5-Bedroom Homes for Sale in Chicago, IL

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  /118

  $2,500,000

  • 11 Beds
  • 7 Baths

  1535 W Estes Ave, Chicago, IL 60626

  Introducing 1535 West Estes Avenue, located in the heart of East Rogers Park! This 2025 beautiful, enormous, completely renovated to the studs 4 unit multi-family building features top-notch design and craftsmanship throughout. The property sits on a huge 30x180 foot lot located on a quiet street and showcases exquisite gorgeous limestone as well as new tuckpointing, a complete tear off roof, all

  Peter Fotopoulos Baird & Warner

  1535 W Estes Ave, Chicago, IL 60626
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  /9

  $213,500

  • 5 Beds
  • 3 Baths

  4838 S Bishop St, Chicago, IL 60609

  Great building with two units with a full basement ready for your Ideas, one way street, 3 full baths , laundry area in basement. 2nd unit is vacant. 1st unit is occupied by owner's family members. 2 car garage. Live in one rent the other and start collecting rent. Super clean property, newer water heaters.

  Alba Diaz Premier EA Realty LLC

  4838 S Bishop St, Chicago, IL 60609
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  /48

  $1,200,000

  • 11 Beds
  • 5 Baths

  6321 N Oakley Ave, Chicago, IL 60659

  Welcome to Devon Avenue's Little India neighborhood! This unique Legal 4-Unit building on an over-sized lot has been completely renovated and all leased out! Currently generating $100,800/annually giving it an amazing 8-cap rate for your investment! Garden, 1st, and 3rd floor units are all 3BD/1BA units while the 2nd floor unit is a nicely split 2BD/2BA unit. Each unit has been intricately

  Feras Abbas Jameson Sotheby's Intl Realty

  6321 N Oakley Ave, Chicago, IL 60659
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  /12

  $265,000

  • 6 Beds
  • 2 Baths

  4721 W Van Buren St, Chicago, IL 60644

  BRICK 2 UNIT BUILDING , 3 BEDROOMS PER UNIT FULL SEMI -FINISHED BASEMENT ! 2 CAR GARAGE Attention Investors Motivated Seller

  Priscilla McKenzie Shield Real Estate

  4721 W Van Buren St, Chicago, IL 60644
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  /31

  $1,325,000

  • 8 Beds
  • 6 Baths

  5641 W Carmen Ave, Chicago, IL 60630

  Exceptional 2025 investment opportunity in Chicago's desirable Jefferson Park neighborhood! This solid brick multifamily property offers multiple spacious, light-filled units with hardwood floors, updated kitchens, and strong rental potential. Ideal for owner-occupants or investors, the building features a large backyard, detached garage, and a full basement with expansion possibilities.

  Ben Lalez Compass

  5641 W Carmen Ave, Chicago, IL 60630
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  /24

  $1,175,000

  • 6 Beds
  • 4 Baths

  2244 W Augusta Blvd, Chicago, IL 60622

  Welcome to 2244 W Augusta Blvd, a 4-Unit in the heart of the Ukrainian Village. Built in 1927, this historic building offers a unique blend of vintage charm and modern amenities. This four flat sits on a 29 foot lot and has three spacious 2 bedroom units with hardwood floors and high ceilings. There is also a two room studio apartment. The property's prime location in Chicago's Ukrainian Village

  Tericia Ruff UTR Investments LLC

  2244 W Augusta Blvd, Chicago, IL 60622
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  /45

  $331,900

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

  7711 S Honore St, Chicago, IL 60620

  Beautiful brick bungalow completely remodeled. All new windows plumbing, electricity, kitchen cabinets with quartz countertops, hardwood floors, central heater and central air, side walks, all new wooden fence, and siding in the back of the house. Basement finished with extra rooms all laminated and a walk-in shower, wooden deck.

