Chicago, IL Homes for Sale under $600,000

• 

  

  

  /71

  $415,000

  • 5 Beds
  • 2 Baths

  1541 S Tripp Ave, Chicago, IL 60623

  Welcome to this classic brick 2-unit that offers an excellent opportunity for investors, owner-occupants, or buyers looking to add a multi-family property to their portfolio. The existing layout offers a 2-bedroom/1-bath first-floor duplex unit with 2 additional rooms, a bathroom, and kitchen area in the basement. There is also a 2 bedroom/1 bath located on the second-floor unit, creating

  Rashauna Scott Keller Williams ONEChicago

  1541 S Tripp Ave, Chicago, IL 60623
• 

  

  

  /26

  $570,000

  • 2 Beds
  • 2 Baths
  • 1,781 Sq Ft

  737 W Washington Blvd Unit 3608, Chicago, IL 60661

  Stunning city views from this high-floor unit at Skybridge. Approximately 1800 square feet and only 1 of 2 units on the 36th floor, this oversized 2Bedroom/2Bathroom floorplan features floor-to-ceiling windows with southwest exposure providing tons of natural light. Other features included hardwood flooring, large living room with designated dining area, massive primary bedroom with on-suite

  George Selas Baird & Warner

  737 W Washington Blvd Unit 3608, Chicago, IL 60661
• 

  

  

  /41

  $597,747

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

  200 E Delaware Place Unit 7D, Chicago, IL 60611

  Rarely available, most popular, Southeast corner "D" residence at the famed, boutique 200 East Delaware which recently completed stunning renovations to their common areas. Your 1550 square foot home features an open floor plan that offers spacious room sizes for easy living and gracious entertaining. Your two bedroom, two bath home underwent a complete renovation in 2008 and features

  Michael Rosenblum Berkshire Hathaway HomeServices Chicago

  200 E Delaware Place Unit 7D, Chicago, IL 60611
• 

  

  

  /28

  $394,900

  • 6 Beds
  • 3 Baths
  • 1,375 Sq Ft

  8133 S Loomis Blvd, Chicago, IL 60620

  Come experience the warmth, character, and versatility of this exceptional home-your next chapter could begin right here! In this Brick Bungalow on Loomis Boulevard. This property offers a wonderful blend of classic character, modern updates, and comfortable living across three spacious levels. The main level welcomes you with a spacious living room featuring an inviting electric fireplace,

  Maribel Castillo Sanchez RE/MAX Mi Casa

  8133 S Loomis Blvd, Chicago, IL 60620
• 

  

  

  /24

  $429,999

  • 5 Beds
  • 2 Baths
  • 1,070 Sq Ft

  2632 N Merrimac Ave, Chicago, IL 60639

  Charming brick single-family home located at 2632 N Merrimac Ave in Chicago. This spacious property offers 3 bedrooms on the upper level and 2 bathrooms downstairs, providing a comfortable and functional layout. Featuring classic curb appeal, a well-kept front yard, and a convenient location near shopping, dining, parks, schools, and public transportation. A wonderful opportunity to make this

  Yeici Paris Smart Home Realty

  2632 N Merrimac Ave, Chicago, IL 60639
• 

  

  /33

  $310,000

  Pending

  • 3 Beds
  • 1 Bath
  • 748 Sq Ft

  2229 N Kedvale Ave, Chicago, IL 60639

  Charming and well-maintained home located in an established neighborhood with strong upside and ongoing revitalization nearby. This classic residence offers timeless character, a functional layout, and a rare sense of space both inside and out. The home sits on an oversized, beautifully maintained yard-perfect for gardening, entertaining, or future outdoor enhancements. While the interior retains

  Jonathan Minerick Homecoin.com

  2229 N Kedvale Ave, Chicago, IL 60639
• 

  

  /17

  $325,000

  Pending

  • 3 Beds
  • 2 Baths

  6055 W 64th St, Chicago, IL 60638

  Welcome home to this beautifully maintained 3-bedroom, 2-bath raised ranch in Chicago's highly sought-after Clearing neighborhood! This awesome home offers generous bedroom sizes and basement. Conveniently located near parks, schools, shopping, restaurants, Midway Airport, and major expressways, this home offers the perfect combination of comfort, convenience, and value.

