Homes for Sale near Douglass Academy High School

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  /37

  $425,000

  • 5 Beds
  • 4 Baths
  • 1,444 Sq Ft

  5748 W Erie St, Chicago, IL 60644

  Welcome to 5748 W Erie St, a fully renovated 5-bedroom, 4-bathroom home offering stylish finishes, generous living space, and a smart layout - just minutes from Oak Park. This beautifully updated home is situated on a quiet, tree-lined block and includes a brand-new sewer line from the home to the main street, offering both comfort and peace of mind. Step inside to a sunlit enclosed front porch

  Paula Tito eXp Realty

  5748 W Erie St, Chicago, IL 60644
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  /34

  $429,000

  • 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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  /15

  $279,000

  • 1 Bed
  • 1 Bath

  2212 N Campbell Ave Unit 2D, Chicago, IL 60647

  Hip vintage gut rehab building in Logan Square/Bucktown in small 12-unit building! Exposed brick detail, stainless/granite kitchen, spacious bedroom with custom California closets and large utility closet with shelving, in-unit washer/dryer, and Bright and sunny unit features west facing balcony! Additional storage room in basement, deeded exterior parking space included in price. Walk to

  George Furla Baird & Warner

  2212 N Campbell Ave Unit 2D, Chicago, IL 60647
• 

  

  

  /30

  $265,000

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

  6238 26th St Unit 201, Berwyn, IL 60402

  Berwyn Modern Open space condominium with balcony! 2nd floor unit in an Elevator building features 2 bedroom 2 bath, in unit laundry and 1 heated garage parking space.Unit equipped with sprinklers.

  Magda Pedro Magdalena Pedro

  6238 26th St Unit 201, Berwyn, IL 60402
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  /36

  $479,900

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

  6049 W School St, Chicago, IL 60634

  Stunning fully renovated 3-bedroom, 2-bath home (2023) offering modern elegance and timeless charm. Designer finishes throughout include wide-plank flooring, sleek light fixtures, new trim, and custom doors. Gourmet kitchen showcases quartz counters, waterfall island with seating, custom white cabinetry, and black stainless steel appliances. Open-concept living and dining area flows seamlessly to

  Marisela Aguilar The Agency

  6049 W School St, Chicago, IL 60634
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  /11

  $900,000

  8015 30th St, North Riverside, IL 60546

  Held by the same owner for 35+ years! Rarely available 6-unit property with attached two-car garage and 8 exterior parking spaces in desirable North Riverside. 5 updated units with newer appliances, new cabinets, and new flooring. Private outdoor balconies. Flexi-core construction, recently resealed parking lot (2025), and newer windows (2018-2019). Extra income from laundry. Storage for each

  Mariano Mollo Jr. Avenue 1 Realty Group

  8015 30th St, North Riverside, IL 60546
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  /36

  $789,000 Open Sat 11AM - 1PM

  • 5 Beds
  • 3.5 Baths
  • 4,752 Sq Ft

  505 Marengo Ave, Forest Park, IL 60130

  Spacious, creative and full of character, this one-of-a-kind home offers four levels of living space on a rare double lot, complete with a 4-car garage and an incredible finished loft-perfect for creatives, guests, or flexible use. Inside the home, you'll find 5 bedrooms & 3.5 baths filled with original charm, including stained glass, hardwood floors, and beautiful vintage woodwork. The main

  Margaret Sersen Redfin Corporation

  505 Marengo Ave, Forest Park, IL 60130
• 

  

  /21

  $404,999

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

  1028 N Lavergne Ave, Chicago, IL 60651

  Originally renovated in 2022, this brick home was expanded with a full second-story addition, creating a true two-level layout with room to spread out. The main floor offers a flowing layout that connects the living and dining areas, leading into a sleek, updated kitchen with stainless steel appliances and ample prep space. Upstairs, you'll find three well-sized bedrooms, including a generous

  Tyrone Green Keller Williams ONEChicago

  1028 N Lavergne Ave, Chicago, IL 60651
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  /17

  $250,000

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft

  7243 Madison St Unit 409, Forest Park, IL 60130

  Welcome to your top-floor retreat with tree-lined views-an oversized 1-bedroom + den condo steps from everything Forest Park has to offer! This bright and airy home features newer floors throughout, abundant windows that flood the space with natural light, and excellent storage. The open-concept living and dining areas are perfect for entertaining, while the eat-in kitchen shines with a large

  Elizabeth August @properties Christie's International Real Estate

  7243 Madison St Unit 409, Forest Park, IL 60130
• 

  

