The most expensive neighborhoods in Madison
Homebuyers and sellers are navigating a slow and expensive housing market, with rising prices and stagnant demand keeping many on the sidelines. This comes amid rising economic uncertainty and growing wealth concentration. But luxury homes—multimillion-dollar estates, sleek penthouses, and one-of-a-kind custom builds—are still selling, 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 Madison 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. Blackhawk (Madison, WI)
Median sale price: $949,000 | Median days on market: 59 days2 Greystone Cir, Middleton, WI 53562
- List price: $839,900
- Beds: 4 | Baths: 3.5 | Square feet: 3,641
- See 2 Greystone Cir, Middleton, WI 53562 on Redfin.com
711 Cricket Ln, Middleton, WI 53562
- List price: $350,000
- Beds: 3 | Baths: 2.5 | Square feet: 1,773
- See 711 Cricket Ln, Middleton, WI 53562 on Redfin.com
9809 Trappers Trl, Middleton, WI 53562
- List price: $4,500,000
- Beds: 7 | Baths: 7.5 | Square feet: 11,292
- See 9809 Trappers Trl, Middleton, WI 53562 on Redfin.com
#2. Nakoma (Madison, WI)
Median sale price: $842,500 | Median days on market: 65 days1126 Waban Hl, Madison, WI 53711
- List price: $970,000
- Beds: 4 | Baths: 1.5 | Square feet: 2,290
- See 1126 Waban Hl, Madison, WI 53711 on Redfin.com
#3. Elderberry (Madison, WI)
Median sale price: $800,000 | Median days on market: 106 days10314 White Fox Ln, Verona, WI 53593
- List price: $635,000
- Beds: 3 | Baths: 2.5 | Square feet: 2,468
- See 10314 White Fox Ln, Verona, WI 53593 on Redfin.com
10414 Hollow Aspen Ln, Verona, WI 53593
- List price: $799,900
- Beds: 3 | Baths: 2.5 | Square feet: 2,253
- See 10414 Hollow Aspen Ln, Verona, WI 53593 on Redfin.com
423 Fargo Trl, Middleton, WI 53562
- List price: $794,900
- Beds: 4 | Baths: 3.5 | Square feet: 3,221
- See 423 Fargo Trl, Middleton, WI 53562 on Redfin.com
630 Big Stone Trl, Middleton, WI 53562
- List price: $949,000
- Beds: 5 | Baths: 4 | Square feet: 4,705
- See 630 Big Stone Trl, Middleton, WI 53562 on Redfin.com
#4. Middleton Hills (Middleton, WI)
Median sale price: $785,000 | Median days on market: 36 days6679 S Chickahauk Trl, Middleton, WI 53562
- List price: $699,900
- Beds: 3 | Baths: 2.5 | Square feet: 2,765
- See 6679 S Chickahauk Trl, Middleton, WI 53562 on Redfin.com
6833 Phil Lewis Way, Middleton, WI 53562
- List price: $1,499,000
- Beds: 4 | Baths: 4.5 | Square feet: 4,656
- See 6833 Phil Lewis Way, Middleton, WI 53562 on Redfin.com
#5. Regent (Madison, WI)
Median sale price: $695,000 | Median days on market: 35 days1925 Kendall Ave, Madison, WI 53726
- List price: $677,000
- Beds: 3 | Baths: 1 | Square feet: 1,771
- See 1925 Kendall Ave, Madison, WI 53726 on Redfin.com
210 Forest St, Madison, WI 53726
- List price: $875,000
- Beds: 3 | Baths: 2.5 | Square feet: 2,648
- See 210 Forest St, Madison, WI 53726 on Redfin.com
2725 Kendall Ave, Madison, WI 53705
- List price: $650,000
- Beds: 3 | Baths: 1 | Square feet: 1,583
- See 2725 Kendall Ave, Madison, WI 53705 on Redfin.com
30 Virginia Ter, Madison, WI 53726
- List price: $850,000
- Beds: 3 | Baths: 2 | Square feet: 2,104
- See 30 Virginia Ter, Madison, WI 53726 on Redfin.com
