Chicago, IL Homes for Sale under $500,000

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  /14

  $479,900

  • 6 Beds
  • 4 Baths

  5834 S Keeler Ave, Chicago, IL 60629

  This is the one you've been waiting for! Don't judge a book by it's cover. A true investment property with lots of living space - a total game-changer whether you're looking to invest or live and rent. Endless possibilities to maximize cash flow or house hack your way to financial freedom. Located in a prime spot close to public transportation, schools, parks, and shopping - everything tenants

  Anthony Florentino eXp Realty

  5834 S Keeler Ave, Chicago, IL 60629
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  /45

  $449,900

  • 2 Beds
  • 1 Bath

  1560 N Sandburg Terrace Unit 2403J, Chicago, IL 60610

  Stunning newly gut rehabbed two bedroom unit at James House, with large balcony on a high floor with panoramic views of the city and skyline. Be the first to live in this unit, among the many new features is the in-unit washer & dryer. The entire unit was renovated and finished to the highest standards. The beautiful open kitchen has contemporary gloss white cabinets with black accent hardware

  Eamonn Stafford @properties Christie's International Real Estate

  1560 N Sandburg Terrace Unit 2403J, Chicago, IL 60610
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  /35

  $450,000

  • 2 Beds
  • 2 Baths
  • 1,140 Sq Ft

  910 N Lake Shore Dr Unit 2317, Chicago, IL 60611

  Experience unparalleled lake views from this elegantly renovated 2-bedroom, 2-bathroom condo, ideally situated in the heart of Streeterville. This fabulous unit offers a sophisticated living experience with a beautifully appointed kitchen featuring custom shaker cabinets, quartz countertops, and high-end stainless-steel appliances. Rich dark walnut hardwood floors flow through the bright, open

  Pathik Jayan Parikh PMI Chi-Town

  910 N Lake Shore Dr Unit 2317, Chicago, IL 60611
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  /16

  $457,000

  • 8 Beds
  • 2 Baths

  2341 N Major Ave, Chicago, IL 60639

  !! Spacious 2 Flat in Belmont-Cragin Area !! Lower unit has 3-bedrooms, 1-bath and Upper Unit has 5-bedrooms, 2-baths. Upgrades include New Siding & Roof in 2025, Updated Windows, Updated Furnance Units and Circuit Breakers. Conveniently located to train stations, walking distance to schools and parks. Potential to generate $3,000 monthly rental income. Perfect for Large Families and

  Martin Maliekal Kenneth Mason Realty

  2341 N Major Ave, Chicago, IL 60639
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  /26

  $429,000

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft

  60 E Monroe St Unit 4006, Chicago, IL 60603

  Re-listed at an amazing new price! Award-winning design, the iconic Legacy at Millennium Park. Stunning & Panoramic West City views from a huge 20 plus foot window wall in this Legacy home. This 06 floor plan has an expanded second bedroom which incorporates space allocated for a balcony in other apartments in this tier. Oak hardwood floors, chef appliances (Bosch ,Sub-Zero), High ceilings and

  John Park @properties Christie's International Real Estate

  60 E Monroe St Unit 4006, Chicago, IL 60603
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  /4

  $425,000

  • 4 Beds
  • 2 Baths
  • 1,495 Sq Ft

  2300 W 19th St, Chicago, IL 60608

  GREAT OPPORTUNITY TO LIVE IN HOT PILSEN AREA ! SINGLE FAMILY HOME WITH 4 BDROOMS AND 2 BATHS , CENTRAL HEAT/AC PLUS EXPANDABLE ATTIC PERFECT FOR A DORMER AND A FULL BASEMENT WAITING FOR YOUR IDEAS. NEW REAR PORCH LEADING TO PRIVATE BACK YARD . PARKING WONT BE A PROBLEM YOU WILL ENJOY 2 GARAGES NOT ONE . PERFECT LOCATION NEAR TRANSPORTATION , SHOPPING SCHOOLS AND DOWNTOWN AREA.

