Brainerd Real Estate

Welcome to Brainerd, a vibrant neighborhood nestled in the heart of Chicago, Illinois! Known for its rich history and strong sense of community, Brainerd offers a unique blend of suburban charm and urban convenience. With tree-lined streets and a variety of architectural styles, from classic bungalows to modern homes, this area is perfect for families, young professionals, and retirees alike.

One of Brainerd's standout features is its commitment to green spaces. Residents enjoy access to several parks, including the expansive Brainerd Park, which boasts playgrounds, sports facilities, and picnic areas, making it an ideal spot for outdoor activities and family gatherings. The neighborhood's proximity to the scenic Calumet River also provides opportunities for leisurely strolls and nature walks, allowing you to unwind amidst the hustle and bustle of city life.

Brainerd is not just about its beautiful surroundings; it also offers a thriving community spirit. Local businesses, from cozy cafes to charming boutiques, line the streets, creating a warm and inviting atmosphere. The neighborhood hosts a variety of events throughout the year, fostering connections among residents and celebrating the diverse cultures that call Brainerd home.

Transportation is a breeze, with easy access to public transit and major highways, ensuring you can reach downtown Chicago and beyond in no time. Whether you’re looking for a place to settle down or an investment opportunity, Brainerd presents a welcoming environment with endless possibilities. Discover the charm of Brainerd, where community and convenience come together in perfect harmony!

Newest Listings in Brainerd

$295,000

3 Beds ⋅ 3 Baths ⋅ 12717991 MLS ⋅ NEW Status

Home pride is beaming from this solid brick raised ranch in Chicago's desirable Washington Heights neighborhood. Offering the perfect combination of durable masonry construction, an exceptional layout, and generous room sizes, this property is ready for you to make it your own. Natural light shines in the open-concept living and dining rooms with picture windows and classic finishes, 3 main-level bedrooms all featuring great closet space, and 2.5 baths is just the beginning. Thoughtful upgrades include exquisite curb appeal with the concrete overlay front porch, new LED light fixtures in the eat-in kitchen, deck overlooking a well manicured backyard, a walk-in cedar closet, built-in bar in the expansive recreation room, shuttered windows and doors, wrought iron fencing around the perimeter. Schedule a tour of this beauty today.

9424 S Union Avenue, Chicago

$250,000

2 Beds ⋅ 2 Baths ⋅ 12673496 MLS ⋅ NEW Status

BLONDE BRICK RANCH IN WASHINGTON HEIGHTS. 3 bdrm w/ 2 full bath! This home is move in ready. Finished basement with bedroom. Completely redecorated. 2 car garage and back yard for entertaining. Well kept neighborhood.

8955 S May Street, Chicago

$289,000

4 Beds ⋅ 2 Baths ⋅ 12715608 MLS ⋅ NEW Status

Tastefully renovated 4 bedroom, 2 bath home featuring modern finishes throughout. Step inside to find wood laminate flooring, an updated kitchen, and stylishly renovated bathrooms. Situated on a rare double lot, this property offers an expansive yard with endless possibilities for outdoor entertaining, gardening, or future expansion. Move-in ready and thoughtfully updated don't miss this exceptional opportunity!

8942 S Aberdeen Street, Chicago

$349,900

6 Beds ⋅ 3 Baths ⋅ 12701490 MLS ⋅ NEW Status

Welcome to this beautifully fully updated Bungalow Featuring spacious living areas, abundant natural light, and thoughtful updates throughout. This home offers comfort and convenience. Enjoy generously sized 6 bedrooms, 3 bathrooms in a functional layout, and a private backyard perfect for relaxing or entertaining. In unit W & D with a walkout basement. New roof, and windows. Conveniently located near parks, schools, shopping, public transportation, and major expressways. Please click on VIRTUAL TOUR for an amazing experience.

8915 S Racine Avenue, Chicago

$295,000

6 Beds ⋅ 4 Baths ⋅ 12710001 MLS ⋅ ACTIVE Status

** Exclusive closing cost credits are available for POLICE OFFICERS, FIREFIGHTERS AND TEACHERS*** STUNNING MODERN LUXURY WITH UNMATCHED DESIGN & ENTERTAINING SPACE. EXPERIENCE THE PERFECT BLEND OF MODERN DESIGN AND TOP-TIER LUXURY IN THIS 6 BEDROOM, 3.5 BATH MASTERPIECE. OPEN LIVING AND FORMAL DINING ROOM CONCEPT ON MAIN LEVEL WITH BEAUTIFUL FLOORING AND RECESS LIGHTING, LEADING TO THE GOURMET KITCHEN DESIGNED FOR ENTERTAINING. FEATURNING A LARGE CENTER ISLAND AND QUARTZ COUNTER TOPS WITH 42 INCH CABINETS. RETREAT TO THE UPPER LEVEL FEATURING AN EXTRA-LARGE LUXURIOUS PRIMARY SUITE. WITH LARGE SEPERATE SITTING AREA/ TV ROOM. BATHROOM WITH OVERSIZED SHOWER. THE PARTIALLY FINISHED BASEMENT ADDS INCREDIBLE VERSATILITY WITH A DEDICATED MULTIMEDIA/ GAME ROOM FOR MOVIE NIGHTS OR GAMING. THIS HOME SEAMLESSLY BRINGS SOPHISTICATION THROUGHT EVERY LEVEL. LOCATED ON A DOUBLE LOT WITH 2 CAR GARAGE.

