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

73 Properties Found. Page 1 of 9.
Photo of Listing #2020469
New Listing

7122 Birchstone Drive, Madison

$759,900 - 3 Beds, 4 Baths, 4,000 Sf

MLS® # 2020469, 7 days, Active

Photo of Listing #2020415

3609 Ice Age Drive, Madison

$650,000 - 4 Beds, 4 Baths, 3,368 Sf

MLS® # 2020415, 19 days, Offer-Show

Photo of Listing #2022853
New Listing

1110 Woodland Way, Madison

$639,900 - 3 Beds, 2 Baths, 2,232 Sf

MLS® # 2022853, 3 days, Active

Photo of Listing #2020168

2914 Grandview Boulevard, Madison

$629,900 - 5 Beds, 3 Baths, 3,209 Sf

MLS® # 2020168, 33 days, Offer-Show

Photo of Listing #2022000
New Listing

5522 Barton Road, Madison

$625,000 - 3 Beds, 3 Baths, 1,968 Sf

MLS® # 2022000, 7 days, Offer-No Show

Photo of Listing #2018358

3117 Todd Drive, Madison

$620,000 - 5 Beds, 4 Baths, 3,490 Sf

MLS® # 2018358, 59 days, Active

Photo of Listing #2016692
New Listing

5 Autumnwood Circle, Madison

$600,000 - 5 Beds, 4 Baths, 2,671 Sf

MLS® # 2016692, 4 days, Offer-No Show

Photo of Listing #2019680

34 Maple View Court, Madison

$599,000 - 3 Beds, 3 Baths, 2,885 Sf

MLS® # 2019680, 42 days, Offer-Show

Photo of Listing #2022462
New Listing

2941 Maple Run Drive, Madison

$589,000 - 4 Beds, 3 Baths, 2,715 Sf

MLS® # 2022462, 6 days, Active

Southwest Side Market Statistics

Current Listings

  • With Accepted Offers: 51
  • Without Accepted Offers: 22
  • Total Active Listings: 73
  • % with Accepted Offers: 70%
  • Months of Inventory: 0.7

Sold 05/11/2025 - 05/11/2026

  • Total Sold Listings: 359
  • Highest Sold Price: $1,300,000
  • Lowest Sold Price: $130,000
  • Average Sold Price: $411,125
  • Median Sold Price: $415,000

* Source: IDX Active & Sold Listings

* Property Types: Single Family, Lots & Acreage, 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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