Chicago, IL Homes under $500,000

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  /13

  $439,900

  • 4 Beds
  • 2.5 Baths
  • 1,934 Sq Ft

  2535 W 116th Place, Chicago, IL 60655

  Welcome to this stunning Georgian-style home, beautifully updated and ideally located in one of Chicago's most sought-after neighborhoods. With 4 bedrooms, 2.5 bathrooms, and nearly 2,000 square feet of refined living space, this residence harmoniously blends classic architectural charm with modern conveniences, making it perfect for contemporary living. Upon entering, you're greeted by a bright

  Michael Rychtanek Berkshire Hathaway HomeServices Chicago

  2535 W 116th Place, Chicago, IL 60655
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  /49

  $460,000

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

  222 N Columbus Dr Unit 2808, Chicago, IL 60601

  Experience breathtaking river and partial lake views from this beautifully-remodeled 2 bed/2 bath residence in the full-amenity Park Millennium building. The open floorplan features floor-to-ceiling windows, hardwood floors throughout, and a freshly updated interior. Enjoy a modern kitchen with stainless steel appliances, granite countertops, and a breakfast bar. Both bathrooms have been recently

  Knight Chumsangsri Century 21 S.G.R., Inc.

  222 N Columbus Dr Unit 2808, Chicago, IL 60601
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  /19

  $415,000

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  1960 N Lincoln Park W Unit 3011, Chicago, IL 60614

  Stunning High-Floor Condo in a Prime Lincoln Park Location Experience breathtaking views and modern upgrades in this beautifully updated 1-bedroom + office area condo, perfectly situated in a popular dog-friendly building at Clark & Armitage. Enjoy an oversized recessed balcony, ideal for grilling, unwinding, and taking in both Lake Michigan sunrises and stunning western sunsets. The

  Maureen Burns @properties Christie's International Real Estate

  1960 N Lincoln Park W Unit 3011, Chicago, IL 60614
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  /33

  $449,000

  • 2 Beds
  • 2 Baths
  • 1,924 Sq Ft

  5883 N Central Ave, Chicago, IL 60646

  Are looking for a huge lot in a sought after neighborhood of Forest Glen area? Come and visit this rarely available solid brick home in a City with a suburban living lifestyle! This charming ranch home is located near Edgebrook Woods, Billy Caldwell Golf Course, Metra Station, CTA, DMV and local grocery stores and restaurants. This open lay out ranch home situated on a huge lot of 41 x 210 has 3

  Ruby Castelar Real Broker LLC

  5883 N Central Ave, Chicago, IL 60646
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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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  /28

  $460,000

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft

  3034 N Nagle Ave, Chicago, IL 60634

  This beautifully maintained 4-bedroom, 2-bath brick home blends vintage charm with modern updates in a convenient Chicago location. Inside, you'll find rich hardwood flooring, stylish recessed lighting, and elegant archways that add character throughout. The updated kitchen features granite countertops, stainless steel appliances, and abundant cabinet space, all overlooking a spacious dining area

  Michael Scanlon eXp Realty

  3034 N Nagle Ave, Chicago, IL 60634
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  /22

  $400,000

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

  1530 S State St Unit 408, Chicago, IL 60605

  Truly amazing Chicago skyline views from this 2 bed 2 full bath loft in a fabulous South Loop location. Unit features unobstructed skyline views from the minute you walk in the door and it gets even better from the north facing spacious balcony! Entertainers dream space. Open floor plan, open kitchen with tons of storage space, new stainless steel appliances, granite counter tops, maple cabinets

  Kimberly Saydak Baird & Warner

  1530 S State St Unit 408, Chicago, IL 60605
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  /31

  $499,000

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

  195 N Harbor Dr Unit 3208, Chicago, IL 60601

  Experience the epitome of elegance and sophistication at 195 North Harbor Drive, Unit 3208, nestled within the prestigious ParkShore in Chicago. This remarkable Tuscan inspired 2-bedroom, 2-bathroom condo offers an expansive 1,300 square feet of refined living space, complete with a versatile den that holds the potential to become a third bedroom, designer finishes such as hand painted ceilings,

