Chatham Homes with Chatham District #5 High School

Chatham Homes with Chatham District #5 High School

Welcome to Chatham, Illinois, a charming village nestled in the heart of Sangamon County, just a stone's throw from the bustling capital city of Springfield. Known for its picturesque neighborhoods, friendly community atmosphere, and top-notch amenities, Chatham is the perfect place to call home for families, retirees, and professionals alike.

One of the standout features of Chatham is its commitment to education, with homes located within the highly regarded Chatham District #5 High School. This school district is celebrated for its exceptional academic programs, dedicated teachers, and a wide array of extracurricular activities that foster both personal growth and community spirit. Parents can rest easy knowing their children are receiving a quality education that prepares them for future success.

The real estate market in Chatham offers a diverse selection of homes, from charming single-family residences to modern townhouses, ensuring there’s something for everyone. Many properties boast spacious yards, contemporary designs, and easy access to parks, walking trails, and local amenities. The community is also known for its welcoming spirit, with friendly neighbors and a vibrant local culture that hosts various events throughout the year.

Chatham's strategic location provides residents with the best of both worlds—small-town charm combined with the conveniences of urban living. With easy access to major highways, shopping centers, and recreational facilities, you’ll find everything you need just a short drive away. Whether you’re enjoying a leisurely stroll through one of Chatham's beautiful parks or attending a local festival, you’ll quickly discover why this delightful village is a place where families thrive and community bonds flourish. Come explore the possibilities in Chatham, where your dream home awaits!

Newest Chatham Homes with Chatham District #5 High School

1720 Magnolia Drive, Chatham
$3,500,000
CA1047344 MLS
Exceptional investment opportunity to own all 10 units in a brand-new condo community! Situated across four buildings, each condo offers 2 bedrooms, 2 full bathrooms, a 2-car garage, and thoughtfully designed spaces for comfortable everyday living. Features include open living and dining areas, bright kitchens with islands, white cabinetry, pantries, contemporary finishes, LVP flooring, and large covered rear patios. Each condo also offers a spacious primary suite with a tray ceiling, double-sink vanity, and walk-in closet, plus a conveniently located laundry room next to the primary closet. Construction is underway, with the final building now going up, offering the opportunity to purchase the entire community as it takes shape. An attractive addition to an investment portfolio, combining new construction, consistent floor plans, and the convenience of owning all units within one condo association. Video materials are available by request which shows a full visualization of the completed development and a tour of a finished unit. *The completed-development visualization is illustrative; final landscaping and site details may vary. **Expenses and rent are 0 because they have not been established yet**

1720 Magnolia Drive, 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
0 Woodland Trail Drive, Chatham
$832,500
CA1046973 MLS
This is a rare development opportunity in the highly sought-after Chatham school district! This approximately 37-acre tract offers an exceptional setting for a future residential development in Chatham. Ideally positioned along Woodland Trail & immediately adjacent to the established Spartan Lake Estates subdivision, the property provides a natural opportunity for continued residential growth in an area where quality building sites remain in demand. The property features a combination of open ground, mature timber, approx 27 acres of tillable farm ground, & scenic surroundings, w/ portions bordering the existing 5 acre pond & wooded space of Spartan Lake Estates. Its unique layout creates exciting possibilities for a thoughtfully designed neighborhood incorporating water views, wooded homesites, walking paths, green space, or premium lots. A preliminary development concept illustrates the potential for an extension of the surrounding residential community, while the property's substantial acreage provides flexibility for a developer to bring their own vision to life. Conveniently located near Chatham amenities while offering the space & setting buyers seek, this is a compelling opportunity for builders, developers, & investors looking to secure a significant tract in one of the Springfield area's most desirable school districts. Development plans shown are preliminary/conceptual & subject to applicable governmental approvals, zoning, engineering, utilities, & final survey.

0 Woodland Trail Drive, 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
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
610 Evergreen Drive, Chatham
$264,900
3 Beds ⋅ 2 Baths ⋅ CA1046469 MLS
This beautiful Chatham ranch has just been remodeled! Offering 3 bedrooms and 2 full bathrooms, the home features numerous updates throughout, including new and updated bathrooms, new kitchen cabinets with quartz countertops, new stainless steel appliances, completely repainted and luxury vinyl plank flooring throughout. The backyard has also been revamped, with a new patio, creating a great space for outdoor entertaining and relaxation. The whole backyard was also regraded and fresh grass seed put down. 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
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