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Homes for Sale in Chicago, IL with 5-Bedrooms

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  • /20

    $525,000 Open Sat 1PM - 3PM

    • 6 Beds
    • 3 Baths

    3923 W Polk St, Chicago, IL 60624

    Welcome to East Garfield! This 3 Unit Greystone Multi-Unit has been gracefully maintained with instant cashflow. Many updates have been made in all 3 units. 1st floor offers 2 bedrooms 1 bath, 2nd floor offers 3 bedrooms 1 bath and Basement unit offers 1 bedroom 1 bath. Laundry hook-up for each unit in basement. New cabinetry and countertops in Kitchens. Restored Flooring on 1st floor and 2nd

    Curtis Johnson Baird & Warner

    3923 W Polk St, Chicago, IL 60624
  • /7

    $274,900

    • 6 Beds
    • 2 Baths

    912 N Latrobe Ave, Chicago, IL 60651

    Classic Chicago brick two-flat situated on a rare double lot! This property has been gutted and is ready for your vision and finishing touches. Each of the two identical units offers a spacious living room, separate dining room, eat-in kitchen with pantry, three bedrooms, one bath and a sun room. Many original architectural details remain intact, providing the perfect blend of vintage charm and

    Jacqueline Colando Redfin Corporation

    912 N Latrobe Ave, Chicago, IL 60651
  • /43

    $199,900

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

    14114 S Saginaw Ave, Chicago, IL 60633

    Spacious and versatile, this five-bedroom, two-bath quad-level home is ideal for a large or multi-generational family, offering thoughtfully designed living spaces throughout. The sun-filled living room welcomes you with gleaming hardwood floors, while the kitchen features an abundance of rich dark cabinetry and wood-laminate flooring, flowing seamlessly into a separate dining area perfect for

    Kimberly Wirtz Wirtz Real Estate Group Inc.

    14114 S Saginaw Ave, Chicago, IL 60633
  • /33

    $475,000

    • 5 Beds
    • 2 Baths
    • 1,880 Sq Ft

    5147 S Lorel Ave, Chicago, IL 60638

    There are 2 PINS one for the house and one for the lot being sold as a package deal and being conveyed AS IS. 2 car brick garage, newer boiler. Hardwood under carpet on first floor, 5 bedrooms and 2 full baths.

    Natalie Jonas First Rate Realty, Inc.

    5147 S Lorel Ave, Chicago, IL 60638
  • /11

    $849,000

    • 8 Beds
    • 4 Baths

    1347 W Flournoy St, Chicago, IL 60607

    RARE CHANCE to own a huge solid brick 2 flat on oversized lot (24 x 150) with enourmous 1300 square 6 car garage in PRIME Little Italy location steps to Arrigo Park, UIC/Rush Medical District, UIC East Campus, CTA Blue Line, Taylor Street and so much more. Both apartments are 4 bed 2 baths currently leased thru July 2026 and positioned in an area with incredible rent demand. Corner building

    Peter Gordon C. Gallucci Realty, Inc.

    1347 W Flournoy St, Chicago, IL 60607
  • /57

    $545,000

    • 6 Beds
    • 3 Baths

    5032 S Kolin Ave, Chicago, IL 60632

    Location, Location. Welcome to this beautiful brick 2 flat building. With 4 leves of living spaces perfect investment opportunity. Frist floor is 2 bedrooms 1 full bathroom and duplex to finished basement with one bedroom and a living room. second floor with beautiful hardwood floor and the whole apartment is being fresh painted . And full finished attic with one bedroom, living room, bathroom

    Jose Aparicio New Hope Realty Group, Inc.

