Chicago, IL Homes for Sale under $400,000

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  /26

  $319,999

  • 6 Beds
  • 2 Baths

  3624 W Lexington St, Chicago, IL 60624

  Discover this charming and versatile two-unit building located in the vibrant East Garfield Park neighborhood. With an unbeatable location just two blocks from the I-290 expressway, commuting to downtown Chicago has never been easier! Each unit has 3 spacious bedrooms and a full bathroom, providing ample space for families or tenants / Enjoy a finished porch in each apartment, perfect for a den,

  Adam Balawender Chicagoland Brokers, Inc.

  3624 W Lexington St, Chicago, IL 60624
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  /27

  $369,900

  • 5 Beds
  • 3 Baths
  • 2,450 Sq Ft

  9633 S Yale Ave, Chicago, IL 60628

  Sitting proudly in Rosemoor, is this oversized Georgian which is move-in ready - it's made for living large. With 5generously sized bedrooms above ground, 3 full designer baths, and a full finished basement, this home blends modern luxury with smart functionality. Step into a sun-drenched space where gleaming hardwood floors flow throughout, and every detail has been elevated for style and

  Paulette Edwards Coldwell Banker Realty

  9633 S Yale Ave, Chicago, IL 60628
• 

  

  

  /27

  $399,999

  • 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
• 

  

  

  /30

  $329,900

  • 4 Beds
  • 2.5 Baths
  • 1,500 Sq Ft

  7725 S Saint Louis Ave, Chicago, IL 60652

  WOW WOW WOW! Located in Ashburn's most south-after pockets, this renovated 4-bedroom, 2.5-bath home has been perfectly remodeled ready for you to move right in. Inside, you'll find stainless steel appliances, white shaker cabinets, granite countertops, hardwood floors, all new front stairs and sidewalks, custom carpentry, and smart home features that offer modern convenience and efficiency.

  Edward Gal At Home Realty Group, Inc.

  7725 S Saint Louis Ave, Chicago, IL 60652
• 

  

  

  /21

  $319,000

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

  924 N Pulaski Rd, Chicago, IL 60651

  Great investment opportunity! This property is being sold as-is, and the price reflects the work needed. Featuring two in-law apartments-one in the attic and one in the basement-this home offers strong rental income potential. Total bedrooms: 6 Total bathrooms: 4 full baths Income: Both in-law apartments currently rent for $2,400 total per month The main floor is vacant The property includes a

  Martha Lozano RE/MAX City

  924 N Pulaski Rd, Chicago, IL 60651
• 

  

  /21

  $399,000

  • 4 Beds
  • 3 Baths
  • 2,900 Sq Ft

  9233 S Essex Ave, Chicago, IL 60617

  Welcome to this exquisite, oversized two-story Chicago bungalow, set on a double-wide lot with a private driveway leading to a two-car detached brick garage. This stunning single-family home combines designer-level finishes with classic charm. It offers four spacious bedrooms and three full baths, with one conveniently located on each floor for added comfort. The chef-inspired kitchen is a true

  LeRoy Willis LeRoy L. Willis

  9233 S Essex Ave, Chicago, IL 60617
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  /35

  $372,500

  • 5 Beds
  • 4.5 Baths
  • 3,584 Sq Ft

  6642 S Drexel Ave, Chicago, IL 60637

  Located in the highly sought after Woodlawn community this single-family home has recently undergone a complete renovation and while minor cosmetic updates are needed the upside is HUGE! A buyer will enjoy the luxuries of a large open first floor layout with high ceilings which offers recessed lighting along with gleaming hardwood floors. the kitchen is one that would make any chef jealous, large

  Ryan Smith RE/MAX Premier

  6642 S Drexel Ave, Chicago, IL 60637
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  /24

  $375,000

  • 5 Beds
  • 2 Baths
  • 1,078 Sq Ft

  3053 W 77th St, Chicago, IL 60652

  Completely rehabbed home offering modern luxury and functionality throughout. This move-in-ready property features 3 bedrooms on the main level plus 2 additional bedrooms in the fully finished basement, ideal for extended living or guests. Enjoy peace of mind with a new roof and all-new plumbing, electrical, and mechanical systems. The main level showcases refinished hardwood floors and a