  Matt Laricy Americorp, Ltd

  6055 W 64th St, Chicago, IL 60638
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  /47

  $377,000

  $2K PRICE DROP

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

  6741 S Komensky Ave, Chicago, IL 60629

  Great Loacation on This Brick 5 Bedroom Single family Home.. Near Midway Minutes to Midway Airport and shopping ,,Walk to Schools and Restaurants & Public Transportation. 5 Bedrooms 3 full baths. Finished Basement & 2.5 Car Garage....dont miss this opportunity and. Call Today

  Joel Mandujano Midwest Real Estate Brokerage LLC

  6741 S Komensky Ave, Chicago, IL 60629
• 

  

  /15

  $510,000

  • 3 Beds
  • 2.5 Baths
  • 1,417 Sq Ft

  5915 W Roscoe St, Chicago, IL 60634

  Nestled in a friendly neighborhood, this charming and modernized home is well-maintained and ready for you to move in without a moment's delay. Step inside and experience the warmth created by the natural light pouring in from the bay window. Follow the hardwood floors that effortlessly connect the living room and the formal dining room into a space for hosting hosting holidays and friendly

  Christopher Doyle RLTR MBA, Inc.

  5915 W Roscoe St, Chicago, IL 60634
• 

  

  /19

  $485,000

  • 7 Beds
  • 3 Baths

  7924 S Peoria St, Chicago, IL 60620

  Welcome to 7924 S Peoria St, a fantastic 3 unit building situated in a vibrant neighborhood just minutes from downtown Chicago and public transportation. This well maintained property is perfect for both homeowners and savvy investors looking to capitalize on the thriving rental market. Unit 1 is currently vacant, offering a blank canvas for new owners or tenants to personalize their space. This

  Jerry Goodwin Coldwell Banker Realty

  7924 S Peoria St, Chicago, IL 60620
• 

  

  /36

  $424,900

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,201 Sq Ft

  5210 S King Dr Unit C, Chicago, IL 60615

  Welcome to 8 on The Park in Washington Park! This premier 4 bedroom 2.1 bathroom three-story townhome was rehabbed in 2020 and has LOTS of features and amenities. The main level has an open floor plan with a living room/dining room combo, a gas fireplace in the living room and an eat-in kitchen with an island, custom oak cabinets, granite countertops and stainless steel appliances. The primary

  Vergis Eiland @properties Christie's International Real Estate

  5210 S King Dr Unit C, Chicago, IL 60615
• 

  

  /12

  $389,000

  $21K PRICE DROP

  • 10 Beds
  • 4 Baths

  4535 S Honore St, Chicago, IL 60609

  Investment opportunity in Back of the Yards! This solid 4-unit building at 4535 S Honore offers strong value-add potential with below-market rents, perfect for an investor looking to increase cash flow. Each unit provides functional layouts with steady tenant demand in a growing area. Bring your ideas and unlock the upside through rent increases and light improvements. Don't miss this chance to

  Mark Madera First In Realty, Inc.

  4535 S Honore St, Chicago, IL 60609
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  /45

  $350,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft

  3735 S Lake Park Ave Unit G, Chicago, IL 60653

  ****H&B OFFERS DUE BY MIDNIGHT TONIGHT (8/13/26)**** This STUNNING villa remodel with GORGEOUS Kitchen and SHOW-STOPPING Bath are just what you've been waiting for -- A spacious and smart 3 Bed, 2.5 bath dream villa with Premium Luxury touches everywhere; THE KITCHEN: Beautiful Navy & Gold cabinets give style and class and Luxurious double-thick Quartz countertop give gravitas to the High-end