    5032 S Kolin Ave, Chicago, IL 60632
  • /40

    $410,000

    • 5 Beds
    • 3 Baths
    • 3,322 Sq Ft

    28 N Lockwood Ave, Chicago, IL 60644

    Spacious and beautifully updated, this massive 5-bedroom home offers over 3,000 sq ft of comfortable living space! Featuring hardwood floors and thoughtfully remodeled in recent years, this home blends modern updates with generous room sizes. The large kitchen is perfect for entertaining, complete with granite countertops, stainless steel appliances, and ample cabinet space. With 3 full

    Wendy McCreight @properties Christie's International Real Estate

    28 N Lockwood Ave, Chicago, IL 60644
  • /24

    $485,000

    • 6 Beds
    • 2 Baths

    1033 N Lawndale Ave, Chicago, IL 60651

    Welcome to this newly rehabbed, classic 2-Flat in rapidly appreciating Humboldt Park. Live in one unit and rent the other, or perhaps this could be your new investment property! This updated property offers new electrical, plumbing, windows, back porch and front porch. Beautiful interiors boast refinished hardwood floors, modern bathrooms, new kitchens featuring contemporary grey cabinets, quartz

    Susan Nice Baird & Warner

    1033 N Lawndale Ave, Chicago, IL 60651
  • /40

    $305,000

    • 7 Beds
    • 3 Baths

    1428 E 71st Place, Chicago, IL 60619

    Come see this spacious two-unit building which has over 4,000 square feet of living space. This building offers great potential for both investors and owner-occupants. Each unit features a comfortable living room and a separate dining room, providing a functional layout with plenty of space for everyday living and entertaining. The first unit offers 3 bedrooms, an updated kitchen and bathroom,

    Chanan Dozier Compass

    1428 E 71st Place, Chicago, IL 60619
  • /26

    $479,000

    • 8 Beds
    • 3 Baths

    2919 S Keeley St, Chicago, IL 60608

    Well maintained two unit building in the heart of Bridgeport! Each unit features 3 spacious bedrooms and ample living space. Perfect for owner occupants, live in one unit and rent the other for additional income. Major mechanicals and roof approximately 10 years old. Finished basement offers additional living space with 2 bedrooms and half bath. Great investment opportunity in a prime location

    Miriam Hernandez Realty of America, LLC

    2919 S Keeley St, Chicago, IL 60608
  • /27

    $410,000 Open Sat 12PM - 2PM

    • 8 Beds
    • 3 Baths

    5526 S Aberdeen St, Chicago, IL 60621

    Turnkey Investment Opportunity in Englewood - Solid All-Brick 3-Flat! Welcome to this well-maintained, income-generating all-brick 3-unit building located in the vibrant Englewood neighborhood of Chicago. Pride of ownership shines throughout, as the current owners have meticulously cared for this property over the years-making it a true turnkey opportunity for both savvy investors and

    Cherilyn Williams eXp Realty

    5526 S Aberdeen St, Chicago, IL 60621
  • /21

    $648,900

    • 5 Beds
    • 2 Baths
    • 1,300 Sq Ft

    7516 N California Ave, Chicago, IL 60645

    Rarely available remodeled & updated 5 bedroom 2 bath brick raised ranch in West Rogers Park!!! Newly renovated spacious kitchen with BRAND NEW stainless steel appliances. New flooring in the living/dining room, freshly painted. Full finished basement, fenced backyard, private 2 car park & ample street parking available.

    Owais Bhurya Adams Elite Realty Group Inc

    7516 N California Ave, Chicago, IL 60645
  • /23

    $859,500

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

    9001 S Claremont Ave, Chicago, IL 60643

    North Beverly classic English Tudor This home has the perfect layout that doesn't disappoint. Phenomenal architecture combined with modern finishes makes this an exceptional home perfect for any family! Living & dining rooms with coffered ceilings. Gourmet kitchen boasting the latest quartz design. Loaded with amenities; too much to list. Walk to Metra station to downtown. Close to everything;

    Vivienne Rose Taylor Chicagoland Brokers Inc.

    9001 S Claremont Ave, Chicago, IL 60643
  • /23

    $975,000

    • 12 Beds
    • 6 Baths

    6711 S Paxton Ave, Chicago, IL 60649

    Recently Gut Rehabbed Jumbo three flat, just steps off Jackson Park golf course, harbor, and lakefront. Over 6000 square feet, with three 2,000+ sq ft. gut-renovated apartments, each with 4 Bedrooms and 2 Baths. First floor unit vacant for any owner occupants, middle and top rented. Three exceptional shaker kitchens with waterfall quartz countertops. Six luxury baths with designer finishes.

