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Chicago, IL Homes for Sale under $300,000

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  • /23

    $225,000

    • 4 Beds
    • 3 Baths

    165 E 119th St, Chicago, IL 60628

    BRICK 2 STORY 2 FLAT WITH FULL SEMI FINSHED BASEMENT!! ON AN OVERSIZED CORNER LOT!! 2 CAR DETACHED GARAGE WITH SIDE APRON!! 2 BEDROOMS EACH UNIT!! SEPARATE GAS FORCED AIR HEATING UNITS !! SPEPARATE ELECTRIC, CIRCUIT BREAKERS !! 2 BLOCKS FROM PUBLIC TRANSPORTATION !!!

    Rafael Alvarado Shield Real Estate

    165 E 119th St, Chicago, IL 60628
  • /35

    $289,900

    • 4 Beds
    • 3 Baths
    • 1,970 Sq Ft

    10644 S Eggleston Ave, Chicago, IL 60628

    Step into this beautifully updated 4bedroom, 3bath home where modern comfort meets timeless style. The heart of the home is a chef's dream kitchen, thoughtfully designed with granite countertops, new studio style cabinets, and brand new stainless steel appliances including brand new washer and dryer. Whether you're prepping weeknight meals or hosting family gatherings, this kitchen delivers the

    Harry Zaman At Home Realty Group, Inc.

    10644 S Eggleston Ave, Chicago, IL 60628
  • /29

    $239,000

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

    Unlisted Address

    Designer inspired professionally remodeled 4 bedrooms and 2 full bathrooms. The 1st floor offers a living room, two large bedrooms, and a remodeled bathroom, along with a sleek gourmet kitchen custom-fitted new cabinetry and quartz countertop. The walkout fully finished basement includes a family room and two additional bedrooms and a remodeled full master bathroom, a laundry room, and a

    Behrouz Hoghoughi Century 21 Circle

    Unlisted Address
  • /24

    $229,900

    • 4 Beds
    • 1.5 Baths
    • 1,400 Sq Ft

    304 W 111th St, Chicago, IL 60628

    Beautifully renovated and truly move-in ready, this stylish tri-level home offers 4 bedrooms (3+1) and 1.5 baths, thoughtfully updated with modern finishes throughout. Every major improvement has already been completed allowing for a seamless transition into your new home. The main level features a bright, open-concept living and dining space with a fresh contemporary color palette and inviting

    Donna Ward HomeSmart Realty Group

    304 W 111th St, Chicago, IL 60628
  • /22

    $225,000

    • 2 Beds
    • 2 Baths
    • 1,600 Sq Ft

    5000 S East End Ave Unit 2D, Chicago, IL 60615

    Step into this stunning, newly renovated condo that combines classic architectural details with today's modern conveniences. Featuring two spacious bedrooms and two updated bathrooms, this home offers the perfect blend of character, comfort, and style. The brand-new kitchen boasts contemporary cabinetry, sleek countertops, and stainless steel appliances-ideal for everyday cooking or entertaining.

    Karen McClure KM Realty Group, LLC

    5000 S East End Ave Unit 2D, Chicago, IL 60615
  • /14

    $289,900 Open Sun 1PM - 3PM

    • 4 Beds
    • 2 Baths

    7837 S Winchester Ave, Chicago, IL 60620

    This well-maintained brick 2-flat in Auburn Gresham is exactly what smart buyers are looking for -- a chance to plant roots in an established neighborhood while building real wealth from day one. Live in one unit, rent the other, and let your tenant help cover your mortgage. Built in 1926 and thoughtfully updated of the years, this solid Chicago two-flat offers 2,278 square feet of living space

    Jerome Harper Keller Williams ONEChicago

    7837 S Winchester Ave, Chicago, IL 60620
  • /26

    $275,000

    • 1 Bed
    • 1 Bath
    • 1,100 Sq Ft

    6033 N Sheridan Rd Unit 39L, Chicago, IL 60660

    Welcome to a high-floor retreat where timeless design meets cutting-edge comfort. This 1-bedroom, 1-bathroom condo has been beautifully reimagined to capture the essence of modern lakefront living in Edgewater - combining open, airy spaces with elegant finishes and thoughtful innovation. Completely renovated in 2021, the transformation began from the studs up. The oversized living room is a

    Evelyn Fred Baird & Warner

    6033 N Sheridan Rd Unit 39L, Chicago, IL 60660
  • /12

    $289,000

    • 6 Beds
    • 2 Baths

    6934 S Cornell Ave, Chicago, IL 60649

    Fully occupied solid brick 2-flat on oversized lot (25 X 163) near the new Obama library. Separate heat and electric full basement with high ceilings front and rear entrances.

