Homes for Sale on Madison’s South & Southwest Side
Find Your Home on Madison’s South & Southwest Side
Madison’s South and Southwest Side runs from Monona Bay and Park Street out past the Arboretum to Orchard Ridge and Meadowood. It offers a wide mix of homes and prices, with the Arboretum, the Southwest Commuter Path and quick Beltline access close by. Bay Creek, Arbor Hills, Orchard Ridge and Meadowood are among its neighborhoods.
South & Southwest Side at a Glance
- Location: South and southwest of downtown, around the UW Arboretum and along the Beltline
- ZIP codes: 53711, 53713 and 53719
- Homes: Older homes near Park Street, mid-century ranches and split-levels, plus condos and townhomes
- Schools: Madison Metropolitan School District, mostly in the West or Memorial High School attendance areas
- Getting around: Quick Beltline access, plus the Southwest Commuter Path and Cannonball Path for biking
- Best for: Buyers who want a range of prices close to downtown, the Arboretum and Fitchburg
South & Southwest Side Neighborhoods and Homes
- Bay Creek: Older homes near Monona Bay, Olin Park and Park Street.
- Arbor Hills and Leopold: Mid-century homes near the Arboretum and Fitchburg border.
- Orchard Ridge and Meadowood: Established ranches and split-levels on the southwest side.
- Park Street corridor: Condos, townhomes and newer development near Park Street shops.
Schools Serving South & Southwest Side
The South and Southwest Side is served by the Madison Metropolitan School District.
- High school: Madison West or Memorial, depending on the address
- Elementary and middle: Assigned by address
Confirm the schools for any specific address.
Parks, Trails and Things to Do
- UW Arboretum: About 1,200 acres of prairie, woods and trails.
- Olin Park and Monona Bay: Lake Monona access and views of the Capitol.
- Southwest Commuter Path: A bike route to downtown and the West Side.
- Cannonball Path: A bike trail linking the area to Fitchburg and the Capital City Trail.
- Park Street: Local restaurants, groceries and shops.
Frequently Asked Questions
What neighborhoods are on Madison’s South and Southwest Side?
The area includes Bay Creek, Arbor Hills, Leopold, Orchard Ridge and Meadowood, among others.
What high school serves Madison’s South and Southwest Side?
Most addresses are in the Madison West or Memorial High School attendance areas. Confirm the schools for any specific address.
How much do homes cost on the South and Southwest Side?
Prices vary a lot by street and home type. Citywide, Madison’s median sale price was about $448,000 in July 2026 (Redfin). Call me for current numbers on the South and Southwest Side streets you’re considering.
Is the South and Southwest Side close to the Arboretum?
Yes. Many neighborhoods border the UW Arboretum, and the bike paths connect easily to downtown and Fitchburg.
Thinking About South & Southwest Side?
We help buyers and sellers across Madison, including the South and Southwest Side. Whether you’re looking near Bay Creek or selling in Orchard Ridge, I can walk you through recent sales and what’s coming on the market. Schedule a call or call me at 608.370.4020.
Also exploring nearby? See homes in the Near West Side, Fitchburg, Verona and Downtown Madison.