9321 S Green Street, Chicago

$195,000

5 Beds ⋅ 3 Baths ⋅ 12708832 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, while the finished attic provides 2 additional bedrooms, creating plenty of room for extended living or future value-add opportunities. Hardwood floors run throughout much of the home, with ceramic tile in the bathrooms + kitchen. The kitchen is ready for your personal updates and design touches. The home also offers central heating and air conditioning. The full basement adds even more potential with 2 additional bedrooms and ample space to customize. Completing the property is a detached 1.5-car brick garage. A fantastic opportunity for investors or buyers looking to build equity! Schedule your showing today!

9250 S Ada Street, Chicago

$499,999

8 Beds ⋅ 4 Baths ⋅ 12708624 MLS ⋅ ACTIVE Status

Spacious FOUR UNIT investment property situated on an oversized lot, offering strong income potential and classic charm throughout. Each unit features 2 bedrooms, 1 bathroom, separate dining area, hardwood flooring, generous natural light, and an enclosed back porch for additional space and functionality. Full basement includes shared laundry area with 2 washers & dryers plus extra storage space. Exterior features a fully fenced yard and a detached 4-car garage. Great opportunity for investors or owner-occupants looking for a solid multi-unit property with spacious layouts and desirable features! SOLD AS IS

9153 S Ada Street, Chicago

$104,999

3 Beds ⋅ 1 Baths ⋅ 12708498 MLS ⋅ ACTIVE Status

Attention investors, rehabbers, and visionaries! This 3-bedroom, 1-bath, 1-story home in Chicago's Washington Heights neighborhood is an opportunity to unlock serious potential. This home suffers from water damage and mold, and a complete gut rehab/full renovation is needed. Make this home a canvas for a profitable fix-and-flip or a custom renovation for an owner-occupant ready to build instant equity. With its generous footprint and classic layout, the possibilities are wide open to create a modern, high-value home. Bring your contractor, your creativity, and your vision; this is your chance to turn this property into something exceptional. The property is being sold AS-IS, and the purchaser will be responsible for cleanout. Proceed with caution; environmental issues exist. Please complete the Release & Hold Harmless Agreement in the additional information section and return it to the listing agent before entering, and bring a flashlight.

9206 S Normal Avenue, Chicago

$399,900

4 Beds ⋅ 3 Baths ⋅ 12706589 MLS ⋅ PRICE CHANGE Status

Beautifully rehabbed brick bungalow offering 5 bedrooms, 3 full bathrooms, and plenty of space for today's lifestyle! Step inside to find beautifully refinished hardwood floors, fresh paint, and a bright, inviting interior that's truly move-in ready. The finished basement provides additional living space, perfect for a family room, recreation area, home office, or guest accommodations. Enjoy peace of mind with major updates, including a 2025 water heater, roof (approximately 6 years old), and furnace and central air (approximately 7 years old). Outside, you'll find a detached 2-car garage and a low-maintenance yard. Conveniently located near parks, schools, shopping, dining, public transportation, and major expressways, this spacious, updated home offers comfort, convenience, and exceptional value. Schedule your private showing today!

8937 S Paulina Street, Chicago

$359,900

4 Beds ⋅ 3 Baths ⋅ 12706010 MLS ⋅ ACTIVE Status

Welcome home to this beautifully maintained 5-bedroom, 3-bath residence offering the perfect blend of space, comfort, and functionality. The thoughtfully designed layout features generous living areas, a finished basement ideal for entertaining or additional living space, and a spacious backyard perfect for outdoor gatherings. Whether you're accommodating a growing family, creating a home office, or simply looking for extra room, this home offers the flexibility today's buyers are seeking. Conveniently located near schools, parks, shopping, restaurants, public transportation, and major expressways. Move-in ready and waiting for its next owner.

9112 S Aberdeen Street, Chicago

$515,900

8 Beds ⋅ 4 Baths ⋅ 12689832 MLS ⋅ ACTIVE Status

REO / Foreclosure / Bank Owned - Exceptional investment opportunity! This well-maintained all-brick 4-unit building offers strong income potential with spacious units, generous bedroom counts, and a solid rental history. Jumbo Units all two beds with living rooms and dining rooms. Individual heat and hot water. Situated on an oversized lot in the established Brainerd/Washington Heights area, the property features ample parking, separate utilities, and easy access to public transportation, shopping, schools, parks, and major expressways. Ideal for both seasoned investors and owner-occupants seeking rental income. Don't miss the chance to own a substantial multifamily asset in a convenient South Side location. Garage in the rear. Across the street from a playground.

9130 S Throop Street, Chicago

$440,000

8 Beds ⋅ 5 Baths ⋅ 12689072 MLS ⋅ ACTIVE Status

8952 S Aberdeen Street, Chicago

Start Your Search

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.