  /23

  $699,500

  • 7 Beds
  • 6 Baths

  3020 W Washington Blvd, Chicago, IL 60612

  This fantastic property features three spacious units, perfect for investors or owner-occupants seeking strong rental income in a quality building. Unit 1, occupied by the owners is 2bed / 2 bath and completely updated. Units 2 is 3 bed/2 bath occupied by long term tenant. Unit 3 is 2 bed/2bath with some upgrades and tenant occupied until mid September. All units include in-unit laundry and

  Elizabeth Avila Baird & Warner

  3020 W Washington Blvd, Chicago, IL 60612
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  /58

  $875,000

  • 8 Beds
  • 5 Baths

  2531 W Lyndale St, Chicago, IL 60647

  Stunning rehabbed legal 4-unit in the Heart of Logan Square/West Bucktown! This multi-unit building is currently operating as a rehabbed 3-unit with a legal, 4th unit that is currently an unfinished garden apartment. This very large building was recently beautifully rehabbed and features a Brand NEW ROOF, very large, rear addition and huge rehabbed 1ST FLOOR UNIT SIMPLEX + 2 Rehabbed

  Derek Disera Compass

  2531 W Lyndale St, Chicago, IL 60647
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  /43

  $2,345,000

  • 4 Beds
  • 4.5 Baths
  • 4,700 Sq Ft

  2138 W Caton St, Chicago, IL 60647

  Discover the timeless allure and beauty of Caton Street, a landmarked block with magnificent historical mansions nestled in Chicago's vibrant Bucktown & Wicker Park area. This Romanesque Revival home, crafted in 1891, was designed by the same architects as Thalia Hall in Pilsen! 2138 W. Caton offers an exquisite blend of historical charm and modern luxury. The residence boasts up to four bedrooms

  Mario Greco Compass

  2138 W Caton St, Chicago, IL 60647
• 

  

  /22

  $239,900

  • 1 Bed
  • 1 Bath
  • 794 Sq Ft

  4131 W Belmont Ave Unit 418, Chicago, IL 60641

  Welcome to Belmont Lofts! Discover this stunning top-floor loft in the HOT Avondale neighborhood, where style meets convenience. This incredible residence features soaring 12-foot ceilings and breathtaking floor-to-ceiling windows, offering southern exposure and inviting city views from your private balcony. Nestled in a sought-after elevator building, this light-filled condo showcases meticulous

  Dino Hasapis Compass

  4131 W Belmont Ave Unit 418, Chicago, IL 60641
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  /43

  $1,475,000 Open Sat 12PM - 2PM

  • 5 Beds
  • 3.5 Baths
  • 3,768 Sq Ft

  1653 N Campbell Ave, Chicago, IL 60647

  Welcome to this impeccably maintained, newer construction brick home nestled on a quiet, tree-lined street in the heart of West Bucktown. Just steps from the 606 Trail, the Blue Line, and all the shops, bars, and restaurants that make Bucktown one of Chicago's most vibrant neighborhoods, this home offers the perfect blend of luxury, comfort, and convenience. Step through the grand front door

  Anne DuBray Coldwell Banker Realty

  1653 N Campbell Ave, Chicago, IL 60647
• 

  

  /21

  $400,000

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft

  2924 N Dawson Ave, Chicago, IL 60618

  Charming Ranch in Prime Logan Square - Incredible Value! Don't miss this rare opportunity to own a solid 3-bedroom, 1-bath ranch in one of Chicago's most sought-after neighborhoods. Tucked away on a quiet, private street just two blocks from the Blue Line, this home offers the perfect blend of tranquility and convenience. With approximately 1,080 square feet of living space, the home is

  David Burdeen RE/MAX 10 Lincoln Park

  2924 N Dawson Ave, Chicago, IL 60618
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  /33

  $749,900

  • 2 Beds
  • 2 Baths

  856 N Campbell Ave Unit 3, Chicago, IL 60622

  Welcome to 856 N Campbell, newer construction top floor unit, in intimate 3 unit building; built NEW in 2022! Absolute stunning, top floor penthouse condo offering 2 bedrooms and 2 bathrooms with 1500 square feet of living space. This amazing condo has exclusive private full rooftop deck with custom finishes, terrace of the master suite and balcony right off the kitchen totaling 3 outdoor

  Sohail Salahuddin eXp Realty

  856 N Campbell Ave Unit 3, Chicago, IL 60622
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  /23

  $365,000

  • 3 Beds
  • 2 Baths
  • 1,272 Sq Ft

  3450 N Ozanam Ave, Chicago, IL 60634

  Prepare to fall in love with this 3 Bedroom, Spacious Beautiful Home! The Lovely Kitchen features newer stainless-steel appliances, an abundance of cabinets, and an eating area filled with natural light and recessed lighting. The huge master suite boasts vaulted ceilings and a private bath. Outside, enjoy a big fenced-in backyard with a newer paver patio, perfect for summertime fun! A 2-car

