East Chatham Real Estate

East Chatham Real Estate

Welcome to East Chatham, a vibrant neighborhood nestled in the heart of Chicago, Illinois, within Cook County. Known for its rich history and strong sense of community, East Chatham offers a unique blend of suburban charm and urban convenience.

As you stroll through the tree-lined streets, you'll discover a welcoming atmosphere characterized by friendly neighbors and a close-knit community. The neighborhood is home to a diverse population, fostering a rich cultural tapestry that is reflected in its local businesses, restaurants, and community events. From soul food to contemporary cafes, East Chatham’s culinary scene is sure to delight your palate.

Families will appreciate the abundance of parks and recreational spaces, perfect for weekend picnics, jogging, or simply enjoying the outdoors. The neighborhood is also home to several well-regarded schools, making it an ideal choice for families looking to settle down and provide their children with a quality education.

East Chatham boasts convenient access to public transportation, allowing residents to easily navigate the city and explore all that Chicago has to offer. With nearby shopping districts and cultural attractions, you’ll find everything you need just a short drive or train ride away.

Whether you're looking to buy your first home or seeking a cozy place to retire, East Chatham offers a variety of housing options to suit every lifestyle. Discover the warmth and charm of East Chatham, where community spirit thrives and the joys of city living await!

Newest Listings in East Chatham

$59,900
2 Beds ⋅ 1 Baths ⋅ 12713203 MLS ⋅ ACTIVE Status ⋅ Chatham Court Condos BLDG.
Attention smart buyers and investors!!!!!! Welcome to your new urban sanctuary or your immediate cash flow investment! Unbeatable value on Chicago's South Side! This ready-to-go 2-bedroom condo in Chatham is perfect for a first-time homebuyer or savvy investor. Featuring a smart layout, this unit is located in a highly efficient, low-upkeep building that makes living easy. Incredible location just minutes from the CTA Red Line, Metra, I-94, Chatham Plaza shopping, and local dining favorites. Why rent when you can own for less? Easy to show-book your private viewing today!

8136 S Drexel Avenue Unit #2, Chicago
$600,000
12711631 MLS ⋅ ACTIVE Status
Rare chance to acquire a fully vacant 17-unit building in Chicago's Chatham neighborhood at $600K, roughly $35K/unit. Property requires a complete gut rehab, giving an investor total control over unit mix, finishes, and systems from day one. Location is a major draw: steps to Cottage Grove Ave, minutes to the Dan Ryan Expressway for fast downtown access, and close to Metra and CTA Red Line service for tenants commuting citywide. The 79th Street retail corridor and neighborhood staples like Dat Donut and Harold's Chicken Shack are nearby, along with Avalon Park and Hamilton Park for green space. Chicago State University sits just a few minutes away, adding to steady rental demand in the area. Chatham remains one of the South Side's most stable multifamily submarkets, with strong owner-occupant pride and consistent rental demand. This is a ground-up repositioning play for an investor looking to build a fully renovated, high-cash-flow asset from scratch. Bring your contractor and your vision, this one's ready to be rebuilt from the studs up.

7954 S Maryland Avenue, Chicago
$149,000
4 Beds ⋅ 2 Baths ⋅ 12711472 MLS ⋅ PRICE CHANGE Status
This solid all-brick two-flat is a rare find-perfect for savvy investors or owner-occupants seeking rental income! Each spacious unit features 2 bedrooms and 1 bath, complemented by newer windows that enhance energy efficiency and curb appeal. The property includes a detached 2-car garage and a full basement offering additional storage or expansion potential.

8036 S Dobson Avenue, Chicago
$79,000
2 Beds ⋅ 1 Baths ⋅ 12707229 MLS ⋅ ACTIVE Status
*** Multiple Offers Received Highest and Best Due 7/28 5pm*** Welcome to 7930 S Maryland Ave, a classic Chicago brick bungalow offering an incredible value-add opportunity for savvy investors and rehabbers alike. This solid-bones property features 2 comfortable bedrooms and 1 bathroom, providing a fantastic foundation to build immediate equity. You can skip the headache of major structural overhauls, as the roof, windows, hardwood flooring, plumbing, electrical, and mechanicals are all in place and functional. Even better, the HVAC system and ductwork are already installed, saving you significant time and expense on your renovation. The real magic lies in the massive expansion potential. This home is primed for customization, offering a blank canvas to drastically increase your square footage by adding extra bedrooms and a bathroom in the full basement with high ceilings, or by dormering the spacious attic. Outside, you will find a nice backyard perfect for summer gatherings and a convenient detached garage. Opportunities with this much fundamental work already completed do not last long in this market. Bring your design ideas and unlock this property's true potential today!Sold as-is.

