Chicago, IL 2-Story Homes for Sale

• 

  

  

  /21

  $368,900

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

  8354 S Winchester Ave, Chicago, IL 60620

  Welcome to 8354 S Winchester!! All Brick Cape Cod in Auburn Gresham , offering 6 bedrooms & 3 full bathrooms ! 3 levels of comfortable living. The main level 2 bedroom + has a spacious living room and dining room, hardwood flooring. The kitchen is equipped with beautiful cabinetry, and countertops with stainless steel appliances; This home is perfect for your very best quality of living. 1st and

  Andrei Turcu Diverse Realty

  8354 S Winchester Ave, Chicago, IL 60620
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  /6

  $599,000

  • 4 Beds
  • 2 Baths

  3417 N Kostner Ave, Chicago, IL 60641

  Two units with 4 beds, 2 baths total on a 50' x 125' double lot in Chicago's Avondale. Recently rezoned from RS-3 to RT-4, allowing construction of up to a 4-unit building. Ideal for contractors or developers looking for a prime redevelopment site in a fast-growing neighborhood.

  Jacob Szymanski Kale Realty

  3417 N Kostner Ave, Chicago, IL 60641
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  /4

  $40,000

  • 2 Beds
  • 1.5 Baths
  • 888 Sq Ft

  1309 E 75th St, Chicago, IL 60619

  Gut Rehab needed

  Yolanda Paramore Kingdom Builders Realty, LLC

  1309 E 75th St, Chicago, IL 60619
• 

  

  

  /12

  $225,000

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  10909 S Pulaski Rd, Chicago, IL 60655

  Inviting 2-bedroom, 1-bathroom brick Cape Cod located in the highly sought-after Mt. Greenwood neighborhood. Situated on a private road, this home offers convenient parking and easy access to the property. Recent improvements include a newer roof, gutters, and fascia. A large, open staircase leads to a full attic featuring high ceilings throughout the main area. With minimal investment to the

  Daniel Sanchez Bloom/Sanchez Realty, Inc.

  10909 S Pulaski Rd, Chicago, IL 60655
• 

  Price To Be Determined New Construction

  • 4 Beds
  • 3 Baths
  • 2,190 Sq Ft

  Unit 104 Plan at Seven on Elm Residences, Chicago, IL 60610

  Cabrini, LLC Builder

  505 W Elm Estate Unit 39402931, Chicago, IL 60610
• 

  

  /27

  $695,000

  • 4 Beds
  • 2.5 Baths
  • 1,806 Sq Ft

  7316 S South Shore Dr, Chicago, IL 60649

  Charming Two-Story Home for Sale in Chicago, IL - South Shore Drive, Chicago, IL Step into this beautifully updated two-story home, located in a highly desirable neighborhood in Chicago, IL. This charming property offers ample space, modern amenities, and a fantastic location. With planned upgrades from the landlord, including the addition of a two-car garage, new exterior paint in the spring,

  John Knuth Landstar Realty Group Inc.

  7316 S South Shore Dr, Chicago, IL 60649
• 

  

  /21

  $945,000

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

  6323 N Kirkwood Ave, Chicago, IL 60646

  Rare Chicago mid-century modern home backing directly to the Sauganash Trail on a 1/3-acre lot. A perfect blend of indoor/outdoor living. This updated home features an open-concept layout with hardwood floors, abundant natural light, and a 2 wood-burning fireplaces. Bright white kitchen w large island and high-end appliances flows seamlessly into living and dining areas, with full glass panels

  Jenifer McCartney Jameson Sotheby's International Realty

  6323 N Kirkwood Ave, Chicago, IL 60646
• 

  

  /17

  $229,900 Pre-Foreclosure

  • 3 Beds
  • 3 Baths
  • 2,124 Sq Ft

  7538 S Eggleston Ave, Chicago, IL 60620

  Welcome home to this stunning brick two-story, where classic charm meets modern versatility. Step through your private wrought iron gate and into a beautifully redesigned residence featuring 3 spacious bedrooms, 3 full baths, an expansive great room, and a fully finished basement - offering an abundance of space for both everyday living and effortless entertaining. The open and inviting living

