5-Bedroom Homes for Sale in Chicago, IL

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  /16

  $509,000

  • 5 Beds
  • 3 Baths
  • 2,024 Sq Ft

  3124 N 76th Ave, Elmwood Park, IL 60707

  WOW 5 BEDROOMS & 3 FULL BATHROOMS. BEST VALUE IN ELMWOOD PARK. Just remodeled with new hard wood floors, updated beautiful kitchen and all new bathrooms. If you're looking for a massive amount of space in a great neighborhood, close to everything, then this is it! The living room features a large picture window and there are hardwood floors throughout the whole first floor. The large dining

  

  Mary Aloisio

  @properties Christie's International Real Estate

  (708) 581-7640

  3124 N 76th Ave, Elmwood Park, IL 60707
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  /43

  $639,999 Open Sat 11AM - 3PM

  • 6 Beds
  • 3 Baths

  3140 N Ridgeway Ave, Chicago, IL 60618

  Three-Unit Building for Sale - Avondale, Chicago Incredible investment opportunity in the vibrant Avondale neighborhood! This solid three-unit building offers tons of potential and endless ideas to upgrade, modernize, or customize to your style. Whether you're looking to live in one unit and rent out the others or fully renovate for strong rental income, this property is full of possibilities.

  Maria Gutierrez Golden City Realty, Inc.

  3140 N Ridgeway Ave, Chicago, IL 60618
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  /51

  $575,000 Open Sat 11AM - 12:30PM

  • 5 Beds
  • 3 Baths

  4737 W Warwick Ave, Chicago, IL 60641

  Beautifully updated and move in ready brick 2 flat, on a wide lot in highly sought after Portage Park. This turnkey multi-unit property features newly refinished hardwood floors, updated bathrooms, and fresh paint throughout. Each of the spacious and sun filled units offers generous closet space, large living/dining common areas, stainless steel appliances (including dishwashers), and all new

  Michelle Schroeder Berkshire Hathaway HomeServices Chicago

  4737 W Warwick Ave, Chicago, IL 60641
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  /63

  $4,200,000

  • 5 Beds
  • 5.5 Baths
  • 4,949 Sq Ft

  900 W Washington Blvd Unit PHW, Chicago, IL 60607

  Experience the property in 3D-click the 3D button to take a virtual walk-through and explore every detail! This exclusive top-floor duplex PENTHOUSE boasts sweeping north, west, and south views, framed by a sprawling wraparound terrace. Located in Noir-one of the Midwest's most coveted luxury buildings and the first in the region to achieve LEED Gold Certification-this stunning 5-bedroom,

  Matt Laricy Americorp, Ltd

  900 W Washington Blvd Unit PHW, Chicago, IL 60607
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  /51

  $1,200,000

  • 13 Beds
  • 8 Baths

  4734 N Drake Ave, Chicago, IL 60625

  Excellent investment in Albany Park! Well-maintained legal 4-unit building with extra-large units. Unit 1/Garden: 3 beds, 2 baths, and tall ceilings throughout. Units 2-4: approximately 1,600 sq ft units with 3-4 beds and 1.5 baths each. Apartments feature spacious kitchens, extra-large living rooms & sunrooms, formal dining rooms in original layouts, plus enclosed porch/dens on each level.

  Ledio Samarxhiu Real Broker LLC

  4734 N Drake Ave, Chicago, IL 60625
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  /61

  $460,000

  • 6 Beds
  • 4 Baths

  3842 S Archer Ave, Chicago, IL 60632

  Opportunity knocks! This all brick two story currently has two units but could easily be converted into three or potentially four units with basement / garden unit finish. Main level currently features three bedrooms one bath with hardwood floors throughout. Top level features open floorplan with three bedrooms and two full baths, but could easily be converted to a two-bed / one-bath and a

  Jennifer Slown Keller Williams Infinity

  3842 S Archer Ave, Chicago, IL 60632
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  /47

  $799,900 Open Sat 11AM - 1PM

  • 7 Beds
  • 5 Baths

  5111 W Waveland Ave, Chicago, IL 60641

  An incredible opportunity awaits! Tucked between Portage Park and Jefferson Park, this charming multi-unit property offers flexibility, comfort, and thoughtful updates throughout. The spacious garden apartment features radiant heated floors and a recent renovation, while Unit 1 includes a brand-new stainless steel refrigerator. Enjoy a gated front yard, interior stairwells, and a