  Hugo Sandoval Realty of America, LLC

  3053 W 77th St, Chicago, IL 60652
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  /4

  $300,000

  • 4 Beds
  • 2.5 Baths
  • 630 Sq Ft

  2658 W 24th Place, Chicago, IL 60608

  This property offers many features, including a fully finished basement, a finished attic, ample parking with a two-car garage, and additional driveway space. Currently rented by tenants on a month-to-month agreement, this home presents a flexible opportunity for investors and owner-occupants. Don't miss out on this versatile property!

  Jeremy Vitell Better Homes & Gardens Real Estate Connections

  2658 W 24th Place, Chicago, IL 60608
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  /2

  $300,000

  • 6 Beds
  • 3 Baths

  Unlisted Address

  NICE INVESTMENT IN A MUCH SORT AFTER AREA OF THE CITY. BE THE FIRST TO BUY AT A GREAT PRICE. PROPERTY SOLD AS IS.

  Irma Boothe-Norris Real People Realty

  Unlisted Address
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  /37

  $364,900

  • 4 Beds
  • 3 Baths
  • 2,056 Sq Ft

  6318 S Greenwood Ave Unit 1, Chicago, IL 60637

  Remodeled 4 bedroom 3 bathroom duplex down condo in the heart of Woodlawn! This unit features a living room and dining room combo, hardwood floors and new carpeting, new kitchen with cream cabinets, marble backsplash, quartz countertops and new stainless steel appliances, two newer furnaces and newer HWT, in-unit washer and dryer. The primary bedroom has a walk-in closet and en suite bath with

  Vergis Eiland @properties Christie's International Real Estate

  6318 S Greenwood Ave Unit 1, Chicago, IL 60637
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  /26

  $335,000

  • 7 Beds
  • 3 Baths

  2743 S Sawyer Ave, Chicago, IL 60623

  Solid Brick 2-Unit with Finished Attic - Great Investment in Little Village! 6BR/3BA and a sun room building with great rental income potential. Recent upgrades include updated bathrooms, and flooring for both 1st and second floor. Finished attic adds extra bedroom with full bath and living space-ideal for extended family or additional income. Features include a enclosed porch and bathroom,

  Dolores Raya Coldwell Banker Realty

  2743 S Sawyer Ave, Chicago, IL 60623
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  /14

  $315,000

  • 1 Bed
  • 1 Bath
  • 784 Sq Ft

  2020 N Lincoln Park W Unit 3H, Chicago, IL 60614

  Welcome to this stunning south-facing 1-bedroom, 1-bathroom condo located in the heart of Lincoln Park. This bright and spacious unit stands out with its oversized layout-larger than many one-bedrooms in the building. Step out onto your private balcony, perfect for morning coffee or relaxing evenings. The balcony easily accommodates a large grill and a three-piece bistro set, making it ideal for

  Melanie Everett Compass

  2020 N Lincoln Park W Unit 3H, Chicago, IL 60614
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  /28

  $349,900

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  950 W Monroe St Unit 616, Chicago, IL 60607

  NOW RENTED - INVESTORS ONLY. RENTED THROUGH 8/26. MOVE RIGHT INTO THIS SPACIOUS AND UPDATED CONDO IN THE HEART OF THE WEST LOOP! THIS LIGHT FILLED HOME FEATURES HARDWOOD FLOORS, AN UPDATED KITCHEN WITH 42" SHAKER CABINETS, QUARTZ COUNTERTOPS AND AN ISLAND, PERFECT FOR ENTERTAINING! THE OVERSIZED LIVING AND DINING ROOM OFFERS A COZY FIREPLACE AND AN UNOBSTRUCTED VIEW OF THE CITY! BUT IF IT'S TOO