  Tavo Rubalcava eXp Realty

  7538 S Eggleston Ave, Chicago, IL 60620
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  /25

  $750,000

  • 5 Beds
  • 4 Baths
  • 2,720 Sq Ft

  7446 N Rockwell St, Chicago, IL 60645

  Classic West Rogers Park Octagon Bungalow with original stained-glass windows, extra bright, beautiful original woodwork, gleaming hardwood floors, foyer original in-laid tile, beautiful natural woodwork, large living room and dining room, cook's amazing kitchen with loads of cabinetry open to family room, 4-5 bedrooms, 2 full and 2 half bathrooms, knotty pine lower level with the coolest full

  Barbara O'Connor Baird & Warner

  7446 N Rockwell St, Chicago, IL 60645
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  /13

  $347,900

  • 5 Beds
  • 3 Baths
  • 1,847 Sq Ft

  5711 S Maplewood Ave, Chicago, IL 60629

  STUNNING FULLY REMODELED BRICK BUNGALOW OFFERING SPACE, STYLE, AND FLEXIBILITY - PERFECT FOR A GROWING OR MULTI-GENERATIONAL FAMILY! The main level features a bright and welcoming layout with 2 spacious bedrooms, a formal dining room ideal for gatherings, and a comfortable living room highlighted by a charming decorative fireplace. The beautifully updated kitchen showcases white cabinetry, modern

  Ernesto Camarillo Century 21 Universal

  5711 S Maplewood Ave, Chicago, IL 60629
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  /39

  $1,250,000

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

  1527 W Pearson St, Chicago, IL 60642

  Unique opportunity in amazing West Town/ East Village. Located just two blocks to bustling Chicago Ave on seldom traveled one-way Pearson St. Walk to award winning restaurants, shopping, and just a 10 min walk to the CTA blue line. This stunning contemporary home is the perfect spot to entertain friends or find solitude in your daily life. Dream of a kitchen without countertop clutter? We have

  Diana Bzdyk Compass

  1527 W Pearson St, Chicago, IL 60642
• 

  

  /26

  $162,000

  • 2 Beds
  • 1 Bath

  715 E 105th Place, Chicago, IL 60628

  Welcome to 715 E 105th Place-a beautifully renovated rowhome in the heart of the Historic Pullman District, a National Historic Landmark community known for its architectural charm and deep sense of preservation. This bright and stylish 2-bedroom townhome blends modern convenience with timeless character. At the heart of the home is a stunning kitchen featuring quartz countertops, undermount

  Howard Thomas RE/MAX Premier

  715 E 105th Place, Chicago, IL 60628
• 

  

  /37

  $309,900

  • 5 Beds
  • 3 Baths
  • 1,299 Sq Ft

  8419 S Wood St, Chicago, IL 60620

  Steps to O'Hallaren Park Spacious & Updated 4+1 Bed, 3 Bath Brick 2-Story with Solar Panels & Finished Basement. Beautifully maintained home featuring custom laminate flooring, newer neutral paint, recessed lighting, and updated fixtures throughout. The main level offers a bright living/dining combo, a separate formal dining room with coved details, and a well-appointed kitchen with stone tile

  Kelley Clute Keller Williams Preferred Realty

  8419 S Wood St, Chicago, IL 60620
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  /34

  $2,797,500 New Construction

  • 6 Beds
  • 8 Baths
  • 5,000 Sq Ft

  2457 W Byron St, Chicago, IL 60618

  Exquisite new construction luxury home in Chicago's North Center. Discover unparalleled modern living in this brand new 2026 construction masterpiece, meticulously designed for sophistication, entertaining, and comfort. This expansive residence features 6 bedrooms each boasting its own en suite bathroom, ensuring privacy and convenience for family and guest alike. The primary kitchen presents a

  Christopher Zaccaro CV Estates, LLC

  2457 W Byron St, Chicago, IL 60618
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  /28

  $424,900

  • 6 Beds
  • 3 Baths
  • 3,660 Sq Ft

  3521 W 82nd Place, Chicago, IL 60652

  Very spacious house with 6 bedrooms and 3 full bathrooms and finished basement. Huge yard with deck for your gatherings. Beautiful living room and family room with fireplace Very spacious kitchen with Granite countertops, backsplash and top island, 3 full bathrooms, master bedroom with on-suite bathroom with whirlpool and walk-in closet, All season sun-room. In-ground fire-pit in backyard. One

