Chatham Homes under $400,000

Chatham Homes under $400,000

Welcome to Chatham, Illinois—a charming village nestled in the heart of Sangamon County, just a stone’s throw away from the bustling capital city of Springfield. Known for its tight-knit community, excellent schools, and beautiful parks, Chatham offers a delightful blend of suburban tranquility and convenient access to urban amenities. Whether you’re a first-time homebuyer, a growing family, or looking to downsize, Chatham is an ideal place to call home.

One of the most appealing aspects of Chatham is its diverse real estate market, particularly for homes under $400,000. Here, you can find a variety of options that cater to different lifestyles and preferences. From cozy single-family homes with charming yards to modern townhouses with contemporary finishes, there’s something for everyone. This affordability makes Chatham an attractive choice for families looking to settle in a welcoming environment without breaking the bank.

The village boasts a range of amenities, including local shops, restaurants, and recreational facilities. Residents can enjoy outdoor activities at one of the many parks, or take a leisurely stroll through the picturesque neighborhoods lined with mature trees. With its strong sense of community and commitment to quality living, Chatham is not just a place to live; it’s a place to thrive.

If you’re considering a move to this delightful village, explore the homes available under $400,000 and discover the perfect blend of comfort, community, and convenience that Chatham has to offer. Your dream home awaits!

Newest Chatham Homes under $400,000

1219 Covered Bridge Road, Chatham
$100,000
3 Beds ⋅ 1 Baths ⋅ CA1046941 MLS
REAL ESTATE AUCTION- Auction Ending Oct. 27th - 6:00pm ON LINE AUCTION - PRICE LISTED IS STARTING BID PRICE Bid at BENLADAGE.COM and to see complete auction listing. Escape to the country with this 3-bedroom, 1-bath home situated on approximately 6 acres! The property offers plenty of room to spread out and includes a 30' x 45' Morton building, 35' x 70' red barn, and additional outbuilding, providing excellent space for storage, hobbies, equipment, livestock, or future plans. The home features a large covered porch and is served by city water. Surrounded by open farmland, this property offers a peaceful country setting with plenty of potential for the next owner. Whether you're looking for a country home, hobby farm, renovation project, or simply more space, this property is full of possibilities and ready for someone to make it their own. Property is being offered at auction and will sell AS IS. Broker Participation Welcome. Property is sold at the Owners approval and reserves the right to accept or reject any or all bids. All appliances and furniture remaining with home.

1219 Covered Bridge Road, Chatham
306 Dover Drive, Chatham
$395,000
3 Beds ⋅ 4 Baths ⋅ CA1046905 MLS
Need room to spread out? Three levels of living space give this home plenty of flexibility for family, friends and entertaining. Step inside to vaulted ceilings, hardwood floors and a spacious living room centered around a cozy fireplace. The open layout flows into a private dining room and great kitchen with an island, plus a 3-season sunroom with skylights—the perfect spot for morning coffee or relaxing at the end of the day. The primary suite offers an attached bonus room ideal for an office, nursery or sitting room, along with a walk-in closet and private bath. Upstairs you'll find two spacious bedrooms with huge walk-in closets and a full bath. The basement is ready for the kids, friends and family with flexible space for a family room, playroom, workout area or office. Outside, enjoy the large fenced yard near the pond and a 3-car garage with newer garage doors and smart system. Updates include roof and gutters in 2024, garage doors 2023, water heater 2023, dishwasher 2026, updated light fixtures, fresh paint in the basement, two baths and upstairs bedrooms, whole-house duct cleaning, and removal of 8+ trees and large bushes. Additional features include a water softener, RO system with new faucet/updates in 2026, sump pump with water backup and heated lighting in the bathrooms. Plenty of space, thoughtful updates and room for everyone—inside and out! With room to gather, play and unwind, this is a home designed to make everyday living easy.

306 Dover Drive, Chatham
148 Parkway Drive, Chatham
$339,900
4 Beds ⋅ 3 Baths ⋅ CA1046789 MLS
Spacious ranch living at its finest! This 4 bedroom, 2.5 bath home offers 2,200 fin sq ft plus a screened in porch and is located in the desirable Chatham Glenwood School District. The inviting living room features a vaulted ceiling and cozy gas fireplace, while the brand new luxury vinyl plank flooring flows throughout the main living areas, providing a fresh updated feel. The kitchen boasts a large island, granite countertops and a pantry. A versatile den/sunroom offers the perfect space for a home office, additional sitting area, or relaxing retreat. Enjoy the outdoors from the screened-in porch overlooking the expansive backyard. Situated on a large cul de sac lot, this home also features a desirable 3 car garage with a large attached storage room providing ample room for vehicles and storage. With generous living space, thoughtful features, and recent updates, this ranch offers the perfect combination of comfort and functionality! Updates include brand new LVP throughout main living areas, many new ceiling fans and new roof in 2023.

