Near West Side Madison Neighborhoods

Madison's ever popular Near West Side includes mostly older single family homes but in recent years has also become the home of a few townhouses and luxury condos particularly near Hilldale just off bustling University Avenue, at popular Sequoya Commons just off Midvale Boulevard, and on lively Monroe Street which stretches along Lake Wingra from the Arboretum to Camp Randall. Browse Near West Side Madison homes for sale below or to read more about why so many people are sold on moving to Madison's Near West Side, Click Here.

Browse Near West Side Madison Homes for Sale

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109 N Roby Road, Madison

$1,225,000

109 N Roby Road, Madison

4 Beds 2.5 Baths 3,572 SqFt Single Family MLS® # 2030641
1706 Madison Street, Madison

$1,050,000

1706 Madison Street, Madison

4 Beds 2.5 Baths 3,227 SqFt Single Family MLS® # 2027792
1826 Van Hise Avenue, Madison

$999,000

1826 Van Hise Avenue, Madison

4 Beds 2.5 Baths 2,572 SqFt Single Family MLS® # 2030385
3206 Cross Street, Madison

$960,000

3206 Cross Street, Madison

3 Beds 3 Baths 2,480 SqFt Single Family MLS® # 2032510
4145 Hiawatha Drive, Madison

$950,000

4145 Hiawatha Drive, Madison

4 Beds 2 Baths 2,071 SqFt Single Family MLS® # 2033350
4215 Wanetah Trail, Madison

$899,000

↓ $26,000

4215 Wanetah Trail, Madison

4 Beds 3 Baths 3,026 SqFt Single Family MLS® # 2015886
1829 Rowley Avenue, Madison

$899,000

1829 Rowley Avenue, Madison

4 Beds 1.5 Baths 2,152 SqFt Single Family MLS® # 2030450
Open House
1626 Madison Street, Madison

$875,000

1626 Madison Street, Madison

4 Beds 2 Baths 2,103 SqFt Single Family
Sun, Oct 4th, 2026 @ 11am - 1pm
MLS® # 2028996
2705 Stevens Street, Madison

$875,000

2705 Stevens Street, Madison

3 Beds 3 Baths 2,046 SqFt Single Family MLS® # 2031962
25 Larkin Street, Madison

$859,900

25 Larkin Street, Madison

3 Beds 2.5 Baths 3,141 SqFt Single Family MLS® # 2031997
2314 Keyes Avenue, Madison

$855,000

↓ $24,000

2314 Keyes Avenue, Madison

3 Beds 2 Baths 1,769 SqFt Single Family MLS® # 2028378
2638 Mason Street, Madison

$839,900

2638 Mason Street, Madison

3 Beds 2.5 Baths 2,434 SqFt Single Family MLS® # 2026491
215 Lathrop Street, Madison

$825,000

↓ $74,000

215 Lathrop Street, Madison

4 Beds 1.5 Baths 2,888 SqFt Single Family MLS® # 2026623
310 Cheyenne Trail, Madison

$799,000

↓ $36,000

310 Cheyenne Trail, Madison

5 Beds 3 Baths 3,112 SqFt Single Family MLS® # 2031513
Open House
211 Vista Road, Madison

$795,000

↓ $30,000

211 Vista Road, Madison

4 Beds 2.5 Baths 2,308 SqFt Single Family
Sun, Oct 4th, 2026 @ 11am - 1pm
MLS® # 2030775
5321 Manitowoc Parkway, Madison

$775,000

5321 Manitowoc Parkway, Madison

5 Beds 3.5 Baths 3,034 SqFt Single Family MLS® # 2029953
New Open House
13 Virginia Terrace, Madison

$775,000

13 Virginia Terrace, Madison

4 Beds 2 Baths 2,098 SqFt Single Family
Sat, Oct 3rd, 2026 @ 10am - 12pm
MLS® # 2033750
New Open House
613 Sheldon Street Street, Madison

$749,900

613 Sheldon Street Street, Madison

4 Beds 1.5 Baths 1,664 SqFt Single Family
Sun, Oct 4th, 2026 @ 11am - 1pm
MLS® # 2033519
4138 Hiawatha Drive, Madison

$735,000

↓ $2,000

4138 Hiawatha Drive, Madison

3 Beds 1.5 Baths 1,964 SqFt Single Family MLS® # 2025701
4109 Yuma Drive, Madison

$724,900

↓ $5,090

4109 Yuma Drive, Madison

3 Beds 1.5 Baths 2,004 SqFt Single Family MLS® # 2026816
2102 Keyes Avenue, Madison

$700,000

2102 Keyes Avenue, Madison

3 Beds 1 Bath 1,487 SqFt Single Family MLS® # 2031703
New Open House
2426 Commonwealth Avenue, Madison

$690,000

2426 Commonwealth Avenue, Madison

3 Beds 1.5 Baths 1,602 SqFt Single Family
Sun, Oct 4th, 2026 @ 10am - 12pm
MLS® # 2032941
New Open House
4402 Waite Lane, Madison

$675,000

4402 Waite Lane, Madison

4 Beds 3 Baths 2,108 SqFt Single Family
Sat, Oct 3rd, 2026 @ 10am - 12pm
MLS® # 2033779
2121 Regent Street, Madison

$650,000

↓ $49,900

2121 Regent Street, Madison

3 Beds 2 Baths 1,591 SqFt Single Family MLS® # 2025831

Near West Side Madison Homes

Homes on Madison's near West Side are highly sought-after for their vintage charm, high degree of walkability, and proximity to popular shops and restaurants. Homes on Madison's near West Side are also in high demand due to their proximity to popular near West Side pubic schools such as Franklin/Randall or Van Hise Elementary. Like you would also expect to do on Madison's near East Side, be prepared to make sacrifices when it comes to the size of your yard or garage however when buying a home on Madison's near West Side. You may also notice fewer rentals on the near West Side except of course near bustling Camp Randall Stadium and certain areas close to it such as Greenbush, Vilas or The Regent Neighborhood.

Near West Side Madison Lifestyles

Madison's near West Side residents are on the move! Living on the near West Side definitely has its perks when it comes to accessibility. Walk your kids to elementary or middle school, walk to popular coffee shops and pubs, walk or bike to restaurants, grocery stores, or designer shopping venues, walk or bike to the green-built public library at Sequoya Commons, walk or bike to the Sundance Cinema at Hilldale where you can sip a drink or enjoy dinner right in the theatre. Take the bike path to work, a football game or anywhere you please. It's all super accessible from your near West Side Madison home or condo!

Get in touch with a West Side Madison specialist from Lake & City Homes today!

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