  Marina Collazo Redfin Corporation

  5111 W Waveland Ave, Chicago, IL 60641
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  /49

  $1,049,999 Open Sat 11AM - 1PM

  • 5 Beds
  • 4 Baths
  • 3,408 Sq Ft

  7100 N Sioux Ave, Chicago, IL 60646

  Gorgeous and extensively updated Barndominium inspired Edgebrook 5-bedroom, 4-bath Colonial! This spacious home has been thoughtfully expanded and meticulously maintained, offering 4 bedrooms and 3 bathrooms on the second floor, including a generous primary suite with his and hers closets and a large private luxury bath with double vanities. The second bedroom features an en-suite bath, while a

  Alexandre Stoykov Compass

  7100 N Sioux Ave, Chicago, IL 60646
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  /27

  $490,000

  • 5 Beds
  • 3 Baths
  • 2,571 Sq Ft

  4517 N Austin Ave, Chicago, IL 60630

  SPACIOUS 5-BEDROOM BRICK BUNGALOW WITH IN-LAW SUITE/GARDEN APARTMENT! This perfectly located JEFFERSON PARK home offers access to the blue line/91 Austin bus line just across the street, ample off-street parking, a spacious 2 car garage, and a fully fenced-lot! Take note of the stunning curb appeal boasting beautiful perennial landscaping, covered front porch, custom concrete sidewalk, & spacious

  Veronica Rodriguez Redfin Corporation

  4517 N Austin Ave, Chicago, IL 60630
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  /37

  $249,000

  • 6 Beds
  • 3 Baths

  396 E Kensington Ave, Chicago, IL 60628

  Don't miss this beautifully updated all-brick 2-unit property offering both space and style! Each unit features a spacious layout, perfect for comfortable living. One unit offers 4 generously sized bedrooms, while the other features 3 bedrooms-ideal for owner-occupants or rental income. Enjoy the cozy charm of a fireplace, relax or entertain on the deck, and take advantage of the full basement

  Jaime Birks eXp Realty

  396 E Kensington Ave, Chicago, IL 60628
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  /25

  $949,000

  • 5 Beds
  • 3 Baths

  2238 W Winona St, Chicago, IL 60625

  Price just adjusted - move-in ready space delivered vacant. Set on an extra-deep 150-foot lot on a quiet, tree-lined street in Lincoln Square, this beautifully renovated and thoughtfully upgraded brick 2-flat plus finished garden unit blends intelligent upgrades including designer finishes. Just two blocks from Winnemac Park, the property offers a rare combination of style, flexibility, and

  Misael Chacon Beycome brokerage realty LLC

  2238 W Winona St, Chicago, IL 60625
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  /15

  $955,000

  • 7 Beds
  • 5 Baths

  1747 N Spaulding Ave, Chicago, IL 60647

  Rare opportunity to own a fully renovated, income-producing 3-unit building in vibrant Humboldt Park, just steps from the popular 606 Trail. This turnkey property was completely redone in 2022 with brand-new plumbing, electrical, mechanicals, windows, kitchens, and baths. Each unit features spacious, light-filled layouts with large bedrooms and stylish, modern finishes throughout. Perfect for

  Umar Mohiudin Redfin Corporation

  1747 N Spaulding Ave, Chicago, IL 60647
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  /40

  $1,399,999

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

  2113 N Clark St, Chicago, IL 60614

  A rare opportunity to own a truly exceptional home in the highly coveted Lincoln Park neighborhood! Perfectly situated in the heart of this vibrant and sought-after community, this rarely available property is a hidden gem waiting to be discovered.Step inside to experience a meticulously crafted masterpiece, where every detail has been thoughtfully redesigned with the highest quality and care.