    Harry Rivera Coldwell Banker Realty

    6934 S Cornell Ave, Chicago, IL 60649
  • /21

    $288,000

    • 1 Bed
    • 1 Bath
    • 831 Sq Ft

    1255 S State St Unit 1913, Chicago, IL 60605

    YOU DON'T WANT TO MISS THIS ONE! BEAUTIFUL PRISTINE PENTHOUSE FLOOR LARGE ONE BEDROOM WITH FOREVER LAKE/CITY EAST VIEWS, SPACIOUS LAYOUT, BALCONY, OPEN CONCEPT KITCHEN WITH TONS OF STORAGE, HIGH CEILINGS, IN UNIT WASHER/DRYER, HARDWOOD FLOORS, SPACIOUS BATH, ABUNDANT ORGANIZED CLOSETS, SEPARATE AREA FOR SMALL OFFICE AND INCLUDES A DEEDED PARKING SPACE AND ADDITIONAL STORAGE LOCKER....BEAUTIFUL

    Sharon Rizzo RE/MAX Premier Luxury Collection

    1255 S State St Unit 1913, Chicago, IL 60605
  • /21

    $298,900

    • 1 Bed
    • 1 Bath

    Unlisted Address

    Welcome home to this bright and spacious 1 bedroom with balcony located in Cummings House, nestled in the heart of Gold Coast/Old Town's historic Sandburg Village. This north east-facing unit has an abundance of natural light and features an open floor plan, a generously sized bedroom, a fantastic kitchen with a breakfast bar, and lots of cabinetry, hardwood floors throughout. Step outside on

    Jillian Hessberger Compass

    Unlisted Address
  • /15

    $265,000

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    1844 S Michigan Ave Unit 102, Chicago, IL 60616

    Own your piece of Chicago's iconic Michigan Avenue! This impeccably maintained 1BR/1BA corner unit offers a rare combination of history, industrial soul and modern luxury on one of Chicago's most iconic streets. The soaring floor-to-ceiling windows, exposed brick and warm hardwood floors create an inviting, sun-drenched atmosphere that feels both grand and intimate. The living area was freshly

    Allison Patz Fulton Grace Realty

    1844 S Michigan Ave Unit 102, Chicago, IL 60616
  • /23

    $235,000

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft

    230 E Ontario St Unit 1305, Chicago, IL 60611

    Move-in ready and perfectly positioned in the heart of Streeterville- Unit 1305 combines comfort, convenience, and stylish updates! This bright one-bedroom condo features brand new flooring, updated lighting and has been freshly painted. The updated kitchen features brand new countertops and all new appliances-making it truly turnkey. The spacious living and dining area is filled with natural

    Melanie Carlson @properties Christie's International Real Estate

    230 E Ontario St Unit 1305, Chicago, IL 60611
  • /24

    $299,900

    • 1 Bed
    • 1 Bath

    1221 N Dearborn St Unit PH8S, Chicago, IL 60610

    At the top of one of the Gold Coast's most established buildings, Penthouse 8 South at 1221 N Dearborn delivers space, light, and timeless city appeal. Natural light moves easily through the condo, complemented by a beautiful view of Lake Michigan. The layout is unique and spacious, featuring a large lofted bedroom, excellent storage, and a sense of separation that enhances both comfort and

