Chicago Real Estate Search
Chicago 5 Bedroom Properties for Sale
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!
Newest Chicago 5 Bedroom Properties for Sale
Stunning 5-Bedroom, 3-Full-Bath Home with Finished Basement and Designer Upgrades! Featuring 5 spacious bedrooms, 3 full bathrooms, and three finished levels of living sp...
- 5 Beds
- 3 Baths
- 12715551 MLS
- NEW Status
seller credits available to assist with closing cost! Discover this oversized home with 8 bedrooms and 2 full bathrooms, located in the growing Gage Park area of Chicago...
- 5 Beds
- 2 Baths
- 12715715 MLS
- NEW Status
Rare opportunity to own a two-flat in the heart of sought-after Mayfair Park! This solid brick property has been lovingly maintained by the same family for generations an...
- 5 Beds
- 3 Baths
- 12668540 MLS
- NEW Status
Stunning New Construction 2-Unit in the Heart of Booming Humboldt Park! Owner-occupants may qualify for up to a $20,000 grant through the Cook County Land Bank program, m...
- 5 Beds
- 5 Baths
- 12715315 MLS
- NEW Status
Nestled in the heart of Edison Park, Chicago's far northwest gem known for its quiet, tree-lined streets, strong sense of community, highly rated schools, neighborhood pa...
- 5 Beds
- 3 Baths
- 12714885 MLS
- NEW Status
Introducing one of Chicago's most extraordinary trophy penthouse residences, a remarkable 92nd-floor home in the legendary John Hancock Center commanding uninterrupted 36...
- 5 Beds
- 7 Baths
- 12672991 MLS
- NEW Status
Space, style, and convenience come together in this beautifully updated 5-bedroom, 3-bathroom home! Boasting a highly functional floor plan, the main level welcomes you w...
- 5 Beds
- 3 Baths
- 12715072 MLS
- NEW Status
This exceptional home offers spacious bedrooms, including a versatile layout that's ideal for both everyday living and entertaining. Enjoy the comfort of three full bathr...
- 5 Beds
- 3 Baths
- 12708529 MLS
- NEW Status
Fantastic opportunity to own this classic Chicago two-unit building offering strong owner-occupant or investment potential. Each unit features a spacious layout with gene...
- 5 Beds
- 2 Baths
- 12714540 MLS
- NEW Status
Super opportunity this 2-flat building with finished basement situated between Albany Park & Irving Park neighborhoods on the NW side of Chicago. It is a true value; an o...
- 5 Beds
- 3 Baths
- 12714074 MLS
- NEW Status
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...
- 5 Beds
- 6 Baths
- 12714372 MLS
- NEW Status
Beautifully renovated vintage-meets-contemporary home in the heart of Belmont Central! This spacious residence showcases a bright open layout with modern finishes through...
- 5 Beds
- 3 Baths
- 12714308 MLS
- NEW Status
Handsome Lakeview Brick Chicago two flat awaiting your rehab and/or single-family home conversion ideas. Current owner has maintained the home and has installed a comple...
- 5 Beds
- 2 Baths
- 12711898 MLS
- NEW Status
Turn-key, solid brick multi-unit building in a desirable Chicago location offering excellent potential for both owner-occupants and investors. Each unit features 2 bedroo...
- 5 Beds
- 3 Baths
- 12678911 MLS
- NEW Status
Welcome to 2835 W Wellington, a stunning top-floor duplex up with a spacious, light-filled 5-bedroom, 2-bath condo. This square footage and flexibility are incredibly rar...
- 5 Beds
- 2 Baths
- 12712060 MLS
- NEW Status
Exceptional opportunity to own a well maintained brick two-unit building in a desirable B3-1 zoned location. This property offers spacious living areas, excellent investm...
- 5 Beds
- 3 Baths
- 12713271 MLS
- NEW Status
Welcome to 1040 N Lawndale Ave, a great investment opportunity in Chicago's Humboldt Park neighborhood. This multi-family property provides flexibility for rental inc...