    Lawrence Dunning Fulton Grace Realty

    6711 S Paxton Ave, Chicago, IL 60649
  • /30

    $1,150,000 Open Sat 11AM - 1PM

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

    5009 W Catalpa Ave, Chicago, IL 60630

    Welcome home to this exceptional 6+1 bedroom, 5-bathroom, extra-wide residence set on a rare 50' x 150' lot in the heart of highly sought-after Forest Glen. Thoughtfully designed with refined finishes and grand proportions, this three-story home offers a seamless blend of sophistication and everyday functionality. Soaring ceilings, rich hardwood flooring, and custom millwork define the expansive

    Maria Montes De Oca Keller Williams Premiere Properties

    5009 W Catalpa Ave, Chicago, IL 60630
  • /35

    $397,400

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

    7918 S Anthony Ave, Chicago, IL 60619

    Welcome home to this fully renovated 5-bedroom, 3-bath beauty offering the perfect blend of modern luxury and everyday comfort. With 3 bedrooms upstairs, 1 on the main level, and 1 in the finished basement, there's flexible space for living, working, and hosting. The stunning modern kitchen features soft-close cabinetry, quartz countertops, porcelain tile flooring, and premium Samsung stainless

    Frank Montro Keller Williams Preferred Rlty

    7918 S Anthony Ave, Chicago, IL 60619
  • /67

    $4,850,000

    • 9 Beds
    • 8 Baths

    Unlisted Address

    Once in a lifetime opportunity to own a true urban oasis w/majestic renovated grey stone on 104'x126' vast city compound w/potential income from charming coach house and a 2BR/2BA garden unit in front half of basement overlooking picturesque garden in the desirable Bucktown neighborhood. This breathtaking dwelling was meticulously restored to celebrate the original fretwork, cove moldings, oval

    Jeffrey Lowe Compass

    Unlisted Address
  • /29

    $338,900

    • 6 Beds
    • 2.5 Baths
    • 2,500 Sq Ft

    318 W 112th St, Chicago, IL 60628

    MUST SEE ! STUNNING, FULLY RENOVATED 2 STORY HOME OFFERING 6 BEDROOMS AND 2.5 BATHROOMS. THE SUN-FILLED OPEN-CONCEPT KITCHEN FEATURES 42''WHITE SHAKER CABINETRY, DESIGNER QUARTZ COUNTERTOPS, AN OVERSIZED- ISLAND, WALK-IN PANTRY, FLOWING SEAMLESSLY INTO THE SOPHISTICATED LIVING AND DINNING AREA. PREMIUM WATERPROOF VINYL FLOORING THROUGHOUT IDEAL FOR LUXURY LIVING. FULL FINISHED BASEMENT. STEPS

    Joseph Komperda HomeSmart Realty Group

    318 W 112th St, Chicago, IL 60628
  • /9

    $99,000

    • 5 Beds
    • 2 Baths

    7216 S Dobson Ave, Chicago, IL 60619

    Attention experienced rehabbers and investors! This property presents an exceptional opportunity, though require some work. Buyers will be responsible for full property clean-out and any necessary repairs. The property is being sold strictly "as is," with no survey provided. All offers must include proof of funding and a pre-approval letter. All earnest money must be submitted in certified funds.

    John Golliday JH Grail Realty Inc.

    7216 S Dobson Ave, Chicago, IL 60619
  • /35

    $1,650,000

    • 9 Beds
    • 4 Baths

    1908 S Loomis St, Chicago, IL 60608

    A rare and exceptional opportunity to own a classic brick Chicago four-flat with an additional detached three-unit coach house. The main building features four units including a 3 bed/1 bath on the first floor, a 2 bed/1 bath on the second floor, plus two street-level units offering a 1 bed/1 bath and a 2 bed/1 bath. The rear coach house adds even more value with two 2 bed/1 bath units on the

    Cesar Juarez Redfin Corporation

    1908 S Loomis St, Chicago, IL 60608
  • /29

    $619,900

    • 5 Beds
    • 3 Baths

    4314 N Menard Ave, Chicago, IL 60634

    This impeccably updated two-flat sits in the vibrant heart of PORTAGE PARK, offering a truly moveinready opportunity. Major improvements have been completed throughout, including a newer roof and garage, along with numerous additional upgrades. Equipped with a dual heating system, featuring both central heat and hot water for year-round comfort. Each unit includes a formal dining room, perfect

    Gustavo Martinez Chicagoland Brokers, Inc.

