Chicago, IL 2-Story Homes for Sale

• 

  

  

  /28

  $1,375,000

  Pending

  • 3 Beds
  • 3.5 Baths
  • 2,400 Sq Ft

  3813 N Hermitage Ave, Chicago, IL 60613

  Bright and spacious 3 bed / 3.1 bath single-family home on a quiet, tree-lined street in the heart of Lakeview. Thoughtfully updated throughout, this home features an expansive first-floor layout with a wood-burning fireplace (2023), tall built-in bookshelves, updated kitchen (2022), and dry bar. The second floor offers 3 bedrooms with large custom-organized closets and 2 full bathrooms. The

  Eli Gratz eXp Realty

  3813 N Hermitage Ave, Chicago, IL 60613
• 

  

  

  /24

  $595,000

  • 3,952 Sq Ft

  8624 S Maryland Ave, Chicago, IL 60619

  Exceptional investment opportunity! This well-maintained 6 unit multi-family property offers a total of 10 bedrooms and 6 bathrooms, making it ideal for both long term and short term rental strategies. Each unit features its own kitchen, living room, and dining area, offering comfortable, fully independent living spaces for tenants or guests. The property is equipped with a 24 hour security

  Harry Ventimiglia Keller Williams Preferred Rlty

  8624 S Maryland Ave, Chicago, IL 60619
• 

  

  

  /26

  $365,000

  $5K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,799 Sq Ft

  850 N Keystone Ave, Chicago, IL 60651

  Beautiful spacious Brick two story home sitting on nice size lot with oversized garage, wrought iron fence, front porch/deck, enclosed rear porch, finished lower level, open concept kitchen, and hardwood floors. There are 2 central air units and 3 furnaces. Property is in good condition but being sold AS IS

  Doris Napier Napier Real Estate Consultants Inc.

  850 N Keystone Ave, Chicago, IL 60651
• 

  

  

  /31

  $225,000

  Pending

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

  11035 South Ave E, Chicago, IL 60617

  Charming Georgian brick home located on a quiet East Side street with easy access to nearby walking and biking paths. This well-maintained property features three spacious bedrooms, two full bathrooms, a finished basement, and a large backyard perfect for relaxing or entertaining. A wonderful blend of comfort, character, and convenience in a great location.

  Adam Zagata Real Broker LLC

  11035 South Ave E, Chicago, IL 60617
• 

  

  

  /10

  $155,000

  $10K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,240 Sq Ft

  8053 S Stewart Ave Unit B, Chicago, IL 60620

  WELCOME TO YOUR 3 BEDROOM, 1 AND A HALF BATHROOM 3 LEVEL TOWNHOME COMPLETE WITH FRESHLY LAID SOD LAWN, NEW FRONT SECURITY DOOR, KITCHEN WITH NEW STAINLESS STEEL STOVE & REFRIGERATOR, FINISHED BASEMENT, HARDWOOD FLOORING AND CENTRAL AIR. SCHEDULE YOUR SHOWING BEFORE IT'S TOO LATE. PROPERTY IS BEING SOLD AS-IS.

  Richard Kasper Compass

  8053 S Stewart Ave Unit B, Chicago, IL 60620
• 

  

  /37

  $324,900

  Pending

  • 5 Beds
  • 3 Baths
  • 1,233 Sq Ft

  11326 S Parnell Ave, Chicago, IL 60628

  WOW WOW WOW Beautiful custom rehabbed from the studs. 5BR 3BA big brick home. Located on a gorgeous block, this home features new or newer windows, plumbing, electric, HVAC and h/w tank, newly sanded oak floors throughout, gourmet kitchen w/ granite counter tops, and custom stainless steel appliances. Full finished basement with bedroom & nice laundry room. In addition, the new driveway leads a

  Edward Gal At Home Realty Group, Inc.

