Chicago, IL Homes for Sale under $500,000

• 

  

  

  /30

  $469,900

  • 7 Beds
  • 3 Baths

  3824 W Fulton St, Chicago, IL 60624

  This beautifully rehabbed Graystone multi-unit has been fully renovated with architectural plans and approved city permits. The property offers three spacious levels designed for both modern living and strong rental potential. The basement and first floor combine into a duplex featuring four bedrooms and two full bathrooms, with two bedrooms and one bath in the basement and an additional two

  Jose Leon RE/MAX Partners

  3824 W Fulton St, Chicago, IL 60624
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  /10

  $443,000

  • 6 Beds
  • 3 Baths
  • 1,370 Sq Ft

  2219 N Kilbourn Ave, Chicago, IL 60639

  Discover this well-maintain 6-bed, 3-bath single-family home located just steps from Hermosa Park. Offering plenty of space and flexibility, this property includes a finished in-law basement, perfect for extended family, guests. Inside you'll find a spacious living room filled with natural light and comfortable eat in kitchen with room for family gatherings. The home has been very well cared for,

  Luz Romo United Real Estate-Chicago

  2219 N Kilbourn Ave, Chicago, IL 60639
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  /29

  $449,000

  • 4 Beds
  • 2 Baths

  4702 W Ohio St, Chicago, IL 60644

  Welcome to this wonderful 2 flat in the developing neighborhood of Austin. This fenced in property situated on a DOUBLE lot! Live in one unit and rent the other. This property was gut rehabbed to the studs with city permits and is ready for you to enjoy! New electricity, new plumbing, new HVAC and beautiful durable fiber cement siding make this one a winner! The first floor apartment features 2

  Brenda Martinez RE/MAX Premier

  4702 W Ohio St, Chicago, IL 60644
• 

  

  

  /12

  $430,000

  • 5 Beds
  • 2 Baths

  Unlisted Address

  Experience the perfect blend of comfort and style in this beautifully renovated building located in the desirable Auburn Gresham area. Boasting spacious rooms with oversized windows, this property is bathed in natural sunlight throughout the day, creating a warm and inviting atmosphere. Neutral Decor: with modern upgrades, neutral color palettes LED Lighting and contemporary finishes enhance

  April Troope TADD Realty

  Unlisted Address
• 

  

  

  /22

  $497,000

  • 3 Beds
  • 2 Baths

  945 W Agatite Ave Unit 2, Chicago, IL 60640

  Beautiful 2,000 sq ft 3BR/2BA condo plus a sunny tree-top office, featuring an interior transom window over French doors, perfectly situated on a quiet one-way street. This spacious home offers a high-end eat-in kitchen, large open dining room, an oversized primary bedroom and bath, in-unit laundry room, walk-in pantry, and garage parking and a storage rm in basement. The recently renovated

  Bryan Eugenio @properties Christie's International Real Estate

  945 W Agatite Ave Unit 2, Chicago, IL 60640
• 

  

  /24

  $498,000

  • 4 Beds
  • 2 Baths
  • 2,550 Sq Ft

  1047 N Saint Louis Ave, Chicago, IL 60651

  4 Bedroom, 2 Bath; Very nice single family home located in Humboldt Park on a quiet tree-lined street. This updated residence features an open concept floor plan. The chef kitchen includes white cabinets, quartz countertops, and stainless steel appliances. The master bedroom and full bath complete the first floor. The lower level includes 3 additional bedrooms, a full bath, family room and

  Michael Sahli Home-Site Realty, Inc.

