Homes for Sale in Cook County IL with 5-Bedrooms

• 

  

  

  /19

  $399,900

  • 5 Beds
  • 2.5 Baths
  • 1,995 Sq Ft

  800 Elm St, Flossmoor, IL 60422

  Enjoy easy living in this well-maintained home featuring a newly updated kitchen, fresh paint, and brand-new carpeting throughout. The flexible layout includes a private office with its own entrance, ideal for working from home or a small business. The primary bath offers a whirlpool tub, and the home is handicap accessible for added convenience. Relax outdoors on two spacious patios, one with a

  Frank Montro Keller Williams Preferred Rlty

  800 Elm St, Flossmoor, IL 60422
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  /37

  $334,900

  • 7 Beds
  • 4 Baths

  5114 S Justine St, Chicago, IL 60609

  A LEGAL 2-UNIT with a FINISHED BASEMENT and FINISHED ATTIC, offering TONS OF POTENTIAL for owner-occupants or investors. Both units feature 3 BEDROOMS, making this a GREAT AREA FOR RENTAL OPPORTUNITY with strong demand. The property includes a ROOF APPROX. 10 YEARS OLD, UPDATED ELECTRICAL, and COPPER PLUMBING for peace of mind. Conveniently located near MAJOR HIGHWAYS, including the I-55

  Xochil Wendy Escobar Realty of America, LLC

  5114 S Justine St, Chicago, IL 60609
• 

  

  

  /19

  $525,000

  • 11 Beds
  • 7 Baths

  7637 S Phillips Ave, Chicago, IL 60649

  This beautiful and spacious legal 3 unit with a garden. Features three oversized (3)3-bedroom two full bathrooms and two bedroom one bathroom garden unit. Individual heat and a/c for each unit. Complete with a brick 3 car garage, this property is ideal for both investors and owner-occupants....Some work done to units. Don't miss this opportunity!!!!!!!!!!!!!! Sold AS-IS

  Monique Rhivers Blue Door Dave Inc

  7637 S Phillips Ave, Chicago, IL 60649
• 

  

  

  /22

  $498,000

  • 6 Beds
  • 2 Baths
  • 2,280 Sq Ft

  1835 W 34th St, Chicago, IL 60608

  Beautiful Brick Single-Family Home in the rapidly growing McKinley Park neighborhood! This spacious residence offers 6 bedrooms and 2 full baths with a functional layout and modern updates. The main floor features 3 bedrooms, 1 bath, and a bright kitchen with custom cabinets, granite countertops, and stainless steel appliances including refrigerator, stove, dishwasher, microwave, and exhaust fan.

  Michael Ng Mango Realty Group

  1835 W 34th St, Chicago, IL 60608
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  /42

  $600,000

  • 10 Beds
  • 3 Baths

  5033 W Washington Blvd, Chicago, IL 60644

  Welcome! to a perfectly rehabbed, all brick, legal 3-unit building in an excellent area! This building was rehabbed with City of Chicago plans and permits. There is nothing to do. And, the best part? Notice all the new construction in the area! This property has two strategies. First, it is perfect for a house hacking strategy. In other words, you can live in one unit and rent out the other two

  Peter Drossos Peter Drossos Real Estate

  5033 W Washington Blvd, Chicago, IL 60644
• 

  

  /14

  $125,000

  • 5 Beds
  • 3 Baths

  6237 S May St, Chicago, IL 60621

  Attention Investors! Discover the incredible potential for this Multi-Unit! This property is ready for a full rehab and awaits your creative vision to bring it back to life. The standout feature is the spacious second-floor duplex-up unit, offering two bedrooms upstairs and one bedroom on the main level-an ideal layout for maximizing living space and rental income. Both units are serviced by a

