Chicago, IL Homes under $500,000

• 

  

  

  /20

  $465,000

  • 2 Beds
  • 2 Baths

  1955 W Melrose St Unit 2, Chicago, IL 60657

  Welcome to 1955 W Melrose Unit 2 - a beautifully updated and sun-filled 2BR/2BTH home located on a picturesque tree-lined street in the heart of Roscoe Village. Set in a meticulously maintained building with a new roof (2021) and tuckpointing/sealing completed in 2022 with a 10-year warranty. This move-in ready unit offers stylish and comfortable living. The spacious layout features a sleek,

  Vicky Silvano Real Broker LLC

  1955 W Melrose St Unit 2, Chicago, IL 60657
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  /5

  $485,000

  • Land
  • 0.00 Acre

  2243 W Grand Ave, Chicago, IL 60612

  Vacant lot available in Prime West Town! Building has been torn down and is ready to build. Lot is 24X105. Zoning is B2-3 allowing several building options. Amazing location close to public transportation, restaurants, shops and Smith Park!

  Anne Kavanaugh Compass

  2243 W Grand Ave, Chicago, IL 60612
• 

  

  

  /23

  $489,000

  • 3 Beds
  • 3 Baths
  • 2,899 Sq Ft

  10511 S Hamlin Ave, Chicago, IL 60655

  Welcome to this well maintained and move-in ready home in the heart of Mount Greenwood! This 3-bedroom, 3-bathroom home boasts over 2899 square feet of modern living and has been recently updated with brand new appliances, new carpet and fresh paint throughout. Designed for comfort and functionality, the main living areas offer a bright and inviting atmosphere perfect for everyday living or

  Slavica Castaldo Compass

  10511 S Hamlin Ave, Chicago, IL 60655
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  /42

  $445,000

  • 4 Beds
  • 3 Baths
  • 2,172 Sq Ft

  6616 S Knox Ave, Chicago, IL 60629

  Expansive quad-level offers significant living space & possible In-Law or extended family options. Newer build (2011). 4 or 5 Bedrooms (one in basement). Oak Hardwood flooring throughout most of the home. Main floor offers vaulted ceilings & an open layout. Kitchen with great cabinet space: Maple cabinetry, Granite countertops, stainless steel appliances. Living Room/Dining Room combo - open

  Jay Rodgers eXp Realty - St. Charles

  6616 S Knox Ave, Chicago, IL 60629
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  /18

  $459,000

  • 3 Beds
  • 2.5 Baths
  • 1,851 Sq Ft

  1166 W Cullerton St, Chicago, IL 60608

  Located in the heart of Pilsen-one of Chicago's most vibrant and artistic neighborhoods-this charming 3-story brick townhouse offers the perfect mix of comfort and city living. Just steps from the lively and vibrant "18th st" - you'll have easy access to some of the cities best cafes, galleries, restaurants, and nightlife! With 4 bedrooms, 2.5 baths, in-unit laundry, and a finished basement

  Rafael Navarro Cloud Gate Realty LLC

  1166 W Cullerton St, Chicago, IL 60608
• 

  

  /21

  $449,000

  • 5 Beds
  • 2 Baths

  4555 S Halsted St, Chicago, IL 60609

  New investment opportunity at 4555 S. Halsted, conveniently located near Bridgeport and Chicago"s vibrant neighborhoods with great shopping, dining and employment opportunities. Easy access to public transportation and major highways.Many updates including new roof 2024, kitchens and floor Canaryville Classic Great investment or live in owner opportunity. Two units. Both are large units move-in

  Michael Rychtanek Berkshire Hathaway HomeServices Chicago

  4555 S Halsted St, Chicago, IL 60609
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  /42

  $479,950

  • 2 Beds
  • 2 Baths
  • 1,384 Sq Ft

  1600 S Prairie Ave Unit 1301, Chicago, IL 60616

  Discover this stunning 1,384 sq ft southeast-facing corner condo at 1600 S. Prairie Ave, nestled in Chicago's historic Prairie Ave District. This pet-friendly building is ideally located within walking distance of three dog parks, offering the perfect blend of luxury and convenience for you and your furry friends. Enjoy breathtaking, unobstructed views of Lake Michigan, Soldier Field, and

