27

Charleston, IL Homes for Sale under $500,000

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  • /33

    $265,000

    • 3 Beds
    • 2 Baths
    • 2,932 Sq Ft

    2825 4th St, Charleston, IL 61920

    Welcome home to this charming ranch nestled on a beautiful, 1 acre tree-lined lot, offering the perfect combination of comfort, space, and peaceful outdoor living. From the moment you arrive, you'll appreciate the inviting setting and the incredible backyard.Inside, the heart of the home is the updated kitchen, featuring a large center island, brand-new appliances, and an eat-in dining area

    Agent Photo

    Kristen Hutchinson

    All-American Realty

    2825 4th St, Charleston, IL 61920
  • /48

    $369,800

    $10K PRICE DROP Under Contract
    • 5 Beds
    • 3.5 Baths
    • 3,706 Sq Ft

    2523 Carriage Ln, Charleston, IL 61920

    Tucked away on a peaceful cul-de-sac and surrounded by a backdrop of mature trees, this beautifully updated two-story traditional home offers the perfect blend of comfort, style, and functionality. From the moment you arrive, you'll appreciate the fresh exterior paint and welcoming curb appeal that set the tone for everything this home has to offer.Step inside to discover spacious living

    Agent Photo

    Kristen Hutchinson

    All-American Realty

    2523 Carriage Ln, Charleston, IL 61920
  • /35

    $259,900

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,994 Sq Ft

    2101 Reynolds Dr, Charleston, IL 61920

    Some homes simply have a way of making you feel welcome from the moment you arrive, and this classic two-story beauty is one of them. With its timeless white exterior, striking black shutters, and cheerful red front door, this home offers curb appeal that never goes out of style. Perfectly situated in one of the area's most desirable neighborhoods, you'll love the convenience of having a school

    Agent Photo

    Kristen Hutchinson

    All-American Realty

    2101 Reynolds Dr, Charleston, IL 61920
  • /34

    $299,900

    Pending
    • 3 Beds
    • 2 Baths
    • 1,808 Sq Ft

    1117 W Polk Ave, Charleston, IL 61920

    Set atop a picturesque hill on a spacious double lot, this beautifully maintained home offers the perfect blend of comfort, functionality, and room to enjoy life both inside and out. Step through the front door and you'll immediately appreciate the warmth of the updated hardwood flooring that flows throughout the main living areas and into the primary suite. Soaring cathedral ceilings create an

    Agent Photo

    Kristen Hutchinson

    All-American Realty

    1117 W Polk Ave, Charleston, IL 61920
  • /52

    $215,000

    • Land
    • 17.4 Acres
    • $12,356 per Acre

    000 Buxton Wood Dr, Charleston, IL 61920

    This is an incredible opportunity to purchase Lots 8, 9, and 10 on Buxton Woods Drivea premium location just minutes from Charleston. The property offers a unique combination of open space and mature woods, making it ideal for a private estate, family home, or peaceful retreat. There are several excellent building sites throughout the land, including a large open area of approximately five acres,

    Adam Crumrin Whitetail Properties Real Estate

    000 Buxton Wood Dr, Charleston, IL 61920
  • /18

    $259,000

    • 3 Beds
    • 2.5 Baths
    • 1,563 Sq Ft

    1917 18th St, Charleston, IL 61920

    Completely remodeled and move-in ready, this tidy 3-bedroom, 2.5-bath home sits on 1.42 acres within the Charleston city limits, offering the perfect combination of modern updates and spacious outdoor living. Renovated from top to bottom in 2026, this home features a new roof, replacement windows, gutters and downspouts, upgraded insulation, a high-efficiency modulating furnace and central air,

    Kirk Swensen Century 21 Kima Properties

    1917 18th St, Charleston, IL 61920
  • /43

    $312,500

    Pending
    • 3 Beds
    • 2.5 Baths
    • 3,186 Sq Ft

    2346 Saratoga Place, Charleston, IL 61920

    Located at the end of a quiet cul de sac, this 1½ story home with a finished walk-out basement offers a flexible floor plan, wooded setting, and multiple indoor and outdoor living areas. The main living room is highlighted by a gas fireplace and a clever built-in workspace concealed behind closet doors, perfect for a home office, craft area, or homework station. The kitchen features knotty alder