  Griselda Chaidez Su Familia Real Estate Inc

  7711 S Honore St, Chicago, IL 60620
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  /33

  $469,000

  • 6 Beds
  • 3 Baths

  1435 N Kolin Ave, Chicago, IL 60651

  ESTATE SALE, spacious frame two flat on double lot in Humbolt Park area. Beautiful original hardwood flooring and trim. Basement has additional bedrooms and full bath. Detached brick garage and workshop / shed. Property being sold AS-IS.

  Tony Inacay RE/MAX City

  1435 N Kolin Ave, Chicago, IL 60651
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  /3

  $241,000

  • 11 Beds
  • 5 Baths

  8822 S Exchange Ave, Chicago, IL 60617

  Calling all Landlords!!! Looking for an income property? Here's a 3-unit building! FULLY OCCUPIED! Units 1 has 2 beds, 1 bath, unit 2 has 5 beds and 2 baths, and unit 4 beds 2 baths. Each unit has a refrigerator & stove and each has their own utilities. Full unfinished basement. Brand new front porch and there is a parking pad in the back of the house off the alley. Schedule a showing today!

  Frank Montro Keller Williams Preferred Rlty

  8822 S Exchange Ave, Chicago, IL 60617
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  /19

  $191,900

  • 9 Beds
  • 4 Baths

  10230 S Yates Blvd, Chicago, IL 60617

  Calling all Landlords!!! Looking for an income property? Here's a 3-unit building! TENANT OCCUPIED! Units 1 and 2 have 3 beds 1 bath. Unit 3 has 2 beds and 1 bath. Each unit has a refrigerator & stove and each has their own separate heat, electrical, hot water heaters. Full unfinished basement accessible to all 3 units and has a bathroom. There is a 2 car carport in the back of the house off the

  Frank Montro Keller Williams Preferred Rlty

  10230 S Yates Blvd, Chicago, IL 60617
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  /21

  $262,000

  • 5 Beds
  • 2.5 Baths
  • 2,393 Sq Ft

  Unlisted Address

  Welcome to a home that's full of personality-warm, inviting, and made for someone who appreciates space, charm, and a place to grow. This potential 5-bedroom has so much to offer, whether you're raising a family, love to entertain, or simply want room to spread out and feel at home.As you step inside, the main level greets you with a comfortable, open flow and three cozy bedrooms that make daily

  DJ Peoples Keller Williams ONEChicago

  Unlisted Address
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  /2

  $825,900

  • 9 Beds
  • 5 Baths

  1838 S Laflin St, Chicago, IL 60608

  Now Showing! Calling all investors. Amazing rental potential with 2 buildings on the same lot. All tenants are currently on a month-to-month lease. Very desirable Pilsen location - walking distance to shopping, restaurants, and transportation.

  Donald Trainor Tanis Group Realty

  1838 S Laflin St, Chicago, IL 60608
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  /36

  $549,900

  • 6 Beds
  • 3 Baths
  • 3,199 Sq Ft

  1720 N Major Ave, Chicago, IL 60639

  AN AMAZING TWO STORY HOME, LARGE SINGLE FAMILY BRICK BUNGALOW. FEATURING 9 BEDROOMS, 3 FULL BATHS, FULL FINISHED BASEMENT WITH 3 BEDROOMS, FULL BATH, AND HUGE FAMILY ROOM 2ND FLOOR INCLUDES 3 GENEROUSLY SIZED BEDROOMS, LARGE FAMILY ROOM, FULL BATH W/ JACUZZI AND HUGE WALK-IN CLOSET OR CAN BE A BEDROOM. THERE ARE GLEAMING HARDWOOD FLOORS IN THE LIVING ROOM, DINING ROOM AND BEDROOMS. 5 CAR SPACE IN

  Kawther Salem Beaulieu Real Estate

  1720 N Major Ave, Chicago, IL 60639
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  /35

  $329,900

  • 5 Beds
  • 3 Baths
  • 3,720 Sq Ft

  11030 S Avenue L, Chicago, IL 60617

  Charming Chicago Bungalow in the Heart of East Side - Perfect for Entertaining! Welcome to your dream home nestled in the vibrant East Side neighborhood of Chicago! This stunning bungalow showcases a seamless blend of classic charm and modern amenities, boasting an impressive 8 bedrooms and 3 full baths, providing ample space for families or those looking to spread out. As you step inside, you'll