  Vivian Washington Crumpton POWER Realty Chicagoland,PLLC

  6237 S May St, Chicago, IL 60621
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  /8

  $600,000

  • 7 Beds
  • 3 Baths

  3923 W Lexington St, Chicago, IL 60624

  Beautiful legal 3-unit Greystone! Located minutes to train, bus and expressway. 1st and 2nd floor feature Hardwood floors, Central A/C, in unit laundry hookup, carpet in the bedrooms, granite counter tops. Garden unit features ceramic tile floors throughout, in unit laundry, White shaker cabinets, granite counter top, SS Steel appliances (fridge, stove, microwave). Much more PRE-APPROVAL MUST BE

  Pamela Brown Baird & Warner

  3923 W Lexington St, Chicago, IL 60624
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  /42

  $484,900

  • 6 Beds
  • 2 Baths

  742 N Trumbull Ave, Chicago, IL 60624

  Wonderful opportunity for homeowners, investors, Recently remodeled 2 unit with finished basement. Located in a prime Chicago neighborhood with great potential Discover the potential of this classic brick 2-unit building in Chicago's West Garfield Park neighborhood. Each spacious unit features 3 bedrooms and 1 full bath, ideal for rental income or multigenerational living. A finished basement is

  Louis Kiessling City Life Realty

  742 N Trumbull Ave, Chicago, IL 60624
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  /67

  $3,499,999

  • 6 Beds
  • 5.5 Baths
  • 6,300 Sq Ft

  1936 N Wilmot Ave, Chicago, IL 60647

  A showpiece of refined design and modern innovation, this extraordinary residence, featured in Modern Luxury and Crate & Barrel, was masterfully reimagined in 2021 to deliver a seamless blend of architectural character and state-of-the-art living, anchored by a breathtaking 35' atrium crowned by a dramatic spiral staircase that sets an unforgettable first impression. Striking interiors captivate

  Melanie Giglio-Vakos Compass

  1936 N Wilmot Ave, Chicago, IL 60647
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  /13

  $290,000

  • 5 Beds
  • 3 Baths
  • 2,000 Sq Ft

  6953 S Indiana Ave, Chicago, IL 60637

  Welcome to this renovated 5-bedroom, 3-bathroom home in Chatham, renovated in 2025. This spacious property offers the perfect layout for large families, multigenerational living, or homeowners seeking additional rental potential. The main level features bright, open living spaces designed for everyday living and entertaining. Kitchen adjacent to a dining room space and extra large porch perfect

  Yanira Doyle Century 21 IMPACT

  6953 S Indiana Ave, Chicago, IL 60637
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  /37

  $315,000

  • 6 Beds
  • 3 Baths
  • 1,392 Sq Ft

  8051 S Yale Ave, Chicago, IL 60620

  All Brick Home, Home has total of 6 huge Bedrooms, 3 full bathrooms. Total home Sq. Ft. is 1390 and 2085 including Finished Basement, New New Landescape & Deck off the kitchen, Fenced backyard with mature trees, 2 detached car garage, Home is totally updated and remodeled, New Windows, New furnace. All Doors have been replaced, New finished Harwood floors, New Hot water Tank, ALL New ELECTRIC

  Ryed Douedari Coldwell Banker Realty

  8051 S Yale Ave, Chicago, IL 60620
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  /32

  $524,700

  • 6 Beds
  • 3 Baths

  5317 W Van Buren St, Chicago, IL 60644

  Prime Investment Opportunity: Fully Renovated 2-Unit Duplex in the hot Austin neighborhood! Updated from top-to-bottom, this stunning 2-unit property delivers modern luxury, strong rental income potential, and that coveted Austin vibe. Perfect for house-hackers, investors, or owner-occupants who want to live in one unit and let the other help with the mortgage. Unit 1 - Duplex-Down 3 Beds & 2

  Eric Wicencyjusz eXp Realty

  5317 W Van Buren St, Chicago, IL 60644
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  /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
• 

  

  /21

  $135,000

  • 6 Beds
  • 3 Baths
  • 882 Sq Ft

  8332 S Kerfoot Ave, Chicago, IL 60620

  Located in the Auburn Gresham community, this spacious home presents an exciting opportunity for investors or owner-occupants ready to bring their vision to life! Featuring 6 bedrooms and 3 bathrooms, the property offers a generous layout with incredible potential for renovation and value-add. The second floor includes its own full living space with a separate kitchen, creating flexibility for