  Sandra Rosas RE/MAX Mi Casa

  2300 W 19th St, Chicago, IL 60608
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  /13

  $455,000

  • 2 Beds
  • 1.5 Baths
  • 1,181 Sq Ft

  757 N Orleans St Unit 1004, Chicago, IL 60654

  South facing Stunning River North 2 bed/1.5 bath condo! This unit boasts floor-to-ceiling windows with incredible panoramic city views. Open floor plan is functional, clean and bright. Includes a spacious balcony, hardwood floors, granite countertops, stainless steel appliances, walk-in closet and in-unit washer/dryer. Full amenity building includes a pool, sundeck, 24-hr door staff, workout

  Kristine Chen Frost Compass

  757 N Orleans St Unit 1004, Chicago, IL 60654
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  /12

  $439,900

  • 9 Beds
  • 7 Baths

  7965 S Phillips Ave, Chicago, IL 60617

  Explore a distinctive investment opportunity nestled in the heart of Chicago's vibrant and growing South Shore neighborhood. This fully-rented brick 4-unit is the perfect turnkey investment. The property offers easy access to public transportation, scenic parks, local amenities, and is just minutes away from the lakefront. The building includes a detached 3-car garage with 2 additional parking

  Keith Carthans Century 21 S.G.R., Inc.

  7965 S Phillips Ave, Chicago, IL 60617
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  /8

  $405,000

  • 2 Beds
  • 2 Baths
  • 1,404 Sq Ft

  Unlisted Address

  Original owner says sell! Purchased pre-construction from Norwood Builders this 8th floor corner unit has been in the same ownership since new. Bright south exposure two bed/two bath with in-unit laundry, new flooring and freshly painted. All new HVAC. Garage parking and large storage locker. Plenty of guest parking. Convenient to O'Hare, downtown, expressways, and public transportation. Move-in

  Donald Sebastian Sebastian Co. Real Estate

  Unlisted Address
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  /18

  $485,000

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  818 N Dearborn St Unit 1R, Chicago, IL 60610

  Beautifully updated vintage condo in prime Gold Coast location! This stunning 2-bed, 2-bath condo blends classic charm with modern updates. Thoughtfully reimagined, the home features custom modular closet systems, rich walnut flooring throughout, and elegant bifold doors. The kitchen is a chef's dream with Decora cabinetry, built-in Northland refrigerator with matching panels, Bosch appliances,

  Julie Marcus HomeSmart Connect

  818 N Dearborn St Unit 1R, Chicago, IL 60610
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  /34

  $449,900

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

  480 N Mcclurg Ct Unit 520N, Chicago, IL 60611

  Spacious corner unit w/private balcony. Sunny 2 bed/2 bath, remodeled with new cabinets and quartz countertops in kitchen and baths, stainless steel appliances and LVT throughout. Large walk-in closets. Located at City view condos in the heart of Streeterville, Steps away from River Walk, Ogden slip (Target), Navy Pier and Lake front. Amenities: On site management/ maintenance, 24 hour door

  Nayibe Garces Prello Realty

  480 N Mcclurg Ct Unit 520N, Chicago, IL 60611
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  /23

  $454,900

  • 9 Beds
  • 4 Baths

  8015 S May St, Chicago, IL 60620

  Fully occupied well maintained 3 unit building with a basement apartment. 3 car garage. Building was fully rehabbed 9 years ago. Quiet block

  Keianna Bynum eXp Realty

  8015 S May St, Chicago, IL 60620
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  /41

  $430,000

  • 2 Beds
  • 2 Baths
  • 1,650 Sq Ft

  3150 N Lake Shore Dr Unit 30C, Chicago, IL 60657

  Stunning high floor unobstructed views of Belmont Harbor at 3150 N. Lake Shore Drive! Majestic north views of Lake Michigan and the lakefront, plus south to downtown Chicago - don't miss this spacious 2 bedroom/2 bath at this picture-perfect locale with different water perspectives from both sides. This iconic and treasured Midcentury building is one of Lakeview's shoreline's finest. 3 separate

