Charleston, IL Homes for Sale under $300,000

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  /35

  $259,900

  Under Contract

  • 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

  

  Kristen Hutchinson

  All-American Realty

  2101 Reynolds Dr, Charleston, IL 61920
• Explore Charleston

• 

  

  

  /23

  $75,000

  Under Contract

  • 2 Beds
  • 1 Bath
  • 879 Sq Ft

  1409 Monroe Ave, Charleston, IL 61920

  Welcome home to this charming 2-bedroom, 1-bath bungalow that blends timeless character with the peace of mind of major updates already completed. A spacious, welcoming front porch invites you to sit back, relax, and enjoy your morning coffee or unwind in the evening.Inside, you'll find a comfortable and functional layout featuring two bedrooms, a full bathroom, a cozy living room, a

  

  Kristen Hutchinson

  All-American Realty

  1409 Monroe Ave, Charleston, IL 61920
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  /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
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  /2

  $28,500

  • Land
  • 12,632 Sq Ft
  • $98,276 per Acre

  Lot 35 Tanglewood Dr, Charleston, IL 61920

  Introducing a prime opportunity in the highly sought-after Arrowhead Subdivision of Charleston, Illinois. This exceptional lot, nestled on the edge of town, offers the perfect blend of tranquility and urban convenience. With city water and sewer connections, this property provides the modern amenities necessary for a comfortable and convenient lifestyle. Situated near local schools and Eastern

  Jennifer Swensen Century 21 Kima Properties

  Lot 35 Tanglewood Dr, Charleston, IL 61920
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  /42

  $174,900

  Pending

  • 4 Beds
  • 1.5 Baths
  • 1,376 Sq Ft

  1020 11th St, Charleston, IL 61920

  CRAZY FOR CAPE COD? Who can resist the appeal of colonial architecture, hardwood floors and delightful dormers? A traditional wood-burning fireplace crackles with warmth and coziness in the bright and cheery living room. Enjoy a much-needed afternoon nap in the cozy sunroom. An arch doorway leads to an intimate dining room, the perfect place for meals and special occasions. Warm maple cabinetry

  Douglas Stanberry All-American Realty

  1020 11th St, Charleston, IL 61920
• 

  

  /23

  $138,500

  • 3 Beds
  • 2 Baths
  • 2,066 Sq Ft

  800 Division St, Charleston, IL 61920

  Ranch home on a corner lot in the heart of Charleston and close to Kiwanis Park. Partially open floorplan with kitchen centrally located between the family and large living room. Perfect for both family and entertaining. One owner and hardwood floors are believed to be under the carpeting. 24x24 two car attached garage. The property is an Estate and is being sold As-Is.

  Daniel Corrie TCI Realty, LLC

  800 Division St, Charleston, IL 61920
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  /14

  $99,900

  $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,380 Sq Ft

  950 Edgar Dr Unit 4, Charleston, IL 61920

  Location, Location, Location! Low Maintenance living! 3 Level townhouse near EIU's campus. This 3 bed, 2.5 bath turnkey property is ready to move in! Perks and updates include freshly painted interior and new flooring as well as new light fixtures, range & hood, refrigerator, new large gold sink and hardware throughout. Other upgrades include brand new washer and dryer, patio door, and some

  Katelynne Garavaglia All-American Realty

  950 Edgar Dr Unit 4, Charleston, IL 61920
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  /2

  $28,500

  $257K PRICE DROP

  • Land
  • 11,325 Sq Ft
  • $109,615 per Acre

  Lot 67 Hawthorne Dr, Charleston, IL 61920

  Introducing a prime opportunity in the highly sought-after Arrowhead Subdivision of Charleston, Illinois. This exceptional lot, nestled on the edge of town, offers the perfect blend of tranquility and urban convenience. With city water and sewer connections, this property provides the modern amenities necessary for a comfortable and convenient lifestyle. Situated near local schools and Eastern

  Jennifer Swensen Century 21 Kima Properties

  Lot 67 Hawthorne Dr, Charleston, IL 61920
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  /7

  $55,000

  Pre-Foreclosure

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  1034 9th St, Charleston, IL 61920