    Jackie Manrique Jameson Sotheby's Intl Realty

    1221 N Dearborn St Unit PH8S, Chicago, IL 60610
  • /22

    $239,900

    • 5 Beds
    • 2 Baths
    • 924 Sq Ft

    6508 S Claremont Ave, Chicago, IL 60636

    WELCOME TO THIS BEAUTIFULLY UPDATE HOME THAT HAS LOTS TO OFFER. THIS YOUR NEXT HOME HAS 9 ROOMS WITH A TOTAL OF 5 BEDROOMS AND TWO FULL BATHS. THE MAIN FLOOR HAS A GOOD SIZED LIVING ROOM WITH A COMBINED FORMAL DINING ROOM. IT ALSO FEATURES TWO BEDROOMS WITH A FULL BATH. THE KITCHEN HAS BEEN UPDATED WITH WHITE SHAKER KITCHEN CABINETS. THE SECOND FLOOR HAS 3 BEDROOMS WITH A FULL BATH AND EXTERIOR

    Leopoldo Saucedo Urbanitas Inc.

    6508 S Claremont Ave, Chicago, IL 60636
  • /25

    $260,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 1 Bath
    • 1,589 Sq Ft

    1142 N Mason Ave, Chicago, IL 60651

    STEPS AWAY FROM OAK PARK !! Don't miss this great opportunity to own a home full of character and potential in a prime location. This property features 3 spacious bedrooms with a closets, original hardwood floors, and charming vintage details including classic doorknobs and a beautiful clawfoot tub. The home also offers a 2-car garage and a full basement, perfect for additional living space or

    Maria Panora Realty of America, LLC

    1142 N Mason Ave, Chicago, IL 60651
  • /18

    $240,000

    • 3 Beds
    • 1 Bath
    • 1,066 Sq Ft

    2816 E 127th St, Chicago, IL 60633

    Charming brick ranch in the sought-after Hegewisch neighborhood-perfect for first-time buyers! Step into a beautifully updated kitchen featuring modern cabinets, stainless steel appliances, stylish backsplash, new flooring, and a bright eat-in dining area. Enjoy new flooring throughout the home and recent updates, including light fixtures, a new bathroom vanity, and toilet. The full basement

    Erika Villegas Re/Max In The Village

    2816 E 127th St, Chicago, IL 60633
  • /23

    $255,000

    • 1 Bed
    • 1 Bath
    • 751 Sq Ft

    500 S Clinton St Unit 641, Chicago, IL 60607

    Welcome to your dream home-where contemporary elegance meets everyday comfort. This stunning one-bedroom, one-bath residence has been thoughtfully designed and meticulously renovated to create a space you'll truly love coming home to. Inside, an open-concept layout offers seamless flow between the kitchen and living areas, enhanced by lofted ceilings that fill the home with natural light and an

    Brian Yabes Baird & Warner

    500 S Clinton St Unit 641, Chicago, IL 60607
  • /50

    $299,900

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

    9415 S Emerald Ave, Chicago, IL 60620

    BEAUTIFUL, REMODELED, 4BR, 2BTH CAPE COD WITH 5TH BR IN FINISHED BASEMENT. GORGEOUS KITCHEN WITH GRANITE COUNTERTOPS; STUNNING BACKSPLASH; STAINLESS STEEL REFRIGERATOR, STOVE, AND HOOD; GARBAGE DISPOSAL; AND BRIGHT WHITE CABINETS. REFINISHED HARDWOOD FLOORS IN LIVING ROOM, DINING ROOM, AND FIRST FLOOR BEDROOM. TWO LARGE BEAUTIFUL BATHROOMS WITH BATHTUB GRAB BARS. CLASSIC STAIRCASE. THREE LARGE

    James Williams Mainstreet Real Estate Service

    9415 S Emerald Ave, Chicago, IL 60620
  • /15

    $239,000

    • 1 Bed
    • 1 Bath

    1620 S Michigan Ave Unit 418, Chicago, IL 60616

    This Loft Just Raised the Bar for Chicago Living You've scrolled past a thousand listings. Stop here. Perched on Michigan Avenue in the heart of the South Loop, this west-facing loft isn't just a home - it's a vibe. We're talking 10-foot ceilings, floor-to-ceiling windows, and a balcony where your evening skyline routine will make your followers genuinely jealous. The walk-in closet? Enormous.

