Chatham Homes under $300,000

Welcome to Chatham, a vibrant neighborhood nestled on the South Side of Chicago, Illinois. Known for its rich history and tight-knit community, Chatham offers a unique blend of suburban charm and urban convenience. With tree-lined streets and a welcoming atmosphere, this neighborhood is ideal for families, young professionals, and anyone looking to enjoy the best of city living.

Chatham boasts a diverse array of amenities, including local shops, restaurants, and parks that cater to all lifestyles. The neighborhood is home to several well-regarded schools, making it an excellent choice for families seeking quality education options. Community events and gatherings foster a sense of belonging, ensuring that residents feel connected and engaged.

One of the most appealing aspects of Chatham is its affordability. With a range of homes available for under $300,000, it presents an incredible opportunity for first-time homebuyers and investors alike. From charming bungalows to spacious two-flats, the real estate options here are both varied and inviting. Many properties feature beautiful gardens and are situated on quiet, friendly streets, creating a warm and inviting atmosphere.

Transportation is convenient, with easy access to public transit and major highways, allowing residents to commute effortlessly to downtown Chicago and beyond. Whether you’re looking to enjoy the local parks, explore nearby cultural attractions, or simply relax in your new home, Chatham is the perfect place to plant your roots.

Discover the charm and affordability of Chatham—your dream home awaits in this delightful neighborhood!

Newest Chatham Homes under $300,000

$205,000

3 Beds ⋅ 3 Baths ⋅ 12773852 MLS ⋅ NEW Status

Welcome to this charming and inviting ranch-style residence, thoughtfully designed for comfortable everyday living. This lovely three-bedroom, two-bath home features a warm and welcoming living room, a dedicated dining area, and a spacious kitchen with abundant cabinetry and storage. Beautiful hardwood floors and classic wood trim add timeless character and warmth throughout the home. The full basement offers valuable additional space with endless possibilities for recreation, a home office, storage, or future finishing. Completing the property is a convenient one-car garage with an adjoining driveway for additional parking. With its appealing ranch-style layout, traditional details, generous living spaces, and excellent potential, this home offers a wonderful opportunity to create a comfortable and inviting place to call home

8300 S Indiana Avenue, Chicago

$265,000

3 Beds ⋅ 2 Baths ⋅ 12771093 MLS ⋅ NEW Status

Welcome Home to 8610 S Vernon! This beautifully maintained brick Cape Cod in the heart of Chatham offers the perfect blend of classic charm, modern updates, and room to grow! This 3-bedroom, 2-bath home features brand-new carpet and flooring throughout, and new beautiful bathrooms. A finished den, full basement, and a versatile bonus room perfect for a family room, recreation space or home office. Major updates include new gutters and downspouts, and new windows-all with lifetime transferrable warranties. The full basement offers even more possibilities, including the potential to add an additional bedroom, subject to applicable permits and requirements. Outside, the backyard features an existing slab ready for a future garage and provides the perfect setting for family gatherings and backyard barbecues. Meticulously cared for and full of opportunity, this home delivers the space, updates, and the flexibility that you have been seeking. Come see why this Chatham gem may be the one you've been waiting for! Sold AS-IS.

8610 S Vernon Avenue, Chicago

$95,000

3 Beds ⋅ 1 Baths ⋅ 12769297 MLS ⋅ ACTIVE Status

This solid brick bungalow known for - durable masonry construction, generous room sizes, and great bones - it's a true diamond in the rough, calling out to investors, contractors, and visionary homeowners ready to bring their creativity to the table. Sold strictly as-is, this home needs a full top-to-bottom renovation, but the opportunity is undeniable to restore its original charm, modernize the layout, and create a stunning residence. Bring your contractor and your imagination - homes with this much upside don't come around often! Cash or renovation-loan buyers preferred. Sold strictly as-is; seller will make no repairs.

7809 S Vernon Avenue, Chicago

$229,999

2 Beds ⋅ 3 Baths ⋅ 12759306 MLS ⋅ ACTIVE Status

Meticulously maintained brick home in the heart of Chatham! This one has been cared for inside and out, from the manicured front lawn and landscaped beds to the gleaming hardwood floors throughout. A bright living room is centered on an oversized picture window that fills the space with natural light and opens to a warm, wood-paneled family room with built-in storage. The spacious eat-in kitchen offers abundant cabinetry, a stainless dishwasher, newer flooring, and plenty of room to gather. The main level has an eat-in kitchen area that could easily be made a 3rd bedroom/office, plus generously sized bedrooms upstairs with ceiling fans and a second full bath. The partially finished basement adds a large rec room with a half bath, and there's a dedicated laundry area with a utility sink and extra storage. Big-ticket items are covered with a newer furnace and hot water tank. Enjoy a fenced yard and a 2.5-car garage, all within easy reach of shopping and transportation. First-time buyers, this is your chance to get in with little money down! Eligible buyers may qualify for down payment assistance, including Chicago's HomeGrown program (grants up to $70,000), IHDAccess Home (up to $15,000), Cook County DPA (up to 5% of purchase price, max $25,000), and the other IHDA Access programs. You can combine many of these to cover your down payment and closing costs. Funds are limited, so bring your preapproved buyers today!