  Great opportunity for investors or buyers looking to add value. This 2-bedroom, 1-bath home offers solid potential with a history of consistent rental income. The home is ready for cosmetic updates, making it an ideal project for someone looking to build equity and customize a space to their needs. Situated on a spacious lot with a large backyard, there’s plenty of room to expand, entertain, or

  Jennifer Swensen Century 21 Kima Properties

  1034 9th St, Charleston, IL 61920
• 

  /2

  $28,500

  • Land
  • 9,583 Sq Ft
  • $129,545 per Acre

  Lot 65 Hawthorne Dr, Charleston, IL 61920

  Introducing a prime opportunity in the highly sought-after Arrowhead Subdivision of Charleston, Illinois. This exceptional lot, nestled on the edge of town, offers the perfect blend of tranquility and urban convenience. With city water and sewer connections, this property provides the modern amenities necessary for a comfortable and convenient lifestyle. Situated near local schools and Eastern

  Jennifer Swensen Century 21 Kima Properties

  Lot 65 Hawthorne Dr, Charleston, IL 61920
• 

  

  /26

  $49,900

  Pending

  • 3 Beds
  • 2 Baths
  • 1,159 Sq Ft

  931 1st St, Charleston, IL 61920

  Bring your vision and make this charming 3-bedroom, 2-bath home your own! Located in a convenient Charleston location, this home offers plenty of character and opportunity to add your personal style. The spacious living room provides a comfortable gathering space, while the separate dining room is perfect for everyday meals or entertaining. Two bedrooms and a full bath are located on the main

  Ryan Dallas RYAN DALLAS REAL ESTATE

  931 1st St, 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
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  /2

  $38,500

  • Land
  • 41,382 Sq Ft
  • $40,526 per Acre

  2 Stonegate Dr, Charleston, IL 61920

  Come take a look at this wonderful opportunity to build the custom home of your dreams in the exclusive Stonegate Subdivision. Nestled between the charming communities of Mattoon and Charleston, this lot benefits from the best of both worlds. You'll enjoy the peaceful ambiance of rural living while still being within easy reach of the amenities and conveniences of these thriving towns. Whether

  Jennifer Swensen Century 21 Kima Properties

  2 Stonegate Dr, Charleston, IL 61920
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  /44

  $299,900

  $18K 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 and

  Vance Oliver All-American Realty

  18973 Harrison Street Rd, Charleston, IL 61920
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  /2

  $28,500

  • Land
  • 9,583 Sq Ft
  • $129,545 per Acre

  Lot 60 Hawthorne Dr, Charleston, IL 61920

  Introducing a prime opportunity in the highly sought-after Arrowhead Subdivision of Charleston, Illinois. This exceptional lot, nestled on the edge of town, offers the perfect blend of tranquility and urban convenience. With city water and sewer connections, this property provides the modern amenities necessary for a comfortable and convenient lifestyle. Situated near local schools and Eastern

  Jennifer Swensen Century 21 Kima Properties

  Lot 60 Hawthorne Dr, Charleston, IL 61920
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  /7

  $189,995

  Open Sat 3PM - 6PM $17K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,836 Sq Ft

  9 Orchard Dr, Charleston, IL 61920

  Avoid local real estate scams by buying direct from the homeowner. Big, beautiful house in the right location. Only one block from campus. Furniture and appliances included.

  Kirk Bennett ByOwner.com

  9 Orchard Dr, Charleston, IL 61920
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  /12

  $154,800

  $15K PRICE DROP Pending

  1103 & 1105 6th St, Charleston, IL 61920

  This unique parcel features two rental properties just steps away from Eastern Illinois University. The first is a well maintained 3-bedroom, 1-bathroom unit with a functional layout and large parking lot. The second is a spacious 4-bedroom, 2-bathroom home, offering ample space and modern amenities. Both properties boast a strong rental history, providing excellent cash flow potential. Don't

  Jennifer Swensen Century 21 Kima Properties

  1103 & 1105 6th St, Charleston, IL 61920
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  /13

  $99,500

  Pending

  • 2 Beds
  • 1 Bath
  • 940 Sq Ft

  39 W Vine Ave, Charleston, IL 61920

  Move-In Ready! Whether you're just starting out or downsizing, this home could be your next move! Very well maintained and cared for through the years, this little gem has so much to offer! 2 bedrooms, an open living and dining room, very large kitchen with modern appliances, and an oversized (and heated!) 2 car garage with space for a workshop or hobbies, plus extra bonus space in the