  Matt Laricy Americorp, Ltd

  2113 N Clark St, Chicago, IL 60614
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  /17

  $249,000

  • 5 Beds
  • 2 Baths

  11633 S Parnell Ave, Chicago, IL 60628

  Opportunity knocks in West Pullman! This solid 2 flat multifamily at 11633 S Parnell is the perfect addition to your investment portfolio. Whether you're looking to flip, hold for rental income, or house hack, this property delivers the location, structure, and upside to make your numbers work. The home features original hardwood floors, spacious living and dining areas, and a functional layout

  Nicole Blow Redfin Corporation

  11633 S Parnell Ave, Chicago, IL 60628
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  /18

  $1,399,500

  • 9 Beds
  • 6 Baths

  1532 N Greenview Ave, Chicago, IL 60642

  RARE OPPORTUNITY TO ACQUIRE THIS UNIQUE LEGAL 4-UNIT PROPERTY ON ONE OF WICKER PARK'S BEST TREE LINED ONE-WAY STREETS PERFECTLY SUITED FOR LIVE/RENT OR PURE INVESTMENT FEATURING AN ALL BRICK 3-UNIT FRONT BUILDING WITH GENEROUS FLOOR PLANS & THOUGHTFUL UPGRADES & A RECENTLY RENOVATED 3BD+FAMILY ROOM/3BA COACH HOUSE WITH A GREAT PATIO/YARD IN BETWEEN! FRONT 3-FLAT FEATURES (3) UPGRADED 2BED/1 BATH

  Mario Greco Compass

  1532 N Greenview Ave, Chicago, IL 60642
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  /53

  $649,900

  • 5 Beds
  • 3 Baths

  6444 N Oketo Ave, Chicago, IL 60631

  Come view this unique Edison Park multi unit property located just behind Olympia Park! An extremely rare find in the area, this building boasts an all brick exterior, with areas of aluminum siding, multiple entryways, back deck off the third floor unit and a two & a half car garage. With a massive amount of total square footage, space will be no issue here. The duplex down has three bedrooms,

  Meghan O'Keefe Baird & Warner

  6444 N Oketo Ave, Chicago, IL 60631
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  /44

  $789,000

  • 8 Beds
  • 5 Baths

  5706 N Saint Louis Ave, Chicago, IL 60659

  WOW! Rare 3-Flat in North Park! Incredible opportunity to own a solid, income-producing property in one of Chicago's most sought-after neighborhoods! This meticulously maintained building features two expansive 3-bedroom units plus a fully finished 2-bedroom garden apartment-perfect for multigenerational living or maximizing rental income. Each unit includes a refrigerator, oven, and

  Gregorio Cirone xr realty

  5706 N Saint Louis Ave, Chicago, IL 60659
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  /26

  $540,000

  • 5 Beds
  • 3 Baths

  2649 W 21st Place, Chicago, IL 60608

  Unicorn alert! Take advantage of a rare opportunity to assume a 3.125% FHA mortgage on this well-maintained and updated brick 2-flat in the heart of vibrant Pilsen. The first-floor unit offers 2 bedrooms and 1 full bath, while the spacious second unit is a duplex-up featuring 3 bedrooms and 2 full bathrooms across two levels-ideal for maximizing space and flexibility. Both units are move-in ready

  Michael Scanlon eXp Realty

  2649 W 21st Place, Chicago, IL 60608
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  /65

  $2,849,000

  • 5 Beds
  • 3.5 Baths
  • 4,982 Sq Ft

  579 W Hawthorne Place, Chicago, IL 60657

  Discover 579 W Hawthorne Place, a rare and refined single-family residence set within in the prestigious, landmarked Hawthorne Place District. Built in 1928, this stately all-brick and limestone home blends timeless architectural elegance with modern luxury across an expansive 5,000 square feet of living space on a 50x130 double lot-a true urban estate in East Lakeview. From the moment you enter,

  Kathryn Schrage Redfin Corporation

  579 W Hawthorne Place, Chicago, IL 60657
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  /60

  $1,150,000

  • 9 Beds
  • 7 Baths

  8729 W Summerdale Ave, Chicago, IL 60656

  WOW! Rare, Custom-Built Jumbo 3-Flat Near O'Hare! Over 8,500 Sq Ft of Living Space! Incredible opportunity to own a one-of-a-kind, oversized building featuring three huge 3-bedroom units plus a finished in-law garden unit. Meticulously maintained by long-time owners. Each unit is updated and includes a refrigerator, oven, dishwasher, and microwave. Perfect for an owner-occupant or investor.