  Shannon Raglin Coldwell Banker Realty

  3150 N Lake Shore Dr Unit 30C, Chicago, IL 60657
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  /18

  $445,000

  • 1 Bed
  • 2 Baths
  • 1,220 Sq Ft

  401 N Wabash Ave Unit 2022, Chicago, IL 60611

  Elegantly designed and impeccably furnished, this large one-bedroom unit boasts sophisticated luxury finishes throughout. Enjoy the unparalleled five-star service and amenities of the Trump lifestyle, including a world-class health club and spa, and dining at the Michelin-starred Sixteen restaurant. Perfect as an in-town residence or corporate business suite, this property also offers the

  James Qiu Kale Realty

  401 N Wabash Ave Unit 2022, Chicago, IL 60611
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  /16

  $460,000

  • Studio
  • 1 Bath
  • 684 Sq Ft

  401 N Wabash Ave Unit 2534, Chicago, IL 60611

  RARE OPPORTUNITY: LUXURIOUS 684 SQ FT WATERFRONT HOTEL STUDIO WITH STUNNING LAKE & CITY VIEWS! Discover unparalleled value in this deluxe hotel condo-the best deal on the market! Fully furnished with high-end Furniture, Fixtures, and Equipment, this studio features a fully equipped kitchen boasting premium Miele and Subzero appliances, along with superb finishes throughout. Enjoy a

  James Qiu Kale Realty

  401 N Wabash Ave Unit 2534, Chicago, IL 60611
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  /32

  $490,000

  • 16 Beds
  • 8 Baths

  5815 S May St, Chicago, IL 60621

  16 bedroon 1.1 baths each. 5815 it's perfect for the own occupant. You will acquire 1 PIN 4 townhomes. This opportunity is not for the savvy investor but the smart investor because numbers make since. Sitting on 6 oversized Chicago lots. 1 unit vacant Needs some work.. Generating over 6,000 a month these long term tenants pay all utilities. Each unit also features washer dryer hook ups. Good

  Tasha Jarrett Oak Realty of Chicago,Inc

  5815 S May St, Chicago, IL 60621
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  /20

  $475,000

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft

  195 N Harbor Dr Unit 4908, Chicago, IL 60601

  Enjoy spectacular sunrise & sunset views of the lake, city, Navy Pier, and park from this high floor 2 bedroom, 2 bathroom + den condo at the prestigious ParkShore. The ParkShore amenities include a rooftop outdoor pool with a sun deck & hot tub, a health club, tennis courts, two hospitality rooms, outdoor grills, 24 hour door staff, on-site management, & dry cleaner. The unit features floor to

  Wayne Gurowsky Coldwell Banker

  195 N Harbor Dr Unit 4908, Chicago, IL 60601
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  /26

  $499,999

  • 8 Beds
  • 3 Baths

  2701 W 24th Place, Chicago, IL 60608

  Legal 3 unit with attached storage space. Good long term tenants, easy to manage. Walking distance to pink line and easy access to the city. Units updated in 2015, Porch built with permits and inspections in 2018. Roof redone in 2020. Loads of potential.

  Colleen Berg Berg Properties

  2701 W 24th Place, Chicago, IL 60608
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  /28

  $439,000

  • 1 Bed
  • 2 Baths
  • 1,280 Sq Ft

  65 E Monroe St Unit 4315, Chicago, IL 60603

  Welcome to this flexible Urban Oasis; a spacious 1bedroom condo with 2bedroom potential that is priced for unbeatable value! Discover a truly unique living experience in this exceptionally versatile condo, perfectly situated for the discerning urban dweller with stunning city views and top of the line amenities! More than just a one-bedroom, this unit offers an expansive, open-concept floor plan

  Stephanie Cutter Coldwell Banker Realty

  65 E Monroe St Unit 4315, Chicago, IL 60603
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  /6

  $470,000

  • 748 Sq Ft

  1500 W 71st St, Chicago, IL 60636

  RARE 5 UNIT AVAILABLE. FULLY OCCUPIED TURN KEY OPPORTUNITY. 4 UNIT BUILDING IS COMPRISED OF 2 DELUXE BEDROOMS AND 2 REGULAR BEDROOMS. THE BONUS IS A 2 BED COACH HOUSE WITH NEW ROOF ON THE SAME LOT. THE 4 UNITS HAVE BEEN REMODELED WITH NEW MODERN LUXURY VINYL FLOORING, NEWER WINDOWS AND STAINLESS STEEL APPLIANCES. ALL UNITS HAVE INDIVIDUAL HEAT AND HOT WATER TANKS.