  1047 N Saint Louis Ave, Chicago, IL 60651
• 

  

  /30

  $409,888

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

  2733 W 38th St, Chicago, IL 60632

  Luxurious Modern Living in a Prime Location Experience elevated living in this beautiful 5-bedroom, 2-bath home featuring soaring cathedral ceilings and a sophisticated open layout. The chef's kitchen impresses with white shaker cabinetry, quartz countertops, and premium stainless steel appliances. A beautifully finished basement adds a spacious family room for relaxation or work. Complete with a

  Jose Villasenor Realty of America, LLC

  2733 W 38th St, Chicago, IL 60632
• 

  

  /28

  $435,000

  • 2 Beds
  • 2 Baths
  • 1,550 Sq Ft

  3180 N Lake Shore Dr Unit 5E, Chicago, IL 60657

  Beautifully maintained east-facing condo in popular East Lakeview building. Large picture windows offers serene treetop views of the lake and Belmont Harbor. The elevator opens to a semi-private foyer shared with only one other residence. The kitchen features cherry cabinetry, granite countertops, stainless steel appliances, and a convenient breakfast bar. Both bedrooms are generously sized with

  Tom Gancer HomeSmart Connect LLC

  3180 N Lake Shore Dr Unit 5E, Chicago, IL 60657
• 

  

  /25

  $430,000

  • 4 Beds
  • 2 Baths

  1934 W 21st Place, Chicago, IL 60608

  Frame 2-unit building in the HEART OF CHICAGO Pilsen!. 1st floor has 2 bedrooms, 1 bath, spacious living room, updated kitchen with newer cabinets and counter top. ceramic tile floor, newer furnace with a/c, newer windows. 2nd floor has 2 bedrooms, 1 bath, updated kitchen with newer cabinets and counter top. Separate utilities, unfinished basement, 2 car garage. Close to public transportation,

  Mireya Rogoz-Bedore Village Realty, Inc.

  1934 W 21st Place, Chicago, IL 60608
• 

  

  /45

  $429,000

  • 4 Beds
  • 3.5 Baths
  • 1,426 Sq Ft

  949 N Lockwood Ave, Chicago, IL 60651

  949 N Lockwood Ave, Chicago IL 60651 A rare opportunity to own a one-of-a-kind stucco single-family home situated on an extra-large lot in the heart of Chicago's vibrant 60651. This 4-bedroom, 3.5-bath residence showcases luxury design throughout, with elegant fixtures and refined finishes that elevate every space. Step into an open-concept layout anchored by a stunning quartz countertop kitchen,

  Beto Camacho American International Realty

  949 N Lockwood Ave, Chicago, IL 60651
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  /28

  $439,000

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft

  2558 W Haddon Ave Unit 1, Chicago, IL 60622

  Beautifully sun-filled duplex down. 2 bed, 2 bath home with 12-foot ceilings, hardwood floors, and a seamless open layout. The kitchen features granite countertops, 42" cabinets, and stainless appliances. The lower level offers a cozy retreat with a gas fireplace, full bath, and great storage. Recent updates include a new washer/dryer, microwave, electrical panel, and water heater. Enjoy a shared

  Evan Smeenge Compass

  2558 W Haddon Ave Unit 1, Chicago, IL 60622
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  /15

  $435,000

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft

  1530 W 18th Place Unit 2, Chicago, IL 60608

  Luxurious and light-filled NEW CONSTRUCTION condo by a reputable builder, located in a boutique three-unit building in the heart of Pilsen. This thoughtfully designed 1,100 SF home offers modern finishes, a functional layout, and a rare expansive private rear porch ideal for entertaining or relaxing above the neighborhood. Situated on a quiet block just steps from the vibrant 18th Street

  Conrad Sienkiewicz Core Realty & Investments Inc.

  1530 W 18th Place Unit 2, Chicago, IL 60608
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  /25

  $499,000

  • 9 Beds
  • 3 Baths

  5239 S Ingleside Ave, Chicago, IL 60615

  Exceptional investment opportunity in a prime Hyde Park location. Solid all-brick 2-unit building with a potential bonus garden apartment presents the perfect opportunity for investors or owner-occupants looking to build sweat equity. The main floor features a spacious 3-bedroom, 1-bath unit, while the upper level offers a generous 4-bedroom, 1-bath layout. The finished walk-out basement was

