Chatham Homes for Sale

Chatham Homes for Sale

Welcome to Chatham, Illinois – a charming village nestled in Sangamon County that perfectly blends small-town charm with modern convenience. Just a short drive from the bustling capital city of Springfield, Chatham offers residents a serene lifestyle without sacrificing access to urban amenities. With its picturesque tree-lined streets, friendly neighborhoods, and a strong sense of community, Chatham is an ideal place to call home.

One of the standout features of Chatham is its commitment to quality education, with top-rated schools that provide exceptional learning environments for children. Families will appreciate the abundance of parks, recreational facilities, and community events that foster a close-knit atmosphere and encourage outdoor activities. Whether you’re enjoying a summer concert in the park or participating in the annual Chatham Sweet Corn Festival, there’s always something happening in this vibrant community.

For those considering a move, Chatham boasts a diverse selection of homes for sale that cater to various lifestyles and budgets. From charming single-family homes with spacious yards to modern townhouses in well-maintained developments, there’s a perfect fit for everyone. Many properties feature contemporary amenities, open floor plans, and beautiful landscaping, making them ideal for both families and professionals alike.

If you’re looking for a place that combines the warmth of a tight-knit community with the conveniences of suburban living, Chatham, IL is the perfect destination. Explore our listings today and discover the home of your dreams in this delightful village!

Newest Chatham Homes for Sale

319 Huntington Drive, Chatham
$359,900
4 Beds ⋅ 3 Baths ⋅ CA1047390 MLS
This inviting 4-bedroom ranch in Chatham offers vaulted ceilings, granite kitchen surfaces, and GE Café appliances. The basement includes a legal bedroom with egress and flexible space for storage, hobbies, or future finishing. Updated mechanicals and a newer roof provide peace of mind. HOA is just $100/year and includes pond maintenance, neighborhood upkeep, and entrance lighting. A comfortable, well-cared-for home in an established neighborhood close to schools and amenities.

319 Huntington Drive, Chatham
408 S Grand Avenue, Chatham
$126,500
2 Beds ⋅ 1 Baths ⋅ CA1047378 MLS
Inviting 2bd 1ba Ranch home with 1 car insulated, heated, and cooled garage, 1.5 car detached garage, and additional workshop/shed. Galley kitchen with appliances staying and a greenhouse window above the sink. Spacious living room with hardwood floors and gas fireplace. Formal dining room with door leading out to the sunroom. Great sized fenced in yard. There is a wheelchair ramp from the detached garage leading to the house.

408 S Grand Avenue, Chatham
520 Pleasant Court, Chatham
$499,000
7 Beds ⋅ 3 Baths ⋅ CA1047376 MLS
Settle in this fall and start imagining summer—poolside gatherings, sunny afternoons, and refreshing dips in your own in-ground saltwater pool. At 520 Pleasant Court, seven bedrooms and three full baths across two finished levels offer room to gather, spread out, work from home, and welcome overnight guests. Updated stainless-steel kitchen appliances, a water filtration system, and a roof replaced in 2023 complement the home’s generous living spaces. The main-floor primary suite features a jetted tub, while a second living area in the finished basement, complete with a bar, provides another spot to relax or entertain. Just off the pool, the versatile sunroom offers space for morning coffee, dining, or entertaining. A fenced backyard, brick storage shed, three-car garage, and abundant storage add practical appeal. Head out for a stroll with your pets through the neighborhood, then return to your own backyard retreat. The sellers especially appreciate the peace of mind provided by the whole-home generator, ready to start automatically should a power outage occur. For added convenience, the sellers have arranged a pre-inspection at their expense and will provide a home warranty with an acceptable offer.