148 Parkway Drive, Chatham
115 S Oak Street, Chatham
$265,000
4 Beds ⋅ 2 Baths ⋅ CA1046486 MLS
This 1927 Craftsman is a rare find in Chatham. Set on .52 an acre, this distinctive 4 bed, 2bath home feels like a piece of another era with a lrg front porch welcoming you beneath a mature shade tree & a garden filled with hostas & hydrangeas. Inside, original character begins with HW floors, a WB fireplace, 2 sitting rooms, plaster walls, substantial molding, original hardware & light switches. The dining room provides extra storage with a butler's pantry. A main-level bedroom & bath with a freestanding cast-iron tub offer first-floor living. The lrg kitchen offers a granite-topped island, pantry, skylight & room for an eat-in area. A one-step transition leads to the family room & out to an expansive Trex deck wrapping around the back of the home, with multiple spaces for dining, entertaining & enjoying the gardens. Upstairs has more vintage details with a Juliet balcony overlooking the grapevines, plus 3 bedrooms with HW floors & ceiling fans; 2 offer 2 closets, and a full bath. The huge fenced backyard offers a built-in firepit, room to garden, homestead, let the dogs run, or create your own outdoor space. A detached 2-car garage and unfinished basement provide additional storage, and hobby space. Recent improvements include a roof, fascia and gutters (2023), water heater and washing machine (2024), and refrigerator (2025), Radon System Pre-inspected. For someone who sees the potential, appreciates the character & Is ready to bring this home back to life.

115 S Oak Street, Chatham
610 Evergreen Drive, Chatham
$264,900
3 Beds ⋅ 2 Baths ⋅ CA1046469 MLS
This Chatham ranch is currently being remodeled and is nearly complete! Offering 3 bedrooms and 2 full bathrooms, the home features numerous updates throughout, including new and updated bathrooms, luxury vinyl plank flooring, and a beautifully updated kitchen. The backyard has also been revamped, with a new patio currently being installed, creating a great space for outdoor entertaining and relaxation. The exterior features new siding and soffit on most of the home, while the roof was replaced in 2023. With so many recent improvements, this home is ready to offer its new owners a fresh, updated space in a desirable Chatham location.

610 Evergreen Drive, Chatham
305 South Grand Avenue, Chatham
$115,000
2 Beds ⋅ 1 Baths ⋅ CA1046467 MLS
Perfect for a starter home or potential investment opportunity. Check out this great home on a double lot in Chatham. Nice-sized eat-in kitchen. Attached garage. A great bonus room that's perfect for extra storage or whatever you need it to be. Brand new water heater, Roof in '21, HVAC and updated plumbing in '14. A little will go a long way with this one!

305 South Grand Avenue, Chatham
180 Teal Drive, Chatham
$237,000
4 Beds ⋅ 2 Baths ⋅ CA1046448 MLS
COMING SOON! Showings start Sunday, September 13th. Don’t miss this updated 4 bedroom, 2 bath home in popular Quail Meadow subdivision in Chatham. This home has been thoughtfully updated throughout, including remodeled bathrooms, new light fixtures, outlets and switches, updated closet systems in the bedrooms, new rolling shades on all windows, freshly painted kitchen cabinets, trim and doors, new appliances and a new kitchen sink. Living room is centered by your own brick fireplace. The spacious primary bedroom features a walk-in closet, and a bonus room provides flexible space for an office, playroom, or gym. All appliances, including the washer and dryer, stay. Additional features include a whole-house attic fan, 2.5-car garage that is extra deep with a workshop area. Also a spacious deck overlooking the backyard with an outdoor brick fireplace. Situated on a large corner lot on a cul-de-sac, this home offers plenty of space both inside and out. Major mechanicals have been updated as well. HVAC 2020, Water heater 2020. Pre-inspected for buyers’ convenience.