  Gregorio Cirone xr realty

  8729 W Summerdale Ave, Chicago, IL 60656
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  /51

  $4,100,000

  • 5 Beds
  • 4.5 Baths

  1841 N Orleans St, Chicago, IL 60614

  Exceptional Hartshorne Plunkard-designed contemporary renovation of a historic Old Town single-family home, thoughtfully crafted with sustainability in mind. Situated on an oversized lot in the prestigious Old Town Triangle, this remarkable residence is the only one of its kind to feature a beautifully landscaped side yard and a three-car garage with a green roof. Designed to maximize natural

  Philip Skowron Compass

  1841 N Orleans St, Chicago, IL 60614
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  /31

  $450,000

  • 9 Beds
  • 4 Baths

  13502 S Brandon Ave, Chicago, IL 60633

  Outstanding 4-Unit Investment Property in Prime Chicago Location! Don't miss this incredible opportunity to own a beautifully maintained and upgraded 4-unit apartment building in one of Chicago's sought-after neighborhoods. Perfect for both owner-occupants and savvy investors, this solid property offers modern updates while preserving its classic Chicago charm. Each spacious unit features

  Louis Silva @properties Christie's International Real Estate

  13502 S Brandon Ave, Chicago, IL 60633
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  /41

  $650,000

  • 5 Beds
  • 3.5 Baths
  • 3,489 Sq Ft

  9209 S Hoyne Ave, Chicago, IL 60643

  Nestled in the heart of North Beverly, this beautifully updated English Tudor offers timeless charm and modern conveniences. Constructed from all brick, this home features five spacious bedrooms, three and a half bathrooms, and a detached two-car garage with a long driveway, all set on an oversized 55 x 179 lot. Recently updated, the property is perfect for those seeking a blend of historic

  Jim LaHa Jameson Sotheby's International Realty

  9209 S Hoyne Ave, Chicago, IL 60643
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  /19

  $195,000

  • 5 Beds
  • 1.5 Baths
  • 1,835 Sq Ft

  8136 S Manistee Ave, Chicago, IL 60617

  Charming 5-Bed/1.5-Bth brick bungalow in Chicago! As you enter, you're greeted by a bright and spacious living room within plenty of natural light that flows seamlessly into the large separate dining room. The kitchen has lots of cabinet space. There are three comfortable bedrooms and a full bath on the main level as well. Upstairs, find your massive Primary bedroom, another bedroom, plus a full

  Cesar Juarez Redfin Corporation

  8136 S Manistee Ave, Chicago, IL 60617
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  /40

  $510,000

  • 6 Beds
  • 3 Baths

  4907 W Walton St, Chicago, IL 60651

  Nestled in the Austin neighborhood of Chicago, this two unit building has been entirely gutted and will be given brand new life. All new electrical, plumbing, insulation, flooring, fixtures, appliances and much more. First floor will duplex down with basement, offering a total of four bedrooms, two full bathrooms. Second floor will have 2 bedrooms and one bathroom. Kitchens will have white upper

  James Salazar @properties Christie's International Real Estate

  4907 W Walton St, Chicago, IL 60651
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  /55

  $849,900

  • 6 Beds
  • 3.5 Baths
  • 3,389 Sq Ft

  5706 N New Hampshire Ave, Chicago, IL 60631

  Stay in the city, live like you're in the suburbs with this spacious 6-bed, 3-1/2 bath bungalow located in historic Old Norwood Park! This beautifully maintained home offers the rare blend of city convenience with a true neighborhood feel. Nestled on a quiet, tree-lined street just steps from top-rates schools, the Metra, parks, and local shops, this home is ideal for families,

  David Eastham Century 21 Circle

  5706 N New Hampshire Ave, Chicago, IL 60631
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  /33

  $348,000

  • 7 Beds
  • 2 Baths

  7734 S Saginaw Ave, Chicago, IL 60649

  Attention INVESTORS! Get ready to add your finishing touches to this beautifully semi-rehabbed jumbo 2-flat nestled on a quiet block in the vibrant South Shore neighborhood. Presenting an exciting investment opportunity. Both units are updated with new flooring, paint, light fixtures, bathrooms and cabinets in the kitchen. First floor features 3 beds and the potential to duplex down to the framed