    Emily Floyd Coldwell Banker Classic Real Estate

    2346 Saratoga Place, Charleston, IL 61920
  • /25

    $259,900

    • 3 Beds
    • 2.5 Baths
    • 1,652 Sq Ft

    120 Heather Dr, Charleston, IL 61920

    Nestled at the end of a quiet dead-end street, this beautiful 3-bedroom, 2.5-bathroom ranch home offers the perfect blend of comfort, style, and efficiency. Inside, the open-concept kitchen and dining area features vaulted ceilings and rich hardwood floors, creating a spacious and welcoming environment for entertaining or daily living. The home boasts large bedrooms, including a private master

    Kirk Swensen Century 21 Kima Properties

    120 Heather Dr, Charleston, IL 61920
  • /30

    $289,000

    $29K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,040 Sq Ft

    18973 Harrison Street Rd, Charleston, IL 61920

    Welcome to your private country retreat just minutes from Charleston! This beautifully remodeled home combines modern updates, functional living spaces, and stunning outdoor views.The heart of the home is the spacious kitchen, featuring all-new appliances, elegant quartz countertops, quality Thomasville cabinetry, and an oversized island with seating for four—perfect for everyday living

    Vance Oliver All-American Realty

    18973 Harrison Street Rd, Charleston, IL 61920
  • /46

    $204,900

    Pending
    • 2 Beds
    • 2 Baths
    • 2,136 Sq Ft

    2755 Whippoorwill Dr, Charleston, IL 61920

    TALIESIN REDUX ~ Architect John Henry Howe, an apprentice of Frank Lloyd Wright, designed this stunning Prairie style residence! You'll appreciate the concealed front entry, strong horizontal lines, low-pitched roof, and integration with the wooded landscape that is indicative of this uniquely American style. Vaulted ceilings and clerestory windows emphasize a connection to nature in the open

    Douglas Stanberry All-American Realty

    2755 Whippoorwill Dr, Charleston, IL 61920
  • /22

    $375,000

    $25K PRICE DROP Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,070 Sq Ft

    2945 Lincoln Highway Rd, Charleston, IL 61920

    If you’ve been dreaming of room to breathe, this is it. Set on 5 partially wooded acres just outside of town, this well-maintained 4-bedroom home offers the perfect balance of peaceful country living and everyday convenience. The thoughtfully designed floor plan features an oversized primary suite tucked away for privacy, complete with generous space and a walk-in shower. On the opposite side of

    Jennifer Swensen Century 21 Kima Properties

    2945 Lincoln Highway Rd, Charleston, IL 61920
  • /37

    $420,000

    Pending
    • 5 Beds
    • 3.5 Baths
    • 3,870 Sq Ft

    1 Deerfield Ln, Charleston, IL 61920

    New Listing – #1 Deerfield Estates isLocated on a desirable corner lot just steps from EIU's walking track. This spacious Tudor-style, two-story home offers 5 bedrooms, 3.5 baths, a three-car garage, and a beautiful backyard.A grand foyer welcomes you into the home, featuring a formal dining room, a comfortable living room, and an expansive family room with a gas log fireplace. The cook's

    Tom Hildebrand Coldwell Banker Classic Real Estate

    1 Deerfield Ln, Charleston, IL 61920
  • /30

    $250,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,620 Sq Ft

    14839 Plainview Rd, Charleston, IL 61920

    Escape to the perfect balance of country charm and modern comfort in this beautifully updated 3-bedroom, 2-bath home situated on 5 acres. With a mix of open yard and mature woods, you'll enjoy plenty of space to relax & explore. Step inside to a welcoming open-concept living space filled with natural sunlight, fresh paint, and new flooring. This kitchen offers a new range and dishwasher, while

    Dawn Shupe Coldwell Banker Classic Real Estate

    14839 Plainview Rd, Charleston, IL 61920
  • /48

    $349,900

    Pending
    • 3 Beds
    • 3 Baths
    • 2,688 Sq Ft

    2236 University Dr, Charleston, IL 61920

    WALLS ARE OVERRATED! Vaulted ceilings, rich oak flooring, classic crown moldings and a skylight add timeless appeal to the incredible great room in this one owner home! Custom built by McQueen Lumber, the craftmanship and attention to detail shine through. A moveable island expands the kitchen/dining space to accommodate large or more intimate gatherings. Rich quartz countertops, arch raised

