15

Charleston, MO Homes for Sale

Section Image
  • /2

    $149,900 Coming Soon

    • 2 Beds
    • 3 Baths
    • 2,300 Sq Ft

    304 E Cypress St, Charleston, MO 63834

    This well kept 2,300 square foot home offers "LOTS" of storage with many options. The west side of the home was once used an an Art Studio, complete with its own kitchen. Very easy to convert to a Mother-In-Law suite or turn into a large Master Bedroom Suite. Living room has a wood burning fireplace that was converted to natural gas in 2025.The floor coverings are mostly new. There are some

    Mike Leible Century 21 Premiere Realty

    304 E Cypress St, Charleston, MO 63834
  • /21

    $199,000

    • 4 Beds
    • 3.5 Baths
    • 2,685 Sq Ft

    100 N Clayton St, Charleston, MO 63834

    Very nice home sitting on a corner lot on the far East side of town. This mostly BRICK home has 4 bedrooms, some with cedar lined closets and 3 1/2 bathrooms. The large Den has a Gas Log Fireplace and the office is set up for you, complete with a desk & filing cabinet. The backyard is fenced in and includes a nice wooden deck and storage shed. This is a GREAT opportunity to own a large solid home

    Mike Leible Century 21 Premiere Realty

    100 N Clayton St, Charleston, MO 63834
  • /48

    $180,000

    • 4 Beds
    • 3 Baths
    • 2,538 Sq Ft

    205 N Virginia St, Charleston, MO 63834

    Welcome to this beautifully renovated historic home, full of charm, character, and thoughtful updates. As you arrive, you’ll immediately notice the lush landscaping and vibrant flowers that perfectly complement the inviting large covered porch. Step inside to a spacious entryway showcasing the home’s timeless character. The formal sitting room features a cozy wood-burning fireplace and flows

    Christina Essner EXP Realty, LLC

    205 N Virginia St, Charleston, MO 63834
  • /8

    $185,000

    • 3 Beds
    • 2 Baths
    • 1,360 Sq Ft

    207 E Marshall St, Charleston, MO 63834

    Tastefully remodeled home in the heart of Charleston! This 3/2 home has been updated from top to bottom, including a sewer line replacement and all new wiring. An open floor plan, tall ceilings, covered front porch, and low maintenance board and batten siding are just a few of the features you're sure to love with this one! And the cherry on top - this property is also zoned for commercial use!

    Suzanne Warren Century 21 Premiere Realty

    207 E Marshall St, Charleston, MO 63834
  • /31

    $222,500

    • 4 Beds
    • 2.5 Baths
    • 2,701 Sq Ft

    504 E Cypress St, Charleston, MO 63834

    Character and charm abound on one of town's most desired streets! Exquisite, original details remain within the arched openings, built-in China cabinets, marble fireplace, telephone nook, a pocket door and hardwood floors, while modern updates have been made, including a full kitchen remodel in 2018, bathroom updates, laundry room relocation to the main level, new roof in 2020, and mostly new

    Emily Deuster Century 21 Premiere Realty

    504 E Cypress St, Charleston, MO 63834
  • /21

    $185,000

    • 3 Beds
    • 2 Baths
    • 1,640 Sq Ft

    118 Heartland Dr, Charleston, MO 63834

    Tony McDonald McDonald Realty

    118 Heartland Dr, Charleston, MO 63834
  • /7

    $295,500 Coming Soon

    • 3 Beds
    • 2 Baths
    • 2,685 Sq Ft

    104 Willard St, Charleston, MO 63834

    Stephanie Anderson SMG Realty

    104 Willard St, Charleston, MO 63834
  • /23

    $190,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 2,678 Sq Ft

    502 E Commercial St, Charleston, MO 63834

    Step into timeless elegance with this stunning traditional home, built in 1905 and rich with historic charm, on the Dogwood Azalea Trail. The front porch with stately columns creates a welcoming first impression and leads into a grand foyer with a beautiful staircase and exquisite stained glass windows, setting the tone for the character found throughout. The main level features a formal living

    Emily Deuster Century 21 Premiere Realty

    502 E Commercial St, Charleston, MO 63834
  • /58

    $250,000

    • 4 Beds
    • 2.5 Baths
    • 3,135 Sq Ft

    409 E Cypress St, Charleston, MO 63834

    Beautifully remodeled historic home sitting right in the heart of the Dogwood Azalea trail of Charleston. From the welcoming front porch to the coffee bar, this is one to see! This charming 2 story home features 4 bedrooms, 2.5 bathrooms, living room with pocket doors, and has been completed updated. Whether you are looking for cozy family time or entertaining, this home offers ample space for

    Jacqueline Kirby Silverthorn Realty, LLC

    409 E Cypress St, Charleston, MO 63834
  • /29

    $29,900

    • 1 Bed
    • 1 Bath
    • 2,211 Sq Ft

    514 S Main St, Charleston, MO 63834

    Charming Fixer-Upper, perfect for investors, flippers, DIY enthusiasts, and those who appreciate the character of older homes! Bring your vision as this 1915 property is ready for a makeover! Every room has endless potential. Whether you’re looking to restore its original charm or create a modern retreat, this property offers the perfect canvas. Conveniently located within walking distance to the

