Chatham Homes under $500,000

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Chatham 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 your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Newest Chatham Homes under $500,000

$259,900

3 Beds ⋅ 2 Baths ⋅ 12796763 MLS ⋅ NEW Status

Welcome to this beautifully renovated brick bungalow home, where classic charm meets modern elegance! This turnkey property offers a bright, inviting interior with a fresh neutral color palette, beautiful flooring, new carpet in bedrooms, recessed lighting, and stylish contemporary finishes throughout. The sun-filled living room features oversized windows that bring in abundant natural light, while the spacious dining area is perfect for everyday meals and entertaining. The updated kitchen showcases white shaker cabinetry, quartz countertops, subway tile backsplash, new stainless steel appliances (will be installed prior to closing), and sleek black hardware. Generously sized bedrooms, including a charming upper-level bedroom with vaulted ceilings and den/office or nursery. The beautifully updated bathrooms feature elegant tiles, modern vanities, and stylish matte black fixtures. The heated enclosed porch offers abundance of natural light and versatile possibilities and can be customized to suit a variety of needs, including a home office, fitness room, hobby room, or additional recreational space. The finished lower level provides additional living and entertaining space, with a spacious recreation room, 4th bedroom and full bath. Step outside to enjoy the expansive backyard, offering plenty of room for outdoor gatherings, gardening, and relaxation. A detached 2 car garage offers additional storage. Enjoy the convenience of I94, CTA Red line stop, parks, schools, shopping and dinings within walking distance. Move right in and enjoy! New roof, windows, HVAC system - seller to install central a/c unit prior to closing and more!

8534 S Rhodes Avenue, Chicago

$299,900

4 Beds ⋅ 2 Baths ⋅ 12795201 MLS ⋅ NEW Status

Beautiful yellow brick 2-flat situated on a desirable residential block, offering spacious units and excellent potential for both owner-occupants and investors. Each unit features a formal living room and dining room, an eat-in kitchen, and newly sanded and painted oak hardwood floors that add warmth and character throughout. The property features individual boilers and hot water tanks for each unit, along with newly poured concrete floors in the garage. Both units are available for immediate occupancy, providing flexibility for an owner-occupant looking to live in one unit while renting the other, or an investor seeking a multifamily opportunity. Conveniently located within walking distance of public transportation, schools, parks, and shopping. Easy to show. A fantastic opportunity in a desirable location-don't miss it!

7943 S Evans Avenue, Chicago

$209,900

3 Beds ⋅ 3 Baths ⋅ 12795142 MLS ⋅ NEW Status

Charming brick bungalow offering 3 bedrooms, 3 baths, and flexible living space! Features include hardwood floors, a spacious second-level bedroom with a full bath, a full basement with potential for additional living space, and a large deck overlooking a fenced backyard. Detached 2-car garage included. Bring your vision and make this home your own!

7635 S Michigan Avenue, Chicago

$250,000

4 Beds ⋅ 2 Baths ⋅ 12794084 MLS ⋅ NEW Status

Updated interiors and a thoughtfully designed layout offering space to live, work, and entertain make this spacious two-story home a standout opportunity in Chicago's Greater Grand Crossing neighborhood! Featuring 4 bedrooms, 2 full baths, and a detached 2-car garage, this beautifully updated residence showcases hardwood flooring throughout the home, updated lighting, fresh baseboards, and attractive contemporary finishes throughout. The main level features an inviting open living and dining area that flows into an updated kitchen, with an adjoining enclosed flex space ideal for a breakfast nook, home office, pantry, or mudroom. Both bathrooms feature refreshed finishes, while the generous bedroom layout provides plenty of room for everyday living. Upstairs, the primary bedroom offers an added retreat with its own separate enclosed flex area, perfect for a private office, dressing room, or reading nook. Multiple closets throughout the home provide additional storage options. A full unfinished basement offers additional storage, while the detached 2-car garage adds convenience. Ideally situated near public transportation, shopping, dining, and neighborhood parks, this home offers modern appeal, functional living areas, and room to accommodate a variety of lifestyles. Kitchen appliances will be provided at closing with an acceptable offer. This home qualifies for up to $16,000 through the HOPER Homebuyer Program! Schedule your private showing today!

7615 S Champlain Avenue, Chicago

$159,900

2 Beds ⋅ 1 Baths ⋅ 12790355 MLS ⋅ ACTIVE Status

Welcome home to this beautifully updated 2-bedroom residence with a versatile bonus room on the second floor! This move-in-ready home offers a fresh, modern look with thoughtful upgrades throughout. Step inside to find new flooring throughout, along with new doors and trim that give the home a clean, polished finish. The updated kitchen features stylish two-tone cabinetry, quartz countertops, and a matching backsplash, creating a bright and contemporary space perfect for everyday living and entertaining. The bathroom has been refreshed with neutral, stylish ceramic finishes and an updated vanity. The living room features modern wall accents and a floating cabinet, adding character and a sleek designer touch.The second-floor bonus room provides additional flexible space that can be used as a home office, playroom, sitting area, or additional storage.Bring your pre-qualified buyers and schedule your showing today! This home truly needs to be seen to be appreciated.

