Top 10 Most Expensive Streets in Madison, WI

The following are the Top 10 most expensive streets in Madison. The average price for homes on these streets range from $500,000 to $900,000.

1. Oakland Ave

Oakland Ave is the 1st most expensive street in Madison. It has single-family homes built in 1930, with an average sale price of $900,000.

Average Price: $900,000
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2. Segoe Rd

Segoe Rd is the 2nd most expensive street in Madison. It has condos built in 2006, with an average sale price of $835,000.

Average Price: $835,000
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3. Midvale Blvd

Midvale Blvd is the 3rd most expensive street in Madison. It has condos built from 2006 to 2008, with an average sale price of $780,000.

Average Price: $780,000
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4. Tawny Elm Pkwy

Tawny Elm Pkwy is the 4th most expensive street in Madison. It has single-family homes built in 2020, with an average sale price of $749,000.

Average Price: $749,000
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5. Ashworth Dr

Ashworth Dr is the 5th most expensive street in Madison. It has single-family homes built in 2009, with an average sale price of $702,000.

Average Price: $702,000
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6. Great Gray Dr

Great Gray Dr is the 6th most expensive street in Madison. It has townhouses built in 2006, with an average sale price of $656,200.

Average Price: $656,200
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7. Winter Park

Winter Park is the 7th most expensive street in Madison. It has single-family homes built in 2005, with an average sale price of $564,900.

Average Price: $564,900
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8. Watts Rd

Watts Rd is the 8th most expensive street in Madison. It has single-family homes built in 2019, with an average sale price of $550,000.

Average Price: $550,000
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9. Ambleside Dr

Ambleside Dr is the 9th most expensive street in Madison. It has single-family homes built in 2006, with an average sale price of $540,000.

Average Price: $540,000
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10. Greening Ln

Greening Ln is the 10th most expensive street in Madison. It has single-family homes built in 1974, with an average sale price of $500,000.

Average Price: $500,000
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