  Gregory Sytsma @properties Christie's International Real Estate

  3735 S Lake Park Ave Unit G, Chicago, IL 60653
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  /9

  $600,000

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,090 Sq Ft

  Chicago, IL 60623

  Introducing The Bella by Mosaic Chicago, a modern 3-bedroom, 2.5-bath single-family home offering approximately 2,090 square feet of thoughtfully designed living space. Open-concept main level with expansive living and dining areas flowing into a designer kitchen featuring shaker-style cabinetry, quartz countertops, stainless steel appliance package, and recessed LED lighting. Upstairs includes a

  Michael Saladino Keller Williams ONEChicago

  Chicago, IL 60623
• 

  

  /20

  $324,900

  • 4 Beds
  • 3 Baths
  • 2,840 Sq Ft

  8419 S Morgan St, Chicago, IL 60620

  This newly renovated brick bungalow located in the heart of Auburn Gresham is so charming, ITS A MUST SEE!!! There is tons of natural light, beautiful hardwood floors on the main level that houses the formal living and dining rooms, and a brand new kitchen ... from the cabinets to the fixtures and everything in between. The home has 4 bedrooms with 3 full baths (one on each floor) including the

  John Bielecki Oak Realty of Chicago, Inc.

  8419 S Morgan St, Chicago, IL 60620
• 

  

  /23

  $404,900

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  125 S Green St Unit 805A, Chicago, IL 60607

  Enjoy unobstructed city and skyline views from this spacious 1-bedroom + den residence at the Emerald, a full-amenity building in the heart of the West Loop. Floor-to-ceiling windows fill the open living and dining areas with natural light and frame impressive views that extend onto an oversized private balcony, offering exceptional outdoor space for entertaining, dining, or simply enjoying the

  Jeremy Butterfield Compass

  125 S Green St Unit 805A, Chicago, IL 60607
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  /30

  $374,900

  • 4 Beds
  • 2 Baths

  3116 W 53rd Place, Chicago, IL 60632

  This beautifully maintained Chicago home features spacious living areas, with each unit including 2 bedrooms and 1 bathroom and a functional layout designed for comfortable living. Basement is also fully finished and includes 2 bedrooms and 1 bathroom. Roof is in great condition and some windows have recently been replaced. Conveniently located near schools, parks, shopping, dining, and major

  Omar Perez Duarte Realty Company

  3116 W 53rd Place, Chicago, IL 60632
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  /8

  $400,000

  Pre-Foreclosure

  • 3 Beds
  • 2 Baths
  • 2,810 Sq Ft

  7608 S Ridgeland Ave, Chicago, IL 60649

  The Anton E. Hanson House is a rare opportunity to own a piece of Chicago's architectural heritage. Built in 1912 and set on an expansive double lot, this distinguished American Foursquare residence showcases the craftsmanship of architect Perley Hale and the innovative concrete block construction pioneered by developer Anton E. Hanson. The home retains its original character with beautiful stone

  Chanee Roby Coldwell Banker Real Estate Group

  7608 S Ridgeland Ave, Chicago, IL 60649
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  /22

  $395,000

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  1455 N Sandburg Terrace Unit 2009B, Chicago, IL 60610

  Perched high above the city, this fully renovated 2 bed, 1 bath condo offers a seamless blend of sophisticated style and everyday comfort. Featuring a brand-new Kitchen with sleek quartz countertops and full backsplash and a new designer bath with contemporary tile work. The open concept living space is flooded with natural light and has a modern aesthetic throughout. The spacious bedroom opens

  Lori Facas THE HOME COMPANIES RE

  1455 N Sandburg Terrace Unit 2009B, Chicago, IL 60610
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  /39

  $305,900

  Pending

  • 2 Beds
  • 2 Baths
  • 1,223 Sq Ft

  2919 N Harlem Ave Unit 503, Chicago, IL 60707

  Desirable Unique Building! Condo on the 5th floor in mint condition which features a spacious open floor plan from the ceramic tile entrance foyer to hardwood floors in living room, dining room, and kitchen. Kitchen with lots of oak cabinets through out, picture window, black granite countertops and granite top island. Stainless steel appliances. Living room facing patio door leading to balcony.