  James Bohannon Enterprise Realty Power Broker

  1500 W 71st St, Chicago, IL 60636
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  /6

  $495,000

  • Land
  • 0.57 Acre
  • $868,421 per Acre

  5734 S Ashland Ave, Chicago, IL 60636

  Development opportunity! Build commercial retail or multi-unit. 24,718 SF fenced landsite for sale with existing two-story brick building (7,100 SF) on property. Chicago South Side location with growth opportunity from state funding and economic incentives (TIF District, Enterprise Zone, Empowerment Zone). Close proximity to Back of the Yards. Two blocks from Garfield Boulevard, blocks from train

  Adam Schneiderman, SIOR Strauss Realty Ltd

  5734 S Ashland Ave, Chicago, IL 60636
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  /19

  $479,900

  • Studio
  • 1 Bath
  • 907 Sq Ft

  401 N Wabash Ave Unit 2304, Chicago, IL 60611

  This expansive studio spans over 900 square feet, making it the perfect "pied-a-terre" or investment rental unit. Enjoy breathtaking east-facing views of Lake Michigan, the Chicago River, and iconic city landmarks. The studio is impeccably furnished and fully equipped, featuring a Snaidero-designed kitchen with Miele and Sub-Zero stainless steel appliances. The luxurious bathroom includes a

  James Qiu Kale Realty

  401 N Wabash Ave Unit 2304, Chicago, IL 60611
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  /19

  $479,900

  • Studio
  • 1 Bath
  • 907 Sq Ft

  401 N Wabash Ave Unit 2404, Chicago, IL 60611

  This exceptional studio spans over 900 square feet, offering the perfect "pied-a-terre" or an excellent rental investment. With breathtaking east-facing views of Lake Michigan, the Chicago River, and iconic city landmarks, this residence combines luxury and functionality. Impeccably furnished and fully equipped, the studio features a Snaidero-designed kitchen with premium Miele and Sub-Zero

  James Qiu Kale Realty

  401 N Wabash Ave Unit 2404, Chicago, IL 60611
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  /19

  $479,900

  • Studio
  • 1 Bath
  • 907 Sq Ft

  401 N Wabash Ave Unit 2504, Chicago, IL 60611

  This luxurious studio spans over 900 square feet, making it the perfect "pied-a-terre" or an ideal rental opportunity. Enjoy breathtaking east-facing views of Lake Michigan, the Chicago River, and Chicago's most iconic landmarks. Beautifully furnished and fully equipped, this unit features a Snaidero-designed kitchen outfitted with Miele and Sub-Zero stainless steel appliances. The opulent

  James Qiu Kale Realty

  401 N Wabash Ave Unit 2504, Chicago, IL 60611
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  /19

  $479,900

  • Studio
  • 1 Bath
  • 907 Sq Ft

  401 N Wabash Ave Unit 2754, Chicago, IL 60611

  Spanning over 900 square feet with soaring 11-foot ceilings, this luxurious studio is the perfect "pied-a-terre" or rental investment. Marvel at breathtaking east-facing views of Lake Michigan, the Chicago River, and the city's iconic landmarks. Beautifully furnished and fully equipped, this opulent space features a Snaidero-designed kitchen with premium Miele and Sub-Zero stainless steel

  James Qiu Kale Realty

  401 N Wabash Ave Unit 2754, Chicago, IL 60611
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  /3

  $479,500

  • Land
  • 0 Acre

  4755 W Diversey Ave, Chicago, IL 60639

  CAREFUL: IT'S HOT!! Unmistakable, highly visible southeast corner of Diversey & Cicero Avenues, right next door to a brand new Starbucks!! 50ft wide on Diversey, 120ft deep on Cicero, 6,000sqft, with alley access at back. B1 zoning, 16,000 vehicles per day on Diversey, 26,000plus per day on Cicero translates to 24/7 exposure!! Major shopping centers, national and local retailers throughout the