  Katie Barreto Compass

  950 W Monroe St Unit 616, Chicago, IL 60607
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  /25

  $321,000

  • 3 Beds
  • 2 Baths
  • 1,817 Sq Ft

  4519 N Western Ave, Chicago, IL 60625

  2 STORY SINGLE FAMILY.PRIME LOCATION.NEEDS EXTENSIVE REPAIRS-GREAT POTENTIAL FOR EXPERIENCED INVESTOR.***ZONED B3-3-RETAIL/MIXED USE DEVELOPMENT POSSIBLE***CASH SALE ONLY. SPECIAL ADDENDUM, PROOF OF FUNDS, CERTIFIED E.M. CHECK REQUIRED(MIN. 2,000).ROOM SIZES/LOT DIMENSIONS ESTIMATED.SELLER DOES NOT PROVIDE SURVEY.R.E. TAX PRO-RATION AT HUNDRED P*ERCENT.BUYER RESPONSIBLE FOR ALL CITY VIOLATIONS

  Jack Stempien RE/MAX City

  4519 N Western Ave, Chicago, IL 60625
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  /21

  $319,900

  • 7 Beds
  • 6 Baths
  • 2,099 Sq Ft

  3741 W 57th Place, Chicago, IL 60629

  This expansive 7-bedroom, 6-bath residence is ideal for a large family or multigenerational living. The main level offers a bright living room and formal dining room with gleaming hardwood floors, along with a vaulted family room addition that creates an open, airy feel. The updated kitchen showcases modern gray cabinetry and plenty of storage. A convenient main-level master suite with a private

  Kimberly Wirtz Wirtz Real Estate Group Inc.

  3741 W 57th Place, Chicago, IL 60629
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  /35

  $304,999

  • 4 Beds
  • 2.5 Baths
  • 1,518 Sq Ft

  7809 S Peoria St, Chicago, IL 60620

  Fantastic Victorian home located in the Auburn Gresham neighborhood. This spacious 4-bedroom, 2.5-bath residence offers generous room sizes and a flexible layout ideal for modern living. A spacious foyer welcomes you into the home, highlighting its classic Victorian character while seamlessly blending with modern updates. The thoughtfully updated kitchen showcases white shaker cabinetry, quartz

  Maria Salazar HomeSmart Connect LLC

  7809 S Peoria St, Chicago, IL 60620
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  /73

  $349,999

  • 2 Beds
  • 2 Baths
  • 1,144 Sq Ft

  1111 W 15th St Unit 224, Chicago, IL 60608

  Welcome to this bright and beautifully appointed 2-bedroom, 2-bathroom home plus office, nestled in the historic landmark building of University Commons. Bathed in natural light thanks to its desirable north-facing exposure and surrounded by serene, lush landscaping, this residence offers both tranquility and urban convenience. The open floor plan flows effortlessly into a charming loft space and

  Cory Tanzer Option Premier LLC

  1111 W 15th St Unit 224, Chicago, IL 60608
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  /24

  $325,000

  • 1 Bed
  • 1 Bath
  • 950 Sq Ft

  405 N Wabash Ave Unit 2613, Chicago, IL 60611

  Rarely available! Come see this bright corner unit in the River Plaza Building that offers pectacular views along with the perfect blend of style and space, located in the heart of vibrant River North. Wake up to breathtaking northeast views and enjoy ample natural light throughout your expansive 950 Sq Ft home in the sky. This one bedroom condo offers wood floors throughout the living area and

  Ben Staker Certified Realty Group LLC

  405 N Wabash Ave Unit 2613, Chicago, IL 60611
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  /22

  $329,000

  • 5 Beds
  • 3 Baths

  Unlisted Address

  Don't miss this beautifully rehabbed 2-unit brownstone in the West Englewood area-perfect as an investment opportunity or owner-occupied home! Building recently tuck-pointed. Each unit offers updated kitchens with pantry storage, enclosed back porches ideal for entertaining, and a spacious fenced backyard ready for gardening, grilling, or family fun. Bring your most selective buyers-this property