  Denise Hoekstra RE/MAX 1st Service

  3450 N Ozanam Ave, Chicago, IL 60634
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  /40

  $970,000

  • 4 Beds
  • 4.5 Baths
  • 3,373 Sq Ft

  362 Downing Rd, Riverside, IL 60546

  Welcome Home! Nestled in Riverside, this captivating 20-year-old Victorian-style newer construction blends historic charm with timeless elegance and modern updates. Showcasing exceptional craftsmanship and clear pride of ownership, the home features hardwood flooring throughout most of the first floor and second-floor hallway, four spacious bedrooms each with its own ensuite, solid wood doors

  Sheila Gentile Coldwell Banker Realty

  362 Downing Rd, Riverside, IL 60546
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  /15

  $300,000

  • 5 Beds
  • 4 Baths

  2613 W 21st St, Chicago, IL 60608

  Excellent Investment Opportunity! This solid 3-unit building, situated on a rare double lot, offers strong rental potential and long-term value. The property features two spacious 2-bedroom units and a 1-bedroom rear unit on the first floor, plus a partially finished basement with additional living space. Currently fully occupied with long-term tenants, the building provides immediate rental

  Adam Rodriguez Re/Max Premier

  2613 W 21st St, Chicago, IL 60608
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  /17

  $599,900

  • 6 Beds
  • 3 Baths

  2453 N Tripp Ave, Chicago, IL 60639

  This well-maintained brick 2-unit building offers exceptional flexibility and charm, complete with a fully finished basement featuring 1 bedroom, 1 full bath, an eat-in kitchen, and generous living and dining areas-perfect for extended family, guests, or added rental income. Each main unit includes 2 spacious bedrooms and 1 full bath, highlighted by classic hardwood floors and timeless

  Ryan Casper eXp Realty

  2453 N Tripp Ave, Chicago, IL 60639
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  /11

  $225,000

  • 2 Beds
  • 1 Bath

  7337 W Barry Ave, Chicago, IL 60707

  2-bedroom, 1-bath single-family home located in Chicago's Belmont Heights neighborhood. Built in the late 1920s on a 3,330 sq ft lot with a detached 2-car garage. The property is strong candidate for renovation, expansion, or redevelopment. With solid bones and a desirable location near schools, parks, and transportation, this home presents a valuable opportunity for investors or rehabbers

  Roger Guzzi RE/MAX At Home

  7337 W Barry Ave, Chicago, IL 60707
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  /47

  $1,000,000

  • 5 Beds
  • 2.5 Baths
  • 2,835 Sq Ft

  538 N East Ave, Oak Park, IL 60302

  Be sure to see this inviting Prairie style 5 BR/ 2.1 BA conveniently located home. Situated in the revered Frank Lloyd Wright Historic District, this gem is in a beautiful neighborhood. Long-term owners have been superb stewards to 538 N East Ave for over 3 decades. From the lush curb appeal and tranquil backyard, be marveled as you enter the foyer and notice the attention to detail throughout

  Sarah O'Shea Munoz Berkshire Hathaway HomeServices Chicago

  538 N East Ave, Oak Park, IL 60302
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  /6

  $775,000 Open Sat 1:30PM - 3PM

  • 11 Beds
  • 3 Baths

  2836 N Lawndale Ave, Chicago, IL 60618

  CALLING ALL INVESTORS!!! Legal two flat with an additional in-law apartment in the attic. This building is cash flow positive with conventional rental income as well as proven Airbnb income. Many improvements limiting the required capX upon acquisition. The location is spectacular with easy access to Logan Square, Avondale, CTA and the highyway, making this a great opportunity for owner occupants

  Jeremy Fisher Compass

  2836 N Lawndale Ave, Chicago, IL 60618
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  /13

  $250,000

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

  2530 N 72nd Ct Unit 2W, Elmwood Park, IL 60707

  Stunning 2-bed, 2-bath Condo with one car Garage. Beautiful kitchen with sleek stainless steel appliances. Unit has convenient in unit washer and dryer hookups, or use shared coinless washer and dryer in basement. A must see property..