  Felix Bahena First Rate Properties

  1600 S Prairie Ave Unit 1301, Chicago, IL 60616
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  /24

  $485,000

  • 1 Bed
  • 1 Bath
  • 661 Sq Ft

  211 N Harbor Dr Unit 1807, Chicago, IL 60601

  Experience luxury resort-style lakefront living at Cirrus in the exclusive Lakeshore East neighborhood with its premier amenities, prime location and private community. Set among Lakeshore East's serene green spaces where the Chicago River meets Lake Michigan, Cirrus offers its residents easy access to the lakefront running and biking path, DuSable Harbor and adjacent neighborhood parks, grocery,

  Brad Brondyke Jameson Sotheby's Intl Realty

  211 N Harbor Dr Unit 1807, Chicago, IL 60601
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  /27

  $452,500

  • 1 Bed
  • 1 Bath
  • 685 Sq Ft

  211 N Harbor Dr Unit 905, Chicago, IL 60601

  Experience luxury resort-style lakefront living at Cirrus in the exclusive Lakeshore East neighborhood with its premier amenities, prime location and private community. Set among Lakeshore East's serene green spaces where the Chicago River meets Lake Michigan, Cirrus offers its residents easy access to the lakefront running and biking path, DuSable Harbor and adjacent neighborhood parks, grocery,

  Brad Brondyke Jameson Sotheby's Intl Realty

  211 N Harbor Dr Unit 905, Chicago, IL 60601
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  /2

  $465,000

  • 8 Beds
  • 6 Baths

  Unlisted Address

  Rarely available 4 flat with 2 units occupied on a month-to-month tenancy. Spacious units, with separate heating, brick garage and shed. Two units are vacant, needs some updates but has a lot of potential.

  Susan Durham Durham Realty

  Unlisted Address
• 

  

  /22

  $429,000

  • 2 Beds
  • 2 Baths

  320 E 21st St Unit 501, Chicago, IL 60616

  Nothing to do but move in-an impeccably updated and rarely available corner unit at Chess Lofts with stunning, unobstructed northern views of the Chicago skyline and Lake Michigan. Enjoy morning coffee on your private balcony as the sun rises over the lake, and wind down with a glass of wine on the rooftop deck as the city lights sparkle. This spacious 2 bed, 2 bath home features soaring 12-foot

  Brian Murphy Baird & Warner

  320 E 21st St Unit 501, Chicago, IL 60616
• 

  

  /27

  $430,000

  • 6 Beds
  • 2 Baths

  6450 S Fairfield Ave, Chicago, IL 60629

  Amazing and just beautiful! Seize the opportunity to own this all-brick, cash-flowing Tenant occupied two-unit building in one of Chicago's hottest markets! Both units offer oversized living rooms, separate dining rooms, and three spacious bedrooms - prime layouts that tenants love. This brick 2-flat features separate forced air heating and new 2.5 Garage. This property is already producing

  Elvia Padilla RE/MAX MI CASA

  6450 S Fairfield Ave, Chicago, IL 60629
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  /25

  $479,800

  • 5 Beds
  • 3 Baths

  4138 W Potomac Ave, Chicago, IL 60651

  Renovated Brick 2-Flat with Garden Unit in Humboldt Park. Features: updated kitchens, baths, hardwood flooring, and mechanicals-including 3 furnaces (2016), updated electrical/plumbing, and newer roof layer with rebuilt parapet walls. Features PWC windows, 4 electric meters, 3 gas meters, and a 2-car garage. The garden-level 1-bed unit adds rental potential. Ideal for investors or owner-occupants

  Stilian Dinev Vanguard Realty, Inc.

  4138 W Potomac Ave, Chicago, IL 60651
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  /21

  $465,000

  • 2 Beds
  • 2 Baths
  • 1,450 Sq Ft

  1212 N Wells St Unit 1405, Chicago, IL 60610

  One of the largest two-bedroom floor plans in the building, this impeccably updated residence offers sophisticated urban living in the heart of Old Town with new paint and new carpet in the bedrooms. The kitchen is beautifully appointed with quartz countertops, a sleek backsplash, an under mounted stainless steel sink, and stainless steel appliances, all framed by elegant 42-inch maple cabinetry.