  Jimmy Oliver Priority Plus Realty

  Unlisted Address
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  /17

  $329,000

  • 2 Beds
  • 1 Bath

  6 S Laflin St Unit 920S, Chicago, IL 60607

  Step into this West Loop 2 bedroom, 1 bath soft loft in this well maintained doorman building. Loft features exposed concrete ceilings, hardwood floors and gas fireplace that gives the living space real city loft vibes. You'll love all of the storage space throughout. The open kitchen is made for hanging out and hosting, granite counters, stainless steel appliances and maple cabinets keep it

  Yvette DuPree @properties Christie's International Real Estate

  6 S Laflin St Unit 920S, Chicago, IL 60607
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  /27

  $329,999

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

  1525 S Sangamon St Unit 317P, Chicago, IL 60608

  Motivated Seller. "No reasonable offer refused". Sunny, spacious 2 bedrooms, 2 full bathrooms at University Village Lofts, with fabulous views of the famous Chicago Skyline including the iconic Sears Tower. Features of unit include: Quartz Countertops in Kitchen & Both Bathrooms, hardwood floors, 10-foot ceilings, open kitchen with island. Both bedrooms are carpeted with lighted ceiling fans.

  Shakir Siddiqi Shakir A. Siddiqi

  1525 S Sangamon St Unit 317P, Chicago, IL 60608
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  /27

  $369,000

  • 5 Beds
  • 3 Baths
  • 3,131 Sq Ft

  8746 S Wood St, Chicago, IL 60620

  Step into style, space, and sophistication with this fully renovated 5-bedroom, 3-bath beauty nestled on a quiet, tree-lined street in Auburn Gresham-a gem on Chicago's thriving South Side. Designed for those who value quality, comfort, and curb appeal, this maintenance-free residence delivers exceptional living across every level. From the moment you enter, you're greeted by a sun-drenched open

  Paulette Edwards Coldwell Banker Realty

  8746 S Wood St, Chicago, IL 60620
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  /40

  $329,900

  • 3 Beds
  • 2 Baths
  • 1,865 Sq Ft

  5000 S East End Ave Unit 24A, Chicago, IL 60615

  Exquisite 24rd-Floor Lakeview Residence in East Hyde Park. Live above it all in this exceptional 24rd-floor luxury apartment offering panoramic views of Lake Michigan and the Chicago skyline. Located in a meticulously maintained 1920s vintage high-rise in the prestigious Kenwood neighborhood, this expansive home masterfully blends old-world charm with modern sophistication. Step through a

  Carlos Matos Core Realty & Investments Inc.

  5000 S East End Ave Unit 24A, Chicago, IL 60615
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  /2

  $360,000

  • Land
  • 0 Acre

  3800 W 55th St, Chicago, IL 60632

  Great location to start / build your business.

  Dennis Sladek American Real Estate Services

  3800 W 55th St, Chicago, IL 60632
• 

  

  /25

  $375,000

  • 5 Beds
  • 3 Baths

  9320 S Racine Ave, Chicago, IL 60620

  Huge, beautifully maintained brick Bungalow featuring 5 total bedrooms, 3 full baths, and new custom Linen kitchen with pantry. SS Appliances, granite CT. This is a solid home, with a fully finished walk-out basement and lower level bedroom. Huge Family/Recreation Room downstairs. Master bedroom and bath suite upstairs. New HVAC system and ductwork. New roof, gutters, and landscaping.Concrete

  Margarita Mata Realty of America, LLC

  9320 S Racine Ave, Chicago, IL 60620
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  /7

  $330,000

  • 6 Beds
  • 3 Baths

  4432 W Maypole Ave, Chicago, IL 60624

  Solid Brick 2-Flat Investment Opportunity!** Discover the potential in this classic **2-flat brick multi-unit**-perfect for investors or rehabbers looking for their next project. With great bones and tons of space, this property offers endless possibilities to add value. **Property Highlights:** * Two spacious units with **eat-in kitchens** * **Large living and dining rooms** in both units *