  Annie Schweitzer Compass

  195 N Harbor Dr Unit 3208, Chicago, IL 60601
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  /27

  $410,000

  • 2 Beds
  • 2 Baths
  • 1,822 Sq Ft

  1727 S Indiana Ave Unit 214, Chicago, IL 60616

  Spacious 2-bedroom, 2-bath loft in the historic Prairie District Lofts. Former Kodak factory. Features include soaring timber ceilings, exposed brick, oversized windows, and hardwood floors throughout. Open layout with a modern kitchen featuring stainless steel appliances and ample counter space. Primary suite includes a full bath and walk-in closet. In-unit laundry. Building amenities include a

  Alex Peters Pearson Realty Group

  1727 S Indiana Ave Unit 214, Chicago, IL 60616
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  /25

  $499,000

  • 6 Beds
  • 3 Baths
  • 2,058 Sq Ft

  5148 S Newland Ave, Chicago, IL 60638

  Come see this 2-story home in the heart of Garfield Ridge! This spacious 6-bedroom, 3-bathroom residence offers over 2,058 sq ft above grade plus a finished basement. The thoughtfully designed second-story provides oversized bedrooms and a flexible layout. Major system updates include a new roof, furnace, water heater, and HVAC in 2024, along with an ejector pump (2021). The dry, finished

  Luke Babich Chicagoland Brokers, Inc.

  5148 S Newland Ave, Chicago, IL 60638
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  /15

  $439,000

  • 2 Beds
  • 1 Bath

  1560 N Sandburg Terrace Unit 4011J, Chicago, IL 60610

  Now priced to be the Best 2 Bed, 1 Bath Value in James House-And It Shows. High on the 40th floor with unobstructed skyline and sunset views, this fully remodeled condo offers more than just stunning aesthetics-it delivers thoughtful upgrades rarely found at this price point. Beyond the sleek interior transformation, the seller has added UV film to the windows and high-end motorized blinds

  Mark Miles Spot Real Estate

  1560 N Sandburg Terrace Unit 4011J, Chicago, IL 60610
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  /25

  $439,900

  • 2 Beds
  • 2 Baths
  • 1,584 Sq Ft

  1935 S State St Unit 4, Chicago, IL 60616

  Top Floor, 2 bed/ 2 bath corner unit with tons of natural light in perfect South Loop Location. Light pours into this open floor plan from the south and west, with vaulted ceilings and two-story living room. Kitchen features granite countertops, stainless steel appliances and tile backsplash. Second story loft area with direct access to 350 + sq ft, private rooftop deck with fantastic city

  Brett Huelat CL3 Property Management

  1935 S State St Unit 4, Chicago, IL 60616
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  /36

  $479,900

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

  210 S Desplaines St Unit 1102, Chicago, IL 60661

  Bright SE corner 2-bed / 2-bath luxury condo with two private balconies in a pet-friendly building. Open layout with scratch-resistant waterproof flooring throughout. Primary suite with walk-in closet, separate HVAC, blackout blinds, private balcony, and ensuite bath featuring a soaking tub, separate shower, and marble vanity. Beautiful kitchen with granite countertops and brand-new gas range,

  Girish Shah Realty Executives Advance

  210 S Desplaines St Unit 1102, Chicago, IL 60661
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  /13

  $469,900

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

  324 N Jefferson St Unit 107, Chicago, IL 60661

  Welcome to an urban retreat at 324 N Jefferson St, Chicago, IL. This wonderful 2-bedroom, 2-bathroom condo offers a harmonious blend of contemporary design and comfort. Situated in a stylish low rise building, this home boasts striking high ceilings and expansive floor-to-ceiling windows that flood the space with natural light and condo has northern and southern exposures. The open kitchen

  Renee Greene Compass

  324 N Jefferson St Unit 107, Chicago, IL 60661
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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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  /16

  $465,000

  7304 S Union Ave, Chicago, IL 60621

  We're excited to present a rare investment opportunity: a well-maintained 6-unit commercial property located at 7304 S Union. This brick building offers timeless curb appeal, featuring a secure gated entrance and a welcoming foyer that sets the tone for quality throughout. Ideal for seasoned or aspiring investors, this property is competitively priced and full of potential to generate strong