  Ana Lozano HomeSmart Connect LLC

  2919 N Harlem Ave Unit 503, Chicago, IL 60707
• 

  

  /20

  $309,900

  Pending

  • 1 Bed
  • 1 Bath

  3150 N Sheffield Ave Unit 604, Chicago, IL 60657

  Enjoy top-floor Lakeview living in this 1-bedroom, 1-bath condo set in a beautifully maintained 1924 building on the National Register of Historic Places - with the Belmont Red, Brown, and Purple Line station directly next door. Inside, vaulted ceilings give the combined living and dining space real volume, espresso hardwood floors run through the main living areas, and the windows frame classic

  Grigory Pekarsky Vesta Preferred LLC

  3150 N Sheffield Ave Unit 604, Chicago, IL 60657
• 

  

  /29

  $539,900

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,834 Sq Ft

  4647 N Kenmore Ave Unit B, Chicago, IL 60640

  Exceptional design, thoughtful upgrades, and an unbeatable Uptown location converge in this beautifully reimagined 3-bedroom, 2.1-bath townhome. Extensively renovated in 2018, this sophisticated residence offers a seamless blend of modern elegance, functional living, and energy-efficient performance within a gated community just moments from Chicago's lakefront, transit, and neighborhood

  Nick Libert EXIT Strategy Realty

  4647 N Kenmore Ave Unit B, Chicago, IL 60640
• 

  

  /26

  $465,000

  Pending

  • 7,000 Sq Ft

  7317 S Union Ave, Chicago, IL 60621

  Located in the Englewood neighborhood on the South Side of Chicago. Well-known residential area bordered roughly by Garfield Blvd., and 75th St. Near community areas including the Greater Grand Crossing, Park Manor and several CTA bus routes such as Routes 8/Halsted, 79th St., and Rapid transit station at the 79th St., on the Red Line. The Metra station is Gresham Station, Rock Island District

  Mark Ahmad Century 21 Circle

  7317 S Union Ave, Chicago, IL 60621
• 

  

  /16

  $329,900

  Pending

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  401 E Ontario St Unit 2601, Chicago, IL 60611

  Perched on the 26th floor in the popular Streeterville neighborhood, this home offers north- and west-facing views of classic architecture and Lake Michigan. The bedroom suite includes a walk-in closet with a custom organization system and open north-facing sky views. The kitchen has been tastefully updated with stylish KitchenAid appliances, complemented by a matching, updated bathroom. Monthly

  Abraham Aguilera You Properties LLC

  401 E Ontario St Unit 2601, Chicago, IL 60611
• 

  

  /17

  $349,900

  • 2 Beds
  • 2 Baths
  • 1,048 Sq Ft

  235 W Van Buren St Unit 2519, Chicago, IL 60607

  Unbeatable Central Location! Step into this stunning 2-bedroom, 2-bathroom concrete loft high on the 25th floor in the heart of Chicago's financial district. Boasting 10-foot soaring concrete ceilings and expansive floor-to-ceiling windows, hardwood floor with private balcony and city views facing North down Franklin Street toward the iconic Willis Tower. Efficient layout and oversized foyer with

  Sharon Wong Century 21 Realty Associates

  235 W Van Buren St Unit 2519, Chicago, IL 60607
• 

  

  /23

  $425,000

  Pending

  • 6 Beds
  • 2 Baths

  5742 S Morgan St, Chicago, IL 60621

  Exceptional opportunity to own this beautifully updated 2-unit greystone just a short distance from the Obama presidential library. This quiet block offers a glimpse into the neighborhood's promising future. Upon arrival, you will be amazed by the supreme curb appeal! This meticulously renovated two-flat building exudes a captivating blend of contemporary elegance and classic charm. Every detail

  Tatianna Barnett Keller Williams Preferred Rlty

  5742 S Morgan St, Chicago, IL 60621
• 

  

  /14

  $585,000

  • 2 Beds
  • 2 Baths
  • 1,600 Sq Ft

  2333 W St Paul Ave Unit 202, Chicago, IL 60647

  Welcome to this beautiful 2 bedroom 2 bath unit on a quiet, tree-lined street in the heart of Bucktown, this spacious and light-filled residence offers an ideal combination of comfort, convenience, and value. The open layout features generous living and dining space with beautifully refinished hardwood floors and opens directly to a very large private deck, perfect for entertaining, grilling, or