    Dalila Arellano A List Homes Realty

    1620 S Michigan Ave Unit 418, Chicago, IL 60616
  • /19

    $220,000

    • Studio
    • 1 Bath
    • 600 Sq Ft

    600 N Dearborn St Unit 1207, Chicago, IL 60654

    Welcome to this spacious, beautifully updated studio in the heart of River North. Thoughtfully designed with a defined bedroom nook, this home features hardwood floors throughout, an open-concept layout, and floor-to-ceiling windows that flood the space with natural light. The modern kitchen boasts stainless steel appliances, granite countertops, and custom cabinetry, while the in-unit

    Christopher Doyle Jameson Sotheby's Intl Realty

    600 N Dearborn St Unit 1207, Chicago, IL 60654
  • /17

    $249,900

    • 4 Beds
    • 1.5 Baths
    • 1,600 Sq Ft

    12741 S Manistee Ave, Chicago, IL 60633

    This 4-bedroom, 1.5-bath home offers approximately 1,600 square feet of bright and versatile living space in the established Hegewisch community on Chicago's Southeast Side. Step inside to a large living area with portrait windows that bring in abundant natural light. The adjacent kitchen is spacious and functional with extensive counter space, deep sinks, granite backsplash, and modern

    Michael Scanlon eXp Realty

    12741 S Manistee Ave, Chicago, IL 60633
  • /14

    $279,000

    • 2 Beds
    • 2 Baths
    • 1,188 Sq Ft

    260 N California Ave Unit 2, Chicago, IL 60612

    Sunny 2bd/2ba in great EGP location! East Garfield is booming right now with new construction and developments at every turn! Open living plan with all newly refinished hardwoods throughout. Large kitchen features SS, granite, island, and tons of cabinet & counter space. Sizable primary suite has huge walk-in closet, sep tub & shower, and big windows. Second bed is generous size with large

    Michael Hulett Jameson Sotheby's Intl Realty

    260 N California Ave Unit 2, Chicago, IL 60612
  • /23

    $300,000

    • 1 Bed
    • 1 Bath
    • 653 Sq Ft

    650 W Wayman St Unit 206, Chicago, IL 60661

    Experience elevated city living at Trio in the highly sought after Fulton Market! This spacious and contemporary 1-bedroom, 1-bath residence showcases soaring 10-foot ceilings, rich hardwood floors, in-unit washer/dryer, and dramatic floor-to-ceiling windows that flood the home with natural light. The open-concept living and dining area is ideal for both everyday living and entertaining,

    Rachel Moltz @properties Christie's International Real Estate

    650 W Wayman St Unit 206, Chicago, IL 60661
  • /22

    $265,000

    • Studio
    • 1 Bath
    • 640 Sq Ft

    474 N Lake Shore Dr Unit 5207, Chicago, IL 60611

    Welcome to your perch in the clouds! This jumbo studio unit in the heart of Streeterville/Gold Coast is calling your name. 640 sqft of comfortable, updated, move-in condition living space with sweeping western city views is perfect for a first purchase, portfolio addition, or as a pied-a-terre investment. Unit was rehabbed in 2018, including new kitchen and appliances (aside from refrigerator,

    Kirk Hudson Baird & Warner

    474 N Lake Shore Dr Unit 5207, Chicago, IL 60611
  • /16

    $259,900

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

    7520 N Winchester Ave Unit GE, Chicago, IL 60626

    Spacious 2-bedroom, 2.5-bathroom condo in Rogers Park, Chicago. 1,300 square feet of hardwood floors, dual en-suite baths, in-unit laundry, a gas fireplace, and vintage courtyard building character. Few condos at this price point give you this much room. The living area spans 25x16 feet with gleaming hardwood floors, a granite-surround gas fireplace, and a raised family room with architectural

    Charles Acoba Exit Realty Redefined

    7520 N Winchester Ave Unit GE, Chicago, IL 60626
  • /19

    $275,000

    • 4 Beds
    • 2 Baths
    • 1,672 Sq Ft

    4630 S Honore St, Chicago, IL 60609

    Beautifully updated 4-bedroom, 2-bath home in the heart of Chicago! This move-in-ready property features bright, sun-filled living spaces with abundant natural light and stylish, modern finishes throughout. The updated kitchen boasts contemporary touches, perfect for both everyday living and entertaining, while both bathrooms have been tastefully renovated. Enjoy a flexible layout with two