  Rachel Vecchio Baird & Warner

  1212 N Wells St Unit 1405, Chicago, IL 60610
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  /31

  $415,000

  • 1 Bed
  • 1 Bath
  • 706 Sq Ft

  505 N Lake Shore Dr Unit 2017, Chicago, IL 60611

  Step into luxury with this fully renovated 1-bed, 1-bath unit located at the iconic Lake Point Tower. This unit can be rented. Designed by a Master Carpenter/GC, this unit features high-end finished, open floor plan and exquisite attention to detail. Absolutely the best views in the city, facing Lake Shore Drive and the iconic Playpen just off North Avenue Beach. The chef's kitchen is a

  Heidi Lapczynska Berkshire Hathaway HomeServices Chicago

  505 N Lake Shore Dr Unit 2017, Chicago, IL 60611
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  /32

  $449,900

  • 2 Beds
  • 2 Baths
  • 1,350 Sq Ft

  2800 N Lake Shore Dr Unit 2617, Chicago, IL 60657

  A must see! Spacious Northwest corner 2 bedroom, 2 bathroom unit located in a beautiful park setting on the edge of Lincoln Park along Lake Michigan with breathtaking views of the lake, city and the nearby harbors. The unit features over 1,300 sf of living space, marble tile flooring, lots of closet space and a bathroom off each generous sized bedroom. Galley style kitchen has eating area with

  Arlene Zingsheim Keller Williams Realty Ptnr,LL

  2800 N Lake Shore Dr Unit 2617, Chicago, IL 60657
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  /16

  $475,000

  • 3 Beds
  • 2 Baths
  • 1,358 Sq Ft

  4321 N Kenmore Ave Unit 2N, Chicago, IL 60613

  Charming and sunny 3 bed | 2 bath condo in a stunning greystone building and ideally located on the lovely tree-lined streets of Buena Park! This move-in ready home has been freshly painted and boasts hardwood flooring throughout, in unit washer/dryer, and exterior parking included, (two tandem spaces but smaller cars can fit three!!). The bright living/dining room is perfect for entertaining

  Collin Wasiak Compass

  4321 N Kenmore Ave Unit 2N, Chicago, IL 60613
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  /16

  $400,000

  • 2 Beds
  • 2 Baths
  • 958 Sq Ft

  565 W Quincy St Unit 609, Chicago, IL 60661

  Chic and cozy 2 bed | 2 bath concrete loft, ideally located in the heart of West Loop Gate! Enter directly into an open living/kitchen area boasting a unique designer chandelier, granite counter-tops, an island/breakfast bar, all SS appliances, a private balcony, and floor-to-ceiling windows that flood the home with natural sunlight. Follow the hall to the lofted primary bedroom offering plenty

  Collin Wasiak Compass

  565 W Quincy St Unit 609, Chicago, IL 60661
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  /20

  $449,000

  • 2 Beds
  • 2 Baths
  • 1,350 Sq Ft

  33 W Ontario St Unit 37D, Chicago, IL 60654

  Bright and Spacious 2-Bed, 2-Bath Condo with Unobstructed Southern City Views | River North. This thoughtfully designed two-bedroom, two-bathroom condo offers sweeping, unobstructed southern views and an open, light-filled layout that makes the most of its exposures. Dark-stained hardwood floors run throughout the main living space, which comfortably accommodates both living and dining areas and

  Axel Cohen Compass

  33 W Ontario St Unit 37D, Chicago, IL 60654
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  /37

  $499,900

  • 3 Beds
  • 2 Baths
  • 1,870 Sq Ft

  7525 N Overhill Ave Unit 206, Chicago, IL 60631

  Welcome to this beautiful 4 bedroom, 2 bathroom home in a prime Edison Park location. Step into the inviting living room that flows seamlessly to three main floor bedrooms and a full bathroom. The kitchen leads to a dining area, which opens into an expansive bonus addition, the highlight of the home. This spacious great room, centered around a warm fireplace, is perfect for entertaining.