  11326 S Parnell Ave, Chicago, IL 60628
• 

  

  /8

  $315,000

  • 4 Beds
  • 1.5 Baths
  • 1,650 Sq Ft

  4925 W Warwick Ave, Chicago, IL 60641

  Located in Chicago's desirable Portage Park neighborhood, this potential 5-bedroom, 1.5-bath home sits on a large lot near public transportation, schools, shopping, and major roadways. The finished basement includes an apartment-style living area. The remainder of the home has been demoed down to the studs, with some new electrical and plumbing already installed. Property needs significant rehab

  David Whitehead RE/MAX 1st Service

  4925 W Warwick Ave, Chicago, IL 60641
• 

  

  /8

  $599,000

  New Construction

  • 3 Beds
  • 2.5 Baths

  965 E 62nd St Unit 1, Chicago, IL 60637

  Introducing Collection No.9 MOD - Where design, function, and lifestyle meet. Experience the best of city living in these four stunning duplex-up residences that blend modern design, thoughtful functionality, and exceptional quality. Each home spans two light-filled floors, offering spacious bedrooms, generous storage, and multiple outdoor spaces-including a private balcony and a show-stopping

  Michelle Browne @properties Christie's International Real Estate

  965 E 62nd St Unit 1, Chicago, IL 60637
• 

  

  /30

  $295,000

  $25K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 1,454 Sq Ft

  12053 S Michigan Ave, Chicago, IL 60628

  Totally remodeled Spacious and inviting beautiful two-story home features 5 bedrooms, 2.5 baths, and a fully finished basement-perfectly designed for comfortable family living. With room to grow, entertain, and relax. This gorgeous home is a warm and welcoming space just waiting for the right family to call it home. Owner is willing to give up to $15,000 closing credit.

  Dora Wooden Illinois Star, LTD

  12053 S Michigan Ave, Chicago, IL 60628
• 

  

  /43

  $695,000

  • 6 Beds
  • 3 Baths

  6122 W Leland Ave, Chicago, IL 60630

  Welcome to this meticulously maintained two-unit brick building in one of Chicago's most sought-after Northwest Side neighborhoods. Located on a peaceful cul-de-sac this home offers the perfect mix of comfort, convenience, and community. Both units are freshly painted, sparkling clean, and move-in ready, featuring beautiful hardwood floors throughout the first and second levels, central HVAC, and

  Mark Santoyo RE/MAX Loyalty

  6122 W Leland Ave, Chicago, IL 60630
• 

  

  /11

  $525,000

  $25K PRICE DROP

  • 5 Beds
  • 2 Baths

  1921 W Chicago Ave, Chicago, IL 60622

  Fantastic re-development opportunity in the heart of West Town. This 24 x 123 lot has B3-2 zoning. Located on a great stretch of Chicago Ave with Roots Pizza, West Town Bakery, Prequel Coffee, Cleos Bar, and Golden Years cocktail bar all on the same street, along with many other great shops. The house is a tear down.

  Lucas Blahnik @properties Christie's International Real Estate

  1921 W Chicago Ave, Chicago, IL 60622
• 

  

  /38

  $949,900

  Pending

  • 4 Beds
  • 3.5 Baths

  1701 S Jefferson St, Chicago, IL 60616

  East Pilsen newer construction next to hidden gem Jefferson Park. Private cul-de-sac for added safety - so close to everything, yet it feels like an oasis. It is the perfect time to enjoy Spring/Summer from the rooftop deck with amazing City views. The home is bright and sunny from all angles. Great for entertaining with an open floor plan. The kitchen is the centerpiece of the home beautifully

  Anna Prodanovic Premier Relocation, Inc.

  1701 S Jefferson St, Chicago, IL 60616
• 

  

  /30

  $1,189,000

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

  1540 N Talman Ave, Chicago, IL 60622

  A quintessential brick home with timeless character and modern conveniences. Thoughtfully renovated in 2015 and meticulously maintained with numerous recent upgrades. The open-concept main level allows effortless entertaining. At its center is a chef's kitchen featuring stainless steel Bosch appliances, including a new refrigerator (2025) and garbage disposal (2023), an expansive breakfast

  Judi Newbold Berkshire Hathaway HomeServices Chicago

  1540 N Talman Ave, Chicago, IL 60622
• 

  

