS/INVESTORS. EXCELLENT OPPORTUNITY TO BUY AND BUILD

  

  Jeanine Czerwin

  Wirtz Real Estate Group Inc.

  6333 S Marshfield Ave, Chicago, IL 60636
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  /2

  $10,000

  • Land
  • 0 Sq Ft

  1436 W 61st St, Chicago, IL 60636

  ATTENTION DEVELOPERS/BUILDERS/INVESTORS. EXCELLENT OPPORTUNITY TO BUY AND BUILD 1432/1436/1438/1404 ALL FOR SALE SEPARATELY BUT CAN BE PURCHASED TOGETHER

  

  Jeanine Czerwin

  Wirtz Real Estate Group Inc.

  1436 W 61st St, Chicago, IL 60636
• 

  

  /19

  $255,000

  Pending

  • 1 Bed
  • 1 Bath

  3804 N Hamilton Ave Unit 2N, Chicago, IL 60618

  Large, sun-filled 1-bedroom condo nestled in the heart of North Center and Bell School district. Enter the foyer with long hallway leading you to the living room with built-ins, decorative fireplace and crown molding, and beautiful hardwood floors throughout. The separate dining room is spacious and light filled with super fun wallpaper and overlooks the shared backyard. Enjoy a newer bathroom

  

  Katrina de los Reyes

  Berkshire Hathaway HomeServices Chicago

  3804 N Hamilton Ave Unit 2N, Chicago, IL 60618
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  /2

  $10,000

  • Land
  • 6,098 Sq Ft
  • $71,429 per Acre

  6949 S May St, Chicago, IL 60621

  ATTENTION DEVELOPERS/BUILDERS/INVESTORS. EXCELLENT OPPORTUNITY TO BUY AND BUILD ALSO LISTED FOR SALE SEPARATELY ARE LOTS 6912/6914/6916/6920/6919

  

  Jeanine Czerwin

  Wirtz Real Estate Group Inc.

  6949 S May St, Chicago, IL 60621
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  /2

  $10,000

  • Land
  • 0 Sq Ft

  6621 S Justine St, Chicago, IL 60636

  ATTENTION DEVELOPERS/BUILDERS/INVESTORS. EXCELLENT OPPORTUNITY TO BUY AND BUILD ALSO LISTED FOR SALE SEPARATELY ARE LOTS 6623/6627/6629

  

  Jeanine Czerwin

  Wirtz Real Estate Group Inc.

  6621 S Justine St, Chicago, IL 60636
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  /2

  $10,000

  • Land
  • 0 Sq Ft

  6031 S Hermitage Ave, Chicago, IL 60636

  ATTENTION DEVELOPERS/BUILDERS/INVESTORS. EXCELLENT OPPORTUNITY TO BUY AND BUILD

  

  Jeanine Czerwin

  Wirtz Real Estate Group Inc.

  6031 S Hermitage Ave, Chicago, IL 60636
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  /2

  $10,000

  • Land
  • 0 Sq Ft

  5934 S Morgan St, Chicago, IL 60621

  ATTENTION DEVELOPERS/BUILDERS/INVESTORS. EXCELLENT OPPORTUNITY TO BUY AND BUILD ADDITIONAL LOTS FOR SALE 5919/5931/5934/5937/5939 S MORGAN ST

  

  Jeanine Czerwin

  Wirtz Real Estate Group Inc.

  5934 S Morgan St, Chicago, IL 60621
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  /2

  $10,000

  • Land
  • 3,049 Sq Ft
  • $142,857 per Acre

  6812 S Morgan St, Chicago, IL 60621

  ATTENTION DEVELOPERS/BUILDERS/INVESTORS. EXCELLENT OPPORTUNITY TO BUY AND BUILD

  

  Jeanine Czerwin

  Wirtz Real Estate Group Inc.

  6812 S Morgan St, Chicago, IL 60621
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  /2

  $10,000

  • Land
  • 3,049 Sq Ft
  • $142,857 per Acre

  6950 S Elizabeth St, Chicago, IL 60636

  ATTENTION DEVELOPERS/BUILDERS/INVESTORS. EXCELLENT OPPORTUNITY TO BUY AND BUILD ALSO LISTED FOR SALE SEPARATELY ARE LOTS 6950/6952/6958/7018

  

  Jeanine Czerwin

  Wirtz Real Estate Group Inc.

  6950 S Elizabeth St, Chicago, IL 60636
• 

  /2

  $10,000

  Pending

  • Land
  • 0 Sq Ft

  5924 S Green St, Chicago, IL 60621

  ATTENTION DEVELOPERS/BUILDERS/INVESTORS. EXCELLENT OPPORTUNITY TO BUY AND BUILD

  

  Jeanine Czerwin

  Wirtz Real Estate Group Inc.