  John Pontarelli Pontarelli Associates

  4755 W Diversey Ave, Chicago, IL 60639
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  /3

  $465,000

  • 4 Beds
  • 1.5 Baths
  • 8,000 Sq Ft

  6215 S Prairie Ave, Chicago, IL 60637

  Home needs complete rehab. Property is being sold AS-IS. Home is on an 8,000 SF lot and being sold along with 6219 S. Prairie 4,000 SF Vacant Land. 6223 S. Prairie 4,000 SF Vacant Land and 6227 S. Prairie, 8,000 SF. Great development opportunity. Room sizes are approximate. Please do your due diligence before making an offer. *Release of Liability form must be completed by all parties interested

  JeTaun Coleman Brakie Realty, Inc.

  6215 S Prairie Ave, Chicago, IL 60637
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  /2

  $449,000

  • Land
  • 0 Acre

  2334 W Washington Blvd, Chicago, IL 60612

  Vacant land. RT-4 Zoning 31x127. Excellent development opportunity. Within blocks of the 1901 Development.

  Steven Powers Century 21 S.G.R., Inc.

  2334 W Washington Blvd, Chicago, IL 60612
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  /24

  $499,000

  • 4 Beds
  • 2.5 Baths
  • 2,520 Sq Ft

  4757 S Langley Ave, Chicago, IL 60615

  Welcome Home to Your Dream Living Space! Step inside this beautifully maintained 4-bedroom, 2.5-bathroom brick home that's full of charm, modern upgrades, and all the bells and whistles you could ever want! Located in a vibrant and thriving neighborhood, this home offers the perfect blend of comfort, style, and convenience. As you enter, you'll be greeted by a spacious living room with gleaming

  Nicole Benson NV Realty LLC

  4757 S Langley Ave, Chicago, IL 60615
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  /36

  $448,900

  • 1 Bed
  • 1.5 Baths
  • 1,109 Sq Ft

  600 N Lake Shore Dr Unit 914, Chicago, IL 60611

  SPACIOUS 1BR/1.5 BA WITH AN ABUNDANCE OF WINDOWS WITH BREATHTAKING VIEWS. PRIVATE BALCONY OVER LOOKING LAKE MICHIGAN. HARDWOOD FLOORS, 42 INCH KITCHEN CABINETS, FULL HEIGHT GRANITE BACKSPLASH AND STAINLESS STEEL APPLIANCES. MARBLE MASTER BATH WITH SOAKING TUB, SEPARATE SHOWER, BEDROOM ACCOMODATES A KING SIZE BED, INCREDIBLE LOCATION WITH GORGEOUS CITY VIEWSFROM THE COMMON ROOF DECK. GARAGE INDOOR

  Joe Betancourt Betancourt Realty

  600 N Lake Shore Dr Unit 914, Chicago, IL 60611
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  /3

  $400,000

  5639 S Princeton Ave Unit 43, Chicago, IL 60621

  All brick 6 flat in the booming Englewood community! All units are 3 bedroom, 1 bath apartments. Minutes from the Dan Ryan, this property boast individual heating and updated kitchen and baths throughout. This property has been well kept and is ready for its next investor or owner occupant. Building has a 12% cap rate with below market rent. Stop by today! Property is being sold As-Is.

  Kaela Clay Hunter's Realty, Inc.

  5639 S Princeton Ave Unit 43, Chicago, IL 60621
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  /27

  $470,000

  • 3 Beds
  • 2 Baths
  • 1,391 Sq Ft

  1720 S Michigan Ave Unit 701, Chicago, IL 60616

  Spacious 3 bedroom corner unit with a big balcony in the heart of the South Loop. Enjoy the city, parks and breathtaking views of Lake Michigan straight from your floor-to-ceiling windows. Recently renovated kitchen, hardwood floors, newly installed security system (ADT), stainless steel appliances, in-unit laundry room that could be used as an office or a storage place. Sun-filled master bedroom

  Mariya Glukhova AM Realty Management Inc.