  /7

  $325,000

  Pending

  6049 S Champlain Ave, Chicago, IL 60637

  Beautiful Graystone with a gated driveway! From outside it looks like a 2-unit structure with a finished basement, but Property is currently being used and is set up as a Turnkey SRO (Single Room Occupancy). You can either continue collecting rents with the existing 8 tenants and increase revenue by adding a 9th tenant in the basement (bsmt will be available when owner sells) OR do your updates

  Anthony Lucio Keller Williams Preferred Realty

  6049 S Champlain Ave, Chicago, IL 60637
• 

  

  /21

  $725,000

  Pending

  • 4 Beds
  • 4 Baths
  • 4,200 Sq Ft

  5455 W Roscoe St, Chicago, IL 60641

  Located directly across from the park, this beautiful Tudor home reflects exceptional craftsmanship offering brand new plumbing, upgraded copper water service, a 200-amp electrical panel, energy-efficient windows, drywall, and spray foam insulation for enhanced comfort and efficiency. Designed for both style and functionality, the home features two high-efficiency HVAC systems, all-new interior

  Salma Torres @properties Christie's International Real Estate

  5455 W Roscoe St, Chicago, IL 60641
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  /2

  $139,900

  $10K PRICE DROP Pre-Foreclosure

  • 3 Beds
  • 1 Bath
  • 1,088 Sq Ft

  4924 S Lorel Ave, Chicago, IL 60638

  Handy rehab opportunity - good bones for a fixer upper. Prefer cash buyer or line-of-credit.

  Roger Sabella RE/MAX 10

  4924 S Lorel Ave, Chicago, IL 60638
• 

  

  /18

  $720,000

  Open House 7/11

  • 5 Beds
  • 3.5 Baths
  • 2,106 Sq Ft

  4114 S Ellis Ave, Chicago, IL 60653

  In the heart of the vibrant Oakland neighborhood, this 5-bedroom, 3.5-bathroom brick home renovated in 2021 blends 19th-century charm with contemporary luxury. From the moment you enter the home, the seamless openness of the main floor invites you into a space defined by glowing hardwood floors, recessed lighting, and the warm, textured history of exposed Chicago brick. Your eyes will be drawn to

  Shanell Bowden Keller Williams ONEChicago

  4114 S Ellis Ave, Chicago, IL 60653
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  /30

  $1,475,000

  New Construction Pending

  • 4 Beds
  • 3 Baths

  1433 W Cortez St Unit 3, Chicago, IL 60642

  LAST UNIT REMAINING. Stunning new-construction 4-bedroom, 3-bath duplex-up residence situated on a picturesque tree-lined street in the heart of West Town. This home features a truly one-of-a-kind floor plan highlighted by a show-stopping custom kitchen with rift-cut white oak cabinetry, Taj Mahal quartz, custom hood cover, LED accent lighting and fully integrated appliances. The open-concept

  Benjamin Bass ChiCity Real Estate

  1433 W Cortez St Unit 3, Chicago, IL 60642
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  /41

  $950,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 2,623 Sq Ft

  4137 N Lawndale Ave, Chicago, IL 60618

  Nestled on a quiet one way street, 4137 N Lawndale is the better than new construction home you have been waiting for in the hot Irving Park area! Built in 2019, this home exudes tons of curb appeal with Hardie board siding, stone accents, and fresh landscaping. Upon entry, you will notice your beautiful hardwood floors, living room with gas fireplace and stone surround. Large windows let in so

  Andrea Miller @properties Christie's International Real Estate

  4137 N Lawndale Ave, Chicago, IL 60618
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  /43

  $1,700,000

  • 4 Beds
  • 4 Baths
  • 3,000 Sq Ft

  1203 E 50th St, Chicago, IL 60615

  Designed by renowned modernist architect Tony M. Grunsfeld, this mid-century gem highlights architect's love for clean lines, minimalist design and above all, natural flow from inside to the outside world. This house built in 1965, has been recently fully renovated. When entering the house one is immediately drawn to the expansive living room with its' three floor-to-ceiling double glass doors

