Homes on Madison's Southwest Side

Living on the southwest side of Madison offers a unique blend of convenience, community and natural beauty. Location, and a wide selection of prices and property types make real estate on the southwest side an ideal choice among local home and condo buyers. 

Want to learn more about the southwest side condo scene? Visit our southwest side condo guide to get the scoop on all condo listings on this side of town.

Madison Southwest Side Real Estate

36 Properties Found. Page 1 of 6.
Photo of Listing #1993562
Open house

Scheduled Open House Open House Date: 2025-03-22 Open House Time: 12:00-2:00

New Listing

1705 Prairie Road, Madison

$350,000 - 3 Beds, 1 Baths, 1,342 Sf

MLS® # 1993562, 2 days, Active

Photo of Listing #1994945
Open house

Scheduled Open House Open House Date: 2025-03-23 Open House Time: 1:30-3:30

New Listing

3906 Mammoth Trail, Madison

$450,000 - 4 Beds, 2 Baths, 1,731 Sf

MLS® # 1994945, 3 days, Active

Photo of Listing #1995103
Open house

Scheduled Open House Open House Date: 2025-03-22 Open House Time: 11:00-1:00

New Listing

2730 Homestead Road, Madison

$499,000 - 4 Beds, 3 Baths, 2,103 Sf

MLS® # 1995103, 4 days, Active

Photo of Listing #1993653
New Listing

913 Arden Lane, Madison

$500,000 - 4 Beds, 3 Baths, 2,460 Sf

MLS® # 1993653, 5 days, Offer-Show

Photo of Listing #1995049
Open house

Scheduled Open House Open House Date: 2025-03-22 Open House Time: 11:00-12:30

New Listing

6110 Jeffers Drive, Madison

$429,000 - 3 Beds, 2 Baths, 1,848 Sf

MLS® # 1995049, 6 days, Active

Photo of Listing #1995316
New Listing

2914 Greenway Trail, Madison

$405,000 - 3 Beds, 2 Baths, 1,527 Sf

MLS® # 1995316, 7 days, Offer-Show

Southwest Side Market Statistics

Current Listings

  • With Accepted Offers: 22
  • Without Accepted Offers: 14
  • Total Active Listings: 36
  • % with Accepted Offers: 61%
  • Months of Inventory: 0.5

Sold 03/22/2024 - 03/22/2025

  • Total Sold Listings: 354
  • Highest Sold Price: $803,000
  • Lowest Sold Price: $100,000
  • Average Sold Price: $394,910
  • Median Sold Price: $480,000

* Source: IDX Active & Sold Listings

* Property Types: Lots & Acreage, Single Family, Condo

More About Real Estate on Madison's Southwest Side

The southwest side of Madison is bounded by Verona Road on the east to High Point Road on the west and from the beltline on the north to Cross Country Road on the south. Its proximity to Verona Road and the Beltline makes the southwest side an easy commute to and from any part of the city.

The southwest side is home to the iconic Elver Park, one of Madison’s largest parks and host of the popular Elver Park Fourth of July Fireworks celebration. Other parks on the southwest side include Prairie Ridge Park, Huegel Park, and Country Grove Park.

McKee Road, a thoroughfare dotted with shops and restaurants, offers convenient access to Verona Road and the Beltline.

Choosing Southwest Madison Real Estate

Real estate on Madison’s southwest side includes newer construction homes in budding subdivisions, homes with mid-century designs in established neighborhoods, and everything in between. Buyers with an affinity for established, pedestrian-friendly neighborhoods with sidewalks and mature trees will want to view the inventory available in the Meadowood and Orchard Ridge subdivisions.

Madison’s southwest side also features many condominium options.

Explore Southwest Neighborhood Guides Here

Our unique real estate guides offer statistics and information about the parks and schools nearby. Click through the neighborhoods and get a feel for the options available on Madison's southwest side.

We're here to you buy or sell a house on Madison's southwest side and throughout all of Dane County! Contact us online or by phone at 608-852-7071 for a free consultation about buying or selling property on the southwest side of Madison.

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