    4314 N Menard Ave, Chicago, IL 60634
  • /30

    $258,000

    • 5 Beds
    • 1.5 Baths
    • 998 Sq Ft

    6909 S Ada St, Chicago, IL 60636

    Stunning 5 Bedroom Split-Level: Reimagined, Updated & Move-In Ready! Discover the perfect balance of class and efficiency in this rapidly appreciating neighborhood. Spanning over 2,100 sq. ft., this thoughtfully executed three-level home is centered around a dream kitchen. Featuring premium cabinetry, stone countertops, and a social breakfast island that blends seamlessly into the open-concept

    M Maeda Kale Realty

    6909 S Ada St, Chicago, IL 60636
  • /28

    $810,000

    • 8 Beds
    • 4 Baths

    2142 W 18th St, Chicago, IL 60608

    Location, location, location! Ideal for an investor or owner-occupant, live in one unit while the other three generate income. Located in Pilsen, one of the city's fastest-growing rental markets. This all-brick 4-unit building features extensive interior and exterior upgrades. Each unit offers 2 bedrooms and 1 bath and have been updated with paint, flooring, bathrooms, kitchens, quartz

    Dorothy Kolschowsky RE/MAX All Pro - St Charles

    2142 W 18th St, Chicago, IL 60608
  • /29

    $159,900

    • 5 Beds
    • 2 Baths

    4911 W Van Buren St, Chicago, IL 60644

    Attention investors and rehabbers! Solid brick 2-flat located in the Austin neighborhood near the Oak Park border. Property was originally configured with a 2-bedroom unit on the first floor and a 3-bedroom unit on the second floor, plus an unfinished basement with exterior gangway access offering additional potential. Property has fire damage and requires significant rehabilitation. Exercise

    Sebastian Hernandez Baird & Warner

    4911 W Van Buren St, Chicago, IL 60644
  • /7

    $399,000

    • 5 Beds
    • 2 Baths
    • 4,940 Sq Ft

    8616 S Indiana Ave, Chicago, IL 60619

    BEAUTIFULLY REHABBED RAISED RANCH. NEUTRAL COLORS. 3 BEDROOMS ON FIRST FLOOR. HARDWOOD FLOORS THROUGHOUT. EAT IN KITCHEN WITH TONS OF BEAUTIFUL CABINETRY. LOWER LEVEL IS FULLY FINISHED WITH NEW 2 ADDITIONAL ROOMS, NEW BATHROOM, RECREATIONAL AREA AND LAUNDRY ROOM. WASHER AND DRYER STAYS ALSO. HUGE BACKYARD AND 2 CAR GARAGE.

    Regina Mc Cullum Realty Express Inc.

    8616 S Indiana Ave, Chicago, IL 60619
  • /21

    $580,000

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

    3740 N Pacific Ave, Chicago, IL 60634

    Step into this beautifully updated 5-bedroom, 3-bath raised ranch, offering nearly new-construction living throughout. Soaring cathedral ceilings and abundant natural light create an airy, open feel on the main floor, while the fully finished lower level features impressive 10-foot ceilings, a cozy wood-burning fireplace, and two additional bedrooms-perfect for guests, multigenerational living,

    Alison Aviles eXp Realty

    3740 N Pacific Ave, Chicago, IL 60634
  • /13

    $649,900

    • 5 Beds
    • 6 Baths

    5475 N Monitor Ave, Chicago, IL 60630

    NICE JEFFERSON PARK 2 FLAT WITH FINISHED BASEMENT! 2 OVERSIZE UNITS WITH CENTRAL AIR, THREE SEPARATE FURNACES AND HOT WATER TANKS, COPPER PLUMBING. BOTH UNITS HAVE FORMAL DINING ROOM, DEN AND SLIDING DOOR TO THE DECK! NEWER WIDOWS, NEWER 1ST FLOOR AC UNIT,TWO FURNACES AND WATER TANKS ARE NEWER TOO. 2 CAR GARAGE AND ADDITIONAL PARKING SPOT. COIN LAUNDRY. GREAT RES BLOCK!