  Lilianna Sekula-Lark Compass

  1203 E 50th St, Chicago, IL 60615
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  /60

  $1,825,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 3,000 Sq Ft

  22 E Division St Unit 1, Chicago, IL 60610

  This sophisticated and impeccably designed Gold Coast duplex lives like a single-family home, offering a private entry and over 900 square feet of extraordinary outdoor living space. Perfectly situated just steps from the lakefront, scenic parks, world-class shopping, and premier dining, this exceptional residence delivers the pinnacle of luxury city living. Meticulously curated with elevated

  Tracy Lee Berkshire Hathaway HomeServices Starck Real Estate

  22 E Division St Unit 1, Chicago, IL 60610
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  /15

  $525,000

  • 3 Beds
  • 2 Baths
  • 1,402 Sq Ft

  512 N Leavitt St, Chicago, IL 60612

  Rare development opportunity in a quiet nook of Ukrainian Village. Tear down or renovate? Front of lot is a large private woodland garden with native trees. Building is a 148-year old coach house with lots of potential for a single-family home oasis. Building needs complete gut rehab. Call your architect!

  Julie Sawicki @properties Christie's International Real Estate

  512 N Leavitt St, Chicago, IL 60612
• 

  

  /41

  $1,225,000

  Pending

  • 3 Beds
  • 3.5 Baths

  610 N Damen Ave, Chicago, IL 60622

  Welcome to 610 N Damen, a beautifully updated 3-bedroom, 3.1-bath single-family home offering exceptional indoor-outdoor living in the heart of Ukrainian Village. Thoughtfully reimagined since its last sale, this home showcases extensive upgrades, including a complete exterior transformation with Magnolia Collection Hardie siding, new Pella windows, privacy fencing, and professional landscaping.

  Lauren Mitrick Wood Compass

  610 N Damen Ave, Chicago, IL 60622
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  /35

  $350,000

  $20K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 840 Sq Ft

  4134 N Kolmar Ave, Chicago, IL 60641

  Charming 5-bedroom, 2-bath single-family home in the heart of Irving Park! This classic Chicago residence offers 840 sq ft of living space on a 3,150 sq ft lot. The home features a traditional layout, full partially finished basement, and original architectural details. Ideal for first-time buyers or investors looking to renovate or build new. Located on a quiet, tree-lined street just steps from

  Jose Fernandez Better Homes and Gardens

  4134 N Kolmar Ave, Chicago, IL 60641
• 

  

  /24

  $495,000

  Pending

  • 1 Bed
  • 1.5 Baths
  • 1,100 Sq Ft

  1226 N Dearborn St Unit C, Chicago, IL 60610

  Rarely available and beautifully renovated private-entrance coach house tucked away in a quiet landscaped courtyard in the heart of the Gold Coast. This unique city oasis is situated off prestigious Dearborn Street, offering exceptional privacy and tranquility while being just steps from the neighborhood's best dining, shopping, farmers markets, grocery stores, and the lakefront. No detail was

  Paige Weber Jameson Sotheby's Intl Realty

  1226 N Dearborn St Unit C, Chicago, IL 60610
• 

  

  /22

  $695,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  3855 N Greenview Ave Unit 2A, Chicago, IL 60613

  Stunning top-floor 3-bedroom, 2-bath home in a beautifully rehabbed greystone on one of the Southport Corridor's best blocks. Set on a quiet, tree-lined one-way street surrounded by other one-way streets, this home offers the charm, space, and location buyers hope to find but rarely do. Sun-filled living spaces feature 10-foot ceilings, hardwood floors, beautiful millwork, and original details

  Jim Buczynski Compass

  3855 N Greenview Ave Unit 2A, Chicago, IL 60613
• 

  

  /5

  $99,000

  • 4 Beds
  • 2 Baths
  • 1,982 Sq Ft

  2856 E 79th St, Chicago, IL 60649

  Calling All Investors! Located near Rainbow Beach in the South Shore Neighborhood, this 4bed/2bath is being sold AS-IS, no repairs. This property was damaged by a fire 3 years ago. The lot to the west of this property is being sold with the house. No showings, Buyers may walk the perimeter of the property. Call the Listing Agent below for questions.