  Alejandro Diaz Realty of America, LLC

  11030 S Avenue L, Chicago, IL 60617
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  /10

  $655,000

  • 7 Beds
  • 5 Baths

  824 N California Ave, Chicago, IL 60622

  Huge Possibility here. Zoned two units, but it also has two additional apartments that could be converted to generate extra income. This property is in a great location and easy to rent out. Please provide 24 hours' notice if you would like to view the property. Owner lives in property and has a tenant's that are on a month-to-month lease. Selling as is.

  Lewis Santiago Realty of America, LLC

  824 N California Ave, Chicago, IL 60622
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  /17

  $159,000

  • 5 Beds
  • 2 Baths

  4036 W Lexington St, Chicago, IL 60624

  Investor special or perfect for an owner-occupant ready to build equity! Solid brick 2-flat in North Lawndale with great bones and upside. The first-floor unit has 2 beds, 1 bath, and is occupied month to month. Collect rental income while you renovate. The vacant second-floor unit offers 3 beds, 1 bath, and is ready for your updates. Separate forced-air furnaces for each unit. Property needs

  Oscar Darden DEI Realty LLC

  4036 W Lexington St, Chicago, IL 60624
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  /50

  $1,287,505

  • 9 Beds
  • 7 Baths

  2458 N Clybourn Ave, Chicago, IL 60614

  Fantastic investment opportunity to own this rehabbed 4 flat in Lincoln Park! This building consists of one 3 bed, 2.5 bath with in unit laundry, one 3 bed, 2 bath, one 2 bed, one bath and one 1 bed, 1 bath. All units have been updated with newer kitchens, some with granite countertops, stainless appliances, refrigerators, dishwashers, microwaves, central air, gas forced air heating, onsite

  Berthene Christos Urban Abodes Chicago

  2458 N Clybourn Ave, Chicago, IL 60614
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  /11

  $250,000

  • 5 Beds
  • 2 Baths
  • 1,530 Sq Ft

  7417 S Saint Lawrence Ave, Chicago, IL 60619

  HUGE 6 bedrooms / 2 full bath Cape Cod home! Formal Dining Room * Accept FHA/VA Loans * We are in the area covered by the Cook County DP Assistance Program (check with your lender for details) Large Eat-In Kitchen with lots of cabinets * New Stainless Steel Appliances! * Finished basement with family, bedroom, and separate laundry rooms * Private Parking * Near shops and transportation!

  Andy Nathan Kale Realty

  7417 S Saint Lawrence Ave, Chicago, IL 60619
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  /2

  $119,900

  • 6 Beds
  • 2 Baths

  8035 S Houston Ave, Chicago, IL 60617

  Unlock the potential in this vacant two-unit frame building, ready for a complete gut rehab. Whether you're an experienced investor or a future homeowner looking to customize your space, this property offers endless opportunity. Each unit offers a blank canvas to reimagine layout, finishes, and style. With solid bones and great lot size, it's the perfect project to build equity and value. Ideal

  Dhereck Gomez 33 Realty

  8035 S Houston Ave, Chicago, IL 60617
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  /28

  $499,900

  • 7 Beds
  • 2 Baths

  43 N Menard Ave, Chicago, IL 60644

  Fantastic 2-Unit Investment Opportunity in Austin, Chicago Located in the vibrant and rapidly developing Austin neighborhood, this well-maintained 2-unit property presents an excellent opportunity for investors or owner-occupants alike. Very spacious apartments. Unit 1 has 3 bedrooms 1 bath and unit 2 has 4 beds and 1 bath, highlighted by gleaming hardwood floors throughout. The recently

  Aaron Vanderbilt Baird & Warner

  43 N Menard Ave, Chicago, IL 60644
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  /18

  $229,000

  • 6 Beds
  • 2 Baths

  5757 S Carpenter St, Chicago, IL 60621

  The potential is endless with this brick two flat located on this quiet strip in Englewood. Corner lot property boasts three bedrooms, one bath on each floor with a full basement that can be converted into a third unit for max value. Plenty of work has been completed, mainly on the second floor. All materials on the premises are included in the sale.