  5924 S Green St, Chicago, IL 60621
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  /2

  $10,000

  • Land
  • 0 Sq Ft

  11557 S Perry Ave, Chicago, IL 60628

  ATTENTION DEVELOPERS/BUILDERS/INVESTORS. EXCELLENT OPPORTUNITY TO BUY AND BUILD

  

  Jeanine Czerwin

  Wirtz Real Estate Group Inc.

  11557 S Perry Ave, Chicago, IL 60628
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  /2

  $125,000

  • Land
  • 3,920 Sq Ft
  • $1,388,889 per Acre

  5630 S Wabash Ave, Chicago, IL 60637

  Excellent development opportunity in HOT Washington Park neighborhood! It's all here: convenient public transportation with easy access to 90/94, University of Chicago Green line Performing Arts Center, Artist Residences apartment complex, Park Supper Club, XS Tennis, and more! Washington Park has recently been rediscovered. This is a great opportunity to build in an up-and-coming flourishing

  

  Krystyna Soprych

  RE/MAX 10 in the Park

  5630 S Wabash Ave, Chicago, IL 60637
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  /2

  $10,000

  • Land
  • 3,049 Sq Ft
  • $142,857 per Acre

  7018 S Elizabeth St, Chicago, IL 60636

  ATTENTION DEVELOPERS/BUILDERS/INVESTORS. EXCELLENT OPPORTUNITY TO BUY AND BUILD ALSO LISTED FOR SALE SEPARATELY ARE LOTS 6950/6952/6958/7018

  

  Jeanine Czerwin

  Wirtz Real Estate Group Inc.

  7018 S Elizabeth St, Chicago, IL 60636
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  /7

  $99,900

  $50K PRICE DROP

  • Land
  • 0 Sq Ft

  931 N Lawndale Ave, Chicago, IL 60651

  Prime Chicagoland Opportunity in a high and independent part of West Humboldt Park- Ideal for Residential Development Nestled in a highly desirable Chicago neighborhood, these exceptional parcel offers endless potential for residential development - perfectly low-density and single-family homes. The property offered are 2 adjacent parcels purchase together or individually. The lot measures 50 x

  

  Edgar R. Guerrero

  REMAX Legends

  931 N Lawndale Ave, Chicago, IL 60651
• 

  

  /19

  $115,000

  Pending

  • 1 Bed
  • 1 Bath
  • 550 Sq Ft

  5135 S Kenwood Ave Unit 507, Chicago, IL 60615

  Recently Renovated In 2026, This Freshly Updated Hyde Park One Bedroom Condo Offers A Separate Sleeping Area And A Bright, Functional Layout On The 5th Floor. Features Include Fresh Paint, Wood-Look Laminate Flooring, New Bathroom Vanity Cabinet, New Base Kitchen Cabinets, Closet With Ample Storage Space, And A Full Bath. Building Amenities Include An On-Site Engineer, Laundry Facilities, And

  

  Michael Kozuchowski

  Century 21 S.G.R., Inc.

  5135 S Kenwood Ave Unit 507, Chicago, IL 60615
• 

  /2

  $150,000

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  1105 W 115th St, Chicago, IL 60643

  Charming single-story brick bungalow-style home featuring a low-pitched hip roof, spacious front living area with large windows, and a raised front entry. The property offers a classic Chicago-style exterior with a compact, functional layout and mature front landscaping.

  

  Christopher Everhardt

  HomeSmart Connect LLC

  1105 W 115th St, Chicago, IL 60643
• 

  /2

  $10,000

  • Land
  • 0 Sq Ft

  10546 S Wentworth Ave, Chicago, IL 60628

  ATTENTION DEVELOPERS/BUILDERS/INVESTORS. EXCELLENT OPPORTUNITY TO BUY AND BUILD. ALSO FOR SALE SEPARATELY ARE LOTS 10546/10600/10602/10625/10636/10647/10821/10823/10846

  

  Jeanine Czerwin

  Wirtz Real Estate Group Inc.

  10546 S Wentworth Ave, Chicago, IL 60628
• 

  /2

  $10,000

  • Land
  • 0 Sq Ft

  7038 S Laflin St, Chicago, IL 60636

  ATTENTION DEVELOPERS/BUILDERS/INVESTORS. EXCELLENT OPPORTUNITY TO BUY AND BUILD

  

  Jeanine Czerwin

  Wirtz Real Estate Group Inc.

  7038 S Laflin St, Chicago, IL 60636
• 

  /2

  $10,000

  Pending

  • Land
  • 18,730 Sq Ft
  • $23,256 per Acre

  4547 W Polk St, Chicago, IL 60624

  Calling for H&B by 12:00 July 4th......OVERSIZED LOT WITH A GREAT PRICE FOR A GREAT AREA EASY ACCESS TO 290 HIGHWAY & RAILROAD.

  

  Jeanine Czerwin

  Wirtz Real Estate Group Inc.

  4547 W Polk St, Chicago, IL 60624

Showing Results 41 - 80, Page 2 of 18