  Anna Comer HomeSmart Realty Group

  7304 S Union Ave, Chicago, IL 60621
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  /27

  $470,000

  • 1 Bed
  • 1 Bath
  • 1,100 Sq Ft

  505 N Lake Shore Dr Unit 5201, Chicago, IL 60611

  Stunning large 1bed+1bath (1100sqft) on the 52th floor of iconic building Lake Point Tower. Come home to this bright and airy home with breathtaking North & West views of Lake Michigan, and the Chicago Skyline from every window. This home is a spacious floor plan perfect for entertaining, or a relaxing getaway. The living room is enormous which also offers an office area. The kitchen flows

  Denise Salazar Coldwell Banker Realty

  505 N Lake Shore Dr Unit 5201, Chicago, IL 60611
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  /32

  $489,900

  • 6 Beds
  • 3 Baths

  4419 S Wallace St, Chicago, IL 60609

  Charming 2-Unit Brick Building in the Heart of Canaryville! Discover a rare opportunity to own this beautifully maintained 2-flat in the desirable Canaryville neighborhood of Chicago. This solid, two-story brick building offers incredible versatility-perfect for owner-occupants, investors, or multi-generational living. The spacious first-floor unit features 3 bedrooms plus a den and 2 full

  Susan Corcoran Coldwell Banker Realty

  4419 S Wallace St, Chicago, IL 60609
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  /35

  $419,997

  • 9 Beds
  • 3 Baths

  5813 S Wabash Ave, Chicago, IL 60637

  Beautiful Greystone multi unit building in the Washington Park Neighborhood. This building features 4 bedroom layouts in floors 1 through 3. All plumbing, electrical, GC permits have been pulled and roughed in work has been completed and signed off on. There are installed bathtubs and shower bodies on floors 1 through 3. The 4 unit plans are in additional information. Excavated basement, replace

  Frank Montro Keller Williams Preferred Rlty

  5813 S Wabash Ave, Chicago, IL 60637
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  /12

  $449,900

  • 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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  /7

  $498,000

  • 6 Beds
  • 4 Baths

  1918 S Kedzie Ave, Chicago, IL 60623

  Location, Location, Location. Fantastic opportunity to purchase this beautiful 3 unit Graystone with a non-conforming luxury Private in-law unit. Located in a highly sought-after North Lawndale neighborhood. This property offers easy access to public transportation with not even half a block away from the pink line station. Which takes you right into downtown Chicago and minutes away from I290.

  Waunda Thomas United Real Estate - Chicago

  1918 S Kedzie Ave, Chicago, IL 60623
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  /40

  $499,900

  • 3 Beds
  • 3 Baths
  • 3,163 Sq Ft

  5743 W 63rd Place, Chicago, IL 60638

  Beautifully Brick Home with 3 Levels of Living Space offering three fully finished levels of living space. The main floor features a bright living room, a bedroom, a full bathroom, a formal dining area, and a modern kitchen equipped with stainless steel appliances and ceramic tile flooring. Beautiful wooden staircases lead both to the second level and the finished basement. Upstairs, you'll

  Liliana Gonzalez RE/MAX MI CASA

  5743 W 63rd Place, Chicago, IL 60638
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  /26

  $469,000

  • 4 Beds
  • 2 Baths
  • 2,400 Sq Ft

  10407 S Artesian Ave, Chicago, IL 60655

  Stunning, Bright West Beverly Tudor-style 4 Bedroom, 2 Bathroom Brick Gem. Features: Updated Kitchen and Bathrooms, Newer Hardwood Floors Installed 2020. New Roof, Siding, Gutters, Windows and Concrete Work in 2020 as Well. New Appliances 2024. Updated Plumbing/Electric. Spacious Bedrooms. Separate Living and Dining Room. Sun-drenched Rear Florida Room. Tons of Natural Sunlight. Huge Finished

  Greg Blaskovits MCF Realty Group

  10407 S Artesian Ave, Chicago, IL 60655
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  /27

  $469,000

  • 2 Beds
  • 2 Baths
  • 1,184 Sq Ft

  757 N Orleans St Unit 909, Chicago, IL 60654

  Investor friendly 2 bed 2 bath in perfectly located River North condo building! Short walk to Chicago brown and purple line. Everything Chicago's hottest neighborhood has to offer is at your fingertips! This corner unit features floor to ceiling windows with expansive North/East/West views. Your attached balcony offers expansive unobstructed views. The kitchen boasts granite countertops with

