View 8248 Starr Grass Drive Madison, WI MLS# 2017264
$324,900
2

Beds

2.1

Baths

1,462

Sq.Ft.

8248 Starr Grass Drive

Madison, WI

Courtesy of REDFIN CORPORATION
View 7107 Discovery Lane Madison, WI MLS# 2009026
$319,900
2

Beds

2.1

Baths

1,447

Sq.Ft.

7107 Discovery Lane

Madison, WI

Courtesy of METRO BROKERS/LI ZHANG
View 8253 Mayo Drive Madison, WI MLS# 2017310
  • Virtual Tour
1 of 30
$319,000
2

Beds

2.0

Baths

1,331

Sq.Ft.

8253 Mayo Drive

Madison, WI

Courtesy of RESTAINO & ASSOCIATES
The time to sell is now! THE TIME TO SELL IS NOW!
View 8253 Mayo Drive Madison, WI MLS# 2019894
$319,000
2

Beds

2.0

Baths

1,331

Sq.Ft.

8253 Mayo Drive

Madison, WI

Courtesy of STARK COMPANY, REALTORS
View 8242 Starr Grass Drive Madison, WI MLS# 2018558
$314,900
2

Beds

2.1

Baths

1,462

Sq.Ft.

8242 Starr Grass Drive

Madison, WI

Courtesy of THE WILLS AGENCY
View 3202 Dorchester Way Madison, WI MLS# 2020201
$312,500
2

Beds

1.1

Baths

1,308

Sq.Ft.

3202 Dorchester Way

Madison, WI

Courtesy of MHB REAL ESTATE
View 2918 Cimarron Trail Madison, WI MLS# 2019104
$299,000
3

Beds

2.0

Baths

1,458

Sq.Ft.

2918 Cimarron Trail

Madison, WI

Courtesy of SPRINKMAN REAL ESTATE
View 6418 Raymond Road Madison, WI MLS# 2021263
$295,000
3

Beds

2.1

Baths

1,796

Sq.Ft.

6418 Raymond Road

Madison, WI

Courtesy of LPT REALTY
View 2013 McKenna Boulevard Madison, WI MLS# 2019534
$285,000
3

Beds

2.1

Baths

1,446

Sq.Ft.

2013 McKenna Boulevard

Madison, WI

Courtesy of THE MCGRADY GROUP, LLC
View 3848 Maple Grove Drive Madison, WI MLS# 2020255
$285,000
2

Beds

2.0

Baths

1,236

Sq.Ft.

3848 Maple Grove Drive

Madison, WI

Courtesy of CARIBOU REALTY GROUP LLC
View 8206 Starr Grass Drive Madison, WI MLS# 2016724
$280,000
2

Beds

2.0

Baths

1,235

Sq.Ft.

8206 Starr Grass Drive

Madison, WI

Courtesy of MODERN REALTY PARTNERS LLC
View 3001 Stratton Way Madison, WI MLS# 2006355
$279,900
2

Beds

2.0

Baths

1,390

Sq.Ft.

3001 Stratton Way

Madison, WI

Courtesy of STARK COMPANY, REALTORS
View 6 Captains Court Madison, WI MLS# 2019359
  • Virtual Tour
1 of 19
$275,000
2

Beds

2.0

Baths

1,129

Sq.Ft.

6 Captains Court

Madison, WI

Courtesy of EXP REALTY, LLC
View 9 Captains Court Madison, WI MLS# 2018003
  • Virtual Tour
1 of 35
$270,000
2

Beds

1.0

Baths

987

Sq.Ft.

9 Captains Court

Madison, WI

Courtesy of FIRST WEBER, INC
View 8253 Mayo Drive Madison, WI MLS# 2020011
$229,000
1

Beds

1.0

Baths

926

Sq.Ft.

8253 Mayo Drive

Madison, WI

Courtesy of RESTAINO & ASSOCIATES
View 6922 Park Ridge Drive Madison, WI MLS# 2018840
  • Recently Listed with Virtual Tour
1 of 45
$225,000
2

Beds

2.1

Baths

1,200

Sq.Ft.

6922 Park Ridge Drive

Madison, WI

Courtesy of RESTAINO & ASSOCIATES
View 922 Harbor House Drive Madison, WI MLS# 2019613
$219,000
2

Beds

2.0

Baths

1,005

Sq.Ft.

922 Harbor House Drive

Madison, WI

Courtesy of BRUNER REALTY & MANAGEMENT
View 905 Harbor House Drive Madison, WI MLS# 2019614
$219,000
2

Beds

2.0

Baths

1,005

Sq.Ft.

905 Harbor House Drive

Madison, WI

Courtesy of BRUNER REALTY & MANAGEMENT
View 2850 Cimarron Trail Madison, WI MLS# 2018533
$215,000
2

Beds

1.0

Baths

945

Sq.Ft.

2850 Cimarron Trail

Madison, WI

Courtesy of RE/MAX COMMUNITY REALTY
View 1105 McKenna Boulevard Madison, WI MLS# 2018873
$214,900
2

Beds

1.0

Baths

919

Sq.Ft.

1105 McKenna Boulevard

Madison, WI

Courtesy of T R MCKENZIE INC.

About South West Side

Listings in South West Side, Madison, WI

153

Estimated median home price

$472,200
South West Side, Madison Real Estate

Search South West Side, Wisconsin Real Estate Listings & New Homes for Sale in South West Side, WI. Find South West Side Houses, Townhouses, Condos, & Properties for Sale at Weichert.com

Homes for Sale by Price in South West Side, Madison, WI

PriceCount
$0 - 100K2
$100K - 200K8
$200K - 300K16
$300K - 400K27
$400K - 500K50
$500K - 600K26
$600K - 700K6
$700K - 800K9
$800K - 900K3
$900K - 1M0
$1M - Max6

Homes for Sale by Type in South West Side, Madison, WI

Property TypeCount
Single Family90
Townhouse0
Condo54
Commercial4
Rental0
Lots and Land0
Condo/Town/CoOp0
CoOp0
Multi Family5
Mobile Home0
Farms0

(Data as of 4/29/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the South Central Wisconsin Multiple Listing Service. Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors are marked with the SCWMLS approved logo and detailed information about them includes the name of the listing brokers.

© 2026 South Central Wisconsin MLS Corporation. All rights reserved.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

This information, provided by seller, listing broker, and other parties, may not have been verified.

Data is updated as of 4/30/2026.