  Shannon Labuz Baird & Warner

  7525 N Overhill Ave Unit 206, Chicago, IL 60631
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  /51

  $440,000

  • 2 Beds
  • 2.5 Baths
  • 1,727 Sq Ft

  9358 S Claremont Ave, Chicago, IL 60643

  Expansive Red Brick Ranch on Quiet Corner Lot - 2 Beds, 2.5 Baths, 2 Fireplaces & Full Basement Retreat! Welcome to this beautifully maintained 1,727 sq ft corner ranch located on a peaceful dead-end street, offering space, character, and incredible potential. This 2-bedroom, 2.5-bath home blends vintage charm with modern comfort and features a low-maintenance backyard, attached 2-car garage,

  William Biros Berkshire Hathaway HomeServices Chicago

  9358 S Claremont Ave, Chicago, IL 60643
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  /43

  $479,900

  • 3 Beds
  • 2 Baths
  • 1,850 Sq Ft

  5555 N Cumberland Ave Unit 410, Chicago, IL 60656

  COMMUTER'S DELIGHT! CHOICE BUILDING! Rarely available, spacious 3-bedroom, 2-bath end/corner unit at the highly desirable Cumberland Crossing Condominiums! This 1,850 sq. ft. home is flooded with natural light from both south and east exposures, featuring a 6' x 16' balcony just off the living room-perfect for relaxing or entertaining. Prime Location: Closest building to the Blue Line

  David Sengun Rose Realty LLC

  5555 N Cumberland Ave Unit 410, Chicago, IL 60656
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  /4

  $499,900

  • 5 Beds
  • 2 Baths

  5521 W Potomac Ave, Chicago, IL 60651

  Beautifully built 2-unit property in Chicago's Austin neighborhood! Each unit offers 2 beds, 1 bath, open layout, hardwood floors, modern finishes, and natural light. Kitchens feature granite countertops and stainless steel appliances. The 2nd floor includes an enclosed balcony. Full basement with storage and washer/dryer hookup. Enjoy a large backyard and 2 off-street parking spaces. Located

  Francisco Diaz Diaz Homes Realty

  5521 W Potomac Ave, Chicago, IL 60651
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  /21

  $455,000

  • 2 Beds
  • 2 Baths
  • 1,330 Sq Ft

  520 S State St Unit 1103, Chicago, IL 60605

  Warm and inviting loft! Two bedroom, two bath, perched on the eleventh floor of Library Tower. Fabulous location and floor plan. A quiet South Loop oasis in the heart of Chicago. Natural light floods the living area with hardwood floors, soaring ceilings and a granite tiled fireplace. Direct access to a private masonry clad terrace. The open kitchen is defined by an oversized island, stainless

  Gail O'Hara Coldwell Banker

  520 S State St Unit 1103, Chicago, IL 60605
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  /29

  $419,900

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft

  1712 N Springfield Ave, Chicago, IL 60647

  Recently updated and freshly painted 3+1 bedroom and 2 full bathrooms. Raised Ranch single family home in a quiet neighborhood and a park across the street Features include a kitchen with all brand-new SS appliances. Granite countertops, and luxury waterproof vinyl plank flooring, and an eating area in the kitchen. Re-finished hardwood floors in all three bedrooms and living room. All brand-new

  Babu Joseph Century 21 Universal

  1712 N Springfield Ave, Chicago, IL 60647
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  /26

  $489,000

  • 2 Beds
  • 2 Baths
  • 1,252 Sq Ft

  310 S Michigan Ave Unit 1804, Chicago, IL 60604

  Experience refined city living in this luxurious 2-bedroom, 2-bathroom condo at the prestigious Metropolitan Tower, perfectly situated in the heart of Chicago on the iconic Michigan Avenue. Perched on the city's famed Cultural Mile, this exquisite residence offers breathtaking panoramic views of Lake Michigan, Millennium Park, Grant Park, Buckingham Fountain, the Art Institute, and even Navy

  Majbrith Brody Baird & Warner

  310 S Michigan Ave Unit 1804, Chicago, IL 60604
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  /15

  $469,000

  • 1 Bed
  • 1.5 Baths
  • 1,050 Sq Ft

  240 E Illinois St Unit 2202, Chicago, IL 60611

  Enjoy spectacular city and skyline views from this expansive corner residence featuring extra tall 9'4" ceilings and an abundance of natural light streaming through floor-to-ceiling windows. This thoughtfully designed unit includes a convenient half bath for guests and a sleek chef's kitchen equipped with premium Bosch, Thermador, and KitchenAid stainless steel appliances. The primary bedroom is