- 5 Beds
- 3 Baths
- 12706496 MLS
- NEW Status
This 4,500-square-foot full-floor Gold Coast cooperative offers exceptional scale, privacy, and architectural significance. With 10.5-foot ceilings, expansive proportions...
- 5 Beds
- 5 Baths
- 12713564 MLS
- NEW Status
None
- 5 Beds
- 2 Baths
- 12670882 MLS
- NEW Status
An exceptional expression of architectural elegance and refined living, this distinguished 6-bedoom, 5.5-bath Kenwood residence offers the rare combination of grandeur, s...
- 5 Beds
- 6 Baths
- 12711888 MLS
- NEW Status
This stunning Portage Park bungalow is the perfect blend of timeless character and modern-day comfort. From the moment you enter, beautiful arched doorways lead you into ...
- 5 Beds
- 3 Baths
- 12711312 MLS
- NEW Status
Immaculately maintained and thoughtfully updated, this stunning 5-bedroom, 3-bathroom home is located in the highly desirable Norwood Park neighborhood. The main level fe...
- 5 Beds
- 3 Baths
- 12664309 MLS
- NEW Status
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...
- 5 Beds
- 4 Baths
- 12692814 MLS
- NEW Status
Absolutely gorgeous and thoughtfully renovated, this 5-bedroom, 3-bath North Mayfair bungalow blends timeless Chicago character with modern comfort. A bright foyer opens ...
- 5 Beds
- 3 Baths
- 12712537 MLS
- NEW Status
This is a rare opportunity to own a legal 3-unit building in the heart of Roscoe Village. Featuring a stately facade and impressive curb appeal, the property sits on a be...
- 5 Beds
- 4 Baths
- 12711940 MLS
- NEW Status
Fully occupied 2-flat ready for a new owner. This property generates $3,350/mo in total monthly rents and offers multiple investment strategies: buy-and-hold, value add, ...
- 5 Beds
- 2 Baths
- 12712783 MLS
- NEW Status
Multiple offer situation: We respectfully request best and final offers by 5:00 pm July 28. Thank you. It's the right home for the life you always imagined. Nestled...
- 5 Beds
- 4 Baths
- 12710410 MLS
- NEW Status
This Jefferson Park Tudor checks the boxes! Its massive main level floor plan provides dedicated living and dining rooms, an open layout kitchen with an adjacent family r...
- 5 Beds
- 3 Baths
- 12707341 MLS
- NEW Status
Discover the immense potential of this stately brick two-unit, perfectly positioned for a high-end restoration. The versatile first-floor layout features 2 bedrooms and 1...
- 5 Beds
- 2 Baths
- 12712506 MLS
- NEW Status
Beautiful 2 story house with 5 bedrooms, 2baths. Elegant living, dining room with tall ceilings, hardwood floors throughout. Two newer bathrooms. Huge master bedroom on ...
- 5 Beds
- 2 Baths
- 12712319 MLS
- NEW Status
Exceptional opportunity to own this well-maintained 2-unit building with a full finished basement on an oversized lot in the highly desirable Montclare area of Chicago. T...
- 5 Beds
- 4 Baths
- 12712061 MLS
- NEW Status
Welcome to 3532 W Van Buren St, a renovated brick two-flat in the heart of Garfield Park! This classic Chicago gem is perfect for investors looking for solid rental poten...
- 5 Beds
- 2 Baths
- 12694236 MLS
- NEW Status
A landmark on Grand Boulevard. This extraordinary limestone greystone single family home is one of Bronzeville's most recognizable historic homes, distinguished by a rare...
- 5 Beds
- 3 Baths
- 12654290 MLS
- NEW Status
Newly rehabbed Five bedrooms two and half baths single family home with large tree-lined backyard and secure rear entry, with car access. This cozy home has 3 bedrooms an...
- 5 Beds
- 3 Baths
- 12711137 MLS
- ACTIVE Status
Exceptional turn-key investment opportunity in the heart of Brighton Park! Both units are currently tenant occupied, providing immediate rental income. The front unit fea...