  Hernan Forero Epique Realty

  2530 N 72nd Ct Unit 2W, Elmwood Park, IL 60707
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  /30

  $600,000

  • 11 Beds
  • 4 Baths

  4315 W Dickens Ave, Chicago, IL 60639

  Investor Opportunity in Hermosa - Rare 3-Unit Building with Detached Coach House Beautiful brick 3-unit building with an unfinished basement, plus a detached 2-bedroom 1 bath coach house with full basement and 1 parking space. The main building has been gutted and reframed for three spacious 3-bedroom apartments. Rough plumbing, conduit, new windows, and framing are already in place - ready for

  Mark Anthony arhome realty

  4315 W Dickens Ave, Chicago, IL 60639
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  /25

  $459,000

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

  2201 W Wabansia Ave Unit 11, Chicago, IL 60647

  This spacious 2-bedroom, 2-bathroom Timber Loft invites you to experience a lifestyle of elegance and comfort. With an open floor plan, hardwood floors throughout, and soaring 11-foot ceilings, the exposed brick walls and a wall of windows create an inspiring atmosphere. The wood-burning fireplace adds a warm and inviting touch. The open kitchen, perfect for entertaining, features a gas range,

  Tatiana Perry Berkshire Hathaway HomeServices Chicago

  2201 W Wabansia Ave Unit 11, Chicago, IL 60647
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  /15

  $179,000

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  5927 W Addison St Unit 1C, Chicago, IL 60634

  Welcome to this great condo in the amazing neighborhood of Portage Park! This sun drenched unit is 1 out of 10 in a very quiet, well managed, and cared for building. Generous bedroom sizes both with plenty of closet space. Eat in kitchen features newer stainless steel appliances, modern backsplash, and granite countertops. Very well cared for and move in ready unit with gleaming hardwood floors

  Brenda Martinez RE/MAX PREMIER

  5927 W Addison St Unit 1C, Chicago, IL 60634
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  /28

  $299,900

  • 2 Beds
  • 1 Bath

  3311 N Oriole Ave, Chicago, IL 60634

  Come take a look at this well-maintained 2-bedroom, 1-bath home in the desirable Jefferson area! Featuring a spacious living room and dining room with beautiful hardwood floors and fresh carpet, this home offers comfort and charm throughout. The kitchen is equipped with stainless steel appliances, and upstairs you'll find two cozy bedrooms and a full bath. The full basement includes a large

  Ivan Santos O'Neil Property Group, LLC

  3311 N Oriole Ave, Chicago, IL 60634
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  /53

  $1,199,900

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

  3840 W Cornelia Ave, Chicago, IL 60618

  Welcome home to this likenew 5bedroom, 4.5bath luxury residence in the heart of Avondale-where thoughtful design meets everyday comfort. Built in 2024 and barely lived in, this beautifully crafted home delivers over 4,000 sq ft across three generous levels. Step inside to an open and airy main floor featuring rich hardwood floors, soaring ceilings, and natural light cascading through oversized

  Leigh Marcus @properties Christie's International Real Estate

  3840 W Cornelia Ave, Chicago, IL 60618
• 

  

  /21

  $299,900

  • 5 Beds
  • 2 Baths

  1320 N Homan Ave, Chicago, IL 60651

  Diamond in the rough. Two flat located in Humboldt Park. Rare opportunity to own and renovate in a very hot market. Property offers two apartments with a full basement, back yard, and detached garage. Don't miss this opportunity. Floor plans attached.

  Ken Yu Century 21 IMPACT

  1320 N Homan Ave, Chicago, IL 60651
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  /35

  $449,900

  • 6 Beds
  • 2 Baths

  1637 N Keeler Ave, Chicago, IL 60639

  Don't miss out on this great opportunity! This move-in ready multi-unit building offers a fantastic opportunity for investors or owner-occupants. Both units feature a similar floor plan with 3 bedrooms, a formal dining room, eat-in kitchen, full bathroom, and a spacious pantry. Enjoy a fully fenced yard with decorative wrought iron in the front and a private backyard, plus a 2-car garage. The

  Jaime Gaytan Duarte Realty Company

  1637 N Keeler Ave, Chicago, IL 60639
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  /5

  $1,300,000

  2455 N Laramie Ave, Chicago, IL 60639

  Rare chance to acquire a true cash-flow and appreciation play. This legal 12-unit with 3 garden apartments and a retail storefront is priced to sell- an ideal opportunity for the savvy investor ready to unlock its full potential. Property is being sold "as is, where is". Buyer must purchase subject to existing violations. Located in the heart of Belmont Cragin, this property is surrounded by

  Brianna Gulia Property Plug

  2455 N Laramie Ave, Chicago, IL 60639
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  /48

  $485,000

  • 9 Beds
  • 3 Baths

  4918 W Washington Blvd, Chicago, IL 60644

  Subject to cancellation of previous contract. Welcome to 4918 Washington, a classic Chicago style brick 2-flat in fast appreciating Austin neighborhood. This property was completely remodeled in 2017 with luxurious appointments. Both units have large living rooms and expansive dining rooms and diagonal hardwood flooring, perfect for entertaining family and guests. The eat-in kitchen comes

