Our website features the best real estate search for 5 bedroom properties available in Chicago and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes.
You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.
Curious about what’s happening in the Chicago real estate market? Sign up for a Chicago Real Estate Market Report to see what’s active, under contract, and sold!
Considering selling or refinancing your home? Get an INSTANT property valuation now!
Fully occupied, renovated brick 2-flat with strong rental income and modern finishes. Each unit features open-concept layout, exposed brick accents, exposed ductwork, rec...
WHY BUY ONE LIVING SPACE WHEN YOU CAN HAVE TWO? BRAND-NEW CONSTRUCTION WOODLAWN DUPLEX designed for luxury living, house hacking, and income potential! Live upstairs and ...
Step into this beautifully remodeled home and be greeted by a stunning accent wall and refinished hardwood floors. The main level features three bedrooms, a full bathroom...
Premier new construction boutique elevator building overlooking Eckhart Park with sprawling 4200 sf floor plan all on one level making it an amazing single family home al...
Beautifully remodeled brick bungalow. Welcome to this beautiful, recently remodeled brick bungalow offering seven bedrooms across three levels, along with spacious and ve...
Welcome to one of the largest residential 2-flat properties you'll find in the highly sought-after North Lawndale neighborhood! This property has been fully rehabbed, wit...
Turning onto this single block of North Fairfield, you immediately sense a visual change and a hush. Capped at both ends, this street feels like a hidden architectural en...
What is it about this area? Lake Michigan is minutes away, and so is everything built around it. Rainbow Beach, the South Shore Cultural Center, 2 golf courses, and the l...
Investment by opportunity in North Lawndale!! 2 Unit With a 2 story Coach house in the back!!! Two properties for the price of one! Building is ready for the next savvy i...
Solid brick and stone 2-flat located in the West Garfield Park neighborhood. This property offers a total of 5 bedrooms and 2 bathrooms, providing spacious living arrang...
Tucked into a quiet, coveted pocket of Lincoln Park, this exceptional single-family residence pairs architectural pedigree with a level of craftsmanship rarely found on t...
JEFFERSON PARK GEM WITH A BACKYARD RETREAT LIKE NO OTHER! Meticulously maintained and exceptionally inviting, this charming 2 flat, within walking distance to Jefferson P...
Rare West Town/East Village offering combining the perfect bland of scale, architecture, design and outdoor living. This exceptional 4,000 Sq Ft, 5 bed, 4.5-bath home spa...
One family has loved and occupied this home for nearly 100 years. Now, it's ready for reinvention. Located on a serene one-way block in historic Edgewater Glen AND in P...
Set on a picturesque, tree-lined street in the sought-after Audubon School District, this beautifully appointed five-bedroom, 3.1-bath Roscoe Village residence delivers e...
Don't miss this exceptional single-level completely updated luxury residence of approx. 3500 sq ft in a boutique elevator building with LOW assessments, perfectly situate...
Rarely available and beautifully renovated from top to bottom within the last five years, this exceptional five bedroom offering provides the perfect blend of timeless ch...
What a yard! Gorgeous frame 2 unit spanning 2 lots in Jefferson Park side of Portage Park Chicago. Fully enclosed, this double lot has mature landscaping, an oversized ga...
ATTENTION REHABBERS/INVESTORS!! - Full gut rehab - 2 story, 4 units with basement ready for rehab - Property sold in completed "as-is" condition - Seller makes no repai...
This beautiful brick two unit offers two completely separate living spaces. First floor unit has two beds, one bath. Second floor unit offers three beds and one bath. Sp...
Exceptional Investment Opportunity in Auburn Gresham Priced at just $79,900-approximately $91 per square foot-this 5-bedroom, 2-bathroom home at 8332 S. Kerfoot Avenue of...
None
Investor Special / Value-Add Opportunity! 5-bed, 2-bath all-brick 2-story home with a 3-car garage and side driveway, a rare find in Chicago. The property needs renovatio...
Stately, all brick 2012 built home with the perfect blend of sophisticated design and modern finishes. This home was updated in 2024 and features an extra wide footprint,...
Welcome to this stunning corner lot home on a beautiful tree lined street, perfectly located in NORTH-CENTER and the Coonley School District. THIS GORGEOUS Sun Drenched F...