- 5 Beds
- 2 Baths
- 12706983 MLS
- ACTIVE Status
Classic Chicago bungalow offering the versatility of a legal 2-unit plus a finished basement, providing exceptional flexibility for owner-occupants, multigenerational liv...
- 5 Beds
- 4 Baths
- 12710826 MLS
- ACTIVE Status
Stunning, highly upgraded Lincoln Square luxury home in the heart of Chicago's coveted Bowmanville neighborhood! This stunning 2022 new construction property offers a met...
- 5 Beds
- 4 Baths
- 12707402 MLS
- ACTIVE Status
BIG PRICE IMPROVEMENT With this Great looking Old Irving Park (3 Unit) Multi-family! ((POTENTIAL FOR OVER 50K IN INCOME PER YEAR!)) The property is a legal 2 flat for dis...
- 5 Beds
- 3 Baths
- 12711311 MLS
- ACTIVE Status
Incredible opportunity to own a spacious bungalow in the heart of the highly desirable Portage Park neighborhood! This oversized home features 3 levels of living space an...
- 5 Beds
- 3 Baths
- 12710808 MLS
- ACTIVE Status
Rare opportunity to own a spacious 2-unit building with incredible income potential in a prime Chicago location ON A HUGE TRIPLE LOT! First time on the market in over a d...
- 5 Beds
- 2 Baths
- 12710779 MLS
- ACTIVE Status
***COME SEE THIS 2 UNIT BUILDING*** FEATURES RELATED LIVING HAS LOTS OF SPACE*** 2 CAR GARAGE*** NEEDS SOME TLC*** READY FOR ALL YOUR WONDERFUL IDEAS***
- 5 Beds
- 3 Baths
- 12710384 MLS
- ACTIVE Status
None
- 5 Beds
- 1 Baths
- 12710548 MLS
- ACTIVE Status
NORWOOD PARK Beautiful, well-maintained brick 2-flat with a STUNNING nonconforming garden apartment. The first and second floor units feature newer kitchens and baths, up...
- 5 Beds
- 3 Baths
- 12699054 MLS
- ACTIVE Status
Exceptional legal 3-unit greystone in the heart of rapidly growing Woodlawn! This beautifully updated investment property features two spacious 2-bedroom units, each with...
- 5 Beds
- 3 Baths
- 12708799 MLS
- ACTIVE Status
Two unit brick building on a spacious corner double lot! 2 car garage with driveway. Each unit has 2 bedrooms, 1 bathroom with hardwood floors and central HVAC. The build...
- 5 Beds
- 3 Baths
- 12710240 MLS
- ACTIVE Status
Welcome to this beautifully updated two story single family home with a blend of modern finishes in Chicago's desirable Scottsdale neighborhood! This move-in ready home ...
- 5 Beds
- 3 Baths
- 12709547 MLS
- ACTIVE Status
Prime Bucktown Renovation or Conversion Opportunity!Seize a rare chance to own an all-brick 3-unit building on a spacious 23x125 lot in the heart of Bucktown. Zoned RT-4,...
- 5 Beds
- 3 Baths
- 12709298 MLS
- ACTIVE Status
Beautifully Updated Single-Family Home! This move-in ready home offers the perfect combination of space, style, and comfort. The main level features a stunning dining ...
- 5 Beds
- 2 Baths
- 12708777 MLS
- ACTIVE Status
Come create your custom home-the heavy lifting has already been done.Located in Chicago's desirable Morgan Park neighborhood, this spacious 5-bedroom, 3-bathroom home is ...
- 5 Beds
- 3 Baths
- 12707802 MLS
- ACTIVE Status
Investor opportunity with strong upside potential! This charming brick single-family home offers incredible space and flexibility. The main level features 3 bedrooms, whi...
- 5 Beds
- 3 Baths
- 12708832 MLS
- ACTIVE Status
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.