  Katelynne Garavaglia All-American Realty

  39 W Vine Ave, Charleston, IL 61920
• 

  /2

  $28,500

  • Land
  • 10,454 Sq Ft
  • $118,750 per Acre

  Lot 52 Hawthorne Dr, Charleston, IL 61920

  Introducing a prime opportunity in the highly sought-after Arrowhead Subdivision of Charleston, Illinois. This exceptional lot, nestled on the edge of town, offers the perfect blend of tranquility and urban convenience. With city water and sewer connections, this property provides the modern amenities necessary for a comfortable and convenient lifestyle. Situated near local schools and Eastern

  Jennifer Swensen Century 21 Kima Properties

  Lot 52 Hawthorne Dr, Charleston, IL 61920
• 

  

  /24

  $70,000

  • 2 Beds
  • 1 Bath
  • 1,232 Sq Ft

  17 W State St, Charleston, IL 61920

  Charming 2-bedroom, 1-bath home with great updates and endless potential! This cozy home features an enclosed front porch that provides additional living space and a welcoming place to relax. Major updates include a durable metal roof (2011), replacement windows (2013), central A/C (2017), and a hot water heater (2021). Inside, you'll find paneling throughout the living room and bedrooms,

  Allison Engelkes All-American Realty

  17 W State St, Charleston, IL 61920
• 

  

  /22

  $118,900

  802 Van Buren Ave, Charleston, IL 61920

  This tri-plex offers a strong opportunity for both seasoned investors and those looking to expand their portfolio with a versatile, income-producing asset. The property features three separate units, each with functional layouts, natural light, and practical living spaces that appeal to a wide range of tenants. The main living areas showcase updated flooring, neutral interiors, and large windows

  Jennifer Swensen Century 21 Kima Properties

  802 Van Buren Ave, Charleston, IL 61920
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  /2

  $40,000

  • Land
  • 32,234 Sq Ft
  • $54,054 per Acre

  1071 Woodberry Ln, Charleston, IL 61920

  Beautiful lot in a desirable subdivision. Lot 15 available in Woodberry Ridge Subdivision. No exclusive builder for these lots.

  Ross Hutchinson All-American Realty

  1071 Woodberry Ln, Charleston, IL 61920
• 

  /2

  $28,500

  • Land
  • 10,454 Sq Ft
  • $118,750 per Acre

  Lot 47 Hawthorne Dr, Charleston, IL 61920

  Introducing a prime opportunity in the highly sought-after Arrowhead Subdivision of Charleston, Illinois. This exceptional lot, nestled on the edge of town, offers the perfect blend of tranquility and urban convenience. With city water and sewer connections, this property provides the modern amenities necessary for a comfortable and convenient lifestyle. Situated near local schools and Eastern

  Jennifer Swensen Century 21 Kima Properties

  Lot 47 Hawthorne Dr, Charleston, IL 61920
• 

  

  /26

  $175,000

  • 3 Beds
  • 1.5 Baths
  • 1,968 Sq Ft

  1811 Madison Ave, Charleston, IL 61920

  Charming Tudor-style home offers timeless character and endless potential. Situated on approximately 2.65 acres, the 1.5-story residence features arched doorways, 3 bedrooms, 1.5 baths, and a warm, inviting living area highlighted by a gas log fireplace. Many original hardwood floors remain throughout the home, adding charm and character. Major updates include a furnace and central air system

  Debbie Warman All-American Realty

  1811 Madison Ave, Charleston, IL 61920
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  /15

  $115,000

  • 3 Beds
  • 2 Baths
  • 1,251 Sq Ft

  216 N 12th St, Charleston, IL 61920

  Welcome home to this beautifully updated 3-bedroom, 2-bath home offering the perfect blend of comfort and functionality! You'll love the spacious kitchen featuring ample cabinetry and a pantry for all your storage needs. Fresh updates throughout include new carpet and luxury vinyl plank flooring, creating a move-in ready space you'll be proud to call home. Outside, you'll find plenty of room for