  Ervin Rodriguez Mid City Realty

  4918 W Washington Blvd, Chicago, IL 60644
• 

  

  /20

  $540,000

  • 9 Beds
  • 3 Baths

  1657 S Central Park Ave, Chicago, IL 60623

  Beautifully rehabbed and move-in ready, this North Lawndale 3-flat is a fantastic opportunity for both owner-occupants and investors seeking a turnkey rental property. The building features a 2-bedroom garden unit, a spacious 3-bedroom unit on the first floor, and a large 4-bedroom unit on the top floor-offering excellent rental versatility. Each apartment has been thoughtfully updated, combining

  John Sciberras Coldwell Banker Realty

  1657 S Central Park Ave, Chicago, IL 60623
• 

  

  /21

  $199,900

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft

  4926 W 29th Place, Cicero, IL 60804

  ATTENTION: Rehabbers - Contractors & Investors!!!!!!! Solid All Brick Bungalow with Full partial finished basement and two car detached garage awaits your decorating ideas. Sold AS-IS

  Hank Fatoorehchi Realty Executives Advance

  4926 W 29th Place, Cicero, IL 60804
• 

  

  /17

  $199,999

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

  7117 W Belmont Ave Unit 1C, Chicago, IL 60634

  *** Multiple offers received. Highest & best offers due by 6:00PM on Tuesday 9/2. *** Updated 2 bedrooms & 2 full bathrooms ground floor unit. Large Living/Dining Rm combo. Large, open and updated eat-in kitchen with table space, granite countertops, newer cabinets and stainless-steel appliances. Updated bathrooms. 2 generously sized bedrooms with brand new carpet installed in August 2025.

  Michael Sorensen Chicagoland Brokers, Inc.

  7117 W Belmont Ave Unit 1C, Chicago, IL 60634
• 

  

  /28

  $390,000

  • 8 Beds
  • 4 Baths

  2921 S 49th Ave, Cicero, IL 60804

  Excellent investment opportunity in Cicero! Oversized 3-unit income-producing building located just steps from Cicero Avenue, Sam's Club, Home Depot, Target, Five Below. Property features two spacious 3-bedroom apartments with formal dining rooms, plus a large 900 sq. ft. first-floor unit offering flexible open space that could be used as a loft or additional living area. 2-car tandem garage,

  J. Alday Realty of America, LLC

  2921 S 49th Ave, Cicero, IL 60804
• 

  

  /28

  $539,000

  • 6 Beds
  • 3 Baths

  1132 N Lawndale Ave, Chicago, IL 60651

  Updated 2-Unit in Prime Humboldt Park - Ideal for First-Time Buyers! Welcome to this fully renovated (2022) 2-flat in the heart of Humboldt Park, featuring a spacious owner's duplex and strong rental potential. The 1st-floor unit offers 3 bedrooms, 2 bathrooms, and a finished lower level-perfect for a second living area, home office, or playroom. The basement has its own exterior entrance,

  Lucas Alvarado Jr Ready Properties Inc

  1132 N Lawndale Ave, Chicago, IL 60651
• 

  

  /17

  $389,000

  • 5 Beds
  • 3 Baths
  • 2,700 Sq Ft

  1638 S Austin Blvd, Cicero, IL 60804

  Welcome to this beautiful all-brick bungalow that combines vintage elegance with thoughtful updates. This expansive 5-bedroom, 3-bath home features stunning stained-glass windows, rich crown molding, and original hardwood floors throughout. The inviting and spacious living and dining rooms provide excellent spaces to gather and enjoy, while the updated kitchen features granite countertops, custom

  Rosie Gonzalez Coldwell Banker Realty

  1638 S Austin Blvd, Cicero, IL 60804
• 

  

  /36

  $419,500

  • 5 Beds
  • 3 Baths

  1938 Highland Ave, Berwyn, IL 60402

  LARGE WELL PRICED brick building! Both units are similar, they have living room, formal dining room, cabinet kitchen and tile bath, 2nd floor has 3 bedrooms, 1st floor has 2 bedrooms PLUS an office. Partially finished basement with 1/2 bath, laundry room/ furnace room, storage room, and a rec-room. 2 car garage with door opener, fenced back yard. NEWER electric panels. NEAR public transportation,

  Juan Del Real Solutions Realty & Assoc LLC

  1938 Highland Ave, Berwyn, IL 60402

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