  Elisa Miller New Heritage Real Estate

  3521 W 82nd Place, Chicago, IL 60652
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  /19

  $190,000

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

  10537 S Hale Ave Unit 1W, Chicago, IL 60643

  Charming and Versatile Condo Offering Two Separate Levels of Living! Discover the perfect blend of character, comfort, and flexibility with this beautifully maintained and thoughtfully updated residence featuring two separate living spaces. Whether you're looking for room to grow, seeking space for extended family, want to rent one unit out to help with expenses, or simply want to enjoy the

  Robert Medinger Keller Williams Preferred Rlty

  10537 S Hale Ave Unit 1W, Chicago, IL 60643
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  /20

  $185,000

  • 4 Beds
  • 1 Bath
  • 1,700 Sq Ft

  8150 S Oglesby Ave, Chicago, IL 60617

  Opportunity knocks in Chicago's South Shore neighborhood! This solid brick home offers a spacious, well-laid-out floor plan with tons of potential for investors or experienced rehabbers. Featuring generous room sizes, a full basement, and a nice backyard, this property has great bones and layout flexibility for a modern redesign or full restoration. The home needs a complete rehab but provides

  Ali Abu-Hijleh eXp Realty

  8150 S Oglesby Ave, Chicago, IL 60617
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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

  $302,999

  • 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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  /18

  $515,000

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

  2342 W Altgeld St, Chicago, IL 60647

  Charming Two-Story Single Family Home in Prime Logan Square/Bucktown Location - Now Available! Nestled in the heart of Logan Square and Bucktown, this spacious and well-located home offers incredible potential. The upper-level duplex boasts vaulted ceilings, a welcoming foyer, and a bright, open-concept living and dining area. The kitchen features sliding patio doors that open onto a large

  Lisette Munoz Realty of America, LLC

  2342 W Altgeld St, Chicago, IL 60647
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  /16

  $155,000

  • 4 Beds
  • 2 Baths

  8036 S Dobson Ave, Chicago, IL 60619

  This solid all-brick two-flat is a rare find-perfect for savvy investors or owner-occupants seeking rental income! Each spacious unit features 2 bedrooms and 1 bath, complemented by newer windows that enhance energy efficiency and curb appeal. The property includes a detached 2-car garage and a full basement offering additional storage or expansion potential.

  Tony Catchings Pearson Realty Group

  8036 S Dobson Ave, Chicago, IL 60619
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  /10

  $139,900

  • 3 Beds
  • 1 Bath
  • 1,260 Sq Ft

  635 E 92nd Place, Chicago, IL 60619

  Investor special! Perfect rehab project for spring! Needs work but major potential with this spacious classic Chicago bungalow, 2nd story lends itself to a master suite, with 2 large rooms and good height. 3 bedrooms on the main level. BRAND NEW ROOF has just been installed. Check out the ARV for rehabbed bungalows in this pocket and then submit your offer! Corp Owned, sold as-is, no survey,

  Ryan Cherney Circle One Realty

  635 E 92nd Place, Chicago, IL 60619
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  /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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  /30

  $239,000

  • 4 Beds
  • 1.5 Baths
  • 2,160 Sq Ft

  1310 E 72nd St, Chicago, IL 60619

  Step into this UPDATED 4-BEDROOM, 1.5-BATHROOM HOME featuring a FULLY FINISHED BASEMENT ready for your personal touch. This spacious layout offers plenty of room for family, guests, and all your lifestyle needs. The home is MOVE-IN READY, blending comfort and style with great potential to make it truly yours. Conveniently located near I-90 and I-94, just minutes from the CTA Red Line at 71st

  Xochil Wendy Escobar Realty of America, LLC

  1310 E 72nd St, Chicago, IL 60619
• 

  

  /21

  $229,000

  • 4 Beds
  • 2 Baths
  • 1,344 Sq Ft

  8008 S Muskegon Ave, Chicago, IL 60617

  Welcome home to this beautifully updated 4-bedroom, 2-bath single-family residence in South Chicago. Filled with comfort and charm, this inviting home offers plenty of space to grow and create lasting memories. The unfinished basement is ready for your personal vision, and the spacious fenced-in backyard is perfect for family time, play, and relaxed outdoor gatherings. A wonderful place to start