520 Pleasant Court, Chatham
110 Ivy Glen Drive, Chatham
$439,900
5 Beds ⋅ 3 Baths ⋅ CA1047217 MLS
Prepare to be impressed by this immaculate and exceptionally spacious five-bedroom home, ideally situated on a beautiful Chatham lot overlooking Lake Springfield. From the moment you arrive, the inviting curb appeal stands out with fresh exterior updates, a charming wraparound porch, and a roof that's only a few years old. Inside, warm hardwood floors and fresh, neutral finishes create a welcoming atmosphere throughout the main level. The spacious kitchen is the heart of the home, featuring a large island with breakfast bar, ample workspace, and an open flow into the dining and living areas. A stylish shiplap accent wall and fireplace add the perfect touch of character and create a great space for both everyday living and entertaining. The main-level primary suite offers a private retreat complete with a full bath, walk-in closet, and balcony where you can enjoy beautiful lake views and plenty of natural light. Two additional bedrooms, a second full bath, and a convenient main-level laundry room complete the first floor. The finished walkout basement adds incredible versatility with a spacious family room featuring newer carpet, daylight windows, and access to the patio. A separate rec room, two additional bedrooms, a den or office, and a third full bathroom provide plenty of room for family, guests, hobbies, or entertaining. With five bedrooms, a finished walkout basement, newer roof, and stunning Lake Springfield views, this Chatham home has it all.

110 Ivy Glen Drive, Chatham
830 Oakbrook Avenue, Chatham
$299,900
3 Beds ⋅ 2 Baths ⋅ CA1047105 MLS
Welcome to this charming 3-bedroom, 2-full-bath ranch home in Chatham! This home offers a spacious living room as well as a separate family room, providing plenty of space for relaxing or entertaining. The kitchen features granite countertops and ample space for everyday living. Step outside to enjoy the fenced backyard, perfect for outdoor activities or gatherings. Additional features include a 2-car garage and several recent major updates, including a new roof (2025), furnace (2025), water heater (2025), and A/C (2026). With these big-ticket improvements already completed, this home is ready for its next owner!

830 Oakbrook Avenue, Chatham
512 Wintergreen Drive, Chatham
$469,900
4 Beds ⋅ 4 Baths ⋅ CA1047072 MLS
With over 2,000 sqft in each of the 2 expansive & livable levels, this sprawling ranch home showcases tons of functional space to entertain & expand in. You'll find all 4 BR's are conveniently located on the 1st floor, where a living room & fireplace focal point create a splendid place to gather. You'll love a private primary bedroom that's well-equipped with a luxurious ensuite bath while a separate full bath is shared by other BR's. Elegant formal dining features statement lighting & attractive contrasting color schemes adjacent to the big, open concept kitchen featuring both bar seating & a delightful breakfast nook that sits beneath natural light & a wall of windows. Downstairs, a custom home theater sets the scene for movie nights & game days, while a large rec room, sitting area & full bath promise endless possibility for use. There's enough room for your dedicated gym space or in-home office without sacrificing substantial amounts of storage! Fresh paint throughout & carpet new in September of this year are excellent cosmetic improvements alongside some already evident updates that include the A/C last year (2025) plus the roof & all new gutters in 2023. Out back, the deck is accessed from the kitchen to extend your dining outdoors overlooking peaceful park views! The fenced backyard includes an outdoor smoker that will stay, while the 3c garage is like a cherry on top in this perfectly located home in the Chatham school district & Prairie Grove subdivision!

512 Wintergreen Drive, Chatham
47 Durbin Terrace, Chatham
$499,000
5 Beds ⋅ 3 Baths ⋅ CA1047037 MLS
Five bedrooms, a beautiful ranch layout and Chatham schools come together in this impressive home with the space, style and thoughtful details buyers are looking for. The open floor plan creates an inviting flow, with spacious living areas that feel equally comfortable for everyday life or entertaining. The kitchen is a standout with a generous island, pantry, granite countertops and Travertine tile backsplash, opening to the living room with an impressive 80-inch TV opening and cozy electric fireplace. The finished basement adds even more flexibility with two bedrooms featuring daylight windows, a large family room and plenty of storage. Solid wood doors and LVP flooring throughout add a polished, cohesive feel. Outside, the covered back patio with stamped concrete creates an inviting space to relax and enjoy the outdoors. The insulated garage includes an electric vehicle charger, adding another thoughtful touch. Built with quality and energy efficiency in mind, the home features Advantek subflooring, Zip System walls, Envirofoam closed-cell foam insulation, Marvin windows and a high-efficiency furnace system and most recently a home water filtration system was added! Underground downspout drainage to pop ups adds to the home's carefully considered design. Spacious, stylish and thoughtfully designed, this is a 5 bedroom ranch that offers room to live, gather and enjoy for years to come.