  Tytus Cousins Intellectual Real Estate Services and Investments

  5757 S Carpenter St, Chicago, IL 60621
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  /55

  $605,000

  • 12 Beds
  • 6 Baths

  6139 S King Dr, Chicago, IL 60637

  Welcome to 6139 S King Dr, a well-maintained and recently updated 3-unit building located in the vibrant and growing Woodlawn neighborhood. This solid property features new appliances throughout, with recent maintenance and improvements that make it ideal for both investors and owner-occupants. The garden unit has been completely remodeled and now includes brand-new appliances and furnace,

  Fernando Rocha Jr. RE/MAX LOYALTY

  6139 S King Dr, Chicago, IL 60637
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  /19

  $325,000

  • 6 Beds
  • 3 Baths

  8344 S Mackinaw Ave, Chicago, IL 60617

  Solid, cash-flowing 3-unit building in the heart of Chicago's South Chicago neighborhood - a prime investment opportunity with excellent tenant stability and location upside. Each unit offers spacious layouts, updated finishes, and strong rental history. The building includes separate utilities, and a shared backyard with potential for added tenant value or outdoor amenities. Nearby access to

  Cristina Rincon Marblestone Property Group LLC

  8344 S Mackinaw Ave, Chicago, IL 60617
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  /16

  $1,425,000

  • 10 Beds
  • 7 Baths

  1753 W Cornelia Ave, Chicago, IL 60657

  RARELY AVAILABLE 3 FLAT IN ROSCOE VILLAGE FEATURES DUPLEX UNIT, #1, 4 BEDROOM, 3 BATH DUPLEX DOWN, #2, 3 BEDROOM, 2 BATH #3, 3 BEDROOM 2 BATH! TWO UNITS ARE RENOVATIONS WITH QUARTZ COUNTERS, STAINLESS KITCHEN APPLIANCES, ESPRESSO HARDWOOD FLOORS AND IN-UNIT LAUNDRY. DUPLEX DOWN FEATURES CENTRAL AIR, GFA HEATING, SPACIOUS ISLAND KITCHEN, TALL CEILINGS, HARDWOOD FLOORS, OPEN LIVING/DINING ROOM,

  Stephen Fisher Westward360 RM

  1753 W Cornelia Ave, Chicago, IL 60657
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  /24

  $374,900

  • 7 Beds
  • 6 Baths

  2933 W Wilcox St, Chicago, IL 60612

  Located on hotter than hot east Garfield Park, this recently updated two unit is one you will not want to overlook! The building is the ideal set up with the first floor unit being duplexed into the basement and offering 4 bedrooms/2 baths with three bedrooms on the second floor unit! The building was updated recently and offers hardwood floors throughout the first floor as well as second floor.

  Ryan Smith RE/MAX Premier

  2933 W Wilcox St, Chicago, IL 60612
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  /10

  $850,000

  • 5 Beds
  • 2 Baths

  1427 W Belmont Ave, Chicago, IL 60657

  Opportunity to build on a 25 x 125 lot in the heart of Lakeview. Zoned B3-2.

