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Homebuyers and sellers are navigating a slow and expensive housing market, with rising prices and stagnant demand on the sidelines. This comes amid rising and growing . But luxury homes—multimillion-dollar estates, sleek penthouses, and one-of-a-kind custom builds—are , even as most buyers pull back.

Most people can't afford high-end homes, although they're still fun to dream about. So, to highlight where luxury real estate is commanding the highest prices, Redfin analyzed the most expensive neighborhoods in the Milwaukee metro area—and showcased a few of the area's standout listings (when possible).

Note: Redfin's analysis focused on metro areas, meaning some neighborhoods fell within smaller nearby cities. Listings and data were gathered on October 15, 2025.

#1. Juneau Town (Milwaukee, WI)

270 E Highland Ave, Milwaukee, WI 53202
- List price: $399,900
- Beds: 2 | Baths: 2 | Square feet: 1,205
- See 270 E Highland Ave, Milwaukee, WI 53202 on

777 N Prospect Ave, Milwaukee, WI 53202
- List price: $849,900
- Beds: 2 | Baths: 2 | Square feet: 1,707
- See 777 N Prospect Ave, Milwaukee, WI 53202 on

825 N Prospect Ave, Milwaukee, WI 53202
- List price: $2,375,000
- Beds: 2 | Baths: 2.5 | Square feet: 3,761
- See 825 N Prospect Ave, Milwaukee, WI 53202 on

929 N Astor St, Milwaukee, WI 53202
- List price: $229,900
- Beds: 1 | Baths: 1.5 | Square feet: 819
- See 929 N Astor St, Milwaukee, WI 53202 on

#2. Kenwood Park (Milwaukee, WI)

2834 N Hackett Ave, Milwaukee, WI 53211
- List price: $629,000
- Beds: 6 | Baths: 2.5 | Square feet: 2,769
- See 2834 N Hackett Ave, Milwaukee, WI 53211 on

#3. Northpoint (Milwaukee, WI)

1919 N Summit Ave, Milwaukee, WI 53202
- List price: $759,000
- Beds: 2 | Baths: 2.5 | Square feet: 2,343
- See 1919 N Summit Ave, Milwaukee, WI 53202 on

1919 N Summit Ave, Milwaukee, WI 53202
- List price: $380,000
- Beds: 2 | Baths: 2.5 | Square feet: 1,658
- See 1919 N Summit Ave, Milwaukee, WI 53202 on

2225 N Lake Dr, Milwaukee, WI 53202
- List price: $1,195,000
- Beds: 5 | Baths: 3.5 | Square feet: 4,788
- See 2225 N Lake Dr, Milwaukee, WI 53202 on

2715 E Park Pl, Milwaukee, WI 53211
- List price: $239,900
- Beds: 1 | Baths: 2 | Square feet: 973
- See 2715 E Park Pl, Milwaukee, WI 53211 on

#4. Weatherstone (New Berlin, WI)

4135 S Carnaby Ct, New Berlin, WI 53151
- List price: $639,900
- Beds: 3 | Baths: 2.5 | Square feet: 3,845
- See 4135 S Carnaby Ct, New Berlin, WI 53151 on

#5. Rolling Ridge South (Waukesha, WI)

2312 Judith Ln, Waukesha, WI 53188
- List price: $550,000
- Beds: 4 | Baths: 2.5 | Square feet: 2,269
- See 2312 Judith Ln, Waukesha, WI 53188 on