  Latonia Goldsmith Century 21 IMPACT

  8008 S Muskegon Ave, Chicago, IL 60617
• 

  /2

  $149,900

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

  8153 S Stewart Ave, Chicago, IL 60620

  Welcome to this classic Chicago brick bungalow, perfectly situated in the desirable West Chatham neighborhood. Just steps away from beautiful West Chatham Park. This home offers an incredible opportunity for a savvy investor, experienced contractor, or live-in DIY homeowner ready to bring their vision to life. Featuring three spacious bedrooms and three full bathrooms, this property provides a

  Mariusz Misiewicz HomeSmart Connect LLC

  8153 S Stewart Ave, Chicago, IL 60620
• 

  

  /16

  $524,900

  • 2 Beds
  • 1 Bath

  2814 N Maplewood Ave, Chicago, IL 60618

  Charming Vintage Home in the Heart of Chicago Welcome to 2814 N Maplewood Ave, a classic Chicago single family home blending historic character with thoughtful updates. Built in 1891, this 2,000 sq ft residence offers 2 spacious bedrooms and 2 full bathroom, making it an ideal fit for anyone seeking comfort, charm, and convenience. Step inside to find warm hardwood flooring throughout and a

  Ryan Casper eXp Realty

  2814 N Maplewood Ave, Chicago, IL 60618
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  /10

  $34,900

  • 4 Beds
  • 2 Baths
  • 1,170 Sq Ft

  4801 S Princeton Ave, Chicago, IL 60609

  Investor's Dream! This single-family home is a blank canvas awaiting your vision. Perfect for rehabbers or savvy buyers looking to customize from the ground up, this property needs a full gut rehab. Situated on a spacious lot, the home features a nice-sized yard and a garage for added value. Located in a desirable area, this is an excellent opportunity to create your dream home or a profitable

  Dhereck Gomez 33 Realty

  4801 S Princeton Ave, Chicago, IL 60609
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  /25

  $774,900

  • 4 Beds
  • 3.5 Baths
  • 1,992 Sq Ft

  1904 W Berwyn Ave, Chicago, IL 60640

  Incredibly rare opportunity to add instant sweat equity and your personal design ideas to this former 2-unit which has been converted to a spacious 4-bed, 3.5-bath single-family home. Pick up where the previous owner left off and make this the home of your dreams. The property offers an open floor plan, king-sized bedroom, a finished basement and incredible potential. Prime Bowmanville location

  Anthony Disano Parkvue Realty Corporation

  1904 W Berwyn Ave, Chicago, IL 60640
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  /15

  $558,900

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

  4241 W Walton St, Chicago, IL 60651

  This stunning new construction home boasts 4 spacious bedrooms and 3.5 luxurious bathrooms, designed with an open-concept floor plan that radiates modern elegance and comfort. As you enter, you're seamlessly in the expansive living area, filled with abundant natural light pouring through large, energy-efficient windows. The open layout is perfect for entertaining, offering an inviting atmosphere

  Neelam Dwivedi RAJ Realty & Investment Co.

  4241 W Walton St, Chicago, IL 60651
• 

  

  /36

  $1,595,000

  • 4 Beds
  • 3.5 Baths
  • 2,336 Sq Ft

  2334 N Oakley Ave, Chicago, IL 60647

  Introducing 2334 N Oakley Avenue, a fully renovated single-family home in Bucktown featuring an expansive rooftop deck, detached 2-car garage, and luxury interior upgrades throughout. Perfectly situated on a quiet residential street just steps from top neighborhood amenities, this all-brick vintage home blends architectural character with modern design, premium finishes, and exceptional outdoor

  Carrie McCormick @properties Christie's International Real Estate

  2334 N Oakley Ave, Chicago, IL 60647
• 

  

  /28

  $1,725,000

  • 4,500 Sq Ft

  1731 W Potomac Ave, Chicago, IL 60622

  Turnkey, fully renovated 5-unit apartment building in the heart of Wicker Park - one of Chicago's most sought-after neighborhoods. Gut rehabbed in 2021 with high-end finishes throughout, this 7 bed / 6 bath building is a rare, low-maintenance investment opportunity ready to perform from day one. The building consists of the following: 1 bed/1 baths (2), 1 bed/1 bath plus den (1), 2 bed/1 bath