  Kinjal Shah Mark Allen Realty ERA Powered

  2333 W St Paul Ave Unit 202, Chicago, IL 60647
• 

  

  /25

  $359,000

  Pending

  • 2 Beds
  • 1.5 Baths
  • 966 Sq Ft

  3723 N Pacific Ave, Chicago, IL 60634

  METICULOUSLY MAINTAINED, HIGHLY SOUGHT AFTER AND RARELY AVAILABLE! Welcome home to this beautifully updated 2-bedroom Duplex with no HOA! This home lives like a single-family with tons of natural light, refinished hardwood floors, and GORGEOUS outdoor living spaces designed for both everyday living and entertaining. The renovated kitchen features white cabinetry, quartz countertops, a tiled

  Kelly Pilolli @properties Christies International Real Estate

  3723 N Pacific Ave, Chicago, IL 60634
• 

  

  /22

  $550,000

  $49K PRICE DROP

  7611 S Essex Ave, Chicago, IL 60649

  Six 3BR/2BA units | 5/6 units occupied | rents $1,150-$1,700/mo | 2025 rent income $81,418 | NOI ~$38,500 | Current rents below market with clear upside as leases roll. Solid brick building, hardwood floors throughout, gated front yard, on-site parking. Property requires substantial rehabilitation and is offered strictly AS-IS. Investor opportunity with multiple units. Seller makes no

  Yuliya Onyshchuk Marblestone Property Group LLC

  7611 S Essex Ave, Chicago, IL 60649
• 

  

  /30

  $475,000

  $50K PRICE DROP Pending

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

  550 N St Clair St Unit 1501, Chicago, IL 60611

  Stunning two-bedroom, two-bath contemporary residence in the heart of Streeterville. Expansive floor-to-ceiling windows flood the open-concept living space with natural light while showcasing sweeping city views. The home is beautifully upgraded throughout, featuring a thoughtfully designed chef's kitchen with custom Italian cabinetry and premium appliances. Enjoy fresh air and skyline views from

  Brian Pistorius Compass

  550 N St Clair St Unit 1501, Chicago, IL 60611
• 

  

  /27

  $330,000

  • 6 Beds
  • 2 Baths
  • 2,815 Sq Ft

  7643 S Paulina St, Chicago, IL 60620

  Welcome to this beautifully renovated property featuring top-to-bottom updates completed in 2026. Enjoy the peace of mind that comes with new windows, siding, a modern kitchen, stylish bathrooms, a finished basement, updated plumbing, electrical, attic and concrete. This home combines modern upgrades with comfort and functionality making it truly move in ready. 1st level offers 3 bedrooms, living

  Vanessa Valtierra HomeSmart Connect LLC

  7643 S Paulina St, Chicago, IL 60620
• 

  

  /64

  $399,000

  Pending

  • 4 Beds
  • 3 Baths
  • 1,369 Sq Ft

  5222 W Monroe St, Chicago, IL 60644

  Move in ready modern comfort at 5222 W Monroe! This spacious 4BR/3BA single family home features an open concept layout, brand new appliances, modern fixtures, a finished basement with extra bedroom, and an extra large fenced lot with 2car garage. Quiet homeowner community with a true neighborhood feel. Ready for you TODAY - don't wait, this one checks every box.

  Beto Camacho American International Realty

  5222 W Monroe St, Chicago, IL 60644
• 

  

  /38

  $575,000

  1838 W 65th St, Chicago, IL 60636

  All Brick, corner, 6-unit apartment building featuring two 3-bed/1-bath units and four 2-bed/1-bath units. Many updates throughout. All six units have been modernized in the last five years. The building has a new roof and partial parapet rebuild. Individual furnaces, tenants pay their own gas and electric. Pro-forma rents of $90,000/year and low overall expenses generate $69,883 NOI ~ which

  Ashley Carter Keller Williams ONEChicago

  1838 W 65th St, Chicago, IL 60636
• 

  