  Amaiya Smith Keller Williams ONEChicago

  8332 S Kerfoot Ave, Chicago, IL 60620
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  /25

  $509,900

  • 6 Beds
  • 3 Baths
  • 1,005 Sq Ft

  6342 W Henderson St, Chicago, IL 60634

  Now priced right for a quick sale!! MOVE IN READY SPACIOUS BRICK BUNGALOW! Great Location surrounded by new construction.!!3 levels of living space six bedrooms three full bathrooms With 2 recently upgraded. Major Updates. Newer windows and roof. / 2025 Boiler, tankless water heather and 4 mini/split for AC & Heat as welL Near transportation shopping and more.. Don't miss it!!

  Juan Armenta Coldwell Banker Realty

  6342 W Henderson St, Chicago, IL 60634
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  /46

  $2,699,900

  • 6 Beds
  • 6 Baths
  • 7,000 Sq Ft

  62 Woodley Rd, Winnetka, IL 60093

  Gracefully tucked away on 1.55 acres of lush manicured grounds, 62 Woodley Road is a true Southern-inspired masterpiece reimagined for today's living. From the moment you approach the iconic black lacquered screen door with its Chippendale detail, you're drawn into a world of classic sophistication. Step inside to a grand foyer entrance where timeless black and white checkered marble floors meet

  Jena Radnay @properties Christie's International Real Estate

  62 Woodley Rd, Winnetka, IL 60093
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  /27

  $599,999

  • 6 Beds
  • 4 Baths

  63 E 56th St, Chicago, IL 60637

  Exceptional Greystone opportunity in Chicago's evolving Washington Park community-ideal for investors and owner-occupants seeking versatility and long-term value. This property features a finished basement with a private 1-bedroom, 1-bathroom mother-in-law suite complete with a full kitchen, creating the perfect setup for multi-generational living, guest accommodations, or potential rental

  Dishenda Mock Mock Realty LLC

  63 E 56th St, Chicago, IL 60637
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  /17

  $239,900

  • 5 Beds
  • 2 Baths
  • 1,584 Sq Ft

  3737 168th Place, Country Club Hills, IL 60478

  Spacious 5-bedroom, 2-bath two-story home in desirable Country Club Hills! This home offers generous room sizes throughout, including large bedrooms and a bright, inviting living room filled with beautiful natural light. The versatile lower-level den provides the perfect space for an entertainment area, home theater, gym, or private home office - ideal for today's flexible lifestyle. Enjoy the

  Michael Scanlon eXp Realty

  3737 168th Place, Country Club Hills, IL 60478
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  /28

  $250,000

  • 12 Beds
  • 4 Baths

  5843 S Peoria St, Chicago, IL 60621

  Huge 4 unit building with plans and permits in place. Each unit is 3 beds 1 bath. Newer rear porch, 6 foot wrought iron fence around building and yard. Exterior brick was tuckpointed, interior demo complete, framing is ready for rough inspection. Tons of potential.

  Steve Budzik ICandy Realty LLC

  5843 S Peoria St, Chicago, IL 60621
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  /36

  $560,000

  • 13 Beds
  • 5 Baths

  8705 S Saginaw Ave, Chicago, IL 60617

  Great opportunity for investors or owner-occupants looking to maximize rental income potential! This unique multi-unit property features a main building with two spacious duplex units plus a separate coach house, offering multiple streams of income. The first duplex combines the main level with the basement and offers 6 bedrooms and 2 bathrooms, providing ample space for large households or

  Lorena Ramirez-Carrillo YUB Realty Inc

  8705 S Saginaw Ave, Chicago, IL 60617
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  /7

  $144,900

  • 6 Beds
  • 2 Baths
  • 2,000 Sq Ft

  14631 Union Ave, Harvey, IL 60426

  Welcome to this beautifully renovated and spacious home featuring 6 bedrooms and 2 full bathrooms, offering comfort, flexibility, and room to grow. The home boasts generously sized bedrooms on every level, making it perfect for a variety of living arrangements. Enjoy the convenience of updated appliances and modern finishes throughout. This rare and unique property provides endless possibilities,