  Joan Couris Keller Williams Thrive

  5239 S Ingleside Ave, Chicago, IL 60615
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  /37

  $415,000

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

  7716 S Paxton Ave, Chicago, IL 60649

  Welcome to a beautiful and very spacious 2 story Bungalow that was beautifully rehabbed in 2020 with all permits in the South Shore community. This Bungalow features 5 bedrooms with very large walk-in closets, 4 custom designed bathrooms, foyer entrance that leads to a large living room, 1st floor bedroom/den with French doors, large modern kitchen with quartz countertops with undermount sink,

  Jimmy Dover New Harvest Investments, LLC

  7716 S Paxton Ave, Chicago, IL 60649
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  /21

  $465,000

  • 6 Beds
  • 3 Baths

  4832 W Harrison St, Chicago, IL 60644

  Beautifully Renovated 2 unit with finished basement features two - 3 bedroom apartments, first floor duplexed to basement for extended living. All separate heat Electric and H20 plus brand new roof top central air units. Custom kitchens with 42 inch cabinets quartz countertops in Kitchen and baths. Brand new Hardwood floors throughout and Stainless steel Appliances for both apartments. Located

  Cedrick Hunter Hunter's Realty, Inc.

  4832 W Harrison St, Chicago, IL 60644
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  /20

  $429,900

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

  948 W Sheridan Rd Unit 2D, Chicago, IL 60613

  Welcome to 948 W Sheridan Rd #2D in the heart of Chicago's vibrant Lakeview neighborhood, a perfect blend of modern design and vintage charm! From the moment you walk into this gorgeous 2 bedroom, 2 bathroom freshly-painted condo, you'll notice a large and inviting living room with an abundance of natural light, high ceilings, hardwood floors, custom built shelving, and a cozy gas fireplace. A

  Ellen Miller @properties Christie's International Real Estate

  948 W Sheridan Rd Unit 2D, Chicago, IL 60613
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  /30

  $449,900

  • 7 Beds
  • 4 Baths

  8900 S Normal Ave, Chicago, IL 60620

  Extremely Rare Investment Opportunity in Auburn Gresham! Unlock the potential of this unique multi-parcel property - featuring 2 separate buildings, 2 garages, and 1 vacant lot, all included in one unbeatable package. This income-generating property offers: 3 Residential Units plus a non-conforming unit for additional rental income. Recently renovated interiors with brand-new kitchens, updated

  Lucas Alvarado Jr Ready Properties Inc

  8900 S Normal Ave, Chicago, IL 60620
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  /22

  $475,000

  • 2 Beds
  • 2 Baths
  • 1,350 Sq Ft

  1801 W Addison St Unit 1E, Chicago, IL 60613

  Bright, spacious, and quiet - this 2-bed, 2-bath condo features an open floor plan, hardwood floors throughout, a cozy fireplace in the living room with a work-from-home nook, a kitchen with granite countertops, full-height cabinets with plenty of storage space, and stainless steel appliances. Both bedrooms are oversized, with the master bedroom offering a huge walk-in closet and an en-suite bath

  Ben Lalez Compass

  1801 W Addison St Unit 1E, Chicago, IL 60613
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  /25

  $470,000

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

  5708 N Austin Ave, Chicago, IL 60646

  Welcome to this beautifully maintained brick home offering timeless charm, modern updates, and flexible living space in a highly desirable neighborhood. Solid hardwood floors flow throughout much of the first floor, creating a warm and inviting feel the moment you walk in, while the bright living and dining rooms are accented with crown molding and natural light, ideal for everyday living or

  Jacquelyn Theisen @properties Christie's International Real Estate

  5708 N Austin Ave, Chicago, IL 60646
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  /20

  $470,000

  • 2 Beds
  • 2 Baths

  230 W Division St Unit 1202, Chicago, IL 60610

  Located in the heart of Old Town, enjoy everything that this newly renovated 2 bed/2 bath condo has to offer! Large wrap around balcony with composite decking, split floor plan with open layout, 10 foot ceilings & southern exposure with tons of natural light & stunning skyline views. Upgraded kitchen features quartz counters, subway tile backsplash, new kitchen pendants, white cabinetry and