  Carrie McCormick @properties Christie's International Real Estate

  1427 W Belmont Ave, Chicago, IL 60657
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  /33

  $525,000

  • 8 Beds
  • 4 Baths

  11022 S Vernon Ave, Chicago, IL 60628

  Excellent opportunity for turn-key investor or owner occupant buyer. One unit intentionally left vacant for showing purposes. Property includes four 2 bedroom 1 bathroom units with individual forced air inside each unit. Recent updates include newer windows, hot water tanks, electric, furnaces, kitchens, appliances, bathrooms, flooring, paint, and exterior porch. All units have room for rent

  Michael Scanlon eXp Realty

  11022 S Vernon Ave, Chicago, IL 60628
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  /10

  $445,000

  • 5 Beds
  • 2 Baths

  5523 W Huron St, Chicago, IL 60644

  WELCOME TO YOUR NEW HOME! BEAUTIFULLY UPDATED TWO FLAT WITH BASEMENT THAT CAN BE CONVERTED TO A THIRD APARTMENT. EACH SPACIOUS UNIT OFFERS SEPARATE LIVING, DINNING ROOMS! HARDWOOD FLOORING THROUGHOUT, STAINLESS STEEL APPLIANCES, WITH SPACIOUS BEDROOMS AND CLOSETS. FIRST FLOOR OFFERS TWO BEDROOMS AND THE SECOND FLOOR HAS 3 BEDROOMS. EACH FLOOR HAS IT'S OWN LAUNDRY HOOK-UPS AND SEPARATE GAS METERS.

  Eboni Mills EXIT Strategy Realty

  5523 W Huron St, Chicago, IL 60644
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  /23

  $375,000

  • 10 Beds
  • 6 Baths

  4800 S Wood St, Chicago, IL 60609

  Excellent investment opportunity in Back Of The Yards! Currently setup as mixed use with retail space on front portion of lower level plus single residential unit in the rear. Second floor is setup with 3 apartments and walkup finished attic for additional potential living space. Currently zoned RS3 (pure multi family) with potential to rezone for mixed use. Old retail space can be easily

  Michael Scanlon eXp Realty

  4800 S Wood St, Chicago, IL 60609
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  /21

  $1,095,000

  • 9 Beds
  • 6 Baths

  2620 W Evergreen Ave, Chicago, IL 60622

  This all-brick multi-family property offers a rare combination of charm, stability, and upside potential. With four total units spread across two buildings, this is an excellent opportunity for both investors and owner-occupants. The 3-story building features a spacious 3-bedroom, 2-bath duplex-down unit that's perfect for an owner or premium rental. Two additional 2-bedroom, 1-bath units

  Georg Simos Kudan Group, Inc.

  2620 W Evergreen Ave, Chicago, IL 60622
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  /32

  $290,000

  • 6 Beds
  • 2 Baths

  6646 S Wabash Ave, Chicago, IL 60637

  Don't miss out on this 2-flat on a quiet block. 1st floor is vacant and ready for owner occupancy or a rental tenant.

  Bruce Stafford Infiniti Properties, Inc.

  6646 S Wabash Ave, Chicago, IL 60637
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  /11

  $184,000

  • 5 Beds
  • 3 Baths

  1840 S Springfield Ave, Chicago, IL 60623

  Exciting investment at 1840 S. Springfield! This 2-flat gem offers spacious 2-bed, 1-bath units with potential for expansion into the full, partially finished basement. The basement has a kitchenette, a full bathroom and a bedroom and could be duplexed with the first floor unit for even more possibilities. Significant renovations and upgrades are needed, but this home has tons of possibilities.

  Thomas LeNoir Baird & Warner

  1840 S Springfield Ave, Chicago, IL 60623
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  /23

  $87,000

  • 5 Beds
  • 2 Baths
  • 1,470 Sq Ft

  10920 S Wabash Ave, Chicago, IL 60628

  Motivated Seller. This is the perfect project house for your summer. The house has been prepped for you to jump in and start right away. Large rooms. Lots of space with great ARV. Basement finishing has been started. Come check it out and pick this one for your project.