  Paul DeLegge CL3 Property Management

  757 N Orleans St Unit 909, Chicago, IL 60654
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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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  /4

  $448,800

  • 8 Beds
  • 4 Baths

  2631 S Shields Ave, Chicago, IL 60616

  Prime Armour Square - Fully Rented Legal 4-Flat. Exceptional investment opportunity in the heart of Armour Square! Fully rented legal 4-unit building located just steps from Chinatown and one block from James Ward Elementary School. All units are separately metered with tenants paying their own utilities. Fenced backyard offers two parking spaces. Outstanding location with easy access to major

  Michael Ng Mango Realty Group

  2631 S Shields Ave, Chicago, IL 60616
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  /58

  $499,000

  2916 W 25th Place, Chicago, IL 60623

  Introducing 2916 w 25th place a legal 5 unit property with an all-brick 4-unit building in the front and a coach house in the rear. Conveniently located close to all that little village has to offer. It is perfect for either an owner-occupant or an investor. this property is a fantastic investment. The building is commuter-friendly, with nearby shopping, dining, and recreational options. It's

  Mitir Patel Baird & Warner

  2916 W 25th Place, Chicago, IL 60623
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  /13

  $487,500

  • 2 Beds
  • 2 Baths

  2251 W Saint Paul Ave Unit 2D, Chicago, IL 60647

  Beautiful extra-wide 2BD/2BA condo located on a quiet, tree-lined street in the heart of Bucktown. The open-concept living space features a large granite kitchen island, stainless steel appliances, an updated fireplace, and plenty of room for dining and entertaining. The oversized primary suite includes a double vanity en-suite bath and generous closets with Elfa organizers. The second bedroom

  Danielle Devito @properties Christie's International Real Estate

  2251 W Saint Paul Ave Unit 2D, Chicago, IL 60647
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  /17

  $415,000

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

  1320 N State Pkwy Unit 2A, Chicago, IL 60610

  Outstanding value to create your own vision! Expansive 2,200 square foot two bedroom, two bath home in one of the most sought after co op buildings in the Gold Coast. Combining vintage elegance with modern living, a refined foyer welcomes you, featuring barrel vaulted ceilings and gallery ideal for displaying art collection. The light filled living room / dining room, complete with custom

  Jeffrey Lowe Compass

  1320 N State Pkwy Unit 2A, Chicago, IL 60610
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  /31

  $480,000

  • 6 Beds
  • 4 Baths
  • 2,376 Sq Ft

  5351 N Kimball Ave, Chicago, IL 60625

  Spacious and rare 8- Bedrooms , 4- Baths single family home located in a highly desirable area of Chicago! Perfect for large families or multi-generational living, This recently renovated property also presents a fantastic investment opportunity- ideal for rental income. Offering generous living space, and a prime location near schools, shopping, dining, and public transportation. Don't miss this

  Lina Dankha Coldwell Banker Realty

  5351 N Kimball Ave, Chicago, IL 60625
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  /26

  $499,000

  • 2 Beds
  • 2 Baths

  2800 N Lake Shore Dr Unit 502, Chicago, IL 60657

  It is a rarely available southeast corner unit in one of Lincoln Park's premier high-rise buildings! This bright and spacious residence boasts panoramic views of the lakefront, harbor, and skyline, offering stunning natural light all day long. With an intelligent layout and generous room sizes, this unit is ideal for owners or investors alike - and thanks to the no rental cap, you can rent

  Xiaohuang Wu AiHome Realty Group LLC

  2800 N Lake Shore Dr Unit 502, Chicago, IL 60657
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  /27

  $499,000

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

  155 N Harbor Dr Unit 610, Chicago, IL 60601

  Best views in show can be experienced from Residence 610 at a wonderful and relatable height of Lake Michigan, boat slips, Cruise liners, Navy Pier, southern shoreline, Museum cape to Indiana and the horizon line for magnificent sunrises during all four seasons. Stunning contemporary, renovation features capture a sign of the current times including a winder plank hardwood flooring, all white