  Eva Diaz ExaRealty LLC

  14631 Union Ave, Harvey, IL 60426
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  /36

  $429,900

  • 5 Beds
  • 3 Baths
  • 1,967 Sq Ft

  5542 W 64th St, Chicago, IL 60638

  Move-in ready and fully updated, this Southwest Side home delivers the space today's buyers are hunting for: 5 bedrooms, 3 full baths, a finished basement, a huge backyard, and a 2-car garage. The main level offers a comfortable, functional layout that works for real life, whether you're growing into more room, hosting family, or setting up dedicated work-from-home space. With five bedrooms,

  Jorge Vega New Avenue Realty LLC

  5542 W 64th St, Chicago, IL 60638
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  /19

  $349,900 Open Sat 1:30PM - 3:30PM

  • 5 Beds
  • 2.5 Baths
  • 2,611 Sq Ft

  5632 S Christiana Ave, Chicago, IL 60629

  Located on a quiet residential street in the vibrant South Side of Chicago, this well-maintained home offers three levels of generous living space and classic Chicago charm. The home has been well taken care of by the owner and long term tenants. The property features a finished attic and basement that expand the home's versatility with two additional bedrooms, a kitchen, office space, storage,

  Annette Medina Realty of America, LLC

  5632 S Christiana Ave, Chicago, IL 60629
• 

  

  /17

  $495,000

  • 12 Beds
  • 6 Baths

  5718 S Green St, Chicago, IL 60621

  Beautiful grey stone rarely available , this is a great investment, 4 large unit , new roof , property in good shape and ready to move in with a little elbow grease, tall full basement , all individual heat back yard parking available , front units was made into SRO but can be easily de-convert ,great location , walk to Kennedy king college , just off the i 94 new electrical panel , some new

  Leroy Viamille Mills Realty Inc

  5718 S Green St, Chicago, IL 60621
• 

  

  /27

  $295,000

  • 5 Beds
  • 2 Baths
  • 672 Sq Ft

  2823 S Troy St, Chicago, IL 60623

  Previous buyer fell through, which gives you a perfect opportunity to own the home. Perfect home for a large family or you can live in one unit and rent out the other. Home has 5 bedrooms. (3 bdrms in upper unit-2 bdrms in lower level). Newer laminate wood flooring. Newly painted. Newer plumbing. Home has 2 separate kitchens in each unit. The home has a 5th bedroom upstairs or turn the room into

  Jennifer Corso Charles Rutenberg Realty of IL

  2823 S Troy St, Chicago, IL 60623
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  /70

  $1,950,000 Open Sat 11AM - 12PM

  • 6 Beds
  • 4.5 Baths
  • 6,253 Sq Ft

  1218 Elmwood Ave, Evanston, IL 60202

  Prepare to be wowed! This rare newer construction home built in 2008 sits on a large lot, offers an exceptional walk-to location in Evanston and combines timeless design and updates with modern comfort. With an open floor plan, extra-wide staircases and hallways, oversized windows, and soaring ceilings (10' on the first floor and 9' in the basement), the home is filled with natural light and was

  Michael Thomas @properties Christie's International Real Estate

  1218 Elmwood Ave, Evanston, IL 60202
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  /79

  $2,500,000

  • 7 Beds
  • 6 Baths
  • 6,500 Sq Ft

  420 N Euclid Ave, Oak Park, IL 60302

  A meticulously restored 1912 Tudor designed by renowned architect Charles White, this Oak Park estate is a masterpiece of historic charm and modern luxury. Nestled on an oversized lot in the prestigious estate section, the home boasts exquisite craftsmanship and thoughtful updates throughout. The grand entryway has custom millwork and wood paneled walls, leading to a stunning foyer and staircase.