    Halina Brzezinska Chicagoland Brokers, Inc.

    5475 N Monitor Ave, Chicago, IL 60630
  • /32

    $389,878 Open Sat 1PM - 4PM

    • 6 Beds
    • 3 Baths
    • 2,315 Sq Ft

    5012 S Tripp Ave, Chicago, IL 60632

    Refined Living with Exceptional Related Living Design Fully renovated and thoughtfully designed, this impressive 6-bedroom, 3-bath residence offers three finished levels of sophisticated living. The beautifully appointed kitchen showcases timeless white shaker cabinetry, quartz countertops, and stainless steel appliances, while all bathrooms have been elegantly updated with modern finishes. Both

    Jose Villasenor Realty of America, LLC

    5012 S Tripp Ave, Chicago, IL 60632
  • /20

    $450,000

    • 5 Beds
    • 3 Baths

    2841 W 25th St, Chicago, IL 60623

    Excellent opportunity to own a spacious, income-producing two-unit brick building in the heart of South Lawndale (Little Village), Chicago. This well-maintained property offers over 2,300 square feet of living space across two generously sized units, making it ideal for an owner-occupant or an investor seeking strong rental income potential. Each unit features a functional layout with ample

    Nima POURIAN Realistic Realty LLC

    2841 W 25th St, Chicago, IL 60623
  • /36

    $995,000

    • 6 Beds
    • 4 Baths

    1527 W 18th Place, Chicago, IL 60608

    Located in the heart of Chicago's culturally rich Pilsen neighborhood, this legal 4-unit property including a coach house and rare 2-car garage presents a standout opportunity for both owner-occupants and savvy investors. Properties offering this combination of scale, flexibility, and parking are hard to find in this area. The owner's unit is duplexed up with roughed-in plumbing and ready for

    Dolores Raya Coldwell Banker Realty

    1527 W 18th Place, Chicago, IL 60608
  • /61

    $400,000

    • 10 Beds
    • 4 Baths

    7842 S Union Ave, Chicago, IL 60620

    This meticulously-maintained 4-unit brick building is a gem waiting to be uncovered by savvy investors like you. Each unit boasts a winning combination of space and functionality. The first floors feature generous 2-bedroom layouts, complete with family room, dining room, kitchen, and duplex down to the basement, perfect for maximizing rental income potential. Meanwhile, the second floors offer

    Lourdes Fernando Keller Williams ONEChicago

    7842 S Union Ave, Chicago, IL 60620
  • /14

    $249,999

    • 5 Beds
    • 2 Baths
    • 1,035 Sq Ft

    3750 W 65th St, Chicago, IL 60629

    WOW!!! ARV is About $400,000+ Build Sweet Equity With a Little TLC! Welcome Home! This Charming Family Home Features a NEWER ROOF & WINDOWS! Lovely Hardwood Floors Throughout! Enjoy a Spacious Living and Dining RM, Perfect For Gatherings & Everyday Living. The Kitchen Offers Modern Recessed Lighting & Plenty Of Potential To Customize. The Main Floor Includes Two Bedrooms, While The Upstairs Has

    Jose Villasenor Realty of America, LLC

    3750 W 65th St, Chicago, IL 60629
  • /34

    $399,900

    • 6 Beds
    • 3 Baths
    • 2,613 Sq Ft

    7818 S Merrill Ave, Chicago, IL 60649

    South Shore 2-Story bungalow features 6 bed / 3 full bath. Beautifully tiled baths, brand new kitchen, new stainless steel appliances, additional built in bar cabinet storage, and room for eat-in kitchen. Newly sanded/stained hardwood floors. LED lighting. The home has been newly painted. Main level features large living/sun room combined, a separate dining room, eat-in kitchen, enclosed porch