  Joseph Stith Hoffman Realtors LLC

  2856 E 79th St, Chicago, IL 60649
• 

  

  /32

  $750,000

  • 4 Beds
  • 3.5 Baths
  • 2,100 Sq Ft

  2421 W Flournoy St, Chicago, IL 60612

  Completely rebuilt from the inside out, this stunning full gut-rehab offers the peace of mind of essentially a BRAND NEW home with timeless style and modern functionality throughout! Every detail has been thoughtfully upgraded, including new copper plumbing, new electrical, new PVC plumbing, new basement drain tile system, new roof, new furnace, new central air and new condenser. Enjoy enhanced

  Mariela Garcia Realty of America, LLC

  2421 W Flournoy St, Chicago, IL 60612
• 

  

  /3

  $60,000

  Pending

  • 5 Beds
  • 2 Baths

  650 W 60th St, Chicago, IL 60621

  Revitalizing Englewood...this 2-family home is ready to be restored to its multi-family status or converted to a modest single-family home. Bring your design ideas and your architect. Wrought iron fencing. Probate.

  Christina Anderson Village Realty, Inc

  650 W 60th St, Chicago, IL 60621
• 

  

  /20

  $219,900

  $10K PRICE DROP Pending

  • 2 Beds
  • 2 Baths
  • 1,241 Sq Ft

  6651 S Maryland Ave Unit 1E, Chicago, IL 60637

  Welcome home to this awesome 2-bedroom, 2-bath duplex-up condo in the heart of Woodlawn. This home features hardwood floors throughout the main level, an open layout, and exposed brick that adds character and warmth. The primary suite includes an ensuite bathroom, offering comfort and privacy. Kitchen features stainless steel refrigerator and other appliances will be upgraded to stainless steel

  Sheree Bradley Kale Realty

  6651 S Maryland Ave Unit 1E, Chicago, IL 60637
• 

  

  /17

  $114,900

  Pending

  • 2 Beds
  • 1.5 Baths
  • 980 Sq Ft

  215 E 90th Place, Chicago, IL 60619

  ***BE AWARE OF SCAMMERS, THIS PROPERTY IS ABSOLUTELY NOT FOR RENT***LOW MAINTENANCE TWO BEDROOM, ONE AND HALF BATH TOWNHOUSE WITH PRIVATE ENTRANCE, NO HOA FEES, READY FOR A NEW OWNER. 1ST FLOOR YOU'LL FIND THE KITCHEN, LIVING ROOM AS WELL AS A HALF BATH. GLASS SLIDING DOORS TO THE QUINT BACKYARD WITH A NICE 10ft x 8ft SHED FOR STORAGE. 2ND FLOOR HAS YOUR 2 LARGE SIZE BEDROOMS WITH DOUBLE CL0SETS

  BARBARA J COLLINS Barbara J. Collins

  215 E 90th Place, Chicago, IL 60619
• 

  

  /20

  $365,000

  Pending

  • 2 Beds
  • 2 Baths

  2610 W Evergreen Ave Unit 2, Chicago, IL 60622

  Be the first to live in this sunny 2-bedroom, 2-bathroom condo. This top floor unit was completely rebuilt - completed in 2024 - and is ready for its new owner. The kitchen features beautiful granite countertops and a generous amount of storage space. The living/dining room faces south and is sunny all day. Both bathrooms are modern and updated with gorgeous lighting - the ensuite has dual sinks

  Janet Keogh Baird & Warner

  2610 W Evergreen Ave Unit 2, Chicago, IL 60622
• 

  

  /18

  $280,000

  • 6 Beds
  • 1.5 Baths
  • 1,310 Sq Ft

  10134 S Bensley Ave, Chicago, IL 60617

  6-bedroom, 1.5-bath brick home in the South Deering/Trumbull Park area! Features hardwood, ceramic, and laminate flooring, remodeled bathrooms, stainless steel refrigerator and stove, and quartz kitchen countertops. Master bedroom bath. The main level offers 3 bedrooms, with 2 dormer-style bedrooms on the upper level and 1 large bedroom in the basement. Shingle roof, and circuit breakers.

  Maria Jerusalimiec Inter-City Realty, Inc.