  Brittany Strale Redfin Corporation

  7734 S Saginaw Ave, Chicago, IL 60649
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  /35

  $550,000

  • 9 Beds
  • 3 Baths

  1002 N Drake Ave, Chicago, IL 60651

  Exceptional Investment Opportunity in Hot Humboldt Park! This solid, fully rehabbed legal 3-flat offers strong income potential and modern upgrades throughout. Each spacious unit features 3 full bedrooms and recently updated kitchens with stainless steel appliances including refrigerator, stove, microwave, and dishwasher. Units 1 and 2 are equipped with central air. Independent furnaces and water

  German Llanos 24 Hour Real Estate LLC

  1002 N Drake Ave, Chicago, IL 60651
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  /26

  $380,000

  • 7 Beds
  • 3 Baths

  1752 E 72nd Place, Chicago, IL 60649

  Fantastic investment or house-hack opportunity in the heart of South Shore! This legally zoned 2-unit building offers spacious layouts and added flexibility with a fully finished basement that functions as an in-law suite, complete with 1 bedroom, 1 bathroom, a living area, and a full kitchen (The appliances in the basement belong to the current tenants and are not included in the sale of the

  Kellye Jackson Redfin Corporation

  1752 E 72nd Place, Chicago, IL 60649
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  /48

  $3,249,995

  • 5 Beds
  • 7 Baths
  • 7,480 Sq Ft

  861 N Lasalle St, Chicago, IL 60610

  EXQUISITE Gold Coast Single Family Home PLUS coach house, blends ultra modern design with original classic features, and was completely renovated in 2008 by Marc & Patricia Trudeau, Pavlecic Trudeau Architects. Featured in CS Magazine, this 7500 sq ft, 5 Bedroom home boasts two grand staircases, stained glass windows, multiple fireplaces which coexist perfectly in a modern, open floor plan

  Matt Laricy Americorp, Ltd

  861 N Lasalle St, Chicago, IL 60610
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  /54

  $835,000

  • 5 Beds
  • 3.5 Baths
  • 3,900 Sq Ft

  9324 S Damen Ave, Chicago, IL 60643

  Charming 3-Story Victorian in North Beverly with Timeless Elegance and Modern Comforts - Welcome to this stunning 3-story Victorian gem nestled in the heart of North Beverly-where classic charm meets contemporary convenience. This beautifully preserved 5-bedroom, 3.1-bath home boasts exquisite architectural details, including some original woodwork, copper gutters/downspouts & flashing, hardwood

  Brian Conover Elevate Real Estate Group

  9324 S Damen Ave, Chicago, IL 60643
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  /29

  $450,000

  • 5 Beds
  • 4 Baths
  • 3,112 Sq Ft

  601 E 32nd St Unit 210-211, Chicago, IL 60616

  This is a unique opportunity to reside in the private residences of Lake Meadows Condo Units. This building is uniquely located moments away from downtown and seconds away from DuSable Lake Shore Drive, with plenty of shopping moments away! The Unit offers 1 enormous primary suite with 4 generously spacious bedrooms and 4 Baths with ample closet space throughout. The location has a 24-hour

  Vadie Reese Serene Realty, Inc.

  601 E 32nd St Unit 210-211, Chicago, IL 60616
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  /40

  $2,500,000

  • 5 Beds
  • 5.5 Baths
  • 4,680 Sq Ft

  1624 W Pierce Ave, Chicago, IL 60622

  Experience the epitome of luxury in this remarkable 4,680 square foot single-family home - a newer build that sets a new standard for lavish and vibrant living! Step inside to discover the attention to detail, stunning finish level, and a beautifully designed sanctuary; adorned with breathtaking light fixtures and cozy built-ins that exude warmth and sophistication. Embrace the outdoors in