Stunning 2022 new construction on an extra-wide and landscaped, lush lot with five bedrooms plus den, three and a half baths, and nearly 4,000 finished square feet across...
A remarkable designer residence where timeless architecture, exceptional craftsmanship, and sophisticated interiors come together in one of Logan Square's premier locatio...
A rare and seamless blend of architectural history and sophisticated modern living. Situated on one of the neighborhood's most desirable blocks, this spectacular 5,500 sq...
Style, Substance, & Location offered in this enormous light filled 1/2 floor residence. Stunning skyline views and 2 huge, covered terraces. Residence 5B is a though...
Welcome to 1059 N Lorel Avenue-an exceptional, beautifully updated Chicago Victorian Residence offering an impressive amount of living space across multiple finished leve...
2 Flat on a beautiful street in Albany Park! Perfect opportunity to owner occupy with income, or possible rehab to a single family home. Larger unit is a duplex up cons...
Regular sale offered at $275,000! Recently updated brick two-flat featuring spacious rooms, hardwood flooring throughout and individual heating systems. The first-floor u...
Price to sell - Beautifully renovated and thoughtfully updated, this spacious home offers six bedrooms, three full bathrooms, and a two-car detached garage. The above-gra...
THE HEART OF BRIDGEPORT, Healy School District. Brick 3-unit, 2 units are 1-bed/1-bath. 2nd floor is 3 bed/2-bath with in-unit laundry, master bedroom has a walk-in clos...
Welcome to this exceptional Greystone vintage 3-unit building offering 5 bedrooms, 5 full bathrooms, and 1 half bathroom, perfectly blending classic Chicago charm with mo...
**Steps from Horner Park and the Chicago River, 4104 N. Richmond offers a rare East Irving Park opportunity with 3 levels of finished living space, 5 bedrooms, 2.5 baths,...
Beautifully updated and luxurious 5-Bed/4-Bth home offering over 4,500 sq ft of finished living space! Recently rehabbed, this stunning home combines sophisticated design...
Unique Opportunity in Bucktown to make this your own home. This family estate sale once used as a multi generational home was broken up to accommodate multiple family mem...
Welcome home to 6100 N. Mason. This jumbo mission style bungalow located in South Edgebrook, has been meticulously maintained and updated by the current owners. Situated ...
HOT WEST TOWN Multi-Family 4 Unit Property- separate front brick facade building featuring 2 units plus a garden unit (Non-conforming garden unit-with no representation o...
A beautifully updated brick bungalow, blending timeless charm with thoughtful modern enhancements. Offering 6 bedrooms and 4 full baths, this home features separated livi...
Located in sought-after Auburn Gresham, this charming Chicago-style bungalow offers an expansive floor plan, incredible space, and plenty of potential for future equity g...
Bring your architect and design dreams to this grand vintage mansion, currently a 5 large bedroom (all on the same floor) and 2 bath home. A historic masterpiece, near th...
Welcome to 4945 W Berenice Ave - a truly one-of-a-kind single-family home designed with intention. Thoughtfully crafted to preserve the charm and character of the neighb...
Greystone architecture and original details give this early 1900s two-flat a character that's distinctly Chicago. Projecting bays, tall windows, hardwood floors and origi...
With an inviting stucco facade, wide windows and sun-filled interiors, this two-flat feels bright and spacious from the moment you step inside. Hardwood floors run throug...
Fully updated 5 bedroom split-level home! This move in ready brick and frame home features a bright, functional layout with updated flooring, doors, lighting, and 1.5 mod...
** Multiple Offers ** Highest & Best due Tuesday @ 8pm *** Your Portage Park investment is ready for you to call home sweet home as you collect the rents or keep as the p...
Welcome Home! A spacious and versatile brick bungalow offering room for everyone! This home features 5 bedrooms and 3 full bathrooms, providing plenty of space for a grow...
Beautifully renovated 5-bedroom, 3-bath home perfectly blends modern luxury with everyday comfort. Featuring 3 spacious bedrooms upstairs, 1 on the main floor, and 1 in t...

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Copyright 2026 MRED LLC. All rights reserved.
Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.
The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.
The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.
Some listings have been excluded from this website.