180 Teal Drive, Chatham
39 Crestview Drive, Chatham
$335,000
3 Beds ⋅ 3 Baths ⋅ CA1046419 MLS
Welcome home to this inviting ranch tucked away on a cul-de-sac and designed with entertaining in mind! The main level features 2 bedrooms and 2 full bathrooms, a large living room, dining area and a well-appointed kitchen with custom cabinetry, granite countertops and stainless steel appliances. A unique custom breezeway with brick flooring connects the two-car attached garage to the home, adding character and charm. The finished walkout basement is an entertainer’s dream with a cozy fireplace, second kitchen, laundry area, third bedroom, full bathroom and two additional finished bonus rooms. These versatile spaces are perfect for home offices, hobby rooms, exercise space, playrooms or additional flex space to fit your needs. Bonus rooms do not have egress windows. Step outside from the walkout basement and discover your own backyard oasis featuring an in-ground chlorine swimming pool with an electric heater—perfect for summer gatherings, pool days and relaxing at home. With generous living space, multiple areas for entertaining indoors and out, a two-car attached garage and a cul-de-sac location, this ranch has so much to offer!

39 Crestview Drive, Chatham
240 Teal Drive, Chatham
$229,900
3 Beds ⋅ 2 Baths ⋅ CA1046407 MLS
Welcome to this well-maintained 3-bedroom, 1.5-bath home nestled in an established Chatham neighborhood! Featuring a large backyard and a long list of updates, this home offers comfortable living with many of the big-ticket items already taken care of. Updates include a new roof, siding and gutters in the last 5 years, an updated kitchen with popular white cabinetry within the past 10 years, new basement flooring, and a furnace within the last 10 years. Enjoy the outdoors from the newer back deck, added within the past 2 years. A brand-new water heater provides another worry-free update. A great opportunity to enjoy a move-in-ready home in a wonderful Chatham location!

240 Teal Drive, Chatham
1621 Magnolia Drive, Chatham
$236,900
2 Beds ⋅ 2 Baths ⋅ CA1046372 MLS
Don’t miss this one-owner, two-bedroom, two-bath ranch with a two-car attached garage in popular Wellington Estates in Chatham. Built in 2008, this well-cared-for ranch features an open floor plan with a spacious kitchen offering a breakfast bar, plenty of cabinetry and stainless-steel appliances, opening to the inviting family room with vaulted ceiling and gas log fireplace. The primary suite includes a large walk-in closet and dual vanities. Enjoy outdoor living from the patio off the back slider and spacious deck, surrounded by manicured landscaping with concrete borders. Updates include roof (2023, still under warranty), all windows (2018) and newer whole-house water softener; dishwasher is approximately 1½ years old. All appliances, including washer and dryer, stay. Young’s security system is installed but deactivated. Lawn service applications, including aeration, are paid through the end of the year. Convenient location close to schools and easy Springfield access. Pre-inspected.

1621 Magnolia Drive, Chatham
310 Boulder Creek Drive, Chatham
$350,000
3 Beds ⋅ 4 Baths ⋅ CA1046282 MLS
Fall in love with this gorgeous 3-bedroom, 2.5-bath condo in desirable Chatham, where thoughtful details and beautiful finishes are found throughout! The open-concept main level features 9-11 foot ceilings and a seamless flow between the spacious living area, dining space and stunning kitchen. You’ll love the quartz countertops, island with seating, upgraded appliances and stylish finishes. The main-floor primary suite offers convenience and privacy, making one-level living a breeze. Step outside to the newly covered screened porch and enjoy your morning coffee while taking in the peaceful, secluded tree-lined setting and creek. The finished walk-out lower level adds even more living space with a spacious family room featuring a second fireplace and bar area, plus two additional bedrooms and a full bath. Private patio off of the lower level. Numerous recent improvements provide peace of mind, including a new HVAC system and new LED lighting in 2025. Other updates within the last three years include roof, four new ceiling fans, replacement of all electrical outlets and face plates, water heater, garage door opener, Youngs security system that will stay along with the outdoor cameras. What sets Boulder Creek apart is its comprehensive HOA, providing a carefree lifestyle by covering all exterior maintenance, lawn care, snow removal, exterior homeowners insurance, and access to the community's private pool. Simply enjoy life without the upkeep.

310 Boulder Creek Drive, Chatham
1 County Road, Chatham
$250,000
3 Beds ⋅ 3 Baths ⋅ CA1046173 MLS
BACK ON MARKET DUE TO NO FAULT OF SELLERS !!!!!!! Don't miss this charming ranch in Chatham! Situated on a generously sized corner lot along a quiet street, this 3-bedroom, 3-bath home offers plenty of space inside and out. Step inside to find freshly painted walls and replacement windows, along with the added peace of mind of a new roof installed in 2024. The home also features an attached 2-car garage, a sprawling backyard with plenty of room to enjoy, and a spacious basement offering tons of potential for additional living, entertaining, or storage space. Come see all this Chatham home has to offer! The fireplace is inoperable. Selling as reported; a pre-inspection is being done on 9/25/26.

1 County Road, Chatham
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