  Patrick Teets Jameson Sotheby's Intl Realty

  230 W Division St Unit 1202, Chicago, IL 60610
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  /27

  $425,000

  • 1 Bed
  • 1 Bath
  • 685 Sq Ft

  211 N Harbor Dr Unit 905, Chicago, IL 60601

  Experience luxury resort-style lakefront living at Cirrus in the exclusive Lakeshore East neighborhood with its premier amenities, prime location and private community. Set among Lakeshore East's serene green spaces where the Chicago River meets Lake Michigan, Cirrus offers its residents easy access to the lakefront running and biking path, DuSable Harbor and adjacent neighborhood parks, grocery,

  Brad Brondyke Jameson Sotheby's Intl Realty

  211 N Harbor Dr Unit 905, Chicago, IL 60601
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  /19

  $440,000

  • 3 Beds
  • 1 Bath
  • 977 Sq Ft

  5542 N Osceola Ave, Chicago, IL 60656

  Welcome to this elegantly appointed brick Georgian home in the heart of Oriole Park, Chicago. This residence offers a harmonious blend of classic charm and modern updates, setting a high standard for comfortable living. As you enter, you're greeted by gleaming hardwood floors that seamlessly flow throughout the sun-drenched main level. The spacious living and dining area invites gatherings,

  Elias Masud Compass

  5542 N Osceola Ave, Chicago, IL 60656
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  /34

  $410,000

  • 2 Beds
  • 2 Baths
  • 1,475 Sq Ft

  3952 N Oleander Ave, Chicago, IL 60634

  This charming Brick English Tudor home blends timeless character with modern updates and expansion potential. Featuring two spacious bedrooms and two full bathrooms, the home offers hardwood floors throughout and a bright living room with recessed lighting and a built-in feature. The large kitchen provides ample space for cooking and entertaining, while the finished basement includes a generous

  Ronald Ohr Avenue 1 Realty Group

  3952 N Oleander Ave, Chicago, IL 60634
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  /17

  $499,900

  8103 S Clyde Ave, Chicago, IL 60617

  New roof, new windows and a fully gutted interior make this solid brick 12 unit a rare ready-for-construction opportunity. Two garages provide off street parking for up to four cars. Interior demolition is complete and architectural plans are finished and paid for, giving the next owner a major head start on their renovation and saving months of planning and demo work. The building is currently

  Irena Ledic Real Broker LLC

  8103 S Clyde Ave, Chicago, IL 60617
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  /35

  $424,900

  • 2 Beds
  • 2 Baths
  • 1,118 Sq Ft

  440 N Wabash Ave Unit 809, Chicago, IL 60611

  Stunning Sunny Corner Unit at Plaza 440 - The Best of River North Living! Step into this beautifully updated sun-soaked corner home, renovated with style and care just five years ago. Every detail has been thoughtfully upgraded for comfort and luxury. Enjoy a sleek white kitchen with sparkling quartz countertops, stainless steel appliances, and a chic breakfast bar that opens into a bright,

  Ildiko Kresz Kresz And Associates LLC

  440 N Wabash Ave Unit 809, Chicago, IL 60611
• 

  

  /26

  $469,000

  • 7 Beds
  • 3 Baths

  1520 S Christiana Ave, Chicago, IL 60623

  Brick 2-Flat with Modern Updates in North Lawndale! This beautifully renovated brick 2-flat offers versatility and comfort, perfect for an owner-occupant or investment opportunity. The first-floor unit features 3 bedrooms and 1 bath, plus a duplex down to the basement with an additional bedroom, full bath, and spacious family room. The second-floor unit includes 3 bedrooms and 1 bath with an

  Laura Rodriguez Realty of America, LLC

  1520 S Christiana Ave, Chicago, IL 60623
• 

  