  Laura Gancer Compass

  420 N Euclid Ave, Oak Park, IL 60302
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  /36

  $599,900 Open Sat 10AM - 11AM

  • 5 Beds
  • 4 Baths
  • 3,550 Sq Ft

  321 Royal Oak Dr, Steger, IL 60475

  Pride of ownership shines throughout this beautifully maintained all brick estate in the Royal Oak Estates subdivision situated on just over one acre of landscaped grounds. The seller has taken exceptional care of this home, with consistent professional servicing and thoughtful upgrades over the years. HVAC systems are maintained annually, and a brand new air conditioner was installed in July

  Careese LaRoss EXIT Strategy Realty

  321 Royal Oak Dr, Steger, IL 60475
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  /25

  $580,000

  • 5 Beds
  • 3 Baths

  511 N Taylor Ave, Oak Park, IL 60302

  Excellent investment opportunity in the heart of Oak Park! This classic vintage brick fully occupied legal three-flat offers a true multi-unit layout featuring one spacious three-bedroom unit and two renovated 1 bedroom(s). ALL units have their own washer & dryers a huge plus for tenants. The building showcases charming vintage character while providing strong income potential for investors or

  Julie Bapst eXp Realty

  511 N Taylor Ave, Oak Park, IL 60302
• 

  

  /28

  $895,000

  • 8 Beds
  • 5 Baths

  3044 N Kolmar Ave, Chicago, IL 60641

  Desirable All-Brick 3-Unit Building on Oversized Lot in prime boulevard location. Don't miss this rare opportunity to own a solid, all-brick 3-unit building situated on a humongous lot along a picturesque, tree-lined boulevard. This well-maintained property offers exceptional value with separate utilities and individual laundry connections for each unit-perfect for owner-occupants or savvy

  Stan Sierotnik Century 21 Circle

  3044 N Kolmar Ave, Chicago, IL 60641
• 

  

  /31

  $855,000

  • 5 Beds
  • 4 Baths

  2118 N Bingham St, Chicago, IL 60647

  Hot Logan Square Opportunity! Discover this rare 2-unit property with a private coach house, perfectly situated in the heart of Logan Square. This versatile investment offers multiple income streams or the chance to live in one unit while renting the others. Main Building: Two spacious units with natural light, hardwood floors, and functional layouts. Coach House: A charming, fully separate

  Maria Valdez Roble Realty Group, LLC

  2118 N Bingham St, Chicago, IL 60647
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  /47

  $330,000

  • 5 Beds
  • 5 Baths
  • 3,568 Sq Ft

  30 Strauss Ln, Olympia Fields, IL 60461

  Spacious home in a picturesque setting featuring an open and functional layout. The main level welcomes you with a mosaic tile foyer and curved staircase, leading to a bright living room with built-ins and fireplace, formal dining room, and an eat-in kitchen with pantry. A large family room opens to the patio, and a private office with custom built-ins, fireplace, and wet bar creates the perfect

  Halina Zdanowski LPT Realty

  30 Strauss Ln, Olympia Fields, IL 60461
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  /41

  $450,000

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

  4608 Hawthorne Ave, Lyons, IL 60534

  Nestled in the charming town of Lyons, this beautifully updated three-story brick single-family home offers the perfect blend of comfort, space, and convenience. Step inside to an inviting open floor plan featuring a bright living room and dining area that flow seamlessly into a stylish kitchen complete with a cozy peninsula-perfect for casual meals, entertaining, or morning coffee. The main

  Anthony Florentino eXp Realty

  4608 Hawthorne Ave, Lyons, IL 60534
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  /6

  $279,000

  • 5 Beds
  • 2 Baths
  • 836 Sq Ft

  5730 S Washtenaw Ave, Chicago, IL 60629

  Single family home located in a fast appreciating gage park area surrounded by all commodities. House has 5 large rooms w/closets, large kitchen, new windows, new A/C, new boiler. Bath on 1st floor has been remodeled with whirlpool. Beautiful full finished basement with full bath, bar and family rm. Property has front iron fence, new private fence in the back yard and concrete patio and two car

