Top 10 Most Expensive Streets in Waukesha, WI

The following are the Top 10 most expensive streets in Waukesha. The average price for homes on these streets range from $345,000 to $541,000.

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1. Meadowood Ln

Meadowood Ln is the 1st most expensive street in Waukesha. It has single-family homes built in 1978, with an average sale price of $541,000.

Average Price: $541,000
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2. Oakview Dr

Oakview Dr is the 2nd most expensive street in Waukesha. It has single-family homes built in 1976, with an average sale price of $520,000.

Average Price: $520,000
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3. Windsor Dr

Windsor Dr is the 3rd most expensive street in Waukesha. It has single-family homes built from 1928 to 1954, ranging in price from $390,000 to $531,250. It is home to the Caples Park and The Meadows subdivisions.

Average Price: $445,416.67
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4. Oakcrest Dr

Oakcrest Dr is the 4th most expensive street in Waukesha. It has single-family homes built from 1991 to 1992, ranging in price from $411,800 to $455,000. It is home to the Brighton Crest subdivision.

Average Price: $440,600
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5. Dogwood Ln

Dogwood Ln is the 5th most expensive street in Waukesha. It has single-family homes built in 1967, with an average sale price of $410,000. It is home to the South Park Estates subdivision.

Average Price: $410,000
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6. Elizabeth St

Elizabeth St is the 6th most expensive street in Waukesha. It has single-family homes built in 1930, with an average sale price of $345,000.

Average Price: $345,000
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7. Legend Cir

Legend Cir is the 7th most expensive street in Waukesha. It has single-family homes built in 1996, with an average sale price of $520,000. It is home to the Legend Hills subdivision.

Average Price: $520,000
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8. Pendleton Pl

Pendleton Pl is the 8th most expensive street in Waukesha. It has single-family homes built from 1973 to 1975, ranging in price from $325,000 to $405,000. It is home to the Merrill Crest subdivision.

Average Price: $370,000
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9. Grandview Blvd

Grandview Blvd is the 9th most expensive street in Waukesha. It has single-family homes, multi-units, condos, and townhouses built from 1910 to 1988, ranging in price from $260,000 to $460,000. It is home to the Woodfield subdivision.

Average Price: $369,969.95
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10. Cliff-alex Ct

Cliff-alex Ct is the 10th most expensive street in Waukesha. It has single-family homes, multi-units, and condos built from 1990 to 1992, ranging in price from $192,000 to $630,000. It is home to the David's Park and American Classic subdivisions.

Average Price: $355,812.50
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