  /20

  $437,900

  • 5 Beds
  • 2 Baths
  • 1,735 Sq Ft

  3439 W Hirsch St, Chicago, IL 60651

  Fully updated Humboldt Park charmer-move-in ready and waiting for its new family! The inviting white picket fence and spacious front porch lead you into a beautifully renovated 5-bedroom, 2-bath home with modern updates throughout. Enjoy a bright and expansive living/dining room combo with hardwood floors, plus a flexible third bedroom on the main level featuring new barn doors-perfect as an

  Katie Jean Colquhoun Coldwell Banker Realty

  3439 W Hirsch St, Chicago, IL 60651
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  /2

  $450,000

  • 5,424 Sq Ft

  1455 S Avers Ave, Chicago, IL 60623

  Don't miss this solid investment opportunity! This all-brick 6-unit building offers strong cash flow and spacious layouts in each unit-featuring 2 bedrooms, separate living and dining rooms, eat-in kitchens, and individual hot water tanks. Recent updates include a new exterior porch. The property is secured with a wrought iron fence. Four units are currently rented month-to-month, and two units

  Luis Ortiz RE/MAX Partners

  1455 S Avers Ave, Chicago, IL 60623
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  /12

  $475,000

  • 2 Beds
  • 2 Baths
  • 1,450 Sq Ft

  4118 N Lincoln Ave Unit 202, Chicago, IL 60618

  Located in the heart of North Center, this beautiful open-floor-plan 2-bed, 2-bath condo features a large combined living and dining area with a cozy gas fireplace, complemented by an updated kitchen with quartz countertops and stainless appliances. The split-bedroom layout offers generous closet space in each room. The unit includes a private front terrace and a large shared back terrace, along

  Joso Goreta Compass

  4118 N Lincoln Ave Unit 202, Chicago, IL 60618
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  /38

  $429,900

  • 4 Beds
  • 3 Baths
  • 1,754 Sq Ft

  458 W 127th St, Chicago, IL 60628

  Beautifully rehabbed home featuring updated finishes and modern touches throughout. Enjoy a refreshed kitchen, upgraded bathrooms, new flooring, and fresh paint. This property combines style and comfort-perfect for today's buyer!

  JC Gonzalez Cloud Gate Realty LLC

  458 W 127th St, Chicago, IL 60628
• 

  

  /14

  $480,000

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

  5824 N Lincoln Ave Unit GN, Chicago, IL 60659

  Newer Construction! Welcome to 5824 Lincoln - an exclusive 8-unit condominium development offering elevated urban living in a thoughtfully designed, boutique setting. With just two residences per floor, this intimate newer construction building features expansive 3-bedroom | 2 bathroom residences featuring approximately 1,800 SF -ideal for those seeking the convenience of luxury maintenance free

  Kacia Snyder Jameson Sotheby's Intl Realty

  5824 N Lincoln Ave Unit GN, Chicago, IL 60659
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  /37

  $470,000 Open Sun 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 1,275 Sq Ft

  5 E 14th Place Unit 501, Chicago, IL 60605

  Elevated views meet elevated living in this beautifully refreshed Northeast corner home, showcasing sweeping views from every room-plus a rare, fully private 20' x 30' terrace that truly sets this residence apart. This spacious 2 bed / 2 bath residence has been thoughtfully updated throughout with brand-new luxury wood laminate flooring, fresh paint, updated lighting, and subtle design

  Guido Piunti @properties Christie's International Real Estate

  5 E 14th Place Unit 501, Chicago, IL 60605
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  /16

  $499,000

  • 15 Beds
  • 4 Baths

  5813 S Wabash Ave, Chicago, IL 60637

  Exciting Investment Opportunity in Washington Park/ Hyde Park - 4-Unit Building at 5813 S Wabash. Unlock the potential of this partially renovated 4-unit property in one of Chicago's fastest-growing neighborhoods! Located on a quiet, tree-lined block, this property is already well underway with a thoughtful rehab-perfect for an investor or developer looking to step in and complete a high-value