7930 S Maryland Avenue, Chicago
$99,900
3 Beds ⋅ 2 Baths ⋅ 12710745 MLS ⋅ ACTIVE Status
Great Investment or Homeownership Opportunity! All brick two-story townhouse featuring 3 bedrooms, 1.5 bathrooms, full basement, and large, fenced yard. Conveniently located just north of the 87th Street corridor in East Chatham, this spacious corner unit offers easy access to schools, shopping, dining, services, transportation, and more. Inside, the open living and dining area combine original hardwood flooring with bright natural light from east and south facing windows. A recently updated kitchen provides a western exposure, along with access to a private covered deck and massive fenced yard, perfect for outdoor entertaining or--for added value--potential parking. Upstairs, a welcome retreat showcases a generously sized main bedroom, two secondary bedrooms, and a bathroom with full amenities. Additional features include a half bathroom on the main level plus a full unfinished basement with laundry on the lower level, an ideal location for future expansion or current storage needs. No HOA fees. Repairs and updates needed. Sold AS IS.

8610 S Ingleside Avenue, Chicago
$419,000
9 Beds ⋅ 6 Baths ⋅ 12706520 MLS ⋅ ACTIVE Status
Excellent investment opportunity! This well-maintained, three-unit building was constructed in 2007. Each unit offers 3 bedrooms and 2 full bathrooms with a master suite. Units 1 and 2 are currently occupied by month-to-month tenants, Unit 3 is vacant features stainless steel appliances, including a stove, refrigerator, dishwasher, and microwave, to be installed before closing. Each tenant pays their own gas and electric,. The owner pays for water and trash. The roof and exterior are maintained annually. A great opportunity for an investor or owner-occupant!

7918 S Greenwood Avenue, Chicago
$1,100,000
12703883 MLS ⋅ ACTIVE Status
7914 S Dobson Avenue is a 13-unit vintage brick walk-up in Chicago's Chatham submarket. Heavy 1BR mix (101BR + 32BR) in a 9,700 SF castle-style brick property - battlement parapets, corner turret, and Gothic-arch entry built to 1928 masonry standards.

7914 S Dobson Avenue, Chicago
$315,000
4 Beds ⋅ 2 Baths ⋅ 12703065 MLS ⋅ ACTIVE Status
Welcome to this beautifully updated 6-bedroom, 2-bath bungalow offering the perfect blend of space, comfort, and value! This move-in-ready home features generous room sizes, an updated interior, and a brand-new roof for added peace of mind. The versatile floor plan provides ample space for large or multi-generational households, a home office, or guest accommodations. Conveniently located near parks, schools, shopping, dining, and major expressways, this property offers both comfort and accessibility. Don't miss this incredible opportunity to own a spacious, updated home that's ready for its next owner. Schedule your private showing today!

8305 S Maryland Avenue, Chicago
$300,000
4 Beds ⋅ 2 Baths ⋅ 12697427 MLS ⋅ ACTIVE Status
Welcome to 8419 S. Maryland Ave., a spacious 4-bedroom, 2-bathroom home offering comfort, functionality, and plenty of room to grow. Thoughtfully designed with generous living spaces and a versatile floor plan, this home is ideal for everyday living, entertaining, or accommodating a larger household. Inside, you'll find bright, inviting rooms, well-sized bedrooms, and two full bathrooms that provide convenience for family and guests alike. The flexible layout offers endless possibilities to personalize the space and make it your own. Outside, enjoy a private backyard perfect for relaxing, gardening, or hosting summer gatherings. Conveniently located near schools, parks, shopping, dining, and public transportation, this home combines neighborhood charm with easy access to city amenities.

8419 S Maryland Avenue, Chicago
$108,000
2 Beds ⋅ 1 Baths ⋅ 12679569 MLS ⋅ ACTIVE Status
Don't miss this nice two (2) bedroom townhome in this spacious, quiet area of Chatham. Freshly painted, rehabbed bath room, and laminated floors. Priced just right, and perfect for first time home buyers. Thanks in advanced for touring.

7931 S Dobson Avenue Unit #A, Chicago
$115,000
2 Beds ⋅ 2 Baths ⋅ 12668322 MLS ⋅ ACTIVE Status
Affordable beautifully rehabbed 2 bedrooms, 1 and half bathrooms Townhouse. The kitchen has brand new cabinets and granite countertops with stainless steel appliances. Microwave, washer and dryer are also included. Motivated seller is willing to assist buyer with closing costs.

7939 S Ingleside Avenue Unit #C, Chicago
$445,300
10 Beds ⋅ 5 Baths ⋅ 12664564 MLS ⋅ ACTIVE Status
***SHOWINGS START 6/15/2026*** Attention investors and owner-occupants - exceptional 4-unit brick building in rapidly appreciating Chatham near the lakefront and Obama Presidential Center. Property features two spacious 4-bedroom units (1 4bd/2ba and 1 4bd/1ba) with full living and dining rooms, plus two 1-bedroom units offering strong rental diversification. All units include updated kitchens and baths, modern plank flooring, stainless steel appliances, and abundant natural light. Recent exterior upgrades include new privacy fence, backyard patio ideal for grilling and entertaining, and 2-car brick garage with remote access. On-site laundry room plus maintenance/storage lounge. Strong rental demand with appreciation and rent growth potential. Ideal for FHA, owner-occupant, or long-term investor hold. SOLD AS IS.

8017 S Maryland Avenue, 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.