  Jewel Brewer Coldwell Banker Realty

  4432 W Maypole Ave, Chicago, IL 60624
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  /21

  $399,900

  • 7 Beds
  • 2 Baths

  6156 S Indiana Ave, Chicago, IL 60637

  Rare investment opportunity off of the 94 in the heart of the South Side on a beautiful wide tree lined street -this fully rehabbed FHA Approved two-unit solid brick building features 7 bedrooms and 2 full baths, private fenced yard and detached 2-car garage. Hardwood floors shine throughout, a full unfinished basement with laundry area provides extra space and future potential. Live in one unit

  Talia Ramos Re/Max Properties Northwest

  6156 S Indiana Ave, Chicago, IL 60637
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  /2

  $360,000 Pre-Foreclosure

  555 W 111th St, Chicago, IL 60628

  Investors! Investors! Investors! Priced to sell! Schedule your showings today to visit this brick 6 unit building located in the Roseland area. Add a little TLC and make your investor's dreams a reality.

  LaRetta Washington Century 21 Circle

  555 W 111th St, Chicago, IL 60628
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  /6

  $300,000

  • Land
  • 0 Acre

  6642 S Kenwood Ave, Chicago, IL 60637

  This extra-long lot sits on 50' X 165' and can easily have many uses for multi-family development. A survey is attached under additional information. Zoning is RM-5. INVESTORS ALERT - Excellent Parcel with favorable zoning. Very rare to find vacant land in this area that is so close to the new Obama Library, Lake Michigan and the 63rd Street Corridor. Extra deep lot at 165 deep makes this

  John Rogalski Illinois Star, LTD

  6642 S Kenwood Ave, Chicago, IL 60637
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  /49

  $350,000

  6049 S Champlain Ave, Chicago, IL 60637

  Turnkey SRO Investment Opportunity in Charming Greystone! Discover a long-established Single Room Occupancy (SRO) greystone property, thoughtfully managed by the current owner. Featuring 8 rooms across what appears to be a 2-unit structure with a finished basement, it has served senior tenants with distinction for years. Why this property stands out: High demand: SROs offer affordable housing for

  David Thomas Blue Door Dave Inc

  6049 S Champlain Ave, Chicago, IL 60637
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  /28

  $329,900

  • 3 Beds
  • 1.5 Baths
  • 1,236 Sq Ft

  8416 S Kenneth Ave, Chicago, IL 60652

  Gorgeous brick 3 bedroom 1.1 bath Scottsdale split level features an inviting front porch, gleaming hardwood floors, a bright living room, formal dining area, huge eat in kitchen with oak cabinetry, custom tile counter-tops, pantry. The second level features three good sized bedrooms and full bath with vanity and tile work. The lower level has a spacious family room, and laundry/utility room.

  Maria Galindo RE/MAX 10

  8416 S Kenneth Ave, Chicago, IL 60652
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  /27

  $329,900

  • 3 Beds
  • 2 Baths
  • 1,025 Sq Ft

  4131 W 81st Place, Chicago, IL 60652

  Beautiful brick ranch in Ashburn featuring a side drive that leads to a 2.5-car garage. This well-cared-for home is in move-in condition and offers many upgrades throughout. The main level includes a spacious kitchen and dining room combination with maple cabinets and ceramic flooring, three bedrooms, a comfortable living room, and a full bathroom. The owners have added a stackable washer and

  Edgard Diaz Century 21 NuVision Real Estate

  4131 W 81st Place, Chicago, IL 60652
• 

  

  /31

  $339,000

  • 6 Beds
  • 3 Baths
  • 1,800 Sq Ft

  1908 S Sawyer Ave, Chicago, IL 60623

  Brick townhome with two separate living spaces in the heart of Little Village/North Lawndale, surrounded by ongoing new construction that continues to add value to the block. Ideal for owner-occupants, related living or rental income. This versatile property offers a fully gut-rehabbed basement done on 2024 with 7-foot ceilings, 2 bedrooms, 1 full bath and a full kitchen, perfect for extended