  Kai Schirmacher Compass

  240 E Illinois St Unit 2202, Chicago, IL 60611
• 

  

  /23

  $475,000

  • 2 Beds
  • 2 Baths
  • 1,900 Sq Ft

  3209 N Drake Ave Unit D, Chicago, IL 60618

  Avondale 2bed/2bath + Den, townhome, features 3-levels of living space, tall ceilings, great natural light, beautiful finishes and a 2-car attached garage. Unit D townhome location away from Belmont with entry via a peaceful courtyard. Main level features open kitchen / dining / living room layout. 42" oversized maples cabinets, quartz counters including an island for meal prep and entertaining,

  Steven Katz @properties Christie's International Real Estate

  3209 N Drake Ave Unit D, Chicago, IL 60618
• 

  

  /23

  $450,000

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

  4143 W Devon Ave, Chicago, IL 60646

  Welcome to 4143 W Devon Avenue, a classic 3-bedroom, 2-bath split-level home in Chicago's highly sought-after Sauganash Park. The main level features a spacious living and dining area, complemented by a vintage kitchen full of charm. Upstairs, you'll find three generously sized bedrooms with ample closet space. The finished lower level includes a large family room with a Mid-century retro-style

  Pamela Raia Baird & Warner

  4143 W Devon Ave, Chicago, IL 60646
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  /24

  $480,000

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft

  1315 N Bosworth Ave Unit 1F, Chicago, IL 60642

  Sensational Duplex Down Condo in the Heart of Noble Square /Wicker Park with an extra wide 1400 sq. ft floorplan. This perfectly located 2 bedroom - 2 bath condo features high ceilings, light filled patio doors and exposed brick accent walls. The open side lot to the south let's light into the home from the well positioned sliding glass doors. Situated in a beautifully well maintained 8-unit

  Thomas Tomek Coldwell Banker Real Estate Group

  1315 N Bosworth Ave Unit 1F, Chicago, IL 60642
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  /24

  $465,000

  • 2 Beds
  • 2 Baths
  • 1,295 Sq Ft

  511 W Division St Unit 607, Chicago, IL 60610

  It doesn't get better than this! Don't miss this rare opportunity to live in one of most updated units available in this association - with incredible city views! This southeast-facing corner unit on the sixth floor offers thoughtful, flexible living with space to both entertain and work from home. Soaring 11-foot concrete ceilings and walls provide a quiet, private retreat, while oversized

  Marlene Rubenstein Baird & Warner

  511 W Division St Unit 607, Chicago, IL 60610
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  /21

  $410,000

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

  8357 S Hermitage Ave, Chicago, IL 60620

  Beautiful and solid 5 bedroom all brick Cape Cod with a brick 3 car garage. This home is larger than it appears. Featuring all new electrical, plumbing, HVAC, windows, doors, floors and a huge rear deck. The gorgeous kitchen features beautiful black tile with gold accents, a black quartz sink, 42 inch soft close cabinets, Samsung appliances, quartz countertops with a waterfall edge island. An

  Cynthia Newsome HomeSmart Realty Group

  8357 S Hermitage Ave, Chicago, IL 60620
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  /42

  $439,900

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

  4141 N Kedzie Ave Unit 207, Chicago, IL 60618

  Live your best city life in this meticulously maintained 2-bed, 2-bath corner-unit condo with a RARE, PRIVATE ~820-sq ft terrace, in-unit washer/dryer, and 1-car garage space! Imagine coming home to a spacious, open-concept layout with 10-ft high ceilings, crown moulding, ample natural lighting, hardwood flooring, and sizable bedrooms/bathrooms. Lounge by the electric fireplace in the living room

  Amy Wu Keller Williams Success Realty

  4141 N Kedzie Ave Unit 207, Chicago, IL 60618
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  /22

  $499,900

  • 3 Beds
  • 2 Baths

  1442 W Carmen Ave Unit 1, Chicago, IL 60640

  Sun drenched end residence at the irresistibly charming Carmen Court. At the end of the block find yourself at Clark Street with shopping, dining and more urban hustle and bustle. All flooding with southern light, this exquisite vintage gem features a hexagon edged front living room overlooking Carmen Avenue and is one of only 6 residences featuring an attached street front covered stone balcony