  Janice Moritz Century 21 Kima Properties

  216 N 12th St, Charleston, IL 61920
• 

  

  /19

  $269,900

  Under Contract

  • 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
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  /2

  $28,500

  • Land
  • 10,454 Sq Ft
  • $118,750 per Acre

  Lot 43 Hawthorne Dr, Charleston, IL 61920

  Introducing a prime opportunity in the highly sought-after Arrowhead Subdivision of Charleston, Illinois. This exceptional lot, nestled on the edge of town, offers the perfect blend of tranquility and urban convenience. With city water and sewer connections, this property provides the modern amenities necessary for a comfortable and convenient lifestyle. Situated near local schools and Eastern

  Jennifer Swensen Century 21 Kima Properties

  Lot 43 Hawthorne Dr, Charleston, IL 61920
• 

  

  /36

  $244,900

  $15K 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
• 

  

  /3

  $89,900

  • Land
  • 6.19 Acres
  • $14,523 per Acre

  2102 N Co Road 1920 E, Charleston, IL 61920

  The perfect site for your new build. This home site is 6.19 (+/-) Acres in beautiful Hutton Township and just minutes outside of Charleston. Plenty of room for an additional outbuilding or a couple homes. Property has excellent drainage, some trees on the east line and with the elevation, a nice sightline to the fields and sunset to the west. Take a look and call!! Property is currently enrolled

  John Inyart TCI Realty, LLC

  2102 N Co Road 1920 E, Charleston, IL 61920
• 

  

  /29

  $85,000

  • 4 Beds
  • 4 Baths
  • 1,944 Sq Ft

  1221 Madison Ave, Charleston, IL 61920

  Bring your vision and restore this beautiful classic to its full potential! Here's an opportunity to own a character filled home with major updates already started and endless possibilities ahead. This spacious home offers 4 bedrooms, 4 bathrooms, a bonus room and a full unfinished basement with bathroom, providing plenty of room to create your dream home or investment property. The main floor

  Rachelle Hendrickson Premier Realtors

  1221 Madison Ave, Charleston, IL 61920
• 

  

  /20

  $72,000

  $3K PRICE DROP Under Contract

  • 3 Beds
  • 2 Baths
  • 1,575 Sq Ft

  305 Polk Ave, Charleston, IL 61920

  Timeless details. Unlimited potential. This 3-bedroom, 2-bath home offers a rare opportunity to bring new life to a property full of character and original detail. From the moment you arrive, the inviting front porch sets the tone—perfect for morning coffee or winding down in the evening. Inside, you’ll find hardwood floors, tall ceilings, and distinctive architectural features that reflect the

  Jennifer Swensen Century 21 Kima Properties

  305 Polk Ave, Charleston, IL 61920
• 

  

  /41

  $229,500

  • 5 Beds
  • 3.5 Baths
  • 2,757 Sq Ft

  1819 Reynolds Dr, Charleston, IL 61920

  Offering an impressive amount of space and a versatile layout, this home features two primary suites, generous living areas, and plenty of room to make it your own. The main level primary bedroom is generously sized and includes a walk in closet and private bath with a jetted tub, separate shower, spacious vanity, and abundant natural light. Whether used as the owner’s retreat, guest

  Emily Floyd Coldwell Banker Classic Real Estate

  1819 Reynolds Dr, Charleston, IL 61920
• 

  

  /21

  $79,900

  $69K PRICE DROP Pending

  • 5 Beds
  • 2.5 Baths
  • 2,256 Sq Ft

  1201 Monroe Ave, Charleston, IL 61920

  This home has so much space and potential: there's a total of five bedrooms and three bathrooms! Be sure to check out the kitchen's updated cabinets and farmhouse sink. If you need more storage, you'll find more cabinets in the dining room. The first-floor primary suite includes a soaking tub for relaxing. The backyard features a patio. This property is being sold AS-IS. All listing information

  Laura Davis The Real Estate Shoppe

  1201 Monroe Ave, Charleston, IL 61920
• 

  

