Old Southwest Houses for Sale

/45
$749,900
- 3 Beds
- 4 Baths
- 2,652 Sq Ft
303 S Glenwood Ave, Columbia, MO 65203

Welcome to 303 S Glenwood Ave — where timeless character meets modern comfort in one of Columbia's most sought-after locations. Nestled on a picturesque historic brick street, this beautifully updated 3-bedroom (4-Bedroom if you count the studio apartment in the basement!), 4-bath home offers unbeatable charm just minutes from the heart of downtown on a large 1/2 Acre lot!Step inside to

Zack Girard Girard Realty

303 S Glenwood Ave, Columbia, MO 65203
/81
$999,900
- 4 Beds
- 5.5 Baths
- 5,272 Sq Ft
404 S Greenwood Ave, Columbia, MO 65203

1.27 acre lot in Old Southwest?! Yes you read right. A huge lot hosting a spacious 5,200 finished sqft home. One of its standout features is a private indoor 36' long 12' wide pool—perfect for year-round enjoyment. This would be a great separate space for a mother-in-law suite. The main bedroom has an on suite bathroom and His&Her Closets. The basement contains a bonus room and a non-conforming

Lucas Little Century 21 Community

404 S Greenwood Ave, Columbia, MO 65203
/42
$595,000
- 3 Beds
- 3.5 Baths
- 2,948 Sq Ft
504 S Glenwood Ave, Columbia, MO 65203

Discover the charm and character of this classic 2-story home located on one of Columbia's historic streets in the sought-after Old Southwest neighborhood. Just minutes from downtown, the library, parks, shopping, and popular local restaurants, this home offers both convenience and timeless appeal. With loads of potential and a deep lot perfect for gardening, entertaining, or future expansion,

Jay Wilson Weichert, Realtors - First Tier

504 S Glenwood Ave, Columbia, MO 65203
/61
$395,000
- 4 Beds
- 1.5 Baths
- 1,862 Sq Ft
707 W Rollins Rd, Columbia, MO 65203

If you are looking for a wonderful retreat-like oasis in the middle of town, with a dog-friendly yard that is bursting w/vintage charm, this property is for you! Mixed w/ modern design elements, 707 Rollins is the perfect feel-good property w/ gorgeous views of a wooded lot from the back deck. 2 stories of finished living sit on an unfinished basement w/ unbelievable potential for added finished

Jennifer Dick RE/MAX Boone Realty

707 W Rollins Rd, Columbia, MO 65203
/38
$625,000
- 4 Beds
- 2.5 Baths
- 2,765 Sq Ft
104 S Glenwood Ave, Columbia, MO 65203

Step into timeless elegance with this beautifully updated 1925 charmer! From the inviting living room with fireplace to the sunroom & dining area, every space blends historic charm with modern convenience. The stunning kitchen has been fully updated, & a main-level study/bedroom with a nearby half bath adds flexibility. Upstairs, you'll find three spacious bedrooms and a luxurious bath featuring

Julie Wesley Weichert, Realtors - House of

104 S Glenwood Ave, Columbia, MO 65203

Missouri Columbia Old Southwest

Why Live in Old Southwest

Old Southwest in Columbia, MO, is a historic neighborhood known for its wide, tree-lined streets and diverse architectural styles, including American Foursquare, Colonial Revival, Craftsman bungalows, and Tudor Revivals. Many homes sit on nearly half-acre lots and some are listed on the National Register of Historic Places, requiring specific restoration guidelines. The neighborhood is safer than the national average, making it a practical choice for families. Residents enjoy proximity to John A. Stewart Park and the MKT Trail, which spans nearly 10 miles and is popular for walking and biking. Cosmo Park, located just under 3 miles northwest, offers extensive sports facilities. Dining options include Murry’s, about 3 miles south, known for its steaks and live jazz, and Addison’s in The District, about a mile away, which serves American fare. Grocery stores like Aldi, Gerbes, and Schnucks are within 2 miles. The Southwest Neighborhood Association hosts an annual spring party, fostering community spirit. The area is well-connected, with The District accessible by foot or car, and public transit provided by Go COMO's Red Route. Major employers, including the University of Missouri and MU Health Care, are within 2 miles. Columbia Regional Airport is nearly 14 miles away, and Jefferson City is about 30 miles south. Schools in the area are highly rated, with students attending Jefferson Middle and Hickman High, both of which offer unique programs and electives.

Learn more about living in Old Southwest

Home Trends in Old Southwest, MO

On average, homes in Old Southwest, Columbia sell after 31 days on the market compared to the national average of 50 days. The median sale price for homes in Old Southwest, Columbia over the last 12 months is $475,000, up 6% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$475,000

Median Single Family Sale Price

$520,000

Average Price Per Sq Ft

$188

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

4.30

Median List Price

$525,000

Median Change From 1st List Price

Median Home Sale Price YoY Change

How to Buy a Home How to Finance a Home How to Sell a Home

In Old Southwest, there are currently 5 houses for sale, offering a variety of options for prospective buyers. With houses ranging from $395,000 to $999,900, there's something for every budget. As of July, 2025 the median home price in Old Southwest, Columbia is $525,000, while the average sale price is $553,080, providing insight into local market trends. On average, houses spend 31 days on the market before being sold. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options available to suit every lifestyle. Browse properties and houses for sale in Old Southwest, Columbia and find the perfect place to call home.

Old Southwest Types of Homes for Sale

Old Southwest Homes for Sale

More About Living in Old Southwest

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