  Vickie Liu Baird & Warner

  155 N Harbor Dr Unit 610, Chicago, IL 60601
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  /35

  $430,000

  • 4 Beds
  • 2 Baths

  1934 W 21st Place, Chicago, IL 60608

  Frame 2-unit with unfinished basement building in the HEART OF CHICAGO Pilsen neighborhood, located steps away from Pink Line train stop, bus stop, Harrison Park, coffee shops, restaurants, and more. Property features a large yard space, patio, deck spaces, and detached 2 car garage. 1st floor boasts large living room space with high ceilings, French doors, custom benches by windows, recessed

  Ana Cardenas Century 21 S.G.R., Inc.

  1934 W 21st Place, Chicago, IL 60608
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  /18

  $439,000

  • 9 Beds
  • 3 Baths

  7545 S May St, Chicago, IL 60620

  FRESHLY RENOVATED BRICK LEGAL 3-FLAT, 3-CAR GARAGE, HARDWOOD FLOORS, SEPERATE HEATING SYSTEM PER UNIT, LARGE UNFINISHED BASEMENT READY FOR YOUR POSSIBILITIES.

  Joseph Konney Top Care Realty LLC

  7545 S May St, Chicago, IL 60620
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  /44

  $415,000

  • 7,518 Sq Ft

  8229 S Eberhart Ave, Chicago, IL 60619

  Don't miss out on this remarkable investment opportunity in the vibrant Chatham area! This meticulously cared-for property features six occupied units, each home to long-term tenants, making it a solid income-producing asset. The versatile finished basement can be utilized for additional living space or possible extra rental income. Rich historic details, including hardwood floors, charming

  Lizette Delgado Realty of America, LLC

  8229 S Eberhart Ave, Chicago, IL 60619
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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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  /4

  $500,000

  • Land
  • 0.00 Acre

  3642 N Ashland Ave, Chicago, IL 60613

  C1-2 Zoning. Roughly 2700 square feet. Tear down or build up or keep this 1-Story storefront brick building currently rented to an established business. Building only for sale. Blocks from Addison Brown line. Located on popular Ashland avenue!

  Jennifer Fay RE/MAX PREMIER

  3642 N Ashland Ave, Chicago, IL 60613
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  /24

  $459,900

  • 2 Beds
  • 2 Baths
  • 1,180 Sq Ft

  565 W Quincy St Unit 1206, Chicago, IL 60661

  Welcome to this light-filled, fully move-in ready corner residence in one of the West Loop's most coveted luxury amenity buildings! This stunning 2-bedroom, 2-bath home is wrapped in dramatic floor-to-ceiling windows, flooding the space with natural light and showcasing breathtaking city views from every angle. The open-concept layout is ideal for modern living and effortless entertaining. The

  Xixia Yu RE/MAX Top Performers

  565 W Quincy St Unit 1206, Chicago, IL 60661
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  /27

  $435,000

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

  170 W Polk St Unit 1408, Chicago, IL 60605

  Welcome to Printer's Corner! This modern, mid-rise building is located in the exclusive far corner block of Chicago's coveted Printers Row neighborhood. Unit itself faces the NE corner of the building, making it one of the top 5 most desirable units in the building. The floor to ceiling window views overlook the unimpaired cityscape. Family room boasts 11ft. floor to ceiling windows, recently

  Cassandra Bockman Hart Berkshire Hathaway HomeServices Starck Real Estate

  170 W Polk St Unit 1408, Chicago, IL 60605
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  /28

  $425,000

  • 4 Beds
  • 2.5 Baths

  556 N Central Ave, Chicago, IL 60644

  Welcome to this stunning oversized corner-lot home offering 4 generously sized bedrooms and abundant living space across multiple levels! Blending thoughtful updates with timeless appeal, this home features a wide-open main floor layout, perfect for modern living and entertaining. The expansive living space flows effortlessly and is complemented by a fully modernized kitchen with sleek quartz

  Zachary Redden Redden+McDaniel

  556 N Central Ave, Chicago, IL 60644

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