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!
HOT UPDATED BRIDGEPORT 2 FLAT! FIRST FLOOR UNIT INCLUDES 2 BEDS, 1 BATH, LARGE LIVING & DINING AREA W/ GRAY REFINISHED HARDWOOD FLOORS & HIGH CEILINGS. LARGE UPDATED KITC...
Solid brick 2-unit building featuring spacious layouts and excellent income potential. The first-floor unit offers 2 bedrooms, 1 bathroom, and a large living room filled ...
Discover unparalleled modern living in this brand-new 2026 home, designed for both entertaining and comfort. This expansive residence occupies a prime corner lot-fully fe...
Presenting an exceptional opportunity to own a meticulously-maintained, classic brick 4-unit building in the heart of one of Chicago's most coveted neighborhoods - East U...
Oversized Lot 47.5 x 125.4 Spacious brick 5 bedrooms with hardwood floors, full basement, 2 car garage with a fenced in yard, and additional outdoor parking spot. Feature...
Welcome to 453 West Briar Place in Chicago's East Lakeview neighborhood, just steps from the lakefront. From the award-winning builder of 647 West Melrose street and nume...
Gorgeous, renovated brick two-flat is an investor's dream and guarantees YEARS of cash flow with long term tenants! This is a solid investment that will produce great ret...
None
None
**8 of 16 Homes PRE-SOLD before the MLS!** 1282 Washington is an exclusive collection of 16 single-level residences in the peaceful West Loop, just 2-3 blocks from Skinne...
Come see this property located in the desirable Irving Park neighborhood, offering a great opportunity for both investors and owner-occupants. This property sits on a wel...
None
Some homes impress. Others completely redefine what city living can be. Set on an exceptionally rare double lot in the heart of Norwood Park, this extraordinary three-sto...
Great investment property! Property is located close to the expressway and transportation. Offers five bedrooms total. Three bedrooms in Unit #1 and two bedrooms in Uni...
On one of Lincoln Park's most coveted blocks, 1811 N Howe Street is a home that reveals itself in layers - each level, each room, each outdoor space more unexpected than ...
Located in the sought after Grand Crossing community this large two story home has undergone a full renovation and is move in ready with an expansive floor plan where the...
Beautiful, large single-family brick home in up-and-coming North Lawndale which boasts access to local parks, community centers, and historic sites. 2026 gut rehab. Hou...
None
This extraordinary custom-built estate redefines luxury living in Chicago's West Elsdon neighborhood. Constructed in 2005 with a full masonry and stone exterior, the resi...
Investment opportunity at 4327 W Monroe St in Chicago! This two-flat is fully occupied, making it an ideal income-producing property from day one. The building features t...
Motivated Seller offers unparalleled opportunity to own a full floor penthouse at a truly outstanding value! Spanning 8,400 square feet, this residence offers 360-degree ...
None
Newly remodeled 5 bedroom & 2 bath house with large living room in a quiet neighborhood. The house features newer furnace, newer water heater, laminated floors throughout...
This stunning two-unit multifamily property boasts spacious and beautiful interiors. It features a new roof, siding, and several interior updates. With a total of 5 bedro...
Brick 2 unit in The Greater Grand Crossing Community Of Chicago with large apartments. 1st floor unit: 2 bedroom, 1 bath, living room, dining room & kitchen open concept ...
Located on a quiet, tree-lined street in Chicago's highly desirable North Center neighborhood, 1922 W Wolfram St presents a rare opportunity to acquire a legal three-unit...
Where Timeless Detail Meets Modern Living Step into a masterfully remodeled "forever home" that balances classic charm with contemporary flair. This expansive 6-bedroom, ...
Across from the Mary Bartelme Park in the West Loop, this one-of-a-kind home has 5700 SF of indoor/outdoor living space all on one level (3859 SF Interior & 1842 SF Exter...
*** Wonderful legal 2 flat located in the west lawn neighborhood***Features 5 bedrooms and 2 bathroom*** 1st FL features 3 bedroom along with 1 bathroom, laundry unit and...
None
Perfect for owner-occupants or investors. Live in one unit and rent the other to offset your mortgage. Strong rental demand and value-add opportunity. Projected stabilize...
Great Opportunity to own this two flat building, built in 1888 featuring 5 bedrooms and 3 bathrooms. ***SPECIAL NOTES: (1) This is a CASH ONLY transaction. (2) Seller to...
Solid frame 2-unit with a detached coach-house unit! This property offered as-is, providing a great opportunity for investors or buyers looking to add instant value. Situ...
Fantastic opportunity to own a spacious five-bedroom home on a great block in West Pullman! The main level offers a bright and inviting living area with recessed lighting...
None
THIS IS A PROJECT THAT'S READY TO GO, DEMO AND STRIP OUT HAS ALREADY BEEN COMPLETED. ALREADY GUTTED, WAITING TO GO, SOME WORK IS ALREADY STARTED, SOME NEW WINDOW WERE DON...
2-FLAT ON A QUIET BLOCK WITH REAR PARKING PAD. LARGE ATTIC AND BASEMENT FOR FUTURE USE. INDIVIDUAL HEATING AND HOT WATER. SECOND FLOOR 3 BEDROOM APARTMENT IS VACANT FOR O...
Calling all rehabbers property has been gutted to the studs property being sold as is condition buyer will assume all responsibilities. NO SURVEY WILL BE PROVIDED TO BUYE...
None
None
An oasis above the clouds, this one-of-a-kind penthouse comprises the entire 64th floor at the prestigious Park Tower on North Michigan Avenue. Spanning 8,500 SQFT, this ...
Own and Earn!!! 4 flat Brick Building on Corner Lot!!! Well maintained by long term owners. Architected with front entrance and side entrance 2 units on front and 2 units...
Come and view this excellent investment and renovation project. This 2 flat offers a spacious 2br 1bth unit and a 3br 1bth unit. Full basement. Property Sold AS/WHERE-IS....
TONS of space in this classic Chicago home! NOTE...Zoning will likely permit conversion to a 2 unit...but buyer needs to confirm with the City! 5 total bedrooms -- with...
7 Bedrooms Large Families wanted or extended living will find this to be the perfect home. Large Oversized lot with large side yards and spacious 2.5 car garage located i...
Huge, beautifully maintained brick Bungalow featuring 5 total bedrooms, 3 full baths, and new custom Linen kitchen with pantry. SS Appliances, granite CT. This is a solid...
Stop by this all brick 4 unit in the booming Woodlawn area! This property comes with a rear coach house over a 2 car garage and a Finished Basement that houses 2 bedrooms...
Great Cash flow ($2,700 monthly HCV subsidized), just steps from Englewood STEM High School, part of a 6 property portfolio(5 Sgl Fam, 1 Duplex)

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.