  Mark Dollard Jameson Sotheby's Intl Realty

  1624 W Pierce Ave, Chicago, IL 60622
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  /15

  $430,000

  • 8 Beds
  • 4 Baths

  5729 S Michigan Ave, Chicago, IL 60637

  Maintained large exterior brick 3 flat in Washington Park Area, on a uniform block with original interior with lots of potential waiting for the right investor looking for value and appreciation. Each unit has large living rooms, dining rooms, large bedrooms with original hardwood floors throughout. 2nd and 3rd floors have seen minor renovations while leaving much of the original architectural

  Carleen Lewis eXp Realty

  5729 S Michigan Ave, Chicago, IL 60637
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  /30

  $194,900

  • 5 Beds
  • 2 Baths

  3011 E 80th St, Chicago, IL 60617

  Classic multi-family home offering a total of five bedrooms and two bathrooms across 2,000 square feet of living space. This property exudes timeless charm while featuring hardwood floors and a spacious living room. Recent updates include a new hot water heater, faucet replacements, and bathroom re-caulking, ensuring the home is move-in ready. With built-in laundry facilities and a history of

  Jaime Birks eXp Realty

  3011 E 80th St, Chicago, IL 60617
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  /35

  $297,000

  • 7 Beds
  • 2 Baths

  8348 S Saginaw Ave, Chicago, IL 60617

  Great investment opportunity with this multi-unit property! This property has 2 legal units and an additional 2 non-conforming units that provide endless opportunities. All 4 units have been updated in the last 5 years and feature vinyl plank flooring throughout. Unit 1 & 2 both have 2 bedrooms, a full bath, spacious living rooms and great sized kitchens. Parking pad in the rear of the home.

  Cesar Juarez Redfin Corporation

  8348 S Saginaw Ave, Chicago, IL 60617
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  /54

  $2,575,000

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

  515 W Grant Place, Chicago, IL 60614

  Stately rehabbed super sunny walk-up featuring stately details and finishes on one of the most desirable streets in Lincoln Park. Steps to Lincoln School, Francis Parker, Lincoln High School, Oz Park, the zoo, lakefront and all that Lincoln Park has to offer- It is truly a unique opportunity. 6 bedrooms/5.5 baths, 2 dens, family room with a private finished lower level offers loads of

  Debbie Maue Jameson Sotheby's Intl Realty

  515 W Grant Place, Chicago, IL 60614
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  /45

  $900,000

  • 7 Beds
  • 5 Baths

  2439 N Harding Ave, Chicago, IL 60647

  RARE 2.75 ASSUMABLE MORTGAGE - House Hack or Invest in Prime Logan Square! Seize a once-in-a-generation opportunity to assume a 2.75 mortgage-far below today's rates! Whether you're looking to live nearly rent-free or build your investment portfolio, this updated legal 4-unit brick building on an oversized lot in Logan Square is a true find. Perfect for: Owner-occupants who want minimal housing

  Jason Wagner Greystone Realty

  2439 N Harding Ave, Chicago, IL 60647
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  /30

  $795,000

  • 5 Beds
  • 4 Baths
  • 4,752 Sq Ft

  8021 W Rascher Ave, Chicago, IL 60656

  OVERSIZED CUSTOM HOME in PRIME LOCATION- MAINE SOUTH DISTRICT, NEAR O'HARE 7 DOWNTOWN. Welcome to 8,158 sq ft of land and almost 5,000 sq ft of house potential in one of the most desirable areas - Norwood Park Township. Just minutes from O'Hare and the Blue Line, and easy access to downtown Chicago, this move-in-ready home offers the space, layout, and location you've been waiting for-with room

  Craig Fallico Dream Town Real Estate

  8021 W Rascher Ave, Chicago, IL 60656
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  /44

  $1,939,000 Open Sat 11AM - 1PM

  • 5 Beds
  • 3.5 Baths
  • 4,680 Sq Ft

  822 W Oakdale Ave, Chicago, IL 60657

  Set on one of Lakeview's most picturesque blocks, this elegant graystone was gut-renovated by one of Chicago's leading modernist architects as his personal residence. The result is a masterfully designed, gently lived-in home offering a highly functional floor plan, sophisticated contemporary finishes, and a refined sense of style. The main level is designed for both entertaining and everyday

  Jennifer Ames Engel & Voelkers Chicago

  822 W Oakdale Ave, Chicago, IL 60657

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