    Michael Scanlon eXp Realty

    4630 S Honore St, Chicago, IL 60609
  • /17

    $225,000

    • 3 Beds
    • 1 Bath
    • 986 Sq Ft

    2814 E 127th St, Chicago, IL 60633

    Welcome to this well-maintained and spacious home located on a quiet residential block in Chicago's South Deering neighborhood. This charming property offers the perfect blend of comfort, functionality, and opportunity-ideal for homeowners and investors alike. Inside, you'll find a bright and inviting layout with generous living spaces, large windows that fill the home with natural light, and a

    Michael Scanlon eXp Realty

    2814 E 127th St, Chicago, IL 60633
  • /22

    $280,000

    • 1 Bed
    • 1 Bath
    • 1,117 Sq Ft

    6033 N Sheridan Rd Unit 26L, Chicago, IL 60660

    The seller is a broker. 30 day Board approval required. ***Do not miss this opportunity***Amazing city views all the way to Wrigley, United Center, and beyond! Spectacular views of the water and the city!! Watch the fireworks pop all over the city on July 4th from your long balcony with brand new (2023) high-efficiency sliding glass doors in living and bedrooms. High in the sky 26th Floor you get

    Jennifer Eicher @properties Christie's International Real Estate

    6033 N Sheridan Rd Unit 26L, Chicago, IL 60660
  • /13

    $271,500

    • 1 Bed
    • 1.5 Baths
    • 1,073 Sq Ft

    1727 S Indiana Ave Unit 110, Chicago, IL 60616

    Rare duplex loft in the iconic Prairie District Lofts - the former Kodak Building. This 1BR/1 1/2 BA, two-story home delivers 1,073 sq ft of dramatic living space with 14' ceilings, 9' windows, exposed brick, timber beams, hardwood floors, and a gas fireplace. The open kitchen features a granite island, custom cabinetry, and stainless steel appliances. Two walk-in closets and in-unit laundry add

    Rachel Montel EXIT Strategy Realty

    1727 S Indiana Ave Unit 110, Chicago, IL 60616
  • /17

    $280,000

    • 1 Bed
    • 1 Bath
    • 850 Sq Ft

    33 W Delaware Place Unit 17H, Chicago, IL 60610

    Gold Coast 1Bed with private balcony + skyline views and unbeatable walkability! Bright, well-maintained home with floor-to-ceiling windows, Brazilian hardwood floors, and a spacious kitchen with maple cabinets & stainless steel appliances. Generous bedroom with great closet space. Investor-friendly (no rental cap)! Full-amenity building with 24hr door staff, gym, and sundeck. Unbeatable

    Grigory Pekarsky Vesta Preferred LLC

    33 W Delaware Place Unit 17H, Chicago, IL 60610
  • /16

    $235,000

    • 3 Beds
    • 2.5 Baths
    • 1,302 Sq Ft

    343 W 124th St, Chicago, IL 60628

    Approximately 1,302 square feet of thoughtfully designed living space await you in this charming house. With three well-proportioned bedrooms and 2.1 bathrooms, this home provides ample room for comfortable living. The spacious layout offers an open and airy feel, enhanced by the abundant natural light that filters in through the large bay windows across the front. Hardwood flooring throughout

    Daryl Brewer Coldwell Banker Realty

    343 W 124th St, Chicago, IL 60628
  • /16

    $225,000

    • Studio
    • 1 Bath

    525 N Halsted St Unit 215, Chicago, IL 60642

    Historic and authentic northeast corner brick and timber loft in the iconic City Towne Lofts, offering true character and modern convenience in the heart of River West. This spacious open-concept home features soaring ceilings, bamboo flooring, a cozy wood-burning fireplace, and an open kitchen with an island, granite countertops, stainless steel appliances, maple cabinetry, and undermount sink.