  Victor Macias PROSALES REALTY

  5730 S Washtenaw Ave, Chicago, IL 60629
• 

  

  /48

  $2,245,000

  • 5 Beds
  • 4.5 Baths
  • 4,390 Sq Ft

  1159 Chatfield Rd, Winnetka, IL 60093

  Blending timeless elegance with modern sophistication, this stunning 2016 Winnetka home feels better than new. Designed for light, flow, and effortless living, it features 10-foot ceilings, white oak floors, and expansive windows that fill each room with warmth. The gourmet kitchen showcases custom cabinetry, large island, and professional appliances is perfect for everyday living and

  Jason Rowland Compass

  1159 Chatfield Rd, Winnetka, IL 60093
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  /28

  $1,399,000

  • 13 Beds
  • 5 Baths

  617 S Lombard Ave, Oak Park, IL 60304

  Great investment opportunity! A completely rehabbed 4-unit property in Oak Park is ready for its new owner. The building is fully updated, move-in ready, and all units are currently rented, making this a high-return investment. Three of the units are equal-sized 3BD/1BA, while the fourth is a 4BD/2BA duplex down-perfect for an owner-occupant or as an additional rental. A 4-car garage plus an

  Fei Martin Berkshire Hathaway HomeServices Chicago

  617 S Lombard Ave, Oak Park, IL 60304
• 

  

  /27

  $440,000

  • 6 Beds
  • 3 Baths
  • 1,781 Sq Ft

  9436 S Spaulding Ave, Evergreen Park, IL 60805

  Fully renovated home offering a spacious and functional layout with 6 bedrooms and 3 full bathrooms. Renovated in 2021, this property features numerous updates including new electrical, plumbing, siding, HVAC system, furnace, flooring, kitchen, and bathrooms.The main level includes a bright living area and an updated kitchen with modern cabinetry, countertops, and appliances. The layout provides

  Gabriela Melgoza Coldwell Banker Realty

  9436 S Spaulding Ave, Evergreen Park, IL 60805
• 

  

  /62

  $6,200,000

  • 6 Beds
  • 5.5 Baths
  • 6,500 Sq Ft

  1755 N Mohawk St, Chicago, IL 60614

  Magnificent custom-built limestone masonry single-family home, with over 6,500 Sq. Ft. of pure luxury. Situated on a coveted East Lincoln Park double lot, the home offers an unparalleled blend of privacy, luxury, and outdoor living rarely found in the city. Still in the hands of its original owners, this remarkable residence was thoughtfully designed for both family living and grand entertaining.

  Natasha Motev Jameson Sotheby's Intl Realty

  1755 N Mohawk St, Chicago, IL 60614
• 

  

  /45

  $1,950,999

  • 13 Beds
  • 4 Baths

  3136 W Logan Blvd, Chicago, IL 60647

  Four-unit vintage brick apartment building located along one of Logan Square's most iconic and sought-after residential corridors. The property consists of 4,860 rentable square feet across a desirable unit mix of (1) two-bedroom, (1) three-bedroom, and (2) four-bedroom units, offering a strong blend of unit sizes that appeal to both owner-occupants and long-term rental demand. Constructed in

  Jack Doyle Essex 312, LLC

  3136 W Logan Blvd, Chicago, IL 60647
• 

  

  /17

  $370,000

  • 5 Beds
  • 2 Baths
  • 1,029 Sq Ft

  11725 S Kolin Ave, Alsip, IL 60803

  Welcome to this beautifully renovated 5-bedroom, 2-bath ranch house that perfectly combines style, comfort, and functionality. Ideal for families. This home features a spacious finished lower level with 5 bedrooms and 2 full baths. Step inside to discover stunning designer touches, including a custom geometric accent wall and an elegant coffered ceiling with recessed lighting. The brand-new

  Giovanni Laverde Coldwell Banker Realty

  11725 S Kolin Ave, Alsip, IL 60803

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