47 Durbin Terrace, Chatham
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
208 Eagle Ridge Drive, Chatham
$189,000
2 Beds ⋅ 2 Baths ⋅ CA1046913 MLS
Very nice two-bedroom, two bath attached condo, boasts a white kitchen with newer backsplash, and breakfast bar. Nice size living room with laminate flooring, and gas log fireplace. Private deck off dining area provides a relaxing space for that morning cup of coffee. Primary bedroom has walk in closet and private bath. Updates include: New decking and deck steps, (2026), New windows, (2024), Kitchen faucet, flooring and toilet in bathroom, (2024) Stainless Steele Refrig., (2023), New Roof, (11/2023), New garage door, (2021), Termite treatment (2021) New 2-ton AC unit, (2018) and Vinyl Reversable Sliding patio door, (2016). Attached single car garage and fenced back yard too. Available for showings October 9, 2026.

208 Eagle Ridge 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
$249,900
4 Beds ⋅ 2 Baths ⋅ CA1046486 MLS
Classic Craftsman charm meets generous living spaces in this 1927 Chatham home. Set on just over half an acre, this 4 bedroom, 2 full bathroom home offers a flexible floor plan, including a main level bedroom and full bathroom with a free standing cast iron bathtub. The main floor features high ceilings, period architectural details, two connected sitting rooms, a fireplace, formal dining room, butler's pantry, an eat in kitchen with a skylight, and a granite topped island. A spacious family room opens onto the expansive composite deck, creating a natural connection between indoor and outdoor living. Upstairs, you will find three additional bedrooms, a full bathroom with a step in shower, hardwood floors, a whole house fan, and a charming Juliet balcony overlooking the grapevines. Outside, the large fenced yard offers space for gardening, play, pets, and entertaining, with mature landscaping, a fire pit, and a decorative fountain. The welcoming covered front porch, complete with a ceiling fan and a porch swing, sits beneath mature shade trees and overlooks established hostas and hydrangeas. A detached two car garage and unfinished basement provide additional storage. Recent improvements include a new roof and fascia (2023), and water heater (2024). A pre-listing inspection was completed, and the information is available upon request. Rich in character and full of possibilities, this spacious Craftsman home is ready for its next chapter!

115 S Oak Street, Chatham
5600 Iron Bridge Road, Chatham
$1,500,000
6 Beds ⋅ 5 Baths ⋅ CA1044910 MLS
Get ready to be wowed! This one has all the bells & whistles you've been looking for. Great big great room, kitchen, dining area in rear of house overlooks the huge (site is over six acres), aluminum fenced back yard and in ground swimming pool. Pool has motorized, weight-bearing cover for safety & a heater. Pool cabana has kitchenette & half bath as well as its own covered porch. Pool mechanicals are inside a storage closet on the east side of the cabana for extra quiet pool time and for longevity of mechanicals. 50' x 56' pole barn towards rear of lot has concrete floor, large overhead doors to accommodate your RV & has a built-in loft for extra storage. Large, covered back porch with built-in heaters to extend summer evenings, embedded lighting in sidewalks for night time security & visibility Generac 26KV generator, 2 x 6 exterior walls, 12" foundation concrete walls, additional stairs to basement in garage, pot filler faucet over range, two ovens plus warming drawer in kitchen, commercial range hood, drink refrigerator and hot water/sparking/still water faucet in kitchen, Alexa or Google- Home driven smart lighting tech, glass breakage sensors, CO & fire detection included in security system (smart technology), quartzite counters for maintenance-free cooking with pop-up outlets in island, extra heavy-duty drawers. Must see to appreciate all the top-quality features this 3 Y/O home has to offer!

5600 Iron Bridge Road, Chatham
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