    Douglas Stanberry All-American Realty

    2236 University Dr, Charleston, IL 61920
  • /19

    $269,900

    Pending
    • 3 Beds
    • 2 Baths
    • 1,861 Sq Ft

    5 Stonefield Ln, Charleston, IL 61920

    Welcome to this beautifully maintained home that combines comfort, style, and functionality, ideally situated on a quiet cul-de-sac location. Featuring a spacious open-concept layout, this property offers abundant natural light, a great room with a stunning cathedral ceiling, generous living areas, and a well-appointed kitchen with modern appliances, ample cabinetry, and plenty of counter space.

    Tom Hildebrand Coldwell Banker Classic Real Estate

    5 Stonefield Ln, Charleston, IL 61920
  • /36

    $224,900

    $35K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,267 Sq Ft

    802 Reynolds Dr, Charleston, IL 61920

    Welcome to this 3-bedroom, 2-bath home sitting on approximately 6.6 acres, offering modern updates, privacy, and space to enjoy the outdoors. Completely renovated throughout, nearly every inch of the interior has been updated, including new subflooring, flooring, drywall, lighting, windows, siding, kitchen cabinetry, diswasher, butcher block countertops, and fully remodeled bathrooms. Vaulted

    Nate Evans Nate Evans Group

    802 Reynolds Dr, Charleston, IL 61920
  • /37

    $429,000

    • 4 Beds
    • 3.5 Baths
    • 4,274 Sq Ft

    2347 Saratoga Place, Charleston, IL 61920

    Nestled on a desirable cul-de-sac on the west side of Charleston, Illinois, this classic brick two-story home offers space, privacy, and timeless appeal. Featuring 4 bedrooms and 3.5 bathrooms, the home boasts oversized rooms and a thoughtfully designed layout perfect for both everyday living and entertaining. The oversized 3 car garage and the yard shed with electrical service is certain to

    Kirk Swensen Century 21 Kima Properties

    2347 Saratoga Place, Charleston, IL 61920
  • /26

    $298,900

    $31K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,213 Sq Ft

    15046 E County Road 600n, Charleston, IL 61920

    THE COUNTRY IS CALLING! Check out this move-in ready ranch on 1.29 acres! This property features, among luscious landscaping, an in-ground pool with its own equipment storage shed with a loft and drive in doors for lawn equipment. Updates are 2015 new roof with 35-year architectural grade shingles; 2016 heat and air converted to geothermal and additional 40-gallon water heater added. Additional

    Jan Eads Real Estate Unlimited

    15046 E County Road 600n, Charleston, IL 61920
  • /36

    $214,500

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 1,768 Sq Ft

    2609 5th St, Charleston, IL 61920

    Offered for the first time in 36 years, this inviting 4-bedroom, 2.5-bath home offers comfortable living spaces, a spacious backyard, and years of thoughtful improvements. The main level offers a bright living room, separate dining area, galley-style kitchen with pantry storage, and a family room (currently being utilized as extra dining space) that provides an additional gathering area with

    Emily Floyd Coldwell Banker Classic Real Estate

    2609 5th St, Charleston, IL 61920
  • /43

    $275,000

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,936 Sq Ft

    1309 Audrey Ln, Charleston, IL 61920

    Welcome to this wonderful home tucked away in a desirable cul-de-sac, where comfort, space, and a warm sense of home come together beautifully. Located in a neighborhood where homes rarely come on the market, this is a special opportunity to become part of a welcoming community. Starting at the brick top front porch, this inviting 1½-story home offers 2936 sq ft, 4 bedrooms and 2½ baths, with a

    Debbie Warman All-American Realty

    1309 Audrey Ln, Charleston, IL 61920
  • /25

    $265,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,791 Sq Ft

    14 Fairfield Ln, Charleston, IL 61920

    Welcome to this charming 1999 ranch-style home in The Fields Subdivision, offering 3 bedrooms and 2 full baths with a layout designed for everyday comfort and easy entertaining. Step inside to find a warm, inviting interior where the great room, kitchen, and dining areas feature beautiful hardwood flooring. The great room, formal dining room, and one guest bedroom boast cathedral ceilings,