  Jennifer Bustillo Compass

  5813 S Wabash Ave, Chicago, IL 60637
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  /40

  $425,000

  • 5 Beds
  • 3 Baths

  5037 W West End Ave, Chicago, IL 60644

  Carefully maintained and beautifully updated, this legal 2-unit property with a third living space in the finished basement is located in the thriving Austin community. The first-floor unit features two bedrooms and one bathroom, while the second-floor unit offers three bedrooms and one bathroom. The basement "in-law suite" includes two bedrooms and one bathroom, making it ideal for extended

  Jonathan Lopez Realty of America, LLC

  5037 W West End Ave, Chicago, IL 60644
• 

  

  /18

  $489,900

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

  830 N Hermitage Ave Unit 2, Chicago, IL 60622

  Beautifully updated 2 Bedroom 2 Bathroom condo perfectly located in the heart of Ukrainian Village. This bright, wide home offers an open concept layout with spacious living and dining area centered around a fireplace and framed by oversized windows that fill the home with natural light. Freshly painted with newly refinished hardwood floors, this home feels crisp, modern and move-in ready. The

  Ivona Kutermankiewicz Jameson Sotheby's Intl Realty

  830 N Hermitage Ave Unit 2, Chicago, IL 60622
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  /33

  $439,999

  • 4 Beds
  • 2 Baths
  • 1,684 Sq Ft

  9427 S Charles St, Chicago, IL 60643

  Remodeled in 2025, this 4-bedroom, 2-bath split-level home is located in historic Beverly on a quiet, tree-lined street surrounded by well-kept homes. Set on an oversized lot, the property includes a rare side addition adding to its size and main floor functionality, a concrete side driveway, and a 2-car detached garage. The expansive green space adjacent to the garage is all yours-perfect for

  Joanna Lewkowicz Boutique Home Realty

  9427 S Charles St, Chicago, IL 60643
• 

  

  /22

  $475,000

  • 4 Beds
  • 2.5 Baths
  • 3,100 Sq Ft

  6637 W 64th Place, Chicago, IL 60638

  Don't miss the opportunity to own this gorgeous, move-in-ready end-unit townhome in the desirable Clearing neighborhood! Nestled in a tranquil neighborhood, this remarkable home is truly one of a kind home, rarely does a property like this come to the market. The main level features soaring ceilings and showstopping picturesque windows that fill the home with natural light. Enjoy cozy winter

  Araceli Campos Chavez Su Familia Real Estate Inc

  6637 W 64th Place, Chicago, IL 60638
• 

  

  /26

  $414,000

  • 4 Beds
  • 2 Baths

  2712 N Oak Park Ave, Chicago, IL 60707

  Great opportunity in Montclare! This legal two-flat sits on an oversized lot with a curb cut for potential driveway. The home offers 2 units, full basement, fenced yard, and a 2-car garage. Sold as-is. Ideal rehab candidate for investor or end-user. Bring your ideas!

  Mark Icuss Compass

  2712 N Oak Park Ave, Chicago, IL 60707
• 

  

  /32

  $500,000

  • 3 Beds
  • 2 Baths

  7457 W Ardmore Ave, Chicago, IL 60631

  Situated on one of the most sought-after streets in Norwood Park, this stunning 3-bed, 2-bath Cape Cod offers incredible value and is truly move-in ready. Set on an extra-wide lot with a convenient side drive, the home has been extensively updated over the past several years. Improvements include a stunning kitchen renovation with stainless steel appliances and tile backsplash, granite counters

  Gwen Stark @properties Christie's International Real Estate

  7457 W Ardmore Ave, Chicago, IL 60631
• 

  

  /40

  $429,900

  • 6 Beds
  • 5 Baths

  8331 S Morgan St, Chicago, IL 60620

  Welcome to this spacious brick 2-flat in the Auburn Gresham area, offering a wonderful opportunity for both homeowners and investors. Each unit features 3 generous sized bedrooms (one of them being a true master bedroom with its own full bath), a bright living room, laundry area, and an eat-in kitchen equipped with a stove, refrigerator, and microwave. The property includes an unfinished full

  Jose Martinez RE/MAX Mi Casa

  8331 S Morgan St, Chicago, IL 60620

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