8156 S King Drive, Chicago

$425,000

5 Beds ⋅ 4 Baths ⋅ 12792069 MLS ⋅ ACTIVE Status

**Remarks:** Welcome to this beautifully maintained Chicago bungalow offering 6 generously sized bedrooms and 4 full bathrooms, including a spacious primary suite. Blending classic character with modern updates, this home features gleaming hardwood floors, elegant wainscoting, modern fixtures, and a welcoming living room with a fireplace. The contemporary two-tone kitchen features updated finishes and **stainless steel appliances included in the sale, including a refrigerator with a built-in TV**. The expansive basement provides additional living space, a dedicated laundry area, and a newly installed 60-inch electric fireplace for added comfort and ambiance. **Couches, tables, additional furniture, and a treadmill are also included in the sale**, offering added value and convenience for the next owner. Major updates include a new roof and furnace in 2020 and a new 50-gallon gas water heater in 2023. Additional improvements include a sump pump and front drainage valve to help protect against basement flooding, a newly installed back porch with black iron spindles, a cedar privacy fence, custom-made blinds, and new concrete beneath the enclosed porch. Enjoy central air conditioning, updated landscaping with refreshed trees and bushes, and a detached 2-car garage. **Please note: Four of the home's six bedrooms were not photographed, as these rooms are currently being used for storage.** With its generous living space, thoughtful improvements, included appliances and furnishings, and combination of style and functionality, this well-cared-for home is ready for its next owner. Schedule your showing today!

8607 S Maryland Avenue, Chicago

$289,000

2 Beds ⋅ 2 Baths ⋅ 12790425 MLS ⋅ ACTIVE Status

Fully rehabbed home! Everything has been replaced, is new, or upgraded. New doors, new windows, new kitchen, new bathrooms, new appliances, new fixtures, and more! Roof, HVAC, plumbing, and electrical are all new. Full basement with an all new floor. You will have no worries moving into this home, only needs furnishing. Right down the block from an Elementary school. Also close to many gas stations, retail stores, grocery stores, and restaurants. Cheap annual property tax! Easy to show, contact the listing agent today!

7755 S Calumet Avenue, Chicago

$250,000

4 Beds ⋅ 2 Baths ⋅ 12790393 MLS ⋅ ACTIVE Status

Brick Chatham 2 Flat on a real nice block! This building has lots to offer. Each unit is 2 Bed, 1 Bath with Dining Rooms and Enclosed Back Porches giving expansion options. Separate heat systems for each floor. 2 car garage and unfinished basement with 2 doors and utilities off to the side. This building is good as a rental property or for an owner occupant. Priced to build equity! Make your appointment for a private viewing to see if this is the building you have been waiting for!

8012 S Rhodes Avenue, Chicago

$270,000

2 Beds ⋅ 2 Baths ⋅ 12789382 MLS ⋅ ACTIVE Status

Come check out this beautiful updated home! Walk into a spacious floor plan where you can relax, cook and entertain. This newly remodeled home features 4 bedrooms and 2 Full bathrooms. Upstairs bathroom has Bluetooth so you can enjoy your music of choice. The basement has a Family Room for Entertainment and a separate laundry room. This home features beautiful hardwood floors, recessive lighting, A/C, custom kitchen, 42'' cabinets, marble counter tops. Enclosed back porch that can be used as a play area for children, den, or an office..There's an enormous backyard, plenty of space outdoor entertainment, gardening as well as a parking pad for your cars. Let's schedule your tour soon!

8405 S Vernon Avenue, Chicago

$335,000

5 Beds ⋅ 2 Baths ⋅ 12787854 MLS ⋅ ACTIVE Status

Recently updated multi-unit property at 8036 S Vernon Ave featuring a total of 5 bedrooms, 2 bathrooms, and brand-new appliances! An excellent opportunity for an owner-occupant or investor. Live in one unit and rent out the other, using rental income. Whether you're looking for a home with income potential or adding to your investment portfolio, this property is worth a look. Schedule your showing today! Highest and Best Friday 6pm. Multiple offers received.

8036 S Vernon Avenue, Chicago

$475,000

8 Beds ⋅ 5 Baths ⋅ 12787969 MLS ⋅ ACTIVE Status

Check out this well mantained corner brick Duplex! Each spacious unit has 3 bedrooms, 2 Bathrooms, living room, kitchen, seperate dining room, beautiful hadwood floors, central air, plus a finished basement with additional living space. Each unit has central heating. This property also features a side driveway with a brick 2 car garage. Roof on the building and garage 2025. Refinished hardwood floors and granite counter tops 1st floor 2026. Conveniently located close to public transportation, nearby 90/94 Expressway ramp, schools, restaurants and stores. If you are looking for a multi-unit this is might just be the one! Schedule your showing today! THIS PROPERTY IS NOT FOR RENT/LEASE.

200 E 87Th Street, Chicago

$255,000

4 Beds ⋅ 2 Baths ⋅ 12787485 MLS ⋅ ACTIVE Status

Welcome to this beautifully recently rehabbed home that blends modern upgrades with comfortable living in the heart of Chicago. This residence features 4 bedrooms and 2 full bathrooms, thoughtfully designed for today's lifestyle. The interior has been refreshed from top to bottom, showcasing brand-new appliances, updated finishes, and a clean, contemporary look throughout. Natural light fills the living spaces, creating a warm and inviting atmosphere perfect for both everyday living and entertaining. The updated kitchen offers modern functionality with sleek appliances and ample cabinet space, while the renovated bathrooms feature stylish, modern touches. Other updates include brand new roof, new fenced in gate, yard and new front deck flooring. Whether you're a growing family or an investor seeking a move-in-ready property, this home delivers comfort, convenience, and value. Located near schools, transportation, and neighborhood amenities.

7653 S Saint Lawrence 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.

Chatham Homes under $500,000

Newest Chatham Homes under $500,000

How much is your home worth?

How much is your home worth?