    Steven Katz @properties Christie's International Real Estate

    7818 S Merrill Ave, Chicago, IL 60649
  • /40

    $3,950,000

    • 5 Beds
    • 6 Baths
    • 9,200 Sq Ft

    1352 N La Salle Dr, Chicago, IL 60610

    Best value! Stately, sophisticated, and truly one of a kind - this oversized 33 x 149 ft estate sits in the heart of prime Old Town, offering the scale and presence rarely found this close to both Old Town and the Gold Coast. Originally restored and thoughtfully reimagined in 2016, the home seamlessly blends historic architecture with modern livability. Most recently refreshed by Brianne Bishop

    Julie Harron Jameson Sotheby's Intl Realty

    1352 N La Salle Dr, Chicago, IL 60610
  • /9

    $210,000

    • 6 Beds
    • 2 Baths

    8523 S Muskegon Ave, Chicago, IL 60617

    Looking for a solid turn-key investment? Here it is, this property will cash flow from day 1. Both units are currently rented and in good condition. HVAC systems installed 3 years ago. *** Please note CHA has approved an increase in the rent for unit 2 starting July 1 *** This is a solid investment! Call for details on new rent amount.

    Oscar Campos RE/MAX Mi Casa

    8523 S Muskegon Ave, Chicago, IL 60617
  • /22

    $669,900

    • 5 Beds
    • 3 Baths

    6430 N Hoyne Ave, Chicago, IL 60645

    GREAT INVESTMENT OPPORTUNITY! SOLID BRICK 3-UNIT BUILDING IN A GREAT NEIGHBORHOOD. 1ST FL & 2ND FL EACH HAS 2 SPACIOUS BEDROOMS, 1 BATH, LARGE, SUNNY LIVING ROOM & DINING ROOM, NICE KITCHEN. GARDEN UNIT HAS 1 BEDROOM, 1 BATH, KITCHEN, NICE LIVING ROOM. SEPARATE UTILITIES. COIN LAUNDRY, STORAGE IN LOWER LEVEL. 2 CAR GARAGE. LONG TIME TENANTS. GOOD FOR LIVE IN AND INVESTMENT. PRE-APPROVED BUYER,

    Ngocmai Huynh VNT Realty

    6430 N Hoyne Ave, Chicago, IL 60645
  • /32

    $475,000

    • 6 Beds
    • 3 Baths
    • 1,687 Sq Ft

    5349 W Fletcher St, Chicago, IL 60641

    Charming, well kept, and delicately lived in! This traditional style bungalow home makes space for everyone and hugs you as you walk in. At the foyer, appreciate the original stained glass window and ornate crown molding, hardwood floors and blinds throughout the first floor. A separate formal dining room for all the togetherness your heart desires. 2 bedrooms and a full bath on each of the 3

    Sarai Acevedo-Schwocher eXp Realty

    5349 W Fletcher St, Chicago, IL 60641
  • /26

    $349,000

    • 6 Beds
    • 2 Baths
    • 2,300 Sq Ft

    7531 S Union Ave, Chicago, IL 60620

    Rare Double Lot Opportunity - Fully Rehabbed 6-Bedroom Brick Home with Expansion Potential Opportunities like this don't come around often. Situated on approximately 2.5 lots with an additional buildable side lot included, this fully rehabbed brick bungalow offers space, flexibility, and long-term upside that is hard to find at this price point. Inside, the home features a functional 6-bedroom,

    Jacinta Dixon eXp Realty

    7531 S Union Ave, Chicago, IL 60620
  • /21

    $799,000

    • 5 Beds
    • 3 Baths

    2328 N Lawndale Ave, Chicago, IL 60647

    Logan Square Multi-Unit Brick Building with 1,700 Sq Ft units on the 1st & 2nd floor levels. Large Spacious units with no small rooms at all, Living Room, Kitchen, Dining Room, 2 Bedrooms, Rear heated Sunroom which can possibly be turned into a 3rd Bedroom to maximize use and rental income. Basement Unit fully renovated: Living Room, Kitchen, One Bedroom, plus an additional room at the rear of

    Eduardo Padro Pearson Realty Group

    2328 N Lawndale Ave, Chicago, IL 60647
  • /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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