    Tom Hildebrand Coldwell Banker Classic Real Estate

    14 Fairfield Ln, Charleston, IL 61920
  • /48

    $479,000

    • 5 Beds
    • 3.5 Baths
    • 5,859 Sq Ft

    1008 Williamsburg Dr, Charleston, IL 61920

    THE CROWN JEWELL OF HERITAGE WOODS ~ A gracious foyer makes a dramatic statement while the formal living and dining rooms flow effortlessly to the expansive family room. Ideal for large gatherings, your guests will be drawn to the massive brick fireplace and delightful wet bar. A sunken sun room will be a favorite place with breathtaking views of the wooded surroundings! A handy island with gas

    Douglas Stanberry All-American Realty

    1008 Williamsburg Dr, Charleston, IL 61920
  • /54

    $239,900

    • 3 Beds
    • 2 Baths
    • 1,861 Sq Ft

    2235 Eden Dr, Charleston, IL 61920

    Beautifully maintained and move-in ready, this 3 bedroom, 2 bath home is nestled in a highly desirable neighborhood on a beautifully landscaped lot. The thoughtfully designed floor plan features a welcoming formal living room, an open-concept kitchen with a convenient breakfast bar, and a spacious dining area perfect for everyday living or entertaining. The kitchen flows seamlessly into the cozy

    Ryan Dallas RYAN DALLAS REAL ESTATE

    2235 Eden Dr, Charleston, IL 61920
  • /48

    $229,900

    • 3 Beds
    • 3 Baths
    • 1,873 Sq Ft

    856 11th St, Charleston, IL 61920

    FALL MADLY IN LOVE with this stunning brick ranch in one of Charleston's most charming neighborhoods! Extensively remodeled in 2011, the home features engineered hardwood floors throughout, giving it a sense of continuity and timeless character. At the end of the great room, a built-in cabinet with custom millwork and window overlooking the back yard, define the dining area. Tons of custom

    Douglas Stanberry All-American Realty

    856 11th St, Charleston, IL 61920
  • /17

    $329,900

    Under Contract
    • 6 Beds
    • 3 Baths
    • 2,384 Sq Ft

    2301 Cortland Dr, Charleston, IL 61920

    Welcome to this fully remodeled 6-bedroom, 3-bath split-level home on desirable Cortland Drive. Thoughtfully updated throughout, this home features new windows, flooring, fresh interior paint, and a beautifully renovated kitchen with new cabinetry, countertops, and appliances. The functional split-level layout offers flexible living spaces suitable for a variety of needs, with generous bedroom

    Toby Ferris Century 21 Kima Properties

    2301 Cortland Dr, Charleston, IL 61920
  • /48

    $499,500

    $26K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 5,097 Sq Ft

    5911 N County Road 1200e, Charleston, IL 61920

    Enjoy the space, setting, and extensive updates this traditional 2-story home has to offer! Situated on 4.5 acres conveniently located between Charleston and Mattoon, this spacious home offers over 5,000 finished square feet, a 3-car attached garage, finished basement, deck, fenced yard, and plenty of room to spread out. As you step inside, you will love the impressive 2-story foyer that sets the

    Emily Floyd Coldwell Banker Classic Real Estate

    5911 N County Road 1200e, Charleston, IL 61920
  • /22

    $219,900

    • 3 Beds
    • 2 Baths
    • 2,053 Sq Ft

    2952 Whitetail Dr, Charleston, IL 61920

    Bring your vision and a little TLC to this spacious home in this Charleston subdivision on the south side, conveniently located just minutes from Eastern Illinois University! Stately pillars welcome you into the home, setting the tone for its formal yet inviting character. The open living area features a living room with a gas fireplace, formal dining room, library, and kitchen with a breakfast

    Jessica Anderson Glenda Williamson Realty

    2952 Whitetail Dr, Charleston, IL 61920

Home Price Trends

Median Sale Price
$161,250
Median Single Family Sale Price
$150,000
Median Townhouse Sale Price
$68,950
Median 2 Bedroom Sale Price
$80,000
Median 1 Bedroom Sale Price
$28,750
Average Price Per Sq Ft
$100
Number of Homes for Sale
55
Last 12 months Home Sales
195
Months of Supply
3.40
Median List Price
$150,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
18%
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