  Quentin Green Compass

  1731 W Potomac Ave, Chicago, IL 60622
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  /27

  $199,873

  • 2 Beds
  • 1.5 Baths
  • 1,053 Sq Ft

  10313 S Church St, Chicago, IL 60643

  Your budget will truly appreciate the value in this beautifully updated townhome in a terrific Beverly location-with no homeowner's association and no monthly association fees! Step inside to a fresh, completely move-in ready interior featuring luxury vinyl flooring, crisp white trim and doors throughout. The main level offers a gracious living room with modern recessed lighting, a dining room,

  Thomas Domasik RE/MAX 10 in the Park

  10313 S Church St, Chicago, IL 60643
• 

  

  /18

  $259,000

  • 3 Beds
  • 1.5 Baths
  • 1,381 Sq Ft

  1525 S Lawndale Ave, Chicago, IL 60623

  WELCOME TO THIS BEAUTIFUL NEWER HOUSE !!! GREAT FOR FIRST TIME HOMEBUYER OR INVESTOR ...CONVENIENTLY LOCATED 1 BLOCK FROM THEODORE HERZL ELEMENTARY SCHOOL AN PUBLIC TRANSPORTATION. FEATURES UPDATED KITCHEN , WHITE CABINET, GRANITE AND STAINLESS STEEL APPLIANCES, WELL KEPT BY THE OWNER... MAKE YOUR OFFER NOW ...

  MARIO AMURAO HomeSmart Connect LLC

  1525 S Lawndale Ave, Chicago, IL 60623
• 

  

  /17

  $138,000

  • 2 Beds
  • 1 Bath
  • 969 Sq Ft

  8756 S Kimbark Ave, Chicago, IL 60619

  Come and see this cozy two bedroom, 1 bath townhouse in a quiet neighborhood in Avalon Park. Freshly painted throughout, new carpet and an unfinished full basement. Newer windows. The main level is where you will entertain in a living room, large dining room and a kitchen. The living room has hardwood floors and lots of light. Upstairs are two bedrooms and a full bathroom. The laundry space is in

  Deann Gladwell HomeSmart Connect LLC

  8756 S Kimbark Ave, Chicago, IL 60619
• 

  

  /23

  $275,000

  • 3 Beds
  • 2 Baths
  • 1,668 Sq Ft

  9318 S Peoria St, Chicago, IL 60620

  Fully renovated 3-bed, 2-bath brick home on a quiet Brainerd block! This stylish rehab features luxury wood floors, recessed lighting, and a bright modern kitchen with quartz countertops, shaker cabinets, and stainless steel appliances. The Master Suite is on the second floor of the home with a beautiful full bathroom. The main level showcases a spacious One bedroom and a full bath. Plus, a

  Niana Faison Berkshire Hathaway HomeServices Chicago

  9318 S Peoria St, Chicago, IL 60620
• 

  

  /40

  $329,999

  • 5 Beds
  • 3 Baths

  6748 S Wabash Ave, Chicago, IL 60637

  Welcome home to this fully renovated brick residence in Chicago, blending modern style with timeless appeal. Featuring 5 generously sized bedrooms and 3 updated bathrooms, this home provides abundant space for family, guests, and entertaining. Step inside to an inviting living room with an open-concept layout that flows seamlessly into a spacious dining area-perfect for memorable gatherings. The

  Brittany Strale Redfin Corporation

  6748 S Wabash Ave, Chicago, IL 60637
• 

  

  /25

  $649,900

  • 3 Beds
  • 1.5 Baths
  • 1,544 Sq Ft

  4644 N Kennicott Ave, Chicago, IL 60630

  This absolutely charming house is a Mayfair Victorian showplace! It features gorgeous hardwood flooring throughout most of the first floor, elegant wood trim, crown molding and wood doors. There are loads of windows throughout including some beautiful stained glass windows, angled second floor ceilings and tall ceilings throughout the first floor. There is a sun drenched sitting room with natural

  Sandee Abern Coldwell Banker Realty

  4644 N Kennicott Ave, Chicago, IL 60630
• 

  

  /37

  $379,900

  • 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
• 

  

  /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

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