  Kevin Westerhoff Real People Realty

  10920 S Wabash Ave, Chicago, IL 60628
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  /61

  $3,975,000

  • 12 Beds
  • 11 Baths
  • 14,893 Sq Ft

  415 W Surf St, Chicago, IL 60657

  Your tremendous 21 bedroom house OR 4 LEGAL Units OR 6BR Owners' unit + great rental/Airbnb income - YOU CHOOSE! Almost 15,000SF total, with 21 bedrooms and 11 bathrooms, currently configured as three enormous, full-floor, 6BR/3BTH, 13-room, 3,900SF apartments, plus a fourth 3BR/2BTH, 2,500SF English-garden unit (see expansive floor plans in listing). Entire building is VACANT (except for

  Cassandra Francis Cassandra J. Francis

  415 W Surf St, Chicago, IL 60657
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  /21

  $234,900

  • 5 Beds
  • 1.5 Baths
  • 1,465 Sq Ft

  5814 S Laflin St, Chicago, IL 60636

  Welcome to your new home, a truly one-of-a-kind split level ranch that exudes character and charm! The striking mosaic painting on the front of the home immediately catches the eye, setting the tone for the unique features that await inside. Boasting a spacious layout, this home offers sunny, expansive bedrooms that provide plenty of room to relax and unwind. The house has been

  Kris Clymer Kale Realty

  5814 S Laflin St, Chicago, IL 60636
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  /20

  $612,999

  • 5 Beds
  • 3 Baths

  4224 N Kimball Ave, Chicago, IL 60618

  Fantastic Albany Park location! Rehabbed 2 unit with a duplex up 3br 2ba unit rented at $2440 to 11/1/25 so perfect for owner occupants to move in and a beautiful backyard with a newer built (2019) 2 car garage which is rented month to month at $284 to a neighbor, tenants are awesome and happy to stay if you want to extend their leases. 2br 1ba unit is rented $1700. Furnaces/waterheaters and

  Henry Lazerow Fulton Grace Realty

  4224 N Kimball Ave, Chicago, IL 60618
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  /47

  $325,000

  • 5 Beds
  • 3 Baths

  10715 S Avenue G, Chicago, IL 60617

  Looking for the ideal investment property, or an owner-occupied income generating property? This charming, award-winning, 2-Unit Chicago-style brick bungalow is filled with character, charm and income potential! This captivating East Side home features recent updates including a new boiler system, electrical and plumbing improvements, tuckpointing, and 2nd floor windows, combined with timeless

  Dan Schlaack Coldwell Banker Realty

  10715 S Avenue G, Chicago, IL 60617
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  /31

  $561,000

  • 9 Beds
  • 3 Baths

  1532 S Homan Ave, Chicago, IL 60623

  Welcome to this exceptional, fully renovated 2Unit Greystone - an outstanding investment opportunity completed in 2025. Each of the units features 3 spacious bedrooms, a full bathroom, generous living and dining rooms, and an inviting enclosed back porch accentuated by soaring, high 10 ft ceilings. The interiors have been updated with a modern white palette, complemented by stylish 42-inch

  Yevhen Hurtovyi Realta Real Estate

  1532 S Homan Ave, Chicago, IL 60623
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  /30

  $300,000

  • 5 Beds
  • 2 Baths
  • 1,968 Sq Ft

  5145 S Troy St, Chicago, IL 60632

  TONS of space in this classic Chicago home! NOTE...Zoning will likely permit conversion to a 2 unit...but buyer needs to confirm with the City! 5 total bedrooms -- with the possibility of up to 7!!! If you have been looking for a "related living" property -- this is it! 2 kitchens and tons of extras! Recent improvements included: roof, siding and some mechanicals! The basement is HUGE and

  Jeffrey Gregory Realty Executives Success

  5145 S Troy St, Chicago, IL 60632
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  /42

  $1,475,000

  • 6 Beds
  • 4.5 Baths
  • 2,700 Sq Ft

  6316 N Magnolia Ave, Chicago, IL 60660

  Step into your private OASIS IN THE CITY with this truly unique single-family home-a stately 1895 Queen Anne residence nestled on a quiet, tree-lined street in the heart of Edgewater Glen. This architecturally significant home has been thoughtfully restored to preserve its original character, blending timeless charm with high-end modern updates. Offering over 2,700 square feet of living space,

  Curtis Hunt Coldwell Banker Realty

  6316 N Magnolia Ave, Chicago, IL 60660

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