8614 S Prairie Avenue, Chicago

$144,999

3 Beds ⋅ 1 Baths ⋅ 12768230 MLS ⋅ ACTIVE Status

Updated 3-bedroom, single-family home in Greater Grand Crossing featuring a spacious layout and comfortable living areas throughout. The home offers great natural light, and a functional floor plan designed for everyday living. Full basement provides additional space and flexibility for future finishing or storage. Convenient location near schools, parks, public transportation, and city amenities. Move-in ready and a great opportunity for both homeowners and investors.

7553 S Saint Lawrence Avenue, Chicago

$169,000

4 Beds ⋅ 1 Baths ⋅ 12767053 MLS ⋅ ACTIVE Status

4 bedrooms, 1 bath, large backyard, unfinished walkout basement, newer second-floor windows/screens, water heater under 5 years, roof reportedly under 8 years, washer/dryer hookups, and sold as-is.

7637 S Eberhart Avenue, Chicago

$169,000

4 Beds ⋅ 2 Baths ⋅ 12763775 MLS ⋅ PRICE CHANGE Status

7811 S Champlain Avenue, Chicago

$260,000

4 Beds ⋅ 2 Baths ⋅ 12748856 MLS ⋅ ACTIVE Status

7518 S Eberhart Avenue, Chicago

$274,900

4 Beds ⋅ 2 Baths ⋅ 12730739 MLS ⋅ ACTIVE Status

Welcome to 7615 S Champlain - a beautifully updated 4-bedroom, 2-bath home offering the space, style, and flexibility buyers are looking for. From the moment you walk in, the home feels fresh, bright, and thoughtfully finished. Hardwood flooring runs throughout, complemented by new baseboards, updated lighting, and carefully selected finishes that create a clean, modern look from room to room. The main level features an open living and dining area that feels both spacious and inviting, along with a beautifully updated kitchen with a polished, contemporary feel. Just off the kitchen is an additional enclosed flex space, ideal for a home office, breakfast nook, pantry, mudroom, hobby area, or extra storage. Both bathrooms have also been updated, creating a cohesive look throughout the home. With four bedrooms, two full baths, multiple closets, and additional flexible-use spaces, the layout offers exceptional versatility. Whether you need room for family, guests, working from home, a dressing area, or simply more space to spread out, this home gives you options. Upstairs, the private primary bedroom is complemented by its own separate enclosed flex space, offering an ideal setting for a home office, sitting area, reading retreat, dressing room, or additional wardrobe and storage space. What sets 7615 S Champlain apart is the combination of updated finishes, hardwood flooring, four bedrooms, two full bathrooms, and a layout that feels even more spacious and flexible in person than photos can fully capture. Kitchen appliances to be provided at closing with an acceptable offer. If you are looking for a home that feels fresh, stylish, and ready to make your own, this one deserves to be seen. Schedule your showing and experience the space for yourself.

7615 S Champlain Avenue, Chicago

$275,000

4 Beds ⋅ 3 Baths ⋅ 12746251 MLS ⋅ ACTIVE Status

Welcome to this charming brick bungalow offering 5 bedrooms, 1 full bath and 2 half baths across 3 levels of comfortable living space. The main level features a spacious living room and separate dining room, both enhanced by custom crown molding, along with 2 bedrooms, an updated full bath and updated kitchen. A front enclosed porch surrounded by windows provides a bright and inviting space, while the rear enclosed porch is perfect for additional storage and organizing. The second floor houses 2 additional bedrooms and an updated half bath...great space for guests or home office. The full finished basement expands the living area even further with an additional bedroom and updated half bath. Throughout the home, you'll discover beautiful touches of nostalgia and classic Chicago bungalow character, including stained glass windows and built-in features that add warmth and personality. The fenced backyard provides a private outdoor space, while the detached 2car garage includes a convenient party door opening toward the backyard...perfect for gatherings and entertaining. A wonderful opportunity to own a spacious Chicago brick bungalow that blends timeless architectural character with thoughtful updates and versatile living space.

7521 S Champlain Avenue, Chicago

$215,000

5 Beds ⋅ 2 Baths ⋅ 12734557 MLS ⋅ PRICE CHANGE Status

Discover this beautifully maintained, vintage oversized bungalow in Chicago's historic Chatham neighborhood, offering an expansive layout perfect for any buyer ready, willing, and able to make it their own. This residence proudly embraces its authentic character with classic wood paneling on many walls and retro popcorn ceilings in select rooms, seamlessly paired with critical modern upgrades including a brand-new roof, new boiler, and new hot water tank. The exceptionally large bedrooms and two full bathrooms create a spacious, private oasis with plenty of room to stretch out, work from home, or unwind. Situated on a gorgeous, quiet block of pristine single-family homes just steps from King Drive, this property offers a rare opportunity to join a welcoming community, immerse yourself in Chatham's rich history, and build your own lasting legacy. Home is livable. Sold as-is. Agent Related to Seller.

8118 S Rhodes Avenue, Chicago

$279,900

3 Beds ⋅ 12744255 MLS ⋅ PRICE CHANGE Status

Absolutely stunning brick bungalow awaits the new owner! This property is situated in the lovely Chatham Neighborhood! Property is graciously rehabbed with finesse. Featuring 5 bedrooms 3 full bathrooms, new electrical, plumbing, HVAC, custom bathroom designs. Full finished basement with new tankless water heater and furnace! Stainless steel appliances and so much more! The city also just installed a brand new water line from the street to the house, a $24,000 job!

7718 S King Drive, 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.