    Grigory Pekarsky Vesta Preferred LLC

    525 N Halsted St Unit 215, Chicago, IL 60642
  • /11

    $209,000 Open Sun 12PM - 2PM

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft

    2055 W Lunt Ave Unit 403, Chicago, IL 60645

    Bright, move-in ready 2BD/1BA condo with balcony, assigned storage locker and parking in the heart of West Rogers Park. Offered at $219,000, this spacious top floor unit in an elevator building features hardwood floors throughout. Freshly painted neutral walls, and a large living/dining area that opens to a private balcony. Two generous bedrooms with great closet space, full bath, and one

    Kenny Olatunji Chicagoland Brokers, Inc.

    2055 W Lunt Ave Unit 403, Chicago, IL 60645
  • /20

    $265,000

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft

    780 S Federal St Unit 407, Chicago, IL 60605

    Rare corner 1 Bed + Den in Printer's Row that lives like a 2-bedroom! This renovated unit features a wide open floor-plan including brand new flooring, updated kitchen with modern appliances, new HVAC system, multiple custom organized closets, bonus room/ den & a South-West exposure that fills the home with natural light throughout the day. The complex features on site management/ maintenance,

    Gene DiVito VELOCITY GROUP REAL ESTATE LLC

    780 S Federal St Unit 407, Chicago, IL 60605
  • /28

    $290,000

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft

    211 E Ohio St Unit 508, Chicago, IL 60611

    Beautifully updated 1 bed / 1 bath corner unit in The Grand Ohio, located in the heart of Streeterville. Largest 1-bedroom floor plan in the building with 9+ ft ceilings exclusive to 5th floor units. Bright and spacious with an extra-large (13' x 7') north-facing picture window. Recent updates include a fully renovated bathroom (2025) with new flooring, vanity, countertop, mirror, refinished tub,

    Andrew Cellucci Fulton Grace Realty

    211 E Ohio St Unit 508, Chicago, IL 60611
  • /19

    $225,000

    • 3 Beds
    • 1 Bath
    • 986 Sq Ft

    12725 S Saginaw Ave, Chicago, IL 60633

    Opportunity meets charm in this inviting South Deering home located on a peaceful block just moments from the lakefront. Whether you're searching for your next home or a smart investment, this property offers a great combination of space, location, and long-term potential. The home features a comfortable and practical layout with spacious living areas that provide flexibility for both everyday

    Michael Scanlon eXp Realty

    12725 S Saginaw Ave, Chicago, IL 60633
  • /34

    $295,000

    • 5 Beds
    • 3 Baths

    7923 S Carpenter St, Chicago, IL 60620

    Located along a quiet, tree-lined street in Auburn Gresham, this timeless brick 2-flat has been lovingly maintained and is ready for its next chapter. Picture mornings on the screened in porch with coffee in hand. Step inside and you'll find two spacious units, each with sunlit living rooms, separate dining spaces, and eat-in kitchens waiting for your personal touch. The enclosed rear porches

    Rebecca Martinez @properties Christie's International Real Estate

    7923 S Carpenter St, Chicago, IL 60620
  • /24

    $219,900

    • 5 Beds
    • 1.5 Baths
    • 1,007 Sq Ft

    Unlisted Address

    Discover your newly renovated home, where charm meets modern elegance. This property, updated in 2026, features five spacious bedrooms, one half-bath, and one full bath. The interior boasts freshly painted walls, along with new flooring and carpeting throughout. The kitchen is a highlight with its brand-new granite countertops, complemented by new doors and windows. Located conveniently across

    Andres Olaez Keller Williams ONEChicago

    Unlisted Address
  • /19

    $215,000

    • 6 Beds
    • 2 Baths

    8226 S Paulina St, Chicago, IL 60620

    Auburn Gresham brick 2-Unit with 3BRs in each unit, separate living room and dining room, newer windows, newer roof, just needs cosmetic work. Home hack and call this home or operate this as a straight rental, Good Bones allows the buyer many options. Don't miss out!

    Oscar Darden DEI Realty LLC

    8226 S Paulina St, Chicago, IL 60620
  • /91

    $239,900

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

    Unlisted Address

    SOLID BRICK BUNGALOW close to Garfield BLVD. Rehabbed 2026. 3 Bedrooms. 1.5 Bathroom. Big back yard with 2 Car Garage.

    Ana Lopez Chicagoland Brokers, Inc.

    Unlisted Address

Showing Results 281 - 320, Page 8 of 18

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