    Leslie Bruner-Thresher Century 21 Premiere Realty

    514 S Main St, Charleston, MO 63834
  • /3

    $61,900

    • 3 Beds
    • 1 Bath
    • 1,222 Sq Ft

    188 Swank St, Charleston, MO 63834

    Your new opportunity has arrived at a great price! This home needs some work but is great for any investor looking to renovate or rent. Located only 10 mins outside of Charleston and 20 mins from Sikeston. This cute home has 3 bedrooms and two bathrooms! It sets on a quiet corner lot in the town of Diehlstadt. It has a large two car carport with a large privacy fence in the backyard. Ready to

    Drake Bentley Ritter Real Estate

    188 Swank St, Charleston, MO 63834
  • /2

    $102,000

    • 3 Beds
    • 2 Baths

    404 E Cypress St, Charleston, MO 63834

    Property is available for online auction only. See Realty Bid for property, auction, showing & bidding information.

    Brian Brockman Bang Realty

    404 E Cypress St, Charleston, MO 63834
  • /3

    $14,000

    • 2 Beds
    • 1 Bath
    • 977 Sq Ft

    303 N Johnson St, Charleston, MO 63834

    House is being sold as is. All utilities have been disconnected

    Becca Kyger ReeceNichols - Leawood

    303 N Johnson St, Charleston, MO 63834
  • /2

    $76,500

    • 1 Bed
    • 1 Bath
    • 886 Sq Ft

    305 Ironbanks, Charleston, MO 63834

    Whether you’re looking to simplify or expand your investment portfolio, this property is full of opportunity. With a fenced yard and a 24x36 Morton shop, there’s plenty of functional space for storage, hobbies, equipment, or workshop use. Ideal for downsizing, first-time ownership, or rental potential, this property offers flexibility and value in one convenient package.

    Jessica Moore EXP Realty, LLC

    305 Ironbanks, Charleston, MO 63834
  • /2

    $4,000

    • Land
    • 0.12 Acre
    • $33,333 per Acre

    601 Elkins St, Charleston, MO 63834

    Residential corner lot

    Suzanne Warren Century 21 Premiere Realty

    601 Elkins St, Charleston, MO 63834

Why Live in Charleston

Charleston, MO, a quiet community in Southeast Missouri, is home to just over 5,000 residents and is characterized by its rural charm and well-established families. Housing options include Minimal Traditional cottages from the early 20th century and ranch-style homes from the 1960s to 1980s, with spacious front lawns and mature trees. Craftsman cottages and Cape Cods add to the architectural variety, with many homes featuring patios or shaded porches. The town offers several parks, such as Harry Whipple Memorial Park with its U-shaped pond and the Lewis and Clark Bicentennial Visitors Center, and AD Simpson Park, which hosts the weekly Farmers Market. Dr. E. Charles Rolwing Park is notable for its annual Dogwood-Azalea Festival, celebrating the town's Victorian homes and vibrant spring blooms. Charleston's dining scene includes El Cerrito for Mexican cuisine and The Scoop Ice Cream Shoppe with over 30 flavors. For more dining options, residents often drive to nearby Sikeston, 16 miles away. Boomland, located south of Interstate 57, features a large showroom with fireworks and Southern dishes at Wally’s Restaurant. Charleston Jr./Sr. High School is part of the A+ Schools program, offering scholarship opportunities for students. The town is conveniently located 40 miles from Cape Girardeau and about 150 miles from St. Louis, with Cape Girardeau Regional Airport providing access to national flights.

Frequently Asked Questions

What is the average home price in Charleston, MO?
Homes for sale in Charleston, MO have an average home price of $158,200.
How many homes have sold over the last 12 months in Charleston, MO?
21 homes have sold in Charleston, MO over the last 12 months.
What are the most popular zip codes in Charleston, MO?
The most popular zip codes in Charleston, MO include 63834, 63823, 63845, 62914 and 63801.
How much do you need to make to afford a house in Charleston?
The median home price in Charleston is $162,500. If you put a 20% down payment of $32,500 and had a 30-year fixed mortgage with an interest rate of 6.46%, your estimated principal and interest payment would be $820 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $35K a year to afford the median home price in Charleston. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Charleston, MO?
Charleston, MO has highly rated public and private schools. Some of the best schools in Charleston based on Niche Grades are Charleston High School, Charleston Middle School and Warren E. Hearnes Elementary School. Browse all the schools in Charleston, MO to learn more.

Home Trends in Charleston, MO

Housing Trends

Median Sale Price
$139,250
Median Single Family Sale Price
$130,950
Average Price Per Sq Ft
$82
Number of Homes for Sale
12
Last 12 months Home Sales
21
Months of Supply
6.90
Median List Price
$162,500
Median Change From 1st List Price
7%
Median Home Sale Price YoY Change
86%
How to Buy a Home How to Finance a Home How to Sell a Home