  Wilber Hernandez Realty of America, LLC

  1908 S Sawyer Ave, Chicago, IL 60623
• 

  

  /31

  $324,999

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  1529 S State St Unit 8-B, Chicago, IL 60605

  Fabulous South Loop corner 2bd/2ba!! This home features a desirable split floor plan, brand new flooring and updated kitchen cabinets installed this past year, plus a private south-facing balcony perfect for entertaining. In-unit W/D and modern kitchen finishes with stainless steel appliances. Spacious master suite with updated bathroom and ClosetMaid-organized master and hallway closets. Second

  Dana Hassoun Infiniti Properties, Inc.

  1529 S State St Unit 8-B, Chicago, IL 60605
• 

  

  /36

  $399,900

  • 6 Beds
  • 2 Baths

  5716 S May St, Chicago, IL 60621

  Welcome to 5716 S May Street, a beautifully renovated, greystone 2-flat, perfect for an investor or owner-occupant. This property offers peace of mind with new mechanicals, appliances, roof, modern finishes, and thoughtful layouts throughout. Offering over 1,300 Sq. feet of living space per unit, both units feature spacious 3-bedroom, 1-bath floor plans with LVP flooring and a contemporary

  Chris Sweitzer Compass

  5716 S May St, Chicago, IL 60621
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  /19

  $399,000

  • 2 Beds
  • 1 Bath

  1255 N State Pkwy Unit 2B, Chicago, IL 60610

  Vintage character and charm abound in this corner 2 bed/1 bath unit at the Gold Coast's beloved Churchill Condominium building! Built in 1924, the building was originally built as a hotel and was converted into unique condominiums that have modern amenities for today's everyday living. Original details include plaster crown moldings, leaded glass, French doors, original hardware, and hardwood

  Peter Green @properties Christie's International Real Estate

  1255 N State Pkwy Unit 2B, Chicago, IL 60610
• 

  

  /11

  $315,000

  • 2 Beds
  • 1.5 Baths
  • 1,036 Sq Ft

  5115 N Springfield Ave Unit B, Chicago, IL 60625

  Charming 2-bedroom, 1.1-bath townhouse in a prime Chicago location! This well-maintained home features beautiful hardwood floors throughout the main living areas, a spacious full basement offering ample storage or potential for additional living space, and an inviting layout perfect for comfortable living. Enjoy a small private yard-ideal for gardening, relaxing, or entertaining. Includes one

  Xavier Oravanakalathil Chicagoland Brokers Inc.

  5115 N Springfield Ave Unit B, Chicago, IL 60625
• 

  

  /29

  $319,999

  • 2 Beds
  • 1 Bath

  4314 S Hermitage Ave, Chicago, IL 60609

  Solid 4-unit multifamily with 2 IN-LAW BASEMENTS opportunity located in the New City/Back of the yards neighborhood, offering strong upside and cash-flow potential after cosmetic improvements. Major updates already completed include a brand-new roof (2-3 years) and new 5/8" drywall throughout the property, providing a strong foundation for a value-add strategy. The heating system is fully

  David Verdin Realty of America, LLC

  4314 S Hermitage Ave, Chicago, IL 60609
• 

  /2

  $399,000

  • 2 Beds
  • 1.5 Baths

  2342 W Adams St Unit 1B, Chicago, IL 60612

  DEVELOPER'S CLOSEOUT! Incredible Airbnb-ready 2 bed, 2 bath condo offering 1,600 SF of modern, flexible ground-floor living in a red-hot location by the United Center and the highly anticipated $7B "Project 1901" concert and entertainment venue-perfect for traveling bands, concertgoers, and business travelers alike. Recently converted from a commercial space, this unique unit features a spacious

  Svitlana Creadon Compass

  2342 W Adams St Unit 1B, Chicago, IL 60612

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