  1720 S Michigan Ave Unit 701, Chicago, IL 60616
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  /10

  $475,000

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft

  1030 N State St Unit 31K, Chicago, IL 60610

  Gold Coast 1 bedroom located in the heart of it all to enjoy night life, lake, beach, park and shopping! Renovated and updated with wide plank flooring, open kitchen with newer appliances, quartz counters - breakfast bar for counter seating, electric custom blinds, spacious living area, private balcony, large bedroom and an abundance of closets! Storage located on same floor. 24 HR door staff,

  Pamela Rueve Jameson Sotheby's Intl Realty

  1030 N State St Unit 31K, Chicago, IL 60610
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  /2

  $495,000

  • Land
  • 0 Acre

  5039 W Roosevelt Rd, Chicago, IL 60804

  16,625 SF of land 1 Corner lot & 4 interior lots. Located in the Roosevelt Road Pedestrian Oriented Zoning District. Zoning: RRP There are no restrictions on these lots outside of the existing zoning regulations

  Adam Schneiderman, SIOR Strauss Realty Ltd

  5039 W Roosevelt Rd, Chicago, IL 60804
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  /2

  $479,000

  • 11 Beds
  • 4 Baths

  Unlisted Address

  SOLD BEFORE PRINT

  Bryant Triplett RE/MAX 10

  Unlisted Address
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  /2

  $425,000

  505 W 79th St, Chicago, IL 60620

  Come out and see this 9 unit building, it has 6 apartments (2) 2 bedroom and (4) 1 bedroom 1 bathroom unit and 3 store fronts, the building needs some TLC but has potential. 5 of the 6 units are rented and all store fronts are currently vacant. There is opportunity for additional income from the Clear Channel advertising signs attached to the building.

  Tiesha Campbell Coldwell Banker Realty

  505 W 79th St, Chicago, IL 60620
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  /2

  $400,000

  • 5 Beds
  • 3 Baths

  641 N Spaulding Ave, Chicago, IL 60624

  Discover the potential of this classic brick 2-unit building in Chicago's West Garfield Park neighborhood. Each spacious unit features 3 bedrooms and 1 full bath, ideal for rental income or multigenerational living. A finished basement is also currently rented, offering additional income potential and enhancing the property's value. It is conveniently located just minutes from public transit,

  Luis Ortiz RE/MAX Partners

  641 N Spaulding Ave, Chicago, IL 60624
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  /2

  $480,000

  • 5 Beds
  • 3 Baths

  648 N Drake Ave, Chicago, IL 60624

  Classic Greystone 2-Flat! This well-maintained property features a 2-bedroom unit on the first floor and a 3-bedroom unit on the second, both offering spacious living and dining rooms, updated cabinet kitchens, and full baths. The fully finished basement is perfect for related living or additional rental income. Enjoy a fenced yard and a 2-car garage. Prime location near shopping, dining, and

  Luis Ortiz RE/MAX Partners

  648 N Drake Ave, Chicago, IL 60624
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  /2

  $465,000

  • 8 Beds
  • 3 Baths

  6149 S Rhodes Ave, Chicago, IL 60637

  Let your tenants pay the mortgage in this fully renovated legal 3-flat located in red-hot Woodlawn-one of Chicago's fastest appreciating neighborhoods. Perfect for first-time buyers or investors, this property was completely updated in 2017 with over $200K in permitted renovations and has been meticulously maintained since. Featuring two 3-bedroom units and one 2-bedroom unit, with total

  Gahynne Hawkins @properties Christie's International Real Estate

  6149 S Rhodes Ave, Chicago, IL 60637
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  /2

  $499,770

  • Land
  • 0 Acre

  3106 W Wallen Ave, Chicago, IL 60645

  Fantastic opportunity to build your dream home in highly sought-after West Rogers Park. If you can't find the perfect home, why not create it? This vacant lot is fully prepped and ready for new construction of a single-family home on a beautiful, tree-lined private street. Located just moments from Devon Ave., Pratt Blvd., parks, shops, and everything the neighborhood has to offer, this parcel

  Andrew Glatz Crown Heights Realty

  3106 W Wallen Ave, Chicago, IL 60645

Showing Results 441 - 480, Page 12 of 14