  10134 S Bensley Ave, Chicago, IL 60617
• 

  

  /24

  $459,000

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

  3422 N Kolmar Ave, Chicago, IL 60641

  Charming Chicago bungalow with beautiful curb appeal located in the desirable Irving Park/Old Irving Park neighborhoods, within walking distance to Kilbourn Park sports fields, tennis courts, and playgrounds. Large home featuring 3-bedrooms and 2-full baths with classic character, generous living space, and solid hardwood flooring throughout the main level. Comfortable living and dining area

  Mark Ahmad Century 21 Circle

  3422 N Kolmar Ave, Chicago, IL 60641
• 

  

  /22

  $329,000

  Pending

  • 4 Beds
  • 1.5 Baths
  • 1,536 Sq Ft

  3912 W Marquette Rd, Chicago, IL 60629

  Wow, you will Love this beautifully updated 2-story Brick Bungalow located in the heart of the Chicago Lawn neighborhood! This charming home features over $39,000 in recent updates, including new granite kitchen countertops, refreshed kitchen cabinets with new knobs, hinges, and faucet, a new bathroom vanity, fresh paint throughout, newer outlets and switches, three new ceiling fans, and updated

  Israel Fuentes RE/MAX 10

  3912 W Marquette Rd, Chicago, IL 60629
• 

  

  /42

  $675,000

  Pending

  • 4 Beds
  • 1.5 Baths

  4630 N Kilbourn Ave, Chicago, IL 60630

  Don't miss this beautifully updated 3 bed/1.1 bath home in the heart of Mayfair, situated on a generous 38 x 156 lot with a convenient side drive. Featuring built-in cabinets, a stained glass window, and original trim, doors, hardware, and hardwoods, this home seamlessly blends modern updates with classic charm. The main level offers an open floorplan with formal living and dining rooms, a new

  Michael Saladino Keller Williams ONEChicago

  4630 N Kilbourn Ave, Chicago, IL 60630
• 

  

  /38

  $995,000

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

  33 W Ontario St Unit 14B, Chicago, IL 60654

  Luxury Duplex Living in the Heart of River North | Expansive Terrace + Private Hot Tub. Discover the pinnacle of urban sophistication in this exceptional 2-level duplex residence, ideally located in Chicago's coveted River North neighborhood. Spanning approximately 2,600 square feet, this meticulously designed home offers 3 bedrooms and 3 bathrooms, blending refined elegance with contemporary

  Amir Fouad @properties Christie's International Real Estate

  33 W Ontario St Unit 14B, Chicago, IL 60654
• 

  /2

  $469,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  2814 W Balmoral Ave, Chicago, IL 60625

  Prime Budlong Woods! Great opportunity for Developers. Property is in need of significant, complete renovation. Value is in the land. Drive by only. Property being sold in as-is condition. Cash offers only. Lot size 40X125 5000 Sq. Ft.

  Elizabeth DiMartino Park Shore Realty Inc.

  2814 W Balmoral Ave, Chicago, IL 60625
• 

  

  /22

  $550,000

  Pending

  • 4 Beds
  • 1.5 Baths
  • 1,612 Sq Ft

  4154 N Dickinson Ave, Chicago, IL 60641

  Don't miss this hidden gem that hasn't been on the market in over 70 years! This 4 bed/2bath located sits on a TWO lots with a combined 4,562 sq ft. in the heart of Portage Park sits on a lush oversized Chicago lot giving it a suburban feel with classic Chicago charm including original stained glass windows. The expansive living room opens to a sun room that floods the home with natural light and

  Phil Barone Compass

  4154 N Dickinson Ave, Chicago, IL 60641
• 

  

  /32

  $300,000

  Open House 6/27

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

  5406 W Ferdinand St, Chicago, IL 60644

  Great opportunity for homeowners and investors alike! This gorgeous 4-bedroom, 2-bath single-family home offers a spacious living and kitchen area, a separate dining room, plus a tall unfinished attic and full unfinished basement with high ceilings ready for your ideas. Situated on an oversized 93' x 135' lot (2 separate pins) directly across from Levin Park, the property provides exceptional

  Arkadiusz Szejgiec Coldwell Banker Real Estate Group

  5406 W Ferdinand St, Chicago, IL 60644

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