  Joe Schiller @properties Christie's International Real Estate

  1442 W Carmen Ave Unit 1, Chicago, IL 60640
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  /35

  $489,000

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

  2921 N Mobile Ave, Chicago, IL 60634

  Beautifully maintained and thoughtfully updated English Tudor-style home offering 4 spacious bedrooms, 2.5 bathrooms, and exceptional character throughout. Nestled on a quiet, tree-lined street in desirable Belmont Cragin, this single-family gem combines timeless architectural charm with modern living. Step inside to the main level featuring a large living room with original crown molding,

  Daniel Vianna @properties Christie's International Real Estate

  2921 N Mobile Ave, Chicago, IL 60634
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  /21

  $465,000

  • 2 Beds
  • 2 Baths
  • 1,314 Sq Ft

  240 E Illinois St Unit 606, Chicago, IL 60611

  GET THE BEST OF BOTH WORLDS WITH LOFT LIVING (BOTH BEDROOMS ARE FULLY ENCLOSED!) IN A PREMIER HIGH AMENITY BUILDING STEPS TO THE MAG MILE & EVERYTHING STREETERVILLE HAS TO OFFER INCL THE LAKE & RIVERWALK FROM THIS NEARLY 1400SQ FT AND 2BD+OFFICE/2BA HOME W/PERFECT SPLIT FLOOR PLAN & OPEN LAYOUT/KITCHEN FEATURING ESPRESSO CABINETS, GRANITE COUNTERTOPS & SS KITCHEN AID APPLIANCES. HARDWOOD FLOORS

  Michael Gentile @properties Christie's International Real Estate

  240 E Illinois St Unit 606, Chicago, IL 60611
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  /18

  $410,000

  • 2 Beds
  • 1 Bath
  • 1,156 Sq Ft

  150 W Superior St Unit 1106, Chicago, IL 60654

  Stylish, chic, spacious, and fully updated with high quality, custom finishes- this River North condo is a dream! Located in a desirable mid-rise condo building, this unit has been updated with both design and function in mind. The open kitchen features gorgeous quartz countertops with breakfast bar, plenty of counter space, custom white ceiling height cabinetry with soft close and glass door

  Oltita Motofelea Jameson Sotheby's Intl Realty

  150 W Superior St Unit 1106, Chicago, IL 60654
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  /39

  $419,999

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

  8241 S Aberdeen St, Chicago, IL 60620

  JUST IN TIME FOR THE SUMMER! MAKE THIS YOUR HOME! Check out this gorgeous blonde brick bungalow. Rehabbed in 2025, all new everything! Home features a total of 4 bedrooms and 3 full bathrooms! Masters bedroom with spa-like bathroom on the second floor, 2 good sized bedrooms on the main level, and the fourth one located in the basement perfect for guests, bonus room, or office. Filled with tons

  Karen Flores Luna Realty Group

  8241 S Aberdeen St, Chicago, IL 60620
• 

  

  /20

  $435,000

  • 2 Beds
  • 2 Baths

  2167 N Talman Ave, Chicago, IL 60647

  Calling all visionaries, rehabbers and investors! This is a rare opportunity to reimagine or redevelop a property with serious potential in Logan Square. This single-family home with an in-law unit offers flexibility and function, featuring 4 bedrooms and 2 full baths across two distinct living and dining spaces. The English basement comes with a private entrance and solid ceiling height-perfect

  Daniel Close Redfin Corporation

  2167 N Talman Ave, Chicago, IL 60647
• 

  

  /41

  $439,000

  • 4 Beds
  • 2.5 Baths

  5237 S Long Ave, Chicago, IL 60638

  Recently updated, this spacious home located in very desirable Garfield Ridge neighborhood-an ideal dream home for a big family! This beautifully rehabbed two-story property offers 6 generous bedrooms and 2.5 bathrooms, providing plenty of space and comfort. The first floor features an inviting layout, seamlessly connecting the living and dining areas. The modern kitchen is equipped with

  Oscar Campos RE/MAX MI CASA

  5237 S Long Ave, Chicago, IL 60638

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