  /19

  $165,000

  Under Contract

  • 3 Beds
  • 1 Bath
  • 1,116 Sq Ft

  703 N 5th St, Charleston, IL 61920

  This move-in-ready 3-bedroom, 1-bath home has been refreshed with new paint and updated flooring, creating a bright and inviting space from the moment you step inside.The welcoming front porch is the perfect place to enjoy your morning coffee or unwind at the end of the day while taking in the surrounding countryside. Inside, natural light fills the spacious living areas, and the unfinished

  Jennifer Swensen Century 21 Kima Properties

  703 N 5th St, Charleston, IL 61920
• 

  

  /27

  $199,500

  Pending

  • 3 Beds
  • 2 Baths
  • 1,754 Sq Ft

  1818 Phillips Place, Charleston, IL 61920

  Located at the end of a quiet cul-de-sac, this well-maintained ranch home offers the ease of one-level living with space to spread out inside and out. The front living room is bright and welcoming with a large window overlooking the front yard, while the remodeled kitchen features stainless steel appliances, ample cabinetry, and a breakfast bar. The adjoining dining area offers plenty of room for

  Emily Floyd Coldwell Banker Classic Real Estate

  1818 Phillips Place, Charleston, IL 61920
• 

  

  /16

  $69,000

  Pending

  • 3 Beds
  • 1 Bath
  • 1,614 Sq Ft

  215 W Fillmore Ave, Charleston, IL 61920

  This WEST side location is the 1600sq ft. + home ready for your own personal touches! Updated with 90 + GFA ,2015 high quality rubber roof , hardwood floors, this home has the SQ. FT. you want and the price point you desire. Make your appointment today as this size and price will be an active listing! Grab your paint samples and remodeling ideas= put them ito action!

  Tom Bariether Coldwell Banker Classic Real Estate

  215 W Fillmore Ave, Charleston, IL 61920
• 

  /2

  $28,500

  • Land
  • 12,632 Sq Ft
  • $98,276 per Acre

  Lot 28 Tanglewood Dr, Charleston, IL 61920

  Introducing a prime opportunity in the highly sought-after Arrowhead Subdivision of Charleston, Illinois. This exceptional lot, nestled on the edge of town, offers the perfect blend of tranquility and urban convenience. With city water and sewer connections, this property provides the modern amenities necessary for a comfortable and convenient lifestyle. Situated near local schools and Eastern

  Jennifer Swensen Century 21 Kima Properties

  Lot 28 Tanglewood Dr, Charleston, IL 61920
• 

  /2

  $28,500

  • Land
  • 9,583 Sq Ft
  • $129,545 per Acre

  Lot 63 Hawthorne Dr, Charleston, IL 61920

  Introducing a prime opportunity in the highly sought-after Arrowhead Subdivision of Charleston, Illinois. This exceptional lot, nestled on the edge of town, offers the perfect blend of tranquility and urban convenience. With city water and sewer connections, this property provides the modern amenities necessary for a comfortable and convenient lifestyle. Situated near local schools and Eastern

  Jennifer Swensen Century 21 Kima Properties

  Lot 63 Hawthorne Dr, Charleston, IL 61920
• 

  

  /22

  $230,000

  $10K PRICE DROP Pending

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

  14839 Plainview Rd, Charleston, IL 61920

  Nestled down the end of this driveway awaits 5 ACRES of woods, pecan, apple & peach trees as well as blueberry bushes and grapevines. Stepping into this 3 BR, 2 BA home you will find an open floor plan that offers a cozy living area, dining room and a kitchen that includes all appliances. The back deck allows beautiful views of the woods and a built in coffee bar in the mud/laundry room is

  Dawn Shupe Coldwell Banker Classic Real Estate

  14839 Plainview Rd, Charleston, IL 61920
• 

  

  /38

  $279,000

  $20K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,996 Sq Ft

  2644 N County Road 1800e, Charleston, IL 61920

  Experience peaceful country living on 13 beautiful acres where breathtaking sunrises and unforgettable sunsets become part of everyday life. Nestled between Lake Charleston and Fox Ridge State Park, this charming 1870 historic farmhouse offers the perfect blend of privacy, open space, natural beauty, and convenience — just minutes from Charleston, IL and Eastern Illinois University. From the

  Debbie Warman All-American Realty

  2644 N County Road 1800e, Charleston, IL 61920

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