  /19

  $519,000

  • 7 Beds
  • 4 Baths

  5658 S Honore St, Chicago, IL 60636

  HUGE BRICK CORNER 4 UNIT BUILDING. RECENTLY UPDATED . ALL NEW PLUMBING, ELECTRICAL , NEW H20 TANKS , NEW PORCHES .ALL SEPARATE UTILITIES THESE W/3 RENTAL UNITS & AN OWNER UNIT . FEATURING HARDWOOD FLOOR , CERMIC KITCHEN & BATHROOMS LAUNDRY ROOM .NOTHING TO DO BUT COLLECT RENT . DO NOT DISTURB TENANTS

  Angel Morales Golden City Realty, Inc.

  5658 S Honore St, Chicago, IL 60636
• 

  

  /36

  $589,000

  Pending

  • 3 Beds
  • 2 Baths
  • 2,163 Sq Ft

  6150 N Keating Ave, Chicago, IL 60646

  Welcome to your city sanctuary, where natural beauty meets urban accessibility. Unpack and enjoy this tastefully reimagined ranch home. Ideal for modern living, the main level features a sun-filled open floor plan connecting the living and dining spaces. The chef's kitchen boasts white quartz countertops, white shaker cabinets, a grey island, glass backsplashes, and newer stainless appliances.

  John Calkins Compass

  6150 N Keating Ave, Chicago, IL 60646
• 

  

  /14

  $499,999

  $100K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,250 Sq Ft

  3000 N Neenah Ave, Chicago, IL 60634

  Henry Pedraza RE/MAX City

  3000 N Neenah Ave, Chicago, IL 60634
• 

  

  /26

  $375,000

  • 2 Beds
  • 2 Baths
  • 930 Sq Ft

  500 W Superior St Unit 1010, Chicago, IL 60654

  Welcome home to this upgraded 2 bed 2 bath at The Montgomery! North and East panoramas of Lake Michigan + City with 10' floor to ceiling windows. Beautifully designed home has been appointed with solid light stained oak hardwood floors, custom window treatments, recessed lighting and a contemporary kitchen cabinets with stainless steel appliances. Home also features a spacious master suite with

  Alex Bok Cross Street Real Estate

  500 W Superior St Unit 1010, Chicago, IL 60654
• 

  

  /13

  $589,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,460 Sq Ft

  550 N Kingsbury St Unit 520, Chicago, IL 60654

  Welcome to the corner loft you've been waiting for in River North's iconic River Bank Lofts! From the moment you step inside, you feel it; soaring TIMBER CEILINGS, Vintage-old beams, exposed brick, and hardwood floors throughout. This is authentic Chicago loft living at its best! Let's talk bedrooms, because these are HUGE. Two genuine bedrooms (not the loft-walled fakes you'll find elsewhere in

  Adam Max Compass

  550 N Kingsbury St Unit 520, Chicago, IL 60654
• 

  

  /23

  $390,000

  Pending

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

  11416 S Sawyer Ave, Chicago, IL 60655

  Welcome home to this beautifully updated 3-bedroom, 2-bath brick ranch in the heart of sought-after Mount Greenwood! Filled with natural light, this move-in-ready home features hardwood floors throughout the main level and a spacious living room with a large picture window. The updated kitchen offers quartz countertops, stainless steel appliances, a subway tile backsplash, breakfast bar seating,

  Emily Gusich @properties Christie's International Real Estate

  11416 S Sawyer Ave, Chicago, IL 60655
• 

  

  /21

  $529,900

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,725 Sq Ft

  5601 S Sayre Ave, Chicago, IL 60638

  Welcome to this beautifully renovated home in the highly desirable Garfield Ridge neighborhood! This spacious, move-in-ready residence offers the perfect blend of modern style, quality craftsmanship, and functional living. The home underwent extensive renovations in 2025, including new windows, new flooring throughout, a stunning new kitchen, and three fully remodeled bathrooms. Roof replaced

  Claudia Ortiz United Real Estate - Chicago

  5601 S Sayre Ave, Chicago, IL 60638

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